Compound_common_name Compound_synonyms Molecular_weight Chemical_formula Smiles Links EC Reaction_equation Pathway
sinapoyltyramine 343.379 C19 H21 N1 O5 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(cc(OC)c(O)c(c2)OC) 2.3.1.110 tyramine + sinapoyl-CoA = sinapoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(=N)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440417*LIGAND-CPD:C04640 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(=N)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440417*LIGAND-CPD:C04640 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis I
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(=N)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440417*LIGAND-CPD:C04640 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis II
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(=N)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440417*LIGAND-CPD:C04640 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis I
4-hydroxybenzoate p-hydroxybenzoate 138.123 C7 H6 O3 C(=O)(O)C1(C=CC(O)=CC=1) PUBCHEM:135*LIGAND-CPD:C00156*CAS:99-96-7 2.5.1.39 all-trans-decaprenyl diphosphate + 4-hydroxybenzoate = 3-decaprenyl-4-hydroxybenzoate + pyrophosphate ubiquinone-10 biosynthesis (eukaryotic)
UDP-D-xylose udp-xylose*UDP-α-D-xylose 536.279 C14 H22 N2 O16 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)CO3))) CAS:3616-06-6 4.1.1.35 UDP-D-glucuronate = UDP-D-xylose + CO2 UDP-D-xylose biosynthesis
4-hydroxyaniline 4-aminophenol*p-aminophenol*4-aminobenzenol*p-hydroxyaniline*p-aminobenzenol 109.127 C6 H7 N1 O1 c1(c(O)ccc(N)c1) CAS:123-30-8 AMINOPHENOL-NITRITE-REDUCTASE-RXN 4-hydroxyaniline + 3 H2O = NO2- + hydroquinone + 7 H+ + 6 e- superpathway of parathion degradation
4-hydroxyaniline 4-aminophenol*p-aminophenol*4-aminobenzenol*p-hydroxyaniline*p-aminobenzenol 109.127 C6 H7 N1 O1 c1(c(O)ccc(N)c1) CAS:123-30-8 3.1.8.1 amino-parathion + H2O = 4-hydroxyaniline + diethylthiophosphate superpathway of parathion degradation
5'-phosphoribosyl-N-formylglycineamide N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide*5'-P-ribosyl-N-formylglycineamide*5'-phosphoribosyl-N-formylglycinamide*5'-phosphoribosyl-N-formylglycineamide*FGAR*5-phosphoribosyl-N-formalglycineamide*5'-phosphoribosyl-formylglycinamide 314.188 C8 H15 N2 O9 P1 C(=O)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440313*LIGAND-CPD:C04376 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis II
5'-phosphoribosyl-N-formylglycineamide N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide*5'-P-ribosyl-N-formylglycineamide*5'-phosphoribosyl-N-formylglycinamide*5'-phosphoribosyl-N-formylglycineamide*FGAR*5-phosphoribosyl-N-formalglycineamide*5'-phosphoribosyl-formylglycinamide 314.188 C8 H15 N2 O9 P1 C(=O)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440313*LIGAND-CPD:C04376 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis I
5'-phosphoribosyl-N-formylglycineamide N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide*5'-P-ribosyl-N-formylglycineamide*5'-phosphoribosyl-N-formylglycinamide*5'-phosphoribosyl-N-formylglycineamide*FGAR*5-phosphoribosyl-N-formalglycineamide*5'-phosphoribosyl-formylglycinamide 314.188 C8 H15 N2 O9 P1 C(=O)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440313*LIGAND-CPD:C04376 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = phosphate + 5'-phosphoribosyl-N-formylglycineamide + ADP purine nucleotides de novo biosynthesis I
5'-phosphoribosyl-N-formylglycineamide N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide*5'-P-ribosyl-N-formylglycineamide*5'-phosphoribosyl-N-formylglycinamide*5'-phosphoribosyl-N-formylglycineamide*FGAR*5-phosphoribosyl-N-formalglycineamide*5'-phosphoribosyl-formylglycinamide 314.188 C8 H15 N2 O9 P1 C(=O)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440313*LIGAND-CPD:C04376 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide tetrahydrofolate biosynthesis
5'-phosphoribosyl-N-formylglycineamide N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide*5'-P-ribosyl-N-formylglycineamide*5'-phosphoribosyl-N-formylglycinamide*5'-phosphoribosyl-N-formylglycineamide*FGAR*5-phosphoribosyl-N-formalglycineamide*5'-phosphoribosyl-formylglycinamide 314.188 C8 H15 N2 O9 P1 C(=O)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440313*LIGAND-CPD:C04376 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
5'-phosphoribosyl-N-formylglycineamide N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide*5'-P-ribosyl-N-formylglycineamide*5'-phosphoribosyl-N-formylglycinamide*5'-phosphoribosyl-N-formylglycineamide*FGAR*5-phosphoribosyl-N-formalglycineamide*5'-phosphoribosyl-formylglycinamide 314.188 C8 H15 N2 O9 P1 C(=O)(CNC=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(=O)(O)O) PUBCHEM:440313*LIGAND-CPD:C04376 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis I
Cl- Cl-*chloride ion*chloride 35.453 CL1 [Cl-] LIGAND-CPD:C00115 CHLOROMUCISOM-RXN 2,5-dichloro-cis,cis-muconate = 2-chloro-trans-dienelactone + Cl- 1,4-dichlorobenzene degradation
Cl- Cl-*chloride ion*chloride 35.453 CL1 [Cl-] LIGAND-CPD:C00115 CHLOROMALERED-RXN 2-chloromaleylacetate + a reduced acceptor = maleylacetate + Cl- + an acceptor 1,4-dichlorobenzene degradation
5-aminopentanoate 5-aminovalerate*δ-aminovalerate 117.147 C5 H11 N1 O2 C(=O)(O)CCCCN CAS:660-88-8 PRDABST-RXN D-proline + NADH = 5-aminopentanoate + NAD+ interconversion of arginine, ornithine and proline
L-isoleucine I*ile*iso-leucine 131.174 C6 H13 N1 O2 CC(CC)C(N)C(O)=O CAS:73-32-5*LIGAND-CPD:C00407*CAS:7004-09-3 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + pyrophosphate + AMP tRNA charging pathway
L-isoleucine I*ile*iso-leucine 131.174 C6 H13 N1 O2 CC(CC)C(N)C(O)=O CAS:73-32-5*LIGAND-CPD:C00407*CAS:7004-09-3 2.6.1.42 L-isoleucine + alpha-ketoglutarate = 2-keto-3-methyl-valerate + L-glutamate isoleucine degradation I
L-isoleucine I*ile*iso-leucine 131.174 C6 H13 N1 O2 CC(CC)C(N)C(O)=O CAS:73-32-5*LIGAND-CPD:C00407*CAS:7004-09-3 2.6.1.42 L-isoleucine + alpha-ketoglutarate = 2-keto-3-methyl-valerate + L-glutamate isoleucine biosynthesis I
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 5.4.2.7 ribose-1-phosphate = D-ribose-5-phosphate (deoxy)ribose phosphate degradation
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil salvage pathways of pyrimidine ribonucleotides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil (deoxy)ribose phosphate degradation
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of purine and pyrimidine nucleotides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of purine nucleosides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of purine nucleosides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.15 phosphate + guanosine = ribose-1-phosphate + guanine salvage pathways of purine and pyrimidine nucleotides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 2.4.2.15 phosphate + guanosine = ribose-1-phosphate + guanine salvage pathways of purine nucleosides
ribose-1-phosphate D-ribose-1-phosphate*α-D-ribose-1P*α-D-ribofuranose 1-phosphate*α-D-ribose-1-phosphate 230.111 C5 H11 O8 P1 C(O)[CH]1(O[CH](OP(O)(O)=O)[CH](O)[CH](O)1) CAS:58459-37-3*LIGAND-CPD:C00442*CAS:14075-00-4 XANTHOSINEPHOSPHORY-RXN xanthosine + phosphate = ribose-1-phosphate + xanthine ureide biosynthesis
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 1.3.1.- crotonyl-CoA + NADH = butyryl-CoA + NAD+ ethanol fermentation to acetate
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA tryptophan degradation III (eukaryotic)
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA lysine degradation II
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 1.3.99.2 crotonyl-CoA + a reduced acceptor = butyryl-CoA + an acceptor gallate degradation III (anaerobic)
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 1.3.99.2 reduced electron transferring flavoprotein + crotonyl-CoA = ETF oxidized + butyryl-CoA acetyl CoA fermentation to butyrate
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 4.2.1.17 3-hydroxybutyryl-CoA = crotonyl-CoA + H2O gallate degradation III (anaerobic)
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA tryptophan degradation III (eukaryotic)
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA lysine degradation II
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA ethanol fermentation to acetate
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC)(n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00877*UM-BBD-CPD:c0032*LIGAND-CPD:c00877*CAS:102680-35-3*CAS:992-67-6 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA acetyl CoA fermentation to butyrate
alpha-chaconine 838.043 C44 H71 N1 O14 C2(N1([CH]3([CH](C(C)[CH]1CCC2C)C4(C)([CH](C3)[CH]6([CH](CC4)C5(C)(CCC(CC5=CC6)OC8(C(OC7(C(O)C(O)C([OH])C(O7)C))C(O)C(C(O8)[OH])OC9(C([OH])C(O)C(O)C(O9)C)))))))) PUBCHEM:442971 2.4.1.- beta-chaconine + UDP-L-rhamnose = alpha-chaconine + UDP steroidal glycoalkaloid biosynthesis
hydroxypyruvate OH-pyruvate*OH-pyr*3-hydroxypyruvate 104.062 C3 H4 O4 C(O)(=O)C(=O)CO LIGAND-CPD:C00168*CAS:1113-60-6 2.6.1.51 pyruvate + L-serine = L-alanine + hydroxypyruvate superpathway of serine and glycine biosynthesis II
hydroxypyruvate OH-pyruvate*OH-pyr*3-hydroxypyruvate 104.062 C3 H4 O4 C(O)(=O)C(=O)CO LIGAND-CPD:C00168*CAS:1113-60-6 RXN-974 L-serine + alpha-ketoglutarate = hydroxypyruvate + L-glutamate photorespiration
hydroxypyruvate OH-pyruvate*OH-pyr*3-hydroxypyruvate 104.062 C3 H4 O4 C(O)(=O)C(=O)CO LIGAND-CPD:C00168*CAS:1113-60-6 2.6.1.45 glyoxylate + L-serine = hydroxypyruvate + glycine formaldehyde assimilation I (serine pathway)
hydroxypyruvate OH-pyruvate*OH-pyr*3-hydroxypyruvate 104.062 C3 H4 O4 C(O)(=O)C(=O)CO LIGAND-CPD:C00168*CAS:1113-60-6 2.6.1.45 glyoxylate + L-serine = hydroxypyruvate + glycine formaldehyde assimilation I (serine pathway)
hydroxypyruvate OH-pyruvate*OH-pyr*3-hydroxypyruvate 104.062 C3 H4 O4 C(O)(=O)C(=O)CO LIGAND-CPD:C00168*CAS:1113-60-6 1.1.1.81 NAD(P)H + hydroxypyruvate = NAD(P)+ + glycerate formaldehyde assimilation I (serine pathway)
hydroxypyruvate OH-pyruvate*OH-pyr*3-hydroxypyruvate 104.062 C3 H4 O4 C(O)(=O)C(=O)CO LIGAND-CPD:C00168*CAS:1113-60-6 1.1.1.29 hydroxypyruvate + NADH = glycerate + NAD+ photorespiration
mannose mannopyranoside*mannopyranose*D-mannose 180.157 C6 H12 O6 C(=O)C(O)C(O)C(O)C(O)CO LIGAND-CPD:C00159*CAS:3458-28-4 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP mannose degradation
mannose mannopyranoside*mannopyranose*D-mannose 180.157 C6 H12 O6 C(=O)C(O)C(O)C(O)C(O)CO LIGAND-CPD:C00159*CAS:3458-28-4 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP GDP-mannose metabolism
mannose mannopyranoside*mannopyranose*D-mannose 180.157 C6 H12 O6 C(=O)C(O)C(O)C(O)C(O)CO LIGAND-CPD:C00159*CAS:3458-28-4 GDPMANMANHYDRO-RXN GDP-D-mannose + H2O = GDP + mannose GDP-mannose metabolism
a glycerophosphodiester glycerophosphodiester*glycerol-3-P-OR 3.1.4.46 H2O + a glycerophosphodiester = glycerol-3-phosphate glycerol degradation I
p-coumaroyltyramine 283.326 C17 H17 N1 O3 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(ccc(O)cc2) 2.3.1.110 4-coumaroyl-CoA + tyramine = p-coumaroyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
thiamine thiamin*vitamin B1 265.352 C12 H17 N4 O1 S1 c1(c(cnc(C)n1)C[n+]2(c(C)c(sc2)CCO))(N) CAS:67-03-8*LIGAND-CPD:C00378*CAS:59-43-8 2.7.1.89 thiamine + ATP = thiamine-phosphate + ADP thiamin biosynthesis
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.4.1.- solanidine + UDP-galactose = gamma-solanine + UDP steroidal glycoalkaloid biosynthesis
protocatechuate protocatechuic acid*3,4-dihydroxybenzoate*3,4-dihydrobenzoic acid*Pca 154.122 C7 H6 O4 C(O)(=O)C1(C=CC(O)=C(O)C=1) 1.13.11.3 O2 + protocatechuate = 3-carboxy-cis,cis-muconate protocatechuate degradation II (ortho-cleavage pathway)
pyridoxine-5'-phosphate pyridoxine-phosphate*pyridoxine-5P*pyridoxine-P 249.16 C8 H12 N1 O6 P1 c1(c(c(CO)c(O)c(C)n1)COP(=O)(O)O) CAS:447-05-2*LIGAND-CPD:C00627 PNPOXI-RXN O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
pyridoxine-5'-phosphate pyridoxine-phosphate*pyridoxine-5P*pyridoxine-P 249.16 C8 H12 N1 O6 P1 c1(c(c(CO)c(O)c(C)n1)COP(=O)(O)O) CAS:447-05-2*LIGAND-CPD:C00627 2.7.1.- ATP + pyridoxine = ADP + pyridoxine-5'-phosphate pyridoxal 5'-phosphate salvage pathway
hydroxycinnamoyl-CoA 915.695 C30 H44 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)c1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) RXN-2003 hydroxycinnamoyl-CoA + NADP+ = oxocinnamoyl-CoA + NADPH salicylic acid biosynthesis
hydroxycinnamoyl-CoA 915.695 C30 H44 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)c1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) RXN-2002 (E)-cinnamoyl-CoA + H2O = hydroxycinnamoyl-CoA salicylic acid biosynthesis
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 dissimilatory sulfate reduction
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 sulfate assimilation III
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.5.99.8 L-proline + an acceptor = (S)-1-pyrroline-5-carboxylate + pyrroline 5-carboxylate + a reduced acceptor proline degradation II
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.3.99.1 succinate + an acceptor = fumarate + a reduced acceptor reductive tricarboxylic acid cycle
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.3.99.1 succinate + an acceptor = fumarate + a reduced acceptor TCA cycle variation VIII
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.1.99.14 an acceptor + glycolate = a reduced acceptor + glyoxylate superpathway of serine and glycine biosynthesis II
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.1.99.1 choline + an acceptor = betaine aldehyde + a reduced acceptor glycine betaine biosynthesis I (Gram-negative bacteria)
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO reductive acetyl coenzyme A pathway
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.5.99.2 dimethylglycine + H2O + an acceptor = a reduced acceptor + formaldehyde + sarcosine glycine betaine degradation
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.3.99.2 crotonyl-CoA + a reduced acceptor = butyryl-CoA + an acceptor gallate degradation III (anaerobic)
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.1.99.13 lactose + an acceptor = 3'-ketolactose + a reduced acceptor lactose degradation II
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.1.99.- octanol + an acceptor = 1-octanal + a reduced acceptor octane oxidation
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 RXN-905 2-carboxymethyl-3-hydroxyphenylpropionyl-CoA + an acceptor = benzoylsuccinyl-CoA + a reduced acceptor toluene degradation VI (anaerobic)
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 RXN-865 (R)-benzylsuccinyl-CoA + an acceptor = E-phenylitaconyl-CoA + a reduced acceptor toluene degradation VI (anaerobic)
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.99.30 zeta-carotene + O2 + a reduced acceptor = neurosporene + 2 H2O + an acceptor carotenoid biosynthesis
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.99.- phytoene + O2 + a reduced acceptor = phytofluene + 2 H2O + an acceptor carotenoid biosynthesis
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.99.- phytofluene + O2 + a reduced acceptor = zeta-carotene + 2 H2O + an acceptor carotenoid biosynthesis
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.99.- beta-carotene + O2 + a reduced acceptor = beta-cryptoxanthin + H2O + an acceptor carotenoid biosynthesis
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.99.- beta-cryptoxanthin + O2 + a reduced acceptor = zeaxanthin + H2O + an acceptor carotenoid biosynthesis
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 CHLOROMALERED-RXN 2-chloromaleylacetate + a reduced acceptor = maleylacetate + Cl- + an acceptor 1,4-dichlorobenzene degradation
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 MALERED-RXN maleylacetate + a reduced acceptor = beta-ketoadipate + an acceptor 1,4-dichlorobenzene degradation
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.3.3.- GA4 + O2 + a reduced acceptor = GA7 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.11.- GA9 + O2 + a reduced acceptor = GA40 + H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.3.3.- GA9 + O2 + a reduced acceptor = GA120 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.99.7 O2 + a reduced acceptor + squalene = (S)-2,3-Epoxysqualene + H2O + an acceptor sterol biosynthesis
an acceptor an oxidized donor*an oxidized electron acceptor*oxidized electron acceptor*oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.-.- campesterol + O2 + a reduced acceptor = (22alpha)-hydroxy-campesterol + H2O + an acceptor brassinosteroid biosynthesis II
L-valine V*val*valine 117.147 C5 H11 N1 O2 CC(C)C(N)C(=O)O LIGAND-CPD:C00183*CAS:72-18-4 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + pyrophosphate + AMP tRNA charging pathway
L-valine V*val*valine 117.147 C5 H11 N1 O2 CC(C)C(N)C(=O)O LIGAND-CPD:C00183*CAS:72-18-4 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate pantothenate biosynthesis II
L-valine V*val*valine 117.147 C5 H11 N1 O2 CC(C)C(N)C(=O)O LIGAND-CPD:C00183*CAS:72-18-4 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate valine degradation I
L-valine V*val*valine 117.147 C5 H11 N1 O2 CC(C)C(N)C(=O)O LIGAND-CPD:C00183*CAS:72-18-4 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate valine biosynthesis
7-hydroxy-chlorophyll a 7-OH-chlorophyll a 909.502 C55 H72 N4 O6 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC7(C6(C1(C(C(=O)OC)C(=O)c2(c(C)c3(n(c=12)[Mg]59(N4(C(C(CO)=C(CC)C(C=3)=4)=Cc8(n(c(C=C(N5=6)C(C)7)c(C)c8C=C)9)))))))) RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
7-hydroxy-chlorophyll a 7-OH-chlorophyll a 909.502 C55 H72 N4 O6 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC7(C6(C1(C(C(=O)OC)C(=O)c2(c(C)c3(n(c=12)[Mg]59(N4(C(C(CO)=C(CC)C(C=3)=4)=Cc8(n(c(C=C(N5=6)C(C)7)c(C)c8C=C)9)))))))) RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
5-methylthioribulose-1-phosphate 5-methylthio-5-deoxy-D-ribulose-1-phosphate*1-phosphomethylthioribulose*methylthioribulose-1-phosphate*MTRu-1-P*1PMT-ribulose*1-phospho-5-S-methylthioribulose 260.198 C6 H13 O7 P1 S1 C(SC)C(O)C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C04582*PUBCHEM:329 R145-RXN 5-methylthioribulose-1-phosphate = 2,3-diketo-5-methylthio-1-phosphopentane + H2O methionine salvage pathway II
5-methylthioribulose-1-phosphate 5-methylthio-5-deoxy-D-ribulose-1-phosphate*1-phosphomethylthioribulose*methylthioribulose-1-phosphate*MTRu-1-P*1PMT-ribulose*1-phospho-5-S-methylthioribulose 260.198 C6 H13 O7 P1 S1 C(SC)C(O)C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C04582*PUBCHEM:329 5.3.1.23 5-methylthioribose-1-phosphate = 5-methylthioribulose-1-phosphate methionine salvage pathway II
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis I
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis I
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate salvage pathways of purine and pyrimidine nucleotides
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis I
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate de novo biosynthesis of pyrimidine deoxyribonucleotides
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate tetrahydrofolate biosynthesis
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis I
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate tetrahydrofolate biosynthesis I
7,8-dihydrofolate 7,8-dihydropteroylglutamate*H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF 443.418 C19 H21 N7 O6 C(C1(=Nc2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00415*CAS:4033-27-6 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis II
carbamoyl-L-aspartate carbamyul-L-aspartate*N-carbamoyl-L-aspartate*carbamyul-aspartate*carbamoyl-aspartate*carbamyl-aspartate*carbamyl-L-aspartate 176.129 C5 H8 N2 O5 C(=O)(O)CC(C(O)=O)NC(N)=O LIGAND-CPD:C00438*CAS:16649-79-9 3.5.2.3 carbamoyl-L-aspartate = dihydroorotate + H2O de novo biosynthesis of pyrimidine ribonucleotides
carbamoyl-L-aspartate carbamyul-L-aspartate*N-carbamoyl-L-aspartate*carbamyul-aspartate*carbamoyl-aspartate*carbamyl-aspartate*carbamyl-L-aspartate 176.129 C5 H8 N2 O5 C(=O)(O)CC(C(O)=O)NC(N)=O LIGAND-CPD:C00438*CAS:16649-79-9 2.1.3.2 L-aspartate + carbamoyl-phosphate = carbamoyl-L-aspartate + phosphate de novo biosynthesis of pyrimidine ribonucleotides
sinapyl-alcohol 210.229 C11 H14 O4 C(O)C=Cc1(cc(OC)c(O)c(c1)OC) 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ lignin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.39 H2O + CO2 + D-ribulose-1,5-bisphosphate = 2 3-phosphoglycerate Calvin cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 RXN-7712 alpha-ketoglutarate + CO2 + NAD(P)H = isocitrate + NAD(P)+ reductive tricarboxylic acid cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + pyrophosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.21 5-aminoimidazole ribonucleotide + ATP + CO2 + H2O = phosphate + 4-carboxyaminoimidazole ribonucleotide + ADP purine nucleotides de novo biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 6.3.4.18 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate purine nucleotides de novo biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 6.3.4.16 ammonia + H2O + CO2 + 2 ATP = phosphate + carbamoyl-phosphate + 2 ADP urea cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 6.3.4.14 biotin carboxyl carrier protein (dimer) + CO2 + ATP = phosphate + ADP + carboxy-biotin carboxyl carrier protein fatty acid biosynthesis -- initial steps
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 RXN-9285 3-decaprenyl-4-hydroxy-5-methoxybenzoate = 2-decaprenyl-6-methoxyphenol + CO2 ubiquinone-10 biosynthesis (eukaryotic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.25 L-tyrosine = CO2 + tyramine hydroxycinnamic acid tyramine amides biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 RXN-4122 a 2(R)-hydroperoxy fatty acid = a fatty aldehyde + CO2 + H2O fatty acid alpha-oxidation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.1 gamma-butyrobetaine + O2 + alpha-ketoglutarate = L-carnitine + CO2 + succinate gamma-butyrobetaine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2KETO-3METHYLVALERATE-RXN 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.59 gallate = CO2 + pyrogallol gallate degradation III (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.3.99.1 HCO3- + cyanate = carbamate + CO2 cyanate degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-keto-4-methyl-pentanoate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.44 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate = CO2 + beta-ketoadipate-enol-lactone protocatechuate degradation II (ortho-cleavage pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.36 R-4'-phosphopantothenoyl-L-cysteine = pantetheine 4'-phosphate + CO2 coenzyme A biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine superpathway of polyamine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermidine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine superpathway of polyamine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine superpathway of arginine, putrescine, and 4-aminobutyrate degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.17 L-ornithine = CO2 + putrescine superpathway of polyamine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.17 L-ornithine = CO2 + putrescine superpathway of ornithine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = 2 H2O + ethene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.9 (2S)-pinocembrin + O2 + alpha-ketoglutarate = (2R,3R)-pinobanksin + CO2 + succinate pinobanksin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.45 2-amino-3-carboxymuconate semialdehyde = CO2 + 2-aminomuconate semialdehyde tryptophan degradation III (eukaryotic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation III (eukaryotic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA lysine degradation II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA tryptophan degradation III (eukaryotic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA lysine degradation II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.41 malonyl-ACP = acetyl-ACP + CO2 fatty acid biosynthesis -- initial steps
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.- acetyl-CoA + malonyl-ACP = acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis -- initial steps
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 ALPHA-KETOBUTYRATE-DEHYDROG-RXN 2-oxobutanoate + coenzyme A + NAD+ = propionyl-CoA + CO2 + NADH methionine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.43 NADP+ + formate = NADPH + CO2 gallate degradation III (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.43 NADP+ + formate = NADPH + CO2 reductive acetyl coenzyme A pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO reductive acetyl coenzyme A pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.20 H2O + citrulline = ammonia + CO2 + L-ornithine proline biosynthesis V (from arginine)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.2.1 a ferricytochrome b1 + formate = a ferrocytochrome b1 + CO2 glycine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.3.3.3 coproporphyrinogen III + 2 O2 = protoporphyrinogen + 2 CO2 + 2 H2O2 chlorophyllide a biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.1 pyruvate = acetaldehyde + CO2 pyruvate fermentation to ethanol II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.1 pyruvate = acetaldehyde + CO2 sucrose degradation to ethanol and lactate (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.170 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.170 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.22 naringenin + alpha-ketoglutarate + O2 = apigenin + succinate + CO2 + H2O luteolin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.22 eriodictyol + alpha-ketoglutarate + O2 = luteolin + succinate + CO2 + H2O luteolin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA25 + alpha-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.15 GA20 + alpha-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.23 dihydrokaempferol + alpha-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.19 leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate tyrosine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate phenylalanine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP superpathway of glyoxylate cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.2.2 pyruvate + ubiquinone-8 + H2O = ubiquinol-8 + acetate + CO2 pyruvate oxidation pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 thiamin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.7.3 reduced ferredoxin + CO2 + succinyl-CoA = oxidized ferredoxin + coenzyme A + alpha-ketoglutarate reductive tricarboxylic acid cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP asparagine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP phenylalanine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP TCA cycle variation VIII
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate TCA cycle variation VIII
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glutamate degradation VII (to butyrate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin Entner-Doudoroff pathway II (non-phosphorylative)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glycolysis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin reductive tricarboxylic acid cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH superpathway of glycolysis, pyruvate dehydrogenase, TCA, and glyoxylate bypass
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH TCA cycle variation VIII
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate TCA cycle variation VIII
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 formaldehyde assimilation I (serine pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 reductive tricarboxylic acid cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 respiration (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 FHLMULTI-RXN formate = CO2 + H2 respiration (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = S-allantoin + allantoin + CO2 urate degradation to allantoin
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = S-allantoin + allantoin + CO2 ureide biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.35 UDP-D-glucuronate = UDP-D-xylose + CO2 UDP-D-xylose biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.44 6-phospho-D-gluconate + NAD+ = D-ribulose-5-phosphate + CO2 + NADH formaldehyde oxidation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.19 leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.28 L-tryptophan = CO2 + tryptamine tryptophan degradation VI (via tryptamine)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.- 3 malonyl-CoA + (E)-cinnamoyl-CoA = pinocembrin chalcone + 4 coenzyme A + 3 CO2 pinobanksin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.170 coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.4.4 enzyme N6-(lipoyl)lysine + 2-keto-isovalerate = CO2 + enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine branched-chain alpha-keto acid dehydrogenase complexes
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.18 L-lysine = CO2 + cadaverine lysine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.12 GA44 + alpha-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA53 + O2 + alpha-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA12 + O2 + alpha-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA12 + O2 + NADPH = GA9 + CO2 + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA14 + O2 + NADPH = GA4 + NADP+ + CO2 gibberellin biosynthesis IV (Gibberella fujikuroi)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA36 + O2 + alpha-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA37 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA14 + O2 + alpha-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 RXN-1026 a fatty acyl CoA + malonyl-CoA = a very long chain fatty acyl-CoA + CO2 epicuticular wax biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.2.4.1 lipoate acetyltransferase N6-(lipoyl)lysine + pyruvate + enzyme N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 pyruvate dehydrogenase complex
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phospholipid biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phospholipid biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine cleavage
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.4.4.2 H-Gcv-protein-(lipoyl)lysine + glycine = H-protein-S-(aminomethyldihydrolipoyl)lysine + CO2 glycine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine superpathway of polyamine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.23 orotidine-5'-phosphate = CO2 + UMP de novo biosynthesis of pyrimidine ribonucleotides
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.5 H2O + urea = 2 ammonia + CO2 arginine degradation VII (arginase 3 pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.5 H2O + urea = 2 ammonia + CO2 canavanine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III chlorophyllide a biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.48 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate = indole-3-glycerol-phosphate + CO2 + H2O tryptophan biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H superpathway of gluconate degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H oxidative branch of the pentose phosphate pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H glucose heterofermentation to lactate I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle variation VIII
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 respiration (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.85 2-isopropylmalate + NAD+ = 2-keto-4-methyl-pentanoate + NADH + CO2 leucine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.7.3.3 urate + O2 = allantoin + CO2 + H2O2 purine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 RXN0-2141 cis-delta3-decenoyl-ACP + malonyl-ACP = beta-keto-cis-delta5-dodecenoyl-ACP + acyl carrier protein + CO2 fatty acid elongation -- unsaturated
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- saturated
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- unsaturated
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.41 acetyl-ACP + malonyl-ACP = acyl carrier protein + acetoacetyl-ACP + CO2 fatty acid biosynthesis -- initial steps
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.74 coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation III
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle variation VIII
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 2.2.1.6 2 pyruvate = 2-acetolactate + CO2 valine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + delta3-isopentenyl-PP + ADP mevalonate pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 4.2.1.1 H2O + CO2 = H2CO3 cyanate degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.23 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O CHEBI:16526*LIGAND-CPD:C00011*PUBCHEM:280*LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.9 naringenin + O2 + alpha-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
N-acetyl-L-2,4-diaminobutanoate Nγ-acetyl-L-2,4-diaminobutyrate*Nγ-acetyl-L-2,4-diaminobutyric acid*Nγ-acetyl-L-2,4-diaminobutanoate*NADA 160.172 C6 H12 N2 O3 C(NC(C)=O)CC(N)C(O)=O R103-RXN N-acetyl-L-2,4-diaminobutanoate = ectoine + H2O ectoine biosynthesis
N-acetyl-L-2,4-diaminobutanoate Nγ-acetyl-L-2,4-diaminobutyrate*Nγ-acetyl-L-2,4-diaminobutyric acid*Nγ-acetyl-L-2,4-diaminobutanoate*NADA 160.172 C6 H12 N2 O3 C(NC(C)=O)CC(N)C(O)=O 2.3.1.- L-2,4-diaminobutanoate + acetyl-CoA = N-acetyl-L-2,4-diaminobutanoate + coenzyme A ectoine biosynthesis
3-cyanopyridine 104.111 C6 H4 N2 C(#N)C1(=CC=CN=C1) NCI:17558*CAS:100-54-9 4.2.1.84 3-cyanopyridine + H2O = nicotinamide aldoxime degradation
3-cyanopyridine 104.111 C6 H4 N2 C(#N)C1(=CC=CN=C1) NCI:17558*CAS:100-54-9 4.2.1.- E-pyridine-3-aldoxime = 3-cyanopyridine + H2O aldoxime degradation
diethylthiophosphate DETP*Diethylthiophosphoric acid 170.163 C4 H11 O3 P1 S1 C(C)OP(=S)(O)OCC CAS:5871-17-0 3.1.8.1 amino-parathion + H2O = 4-hydroxyaniline + diethylthiophosphate superpathway of parathion degradation
GA13 gibberellin A13*gibberellin A13*GA13 378.421 C20 H26 O7 CC1([CH]4(C(CCC(O)1)(C(=O)O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA25 + alpha-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
1-18:1-2-18:1-sn-glycerol-3-phosphocholine 787.131 C44 H85 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-18:1-sn-glycerol-3-phosphocholine = 1-18:2-2-18:2-sn-glycerol-3-phosphocholine phospholipid desaturation pathway
tRNAgln TRNA(GLN) LIGAND-CPD:C01640 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + pyrophosphate + AMP tRNA charging pathway
2-aceto-2-hydroxy-butyrate α-aceto-α-hydroxybutyrate 146.143 C6 H10 O4 CC(=O)C(O)(C(O)=O)CC LIGAND-CPD:C06006*PUBCHEM:21*CAS:3142-65-2 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine biosynthesis I
2-aceto-2-hydroxy-butyrate α-aceto-α-hydroxybutyrate 146.143 C6 H10 O4 CC(=O)C(O)(C(O)=O)CC LIGAND-CPD:C06006*PUBCHEM:21*CAS:3142-65-2 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis I
an L-1-phosphatidylglycerol-phosphate Phosphatidylglycerophosphate (Ecoli)*3-(3-phosphatidyl)-glycerol-1-phosphate*phosphatidyl-glycerol-phosphate*3-(3-phosphatidyl)-sn-glycerol-1-phosphate*(3-sn-phosphatidyl)-sn-glycerol-1-phosphate*phosphatidylglycerophosphate*1-phosphatidyl-glycerol-P*L-1-phosphatidylglycerol-P*3(3-sn-Phosphatidyl)-sn-glycerol 1-phosphate*3(3-Phosphatidyl-)L-glycerol 1-phosphate C8 H14 O13 P2 R2 LIGAND-CPD:C03892 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate phospholipid biosynthesis II
an L-1-phosphatidylglycerol-phosphate Phosphatidylglycerophosphate (Ecoli)*3-(3-phosphatidyl)-glycerol-1-phosphate*phosphatidyl-glycerol-phosphate*3-(3-phosphatidyl)-sn-glycerol-1-phosphate*(3-sn-phosphatidyl)-sn-glycerol-1-phosphate*phosphatidylglycerophosphate*1-phosphatidyl-glycerol-P*L-1-phosphatidylglycerol-P*3(3-sn-Phosphatidyl)-sn-glycerol 1-phosphate*3(3-Phosphatidyl-)L-glycerol 1-phosphate C8 H14 O13 P2 R2 LIGAND-CPD:C03892 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate phospholipid biosynthesis I
an L-1-phosphatidylglycerol-phosphate Phosphatidylglycerophosphate (Ecoli)*3-(3-phosphatidyl)-glycerol-1-phosphate*phosphatidyl-glycerol-phosphate*3-(3-phosphatidyl)-sn-glycerol-1-phosphate*(3-sn-phosphatidyl)-sn-glycerol-1-phosphate*phosphatidylglycerophosphate*1-phosphatidyl-glycerol-P*L-1-phosphatidylglycerol-P*3(3-sn-Phosphatidyl)-sn-glycerol 1-phosphate*3(3-Phosphatidyl-)L-glycerol 1-phosphate C8 H14 O13 P2 R2 LIGAND-CPD:C03892 2.7.8.5 a CDP-diacylglycerol + glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis II
an L-1-phosphatidylglycerol-phosphate Phosphatidylglycerophosphate (Ecoli)*3-(3-phosphatidyl)-glycerol-1-phosphate*phosphatidyl-glycerol-phosphate*3-(3-phosphatidyl)-sn-glycerol-1-phosphate*(3-sn-phosphatidyl)-sn-glycerol-1-phosphate*phosphatidylglycerophosphate*1-phosphatidyl-glycerol-P*L-1-phosphatidylglycerol-P*3(3-sn-Phosphatidyl)-sn-glycerol 1-phosphate*3(3-Phosphatidyl-)L-glycerol 1-phosphate C8 H14 O13 P2 R2 LIGAND-CPD:C03892 2.7.8.5 a CDP-diacylglycerol + glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis I
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA4 + O2 + NADPH = GA1 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))) 1.3.3.- GA4 + O2 + a reduced acceptor = GA7 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA14 + O2 + NADPH = GA4 + NADP+ + CO2 gibberellin biosynthesis IV (Gibberella fujikuroi)
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA36 + O2 + alpha-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide tetrahydrofolate biosynthesis
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis I
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis I
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate folate transformations
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate formylTHF biosynthesis I
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF reductive acetyl coenzyme A pathway
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF folate transformations
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF tetrahydrofolate biosynthesis
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis I
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis II
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF glycine degradation I
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate polyglutamylation I
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF reductive acetyl coenzyme A pathway
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate transformations
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis I
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis II
N10-formyl-THF N10-formyl-THF*N10-formyl-tetrahydrofolate*10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 474.452 C20 H23 N7 O7 C2(C(Nc1(c(=O)[nH]c(N)nc1N2))CN(C=O)c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:692-29-5*LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine degradation I
(R)-methylmalonyl-CoA L-methylmalonyl-CoA*methylmalonyl-CoA*methyl-malonyl-coenzyme A*CH3-malonyl-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(O)=O) LIGAND-CPD:C01213*CAS:104809-02-1 5.4.99.2 (R)-methylmalonyl-CoA = succinyl-CoA methionine degradation I
(R)-methylmalonyl-CoA L-methylmalonyl-CoA*methylmalonyl-CoA*methyl-malonyl-coenzyme A*CH3-malonyl-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(O)=O) LIGAND-CPD:C01213*CAS:104809-02-1 5.1.99.1 (S)-methyl-malonyl-CoA = (R)-methylmalonyl-CoA methionine degradation I
tRNAhis TRNA(HIS) LIGAND-CPD:C01643 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + pyrophosphate + AMP tRNA charging pathway
2,4-diaminopentanoate 2,4-di-NH2-pentanoate*2,4-diaminopentanoate*(2R,4S)-2, 4-diaminopentanoate 132.162 C5 H12 N2 O2 CC(N)CC(N)C(=O)O CAS:24317-81-5*CAS:126253-36-9 1.4.1.12 NADP+ + H2O + 2,4-diaminopentanoate = ammonia + NADPH + 2-amino-4-oxopentanoate interconversion of arginine, ornithine and proline
2,4-diaminopentanoate 2,4-di-NH2-pentanoate*2,4-diaminopentanoate*(2R,4S)-2, 4-diaminopentanoate 132.162 C5 H12 N2 O2 CC(N)CC(N)C(=O)O CAS:24317-81-5*CAS:126253-36-9 5.4.3.5 D-ornithine = 2,4-diaminopentanoate interconversion of arginine, ornithine and proline
cyanate cyanic acid*hydrogen cyanate 43.025 C1 H1 N1 O1 C(#N)O LIGAND-CPD:C01417*CAS:420-05-3 4.3.99.1 HCO3- + cyanate = carbamate + CO2 cyanate degradation
benzoylsuccinyl-CoA 971.716 C32 H44 N7 O20 P3 S1 c12(n(cnc(c(N)ncn1)2)C3(OC(C(C(O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(CC(O)=O)C(=O)c4(ccccc4))) RXN-904 benzoylsuccinyl-CoA + coenzyme A = benzoyl-CoA + succinyl-CoA toluene degradation VI (anaerobic)
benzoylsuccinyl-CoA 971.716 C32 H44 N7 O20 P3 S1 c12(n(cnc(c(N)ncn1)2)C3(OC(C(C(O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(CC(O)=O)C(=O)c4(ccccc4))) RXN-905 2-carboxymethyl-3-hydroxyphenylpropionyl-CoA + an acceptor = benzoylsuccinyl-CoA + a reduced acceptor toluene degradation VI (anaerobic)
methylglyoxal oxopropanal*acetylformaldehyde*pyruvic aldehyde*pyruvaldehyde*methyl-glyoxal*2-oxo-propanal 72.063 C3 H4 O2 C(=O)C(C)=O LIGAND-CPD:C00546*CAS:78-98-8 4.4.1.5 methylglyoxal + glutathione = S-lactoyl-glutathione methylglyoxal degradation
obtusifoliol 4α,14α-dimethyl-5α-ergosta-8,24(28)-dien-3β-ol*4α,14α-dimethyl-24-methylene-5α-cholesta-8-en-3β-ol 426.724 C30 H50 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(C)(CC1)C3(=C(CC2)C4([CH](CC3)C(C)C(O)CC4)(C)))) LIGAND-CPD:C01943 1.14.13.70 3 NADPH + 3 O2 + obtusifoliol + 3 H+ = 4 H2O + 3 NADP+ + formate + (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol sterol biosynthesis
obtusifoliol 4α,14α-dimethyl-5α-ergosta-8,24(28)-dien-3β-ol*4α,14α-dimethyl-24-methylene-5α-cholesta-8-en-3β-ol 426.724 C30 H50 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(C)(CC1)C3(=C(CC2)C4([CH](CC3)C(C)C(O)CC4)(C)))) LIGAND-CPD:C01943 5.5.1.9 cycloeucalenol = obtusifoliol sterol biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose colanic acid building blocks biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 GDPMANMANHYDRO-RXN GDP-D-mannose + H2O = GDP + mannose GDP-mannose metabolism
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 2.4.1.83 dolichyl-phosphate + GDP-D-mannose = dolichyl beta-D-mannosyl phosphate + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 RXN-5465 (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 RXN-5464 (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 RXN-5463 (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 2.4.1.142 (N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 5.1.3.18 GDP-D-mannose = GDP-L-galactose ascorbate biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + pyrophosphate ascorbate biosynthesis
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate GDP-mannose metabolism
GDP-D-mannose guanosine pyrophosphate mannose*guanosine diphosphomannose*guanosine diphosphate mannose*GDP-mannose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) LIGAND-CPD:C00096*CAS:18441-12-8*CAS:3123-67-9 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate colanic acid building blocks biosynthesis
GDP-D-glucose GDP-glucose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) 2.4.1.36 GDP-D-glucose + alpha-D-glucose-6-phosphate = trehalose 6-phosphate + GDP trehalose biosynthesis III
gamma-solanine beta-D-Galactopyranoside, (3beta)-solanid-5-en-3-yl 559.785 C33 H53 N1 O6 C2(N1([CH]3([CH](C(C)[CH]1CCC2C)C4(C)([CH](C3)[CH]6([CH](CC4)C5(C)(CCC(CC5=CC6)OC7(C(O)C(O)C(O)C(O7)CO))))))) PUBCHEM:6452348 RXN-8880 gamma-solanine + UDP-D-glucose = beta-solanine + UDP steroidal glycoalkaloid biosynthesis
gamma-solanine beta-D-Galactopyranoside, (3beta)-solanid-5-en-3-yl 559.785 C33 H53 N1 O6 C2(N1([CH]3([CH](C(C)[CH]1CCC2C)C4(C)([CH](C3)[CH]6([CH](CC4)C5(C)(CCC(CC5=CC6)OC7(C(O)C(O)C(O)C(O7)CO))))))) PUBCHEM:6452348 2.4.1.- solanidine + UDP-galactose = gamma-solanine + UDP steroidal glycoalkaloid biosynthesis
N-acetylglucosaminyl-diphosphodolichol N-acetyl-D-glucosaminyldiphosphodolichol 1473.076 C88 H147 N1 O12 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(O)C(O1)CO) 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
N-acetylglucosaminyl-diphosphodolichol N-acetyl-D-glucosaminyldiphosphodolichol 1473.076 C88 H147 N1 O12 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(O)C(O1)CO) 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
ent-7-alpha-hydroxykaurenoate ent-7α-hydroxykaur-16-en-19-oate*ent-7-α-hydroxykaurenoic acid*7-hydroxy-kaurenoic acid 318.455 C20 H30 O3 CC1([CH]2(C(CCC1)(C)[CH]4(C3(C(O)C2)(CC(C(=C)C3)CC4))))(C(=O)O) 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
ent-7-alpha-hydroxykaurenoate ent-7α-hydroxykaur-16-en-19-oate*ent-7-α-hydroxykaurenoic acid*7-hydroxy-kaurenoic acid 318.455 C20 H30 O3 CC1([CH]2(C(CCC1)(C)[CH]4(C3(C(O)C2)(CC(C(=C)C3)CC4))))(C(=O)O) 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
tryptamine 3-(2-aminoethyl)indole 160.218 C10 H12 N2 C(N)Cc1(c2(c([nH]c1)cccc2)) CAS:61-54-1 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 tryptophan degradation VI (via tryptamine)
tryptamine 3-(2-aminoethyl)indole 160.218 C10 H12 N2 C(N)Cc1(c2(c([nH]c1)cccc2)) CAS:61-54-1 4.1.1.28 L-tryptophan = CO2 + tryptamine tryptophan degradation VI (via tryptamine)
orotate orotic acid 156.098 C5 H4 N2 O4 C(O)(=O)c1([nH]c(=O)[nH]c(c1)=O) LIGAND-CPD:C00295*CAS:65-86-1 1.3.3.1 O2 + dihydroorotate = H2O2 + orotate de novo biosynthesis of pyrimidine ribonucleotides
orotate orotic acid 156.098 C5 H4 N2 O4 C(O)(=O)c1([nH]c(=O)[nH]c(c1)=O) LIGAND-CPD:C00295*CAS:65-86-1 2.4.2.10 5-phosphoribosyl 1-pyrophosphate + orotate = orotidine-5'-phosphate + pyrophosphate de novo biosynthesis of pyrimidine ribonucleotides
dTMP T*thymidylic acid*thymidine monophosphate*deoxythymidylate*TMP*thymidine-5'-monophosphate*thymidine-phosphate*thymidine-5'-phosphate*Deoxythymidine 5'-phosphate*5'-Thymidylic acid*Deoxythymidylic acid*Thymidylate 322.211 C10 H15 N2 O8 P1 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00364*CAS:365-07-1 2.7.4.9 dTMP + ATP = dTDP + ADP salvage pathways of purine and pyrimidine nucleotides
dTMP T*thymidylic acid*thymidine monophosphate*deoxythymidylate*TMP*thymidine-5'-monophosphate*thymidine-phosphate*thymidine-5'-phosphate*Deoxythymidine 5'-phosphate*5'-Thymidylic acid*Deoxythymidylic acid*Thymidylate 322.211 C10 H15 N2 O8 P1 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00364*CAS:365-07-1 2.7.4.9 dTMP + ATP = dTDP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
dTMP T*thymidylic acid*thymidine monophosphate*deoxythymidylate*TMP*thymidine-5'-monophosphate*thymidine-phosphate*thymidine-5'-phosphate*Deoxythymidine 5'-phosphate*5'-Thymidylic acid*Deoxythymidylic acid*Thymidylate 322.211 C10 H15 N2 O8 P1 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00364*CAS:365-07-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate salvage pathways of purine and pyrimidine nucleotides
dTMP T*thymidylic acid*thymidine monophosphate*deoxythymidylate*TMP*thymidine-5'-monophosphate*thymidine-phosphate*thymidine-5'-phosphate*Deoxythymidine 5'-phosphate*5'-Thymidylic acid*Deoxythymidylic acid*Thymidylate 322.211 C10 H15 N2 O8 P1 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00364*CAS:365-07-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis I
dTMP T*thymidylic acid*thymidine monophosphate*deoxythymidylate*TMP*thymidine-5'-monophosphate*thymidine-phosphate*thymidine-5'-phosphate*Deoxythymidine 5'-phosphate*5'-Thymidylic acid*Deoxythymidylic acid*Thymidylate 322.211 C10 H15 N2 O8 P1 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00364*CAS:365-07-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
dTMP T*thymidylic acid*thymidine monophosphate*deoxythymidylate*TMP*thymidine-5'-monophosphate*thymidine-phosphate*thymidine-5'-phosphate*Deoxythymidine 5'-phosphate*5'-Thymidylic acid*Deoxythymidylic acid*Thymidylate 322.211 C10 H15 N2 O8 P1 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00364*CAS:365-07-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate de novo biosynthesis of pyrimidine deoxyribonucleotides
dTMP T*thymidylic acid*thymidine monophosphate*deoxythymidylate*TMP*thymidine-5'-monophosphate*thymidine-phosphate*thymidine-5'-phosphate*Deoxythymidine 5'-phosphate*5'-Thymidylic acid*Deoxythymidylic acid*Thymidylate 322.211 C10 H15 N2 O8 P1 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00364*CAS:365-07-1 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
dTMP T*thymidylic acid*thymidine monophosphate*deoxythymidylate*TMP*thymidine-5'-monophosphate*thymidine-phosphate*thymidine-5'-phosphate*Deoxythymidine 5'-phosphate*5'-Thymidylic acid*Deoxythymidylic acid*Thymidylate 322.211 C10 H15 N2 O8 P1 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00364*CAS:365-07-1 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of purine and pyrimidine nucleotides
malyl-CoA (3S)-3-Carboxy-3-hydroxypropionyl-CoA*(3S)-3-Carboxy-3-hydroxypropanoyl-CoA 883.607 C25 H40 N7 O20 P3 S1 c1(c2(c(ncn1)n(cn2)C3(OC(C(C(O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C(=O)O)))(N) 4.1.3.24 malyl-CoA = glyoxylate + acetyl-CoA formaldehyde assimilation I (serine pathway)
malyl-CoA (3S)-3-Carboxy-3-hydroxypropionyl-CoA*(3S)-3-Carboxy-3-hydroxypropanoyl-CoA 883.607 C25 H40 N7 O20 P3 S1 c1(c2(c(ncn1)n(cn2)C3(OC(C(C(O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C(=O)O)))(N) 6.2.1.9 coenzyme A + malate + ATP = phosphate + malyl-CoA + ADP formaldehyde assimilation I (serine pathway)
L-glutamyl-tRNAGlu L-GLUTAMYL-TRNA(GLT)*L-glutamyl-tRNAglt LIGAND-CPD:C02987 1.2.1.70 L-glutamyl-tRNAGlu + NADPH = glutamate-1-semialdehyde + NADP+ + tRNAGlu chlorophyllide a biosynthesis
L-glutamyl-tRNAGlu L-GLUTAMYL-TRNA(GLT)*L-glutamyl-tRNAglt LIGAND-CPD:C02987 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP tRNA charging pathway
L-glutamyl-tRNAGlu L-GLUTAMYL-TRNA(GLT)*L-glutamyl-tRNAglt LIGAND-CPD:C02987 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP chlorophyllide a biosynthesis
malonate semialdehyde 3-oxopropanoate*malonate-S-ald 88.063 C3 H4 O3 C(O)(=O)C[CH]=O CAS:926-61-4 2.6.1.18 malonate semialdehyde + L-alanine = beta-alanine + pyruvate beta-alanine biosynthesis II
malonate semialdehyde 3-oxopropanoate*malonate-S-ald 88.063 C3 H4 O3 C(O)(=O)C[CH]=O CAS:926-61-4 1.1.1.59 NAD+ + 3-hydroxy-propionate = NADH + malonate semialdehyde beta-alanine biosynthesis II
APS Adenosine 5'-phosphosulfate*adenylyl-sulfate*adenosine phosphosulfate*adenosine 5'-sulphatophosphate 427.282 C10 H14 N5 O10 P1 S1 C(OP(=O)(O)OS(=O)(O)=O)[CH]1(O[CH](C(O)C1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00224*PUBCHEM:10238*CAS:485-84-7 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 dissimilatory sulfate reduction
APS Adenosine 5'-phosphosulfate*adenylyl-sulfate*adenosine phosphosulfate*adenosine 5'-sulphatophosphate 427.282 C10 H14 N5 O10 P1 S1 C(OP(=O)(O)OS(=O)(O)=O)[CH]1(O[CH](C(O)C1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00224*PUBCHEM:10238*CAS:485-84-7 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 sulfate assimilation III
APS Adenosine 5'-phosphosulfate*adenylyl-sulfate*adenosine phosphosulfate*adenosine 5'-sulphatophosphate 427.282 C10 H14 N5 O10 P1 S1 C(OP(=O)(O)OS(=O)(O)=O)[CH]1(O[CH](C(O)C1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00224*PUBCHEM:10238*CAS:485-84-7 2.7.7.4 SO42- + ATP = APS + pyrophosphate dissimilatory sulfate reduction
APS Adenosine 5'-phosphosulfate*adenylyl-sulfate*adenosine phosphosulfate*adenosine 5'-sulphatophosphate 427.282 C10 H14 N5 O10 P1 S1 C(OP(=O)(O)OS(=O)(O)=O)[CH]1(O[CH](C(O)C1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00224*PUBCHEM:10238*CAS:485-84-7 2.7.7.4 SO42- + ATP = APS + pyrophosphate sulfate assimilation III
tRNAmet TRNA(MET) LIGAND-CPD:C01647 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + pyrophosphate + AMP tRNA charging pathway
sucrose-6-phosphate sucrose-6F-P 422.279 C12 H23 O14 P1 C(O)C1(OC(C(O)C(O)C1O)OC2(CO)(OC(C(O)C2O)COP(O)(O)=O)) PUBCHEM:439762*LIGAND-CPD:C02591 3.2.1.26 H2O + sucrose-6-phosphate = beta-D-glucose-6-phosphate + fructose sucrose degradation I
sucrose-6-phosphate sucrose-6F-P 422.279 C12 H23 O14 P1 C(O)C1(OC(C(O)C(O)C1O)OC2(CO)(OC(C(O)C2O)COP(O)(O)=O)) PUBCHEM:439762*LIGAND-CPD:C02591 3.1.3.24 H2O + sucrose-6-phosphate = sucrose + phosphate sucrose biosynthesis
sucrose-6-phosphate sucrose-6F-P 422.279 C12 H23 O14 P1 C(O)C1(OC(C(O)C(O)C1O)OC2(CO)(OC(C(O)C2O)COP(O)(O)=O)) PUBCHEM:439762*LIGAND-CPD:C02591 2.7.1.69 sucrose + a protein-Ntau-phospho-L-histidine = sucrose-6-phosphate sucrose degradation I
sucrose-6-phosphate sucrose-6F-P 422.279 C12 H23 O14 P1 C(O)C1(OC(C(O)C(O)C1O)OC2(CO)(OC(C(O)C2O)COP(O)(O)=O)) PUBCHEM:439762*LIGAND-CPD:C02591 2.4.1.14 D-fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
3-decaprenyl-4-hydroxybenzoate 683.068 C57 H86 O3 CC(CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCc1(c(O)ccc(c1)C(O)=O) RXN-9279 3-decaprenyl-4-hydroxybenzoate + O2 = 3-decaprenyl-4,5-dihydroxybenzoate + H2O ubiquinone-10 biosynthesis (eukaryotic)
3-decaprenyl-4-hydroxybenzoate 683.068 C57 H86 O3 CC(CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCc1(c(O)ccc(c1)C(O)=O) 2.5.1.39 all-trans-decaprenyl diphosphate + 4-hydroxybenzoate = 3-decaprenyl-4-hydroxybenzoate + pyrophosphate ubiquinone-10 biosynthesis (eukaryotic)
geranylgeranyl-chlorophyll a geranylgeranyl-chl a*GG-chl a*GG-chlorophyll a 887.455 C55 H66 N4 O5 MG1 CC(CCC=C(C)CCC=C(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- geranylgeranyl-chlorophyll a + NADPH = dihydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
geranylgeranyl-chlorophyll a geranylgeranyl-chl a*GG-chl a*GG-chlorophyll a 887.455 C55 H66 N4 O5 MG1 CC(CCC=C(C)CCC=C(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 2.5.1.- chlorophyllide a + geranylgeranyl-PP = geranylgeranyl-chlorophyll a + pyrophosphate chlorophyll a biosynthesis II
trans-2-hexenol 100.16 C6 H12 O1 CCCC=CCO RXN-1348 trans-2-hexenal = trans-2-hexenol lipoxygenase pathway
2-methyl-3-hydroxybutyryl-CoA (2S,3S)-3-hydroxy-2-methylbutanoyl-CoA*(2S,3S)-3-hydroxy-2-methylbutyryl-CoA*(S)-3-hydroxy-2-methylbutyryl-CoA*3-hydroxy-2-methylbutyryl-CoA 867.651 C26 H44 N7 O18 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(O)C) 1.1.1.178 NAD+ + 2-methyl-3-hydroxybutyryl-CoA = NADH + 2-methylacetoacetyl-CoA isoleucine degradation I
2-methyl-3-hydroxybutyryl-CoA (2S,3S)-3-hydroxy-2-methylbutanoyl-CoA*(2S,3S)-3-hydroxy-2-methylbutyryl-CoA*(S)-3-hydroxy-2-methylbutyryl-CoA*3-hydroxy-2-methylbutyryl-CoA 867.651 C26 H44 N7 O18 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(O)C) 4.2.1.17 tiglyl-CoA + H2O = 2-methyl-3-hydroxybutyryl-CoA isoleucine degradation I
dTDP-4-dehydro-6-deoxy-D-glucose TDP-4-keto-6-deoxy-D-glucose*TDP-4-oxo-6-deoxy-D-glucose*dTDP-4-oxo-6-deoxy-D-glucose 546.317 C16 H24 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(=O)C(O3)C))) LIGAND-CPD:C00687 5.1.3.13 dTDP-4-dehydro-6-deoxy-D-glucose = dTDP-4-dehydro-6-deoxy-L-mannose dTDP-L-rhamnose biosynthesis I
dTDP-4-dehydro-6-deoxy-D-glucose TDP-4-keto-6-deoxy-D-glucose*TDP-4-oxo-6-deoxy-D-glucose*dTDP-4-oxo-6-deoxy-D-glucose 546.317 C16 H24 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(=O)C(O3)C))) LIGAND-CPD:C00687 RXN-5461 dTDP-4-dehydro-6-deoxy-D-glucose + NADPH = dTDP-alpha-L-rhamnose + NADP+ dTDP-L-rhamnose biosynthesis II
dTDP-4-dehydro-6-deoxy-D-glucose TDP-4-keto-6-deoxy-D-glucose*TDP-4-oxo-6-deoxy-D-glucose*dTDP-4-oxo-6-deoxy-D-glucose 546.317 C16 H24 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(=O)C(O3)C))) LIGAND-CPD:C00687 4.2.1.46 dTDP-D-glucose = H2O + dTDP-4-dehydro-6-deoxy-D-glucose dTDP-L-rhamnose biosynthesis II
dTDP-4-dehydro-6-deoxy-D-glucose TDP-4-keto-6-deoxy-D-glucose*TDP-4-oxo-6-deoxy-D-glucose*dTDP-4-oxo-6-deoxy-D-glucose 546.317 C16 H24 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(=O)C(O3)C))) LIGAND-CPD:C00687 4.2.1.46 dTDP-D-glucose = H2O + dTDP-4-dehydro-6-deoxy-D-glucose dTDP-L-rhamnose biosynthesis I
dTDP-D-glucose dTDP-glucose 564.333 C16 H26 N2 O16 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) CAS:2009-24-7*LIGAND-CPD:C00842 4.2.1.46 dTDP-D-glucose = H2O + dTDP-4-dehydro-6-deoxy-D-glucose dTDP-L-rhamnose biosynthesis II
dTDP-D-glucose dTDP-glucose 564.333 C16 H26 N2 O16 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) CAS:2009-24-7*LIGAND-CPD:C00842 4.2.1.46 dTDP-D-glucose = H2O + dTDP-4-dehydro-6-deoxy-D-glucose dTDP-L-rhamnose biosynthesis I
dTDP-D-glucose dTDP-glucose 564.333 C16 H26 N2 O16 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) CAS:2009-24-7*LIGAND-CPD:C00842 2.7.7.24 alpha-D-glucose 1-phosphate + dTTP = dTDP-D-glucose + pyrophosphate dTDP-L-rhamnose biosynthesis I
N-succinyl-2-amino-6-ketopimelate N-Succinyl-2-L-amino-6-oxoheptanedioate*N-succinyl-L-2-amino-6-oxoheptanedioate*succinyl-ε-keto-α-aminopimelate 289.241 C11 H15 N1 O8 C(O)(=O)C(=O)CCCC(C(=O)O)NC(=O)CCC(=O)O PUBCHEM:440349*LIGAND-CPD:C04462 2.6.1.17 L-glutamate + N-succinyl-2-amino-6-ketopimelate = alpha-ketoglutarate + N-succinyl-L,L-2,6-diaminopimelate lysine biosynthesis I
N-succinyl-2-amino-6-ketopimelate N-Succinyl-2-L-amino-6-oxoheptanedioate*N-succinyl-L-2-amino-6-oxoheptanedioate*succinyl-ε-keto-α-aminopimelate 289.241 C11 H15 N1 O8 C(O)(=O)C(=O)CCCC(C(=O)O)NC(=O)CCC(=O)O PUBCHEM:440349*LIGAND-CPD:C04462 2.3.1.117 H2O + L-2,3,4,5-tetrahydrodipicolinate + succinyl-CoA = N-succinyl-2-amino-6-ketopimelate + coenzyme A lysine biosynthesis I
campesterol 400.687 C28 H48 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) 1.14.-.- campesterol + O2 + a reduced acceptor = (22alpha)-hydroxy-campesterol + H2O + an acceptor brassinosteroid biosynthesis II
campesterol 400.687 C28 H48 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) 5.3.3.1 campesterol = campest-4-en-3beta-ol brassinosteroid biosynthesis II
campesterol 400.687 C28 H48 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4242 campesterol = brassicasterol sterol biosynthesis
campesterol 400.687 C28 H48 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-708 24-methyldesmosterol = campesterol sterol biosynthesis
chlorophyll b chlorophyll b 907.486 C55 H70 N4 O6 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC7(C6(C1(C(C(=O)OC)C(=O)c2(c(C)c3(n(c=12)[Mg]59(N4(C(C(C=O)=C(CC)C(C=3)=4)=Cc8(n(c(C=C(N5=6)C(C)7)c(C)c8C=C)9)))))))) RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
chlorophyll b chlorophyll b 907.486 C55 H70 N4 O6 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC7(C6(C1(C(C(=O)OC)C(=O)c2(c(C)c3(n(c=12)[Mg]59(N4(C(C(C=O)=C(CC)C(C=3)=4)=Cc8(n(c(C=C(N5=6)C(C)7)c(C)c8C=C)9)))))))) 2.5.1.- chlorophyllide b + phytyl-PP = chlorophyll b + pyrophosphate chlorophyll cycle
L-phenylalanyl-tRNAphe L-PHENYLALANYL-TRNA(PHE) LIGAND-CPD:C03511 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + pyrophosphate + AMP tRNA charging pathway
S-allantoin 158.116 C4 H6 N4 O3 C1(=O)(C(NC(N1)=O)NC(=O)N) LIGAND-CPD:C02350 3.5.2.5 S-allantoin + H2O + allantoin = allantoate allantoin degradation to ureidoglycolate I (urea producing)
S-allantoin 158.116 C4 H6 N4 O3 C1(=O)(C(NC(N1)=O)NC(=O)N) LIGAND-CPD:C02350 3.5.2.5 S-allantoin + H2O + allantoin = allantoate ureide biosynthesis
S-allantoin 158.116 C4 H6 N4 O3 C1(=O)(C(NC(N1)=O)NC(=O)N) LIGAND-CPD:C02350 RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = S-allantoin + allantoin + CO2 urate degradation to allantoin
S-allantoin 158.116 C4 H6 N4 O3 C1(=O)(C(NC(N1)=O)NC(=O)N) LIGAND-CPD:C02350 RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = S-allantoin + allantoin + CO2 ureide biosynthesis
benzoyl-CoA 871.642 C28 H40 N7 O17 P3 S1 C(NCCC(=O)NCCSC(=O)c1(ccccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) CAS:102185-37-5 RXN-2008 benzoyl-CoA = salicyloyl-CoA salicylic acid biosynthesis
benzoyl-CoA 871.642 C28 H40 N7 O17 P3 S1 C(NCCC(=O)NCCSC(=O)c1(ccccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) CAS:102185-37-5 RXN-2005 benzoyl-CoA + H2O = benzoate + coenzyme A salicylic acid biosynthesis
benzoyl-CoA 871.642 C28 H40 N7 O17 P3 S1 C(NCCC(=O)NCCSC(=O)c1(ccccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) CAS:102185-37-5 RXN-904 benzoylsuccinyl-CoA + coenzyme A = benzoyl-CoA + succinyl-CoA toluene degradation VI (anaerobic)
benzoyl-CoA 871.642 C28 H40 N7 O17 P3 S1 C(NCCC(=O)NCCSC(=O)c1(ccccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) CAS:102185-37-5 RXN-2006 oxocinnamoyl-CoA + coenzyme A = benzoyl-CoA + acetyl-CoA salicylic acid biosynthesis
deoxyuridine 2-Deoxyuridine 228.204 C9 H12 N2 O5 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)CO)) LIGAND-CPD:C00526*CAS:951-78-0 URA-PHOSPH-RXN phosphate + deoxyuridine = deoxyribose-1-phosphate + uracil salvage pathways of pyrimidine deoxyribonucleotides
deoxyuridine 2-Deoxyuridine 228.204 C9 H12 N2 O5 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)CO)) LIGAND-CPD:C00526*CAS:951-78-0 URA-PHOSPH-RXN phosphate + deoxyuridine = deoxyribose-1-phosphate + uracil (deoxy)ribose phosphate degradation
deoxyuridine 2-Deoxyuridine 228.204 C9 H12 N2 O5 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)CO)) LIGAND-CPD:C00526*CAS:951-78-0 2.7.1.21 deoxyuridine + ATP = dUMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
deoxyuridine 2-Deoxyuridine 228.204 C9 H12 N2 O5 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)CO)) LIGAND-CPD:C00526*CAS:951-78-0 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine salvage pathways of pyrimidine deoxyribonucleotides
deoxyuridine 2-Deoxyuridine 228.204 C9 H12 N2 O5 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)CO)) LIGAND-CPD:C00526*CAS:951-78-0 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine (deoxy)ribose phosphate degradation
glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3297.691 C156 H260 N2 O67 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(OC(CO)C(O)C(O)C(O)12))))))) RXN-5471 glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3297.691 C156 H260 N2 O67 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(OC(CO)C(O)C(O)C(O)12))))))) RXN-5470 (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA C24 H37 N7 O17 R1 P3 S1 4.2.1.17 H2O + a trans-2-enoyl-CoA = a (3S)-3-hydroxyacyl-CoA fatty acid oxidation pathway I
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA C24 H37 N7 O17 R1 P3 S1 5.3.3.8 a cis-3-enoyl-CoA = a trans-2-enoyl-CoA fatty acid oxidation pathway I
1,4-dichlorobenzene DCB*Dichloricide*Evola*globol*p-chlorophenyl chloride*p-dichlorobenzol*PARA*para-Dichlorobenzene*Para-zene*Paracide*Paradow*Paramoth*paranuggets*PDB*PDCB*persia-perazol*santochlor 147.004 C6 H4 CL2 C1(=CC=C(Cl)C=C1)(Cl) NCI:36935*CAS:106-46-7 DIOXYXANFL-RXN 1,4-dichlorobenzene + O2 + NADH = 1,4-dichlorobenzene dihydrodiol + NAD+ 1,4-dichlorobenzene degradation
L-canaline L-a-amino-g-(aminooxy)-n-butyric acid*L-2-amino-4-(aminooxy)butyric acid*L-2-amino-4-(aminooxy)butyrate 134.135 C4 H10 N2 O3 C(ON)CC(N)C(O)=O CAS:496-93-5 1.6.6.- L-canaline + NADPH = homoserine + ammonia + NADP+ canavanine degradation
L-canaline L-a-amino-g-(aminooxy)-n-butyric acid*L-2-amino-4-(aminooxy)butyric acid*L-2-amino-4-(aminooxy)butyrate 134.135 C4 H10 N2 O3 C(ON)CC(N)C(O)=O CAS:496-93-5 3.5.3.1 canavanine + H2O = L-canaline + urea canavanine degradation
a long-linear glucan 3.2.1.2 a long-linear glucan = alpha-maltose + maltose starch degradation
a long-linear glucan 3.2.1.1 a long-linear glucan = a short glucan starch degradation
a long-linear glucan 2.4.1.1 a long-linear glucan + phosphate = alpha-D-glucose 1-phosphate starch degradation
a long-linear glucan 3.2.1.41 a large-branched glucan = a long-linear glucan starch degradation
a long-linear glucan 2.4.1.25 a short glucan + a short glucan = a long-linear glucan + beta-D-glucose starch degradation
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine salvage pathway II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine degradation I
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine SAM cycle
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine and S-adenosylmethionine synthesis
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + pyrophosphate + AMP tRNA charging pathway
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.6.1.5 2-oxo-4-methylthiobutanoate = L-methionine + a keto acid methionine salvage pathway II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.5 homocysteine + glycine betaine = L-methionine + dimethylglycine glycine betaine degradation
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.13 homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate folate transformations
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.13 homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis I
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.8.1.6 dethiobiotin + 2 S-adenosyl-L-methionine + sulfur donor = biotin + 2 5'-deoxyadenosine + 2 L-methionine biotin biosynthesis I
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.- S-Methyl-L-methionine + homocysteine = 2 L-methionine methionine biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.10 homocysteine + S-adenosyl-L-methionine = S-adenosyl-homocysteine + L-methionine methionine biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.14 5-methyl-THF + homocysteine = tetrahydrofolate + L-methionine SAM cycle
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.14 5-methyl-THF + homocysteine = tetrahydrofolate + L-methionine formylTHF biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine and S-adenosylmethionine synthesis
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(SC)CC(N)C(O)=O LIGAND-CPD:C00073*CAS:63-68-3*CAS:7005-18-7 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine sulfate assimilation III
deoxyribose-5-phosphate 2-deoxy-D-ribose-5-phosphate*deoxyribose-5-P*2-deoxyribose-5-P*2-deoxyribose-5-phosphate*2-deoxy-α-D-ribose 5-phosphate 214.111 C5 H11 O7 P1 C(OP(=O)(O)O)[CH]1([CH](O)[CH2][CH](O)O1) LIGAND-CPD:C00673*CAS:102916-66-5 4.1.2.4 deoxyribose-5-phosphate = acetaldehyde + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
deoxyribose-5-phosphate 2-deoxy-D-ribose-5-phosphate*deoxyribose-5-P*2-deoxyribose-5-P*2-deoxyribose-5-phosphate*2-deoxy-α-D-ribose 5-phosphate 214.111 C5 H11 O7 P1 C(OP(=O)(O)O)[CH]1([CH](O)[CH2][CH](O)O1) LIGAND-CPD:C00673*CAS:102916-66-5 5.4.2.7 deoxyribose-1-phosphate = deoxyribose-5-phosphate (deoxy)ribose phosphate degradation
cis-delta3-decenoyl-ACP B1094*AcpP*(Z)-3-decenoyl-ACP*3,4-decenoyl-ACP RXN0-2141 cis-delta3-decenoyl-ACP + malonyl-ACP = beta-keto-cis-delta5-dodecenoyl-ACP + acyl carrier protein + CO2 fatty acid elongation -- unsaturated
cis-delta3-decenoyl-ACP B1094*AcpP*(Z)-3-decenoyl-ACP*3,4-decenoyl-ACP TRANS-2-DECENOYL-ACP-ISOM-RXN trans-delta2-decenoyl-ACP = cis-delta3-decenoyl-ACP fatty acid elongation -- unsaturated
cis-delta3-decenoyl-ACP B1094*AcpP*(Z)-3-decenoyl-ACP*3,4-decenoyl-ACP TRANS-2-DECENOYL-ACP-ISOM-RXN trans-delta2-decenoyl-ACP = cis-delta3-decenoyl-ACP fatty acid elongation -- unsaturated
KDO2-lipid A Re endotoxin 2238.743 C110 H202 N2 O39 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OP(=O)(O)O)OC(C(O)C1OC(=O)CC(O)CCCCCCCCCCC)COC2(C(NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(C(OP(O)(O)=O)C(O2)COC3(CC(C(O)C(O3)C(O)CO)OC4(OC(C(O)CO)C(O)C(O)C4)(C(O)=O))(C(O)=O))OC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)) CAS:598-35-6*LIGAND-CPD:C06026 2.3.1.- KDO2-(lauroyl)-lipid IVA + myristoyl-ACP = KDO2-lipid A + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
L-histidine L-histidine*glyoxaline-5-alanine*α-amino-4-imidazoleproprionic acid*(S)-α-amino-1H-imidazole-4-propanoic acid*H*histidine*his 155.156 C6 H9 N3 O2 C(O)(=O)[CH](N)Cc1(nc[nH]c1) LIGAND-CPD:C00135*CAS:71-00-1*CAS:7006-35-1 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + pyrophosphate + AMP tRNA charging pathway
L-histidine L-histidine*glyoxaline-5-alanine*α-amino-4-imidazoleproprionic acid*(S)-α-amino-1H-imidazole-4-propanoic acid*H*histidine*his 155.156 C6 H9 N3 O2 C(O)(=O)[CH](N)Cc1(nc[nH]c1) LIGAND-CPD:C00135*CAS:71-00-1*CAS:7006-35-1 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
L-pantoate pantoate*(R)-pantoate 148.158 C6 H12 O4 C(O)C(C)(C)C(O)C(=O)O CAS:470-29-1*LIGAND-CPD:C00522 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + pyrophosphate + AMP pantothenate biosynthesis II
L-pantoate pantoate*(R)-pantoate 148.158 C6 H12 O4 C(O)C(C)(C)C(O)C(=O)O CAS:470-29-1*LIGAND-CPD:C00522 1.1.1.169 2-dehydropantoate + NADPH = L-pantoate + NADP+ pantothenate biosynthesis II
(S)-methyl-malonyl-CoA D-methylmalonyl-CoA*methyl-malonyl-coenzyme A*CH3-malonyl-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(O)=O) LIGAND-CPD:C00683*CAS:104809-02-1 5.1.99.1 (S)-methyl-malonyl-CoA = (R)-methylmalonyl-CoA methionine degradation I
(S)-methyl-malonyl-CoA D-methylmalonyl-CoA*methyl-malonyl-coenzyme A*CH3-malonyl-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(O)=O) LIGAND-CPD:C00683*CAS:104809-02-1 6.4.1.3 propionyl-CoA + ATP + HCO3- = (S)-methyl-malonyl-CoA + phosphate + ADP methionine degradation I
dUDP 2'-deoxyuridine-5'-diphosphate*deoxyuridine-diphosphate 388.164 C9 H14 N2 O11 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C01346 2.7.4.6 dUDP + ATP = dUTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
dUDP 2'-deoxyuridine-5'-diphosphate*deoxyuridine-diphosphate 388.164 C9 H14 N2 O11 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C01346 1.17.4.- UDP + a classical dithiol glutaredoxin (reduced) = dUDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
dUDP 2'-deoxyuridine-5'-diphosphate*deoxyuridine-diphosphate 388.164 C9 H14 N2 O11 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C01346 1.17.4.1 a reduced thioredoxin + UDP = an oxidized thioredoxin + dUDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
allysine 2-aminoadipate semialdehyde*2-aminoadipate-6-semialdehyde 145.158 C6 H11 N1 O3 C(=O)(O)C(N)CCCC=O CAS:1962-83-0 ALLYSINE-DEHYDROG-RXN H2O + allysine + NAD+ = alpha-aminoadipate + NADH lysine degradation II
allysine 2-aminoadipate semialdehyde*2-aminoadipate-6-semialdehyde 145.158 C6 H11 N1 O3 C(=O)(O)C(N)CCCC=O CAS:1962-83-0 1.5.1.9 H2O + NAD+ + saccharopine = NADH + allysine + L-glutamate lysine degradation II
monovinyl protochlorophyllide a protochlorophyllide*monovinyl protochlrophyllide a 612.967 C35 H32 N4 O5 MG1 CCC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)=C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) LIGAND-CPD:C02880*CAS:14751-08-7 RXN1F-10 monovinyl protochlorophyllide a + NADPH = NADP+ + chlorophyllide a chlorophyllide a biosynthesis
monovinyl protochlorophyllide a protochlorophyllide*monovinyl protochlrophyllide a 612.967 C35 H32 N4 O5 MG1 CCC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)=C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) LIGAND-CPD:C02880*CAS:14751-08-7 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = mono-beta-D-galactosyldiacylglycerol + UDP glycosylglyceride biosynthesis
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 RXN-1225 mono-beta-D-galactosyldiacylglycerol + UDP-galactose = alpha-D-galactosyl-beta-D-galactosyldiacylglycerol + UDP glycosylglyceride biosynthesis
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + pyrophosphate galactose degradation III
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose galactose degradation I
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose colanic acid building blocks biosynthesis
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 5.1.3.2 UDP-D-glucose = UDP-galactose UDP-glucose conversion
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 5.1.3.2 UDP-D-glucose = UDP-galactose galactose degradation I
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 5.1.3.2 UDP-D-glucose = UDP-galactose galactose degradation III
UDP-galactose UDP-D-galactopyranose*UDP-D-galactose*uridine diphosphate galactose 566.305 C15 H24 N2 O17 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)CO))) LIGAND-CPD:C00052*CAS:2956-16-3 5.1.3.2 UDP-D-glucose = UDP-galactose colanic acid building blocks biosynthesis
D-glucosamine-6-phosphate D-glucosamine phosphate*D-glucosamine 6-phosphate*D-glucosamine-6-P*glucosamine-6-P*glucosamine-6-phosphate 259.152 C6 H14 N1 O8 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(N)C(O1)O) LIGAND-CPD:C00352*CAS:3616-42-0 PHOSGLUCOSAMINEMUT-RXN D-glucosamine-6-phosphate = glucosamine-1P N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
D-glucosamine-6-phosphate D-glucosamine phosphate*D-glucosamine 6-phosphate*D-glucosamine-6-P*glucosamine-6-P*glucosamine-6-phosphate 259.152 C6 H14 N1 O8 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(N)C(O1)O) LIGAND-CPD:C00352*CAS:3616-42-0 2.3.1.4 D-glucosamine-6-phosphate + acetyl-CoA = N-acetyl-D-glucosamine-6-phosphate + coenzyme A UDP-N-acetylgalactosamine biosynthesis
D-glucosamine-6-phosphate D-glucosamine phosphate*D-glucosamine 6-phosphate*D-glucosamine-6-P*glucosamine-6-P*glucosamine-6-phosphate 259.152 C6 H14 N1 O8 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(N)C(O1)O) LIGAND-CPD:C00352*CAS:3616-42-0 2.6.1.16 D-fructose-6-phosphate + L-glutamine = D-glucosamine-6-phosphate + L-glutamate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
D-glucosamine-6-phosphate D-glucosamine phosphate*D-glucosamine 6-phosphate*D-glucosamine-6-P*glucosamine-6-P*glucosamine-6-phosphate 259.152 C6 H14 N1 O8 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(N)C(O1)O) LIGAND-CPD:C00352*CAS:3616-42-0 2.6.1.16 D-fructose-6-phosphate + L-glutamine = D-glucosamine-6-phosphate + L-glutamate UDP-N-acetylgalactosamine biosynthesis
4alpha-methyl-5alpha-cholesta-8,24-dien-3-one 396.655 C28 H44 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)C(=O)CC4)))) 1.1.1.270 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one + NADPH = 4-alpha-methyl zymosterol + NADP+ cholesterol biosynthesis
4alpha-methyl-5alpha-cholesta-8,24-dien-3-one 396.655 C28 H44 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)C(=O)CC4)))) 1.1.1.170 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
L-lysine K*lysine*L-lys*lys*2,6-diaminohexanoic acid*lysine acid 146.189 C6 H14 N2 O2 C(N)CCCC(N)C(O)=O LIGAND-CPD:C00047*CAS:56-87-1 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + pyrophosphate + AMP tRNA charging pathway
L-lysine K*lysine*L-lys*lys*2,6-diaminohexanoic acid*lysine acid 146.189 C6 H14 N2 O2 C(N)CCCC(N)C(O)=O LIGAND-CPD:C00047*CAS:56-87-1 4.1.1.18 L-lysine = CO2 + cadaverine lysine degradation I
L-lysine K*lysine*L-lys*lys*2,6-diaminohexanoic acid*lysine acid 146.189 C6 H14 N2 O2 C(N)CCCC(N)C(O)=O LIGAND-CPD:C00047*CAS:56-87-1 1.5.1.8 NADPH + alpha-ketoglutarate + L-lysine = H2O + NADP+ + saccharopine lysine degradation II
L-lysine K*lysine*L-lys*lys*2,6-diaminohexanoic acid*lysine acid 146.189 C6 H14 N2 O2 C(N)CCCC(N)C(O)=O LIGAND-CPD:C00047*CAS:56-87-1 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis I
L-lysine K*lysine*L-lys*lys*2,6-diaminohexanoic acid*lysine acid 146.189 C6 H14 N2 O2 C(N)CCCC(N)C(O)=O LIGAND-CPD:C00047*CAS:56-87-1 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis II
monodehydroascorbate 175.118 C6 H7 O6 C(O)C(O)c1(c(O)c(O)c([O-])o1) 1.6.5.4 2 monodehydroascorbate + NADPH = 2 L-ascorbate + NADP+ ascorbate glutathione cycle
monodehydroascorbate 175.118 C6 H7 O6 C(O)C(O)c1(c(O)c(O)c([O-])o1) RXN-3523 2 monodehydroascorbate = L-ascorbate + L-dehydro-ascorbate ascorbate glutathione cycle
monodehydroascorbate 175.118 C6 H7 O6 C(O)C(O)c1(c(O)c(O)c([O-])o1) 1.10.3.3 L-ascorbate + O2 = monodehydroascorbate + 2 H2O ascorbate glutathione cycle
monodehydroascorbate 175.118 C6 H7 O6 C(O)C(O)c1(c(O)c(O)c([O-])o1) 1.11.1.11 2 L-ascorbate + H2O2 = 2 monodehydroascorbate + 2 H2O ascorbate glutathione cycle
biotin vitamin H*coenzyme R*d-biotin 244.308 C10 H16 N2 O3 S1 C1(SC([CH]2([CH]1NC(N2)=O))CCCCC(O)=O) LIGAND-CPD:C00120*CAS:58-85-5 6.3.4.15 BCCP (monomer) + biotin + ATP = pyrophosphate + AMP + biotin-BCCP (monomer) fatty acid biosynthesis -- initial steps
biotin vitamin H*coenzyme R*d-biotin 244.308 C10 H16 N2 O3 S1 C1(SC([CH]2([CH]1NC(N2)=O))CCCCC(O)=O) LIGAND-CPD:C00120*CAS:58-85-5 2.8.1.6 9-mercaptodethiobiotin = biotin biotin biosynthesis II
biotin vitamin H*coenzyme R*d-biotin 244.308 C10 H16 N2 O3 S1 C1(SC([CH]2([CH]1NC(N2)=O))CCCCC(O)=O) LIGAND-CPD:C00120*CAS:58-85-5 2.8.1.6 dethiobiotin + 2 S-adenosyl-L-methionine + sulfur donor = biotin + 2 5'-deoxyadenosine + 2 L-methionine biotin biosynthesis I
a 2(R)-hydroxy fatty acid C2 H3 O3 R1 RXN-4141 a 2(R)-hydroperoxy fatty acid = a 2(R)-hydroxy fatty acid fatty acid alpha-oxidation
3-hydroxy-5- oxohexanoyl-CoA 895.661 C27 H44 N7 O19 P3 S1 C(CSC(=O)CC(O)CC(=O)C)NC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0029 2.3.1.- 3-hydroxy-5- oxohexanoyl-CoA + coenzyme A = 3-hydroxybutyryl-CoA + acetyl-CoA gallate degradation III (anaerobic)
3-hydroxy-5- oxohexanoyl-CoA 895.661 C27 H44 N7 O19 P3 S1 C(CSC(=O)CC(O)CC(=O)C)NC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0029 2.8.3.- 3-hydroxy-5-oxohexanoate + acetyl-CoA = 3-hydroxy-5- oxohexanoyl-CoA + acetate gallate degradation III (anaerobic)
brassicasterol 398.671 C28 H46 O1 CC(C)C(C)C=CC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4242 campesterol = brassicasterol sterol biosynthesis
H2 hydrogen*hydrogen molecule 2.016 H2 [HH] LIGAND-CPD:C00282*CAS:1333-74-0 1.12.7.2 reduced ferredoxin + 2 H+ = H2 + oxidized ferredoxin glutamate degradation VII (to butyrate)
H2 hydrogen*hydrogen molecule 2.016 H2 [HH] LIGAND-CPD:C00282*CAS:1333-74-0 FHLMULTI-RXN formate = CO2 + H2 respiration (anaerobic)
alpha-D-galactosyl-beta-D-galactosyldiacylglycerol digalactosyldiacylglycerol*DGDG C17 H26 O15 R2 RXN-1225 mono-beta-D-galactosyldiacylglycerol + UDP-galactose = alpha-D-galactosyl-beta-D-galactosyldiacylglycerol + UDP glycosylglyceride biosynthesis
alpha-D-galactosyl-beta-D-galactosyldiacylglycerol digalactosyldiacylglycerol*DGDG C17 H26 O15 R2 2.4.1.184 2 mono-beta-D-galactosyldiacylglycerol = alpha-D-galactosyl-beta-D-galactosyldiacylglycerol + a 1,2-diacylglycerol glycosylglyceride biosynthesis
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 2.7.1.48 UMP + ADP = uridine + ATP salvage pathways of purine and pyrimidine nucleotides
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 2.7.1.48 uridine + GTP = UMP + GDP salvage pathways of pyrimidine ribonucleotides
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil salvage pathways of pyrimidine ribonucleotides
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil (deoxy)ribose phosphate degradation
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of purine and pyrimidine nucleotides
uridine 244.204 C9 H12 N2 O6 c1(n(c(=O)[nH]c(c1)=O)C2(C(O)C(O)C(O2)CO)) LIGAND-CPD:C00299*CAS:58-96-8 3.5.4.5 H2O + cytidine = ammonia + uridine (deoxy)ribose phosphate degradation
2-dehydro-3-deoxy-D-gluconate 2-keto-3-deoxy-D-gluconate*3-deoxy-2-oxo-D-gluconate*2-keto-3-deoxygluconate 178.141 C6 H10 O6 C(=O)(O)C(=O)[CH2][CH](O)[CH](O)CO LIGAND-CPD:C00204*CAS:17510-99-5 4.1.2.- 2-dehydro-3-deoxy-D-gluconate = glyceraldehyde + pyruvate Entner-Doudoroff pathway II (non-phosphorylative)
2-dehydro-3-deoxy-D-gluconate 2-keto-3-deoxy-D-gluconate*3-deoxy-2-oxo-D-gluconate*2-keto-3-deoxygluconate 178.141 C6 H10 O6 C(=O)(O)C(=O)[CH2][CH](O)[CH](O)CO LIGAND-CPD:C00204*CAS:17510-99-5 2.7.1.45 2-dehydro-3-deoxy-D-gluconate + ATP = 2-keto-3-deoxy-6-phospho-gluconate + ADP Entner-Doudoroff pathway III (semi-phosphorylative)
2-dehydro-3-deoxy-D-gluconate 2-keto-3-deoxy-D-gluconate*3-deoxy-2-oxo-D-gluconate*2-keto-3-deoxygluconate 178.141 C6 H10 O6 C(=O)(O)C(=O)[CH2][CH](O)[CH](O)CO LIGAND-CPD:C00204*CAS:17510-99-5 4.2.1.39 gluconate = H2O + 2-dehydro-3-deoxy-D-gluconate Entner-Doudoroff pathway III (semi-phosphorylative)
2-dehydro-3-deoxy-D-gluconate 2-keto-3-deoxy-D-gluconate*3-deoxy-2-oxo-D-gluconate*2-keto-3-deoxygluconate 178.141 C6 H10 O6 C(=O)(O)C(=O)[CH2][CH](O)[CH](O)CO LIGAND-CPD:C00204*CAS:17510-99-5 4.2.1.39 gluconate = H2O + 2-dehydro-3-deoxy-D-gluconate Entner-Doudoroff pathway II (non-phosphorylative)
dihydrophloroglucinol 128.127 C6 H8 O3 C1(=O)(CC(O)CC(O)=C1) UM-BBD-CPD:c0027*LIGAND-CPD:c06719 3.7.1.- dihydrophloroglucinol + OH- = 3-hydroxy-5-oxohexanoate gallate degradation III (anaerobic)
dihydrophloroglucinol 128.127 C6 H8 O3 C1(=O)(CC(O)CC(O)=C1) UM-BBD-CPD:c0027*LIGAND-CPD:c06719 1.3.1.57 phloroglucinol + NADPH = dihydrophloroglucinol + NADP+ gallate degradation III (anaerobic)
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle variation VIII
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 respiration (anaerobic)
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate reductive tricarboxylic acid cycle
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate TCA cycle variation VIII
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate respiration (anaerobic)
D-isocitrate isocitric acid*isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate TCA cycle
L-leucine (2S)-α-2-amino-4-methylvaleric acid*L*leu*leucine*2-amino-4-methylvaleric acid*(2S)-α-leucine 131.174 C6 H13 N1 O2 CC(C)CC(N)C(=O)O LIGAND-CPD:C00123*CAS:7005-03-0*NCI:46709*CAS:61-90-5 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + pyrophosphate + AMP tRNA charging pathway
L-leucine (2S)-α-2-amino-4-methylvaleric acid*L*leu*leucine*2-amino-4-methylvaleric acid*(2S)-α-leucine 131.174 C6 H13 N1 O2 CC(C)CC(N)C(=O)O LIGAND-CPD:C00123*CAS:7005-03-0*NCI:46709*CAS:61-90-5 2.6.1.42 L-leucine + alpha-ketoglutarate = 2-keto-4-methyl-pentanoate + L-glutamate leucine degradation I
L-leucine (2S)-α-2-amino-4-methylvaleric acid*L*leu*leucine*2-amino-4-methylvaleric acid*(2S)-α-leucine 131.174 C6 H13 N1 O2 CC(C)CC(N)C(=O)O LIGAND-CPD:C00123*CAS:7005-03-0*NCI:46709*CAS:61-90-5 2.6.1.42 L-leucine + alpha-ketoglutarate = 2-keto-4-methyl-pentanoate + L-glutamate leucine biosynthesis
lutein 568.881 C40 H56 O2 CC1(C(=C(C)CC(O)C1)C=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CC(O)C=C(C)2))(C) RXN-5962 zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
1-18:2-2-16:2-monogalactosyldiacylglycerol 751.052 C43 H74 O10 C1(OC(CO)C(O)C(O)C(O)1)OCC(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:2-2-16:2-monogalactosyldiacylglycerol = 1-18:3-2-16:3-monogalactosyldiacylglycerol glycosylglyceride desaturation pathway
1-18:2-2-16:2-monogalactosyldiacylglycerol 751.052 C43 H74 O10 C1(OC(CO)C(O)C(O)C(O)1)OCC(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:1-2-16:1-monogalactosyldiacylglycerol = 1-18:2-2-16:2-monogalactosyldiacylglycerol glycosylglyceride desaturation pathway
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + pyrophosphate + AMP tRNA charging pathway
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine superpathway of citrulline metabolism
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VII (arginase 3 pathway)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine urea cycle
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine citrulline biosynthesis
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VI (arginase 2 pathway)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 3.5.3.6 H2O + L-arginine = ammonia + citrulline interconversion of arginine, ornithine and proline
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 1.14.13.39 m O2 + n NADPH + L-arginine = citrulline + n NADP+ + nitric oxide superpathway of citrulline metabolism
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 4.1.1.19 L-arginine = CO2 + agmatine superpathway of polyamine biosynthesis II
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 4.1.1.19 L-arginine = CO2 + agmatine superpathway of arginine, putrescine, and 4-aminobutyrate degradation
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 4.1.1.19 L-arginine = CO2 + agmatine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 4.3.2.1 L-arginino-succinate = L-arginine + fumarate superpathway of citrulline metabolism
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis I
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 4.3.2.1 L-arginino-succinate = L-arginine + fumarate urea cycle
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(N)=N)CC[CH](N)C(O)=O LIGAND-CPD:C00062*CAS:74-79-3*CAS:7004-12-8 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis II (acetyl cycle)
3-hydroxy-L-kynurenine L-3-hydroxykynurenine*3-hydroxy-kynurenine 224.216 C10 H12 N2 O4 C(=O)(O)C(N)CC(=O)c1(c(N)c(O)ccc1) CAS:606-14-4 3.7.1.3 3-hydroxy-L-kynurenine + H2O = 3-hydroxy-anthranilate + L-alanine tryptophan degradation III (eukaryotic)
3-hydroxy-L-kynurenine L-3-hydroxykynurenine*3-hydroxy-kynurenine 224.216 C10 H12 N2 O4 C(=O)(O)C(N)CC(=O)c1(c(N)c(O)ccc1) CAS:606-14-4 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan degradation III (eukaryotic)
1-18:2-2-18:2-sn-glycerol-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:2-2-18:2-sn-glycerol-3-phosphocholine = 1-18:3-2-18:3-sn-glycerol-phosphocholine phospholipid desaturation pathway
1-18:2-2-18:2-sn-glycerol-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:1-2-18:1-sn-glycerol-3-phosphocholine = 1-18:2-2-18:2-sn-glycerol-3-phosphocholine phospholipid desaturation pathway
2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 837.363 C58 H92 O3 CC(CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(=C(C)C(O)C=C(OC)C(O)1) RXN-9236 2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + O2 = 3-demethylubiquinol-10 + H2O ubiquinone-10 biosynthesis (eukaryotic)
2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 837.363 C58 H92 O3 CC(CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(=C(C)C(O)C=C(OC)C(O)1) 2.1.1.- 2-decaprenyl-6-methoxy-1,4-benzoquinol + S-adenosyl-L-methionine = 2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-P*1-(2-carboxyphenylamino)-1-deoxy-D-ribulose-5-phosphate*1-(2-carboxyphenylamino)-1-deoxy-D-ribulose-5-P 349.233 C12 H16 N1 O9 P1 C(OP(O)(O)=O)C(O)C(O)C(=O)CNc1(c(C(O)=O)cccc1) LIGAND-CPD:C01302 4.1.1.48 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate = indole-3-glycerol-phosphate + CO2 + H2O tryptophan biosynthesis
1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-P*1-(2-carboxyphenylamino)-1-deoxy-D-ribulose-5-phosphate*1-(2-carboxyphenylamino)-1-deoxy-D-ribulose-5-P 349.233 C12 H16 N1 O9 P1 C(OP(O)(O)=O)C(O)C(O)C(=O)CNc1(c(C(O)=O)cccc1) LIGAND-CPD:C01302 5.3.1.24 N-(5'-phosphoribosyl)-anthranilate = 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate tryptophan biosynthesis
4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol 414.67 C28 H46 O2 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(CO)C(O)CC4)))) 1.14.13.72 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol 414.67 C28 H46 O2 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(CO)C(O)CC4)))) 1.14.13.72 4-alpha-methyl zymosterol + NAD(P)H + O2 = 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
calystegine A3 159.185 C7 H13 N1 O3 C12(NC(CC1)(O)C(O)C(O)C2) RXN-8259 unknown = calystegine A3 calystegine biosynthesis
episterol 398.671 C28 H46 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC=3)CC(O)CC4)(C)))) 1.3.3.- episterol = 5-dehydro episterol sterol biosynthesis
episterol 398.671 C28 H46 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC=3)CC(O)CC4)(C)))) 2.1.1.- 24-methylenelophenol + S-adenosyl-homocysteine = episterol + S-adenosyl-L-methionine sterol biosynthesis
GDP-L-fucose guanosine diphosphate fucose*guanosine 5'-(trihydrogen diphosphate), P'-(6-deoxy-β-L- galactopyranosyl) ester*2-amino-9-[3,4-dihydroxy-5-[[hydroxy-[hydroxy-(3,4,5-trihydroxy- 6-methyl-tetrahydropyran-2-yl)oxy-phosphinoyl]oxy-phosphinoyl] oxymethyl]tetrahydrofuran-2-yl]-1,9-dihydropurin-6-one 589.345 C16 H25 N5 O15 P2 C(OP(O)(=O)OP(O)(=O)OC1(C(O)C(O)C(O)C(C)O1))C2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4))) LIGAND-CPD:C00325*CAS:15839-70-0 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose colanic acid building blocks biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.4.6 GDP + ATP = GTP + ADP purine nucleotides de novo biosynthesis I
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate GDP-mannose metabolism
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate colanic acid building blocks biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 1.17.4.1 a reduced thioredoxin + GDP = an oxidized thioredoxin + dGDP + H2O purine nucleotides de novo biosynthesis I
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 RXN0-748 GDP + a classical dithiol glutaredoxin (reduced) = dGDP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.6.5 ATP + GDP = AMP + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.4.1.142 (N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 RXN-5463 (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 RXN-5464 (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 RXN-5465 (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.4.1.83 dolichyl-phosphate + GDP-D-mannose = dolichyl beta-D-mannosyl phosphate + GDP dolichyl-diphosphooligosaccharide biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 GDPMANMANHYDRO-RXN GDP-D-mannose + H2O = GDP + mannose GDP-mannose metabolism
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 3.1.7.2 guanosine 5'-diphosphate,3'-diphosphate + H2O = pyrophosphate + GDP ppGpp biosynthesis
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.1.- cytidine + GTP = CMP + GDP salvage pathways of pyrimidine ribonucleotides
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP asparagine degradation I
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP phenylalanine degradation I
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP TCA cycle variation VIII
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.1.48 uridine + GTP = UMP + GDP salvage pathways of pyrimidine ribonucleotides
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.4.1.36 GDP-D-glucose + alpha-D-glucose-6-phosphate = trehalose 6-phosphate + GDP trehalose biosynthesis III
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.4.8 GMP + ATP = GDP + ADP salvage pathways of purine and pyrimidine nucleotides
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 2.7.4.8 GMP + ATP = GDP + ADP purine nucleotides de novo biosynthesis I
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP salvage pathways of purine nucleosides
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
GDP ppG*guanosine-5'-diphosphate*guanosine-diphosphate 443.203 C10 H15 N5 O11 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00035*CAS:146-91-8 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis I
ubiquinol-10 ubiquinol-10*ubiquinol(10) 867.389 C59 H94 O4 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(O)C(OC)=C(OC)C(O)C=1C) RXN-9348 ubiquinol-10 = ubiquinone-10 ubiquinone-10 biosynthesis (eukaryotic)
ubiquinol-10 ubiquinol-10*ubiquinol(10) 867.389 C59 H94 O4 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(O)C(OC)=C(OC)C(O)C=1C) 2.1.1.64 3-demethylubiquinol-10 + S-adenosyl-L-methionine = ubiquinol-10 + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
carbamate 60.032 C1 H2 N1 O2 C([O-])(N)=O 4.3.99.1 HCO3- + cyanate = carbamate + CO2 cyanate degradation
maltotriose Amylotriose 504.441 C18 H32 O16 C1(C(O)C(O)C(O)C(O1)CO)OC2(C(O)C(O)C(OC2CO)OC3(C(CO)OC(O)C(O)C(O)3)) LIGAND-CPD:C01835*CAS:1109-28-0 2.4.1.25 maltotetraose + beta-D-glucose = maltotriose + maltose glycogen degradation
maltotriose Amylotriose 504.441 C18 H32 O16 C1(C(O)C(O)C(O)C(O1)CO)OC2(C(O)C(O)C(OC2CO)OC3(C(CO)OC(O)C(O)C(O)3)) LIGAND-CPD:C01835*CAS:1109-28-0 MALTET-RXN maltotetraose + H2O = maltotriose + beta-D-glucose glycogen degradation
kaempferol-3-glucoside kaempferol-3-O-D-glucoside 448.382 C21 H20 O11 C(O)C1(OC(C(O)C(O)C1O)Oc3(c(c2(ccc(O)cc2))oc4(c(c3=O)c(O)cc(c4)O))) RXN1F-443 kaempferol-3-glucoside + dTDP-alpha-L-rhamnose = kaempferol-3-glucoside-7-rhamnoside + dTDP flavonol biosynthesis
kaempferol-3-glucoside kaempferol-3-O-D-glucoside 448.382 C21 H20 O11 C(O)C1(OC(C(O)C(O)C1O)Oc3(c(c2(ccc(O)cc2))oc4(c(c3=O)c(O)cc(c4)O))) 2.4.1.91 kaempferol + UDP-D-glucose = kaempferol-3-glucoside + UDP flavonol biosynthesis
trans-cinnamate trans-cinnamic acid*β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(O)(=O)C=Cc1(ccccc1) LIGAND-CPD:C00423*PUBCHEM:444539*CAS:140-10-3 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate suberin biosynthesis
trans-cinnamate trans-cinnamic acid*β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(O)(=O)C=Cc1(ccccc1) LIGAND-CPD:C00423*PUBCHEM:444539*CAS:140-10-3 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
trans-cinnamate trans-cinnamic acid*β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(O)(=O)C=Cc1(ccccc1) LIGAND-CPD:C00423*PUBCHEM:444539*CAS:140-10-3 6.2.1.- trans-cinnamate + coenzyme A = (E)-cinnamoyl-CoA + H2O salicylic acid biosynthesis
trans-cinnamate trans-cinnamic acid*β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(O)(=O)C=Cc1(ccccc1) LIGAND-CPD:C00423*PUBCHEM:444539*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylic acid biosynthesis
trans-cinnamate trans-cinnamic acid*β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(O)(=O)C=Cc1(ccccc1) LIGAND-CPD:C00423*PUBCHEM:444539*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate suberin biosynthesis
trans-cinnamate trans-cinnamic acid*β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(O)(=O)C=Cc1(ccccc1) LIGAND-CPD:C00423*PUBCHEM:444539*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 6.4.1.2 HCO3- + H+ + acetyl-CoA + ATP = malonyl-CoA + phosphate + ADP fatty acid biosynthesis -- initial steps
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.15.7 choline + O2 + 2 reduced ferredoxin + 2 H+ = betaine aldehyde hydrate + H2O + 2 oxidized ferredoxin glycine betaine biosynthesis III (plants)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.3.5.- fumarate + menaquinol + 2 H+ = succinate + menaquinone-8 respiration (anaerobic)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + 2 H+ = delta3-isopentenyl-PP + H2O methylerythritol phosphate pathway
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-884 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + 2 H+ = dimethylallyl-pyrophosphate + H2O methylerythritol phosphate pathway
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + H+ + e- = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O methylerythritol phosphate pathway
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.70 3 NADPH + 3 O2 + obtusifoliol + 3 H+ = 4 H2O + 3 NADP+ + formate + (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol sterol biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.94 dihydroxy-acetone-phosphate + NAD(P)H + H+ = glycerol-3-phosphate + NAD(P)+ phospholipid biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.12.7.2 reduced ferredoxin + 2 H+ = H2 + oxidized ferredoxin glutamate degradation VII (to butyrate)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 PARATHION-NITRO-REDUCT-RXN parathion + 6 e- + 6 H+ = amino-parathion + 2 H2O superpathway of parathion degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5248 NADH = NAD+ + H+ + 2 e- NADH + UQ + H+ = NAD+ + UQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 NADH + UQ + H+ = NAD+ + UQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O carotenoid biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O carotenoid biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.8.1.7 glutathione disulfide + NADPH + H+ = 2 glutathione + NADP+ ascorbate glutathione cycle
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-5267 4 H+[cytosol] = 4 H+[periplasmic space] NADH + UQ + H+ = NAD+ + UQH2
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 AMINOPHENOL-NITRITE-REDUCTASE-RXN 4-hydroxyaniline + 3 H2O = NO2- + hydroquinone + 7 H+ + 6 e- superpathway of parathion degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 SULFOXTFER-RXN polysulfide-glutathione complex + O2 + H2O = SO3-2 + polysulfide-glutathione complex + 2 H+ sulfur oxidation
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 4.3.1.12 L-ornithine + NAD+ = ammonia + L-proline + NADH + H+ arginine degradation VII (arginase 3 pathway)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.2.7.6 D-glyceraldehyde-3-phosphate + H2O + 2 oxidized ferredoxin = 3-phosphoglycerate + 2 H+ + 2 reduced ferredoxin glycolysis II
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.5.1.12 (S)-1-pyrroline-5-carboxylate + NAD(P)+ + pyrroline 5-carboxylate + NAD(P)+ + H2O = NAD(P)H + L-glutamate + NAD(P)H + H+ proline degradation II
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ folate transformations
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.8.1.4 enzyme N6-(dihydrolipoyl)lysine + NAD+ = enzyme N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complexes
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 RXN-5041 L-2,3-dihydrodipicolinate + NAD+ = dipicolinate + NADH + H+ lysine biosynthesis II
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.1.1.1 choline + NAD+ = betaine aldehyde + NADH + H+ glycine betaine biosynthesis II (Gram-positive bacteria)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 RXN0-902 hypoxanthine + H2O = 2 H+ + xanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis V
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ formaldehyde assimilation II (RuMP Cycle)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis IV (plant cytosol)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ fructose degradation to pyruvate and lactate (anaerobic)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ sucrose degradation to ethanol and lactate (anaerobic)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + enzyme N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + enzyme N6-(lipoyl)lysine + NADH + H+ pyruvate dehydrogenase complex
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis II
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 3.5.1.4 acrylamide + H2O = ammonia + acrylate + H+ acrylonitrile degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ interconversion of arginine, ornithine and proline
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ arginine degradation VI (arginase 2 pathway)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 SO3OXTFER-RXN SO3-2 + 2 oxidized cytochrome c + H2O = SO42- + 2 reduced cytochrome c + 2 H+ sulfur oxidation
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis V
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway III (semi-phosphorylative)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway II (non-phosphorylative)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis II
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose fermentation to lactate II
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis IV (plant cytosol)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP fructose degradation to pyruvate and lactate (anaerobic)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP sucrose degradation to ethanol and lactate (anaerobic)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP respiration (anaerobic)
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose heterofermentation to lactate I
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis I
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + H+ + phosphate + ADP chlorophyllide a biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+] CHEBI:24636*LIGAND-CPD:C00080*PUBCHEM:1038*CAS:12408-02-5*LIGAND-CPD:C00080 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
lathosterol 5α-Cholest-8-en-3β-ol 386.66 C27 H46 O1 CC(C)CCCC(C)C1(C2(C(CC1)C3(C(CC2)C4(C)(C(CC=3)CC(O)CC4)))(C)) CAS:80-99-9 1.3.3.2 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
lathosterol 5α-Cholest-8-en-3β-ol 386.66 C27 H46 O1 CC(C)CCCC(C)C1(C2(C(CC1)C3(C(CC2)C4(C)(C(CC=3)CC(O)CC4)))(C)) CAS:80-99-9 1.3.1.72 5alpha-cholesta-7,24-dien-3beta-ol + NADPH = lathosterol + NADP+ cholesterol biosynthesis
L-isoleucyl-tRNAile L-ISOLEUCYL-TRNA(ILE) LIGAND-CPD:C03127 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + pyrophosphate + AMP tRNA charging pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis V
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose fermentation to lactate II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH fructose degradation to pyruvate and lactate (anaerobic)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH sucrose degradation to ethanol and lactate (anaerobic)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose heterofermentation to lactate I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde ectoine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A pyruvate oxidation pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A acetate utilization
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A gallate degradation III (anaerobic)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A ethanol fermentation to acetate
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A reductive acetyl coenzyme A pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A glucose heterofermentation to lactate I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.13 phosphate + NADP+ + D-glyceraldehyde-3-phosphate = NADPH + 1,3-diphosphateglycerate glucose heterofermentation to lactate I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose fermentation to lactate II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose heterofermentation to lactate I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 XANTHOSINEPHOSPHORY-RXN xanthosine + phosphate = ribose-1-phosphate + xanthine ureide biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.15 phosphate + guanosine = ribose-1-phosphate + guanine salvage pathways of purine and pyrimidine nucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.15 phosphate + guanosine = ribose-1-phosphate + guanine salvage pathways of purine nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of purine nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of purine and pyrimidine nucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of purine nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 formaldehyde assimilation I (serine pathway)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 reductive tricarboxylic acid cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 respiration (anaerobic)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.2.22 phosphate + D-fructose-6-phosphate = H2O + D-erythrose-4-phosphate + acetylphosphate glucose fermentation to lactate II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 an N10-formyl-tetrahydrofolate + ADP + phosphate = a tetrahydrofolate polyglutamate + ATP + formate tetrahydrofolate biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.41 L-glutamate-5-phosphate + NADPH = L-glutamate gamma-semialdehyde + phosphate + NADP+ citrulline biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine salvage pathways of pyrimidine deoxyribonucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine salvage pathways of purine and pyrimidine nucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine (deoxy)ribose phosphate degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 URA-PHOSPH-RXN phosphate + deoxyuridine = deoxyribose-1-phosphate + uracil salvage pathways of pyrimidine deoxyribonucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 URA-PHOSPH-RXN phosphate + deoxyuridine = deoxyribose-1-phosphate + uracil (deoxy)ribose phosphate degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil salvage pathways of pyrimidine ribonucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil (deoxy)ribose phosphate degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.1.19 phosphate + butyryl-CoA = butyryl phosphate + coenzyme A acetyl CoA fermentation to butyrate
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.1.1 a long-linear glucan + phosphate = alpha-D-glucose 1-phosphate starch degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.1.1 a glycogen + phosphate = alpha-D-glucose 1-phosphate + maltodextrin glycogen degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.1.1 maltodextrin + phosphate = alpha-D-glucose 1-phosphate + maltotetraose glycogen degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.1.1 a glycogen + phosphate = alpha-D-glucose 1-phosphate + maltotetraose glycogen degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.1.231 trehalose + phosphate = alpha-D-glucose + alpha-D-glucose 1-phosphate trehalose degradation V
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.1.64 phosphate + trehalose = beta-D-Glucose 1-phosphate + beta-D-glucose trehalose degradation IV
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.1.216 phosphate + trehalose 6-phosphate = beta-D-glucose-6-phosphate + beta-D-Glucose 1-phosphate trehalose degradation III
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.1.8 phosphate + maltose = beta-D-Glucose 1-phosphate + beta-D-glucose maltose degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.- H2O + NADP+ = NAD+ + phosphate NAD/NADH phosphorylation and dephosphorylation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.- NADPH + H2O = NADH + phosphate NAD/NADH phosphorylation and dephosphorylation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.5.2.9 5-oxoproline + 2 H2O + ATP = phosphate + L-glutamate + ADP gamma-glutamyl cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.9.3 H2O + selenide + ATP = selenophosphate + phosphate + AMP selenocysteine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.9.1.1 selenophosphate + L-seryl-tRNAsec = phosphate + H2O + L-selenocysteinyl-tRNAsec selenocysteine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-1883 GDP-L-galactose + 2 H2O = L-galactose + GMP + phosphate ascorbate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + trans-3-methylglutaconyl-CoA + ADP leucine degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.10 H2O + alpha-D-glucose 1-phosphate = phosphate + beta-D-glucose glucose and glucose-1-phosphate degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.6.1.40 H2O + guanosine 3'-diphosphate 5'-triphosphate = phosphate + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.2.1.13 phosphate + acetyl-CoA + ADP = coenzyme A + acetate + ATP glycolysis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 R83-RXN 2-hydroxy-3-keto-5-methylthio-1-phosphopentene + H2O = 1,2-dihydroxy-3-keto-5-methylthiopentene + phosphate methionine salvage pathway II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 DEOXYINOPHOSPHOR-RXN hypoxanthine + deoxyribose-1-phosphate = deoxyinosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 DEOXYADENPHOSPHOR-RXN deoxyadenosine + phosphate = adenine + deoxyribose-1-phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.24 H2O + sucrose-6-phosphate = sucrose + phosphate sucrose biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate phospholipid biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate phospholipid biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.14 biotin carboxyl carrier protein (dimer) + CO2 + ATP = phosphate + ADP + carboxy-biotin carboxyl carrier protein fatty acid biosynthesis -- initial steps
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.16 ammonia + H2O + CO2 + 2 ATP = phosphate + carbamoyl-phosphate + 2 ADP urea cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 a 5,10-methylene-tetrahydrofolate + L-glutamate + ATP = methylene-H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.4.1.3 propionyl-CoA + ATP + HCO3- = (S)-methyl-malonyl-CoA + phosphate + ADP methionine degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.2.99.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.2.99.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate sulfate assimilation III
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin + phosphate tetrahydrofolate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin + phosphate tetrahydrofolate biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate folate transformations
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone-phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate polyglutamylation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF reductive acetyl coenzyme A pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate transformations
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate superpathway of serine and glycine biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate photorespiration
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP reductive tricarboxylic acid cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.2.1.9 coenzyme A + malate + ATP = phosphate + malyl-CoA + ADP formaldehyde assimilation I (serine pathway)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.3.8 coenzyme A + citrate + ATP = phosphate + oxaloacetate + acetyl-CoA + ADP reductive tricarboxylic acid cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.4.1.1 HCO3- + pyruvate + ATP = phosphate + oxaloacetate + ADP TCA cycle variation VIII
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = phosphate + 5'-phosphoribosyl-N-formylglycineamide + ADP purine nucleotides de novo biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.18 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate purine nucleotides de novo biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 XMP + H2O = xanthosine + phosphate ureide biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 XMP + H2O = xanthosine + phosphate salvage pathways of purine nucleosides II (plant)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 XMP + H2O = xanthosine + phosphate purine degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 IMP + H2O = inosine + phosphate salvage pathways of purine nucleosides II (plant)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 IMP + H2O = inosine + phosphate purine degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides II (plant)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 GMP + H2O = guanosine + phosphate purine degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides II (plant)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate glycine biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate serine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate tetrahydrofolate biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol phospholipid biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol triacylglycerol biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.1.21 5-aminoimidazole ribonucleotide + ATP + CO2 + H2O = phosphate + 4-carboxyaminoimidazole ribonucleotide + ADP purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis III
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP gamma-glutamyl cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP tetrahydrofolate biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP formylTHF biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.19 shikimate-3-phosphate + phosphoenolpyruvate = 5-enolpyruvyl-shikimate-3-phosphate + phosphate chorismate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate superpathway of citrulline metabolism
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate arginine biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate citrulline degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate urea cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate citrulline biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate interconversion of arginine, ornithine and proline
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate proline biosynthesis V (from arginine)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate arginine biosynthesis II (acetyl cycle)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.2 L-aspartate + carbamoyl-phosphate = carbamoyl-L-aspartate + phosphate de novo biosynthesis of pyrimidine ribonucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate GDP-mannose metabolism
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate colanic acid building blocks biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.37 H2O + D-sedoheptulose-1,7-bisphosphate = phosphate + D-sedoheptulose-7-phosphate Calvin cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP gamma-glutamyl cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate arginine biosynthesis II (acetyl cycle)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate ornithine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.4.1.2 HCO3- + H+ + acetyl-CoA + ATP = malonyl-CoA + phosphate + ADP fatty acid biosynthesis -- initial steps
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate xylulose-monophosphate cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate Calvin cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate gluconeogenesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.2.3.1 O-phospho-L-homoserine + H2O = phosphate + L-threonine threonine biosynthesis from homoserine
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.2.3.4 3-deoxy-D-arabino-heptulosonate-7-phosphate = phosphate + 3-dehydroquinate chorismate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + delta3-isopentenyl-PP + ADP mevalonate pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP salvage pathways of purine nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 4.2.3.5 5-enolpyruvyl-shikimate-3-phosphate = phosphate + chorismate chorismate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.1.90 D-fructose-6-phosphate + pyrophosphate = phosphate + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.2 L-glutamine + H2O + UTP + ATP = CTP + phosphate + ADP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine salvage pathway II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine SAM cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine and S-adenosylmethionine synthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + H+ + phosphate + ADP chlorophyllide a biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate reductive tricarboxylic acid cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle variation VIII
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-])([O-])(=O)[O-] LIGAND-CPD:C00009*CAS:14265-44-2 3.6.1.1 H2O + pyrophosphate = 2 phosphate UDP-glucose conversion
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH](CO)[CH](O)[CH](O)1)n2(c(=O)nc(N)cc2) LIGAND-CPD:C00475*CAS:65-46-3 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH](CO)[CH](O)[CH](O)1)n2(c(=O)nc(N)cc2) LIGAND-CPD:C00475*CAS:65-46-3 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of purine and pyrimidine nucleotides
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH](CO)[CH](O)[CH](O)1)n2(c(=O)nc(N)cc2) LIGAND-CPD:C00475*CAS:65-46-3 3.5.4.5 H2O + cytidine = ammonia + uridine (deoxy)ribose phosphate degradation
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH](CO)[CH](O)[CH](O)1)n2(c(=O)nc(N)cc2) LIGAND-CPD:C00475*CAS:65-46-3 2.7.1.- cytidine + ATP = CMP + ADP salvage pathways of purine and pyrimidine nucleotides
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH](CO)[CH](O)[CH](O)1)n2(c(=O)nc(N)cc2) LIGAND-CPD:C00475*CAS:65-46-3 2.7.1.- cytidine + GTP = CMP + GDP salvage pathways of pyrimidine ribonucleotides
zymosterol 5α-cholesta-8,24-dien-3β-ol*δ8, 24-cholestadien-3β-ol 384.644 C27 H44 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)CC(O)CC4)))) LIGAND-CPD:C05437*CAS:128-33-6 5.3.3.5 zymosterol = 5alpha-cholesta-7,24-dien-3beta-ol cholesterol biosynthesis
zymosterol 5α-cholesta-8,24-dien-3β-ol*δ8, 24-cholestadien-3β-ol 384.644 C27 H44 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)CC(O)CC4)))) LIGAND-CPD:C05437*CAS:128-33-6 1.1.1.270 5alpha-cholesta-8,24-dien-3-one + NADPH = zymosterol + NADP+ cholesterol biosynthesis
corrinoid/iron-sulfur protein corrinoid/Fe-S protein*C/Fe-SP*E[Co] 2.1.1.- 5-methyl-THF + corrinoid/iron-sulfur protein = tetrahydrofolate + corrinoid/iron-sulfur protein, methylated reductive acetyl coenzyme A pathway
corrinoid/iron-sulfur protein corrinoid/Fe-S protein*C/Fe-SP*E[Co] ACETYLSYNCLTH-RXN CO + corrinoid/iron-sulfur protein, methylated + coenzyme A = acetyl-CoA + corrinoid/iron-sulfur protein reductive acetyl coenzyme A pathway
6-deoxoteasterone deoxoteasterone 434.701 C28 H50 O3 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(O)CC4)(C)))) 1.14.-.- 6-deoxocathasterone + O2 = 6-deoxoteasterone + H2O brassinosteroid biosynthesis II
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF reductive acetyl coenzyme A pathway
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF folate transformations
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF tetrahydrofolate biosynthesis
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis I
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis II
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF glycine degradation I
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 RXN-6321 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + H2O = N5-formyl-THF formylTHF biosynthesis II
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate folate transformations
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate formylTHF biosynthesis II
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH folate transformations
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH glycine degradation I
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF reductive acetyl coenzyme A pathway
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF folate transformations
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis I
5,10-methenyl-THF n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyltetrahydrofolate*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 456.437 C20 H22 N7 O6 C3(C1(CN(C=[N+]1c2(c(=O)[nH]c(N)nc2N3))c4(ccc(cc4)C(=O)NC(C(O)=O)CCC(O)=O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis II
an alkane RXN-1022 an alkane = a secondary alcohol epicuticular wax biosynthesis
an alkane 4.1.99.5 a fatty aldehyde = an alkane + CO epicuticular wax biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + pyrophosphate starch biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + pyrophosphate glycogen biosynthesis I (from ADP-D-Glucose)
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate glucose and glucose-1-phosphate degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate UDP-glucose conversion
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate galactose degradation I
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate glycogen biosynthesis II (from UDP-D-Glucose)
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose degradation III
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose degradation to ethanol and lactate (anaerobic)
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate galactose degradation III
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate colanic acid building blocks biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate glucose and glucose-1-phosphate degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate UDP-glucose conversion
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate starch biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate glycogen degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate sucrose degradation III
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate sucrose biosynthesis
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate sucrose degradation to ethanol and lactate (anaerobic)
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.24 alpha-D-glucose 1-phosphate + dTTP = dTDP-D-glucose + pyrophosphate dTDP-L-rhamnose biosynthesis I
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 3.1.3.10 H2O + alpha-D-glucose 1-phosphate = phosphate + beta-D-glucose glucose and glucose-1-phosphate degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 5.4.2.5 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate trehalose degradation V
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.4.1.231 trehalose + phosphate = alpha-D-glucose + alpha-D-glucose 1-phosphate trehalose degradation V
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.4.1.1 a glycogen + phosphate = alpha-D-glucose 1-phosphate + maltotetraose glycogen degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.4.1.1 maltodextrin + phosphate = alpha-D-glucose 1-phosphate + maltotetraose glycogen degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.4.1.1 a glycogen + phosphate = alpha-D-glucose 1-phosphate + maltodextrin glycogen degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.4.1.1 a long-linear glucan + phosphate = alpha-D-glucose 1-phosphate starch degradation
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose galactose degradation I
alpha-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:59-56-3*LIGAND-CPD:C00103 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose colanic acid building blocks biosynthesis
menaquinone-8 vitamin K2*MK-8*menaquinone 717.129 C51 H72 O2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(=C(C)C(=O)c2(c(C(=O)1)cccc2)) CAS:84-81-1*LIGAND-CPD:C00828 1.3.5.- fumarate + menaquinol + 2 H+ = succinate + menaquinone-8 respiration (anaerobic)
trehalose α,α-trehalose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C01083*CAS:99-20-7 3.2.1.28 trehalose + H2O = 2 beta-D-glucose trehalose degradation II (high osmolarity)
trehalose α,α-trehalose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C01083*CAS:99-20-7 2.4.1.231 trehalose + phosphate = alpha-D-glucose + alpha-D-glucose 1-phosphate trehalose degradation V
trehalose α,α-trehalose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C01083*CAS:99-20-7 2.4.1.64 phosphate + trehalose = beta-D-Glucose 1-phosphate + beta-D-glucose trehalose degradation IV
trehalose α,α-trehalose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C01083*CAS:99-20-7 TRANS-RXN-168 phosphoenolpyruvate + trehalose[periplasmic space] = trehalose 6-phosphate[cytosol] + pyruvate trehalose degradation III
trehalose α,α-trehalose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C01083*CAS:99-20-7 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis I
trehalose α,α-trehalose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C01083*CAS:99-20-7 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis II
trehalose α,α-trehalose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C01083*CAS:99-20-7 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis III
trehalose α,α-trehalose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C01083*CAS:99-20-7 3.2.1.141 maltooligosyl-trehalose = maltodextrin + trehalose trehalose biosynthesis V
tRNAgly TRNA(GLY) LIGAND-CPD:C01642 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + pyrophosphate + AMP tRNA charging pathway
ubiquinol-8 ubiquinol(8) 731.153 C49 H78 O4 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(O)C(OC)=C(OC)C(O)C=1C) LIGAND-CPD:C00390 1.2.2.2 pyruvate + ubiquinone-8 + H2O = ubiquinol-8 + acetate + CO2 pyruvate oxidation pathway
ubiquinol-8 ubiquinol(8) 731.153 C49 H78 O4 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(O)C(OC)=C(OC)C(O)C=1C) LIGAND-CPD:C00390 1.1.99.5 glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 glycerol degradation I
canavanine L-canavanine*2-amino-4-(guanidinooxy)butyrate*2-amino-4-(guanidinooxy)butyric acid 176.175 C5 H12 N4 O3 C(ONC(N)=N)CC(N)C(O)=O CAS:543-38-4 3.5.3.1 canavanine + H2O = L-canaline + urea canavanine degradation
NH(4)OH ammonium hydroxide 34.038 H4 N1 O1 [NH3+]O 2-AMINOMUCONATE-REDUCTASE-RXN 2-amino-muconate + 2 H2O + NADH = NH(4)OH + alpha-ketoadipate + NAD+ tryptophan degradation III (eukaryotic)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ folate transformations
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.12 (S)-1-pyrroline-5-carboxylate + NAD(P)+ + pyrroline 5-carboxylate + NAD(P)+ + H2O = NAD(P)H + L-glutamate + NAD(P)H + H+ proline degradation II
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O carotenoid biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O carotenoid biosynthesis
5-methylthioribose S5-methyl-5-thio-D-ribose*5-methylthio-D-ribose*MTR 180.218 C6 H12 O4 S1 C1(OC(CSC)C(O)C(O)1)(O) LIGAND-CPD:C03089*PUBCHEM:494 2.7.1.100 5-methylthioribose + ATP = 5-methylthioribose-1-phosphate + ADP methionine salvage pathway II
5-methylthioribose S5-methyl-5-thio-D-ribose*5-methylthio-D-ribose*MTR 180.218 C6 H12 O4 S1 C1(OC(CSC)C(O)C(O)1)(O) LIGAND-CPD:C03089*PUBCHEM:494 3.2.2.16 H2O + 5'-methylthioadenosine = 5-methylthioribose + adenine methionine salvage pathway II
methylmalonate-semialdehyde 2-methyl-3-oxopropanoate*CH3-malonate-S-ald*ch3-malonate-semialdehyde 102.09 C4 H6 O3 C(=O)(O)C(C)C=O CAS:6236-08-4 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
methylmalonate-semialdehyde 2-methyl-3-oxopropanoate*CH3-malonate-S-ald*ch3-malonate-semialdehyde 102.09 C4 H6 O3 C(=O)(O)C(C)C=O CAS:6236-08-4 1.1.1.31 NAD+ + 3-hydroxy-isobutyrate = NADH + methylmalonate-semialdehyde valine degradation I
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.-.- campesterol + O2 + a reduced acceptor = (22alpha)-hydroxy-campesterol + H2O + an acceptor brassinosteroid biosynthesis II
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.99.7 O2 + a reduced acceptor + squalene = (S)-2,3-Epoxysqualene + H2O + an acceptor sterol biosynthesis
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.3.3.- GA9 + O2 + a reduced acceptor = GA120 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.11.- GA9 + O2 + a reduced acceptor = GA40 + H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.3.3.- GA4 + O2 + a reduced acceptor = GA7 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 MALERED-RXN maleylacetate + a reduced acceptor = beta-ketoadipate + an acceptor 1,4-dichlorobenzene degradation
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 CHLOROMALERED-RXN 2-chloromaleylacetate + a reduced acceptor = maleylacetate + Cl- + an acceptor 1,4-dichlorobenzene degradation
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.99.- beta-cryptoxanthin + O2 + a reduced acceptor = zeaxanthin + H2O + an acceptor carotenoid biosynthesis
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.99.- beta-carotene + O2 + a reduced acceptor = beta-cryptoxanthin + H2O + an acceptor carotenoid biosynthesis
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.99.- phytofluene + O2 + a reduced acceptor = zeta-carotene + 2 H2O + an acceptor carotenoid biosynthesis
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.99.- phytoene + O2 + a reduced acceptor = phytofluene + 2 H2O + an acceptor carotenoid biosynthesis
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.99.30 zeta-carotene + O2 + a reduced acceptor = neurosporene + 2 H2O + an acceptor carotenoid biosynthesis
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 RXN-865 (R)-benzylsuccinyl-CoA + an acceptor = E-phenylitaconyl-CoA + a reduced acceptor toluene degradation VI (anaerobic)
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 RXN-905 2-carboxymethyl-3-hydroxyphenylpropionyl-CoA + an acceptor = benzoylsuccinyl-CoA + a reduced acceptor toluene degradation VI (anaerobic)
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.1.99.- octanol + an acceptor = 1-octanal + a reduced acceptor octane oxidation
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.1.99.13 lactose + an acceptor = 3'-ketolactose + a reduced acceptor lactose degradation II
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.3.99.2 crotonyl-CoA + a reduced acceptor = butyryl-CoA + an acceptor gallate degradation III (anaerobic)
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.5.99.2 dimethylglycine + H2O + an acceptor = a reduced acceptor + formaldehyde + sarcosine glycine betaine degradation
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO reductive acetyl coenzyme A pathway
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.1.99.1 choline + an acceptor = betaine aldehyde + a reduced acceptor glycine betaine biosynthesis I (Gram-negative bacteria)
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.1.99.14 an acceptor + glycolate = a reduced acceptor + glyoxylate superpathway of serine and glycine biosynthesis II
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.3.99.1 succinate + an acceptor = fumarate + a reduced acceptor reductive tricarboxylic acid cycle
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.3.99.1 succinate + an acceptor = fumarate + a reduced acceptor TCA cycle variation VIII
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.5.99.8 L-proline + an acceptor = (S)-1-pyrroline-5-carboxylate + pyrroline 5-carboxylate + a reduced acceptor proline degradation II
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 dissimilatory sulfate reduction
a reduced acceptor a donor*a reduced electron acceptor*reduced acceptor*reduced electron acceptor*donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 sulfate assimilation III
an (R)-3-hydroxyacyl-CoA (R)-3-hydroxyacyl-CoA*(R)-hydroxyacyl-CoA*cis-3-hydroxyacyl-CoA*RCHOHCH2CO-CoA*3-OH-acyl-CoA*3-hydroxyacyl-CoA C24 H39 N7 O18 R1 P3 S1 5.1.2.3 an (R)-3-hydroxyacyl-CoA = a (3S)-3-hydroxyacyl-CoA fatty acid oxidation pathway I
L-erythro-4-hydroxy-glutamate 4-Hydroxy-L-glutamate*erythro-4-hydroxyglutamate*4-Hydroxy-L-glutamic acid 163.13 C5 H9 N1 O5 C(O)(=O)C(N)CC(O)C(=O)O 2.6.1.23 alpha-ketoglutarate + L-erythro-4-hydroxy-glutamate = L-glutamate + D-4-hydroxy-2-keto-glutarate 4-hydroxyproline degradation
L-erythro-4-hydroxy-glutamate 4-Hydroxy-L-glutamate*erythro-4-hydroxyglutamate*4-Hydroxy-L-glutamic acid 163.13 C5 H9 N1 O5 C(O)(=O)C(N)CC(O)C(=O)O 1.5.1.12 pyrroline-hydroxy-carboxylate + NADH + 2 H2O = L-erythro-4-hydroxy-glutamate + NAD+ 4-hydroxyproline degradation
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = mono-beta-D-galactosyldiacylglycerol + UDP glycosylglyceride biosynthesis
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP glycosylglyceride biosynthesis
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] RXN-1641 a phosphatidylcholine + a 1,2-diacylglycerol = triacylglycerol + 1-acyl-sn-glycero-3-phosphocholine triacylglycerol biosynthesis
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.3.1.20 an acyl-CoA + a 1,2-diacylglycerol = triacylglycerol + coenzyme A triacylglycerol biosynthesis
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.7.8.1 a 1,2-diacylglycerol + CDP-ethanolamine = an L-1-phosphatidyl-ethanolamine + CMP phospholipid biosynthesis II
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.7.8.2 a 1,2-diacylglycerol + CDP-choline = a phosphatidylcholine + CMP phospholipid biosynthesis II
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] RXN-1602 a 1,2-diacylglycerol + H2O = 2-acylglycerol + a fatty acid triacylglycerol degradation
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 3.1.4.11 phosphatidyl-myo-inositol 4,5-biphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol phospholipid biosynthesis II
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol triacylglycerol biosynthesis
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.4.1.184 2 mono-beta-D-galactosyldiacylglycerol = alpha-D-galactosyl-beta-D-galactosyldiacylglycerol + a 1,2-diacylglycerol glycosylglyceride biosynthesis
a 1,2-diacylglycerol 1,2-diasylglycerol*1,2-diacyl-SN-glycerol*D-1,2-Diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 3.1.1.3 H2O + triacylglycerol = a fatty acid + a 1,2-diacylglycerol triacylglycerol degradation
a 2,3-dehydroacyl-CoA RCH=CHCO-CoA*2,3-dehydroacyl-CoA 1.3.99.3 an acyl-CoA + FAD = FADH2 + a 2,3-dehydroacyl-CoA fatty acid oxidation pathway I
2-methylcitrate 2-hydroxybutane-1,2,3-tricarboxylate*(2S,3S)-2-methylcitrate 206.152 C7 H10 O7 CC(C(O)=O)C(O)(C(O)=O)CC(O)=O CAS:96-17-3*LIGAND-CPD:C02225 4.2.1.79 2-methylcitrate = H2O + 2-methyl-cis-aconitate methylcitrate cycle
2-methylcitrate 2-hydroxybutane-1,2,3-tricarboxylate*(2S,3S)-2-methylcitrate 206.152 C7 H10 O7 CC(C(O)=O)C(O)(C(O)=O)CC(O)=O CAS:96-17-3*LIGAND-CPD:C02225 4.1.3.31 oxaloacetate + H2O + propionyl-CoA = coenzyme A + 2-methylcitrate methylcitrate cycle
dihydro-neo-pterin 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine*dihydro-neo-pterin*2-amino-4-hydroxy-6-(D-erythro)-trihydroxypropyldihydropteridin 255.233 C9 H13 N5 O4 C(O)C(O)C(O)C1(=Nc2(c(NC1)nc(N)[nH]c2=O)) LIGAND-CPD:C04874 4.1.2.25 dihydro-neo-pterin = glycolaldehyde + 6-hydroxymethyl-dihydropterin tetrahydrofolate biosynthesis
dihydro-neo-pterin 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine*dihydro-neo-pterin*2-amino-4-hydroxy-6-(D-erythro)-trihydroxypropyldihydropteridin 255.233 C9 H13 N5 O4 C(O)C(O)C(O)C1(=Nc2(c(NC1)nc(N)[nH]c2=O)) LIGAND-CPD:C04874 4.1.2.25 dihydro-neo-pterin = glycolaldehyde + 6-hydroxymethyl-dihydropterin tetrahydrofolate biosynthesis I
dihydro-neo-pterin 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine*dihydro-neo-pterin*2-amino-4-hydroxy-6-(D-erythro)-trihydroxypropyldihydropteridin 255.233 C9 H13 N5 O4 C(O)C(O)C(O)C1(=Nc2(c(NC1)nc(N)[nH]c2=O)) LIGAND-CPD:C04874 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin + phosphate tetrahydrofolate biosynthesis
dihydro-neo-pterin 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine*dihydro-neo-pterin*2-amino-4-hydroxy-6-(D-erythro)-trihydroxypropyldihydropteridin 255.233 C9 H13 N5 O4 C(O)C(O)C(O)C1(=Nc2(c(NC1)nc(N)[nH]c2=O)) LIGAND-CPD:C04874 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin + phosphate tetrahydrofolate biosynthesis I
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA tryptophan degradation III (eukaryotic)
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA lysine degradation II
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA ethanol fermentation to acetate
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA acetyl CoA fermentation to butyrate
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 4.2.1.17 3-hydroxybutyryl-CoA = crotonyl-CoA + H2O gallate degradation III (anaerobic)
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 2.3.1.- 3-hydroxy-5- oxohexanoyl-CoA + coenzyme A = 3-hydroxybutyryl-CoA + acetyl-CoA gallate degradation III (anaerobic)
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ tryptophan degradation III (eukaryotic)
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ lysine degradation II
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ acetyl CoA fermentation to butyrate
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C(O)1)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)C)(n2(c3(c(nc2)c(N)ncn3))) UM-BBD-CPD:c0030 1.1.1.36 acetoacetyl-CoA + NADPH = 3-hydroxybutyryl-CoA + NADP+ ethanol fermentation to acetate
trans-delta3-cis-delta5-dodecenoyl-ACP trans-δ3-cis-δ5-dodecenoyl-ACP RXN0-2145 trans-delta3-cis-delta5-dodecenoyl-ACP + NADPH = NADP+ + cis-delta5-dodecenoyl-ACP fatty acid elongation -- unsaturated
trans-delta3-cis-delta5-dodecenoyl-ACP trans-δ3-cis-δ5-dodecenoyl-ACP RXN0-2144 beta-hydroxy-cis-delta5-dodecenoyl-ACP = H2O + trans-delta3-cis-delta5-dodecenoyl-ACP fatty acid elongation -- unsaturated
12-oxo-cis-10,15-phytodienoate 12-oxo-cis-10,15-phytodienoic acid*oxophytodienoic acid*(15Z)-12-oxophyto-10,15-dienoate*12-oxo-phytodienoic acid 292.417 C18 H28 O3 C(O)(=O)CCCCCCCC1(C(C(=O)C=C1)CC=CCC) 5.3.99.6 12,13(S)-epoxylinolenate = 12-oxo-cis-10,15-phytodienoate lipoxygenase pathway
12-oxo-cis-10,15-phytodienoate 12-oxo-cis-10,15-phytodienoic acid*oxophytodienoic acid*(15Z)-12-oxophyto-10,15-dienoate*12-oxo-phytodienoic acid 292.417 C18 H28 O3 C(O)(=O)CCCCCCCC1(C(C(=O)C=C1)CC=CCC) 5.3.99.6 12,13(S)-epoxylinolenate = 12-oxo-cis-10,15-phytodienoate jasmonic acid biosynthesis
12-oxo-cis-10,15-phytodienoate 12-oxo-cis-10,15-phytodienoic acid*oxophytodienoic acid*(15Z)-12-oxophyto-10,15-dienoate*12-oxo-phytodienoic acid 292.417 C18 H28 O3 C(O)(=O)CCCCCCCC1(C(C(=O)C=C1)CC=CCC) 1.3.1.42 NADPH + 12-oxo-cis-10,15-phytodienoate = NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate jasmonic acid biosynthesis
hygrine 141.213 C8 H15 N1 O1 C1(N(C)C(CC1)CC(=O)C) RXN-8251 hygrine = unknown calystegine biosynthesis
hygrine 141.213 C8 H15 N1 O1 C1(N(C)C(CC1)CC(=O)C) RXN-8252 N-methyl-delta1-pyrrolinium cation = hygrine calystegine biosynthesis
(mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2000.555 C108 H180 N2 O27 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)CO)OC4(OC(CO)C(O)C(O)C(O)4)))) RXN-5463 (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2000.555 C108 H180 N2 O27 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)CO)OC4(OC(CO)C(O)C(O)C(O)4)))) 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
2-decaprenyl-6-methoxyphenol 2-decaprenyl-6-methoxyphenol 805.321 C57 H88 O2 CC(CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCc1(c(O)c(OC)ccc1) 1.14.3.- 2-decaprenyl-6-methoxyphenol + O2 = 2-decaprenyl-6-methoxy-1,4-benzoquinol + H2O ubiquinone-10 biosynthesis (eukaryotic)
2-decaprenyl-6-methoxyphenol 2-decaprenyl-6-methoxyphenol 805.321 C57 H88 O2 CC(CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCc1(c(O)c(OC)ccc1) RXN-9285 3-decaprenyl-4-hydroxy-5-methoxybenzoate = 2-decaprenyl-6-methoxyphenol + CO2 ubiquinone-10 biosynthesis (eukaryotic)
beta-chaconine beta(1)-Chaconine*beta-D-Glucopyranoside, (3beta)-solanid-5-en-3-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl) 691.901 C38 H61 N1 O10 C2(N1([CH]3([CH](C(C)[CH]1CCC2C)C4(C)([CH](C3)[CH]6([CH](CC4)C5(C)(CCC(CC5=CC6)OC7(C(C(O)C(O)C(O7)[OH])OC8(C(O)C(O)C(O)C(O8)C)))))))) PUBCHEM:119393 2.4.1.- beta-chaconine + UDP-L-rhamnose = alpha-chaconine + UDP steroidal glycoalkaloid biosynthesis
beta-chaconine beta(1)-Chaconine*beta-D-Glucopyranoside, (3beta)-solanid-5-en-3-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl) 691.901 C38 H61 N1 O10 C2(N1([CH]3([CH](C(C)[CH]1CCC2C)C4(C)([CH](C3)[CH]6([CH](CC4)C5(C)(CCC(CC5=CC6)OC7(C(C(O)C(O)C(O7)[OH])OC8(C(O)C(O)C(O)C(O8)C)))))))) PUBCHEM:119393 RXN-8881 gamma-chaconine + UDP-L-rhamnose = beta-chaconine + UDP steroidal glycoalkaloid biosynthesis
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.7.1.1 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose fermentation to lactate II
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.7.1.1 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose heterofermentation to lactate I
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.7.1.147 beta-D-glucose + ADP = beta-D-glucose-6-phosphate + AMP glycolysis II
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 1.1.1.47 NAD(P)+ + beta-D-glucose = NAD(P)H + glucono-delta-lactone Entner-Doudoroff pathway III (semi-phosphorylative)
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 1.1.1.47 NAD(P)+ + beta-D-glucose = NAD(P)H + glucono-delta-lactone Entner-Doudoroff pathway II (non-phosphorylative)
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation IV
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation V
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation II (high osmolarity)
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose and glucose-1-phosphate degradation
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 1.1.5.2 beta-D-glucose + UQ = glucono-delta-lactone + UQH2 glucose and glucose-1-phosphate degradation
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.4.1.8 phosphate + maltose = beta-D-Glucose 1-phosphate + beta-D-glucose maltose degradation
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.4.1.64 phosphate + trehalose = beta-D-Glucose 1-phosphate + beta-D-glucose trehalose degradation IV
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 3.1.3.10 H2O + alpha-D-glucose 1-phosphate = phosphate + beta-D-glucose glucose and glucose-1-phosphate degradation
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 MALTET-RXN maltotetraose + H2O = maltotriose + beta-D-glucose glycogen degradation
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 3.2.1.28 trehalose + H2O = 2 beta-D-glucose trehalose degradation II (high osmolarity)
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 3.2.1.23 H2O + lactose = beta-D-galactose + beta-D-glucose lactose degradation III
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 3.2.1.23 3'-ketolactose + H2O = 3-keto-beta-D-galactose + beta-D-glucose lactose degradation II
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 5.1.3.3 alpha-D-glucose = beta-D-glucose trehalose degradation V
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 5.1.3.3 alpha-D-glucose = beta-D-glucose Entner-Doudoroff pathway III (semi-phosphorylative)
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 5.1.3.3 alpha-D-glucose = beta-D-glucose Entner-Doudoroff pathway II (non-phosphorylative)
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.4.1.25 maltotetraose + beta-D-glucose = maltotriose + maltose glycogen degradation
beta-D-glucose glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00031*CAS:50-99-7 2.4.1.25 a short glucan + a short glucan = a long-linear glucan + beta-D-glucose starch degradation
5-hydroxy-ferulic-acid 5-hydroxy ferulate 210.186 C10 H10 O5 C(O)(=O)C=Cc1(cc(OC)c(O)c(O)c1) 2.1.1.68 5-hydroxy-ferulic-acid + S-adenosyl-L-methionine = sinapate + S-adenosyl-homocysteine phenylpropanoid biosynthesis
5-hydroxy-ferulic-acid 5-hydroxy ferulate 210.186 C10 H10 O5 C(O)(=O)C=Cc1(cc(OC)c(O)c(O)c1) RXN-1121 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ phenylpropanoid biosynthesis
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP purine nucleotides de novo biosynthesis I
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis II
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis I
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 3.1.3.5 XMP + H2O = xanthosine + phosphate ureide biosynthesis
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 3.1.3.5 XMP + H2O = xanthosine + phosphate salvage pathways of purine nucleosides II (plant)
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 3.1.3.5 XMP + H2O = xanthosine + phosphate purine degradation
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis II
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis I
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH ureide biosynthesis
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides II (plant)
XMP 9-(5-phospho-β-D-ribosyl)xanthine*XMP*(9-D-ribosylxanthine)-5'-phosphate*xanthosine-5-phosphate*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P 364.208 C10 H13 N4 O9 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c([nH]3)=O))) CAS:523-98-8*LIGAND-CPD:C00655 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine degradation
5-hydroxyisourate 183.103 C5 H3 N4 O4 C12(=NC(=O)[NH]C(=O)C([NH]C(=N1)[O-])(O)2) 3.5.2.17 5-hydroxyisourate + H2O = 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate urate degradation to allantoin
5-hydroxyisourate 183.103 C5 H3 N4 O4 C12(=NC(=O)[NH]C(=O)C([NH]C(=N1)[O-])(O)2) 3.5.2.17 5-hydroxyisourate + H2O = 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate ureide biosynthesis
5-hydroxyisourate 183.103 C5 H3 N4 O4 C12(=NC(=O)[NH]C(=O)C([NH]C(=N1)[O-])(O)2) 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 urate degradation to allantoin
5-hydroxyisourate 183.103 C5 H3 N4 O4 C12(=NC(=O)[NH]C(=O)C([NH]C(=N1)[O-])(O)2) 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 ureide biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation III
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation to ethanol and lactate (anaerobic)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation III
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.12 UDP-D-glucose + (1,4-beta-D-glucosyl)(n) = UDP + (1,4-beta-D-glucosyl)(n+1) cellulose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.91 quercetin + UDP-D-glucose = quercetin-3-glucoside + UDP flavonol biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation III
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH colanic acid building blocks biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.14 D-fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 5.1.3.2 UDP-D-glucose = UDP-galactose UDP-glucose conversion
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 5.1.3.2 UDP-D-glucose = UDP-galactose galactose degradation I
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 5.1.3.2 UDP-D-glucose = UDP-galactose galactose degradation III
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 5.1.3.2 UDP-D-glucose = UDP-galactose colanic acid building blocks biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.15 UDP-D-glucose + alpha-D-glucose-6-phosphate = UDP + trehalose 6-phosphate trehalose biosynthesis I
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose galactose degradation I
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose colanic acid building blocks biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 3.13.1.1 UDP-D-glucose + SO3-2 = UDP-sulfoquinovose + H2O glycosylglyceride biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- pelargonidin + UDP-D-glucose = pelargonidin-3-glucoside + UDP anthocyanin biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 RXN1F-775 cyanidin + UDP-D-glucose = cyanidin-3-glucoside + UDP anthocyanin biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 RXN1F-444 kaempferol-3-glucoside-7-rhamnoside + UDP-D-glucose = kaempferol-3-O-gentiobioside-7-O-rhamnoside + UDP flavonol biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.91 kaempferol + UDP-D-glucose = kaempferol-3-glucoside + UDP flavonol biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 RXN-6142 p-aminobenzoate + UDP-D-glucose = p-aminobenzoate-beta-D-glucopyranosyl ester + UDP tetrahydrofolate biosynthesis I
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.11 (1,4-alpha-D-glucosyl)(n) glycogenin + UDP-D-glucose = (1,4-alpha-D-glucosyl)(n+1) glycogenin + UDP glycogen biosynthesis II (from UDP-D-Glucose)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.186 (1,4-alpha-D-glucosyl)n-glucosyl glucogenin + UDP = glucosyl-glycogenin + UDP-D-glucose glycogen biosynthesis II (from UDP-D-Glucose)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.186 glycogenin + UDP-D-glucose = glucosyl-glycogenin + UDP glycogen biosynthesis II (from UDP-D-Glucose)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl beta-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- solanidine + UDP-D-glucose = gamma-chaconine + UDP steroidal glycoalkaloid biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 RXN-8880 gamma-solanine + UDP-D-glucose = beta-solanine + UDP steroidal glycoalkaloid biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate glucose and glucose-1-phosphate degradation
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate UDP-glucose conversion
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate galactose degradation I
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate glycogen biosynthesis II (from UDP-D-Glucose)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose degradation III
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose degradation to ethanol and lactate (anaerobic)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate galactose degradation III
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate colanic acid building blocks biosynthesis
a primary alcohol 1-Alcohol H1 O1 R1 1.1.1.2 NAD(P)H + a fatty aldehyde = NAD(P)+ + a primary alcohol epicuticular wax biosynthesis
(mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2973.407 C144 H240 N2 O57 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC7(OC(COC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(OC(CO)C(O)C(O)C(O)6))))C(O)C(C(O)7)OC8(C(C(O)C(O)C(O8)CO)OC9(C(C(O)C(O)C(O9)CO)OC10(OC(CO)C(O)C(O)C(O)10)))))) RXN-5469 (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2973.407 C144 H240 N2 O57 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC7(OC(COC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(OC(CO)C(O)C(O)C(O)6))))C(O)C(C(O)7)OC8(C(C(O)C(O)C(O8)CO)OC9(C(C(O)C(O)C(O9)CO)OC10(OC(CO)C(O)C(O)C(O)10)))))) RXN-5468 (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
trans-2-hexenal 98.144 C6 H10 O1 CCCC=CC=O CAS:6728-26-3 RXN-1348 trans-2-hexenal = trans-2-hexenol lipoxygenase pathway
trans-2-hexenal 98.144 C6 H10 O1 CCCC=CC=O CAS:6728-26-3 RXN-1346 cis-3-hexenal = trans-2-hexenal lipoxygenase pathway
neurosporene 7,8-dihydro-ψ,ψ-carotene 538.898 C40 H58 CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)CCC=C(C)CCC=C(C)C PUBCHEM:5280789*LIGAND-CPD:C05431*PUBCHEM:164636 1.14.99.30 zeta-carotene + O2 + a reduced acceptor = neurosporene + 2 H2O + an acceptor carotenoid biosynthesis
an oxidized thioredoxin Oxidized Thioredoxin 1.17.4.1 a reduced thioredoxin + CDP = an oxidized thioredoxin + dCDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
an oxidized thioredoxin Oxidized Thioredoxin 1.17.4.1 a reduced thioredoxin + UDP = an oxidized thioredoxin + dUDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
an oxidized thioredoxin Oxidized Thioredoxin 1.17.4.1 a reduced thioredoxin + ADP = an oxidized thioredoxin + dADP + H2O purine nucleotides de novo biosynthesis I
an oxidized thioredoxin Oxidized Thioredoxin 1.17.4.1 a reduced thioredoxin + GDP = an oxidized thioredoxin + dGDP + H2O purine nucleotides de novo biosynthesis I
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone 1.10.2.2 2 oxidized cytochrome c + UQH2 = 2 reduced cytochrome c + UQ aerobic respiration -- electron donor II
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor II
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 NADH + UQ + H+ = NAD+ + UQH2
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone 1.1.5.2 beta-D-glucose + UQ = glucono-delta-lactone + UQH2 glucose and glucose-1-phosphate degradation
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone 1.3.5.1 UQ + succinate = UQH2 + fumarate superpathway of glyoxylate cycle
a ubiquinol a QH2*a reduced ubiquinone*a dihydroubiquinone*ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
maleylacetate 2-maleyacetate 158.11 C6 H6 O5 C(=O)(O)C=CC(=O)CC(O)=O UM-BBD-CPD:c0099 MALERED-RXN maleylacetate + a reduced acceptor = beta-ketoadipate + an acceptor 1,4-dichlorobenzene degradation
maleylacetate 2-maleyacetate 158.11 C6 H6 O5 C(=O)(O)C=CC(=O)CC(O)=O UM-BBD-CPD:c0099 CHLOROMALERED-RXN 2-chloromaleylacetate + a reduced acceptor = maleylacetate + Cl- + an acceptor 1,4-dichlorobenzene degradation
eriodictyol 288.256 C15 H12 O6 c3(c2(OC(c1(ccc(O)c(O)c1))CC(=O)c2c(O)cc(O)3)) 1.14.11.22 eriodictyol + alpha-ketoglutarate + O2 = luteolin + succinate + CO2 + H2O luteolin biosynthesis
eriodictyol 288.256 C15 H12 O6 c3(c2(OC(c1(ccc(O)c(O)c1))CC(=O)c2c(O)cc(O)3)) RXN-7653 eriodictyol + NADPH + O2 = luteolin + NADP+ + 2 H2O luteolin biosynthesis
eriodictyol 288.256 C15 H12 O6 c3(c2(OC(c1(ccc(O)c(O)c1))CC(=O)c2c(O)cc(O)3)) 1.14.13.21 naringenin + NADPH + O2 = eriodictyol + NADP+ + H2O luteolin biosynthesis
(-)-jasmonate (-)-jasmonic acid*jasmonic acid*(3R,7R)-(-)-jasmonate 210.272 C12 H18 O3 C(=O)(O)CC1(C(C(=O)CC1)CC=CCC) 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
(-)-jasmonate (-)-jasmonic acid*jasmonic acid*(3R,7R)-(-)-jasmonate 210.272 C12 H18 O3 C(=O)(O)CC1(C(C(=O)CC1)CC=CCC) RXN-745 (+)-7-isojasmonate = (-)-jasmonate jasmonic acid biosynthesis
pentachlorophenol PCP 266.338 C6 H1 O1 CL5 C1(=C(Cl)C(Cl)=C(O)C(Cl)=C(Cl)1)(Cl) LIGAND-CPD:C02575*NCI:263497 PCP4MONO-RXN pentachlorophenol + O2 + 2 NADPH = tetrachlorohydroquinone + H2O + HCl + 2 NADP+ pentachlorophenol degradation pathway
22alpha-hydroxy-5alpha-campestan-3-one (22S)-22-hydroxy-5α-campestan-3-one*(22S,24R)-22-hydroxy-5α-ergostan-3-one 416.686 C28 H48 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(=O)CC4)(C)))) RXN-4228 22alpha-hydroxy-5alpha-campestan-3-one = 6-deoxocathasterone brassinosteroid biosynthesis II
22alpha-hydroxy-5alpha-campestan-3-one (22S)-22-hydroxy-5α-campestan-3-one*(22S,24R)-22-hydroxy-5α-ergostan-3-one 416.686 C28 H48 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(=O)CC4)(C)))) 1.3.99.- 22alpha-hydroxy-campest-4-en-3-one + NADPH = 22alpha-hydroxy-5alpha-campestan-3-one + NADP+ brassinosteroid biosynthesis II
22alpha-hydroxy-5alpha-campestan-3-one (22S)-22-hydroxy-5α-campestan-3-one*(22S,24R)-22-hydroxy-5α-ergostan-3-one 416.686 C28 H48 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(=O)CC4)(C)))) RXN-4230 5alpha-campestan-3-one + O2 = 22alpha-hydroxy-5alpha-campestan-3-one + H2O brassinosteroid biosynthesis II
urate 8-hydroxyxanthine*2,6,8-trihydroxypurine*trioxopurine*2,6,8-trioxypurine*purine-2,6,8-(1H,3H,9H)-trione*uric acid 167.104 C5 H3 N4 O3 c2(=O)([nH]c([O-])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.7.3.3 urate + O2 = allantoin + CO2 + H2O2 purine degradation
urate 8-hydroxyxanthine*2,6,8-trihydroxypurine*trioxopurine*2,6,8-trioxypurine*purine-2,6,8-(1H,3H,9H)-trione*uric acid 167.104 C5 H3 N4 O3 c2(=O)([nH]c([O-])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 urate degradation to allantoin
urate 8-hydroxyxanthine*2,6,8-trihydroxypurine*trioxopurine*2,6,8-trioxypurine*purine-2,6,8-(1H,3H,9H)-trione*uric acid 167.104 C5 H3 N4 O3 c2(=O)([nH]c([O-])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 ureide biosynthesis
urate 8-hydroxyxanthine*2,6,8-trihydroxypurine*trioxopurine*2,6,8-trioxypurine*purine-2,6,8-(1H,3H,9H)-trione*uric acid 167.104 C5 H3 N4 O3 c2(=O)([nH]c([O-])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.1.1.204 xanthine + NAD+ + H2O = urate + NADH salvage pathways of adenine, hypoxanthine, and their nucleosides
urate 8-hydroxyxanthine*2,6,8-trihydroxypurine*trioxopurine*2,6,8-trioxypurine*purine-2,6,8-(1H,3H,9H)-trione*uric acid 167.104 C5 H3 N4 O3 c2(=O)([nH]c([O-])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate ureide biosynthesis
urate 8-hydroxyxanthine*2,6,8-trihydroxypurine*trioxopurine*2,6,8-trioxypurine*purine-2,6,8-(1H,3H,9H)-trione*uric acid 167.104 C5 H3 N4 O3 c2(=O)([nH]c([O-])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate purine degradation
uroporphyrinogen-III 836.805 C40 H40 N4 O16 C(=O)(O)CCc4(c3(Cc1(nc(c(CC(O)=O)c1CCC(=O)O)Cc2(nc(c(CC(=O)O)c2CCC(O)=O)Cc5(nc(Cc(n3)c4CC(=O)O)c(CC(O)=O)c5CCC(=O)O))))) LIGAND-CPD:C01051*CAS:1976-85-8 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III chlorophyllide a biosynthesis
uroporphyrinogen-III 836.805 C40 H40 N4 O16 C(=O)(O)CCc4(c3(Cc1(nc(c(CC(O)=O)c1CCC(=O)O)Cc2(nc(c(CC(=O)O)c2CCC(O)=O)Cc5(nc(Cc(n3)c4CC(=O)O)c(CC(O)=O)c5CCC(=O)O))))) LIGAND-CPD:C01051*CAS:1976-85-8 4.2.1.75 hydroxymethylbilane = uroporphyrinogen-III + H2O chlorophyllide a biosynthesis
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 formaldehyde assimilation I (serine pathway)
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 reductive tricarboxylic acid cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 respiration (anaerobic)
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP asparagine degradation I
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP phenylalanine degradation I
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP TCA cycle variation VIII
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP superpathway of glyoxylate cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 4.1.3.31 oxaloacetate + H2O + propionyl-CoA = coenzyme A + 2-methylcitrate methylcitrate cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.39 malate = oxaloacetate superpathway of glyoxylate cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.3.3.8 coenzyme A + citrate + ATP = phosphate + oxaloacetate + acetyl-CoA + ADP reductive tricarboxylic acid cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 6.4.1.1 HCO3- + pyruvate + ATP = phosphate + oxaloacetate + ADP TCA cycle variation VIII
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH superpathway of glyoxylate cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH phenylalanine degradation I
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH formaldehyde assimilation I (serine pathway)
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH aspartate degradation II
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH reductive tricarboxylic acid cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle variation VIII
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH respiration (anaerobic)
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate asparagine degradation I
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate aspartate biosynthesis and degradation
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate aspartate degradation II
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle variation VIII
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A respiration (anaerobic)
oxaloacetate keto-oxaloacetate*oxaloacetic acid*oxalacetic acid*oxaloacetate*oxalacetate 132.073 C4 H4 O5 C(O)(=O)CC(=O)C(=O)O LIGAND-CPD:C00036*CAS:328-42-7 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
4-coumaroylshikimate trans-5-O-(4-Coumaroyl)shikimate*trans-(p-coumaroyl)-shikimate 320.298 C16 H16 O7 C(=O)(O)C1(CC(C(O)C(C=1)O)OC(=O)C=CC2(=CC=C(O)C=C2)) 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O lignin biosynthesis
4-coumaroylshikimate trans-5-O-(4-Coumaroyl)shikimate*trans-(p-coumaroyl)-shikimate 320.298 C16 H16 O7 C(=O)(O)C1(CC(C(O)C(C=1)O)OC(=O)C=CC2(=CC=C(O)C=C2)) 2.3.1.133 shikimate + coumaroyl-CoA = 4-coumaroylshikimate + coenzyme A lignin biosynthesis
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O LIGAND-CPD:C00680*CAS:922-54-3 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis I
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O LIGAND-CPD:C00680*CAS:922-54-3 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis II
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O LIGAND-CPD:C00680*CAS:922-54-3 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis I
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O LIGAND-CPD:C00680*CAS:922-54-3 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis II
cholesterol 386.66 C27 H46 O1 CC(C)CCCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C)(C(=CC3)CC(O)CC4)))) CAS:57-88-5 1.3.1.21 7-dehydro-cholesterol + NADPH = cholesterol + NADP+ cholesterol biosynthesis
benzenesulfonate benzenesulfonic acid*BS 158.172 C6 H6 O3 S1 c1(S(O)(=O)=O)(ccccc1) 1.14.12.- benzenesulfonate + NADH + O2 = NAD+ + catechol + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
gluconate D-gluconate*D-gluconoate*gluconic acid*D-gluconic acid*dextronic acid*aldonic acid*maltonic acid 196.157 C6 H12 O7 C(O)(=O)[CH](O)[CH](O)[CH](O)[CH](O)CO LIGAND-CPD:C00257*CAS:526-95-4 2.7.1.12 ATP + gluconate = 6-phospho-D-gluconate + ADP superpathway of gluconate degradation
gluconate D-gluconate*D-gluconoate*gluconic acid*D-gluconic acid*dextronic acid*aldonic acid*maltonic acid 196.157 C6 H12 O7 C(O)(=O)[CH](O)[CH](O)[CH](O)[CH](O)CO LIGAND-CPD:C00257*CAS:526-95-4 4.2.1.39 gluconate = H2O + 2-dehydro-3-deoxy-D-gluconate Entner-Doudoroff pathway III (semi-phosphorylative)
gluconate D-gluconate*D-gluconoate*gluconic acid*D-gluconic acid*dextronic acid*aldonic acid*maltonic acid 196.157 C6 H12 O7 C(O)(=O)[CH](O)[CH](O)[CH](O)[CH](O)CO LIGAND-CPD:C00257*CAS:526-95-4 4.2.1.39 gluconate = H2O + 2-dehydro-3-deoxy-D-gluconate Entner-Doudoroff pathway II (non-phosphorylative)
gluconate D-gluconate*D-gluconoate*gluconic acid*D-gluconic acid*dextronic acid*aldonic acid*maltonic acid 196.157 C6 H12 O7 C(O)(=O)[CH](O)[CH](O)[CH](O)[CH](O)CO LIGAND-CPD:C00257*CAS:526-95-4 3.1.1.17 glucono-delta-lactone + H2O = gluconate Entner-Doudoroff pathway III (semi-phosphorylative)
gluconate D-gluconate*D-gluconoate*gluconic acid*D-gluconic acid*dextronic acid*aldonic acid*maltonic acid 196.157 C6 H12 O7 C(O)(=O)[CH](O)[CH](O)[CH](O)[CH](O)CO LIGAND-CPD:C00257*CAS:526-95-4 3.1.1.17 glucono-delta-lactone + H2O = gluconate Entner-Doudoroff pathway II (non-phosphorylative)
dimethylallyl-pyrophosphate prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = pyrophosphate + geranyl-PP polyisoprenoid biosynthesis
dimethylallyl-pyrophosphate prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = pyrophosphate + geranyl-PP mevalonate pathway
dimethylallyl-pyrophosphate prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 RXN0-884 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + 2 H+ = dimethylallyl-pyrophosphate + H2O methylerythritol phosphate pathway
dimethylallyl-pyrophosphate prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 5.3.3.2 delta3-isopentenyl-PP = dimethylallyl-pyrophosphate polyisoprenoid biosynthesis
dimethylallyl-pyrophosphate prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(C=C(C)C)OP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00235*CAS:358-71-4 5.3.3.2 delta3-isopentenyl-PP = dimethylallyl-pyrophosphate mevalonate pathway
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.4.14 CMP + ATP = CDP + ADP salvage pathways of pyrimidine ribonucleotides
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.4.14 CMP + ATP = CDP + ADP salvage pathways of purine and pyrimidine nucleotides
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.8.2 a 1,2-diacylglycerol + CDP-choline = a phosphatidylcholine + CMP phospholipid biosynthesis II
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.8.1 a 1,2-diacylglycerol + CDP-ethanolamine = an L-1-phosphatidyl-ethanolamine + CMP phospholipid biosynthesis II
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + pyrophosphate + CMP coenzyme A biosynthesis
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.1.- cytidine + GTP = CMP + GDP salvage pathways of pyrimidine ribonucleotides
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.1.- cytidine + ATP = CMP + ADP salvage pathways of purine and pyrimidine nucleotides
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.8.5 a CDP-diacylglycerol + glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis II
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.8.5 a CDP-diacylglycerol + glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis I
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.8.8 a CDP-diacylglycerol + L-serine = CMP + an L-1-phosphatidylserine phospholipid biosynthesis I
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol = 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP methylerythritol phosphate pathway
CMP 5'-cytidylic acid*cytidine-5'-monophosphate*cytidylate*cytidylic acid*C*cytidine-P*cytidine-monophosphate*cytidine-phosphate*cytidine-5'-phosphate 323.199 C9 H14 N3 O8 P1 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)O)) CAS:84-52-6*LIGAND-CPD:C00055*CAS:63-37-6*PUBCHEM:6131 2.7.8.11 a CDP-diacylglycerol + myo-inositol = an L-1-phosphatidyl-inositol + CMP phospholipid biosynthesis II
24-methylenecycloartenol 24(28)-methylenecycloartenol 440.751 C31 H52 O1 CC(C)C(=C)CCC(C)C1(C5(C)(C(C)(CC1)C2(C4(C3([CH](CC2)C(C)(C)C(O)CC3)(C4))(CC5)))) 2.1.1.- 24-methylenecycloartenol + S-adenosyl-homocysteine = cycloeucalenol + S-adenosyl-L-methionine sterol biosynthesis
24-methylenecycloartenol 24(28)-methylenecycloartenol 440.751 C31 H52 O1 CC(C)C(=C)CCC(C)C1(C5(C)(C(C)(CC1)C2(C4(C3([CH](CC2)C(C)(C)C(O)CC3)(C4))(CC5)))) 2.1.1.41 cycloartenol + S-adenosyl-L-methionine = 24-methylenecycloartenol + S-adenosyl-homocysteine sterol biosynthesis
1-aminocyclopropane-1-carboxylate 1-Aminocyclopropane-1-carboxylic acid 101.105 C4 H7 N1 O2 C(O)(=O)C1(CC1)(N) CAS:22059-21-8 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = 2 H2O + ethene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
1-aminocyclopropane-1-carboxylate 1-Aminocyclopropane-1-carboxylic acid 101.105 C4 H7 N1 O2 C(O)(=O)C1(CC1)(N) CAS:22059-21-8 4.4.1.14 S-adenosyl-L-methionine = 5'-methylthioadenosine + 1-aminocyclopropane-1-carboxylate ethylene biosynthesis from methionine
1-aminocyclopropane-1-carboxylate 1-Aminocyclopropane-1-carboxylic acid 101.105 C4 H7 N1 O2 C(O)(=O)C1(CC1)(N) CAS:22059-21-8 4.4.1.14 S-adenosyl-L-methionine = 5'-methylthioadenosine + 1-aminocyclopropane-1-carboxylate methionine salvage pathway II
beta-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(=O)CCN LIGAND-CPD:C00099*CAS:107-95-9 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + pyrophosphate + AMP pantothenate biosynthesis II
beta-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(=O)CCN LIGAND-CPD:C00099*CAS:107-95-9 2.6.1.18 malonate semialdehyde + L-alanine = beta-alanine + pyruvate beta-alanine biosynthesis II
GA36 gibberellin A36*gibberellin A36*GA36 362.422 C20 H26 O6 CC1([CH]4(C(CCC(O)1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA36 + O2 + alpha-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA36 gibberellin A36*gibberellin A36*GA36 362.422 C20 H26 O6 CC1([CH]4(C(CCC(O)1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA36 gibberellin A36*gibberellin A36*GA36 362.422 C20 H26 O6 CC1([CH]4(C(CCC(O)1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA37 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
quinate quinic acid 192.168 C7 H12 O6 C(=O)(O)C1([CH2][CH](O)[CH](O)[CH](O)[CH2]1)(O) LIGAND-CPD:C00296*CAS:77-95-2 2.3.1.133 quinate + coumaroyl-CoA = 4-coumaroylquinate + coenzyme A lignin biosynthesis
quinate quinic acid 192.168 C7 H12 O6 C(=O)(O)C1([CH2][CH](O)[CH](O)[CH](O)[CH2]1)(O) LIGAND-CPD:C00296*CAS:77-95-2 2.3.1.133 caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate lignin biosynthesis
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.1.12 (S)-1-pyrroline-5-carboxylate + NAD(P)+ + pyrroline 5-carboxylate + NAD(P)+ + H2O = NAD(P)H + L-glutamate + NAD(P)H + H+ proline degradation II
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.1.12 pyrroline 5-carboxylate + NAD+ + 2 H2O = L-glutamate + NADH proline degradation I
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate citrulline biosynthesis
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate interconversion of arginine, ornithine and proline
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis V (from arginine)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate arginine degradation VI (arginase 2 pathway)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ interconversion of arginine, ornithine and proline
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ arginine degradation VI (arginase 2 pathway)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 citrulline biosynthesis
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 proline degradation I
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.99.8 L-proline + an acceptor = (S)-1-pyrroline-5-carboxylate + pyrroline 5-carboxylate + a reduced acceptor proline degradation II
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate reductive tricarboxylic acid cycle
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate TCA cycle variation VIII
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate respiration (anaerobic)
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate TCA cycle
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 citrate = cis-aconitate + H2O reductive tricarboxylic acid cycle
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle variation VIII
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 citrate = cis-aconitate + H2O respiration (anaerobic)
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O LIGAND-CPD:C00417*CAS:585-84-2 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle
protoporphyrinogen protoporphyrinogen IX*protoporphyrinogen 568.714 C34 H36 N4 O4 Cc3(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(O)=O)Cc2(nc(c(C=C)c(C)2)Cc5(nc(Cc3n4)c(C=C)c(C)5))))) LIGAND-CPD:C01079*CAS:7412-77-3 1.3.3.4 1.5 O2 + protoporphyrinogen = 3 H2O + protoporphyrin IX chlorophyllide a biosynthesis
protoporphyrinogen protoporphyrinogen IX*protoporphyrinogen 568.714 C34 H36 N4 O4 Cc3(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(O)=O)Cc2(nc(c(C=C)c(C)2)Cc5(nc(Cc3n4)c(C=C)c(C)5))))) LIGAND-CPD:C01079*CAS:7412-77-3 1.3.3.3 coproporphyrinogen III + 2 O2 = protoporphyrinogen + 2 CO2 + 2 H2O2 chlorophyllide a biosynthesis
18-hydroxyoleate 18-hydroxyoctadec-9-enoic acid 298.465 C18 H34 O3 C(O)CCCCCCCC=CCCCCCCCC(=O)O 1.1.1.- 18-hydroxyoleate + NADP+ = 18-oxooleate + NADPH suberin biosynthesis
18-hydroxyoleate 18-hydroxyoctadec-9-enoic acid 298.465 C18 H34 O3 C(O)CCCCCCCC=CCCCCCCCC(=O)O 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O suberin biosynthesis
adenylo-succinate N6-(1,2-dicarboxyethyl)-AMP*adenylo-succ 463.297 C14 H18 N5 O11 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(ncn3)N[CH](C(O)=O)CC(O)=O))) LIGAND-CPD:C03794*CAS:19240-42-7 4.3.2.2 adenylo-succinate = fumarate + AMP salvage pathways of purine nucleosides
adenylo-succinate N6-(1,2-dicarboxyethyl)-AMP*adenylo-succ 463.297 C14 H18 N5 O11 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(ncn3)N[CH](C(O)=O)CC(O)=O))) LIGAND-CPD:C03794*CAS:19240-42-7 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis II
adenylo-succinate N6-(1,2-dicarboxyethyl)-AMP*adenylo-succ 463.297 C14 H18 N5 O11 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(ncn3)N[CH](C(O)=O)CC(O)=O))) LIGAND-CPD:C03794*CAS:19240-42-7 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis I
adenylo-succinate N6-(1,2-dicarboxyethyl)-AMP*adenylo-succ 463.297 C14 H18 N5 O11 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(ncn3)N[CH](C(O)=O)CC(O)=O))) LIGAND-CPD:C03794*CAS:19240-42-7 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP salvage pathways of purine nucleosides
adenylo-succinate N6-(1,2-dicarboxyethyl)-AMP*adenylo-succ 463.297 C14 H18 N5 O11 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(ncn3)N[CH](C(O)=O)CC(O)=O))) LIGAND-CPD:C03794*CAS:19240-42-7 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
adenylo-succinate N6-(1,2-dicarboxyethyl)-AMP*adenylo-succ 463.297 C14 H18 N5 O11 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(ncn3)N[CH](C(O)=O)CC(O)=O))) LIGAND-CPD:C03794*CAS:19240-42-7 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis I
N-methyl-delta1-pyrrolinium cation 1-methyl-Δ1-pyrrolinium ion 84.141 C5 H10 N1 C1([N+](C)=CCC1) LIGAND-CPD:C06178 RXN-8252 N-methyl-delta1-pyrrolinium cation = hygrine calystegine biosynthesis
N-methyl-delta1-pyrrolinium cation 1-methyl-Δ1-pyrrolinium ion 84.141 C5 H10 N1 C1([N+](C)=CCC1) LIGAND-CPD:C06178 RXN-8246 N-methylaminobutanal = N-methyl-delta1-pyrrolinium cation + H2O N-methyl-delta1-pyrrolinium cation biosynthesis
a glucosylated glycogenin (1,4-α-D-glucosyl)(n) glycogenin*(1,4-α-D-glucosyl)(n+1) glycogenin*(1,4-α-D-glucosyl)(n-1) glycogenin 2.4.1.18 a glucosylated glycogenin = glycogen glycogen biosynthesis II (from UDP-D-Glucose)
a glucosylated glycogenin (1,4-α-D-glucosyl)(n) glycogenin*(1,4-α-D-glucosyl)(n+1) glycogenin*(1,4-α-D-glucosyl)(n-1) glycogenin 2.4.1.11 (1,4-alpha-D-glucosyl)(n) glycogenin + UDP-D-glucose = (1,4-alpha-D-glucosyl)(n+1) glycogenin + UDP glycogen biosynthesis II (from UDP-D-Glucose)
4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol 4,4-dimethyl-8,24-cholestadienol*4,4-dimethylzymosterol*14-demethyllanosterol*17-(1,5-dimethylhex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a] phenanthren-3-ol*4,4-dimethyl-5α-cholesta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) 1.14.13.72 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NAD(P)H + O2 = 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol 4,4-dimethyl-8,24-cholestadienol*4,4-dimethylzymosterol*14-demethyllanosterol*17-(1,5-dimethylhex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a] phenanthren-3-ol*4,4-dimethyl-5α-cholesta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) 1.3.1.70 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADPH = 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NADP+ cholesterol biosynthesis
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00365*CAS:964-26-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate salvage pathways of purine and pyrimidine nucleotides
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00365*CAS:964-26-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis I
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00365*CAS:964-26-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00365*CAS:964-26-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate de novo biosynthesis of pyrimidine deoxyribonucleotides
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00365*CAS:964-26-1 2.7.1.21 deoxyuridine + ATP = dUMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(O)(O)=O)) LIGAND-CPD:C00365*CAS:964-26-1 3.6.1.23 H2O + dUTP = pyrophosphate + dUMP de novo biosynthesis of pyrimidine deoxyribonucleotides
3-hydroxypropionyl-CoA 3-hydroxypropionyl-coenzyme A*3-Hydroxypropanoyl-CoA*3-Hydroxypropanoyl coenzymeA 839.597 C24 H40 N7 O18 P3 S1 c1(c2(c(ncn1)n(cn2)C3(OC(C(C(O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCO)))(N) 3.1.2.4 3-hydroxypropionyl-CoA + H2O = 3-hydroxy-propionate + coenzyme A beta-alanine biosynthesis II
3-hydroxypropionyl-CoA 3-hydroxypropionyl-coenzyme A*3-Hydroxypropanoyl-CoA*3-Hydroxypropanoyl coenzymeA 839.597 C24 H40 N7 O18 P3 S1 c1(c2(c(ncn1)n(cn2)C3(OC(C(C(O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCO)))(N) 4.2.1.17 acrylyl-CoA + H2O = 3-hydroxypropionyl-CoA beta-alanine biosynthesis II
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(=O)(O)O)n2(c(N)c(nc2)C(=O)NC(C(O)=O)CC(O)=O) LIGAND-CPD:C04823 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + AICAR purine nucleotides de novo biosynthesis II
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(=O)(O)O)n2(c(N)c(nc2)C(=O)NC(C(O)=O)CC(O)=O) LIGAND-CPD:C04823 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + AICAR purine nucleotides de novo biosynthesis I
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(=O)(O)O)n2(c(N)c(nc2)C(=O)NC(C(O)=O)CC(O)=O) LIGAND-CPD:C04823 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(=O)(O)O)n2(c(N)c(nc2)C(=O)NC(C(O)=O)CC(O)=O) LIGAND-CPD:C04823 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis I
thymine 5-methyluracil*5-methyl-2,4(1H,3H)-pyrimidinedione 126.115 C5 H6 N2 O2 c1(c(C)c(=O)[nH]c(=O)[nH]1) LIGAND-CPD:C00178*CAS:65-71-4 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine salvage pathways of pyrimidine deoxyribonucleotides
thymine 5-methyluracil*5-methyl-2,4(1H,3H)-pyrimidinedione 126.115 C5 H6 N2 O2 c1(c(C)c(=O)[nH]c(=O)[nH]1) LIGAND-CPD:C00178*CAS:65-71-4 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine salvage pathways of purine and pyrimidine nucleotides
thymine 5-methyluracil*5-methyl-2,4(1H,3H)-pyrimidinedione 126.115 C5 H6 N2 O2 c1(c(C)c(=O)[nH]c(=O)[nH]1) LIGAND-CPD:C00178*CAS:65-71-4 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine (deoxy)ribose phosphate degradation
NAD(P)H 2.016 RXN-7712 alpha-ketoglutarate + CO2 + NAD(P)H = isocitrate + NAD(P)+ reductive tricarboxylic acid cycle
NAD(P)H 2.016 1.3.3.2 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)H 2.016 1.14.13.72 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)H 2.016 1.14.13.72 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
NAD(P)H 2.016 1.14.13.72 4-alpha-methyl zymosterol + NAD(P)H + O2 = 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)H 2.016 1.14.13.72 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)H 2.016 1.14.13.72 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
NAD(P)H 2.016 1.14.13.72 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NAD(P)H + O2 = 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)H 2.016 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate sterol biosynthesis
NAD(P)H 2.016 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate cholesterol biosynthesis
NAD(P)H 2.016 1.1.1.94 dihydroxy-acetone-phosphate + NAD(P)H + H+ = glycerol-3-phosphate + NAD(P)+ phospholipid biosynthesis I
NAD(P)H 2.016 1.1.1.2 NAD(P)H + a fatty aldehyde = NAD(P)+ + a primary alcohol epicuticular wax biosynthesis
NAD(P)H 2.016 1.2.1.50 NAD(P)H + a very long chain fatty acyl-CoA = NAD(P)+ + a fatty aldehyde epicuticular wax biosynthesis
NAD(P)H 2.016 1.1.1.47 NAD(P)+ + beta-D-glucose = NAD(P)H + glucono-delta-lactone Entner-Doudoroff pathway III (semi-phosphorylative)
NAD(P)H 2.016 1.1.1.47 NAD(P)+ + beta-D-glucose = NAD(P)H + glucono-delta-lactone Entner-Doudoroff pathway II (non-phosphorylative)
NAD(P)H 2.016 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin cycle
NAD(P)H 2.016 1.5.1.12 (S)-1-pyrroline-5-carboxylate + NAD(P)+ + pyrroline 5-carboxylate + NAD(P)+ + H2O = NAD(P)H + L-glutamate + NAD(P)H + H+ proline degradation II
NAD(P)H 2.016 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ folate transformations
NAD(P)H 2.016 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis I
NAD(P)H 2.016 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
NAD(P)H 2.016 1.1.1.170 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
NAD(P)H 2.016 1.1.1.170 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
NAD(P)H 2.016 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis I
NAD(P)H 2.016 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis II
NAD(P)H 2.016 1.1.1.81 NAD(P)H + hydroxypyruvate = NAD(P)+ + glycerate formaldehyde assimilation I (serine pathway)
NAD(P)H 2.016 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ interconversion of arginine, ornithine and proline
NAD(P)H 2.016 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
NAD(P)H 2.016 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ arginine degradation VI (arginase 2 pathway)
NAD(P)H 2.016 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H superpathway of gluconate degradation
NAD(P)H 2.016 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H oxidative branch of the pentose phosphate pathway
NAD(P)H 2.016 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H glucose heterofermentation to lactate I
NAD(P)H 2.016 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H superpathway of glycolysis+Entner-Doudoroff
NAD(P)H 2.016 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H oxidative branch of the pentose phosphate pathway
NAD(P)H 2.016 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H glucose heterofermentation to lactate I
NAD(P)H 2.016 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H Entner-Doudoroff pathway I
NAD(P)H 2.016 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H formaldehyde oxidation I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP salvage pathways of purine nucleosides
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate asparagine degradation I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate aspartate biosynthesis and degradation
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate aspartate degradation II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.1.3.2 L-aspartate + carbamoyl-phosphate = carbamoyl-L-aspartate + phosphate de novo biosynthesis of pyrimidine ribonucleotides
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP ectoine biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + pyrophosphate + AMP tRNA charging pathway
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP superpathway of citrulline metabolism
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP urea cycle
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis II (acetyl cycle)
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 4.3.1.1 L-aspartate = ammonia + fumarate superpathway of aspartate and asparagine biosynthesis; interconversion of aspartate and asparagine.
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate superpathway of aspartate and asparagine biosynthesis; interconversion of aspartate and asparagine.
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)[CH](N)CC(O)=O LIGAND-CPD:C00049*CAS:56-84-8 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
L-aspartyl-tRNAasp L-ASPARTYL-TRNA(ASP) LIGAND-CPD:C02984 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + pyrophosphate + AMP tRNA charging pathway
an L-1-phosphatidyl-inositol 1-Phosphatidyl-D-myo-inositol*1-phosphatidylinositol*L-1-phosphatidylinositol*phosphatidyl-inositol*1-Phosphatidyl-1D-myo-inositol*Phosphatidyl-1D-myo-inositol*(3-Phosphatidyl)-1-D-inositol C11 H17 O13 R2 P1 2.7.8.11 a CDP-diacylglycerol + myo-inositol = an L-1-phosphatidyl-inositol + CMP phospholipid biosynthesis II
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H superpathway of glycolysis+Entner-Doudoroff
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H oxidative branch of the pentose phosphate pathway
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H glucose heterofermentation to lactate I
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H Entner-Doudoroff pathway I
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H formaldehyde oxidation I
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate ascorbate biosynthesis
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate glycolysis II
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate starch biosynthesis
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate sucrose degradation III
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate glucose fermentation to lactate II
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate glycolysis IV (plant cytosol)
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate gluconeogenesis
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate formaldehyde oxidation I
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate glycolysis I
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 2.4.1.216 phosphate + trehalose 6-phosphate = beta-D-glucose-6-phosphate + beta-D-Glucose 1-phosphate trehalose degradation III
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation IV
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation V
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation II (high osmolarity)
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose and glucose-1-phosphate degradation
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 2.7.1.147 beta-D-glucose + ADP = beta-D-glucose-6-phosphate + AMP glycolysis II
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate trehalose degradation V
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate starch biosynthesis
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate sucrose degradation III
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate sucrose biosynthesis
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 2.7.1.1 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose fermentation to lactate II
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 2.7.1.1 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose heterofermentation to lactate I
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.4.2.6 beta-D-Glucose 1-phosphate = beta-D-glucose-6-phosphate maltose degradation
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.4.2.6 beta-D-Glucose 1-phosphate = beta-D-glucose-6-phosphate trehalose degradation III
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 5.4.2.6 beta-D-Glucose 1-phosphate = beta-D-glucose-6-phosphate trehalose degradation IV
beta-D-glucose-6-phosphate D-glucose-6-P*glucose-6-P*glucose-6-phosphate*β-D-glucose-6-P*D-glucose-6-phosphate 260.137 C6 H13 O9 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01172*LIGAND-CPD:C00092*CAS:56-73-5 3.2.1.26 H2O + sucrose-6-phosphate = beta-D-glucose-6-phosphate + fructose sucrose degradation I
6-chlorohydroxyquinol 6-chloro-1,2,4-trihydroxybenzene*6-CHQ 160.557 C6 H5 O3 CL1 C1(C(Cl)=C(O)C(O)=CC=1O) DICHCYCLO-RXN 2,6-dichloro-p-hydroquinone + H2O = 6-chlorohydroxyquinol + HCl pentachlorophenol degradation pathway
enzyme N6-(S-acetyldihydrolipoyl)lysine B0115*AceF*protein-S-acetyldihydrolipoate 1.2.4.1 lipoate acetyltransferase N6-(lipoyl)lysine + pyruvate + enzyme N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 pyruvate dehydrogenase complex
enzyme N6-(S-acetyldihydrolipoyl)lysine B0115*AceF*protein-S-acetyldihydrolipoate 2.3.1.12 lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = lipoate acetyltransferase N6-(dihydrolipoyl)lysine + acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine pyruvate dehydrogenase complex
4-methylcatechol 124.139 C7 H8 O2 CC1(=CC(O)=C(O)C=C1) NCI:17489*CAS:452-86-8 1.14.12.- 4-toluenesulfonate + NADH + O2 = 4-methylcatechol + NAD+ + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
3-deoxy-D-arabino-heptulosonate-7-phosphate 3-deoxy-D-arabino-heptulosonate-7-P*3-deoxy-arabino-heptulosonate 7-phosphate*3-deoxy-arabino-heptulosonate-7-P*2-dehydro-3-deoxy-D-arabino-heptonate 7-phosphate 288.147 C7 H13 O10 P1 C(=O)(O)C(=O)CC(O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C04691*CAS:2627-73-8 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
3-deoxy-D-arabino-heptulosonate-7-phosphate 3-deoxy-D-arabino-heptulosonate-7-P*3-deoxy-arabino-heptulosonate 7-phosphate*3-deoxy-arabino-heptulosonate-7-P*2-dehydro-3-deoxy-D-arabino-heptonate 7-phosphate 288.147 C7 H13 O10 P1 C(=O)(O)C(=O)CC(O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C04691*CAS:2627-73-8 4.2.3.4 3-deoxy-D-arabino-heptulosonate-7-phosphate = phosphate + 3-dehydroquinate chorismate biosynthesis
dihydroneopterin triphosphate 6-(L-erythro-1,2-Dihydroxypropyl 3-triphosphate)-7,8-dihydropterin*6-[(1S,2R)-1,2-dihydroxy-3-triphosphooxypropyl]-7,8-dihydropterin*6-(D-erythro-1',2',3'-trihydroxypropyl)-7,8-dihydropterin-3'-triphosphate*H2NTP*2-amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine triphosphate 494.164 C9 H15 N5 O13 P3 C2(C(=Nc1(c(=O)nc(N)nc1N2))C(O)C(O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C04895 3.6.1.- dihydroneopterin triphosphate + H2O = dihydroneopterin phosphate + pyrophosphate tetrahydrofolate biosynthesis
dihydroneopterin triphosphate 6-(L-erythro-1,2-Dihydroxypropyl 3-triphosphate)-7,8-dihydropterin*6-[(1S,2R)-1,2-dihydroxy-3-triphosphooxypropyl]-7,8-dihydropterin*6-(D-erythro-1',2',3'-trihydroxypropyl)-7,8-dihydropterin-3'-triphosphate*H2NTP*2-amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine triphosphate 494.164 C9 H15 N5 O13 P3 C2(C(=Nc1(c(=O)nc(N)nc1N2))C(O)C(O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C04895 3.6.1.- dihydroneopterin triphosphate + H2O = dihydroneopterin phosphate + pyrophosphate tetrahydrofolate biosynthesis I
dihydroneopterin triphosphate 6-(L-erythro-1,2-Dihydroxypropyl 3-triphosphate)-7,8-dihydropterin*6-[(1S,2R)-1,2-dihydroxy-3-triphosphooxypropyl]-7,8-dihydropterin*6-(D-erythro-1',2',3'-trihydroxypropyl)-7,8-dihydropterin-3'-triphosphate*H2NTP*2-amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine triphosphate 494.164 C9 H15 N5 O13 P3 C2(C(=Nc1(c(=O)nc(N)nc1N2))C(O)C(O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C04895 3.5.4.16 2 H2O + GTP = dihydroneopterin triphosphate + formate + H2O tetrahydrofolate biosynthesis
dihydroneopterin triphosphate 6-(L-erythro-1,2-Dihydroxypropyl 3-triphosphate)-7,8-dihydropterin*6-[(1S,2R)-1,2-dihydroxy-3-triphosphooxypropyl]-7,8-dihydropterin*6-(D-erythro-1',2',3'-trihydroxypropyl)-7,8-dihydropterin-3'-triphosphate*H2NTP*2-amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine triphosphate 494.164 C9 H15 N5 O13 P3 C2(C(=Nc1(c(=O)nc(N)nc1N2))C(O)C(O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C04895 3.5.4.16 2 H2O + GTP = dihydroneopterin triphosphate + formate + H2O tetrahydrofolate biosynthesis I
beta-ketoadipate-enol-lactone 5-oxo-4,5-dihydrofuran-2-acetate*4,5-dihydro-5-oxofuran-2-acetate*2-oxo-2,3-dihydrofuran-5-acetate*2,3-dihydro-2-oxofuran-5-acetate*β-ketoadipate-enol-lactone*3-oxoadipate-enol-lactone 142.111 C6 H6 O4 C1(=O)(OC(=CC1)CC(O)=O) LIGAND-CPD:C04105 3.1.1.24 H2O + beta-ketoadipate-enol-lactone = beta-ketoadipate protocatechuate degradation II (ortho-cleavage pathway)
beta-ketoadipate-enol-lactone 5-oxo-4,5-dihydrofuran-2-acetate*4,5-dihydro-5-oxofuran-2-acetate*2-oxo-2,3-dihydrofuran-5-acetate*2,3-dihydro-2-oxofuran-5-acetate*β-ketoadipate-enol-lactone*3-oxoadipate-enol-lactone 142.111 C6 H6 O4 C1(=O)(OC(=CC1)CC(O)=O) LIGAND-CPD:C04105 3.1.1.24 H2O + beta-ketoadipate-enol-lactone = beta-ketoadipate catechol degradation II (ortho-cleavage pathway)
beta-ketoadipate-enol-lactone 5-oxo-4,5-dihydrofuran-2-acetate*4,5-dihydro-5-oxofuran-2-acetate*2-oxo-2,3-dihydrofuran-5-acetate*2,3-dihydro-2-oxofuran-5-acetate*β-ketoadipate-enol-lactone*3-oxoadipate-enol-lactone 142.111 C6 H6 O4 C1(=O)(OC(=CC1)CC(O)=O) LIGAND-CPD:C04105 4.1.1.44 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate = CO2 + beta-ketoadipate-enol-lactone protocatechuate degradation II (ortho-cleavage pathway)
beta-ketoadipate-enol-lactone 5-oxo-4,5-dihydrofuran-2-acetate*4,5-dihydro-5-oxofuran-2-acetate*2-oxo-2,3-dihydrofuran-5-acetate*2,3-dihydro-2-oxofuran-5-acetate*β-ketoadipate-enol-lactone*3-oxoadipate-enol-lactone 142.111 C6 H6 O4 C1(=O)(OC(=CC1)CC(O)=O) LIGAND-CPD:C04105 5.3.3.4 2,5-dihydro-5-oxofuran-2-acetate = beta-ketoadipate-enol-lactone catechol degradation II (ortho-cleavage pathway)
(2S)-pinocembrin 256.257 C15 H12 O4 c3(c2(OC(c1(ccccc1))CC(=O)c2c(O)cc(O)3)) RXN-7689 (2S)-pinocembrin + S-adenosyl-L-methionine = pinostrobin + S-adenosyl-homocysteine pinobanksin biosynthesis
(2S)-pinocembrin 256.257 C15 H12 O4 c3(c2(OC(c1(ccccc1))CC(=O)c2c(O)cc(O)3)) 1.14.11.9 (2S)-pinocembrin + O2 + alpha-ketoglutarate = (2R,3R)-pinobanksin + CO2 + succinate pinobanksin biosynthesis
(2S)-pinocembrin 256.257 C15 H12 O4 c3(c2(OC(c1(ccccc1))CC(=O)c2c(O)cc(O)3)) 5.5.1.6 pinocembrin chalcone = (2S)-pinocembrin pinobanksin biosynthesis
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(N)cc1) CAS:150-13-0*LIGAND-CPD:C00568 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + pyrophosphate tetrahydrofolate biosynthesis
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(N)cc1) CAS:150-13-0*LIGAND-CPD:C00568 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + pyrophosphate tetrahydrofolate biosynthesis I
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(N)cc1) CAS:150-13-0*LIGAND-CPD:C00568 RXN-6142 p-aminobenzoate + UDP-D-glucose = p-aminobenzoate-beta-D-glucopyranosyl ester + UDP tetrahydrofolate biosynthesis I
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(N)cc1) CAS:150-13-0*LIGAND-CPD:C00568 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(N)cc1) CAS:150-13-0*LIGAND-CPD:C00568 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis I
methylisocitrate (2S,3R)-3-Hydroxybutane-1,2,3-tricarboxylate*Methylisocitric acid*(2R,3S)2-methylisocitrate 206.152 C7 H10 O7 CC(C(=O)O)(O)C(C(=O)O)CC(=O)O CAS:20298-95-7*LIGAND-CPD:C04593 4.2.1.99 2-methyl-cis-aconitate + H2O = methylisocitrate methylcitrate cycle
methylisocitrate (2S,3R)-3-Hydroxybutane-1,2,3-tricarboxylate*Methylisocitric acid*(2R,3S)2-methylisocitrate 206.152 C7 H10 O7 CC(C(=O)O)(O)C(C(=O)O)CC(=O)O CAS:20298-95-7*LIGAND-CPD:C04593 4.1.3.30 methylisocitrate = succinate + pyruvate methylcitrate cycle
(1,4-alpha-D-glucosyl)n-glucosyl glucogenin C18 H25 O11 |Protein|1 2.4.1.186 (1,4-alpha-D-glucosyl)n-glucosyl glucogenin + UDP = glucosyl-glycogenin + UDP-D-glucose glycogen biosynthesis II (from UDP-D-Glucose)
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(=NC(C(O)=O)CC=C1) LIGAND-CPD:C03340 RXN-5041 L-2,3-dihydrodipicolinate + NAD+ = dipicolinate + NADH + H+ lysine biosynthesis II
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(=NC(C(O)=O)CC=C1) LIGAND-CPD:C03340 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis I
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(=NC(C(O)=O)CC=C1) LIGAND-CPD:C03340 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis II
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(=NC(C(O)=O)CC=C1) LIGAND-CPD:C03340 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis I
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(=NC(C(O)=O)CC=C1) LIGAND-CPD:C03340 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis II
O-acetyl-L-serine O3-acetyl-L-serine*acetylserine*O-acetylserine 147.13 C5 H9 N1 O4 C([CH](N)C(O)=O)OC(C)=O LIGAND-CPD:C00979*CAS:66638-22-0 2.5.1.47 O-acetyl-L-serine + H2S = L-cysteine + acetate cysteine biosynthesis I
O-acetyl-L-serine O3-acetyl-L-serine*acetylserine*O-acetylserine 147.13 C5 H9 N1 O4 C([CH](N)C(O)=O)OC(C)=O LIGAND-CPD:C00979*CAS:66638-22-0 2.5.1.47 O-acetyl-L-serine + H2S = L-cysteine + acetate sulfate assimilation III
O-acetyl-L-serine O3-acetyl-L-serine*acetylserine*O-acetylserine 147.13 C5 H9 N1 O4 C([CH](N)C(O)=O)OC(C)=O LIGAND-CPD:C00979*CAS:66638-22-0 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
O-acetyl-L-serine O3-acetyl-L-serine*acetylserine*O-acetylserine 147.13 C5 H9 N1 O4 C([CH](N)C(O)=O)OC(C)=O LIGAND-CPD:C00979*CAS:66638-22-0 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A sulfate assimilation III
4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol 442.724 C30 H50 O2 CC(C)=CCCC(C)C1(C2(C)(C(CO)(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) 1.14.13.70 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + 2 H2O cholesterol biosynthesis
4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol 442.724 C30 H50 O2 CC(C)=CCCC(C)C1(C2(C)(C(CO)(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + H2O cholesterol biosynthesis
propionyl-CoA propanoyl-CoA*propionyl-coenzyme A 823.598 C24 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC) LIGAND-CPD:C00100*CAS:317-66-8 6.4.1.3 propionyl-CoA + ATP + HCO3- = (S)-methyl-malonyl-CoA + phosphate + ADP methionine degradation I
propionyl-CoA propanoyl-CoA*propionyl-coenzyme A 823.598 C24 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC) LIGAND-CPD:C00100*CAS:317-66-8 4.1.3.31 oxaloacetate + H2O + propionyl-CoA = coenzyme A + 2-methylcitrate methylcitrate cycle
propionyl-CoA propanoyl-CoA*propionyl-coenzyme A 823.598 C24 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC) LIGAND-CPD:C00100*CAS:317-66-8 1.3.99.3 FAD + propionyl-CoA = FADH2 + acrylyl-CoA beta-alanine biosynthesis II
propionyl-CoA propanoyl-CoA*propionyl-coenzyme A 823.598 C24 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC) LIGAND-CPD:C00100*CAS:317-66-8 2.3.1.9 2-methylacetoacetyl-CoA + coenzyme A = propionyl-CoA + acetyl-CoA isoleucine degradation I
propionyl-CoA propanoyl-CoA*propionyl-coenzyme A 823.598 C24 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC) LIGAND-CPD:C00100*CAS:317-66-8 ALPHA-KETOBUTYRATE-DEHYDROG-RXN 2-oxobutanoate + coenzyme A + NAD+ = propionyl-CoA + CO2 + NADH methionine degradation I
propionyl-CoA propanoyl-CoA*propionyl-coenzyme A 823.598 C24 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC) LIGAND-CPD:C00100*CAS:317-66-8 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
propionyl-CoA propanoyl-CoA*propionyl-coenzyme A 823.598 C24 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC) LIGAND-CPD:C00100*CAS:317-66-8 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP methylcitrate cycle
propionyl-CoA propanoyl-CoA*propionyl-coenzyme A 823.598 C24 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC) LIGAND-CPD:C00100*CAS:317-66-8 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP beta-alanine biosynthesis II
pyridoxine vitamin B6*2-methyl-3-hydroxy-4,5-bis(hydroxy-methyl) pyridine 169.18 C8 H11 N1 O3 C(O)c1(c(CO)cnc(C)c(O)1) LIGAND-CPD:C00314*CAS:65-23-6 2.7.1.- ATP + pyridoxine = ADP + pyridoxine-5'-phosphate pyridoxal 5'-phosphate salvage pathway
enzyme N6-(lipoyl)lysine protein-lipoate 1.2.4.1 lipoate acetyltransferase N6-(lipoyl)lysine + pyruvate + enzyme N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 pyruvate dehydrogenase complex
enzyme N6-(lipoyl)lysine protein-lipoate 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + enzyme N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + enzyme N6-(lipoyl)lysine + NADH + H+ pyruvate dehydrogenase complex
cycloeucalenol 426.724 C30 H50 O1 CC(C)C(=C)CCC(C)C1(C5(C)(C(C)(CC1)C2(C4(C3([CH](CC2)C(C)C(O)CC3)(C4))(CC5)))) LIGAND-CPD:C02141*CAS:469-39-6 5.5.1.9 cycloeucalenol = obtusifoliol sterol biosynthesis
cycloeucalenol 426.724 C30 H50 O1 CC(C)C(=C)CCC(C)C1(C5(C)(C(C)(CC1)C2(C4(C3([CH](CC2)C(C)C(O)CC3)(C4))(CC5)))) LIGAND-CPD:C02141*CAS:469-39-6 2.1.1.- 24-methylenecycloartenol + S-adenosyl-homocysteine = cycloeucalenol + S-adenosyl-L-methionine sterol biosynthesis
geranylgeranyl-PP geranylgeranyl diphosphate*geranylgeranyl-PP*all-trans-geranyl-geranyl-pp*all-trans-geranyl-geranyl-pp*geranylgeranyl-diphosphate*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C00353 2.5.1.32 2 geranylgeranyl-PP = phytoene + 2 pyrophosphate carotenoid biosynthesis
geranylgeranyl-PP geranylgeranyl diphosphate*geranylgeranyl-PP*all-trans-geranyl-geranyl-pp*all-trans-geranyl-geranyl-pp*geranylgeranyl-diphosphate*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C00353 2.5.1.- chlorophyllide a + geranylgeranyl-PP = geranylgeranyl-chlorophyll a + pyrophosphate chlorophyll a biosynthesis II
pelargonidin 3,5,7-Trihydroxy-2-(4-hydroxyphenil)-1-benzopyrylium chloride*3,4',5,7-tetrahydroxyflavylium chloride*3,5,7-trihydroxy-2-(4-hydroxyphenyl)benzopyrylium chloride*1-Benzopyrylium, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, chloride*Flavylium, 3,4',5,7-tetrahydroxy-, chloride*Pelargonidin chloride*Pelargonidol chloride 271.249 C15 H11 O5 c12(c(cc(O)cc(O)1)O=C(C(O)=C2)c3(ccc(O)cc3)) CAS:134-04-3 2.4.1.- pelargonidin + UDP-D-glucose = pelargonidin-3-glucoside + UDP anthocyanin biosynthesis
pelargonidin 3,5,7-Trihydroxy-2-(4-hydroxyphenil)-1-benzopyrylium chloride*3,4',5,7-tetrahydroxyflavylium chloride*3,5,7-trihydroxy-2-(4-hydroxyphenyl)benzopyrylium chloride*1-Benzopyrylium, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, chloride*Flavylium, 3,4',5,7-tetrahydroxy-, chloride*Pelargonidin chloride*Pelargonidol chloride 271.249 C15 H11 O5 c12(c(cc(O)cc(O)1)O=C(C(O)=C2)c3(ccc(O)cc3)) CAS:134-04-3 1.14.11.19 leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
glucosamine-1P D-glucosamine 1-phosphate*α-D-glucosamine 1P*α-D-glucosamine 1-phosphate 259.152 C6 H14 N1 O8 P1 C(O)C1(OC(OP(O)(O)=O)C(N)C(O)C1O) LIGAND-CPD:C06156 2.3.1.157 glucosamine-1P + acetyl-CoA = N-acetyl-glucosamine-1-phosphate + coenzyme A N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
glucosamine-1P D-glucosamine 1-phosphate*α-D-glucosamine 1P*α-D-glucosamine 1-phosphate 259.152 C6 H14 N1 O8 P1 C(O)C1(OC(OP(O)(O)=O)C(N)C(O)C1O) LIGAND-CPD:C06156 PHOSGLUCOSAMINEMUT-RXN D-glucosamine-6-phosphate = glucosamine-1P N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis V
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O Entner-Doudoroff pathway III (semi-phosphorylative)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O Entner-Doudoroff pathway II (non-phosphorylative)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis II
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glucose fermentation to lactate II
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis IV (plant cytosol)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O fructose degradation to pyruvate and lactate (anaerobic)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O sucrose degradation to ethanol and lactate (anaerobic)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O gluconeogenesis
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O formaldehyde assimilation I (serine pathway)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O respiration (anaerobic)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glucose heterofermentation to lactate I
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis I
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP superpathway of D-glucarate and D-galactarate degradation
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP Entner-Doudoroff pathway II (non-phosphorylative)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP formaldehyde assimilation I (serine pathway)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis V
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate Entner-Doudoroff pathway III (semi-phosphorylative)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis II
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glucose fermentation to lactate II
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis IV (plant cytosol)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate fructose degradation to pyruvate and lactate (anaerobic)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate sucrose degradation to ethanol and lactate (anaerobic)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate gluconeogenesis
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate formaldehyde assimilation I (serine pathway)
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glucose heterofermentation to lactate I
2-phosphoglycerate 2-PGA*phosphoglycerate*2-phosphoglyceric acid*2-pg*2-P-glycerate*glycerate 2-phosphate*2-phospho-D-glycerate*2-P-D-glycerate*D-Glycerate 2-phosphate 186.058 C3 H7 O7 P1 C(O)C(C(O)=O)OP(O)(O)=O LIGAND-CPD:C00631*CAS:2553-59-5 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis I
(2S, 3S)-3-methylaspartate 3-methylaspartate*β-methylaspartate*L-threo-3-methylaspartate*L-threo-3-methyl-aspartate 147.13 C5 H9 N1 O4 C(O)(=O)[CH](N)C(C)C(=O)O CAS:31571-69-4 5.4.99.1 L-glutamate = (2S, 3S)-3-methylaspartate glutamate degradation VIII (to propionate)
(2S, 3S)-3-methylaspartate 3-methylaspartate*β-methylaspartate*L-threo-3-methylaspartate*L-threo-3-methyl-aspartate 147.13 C5 H9 N1 O4 C(O)(=O)[CH](N)C(C)C(=O)O CAS:31571-69-4 5.4.99.1 L-glutamate = (2S, 3S)-3-methylaspartate glutamate degradation VII (to butyrate)
(2S, 3S)-3-methylaspartate 3-methylaspartate*β-methylaspartate*L-threo-3-methylaspartate*L-threo-3-methyl-aspartate 147.13 C5 H9 N1 O4 C(O)(=O)[CH](N)C(C)C(=O)O CAS:31571-69-4 4.3.1.2 (2S, 3S)-3-methylaspartate = ammonia + mesaconate glutamate degradation VIII (to propionate)
(2S, 3S)-3-methylaspartate 3-methylaspartate*β-methylaspartate*L-threo-3-methylaspartate*L-threo-3-methyl-aspartate 147.13 C5 H9 N1 O4 C(O)(=O)[CH](N)C(C)C(=O)O CAS:31571-69-4 4.3.1.2 (2S, 3S)-3-methylaspartate = ammonia + mesaconate glutamate degradation VII (to butyrate)
leucopelargonidin cis 3,4-leucopelargonidin 290.272 C15 H14 O6 c2(O)(cc1(OC(C(O)C(O)c1c(c2)O)c3(ccc(O)cc3))) 1.1.1.219 NADPH + dihydrokaempferol = leucopelargonidin + NADP+ anthocyanin biosynthesis
leucopelargonidin cis 3,4-leucopelargonidin 290.272 C15 H14 O6 c2(O)(cc1(OC(C(O)C(O)c1c(c2)O)c3(ccc(O)cc3))) 1.14.11.19 leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
dipicolinate dipicolinic acid 167.121 C7 H5 N1 O4 C(=O)(O)c1(nc(C(O)=O)ccc1) RXN-5041 L-2,3-dihydrodipicolinate + NAD+ = dipicolinate + NADH + H+ lysine biosynthesis II
a long-chain fatty acid a fatty acid anion*free fatty acid*Long-Chain-Fatty-Acids 1.13.11.- a long-chain fatty acid + O2 = a 2(R)-hydroperoxy fatty acid fatty acid alpha-oxidation
a long-chain fatty acid a fatty acid anion*free fatty acid*Long-Chain-Fatty-Acids 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a long-chain fatty acid + NADH fatty acid alpha-oxidation
12-oxo-cis-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(O)=O RXN-1349 12-oxo-cis-9-dodecenoate = 12-oxo-trans-10-dodecenoate lipoxygenase pathway
12-oxo-cis-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(O)=O RXN-1345 13(S)-hydroperoxylinolenate = 12-oxo-cis-9-dodecenoate + cis-3-hexenal lipoxygenase pathway
spermine gerontine*musculamine*neuridine*diaminopropyl-tetramethylenediamine 202.342 C10 H26 N4 C(CCN)NCCCCNCCCN LIGAND-CPD:C00750*CAS:71-44-3 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + 5'-methylthioadenosine spermine biosynthesis
a 2(R)-hydroperoxy fatty acid C2 H3 O4 R1 RXN-4141 a 2(R)-hydroperoxy fatty acid = a 2(R)-hydroxy fatty acid fatty acid alpha-oxidation
a 2(R)-hydroperoxy fatty acid C2 H3 O4 R1 RXN-4122 a 2(R)-hydroperoxy fatty acid = a fatty aldehyde + CO2 + H2O fatty acid alpha-oxidation
a 2(R)-hydroperoxy fatty acid C2 H3 O4 R1 1.13.11.- a long-chain fatty acid + O2 = a 2(R)-hydroperoxy fatty acid fatty acid alpha-oxidation
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC) LIGAND-CPD:C00136*LIGAND-CPD:c00136*UM-BBD-CPD:c0023*CAS:2140-48-9 2.3.1.19 phosphate + butyryl-CoA = butyryl phosphate + coenzyme A acetyl CoA fermentation to butyrate
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC) LIGAND-CPD:C00136*LIGAND-CPD:c00136*UM-BBD-CPD:c0023*CAS:2140-48-9 1.3.99.2 reduced electron transferring flavoprotein + crotonyl-CoA = ETF oxidized + butyryl-CoA acetyl CoA fermentation to butyrate
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC) LIGAND-CPD:C00136*LIGAND-CPD:c00136*UM-BBD-CPD:c0023*CAS:2140-48-9 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA gallate degradation III (anaerobic)
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC) LIGAND-CPD:C00136*LIGAND-CPD:c00136*UM-BBD-CPD:c0023*CAS:2140-48-9 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA ethanol fermentation to acetate
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC) LIGAND-CPD:C00136*LIGAND-CPD:c00136*UM-BBD-CPD:c0023*CAS:2140-48-9 1.3.99.2 crotonyl-CoA + a reduced acceptor = butyryl-CoA + an acceptor gallate degradation III (anaerobic)
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC) LIGAND-CPD:C00136*LIGAND-CPD:c00136*UM-BBD-CPD:c0023*CAS:2140-48-9 1.3.1.- crotonyl-CoA + NADH = butyryl-CoA + NAD+ ethanol fermentation to acetate
mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol α-D-mannosylchitobiosyldiphosphodolichol*{β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 1838.413 C102 H170 N2 O22 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(OC(CO)C(O)C(O)C(O)3))) 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol α-D-mannosylchitobiosyldiphosphodolichol*{β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 1838.413 C102 H170 N2 O22 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(OC(CO)C(O)C(O)C(O)3))) 2.4.1.142 (N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
N-acetylneuraminate sialic acid*NANA*O-sialic acid*sialate*N-acetylneuraminic acid 309.272 C11 H19 N1 O9 C(O)C(O)C(O)[CH]1([CH](NC(=O)C)[CH](O)[CH2]C(O)(O1)C(=O)O) LIGAND-CPD:C00270*CAS:131-48-6 4.1.3.3 N-acetylneuraminate = N-acetylmannosamine + pyruvate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol 440.708 C30 H48 O2 CC(C)=CCCC(C)C1(C2(C)(C(C=O)(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) 1.14.13.70 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADP+ + H2O + formate cholesterol biosynthesis
4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol 440.708 C30 H48 O2 CC(C)=CCCC(C)C1(C2(C)(C(C=O)(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) 1.14.13.70 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + 2 H2O cholesterol biosynthesis
tetrachlorohydroquinone 2,3,5,6-tetrachlorohydroquinone*TeCH 247.893 C6 H2 O2 CL4 C1(=C(Cl)C(O)=C(Cl)C(Cl)=C(O)1)(Cl) NCI:100888 TECH1REDHAL-RXN tetrachlorohydroquinone + 2 glutathione = 2,3,6-trichlorohydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
tetrachlorohydroquinone 2,3,5,6-tetrachlorohydroquinone*TeCH 247.893 C6 H2 O2 CL4 C1(=C(Cl)C(O)=C(Cl)C(Cl)=C(O)1)(Cl) NCI:100888 PCP4MONO-RXN pentachlorophenol + O2 + 2 NADPH = tetrachlorohydroquinone + H2O + HCl + 2 NADP+ pentachlorophenol degradation pathway
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(O)C1(=[CH][CH](O)[CH](O)[CH](O)[CH2]1) LIGAND-CPD:C00493*CAS:138-59-0 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(O)C1(=[CH][CH](O)[CH](O)[CH](O)[CH2]1) LIGAND-CPD:C00493*CAS:138-59-0 2.3.1.133 shikimate + coumaroyl-CoA = 4-coumaroylshikimate + coenzyme A lignin biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(O)C1(=[CH][CH](O)[CH](O)[CH](O)[CH2]1) LIGAND-CPD:C00493*CAS:138-59-0 1.1.1.25 NADPH + 3-dehydro-shikimate = NADP+ + shikimate chorismate biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(O)C1(=[CH][CH](O)[CH](O)[CH](O)[CH2]1) LIGAND-CPD:C00493*CAS:138-59-0 2.3.1.133 caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate lignin biosynthesis
lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine enzyme N6-(S-acetyldihydrolipoyl)lysine 2.3.1.12 lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = lipoate acetyltransferase N6-(dihydrolipoyl)lysine + acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine pyruvate dehydrogenase complex
lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine enzyme N6-(S-acetyldihydrolipoyl)lysine 1.2.4.1 lipoate acetyltransferase N6-(lipoyl)lysine + pyruvate + enzyme N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 pyruvate dehydrogenase complex
beta-D-Glucose 1-phosphate 260.137 C6 H13 O9 P1 C1(C(O)C(O)C(O)C(O1)CO)(OP(O)(=O)O) 5.4.2.6 beta-D-Glucose 1-phosphate = beta-D-glucose-6-phosphate maltose degradation
beta-D-Glucose 1-phosphate 260.137 C6 H13 O9 P1 C1(C(O)C(O)C(O)C(O1)CO)(OP(O)(=O)O) 5.4.2.6 beta-D-Glucose 1-phosphate = beta-D-glucose-6-phosphate trehalose degradation III
beta-D-Glucose 1-phosphate 260.137 C6 H13 O9 P1 C1(C(O)C(O)C(O)C(O1)CO)(OP(O)(=O)O) 5.4.2.6 beta-D-Glucose 1-phosphate = beta-D-glucose-6-phosphate trehalose degradation IV
beta-D-Glucose 1-phosphate 260.137 C6 H13 O9 P1 C1(C(O)C(O)C(O)C(O1)CO)(OP(O)(=O)O) 2.4.1.8 phosphate + maltose = beta-D-Glucose 1-phosphate + beta-D-glucose maltose degradation
beta-D-Glucose 1-phosphate 260.137 C6 H13 O9 P1 C1(C(O)C(O)C(O)C(O1)CO)(OP(O)(=O)O) 2.4.1.216 phosphate + trehalose 6-phosphate = beta-D-glucose-6-phosphate + beta-D-Glucose 1-phosphate trehalose degradation III
beta-D-Glucose 1-phosphate 260.137 C6 H13 O9 P1 C1(C(O)C(O)C(O)C(O1)CO)(OP(O)(=O)O) 2.4.1.64 phosphate + trehalose = beta-D-Glucose 1-phosphate + beta-D-glucose trehalose degradation IV
mevalonate-5-PP mevalonate-diphosphate*(R)-5-Diphosphomevalonate 308.118 C6 H14 O10 P2 CC(CC(=O)O)(O)CCOP(O)(=O)OP(O)(=O)O CAS:4872-34-8 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + delta3-isopentenyl-PP + ADP mevalonate pathway
mevalonate-5-PP mevalonate-diphosphate*(R)-5-Diphosphomevalonate 308.118 C6 H14 O10 P2 CC(CC(=O)O)(O)CCOP(O)(=O)OP(O)(=O)O CAS:4872-34-8 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
divinyl protochlorophyllide a divinylprotochlorophyllide*divinyl protochlrophyllide a 610.951 C35 H30 N4 O5 MG1 C=CC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)=C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis
divinyl protochlorophyllide a divinylprotochlorophyllide*divinyl protochlrophyllide a 610.951 C35 H30 N4 O5 MG1 C=CC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)=C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis
4-fumaryl-acetoacetate 200.148 C8 H8 O6 C(=O)(O)C=CC(=O)CC(=O)CC(O)=O 3.7.1.2 H2O + 4-fumaryl-acetoacetate = fumarate + acetoacetate tyrosine degradation
4-fumaryl-acetoacetate 200.148 C8 H8 O6 C(=O)(O)C=CC(=O)CC(=O)CC(O)=O 3.7.1.2 H2O + 4-fumaryl-acetoacetate = fumarate + acetoacetate phenylalanine degradation I
4-fumaryl-acetoacetate 200.148 C8 H8 O6 C(=O)(O)C=CC(=O)CC(=O)CC(O)=O 5.2.1.2 4-maleyl-acetoacetate = 4-fumaryl-acetoacetate tyrosine degradation
4-fumaryl-acetoacetate 200.148 C8 H8 O6 C(=O)(O)C=CC(=O)CC(=O)CC(O)=O 5.2.1.2 4-maleyl-acetoacetate = 4-fumaryl-acetoacetate phenylalanine degradation I
24-ethylidenelophenol (Z)-24-ethylidenelophenol*citrostadienol 426.724 C30 H50 O1 CC=C(C(C)C)CC[CH](C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C)([CH](CC=3)C(C)C(O)CC4)))) 2.1.1.- 24-ethylidenelophenol = avenasterol sterol biosynthesis
24-ethylidenelophenol (Z)-24-ethylidenelophenol*citrostadienol 426.724 C30 H50 O1 CC=C(C(C)C)CC[CH](C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C)([CH](CC=3)C(C)C(O)CC4)))) 2.1.1.143 24-methylenelophenol + S-adenosyl-L-methionine = 24-ethylidenelophenol + S-adenosyl-homocysteine sterol biosynthesis
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 2.1.1.14 5-methyl-THF + homocysteine = tetrahydrofolate + L-methionine SAM cycle
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 2.1.1.14 5-methyl-THF + homocysteine = tetrahydrofolate + L-methionine formylTHF biosynthesis II
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 2.1.1.13 homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate folate transformations
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 2.1.1.13 homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis I
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ folate transformations
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis I
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 1.5.7.1 5-methyl-THF + oxidized ferredoxin = 5,10-methylene-THF + reduced ferredoxin folate transformations
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 2.1.1.- 5-methyl-THF + corrinoid/iron-sulfur protein = tetrahydrofolate + corrinoid/iron-sulfur protein, methylated reductive acetyl coenzyme A pathway
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 2.1.1.19 5-methyl-THF + dimethyl sulfide = tetrahydrofolate + trimethyl sulfonium folate transformations
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*CH3-THF*n5-CH3-THF*n5-methyl-THF*methyl-THF*methyl-tetrahydrofolate*methyl-H4F 459.461 C20 H25 N7 O6 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) LIGAND-CPD:C00440*CAS:134-35-0 METLENETHFRED-FERRE-RXN 5,10-methylene-THF + reduced ferredoxin = 5-methyl-THF + oxidized ferredoxin reductive acetyl coenzyme A pathway
(mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2162.697 C114 H190 N2 O32 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC4(OC(COC3(OC(CO)C(O)C(O)C(O)3))C(O)C(C(O)4)OC5(OC(CO)C(O)C(O)C(O)5)))) RXN-5464 (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2162.697 C114 H190 N2 O32 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC4(OC(COC3(OC(CO)C(O)C(O)C(O)3))C(O)C(C(O)4)OC5(OC(CO)C(O)C(O)C(O)5)))) RXN-5463 (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
7,8-diaminononanoate 7,8-diaminopelargonate*DAPA 188.269 C9 H20 N2 O2 CC(N)C(N)CCCCCC(=O)O LIGAND-CPD:C01037 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
7,8-diaminononanoate 7,8-diaminopelargonate*DAPA 188.269 C9 H20 N2 O2 CC(N)C(N)CCCCCC(=O)O LIGAND-CPD:C01037 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis I
7,8-diaminononanoate 7,8-diaminopelargonate*DAPA 188.269 C9 H20 N2 O2 CC(N)C(N)CCCCCC(=O)O LIGAND-CPD:C01037 2.6.1.62 S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate biotin biosynthesis II
7,8-diaminononanoate 7,8-diaminopelargonate*DAPA 188.269 C9 H20 N2 O2 CC(N)C(N)CCCCCC(=O)O LIGAND-CPD:C01037 2.6.1.62 S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate biotin biosynthesis I
pyridoxal 167.164 C8 H9 N1 O3 C(=O)c1(c(CO)cnc(C)c(O)1) LIGAND-CPD:C00250*CAS:66-72-8 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxamine anabolism
pyridoxal 167.164 C8 H9 N1 O3 C(=O)c1(c(CO)cnc(C)c(O)1) LIGAND-CPD:C00250*CAS:66-72-8 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
pyridoxal 167.164 C8 H9 N1 O3 C(=O)c1(c(CO)cnc(C)c(O)1) LIGAND-CPD:C00250*CAS:66-72-8 2.6.1.30 pyruvate + pyridoxamine = L-alanine + pyridoxal pyridoxamine anabolism
N-acetyl-L-ornithine N2-acetyl-ornithine*N-α-acetylornithine*N-acetylornithine*acetylornithine*N2-acetyl-L-ornithine 174.199 C7 H14 N2 O3 CC(=O)NC(C(O)=O)CCCN LIGAND-CPD:C00437*CAS:2185-16-2 2.6.1.11 N-acetylglutamate semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate arginine biosynthesis II (acetyl cycle)
N-acetyl-L-ornithine N2-acetyl-ornithine*N-α-acetylornithine*N-acetylornithine*acetylornithine*N2-acetyl-L-ornithine 174.199 C7 H14 N2 O3 CC(=O)NC(C(O)=O)CCCN LIGAND-CPD:C00437*CAS:2185-16-2 2.6.1.11 N-acetylglutamate semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate ornithine biosynthesis
N-acetyl-L-ornithine N2-acetyl-ornithine*N-α-acetylornithine*N-acetylornithine*acetylornithine*N2-acetyl-L-ornithine 174.199 C7 H14 N2 O3 CC(=O)NC(C(O)=O)CCCN LIGAND-CPD:C00437*CAS:2185-16-2 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate ornithine biosynthesis
N-acetyl-L-ornithine N2-acetyl-ornithine*N-α-acetylornithine*N-acetylornithine*acetylornithine*N2-acetyl-L-ornithine 174.199 C7 H14 N2 O3 CC(=O)NC(C(O)=O)CCCN LIGAND-CPD:C00437*CAS:2185-16-2 2.3.1.35 L-glutamate + N-acetyl-L-ornithine = N-acetyl-L-glutamate + L-ornithine arginine biosynthesis II (acetyl cycle)
a cis,trans-polyisoprenyln-PP UPPSYN-RXN a cis,trans-polyisoprenyln-PP + delta3-isopentenyl-PP = pyrophosphate + cis,trans-polyisoprenyln+1-PP polyisoprenoid biosynthesis
3-methylcrotonyl-CoA β-methylcrotonoyl-CoA*3-methylbut-2-enoyl-CoA 849.636 C26 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C(C)C) 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + trans-3-methylglutaconyl-CoA + ADP leucine degradation I
3-methylcrotonyl-CoA β-methylcrotonoyl-CoA*3-methylbut-2-enoyl-CoA 849.636 C26 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C(C)C) 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
imidazole acetol-phosphate imidazole acetol-P*3-(imidazol-4-yl)-2-oxopropyl phosphate 220.121 C6 H9 N2 O5 P1 c1(c(nc[nH]1)CC(=O)COP(=O)(O)O) LIGAND-CPD:C01267*CAS:99979-59-6 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + alpha-ketoglutarate histidine biosynthesis I
imidazole acetol-phosphate imidazole acetol-P*3-(imidazol-4-yl)-2-oxopropyl phosphate 220.121 C6 H9 N2 O5 P1 c1(c(nc[nH]1)CC(=O)COP(=O)(O)O) LIGAND-CPD:C01267*CAS:99979-59-6 4.2.1.19 D-erythro-imidazole-glycerol-phosphate = imidazole acetol-phosphate + H2O histidine biosynthesis I
1,2-dihydroxy-3-keto-5-methylthiopentene 1,2-dihydroxy-3-keto-5-methylthiopentene anion*1,2-dihydroxy-3-keto-5-methylthiopentane 162.203 C6 H10 O3 S1 C(O)=C(O)C(=O)CCSC R147-RXN 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway II
1,2-dihydroxy-3-keto-5-methylthiopentene 1,2-dihydroxy-3-keto-5-methylthiopentene anion*1,2-dihydroxy-3-keto-5-methylthiopentane 162.203 C6 H10 O3 S1 C(O)=C(O)C(=O)CCSC R83-RXN 2-hydroxy-3-keto-5-methylthio-1-phosphopentene + H2O = 1,2-dihydroxy-3-keto-5-methylthiopentene + phosphate methionine salvage pathway II
ferrocytochrome c cytochrome-c-reduced*cytochrome c red 885.898 C42 H53 N8 O6 S2 FE1 CC1(C8(N2(C(C=1C(C)SCC(N)C(=O)NC)C=c5(n4([Fe++]62([N+]3(C(C(C)=C(CCC(O)=O)C=3C=c4c(c5C)CCC(O)=O)=Cc7(c(C)c(c(n67)C=8)C(C)SCC(N)C(=O)NC)))))))) LIGAND-CPD:C00126*CAS:9007-43-6 1.3.2.3 2 ferricytochrome c + L-galactono-1,4-lactone = 2 ferrocytochrome c + L-ascorbate ascorbate biosynthesis
N-acetyl-glucosamine-1-phosphate N-acetyl-D-glucosamine 1-phosphate*N-acetyl-α-D-glucosamine 1-phosphate 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(OP(O)(O)=O)OC(CO)C(O)C1O) LIGAND-CPD:C04256 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + pyrophosphate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
N-acetyl-glucosamine-1-phosphate N-acetyl-D-glucosamine 1-phosphate*N-acetyl-α-D-glucosamine 1-phosphate 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(OP(O)(O)=O)OC(CO)C(O)C1O) LIGAND-CPD:C04256 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + pyrophosphate UDP-N-acetylgalactosamine biosynthesis
N-acetyl-glucosamine-1-phosphate N-acetyl-D-glucosamine 1-phosphate*N-acetyl-α-D-glucosamine 1-phosphate 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(OP(O)(O)=O)OC(CO)C(O)C1O) LIGAND-CPD:C04256 2.3.1.157 glucosamine-1P + acetyl-CoA = N-acetyl-glucosamine-1-phosphate + coenzyme A N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
N-acetyl-glucosamine-1-phosphate N-acetyl-D-glucosamine 1-phosphate*N-acetyl-α-D-glucosamine 1-phosphate 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(OP(O)(O)=O)OC(CO)C(O)C1O) LIGAND-CPD:C04256 5.4.2.3 N-acetyl-D-glucosamine-6-phosphate = N-acetyl-glucosamine-1-phosphate UDP-N-acetylgalactosamine biosynthesis
oxidized cytochrome c ferricytochrome c*a Cytochrome C protein*Cytochrome C protein 1.10.2.2 2 oxidized cytochrome c + UQH2 = 2 reduced cytochrome c + UQ aerobic respiration -- electron donor II
oxidized cytochrome c ferricytochrome c*a Cytochrome C protein*Cytochrome C protein 1.9.3.1 O2 + 4 reduced cytochrome c = 2 H2O + 4 oxidized cytochrome c aerobic respiration -- electron donor II
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 2.8.3.5 succinate + acetoacetyl-CoA = succinyl-CoA + acetoacetate TCA cycle variation VIII
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 2.3.1.117 H2O + L-2,3,4,5-tetrahydrodipicolinate + succinyl-CoA = N-succinyl-2-amino-6-ketopimelate + coenzyme A lysine biosynthesis I
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 2.8.3.15 (R)-2-benzylsuccinate + succinyl-CoA = (R)-benzylsuccinyl-CoA + succinate toluene degradation VI (anaerobic)
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 RXN-904 benzoylsuccinyl-CoA + coenzyme A = benzoyl-CoA + succinyl-CoA toluene degradation VI (anaerobic)
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 5.4.99.2 (R)-methylmalonyl-CoA = succinyl-CoA methionine degradation I
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 1.2.7.3 reduced ferredoxin + CO2 + succinyl-CoA = oxidized ferredoxin + coenzyme A + alpha-ketoglutarate reductive tricarboxylic acid cycle
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle variation VIII
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate reductive tricarboxylic acid cycle
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle variation VIII
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O) LIGAND-CPD:C00091*CAS:604-98-8 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle
4-coumaroylquinate trans-(p-coumaroyl)-quinate*trans-5-O-(4-coumaroyl)quinate 338.313 C16 H18 O8 C(=O)(OC1(C(O)C(O)CC(O)(C1)C(O)=O))C=Cc2(ccc(O)cc2) 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O lignin biosynthesis
4-coumaroylquinate trans-(p-coumaroyl)-quinate*trans-5-O-(4-coumaroyl)quinate 338.313 C16 H18 O8 C(=O)(OC1(C(O)C(O)CC(O)(C1)C(O)=O))C=Cc2(ccc(O)cc2) 2.3.1.133 quinate + coumaroyl-CoA = 4-coumaroylquinate + coenzyme A lignin biosynthesis
ferulate ferulic acid*Ferulate*3-methoxy-4-hydroxycinnamic acid*caffeic acid 3-methyl ether*4-Hydroxy-3-methoxycinnamic acid*3-Methoxy-4-hydroxy-trans-cinnamate 194.187 C10 H10 O4 C(O)(=O)C=Cc1(cc(OC)c(O)cc1) LIGAND-CPD:C01494*CAS:1135-24-6 RXN-1121 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ phenylpropanoid biosynthesis
ferulate ferulic acid*Ferulate*3-methoxy-4-hydroxycinnamic acid*caffeic acid 3-methyl ether*4-Hydroxy-3-methoxycinnamic acid*3-Methoxy-4-hydroxy-trans-cinnamate 194.187 C10 H10 O4 C(O)(=O)C=Cc1(cc(OC)c(O)cc1) LIGAND-CPD:C01494*CAS:1135-24-6 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + pyrophosphate suberin biosynthesis
ferulate ferulic acid*Ferulate*3-methoxy-4-hydroxycinnamic acid*caffeic acid 3-methyl ether*4-Hydroxy-3-methoxycinnamic acid*3-Methoxy-4-hydroxy-trans-cinnamate 194.187 C10 H10 O4 C(O)(=O)C=Cc1(cc(OC)c(O)cc1) LIGAND-CPD:C01494*CAS:1135-24-6 2.1.1.68 caffeate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + ferulate phenylpropanoid biosynthesis
ferulate ferulic acid*Ferulate*3-methoxy-4-hydroxycinnamic acid*caffeic acid 3-methyl ether*4-Hydroxy-3-methoxycinnamic acid*3-Methoxy-4-hydroxy-trans-cinnamate 194.187 C10 H10 O4 C(O)(=O)C=Cc1(cc(OC)c(O)cc1) LIGAND-CPD:C01494*CAS:1135-24-6 2.1.1.68 caffeate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + ferulate suberin biosynthesis
tRNAphe TRNA(PHE) LIGAND-CPD:C01648 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + pyrophosphate + AMP tRNA charging pathway
triacylglycerol Triglyceride C6 H5 O6 R12 R31 C(OC(=O)[R3])C(OC([R1])=O)COC([R1])=O 3.1.1.3 H2O + triacylglycerol = a fatty acid + a 1,2-diacylglycerol triacylglycerol degradation
triacylglycerol Triglyceride C6 H5 O6 R12 R31 C(OC(=O)[R3])C(OC([R1])=O)COC([R1])=O 2.3.1.20 an acyl-CoA + a 1,2-diacylglycerol = triacylglycerol + coenzyme A triacylglycerol biosynthesis
triacylglycerol Triglyceride C6 H5 O6 R12 R31 C(OC(=O)[R3])C(OC([R1])=O)COC([R1])=O RXN-1641 a phosphatidylcholine + a 1,2-diacylglycerol = triacylglycerol + 1-acyl-sn-glycero-3-phosphocholine triacylglycerol biosynthesis
H-protein-S-(aminomethyldihydrolipoyl)lysine C9 H18 N1 O1 |Apo-GcvH|1 S2 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine degradation I
H-protein-S-(aminomethyldihydrolipoyl)lysine C9 H18 N1 O1 |Apo-GcvH|1 S2 1.4.4.2 H-Gcv-protein-(lipoyl)lysine + glycine = H-protein-S-(aminomethyldihydrolipoyl)lysine + CO2 glycine degradation I
1-18:3-2-18:3-sn-glycerol-phosphocholine 779.068 C44 H77 N1 O8 P1 C(OP(O)(=O)OCC[N+](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:2-2-18:2-sn-glycerol-3-phosphocholine = 1-18:3-2-18:3-sn-glycerol-phosphocholine phospholipid desaturation pathway
ThiS-COSH B4407*ThiS THIAZOLSYN2-RXN L-tyrosine + 1-deoxy-D-xylulose 5-phosphate + ThiS-COSH = 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-hydroxybenzyl alcohol + C1 of tyrosine + ThiS protein thiamin biosynthesis
phytyl-PP phytyl pyrophosphate 456.495 C20 H42 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CCCC(C)CCCC(C)CCCC(C)C 2.5.1.- chlorophyllide b + phytyl-PP = chlorophyll b + pyrophosphate chlorophyll cycle
phytyl-PP phytyl pyrophosphate 456.495 C20 H42 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CCCC(C)CCCC(C)CCCC(C)C 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + pyrophosphate chlorophyll a biosynthesis I
phytyl-PP phytyl pyrophosphate 456.495 C20 H42 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CCCC(C)CCCC(C)CCCC(C)C 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + pyrophosphate chlorophyll cycle
Mg2+ magnesium*Mg+2*Mg++*magnesium ion 24.305 MG1 [Mg++] LIGAND-CPD:C00305 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + H+ + phosphate + ADP chlorophyllide a biosynthesis
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + 5'-methylthioadenosine superpathway of polyamine biosynthesis II
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + 5'-methylthioadenosine spermidine biosynthesis
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + 5'-methylthioadenosine spermine biosynthesis
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine superpathway of polyamine biosynthesis II
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermine biosynthesis
S-adenosyl-L-methioninamine decarboxylated AdoMet*(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt*decarboxylated SAM*S-adenosylmethioninamine*decarboxylated S-adenosylmethionine*dAdoMet*S-methyl-S-adenosyl homocysteamine*3-amino-propyl-S-adenosine 355.434 C14 H23 N6 O3 S1 C(N)CC[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01137 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermidine biosynthesis
L-gamma-glutamylcysteine γ-glutamylcysteine*γ-L-glutamyl-L-cysteine 250.269 C8 H14 N2 O5 S1 C(O)(=O)C(N)CCC(=O)NC(CS)C(O)=O LIGAND-CPD:C00669*CAS:686-58-8 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP gamma-glutamyl cycle
L-gamma-glutamylcysteine γ-glutamylcysteine*γ-L-glutamyl-L-cysteine 250.269 C8 H14 N2 O5 S1 C(O)(=O)C(N)CCC(=O)NC(CS)C(O)=O LIGAND-CPD:C00669*CAS:686-58-8 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
L-gamma-glutamylcysteine γ-glutamylcysteine*γ-L-glutamyl-L-cysteine 250.269 C8 H14 N2 O5 S1 C(O)(=O)C(N)CCC(=O)NC(CS)C(O)=O LIGAND-CPD:C00669*CAS:686-58-8 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP gamma-glutamyl cycle
L-gamma-glutamylcysteine γ-glutamylcysteine*γ-L-glutamyl-L-cysteine 250.269 C8 H14 N2 O5 S1 C(O)(=O)C(N)CCC(=O)NC(CS)C(O)=O LIGAND-CPD:C00669*CAS:686-58-8 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
L-threonyl-tRNAthr L-THREONYL-TRNA(THR) LIGAND-CPD:C02992 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + pyrophosphate + AMP tRNA charging pathway
GA20 gibberellin A20*gibberellin A20*GA20 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))(O)) 1.14.11.15 GA20 + alpha-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA20 gibberellin A20*gibberellin A20*GA20 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))(O)) 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
a methyl-ethyl-ketone RXN-1023 a secondary alcohol = a ketone + a methyl-ethyl-ketone epicuticular wax biosynthesis
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 RXN0-902 hypoxanthine + H2O = 2 H+ + xanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 HYPXPRIBOSYLTRAN-RXN 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = IMP + pyrophosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 DEOXYINOPHOSPHOR-RXN hypoxanthine + deoxyribose-1-phosphate = deoxyinosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of purine nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = pyrophosphate + IMP salvage pathways of purine nucleosides
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = pyrophosphate + IMP salvage pathways of purine nucleosides II (plant)
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose salvage pathways of purine nucleosides II (plant)
hypoxanthine 136.113 C5 H4 N4 O1 c12(c(nc[nH]1)c(=O)[nH]cn2) LIGAND-CPD:C00262*CAS:68-94-0 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose purine degradation
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.11.1.6 2 H2O2 = 2 H2O + O2 removal of superoxide radicals
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.11.1.11 2 L-ascorbate + H2O2 = 2 monodehydroascorbate + 2 H2O ascorbate glutathione cycle
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.4.3.6 N-methylputrescine + H2O + O2 = N-methylaminobutanal + ammonia + H2O2 N-methyl-delta1-pyrrolinium cation biosynthesis
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.3.3.1 O2 + dihydroorotate = H2O2 + orotate de novo biosynthesis of pyrimidine ribonucleotides
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 tryptophan degradation VI (via tryptamine)
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.3.3.3 coproporphyrinogen III + 2 O2 = protoporphyrinogen + 2 CO2 + 2 H2O2 chlorophyllide a biosynthesis
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 PNPOXI-RXN O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.4.3.5 O2 + H2O + pyridoxamine 5'-phosphate = ammonia + H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 urate degradation to allantoin
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 ureide biosynthesis
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.7.3.3 urate + O2 = allantoin + CO2 + H2O2 purine degradation
2-acylglycerol 2-Glyceride*2-Monoacylglycerol C4 H7 O4 R1 RXN-1603 2-acylglycerol = acylglycerol triacylglycerol degradation
2-acylglycerol 2-Glyceride*2-Monoacylglycerol C4 H7 O4 R1 RXN-1602 a 1,2-diacylglycerol + H2O = 2-acylglycerol + a fatty acid triacylglycerol degradation
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde ectoine biosynthesis
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis I
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis II
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP ectoine biosynthesis
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis I
L-aspartyl-4-phosphate 4-phospho-L-aspartate*L-4-aspartyl phosphate*L-β-aspartyl-P*L-β-aspartyl-phosphate*L-aspartyl-4-P*L-aspartyl-β-phosphate 213.083 C4 H8 N1 O7 P1 C(=O)(OP(=O)(O)O)CC(N)C(O)=O LIGAND-CPD:C03082*CAS:22138-53-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis II
tRNAtyr TRNA(TYR) LIGAND-CPD:C00787 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + pyrophosphate + AMP tRNA charging pathway
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.3.1.9 alpha-D-glucose-6-phosphate = D-fructose-6-phosphate sucrose degradation to ethanol and lactate (anaerobic)
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 2.4.1.36 GDP-D-glucose + alpha-D-glucose-6-phosphate = trehalose 6-phosphate + GDP trehalose biosynthesis III
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 2.4.1.- alpha-D-glucose-6-phosphate + ADP-D-glucose = trehalose 6-phosphate + ADP trehalose biosynthesis II
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 2.4.1.15 UDP-D-glucose + alpha-D-glucose-6-phosphate = UDP + trehalose 6-phosphate trehalose biosynthesis I
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate trehalose degradation V
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate starch biosynthesis
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate sucrose degradation III
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate sucrose biosynthesis
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.5 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate trehalose degradation V
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP sucrose degradation III
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate glucose and glucose-1-phosphate degradation
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate UDP-glucose conversion
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate starch biosynthesis
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate glycogen degradation
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate sucrose degradation III
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate sucrose biosynthesis
alpha-D-glucose-6-phosphate α-glucose-6-phosphate*α-D-glucose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) CAS:56-73-5*LIGAND-CPD:C00668 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate sucrose degradation to ethanol and lactate (anaerobic)
(R)-benzylsuccinyl-CoA benzylsuccinyl-CoA*(R)-2-benzylsuccinyl-CoA 957.732 C32 H46 N7 O19 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)[CH](CC(O)=O)Cc1(ccccc1))COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) RXN-865 (R)-benzylsuccinyl-CoA + an acceptor = E-phenylitaconyl-CoA + a reduced acceptor toluene degradation VI (anaerobic)
(R)-benzylsuccinyl-CoA benzylsuccinyl-CoA*(R)-2-benzylsuccinyl-CoA 957.732 C32 H46 N7 O19 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)[CH](CC(O)=O)Cc1(ccccc1))COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 2.8.3.15 (R)-2-benzylsuccinate + succinyl-CoA = (R)-benzylsuccinyl-CoA + succinate toluene degradation VI (anaerobic)
H-Gcv-protein-(lipoyl)lysine C8 H13 O1 |Apo-GcvH|1 S2 1.4.4.2 H-Gcv-protein-(lipoyl)lysine + glycine = H-protein-S-(aminomethyldihydrolipoyl)lysine + CO2 glycine degradation I
3-demethylubiquinol-10 853.362 C58 H92 O4 CC(=CCC1(C(O)C(O)=C(OC)C(O)C=1C))CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C 2.1.1.64 3-demethylubiquinol-10 + S-adenosyl-L-methionine = ubiquinol-10 + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
3-demethylubiquinol-10 853.362 C58 H92 O4 CC(=CCC1(C(O)C(O)=C(OC)C(O)C=1C))CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C RXN-9236 2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + O2 = 3-demethylubiquinol-10 + H2O ubiquinone-10 biosynthesis (eukaryotic)
glutaconyl-CoA glutaconyl-coenzyme A*pent-2-enoyl-CoA*glutaconyl-1-CoA*4-carboxybut-2-enoyl-CoA 879.619 C26 H40 N7 O19 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CCC(=O)O)COP(O)(=O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) CAS:6712-05-6 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA tryptophan degradation III (eukaryotic)
glutaconyl-CoA glutaconyl-coenzyme A*pent-2-enoyl-CoA*glutaconyl-1-CoA*4-carboxybut-2-enoyl-CoA 879.619 C26 H40 N7 O19 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CCC(=O)O)COP(O)(=O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) CAS:6712-05-6 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA lysine degradation II
glutaconyl-CoA glutaconyl-coenzyme A*pent-2-enoyl-CoA*glutaconyl-1-CoA*4-carboxybut-2-enoyl-CoA 879.619 C26 H40 N7 O19 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CCC(=O)O)COP(O)(=O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) CAS:6712-05-6 GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 tryptophan degradation III (eukaryotic)
glutaconyl-CoA glutaconyl-coenzyme A*pent-2-enoyl-CoA*glutaconyl-1-CoA*4-carboxybut-2-enoyl-CoA 879.619 C26 H40 N7 O19 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CCC(=O)O)COP(O)(=O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) CAS:6712-05-6 GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 lysine degradation II
gamma-chaconine beta-D-Glucopyranoside, (3beta)-solanid-5-en-3-yl 559.785 C33 H53 N1 O6 C2(N1([CH]3([CH](C(C)[CH]1CCC(C)2)C4([CH](C3)[CH]5(C(C)(CC4)C6(C(=CC5)CC(CC6)OC7(C([OH])C([OH])C([OH])C([OH])O7))(C)))(C)))) PUBCHEM:160496 RXN-8881 gamma-chaconine + UDP-L-rhamnose = beta-chaconine + UDP steroidal glycoalkaloid biosynthesis
gamma-chaconine beta-D-Glucopyranoside, (3beta)-solanid-5-en-3-yl 559.785 C33 H53 N1 O6 C2(N1([CH]3([CH](C(C)[CH]1CCC(C)2)C4([CH](C3)[CH]5(C(C)(CC4)C6(C(=CC5)CC(CC6)OC7(C([OH])C([OH])C([OH])C([OH])O7))(C)))(C)))) PUBCHEM:160496 2.4.1.- solanidine + UDP-D-glucose = gamma-chaconine + UDP steroidal glycoalkaloid biosynthesis
H2S hydrogen sulfide 34.076 H2 S1 [SH2] CAS:06/04/7783*LIGAND-CPD:C00283 2.5.1.47 O-acetyl-L-serine + H2S = L-cysteine + acetate cysteine biosynthesis I
H2S hydrogen sulfide 34.076 H2 S1 [SH2] CAS:06/04/7783*LIGAND-CPD:C00283 2.5.1.47 O-acetyl-L-serine + H2S = L-cysteine + acetate sulfate assimilation III
H2S hydrogen sulfide 34.076 H2 S1 [SH2] CAS:06/04/7783*LIGAND-CPD:C00283 1.8.7.1 3 reduced ferredoxin + SO3-2 = H2O + oxidized ferredoxin + H2S sulfate assimilation III
H2S hydrogen sulfide 34.076 H2 S1 [SH2] CAS:06/04/7783*LIGAND-CPD:C00283 1.8.99.- SO3-2 + 6 e- = H2S dissimilatory sulfate reduction
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H15 N6 O3 C(NC1(=CC=C(C=C1)C(=O)O))C2(CNC3(=C(N=2)C(=O)[NH]=C(N)N3)) LIGAND-CPD:C00921 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H15 N6 O3 C(NC1(=CC=C(C=C1)C(=O)O))C2(CNC3(=C(N=2)C(=O)[NH]=C(N)N3)) LIGAND-CPD:C00921 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis I
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H15 N6 O3 C(NC1(=CC=C(C=C1)C(=O)O))C2(CNC3(=C(N=2)C(=O)[NH]=C(N)N3)) LIGAND-CPD:C00921 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis I
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H15 N6 O3 C(NC1(=CC=C(C=C1)C(=O)O))C2(CNC3(=C(N=2)C(=O)[NH]=C(N)N3)) LIGAND-CPD:C00921 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
Cys-Gly 178.206 C5 H10 N2 O3 S1 C(O)(=O)CNC(=O)C(N)CS 3.4.11.2 Cys-Gly + H2O = L-cysteine + glycine gamma-glutamyl cycle
Cys-Gly 178.206 C5 H10 N2 O3 S1 C(O)(=O)CNC(=O)C(N)CS 2.3.2.2 glutathione = (5-L-glutamyl)-L-amino acid + Cys-Gly gamma-glutamyl cycle
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate superpathway of serine and glycine biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate polyglutamylation I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine betaine degradation
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate photorespiration
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formaldehyde assimilation I (serine pathway)
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 METLENETHFRED-FERRE-RXN 5,10-methylene-THF + reduced ferredoxin = 5-methyl-THF + oxidized ferredoxin reductive acetyl coenzyme A pathway
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF reductive acetyl coenzyme A pathway
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate salvage pathways of purine and pyrimidine nucleotides
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate de novo biosynthesis of pyrimidine deoxyribonucleotides
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH glycine degradation I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.11 H2O + 2-keto-isovalerate + 5,10-methylene-THF = 2-dehydropantoate + tetrahydrofolate pantothenate biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.7.1 5-methyl-THF + oxidized ferredoxin = 5,10-methylene-THF + reduced ferredoxin folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine cleavage
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 458.453 C20 H23 N7 O6 C(=O)(NC(C(O)=O)CCC(=O)O)c1(ccc(cc1)N2(CN4([CH](C2)[CH2]Nc3(nc(N)[nH]c(c34)=O)))) LIGAND-CPD:C00143 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine degradation I
a cis-3-enoyl-CoA RCH=CHCH2CO-CoA 5.3.3.8 a cis-3-enoyl-CoA = a trans-2-enoyl-CoA fatty acid oxidation pathway I
24-methylenelophenol cpd-4101*cdp-4101*4α-methyl-5α-ergosta-7,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC=3)C(C)C(O)CC4)(C)))) 2.1.1.143 24-methylenelophenol + S-adenosyl-L-methionine = 24-ethylidenelophenol + S-adenosyl-homocysteine sterol biosynthesis
24-methylenelophenol cpd-4101*cdp-4101*4α-methyl-5α-ergosta-7,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC=3)C(C)C(O)CC4)(C)))) 2.1.1.- 24-methylenelophenol + S-adenosyl-homocysteine = episterol + S-adenosyl-L-methionine sterol biosynthesis
24-methylenelophenol cpd-4101*cdp-4101*4α-methyl-5α-ergosta-7,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC=3)C(C)C(O)CC4)(C)))) 5.3.3.5 4alpha-methylfecosterol = 24-methylenelophenol sterol biosynthesis
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(=O)Cc1(ccccc1) LIGAND-CPD:C00166*CAS:156-06-9 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + alpha-ketoglutarate phenylalanine biosynthesis II
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(=O)Cc1(ccccc1) LIGAND-CPD:C00166*CAS:156-06-9 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + alpha-ketoglutarate phenylalanine biosynthesis I
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(=O)Cc1(ccccc1) LIGAND-CPD:C00166*CAS:156-06-9 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis II
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(=O)Cc1(ccccc1) LIGAND-CPD:C00166*CAS:156-06-9 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis I
tRNAarg TRNA(ARG) LIGAND-CPD:C01636 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + pyrophosphate + AMP tRNA charging pathway
2,3,6-trichlorohydroquinone 213.447 C6 H3 O2 CL3 C1(Cl)(C(Cl)=C(O)C(Cl)=CC=1O) TECH2REDHAL-RXN 2,3,6-trichlorohydroquinone + 2 glutathione = 2,6-dichloro-p-hydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
2,3,6-trichlorohydroquinone 213.447 C6 H3 O2 CL3 C1(Cl)(C(Cl)=C(O)C(Cl)=CC=1O) TECH1REDHAL-RXN tetrachlorohydroquinone + 2 glutathione = 2,3,6-trichlorohydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
sinapate 224.213 C11 H12 O5 C(O)(=O)C=CC1(=CC(OC)=C(O)C(=C1)OC) NCI:59261*CAS:530-59-6 2.1.1.68 5-hydroxy-ferulic-acid + S-adenosyl-L-methionine = sinapate + S-adenosyl-homocysteine phenylpropanoid biosynthesis
N-acetyl-D-mannosamine-6-phosphate ManNAc-6-P*N-acetylmannosamine-6-P*N-acetyl-mannosamine-6-P*N-acetyl-D-mannosamine-6-P*N-acetyl-mannosamine-6-phosphate 301.189 C8 H16 N1 O9 P1 CC(=O)N[CH]1([CH](O)O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) CAS:157296-99-6*LIGAND-CPD:C04257 5.-.-.- N-acetyl-D-mannosamine-6-phosphate = N-acetyl-D-glucosamine-6-phosphate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
N-acetyl-D-mannosamine-6-phosphate ManNAc-6-P*N-acetylmannosamine-6-P*N-acetyl-mannosamine-6-P*N-acetyl-D-mannosamine-6-P*N-acetyl-mannosamine-6-phosphate 301.189 C8 H16 N1 O9 P1 CC(=O)N[CH]1([CH](O)O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) CAS:157296-99-6*LIGAND-CPD:C04257 2.7.-.- N-acetylmannosamine + ATP = N-acetyl-D-mannosamine-6-phosphate + ADP N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
H-Gcv-protein-(dihydrolipoyl)lysine C8 H15 O1 |Apo-GcvH|1 S2 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine degradation I
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(CC(=O)NCCSC(=O)C=Cc1(cc(O)c(O)cc1))NC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-homocysteine + feruloyl-CoA lignin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(CC(=O)NCCSC(=O)C=Cc1(cc(O)c(O)cc1))NC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-homocysteine + feruloyl-CoA suberin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(CC(=O)NCCSC(=O)C=Cc1(cc(O)c(O)cc1))NC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) 2.3.1.133 caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate lignin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(CC(=O)NCCSC(=O)C=Cc1(cc(O)c(O)cc1))NC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) 2.3.1.133 caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate lignin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(CC(=O)NCCSC(=O)C=Cc1(cc(O)c(O)cc1))NC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) 6.2.1.12 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + pyrophosphate suberin biosynthesis
tRNAlys TRNA(LYS) LIGAND-CPD:C01646 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + pyrophosphate + AMP tRNA charging pathway
glycerol 1,2,3-trihydroxypropane*glycerin*1,2,3-trihydroxypropanol 92.094 C3 H8 O3 C(O)C(O)CO LIGAND-CPD:C00116*CAS:56-81-5 2.7.1.30 glycerol + ATP = glycerol-3-phosphate + ADP glycerol degradation IV
glycerol 1,2,3-trihydroxypropane*glycerin*1,2,3-trihydroxypropanol 92.094 C3 H8 O3 C(O)C(O)CO LIGAND-CPD:C00116*CAS:56-81-5 2.7.1.30 glycerol + ATP = glycerol-3-phosphate + ADP glycerol degradation I
glycerol 1,2,3-trihydroxypropane*glycerin*1,2,3-trihydroxypropanol 92.094 C3 H8 O3 C(O)C(O)CO LIGAND-CPD:C00116*CAS:56-81-5 3.1.1.23 H2O + acylglycerol = a fatty acid + glycerol triacylglycerol degradation
glycerol 1,2,3-trihydroxypropane*glycerin*1,2,3-trihydroxypropanol 92.094 C3 H8 O3 C(O)C(O)CO LIGAND-CPD:C00116*CAS:56-81-5 2.7.8.- 2 an L-1-phosphatidyl-glycerol = cardiolipin + glycerol phospholipid biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.4.3 AMP + ATP = ADP + ADP salvage pathways of purine and pyrimidine nucleotides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.4.3 AMP + ATP = ADP + ADP purine nucleotides de novo biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine and pyrimidine nucleotides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 dissimilatory sulfate reduction
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 sulfate assimilation III
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 3.5.4.6 AMP + H2O = IMP + ammonia salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 3.5.4.6 AMP + H2O = IMP + ammonia purine degradation
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.9.3 H2O + selenide + ATP = selenophosphate + phosphate + AMP selenocysteine biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.6.5 ATP + GDP = AMP + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.1.147 beta-D-glucose + ADP = beta-D-glucose-6-phosphate + AMP glycolysis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.1.146 D-fructose-6-phosphate + ADP = fructose-1,6-bisphosphate + AMP glycolysis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.4.15 BCCP (monomer) + biotin + ATP = pyrophosphate + AMP + biotin-BCCP (monomer) fatty acid biosynthesis -- initial steps
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + pyrophosphate + NAD+ + L-glutamate NAD biosynthesis I (from aspartate)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + pyrophosphate + NAD+ NAD biosynthesis I (from aspartate)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + pyrophosphate suberin biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.12 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + pyrophosphate suberin biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP reductive tricarboxylic acid cycle
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + pyrophosphate + AMP pantothenate biosynthesis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 4.3.2.2 adenylo-succinate = fumarate + AMP salvage pathways of purine nucleosides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP superpathway of citrulline metabolism
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP urea cycle
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis II (acetyl cycle)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.6.5 GTP + ATP = guanosine 3'-diphosphate 5'-triphosphate + AMP ppGpp biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP chlorophyllide a biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + pyrophosphate + AMP fatty acid oxidation pathway I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.3 octanoate + ATP + coenzyme A = octanoyl-CoA + AMP + pyrophosphate octane oxidation
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP methylcitrate cycle
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP beta-alanine biosynthesis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP glutamate degradation VII (to butyrate)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP pyruvate oxidation pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP acetate utilization
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP salvage pathways of purine and pyrimidine nucleotides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP purine nucleotides de novo biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.11 tRNAsec + L-serine + ATP = L-seryl-tRNAsec + pyrophosphate + AMP selenocysteine biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + pyrophosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP lignin biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP flavonoid biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*A*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00020*CAS:61-19-8*NCI:20264 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + pyrophosphate + AMP tRNA charging pathway
a 1,4-beta-D-glucan 14-β-D-glucosyln1*(1,4-β-D-glucosyl)(n)*(1,4-β-D-glucosyl)(n+1)*(1,4-β-D-glucosyl)(n-1) CAS:9004-34-6 2.4.1.12 UDP-D-glucose + (1,4-beta-D-glucosyl)(n) = UDP + (1,4-beta-D-glucosyl)(n+1) cellulose biosynthesis
alpha-D-galactose α-galactose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation I
alpha-D-galactose α-galactose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation III
alpha-D-galactose α-galactose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP colanic acid building blocks biosynthesis
alpha-D-galactose α-galactose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) 5.1.3.3 beta-D-galactose = alpha-D-galactose galactose degradation I
neoxanthin 600.88 C40 H56 O4 CC(C=CC=C(C)C=C=C1(C(C)(C)CC(O)CC(C)(O)1))=CC=CC=C(C)C=CC=C(C)C=CC23(C(C)(O2)CC(O)CC(C)(C)3) LIGAND-CPD:C08606 RXN1F-155 violaxanthin = neoxanthin carotenoid biosynthesis
5alpha-campestan-3-one methylcholestanone*(24R)-24-methyl-5α-cholestan-3-one*3-dehydro-campestanol 400.687 C28 H48 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(=O)CC4)(C)))) RXN-4230 5alpha-campestan-3-one + O2 = 22alpha-hydroxy-5alpha-campestan-3-one + H2O brassinosteroid biosynthesis II
5alpha-campestan-3-one methylcholestanone*(24R)-24-methyl-5α-cholestan-3-one*3-dehydro-campestanol 400.687 C28 H48 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(=O)CC4)(C)))) RXN-712 5alpha-campestan-3-one = campestanol brassinosteroid biosynthesis II
5alpha-campestan-3-one methylcholestanone*(24R)-24-methyl-5α-cholestan-3-one*3-dehydro-campestanol 400.687 C28 H48 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(=O)CC4)(C)))) 1.3.99.- campest-4-en-3-one + NADPH = 5alpha-campestan-3-one + NADP+ brassinosteroid biosynthesis II
L-tryptophanyl-tRNAtrp L-TRYPTOPHANYL-TRNA(TRP) LIGAND-CPD:C03512 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + pyrophosphate + AMP tRNA charging pathway
GA19 gibberellin A19*gibberellin A19*GA19 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA19 gibberellin A19*gibberellin A19*GA19 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
GA19 gibberellin A19*gibberellin A19*GA19 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.12 GA44 + alpha-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
alpha-aminoadipate L-α-aminoadipate*L-α-aminoadipic acid*L-2-aminoadipic acid*L-2-aminoadipate 161.157 C6 H11 N1 O4 C(O)(=O)C(N)CCCC(=O)O CAS:542-32-5 2.6.1.39 alpha-ketoglutarate + alpha-aminoadipate = L-glutamate + alpha-ketoadipate lysine degradation II
alpha-aminoadipate L-α-aminoadipate*L-α-aminoadipic acid*L-2-aminoadipic acid*L-2-aminoadipate 161.157 C6 H11 N1 O4 C(O)(=O)C(N)CCCC(=O)O CAS:542-32-5 ALLYSINE-DEHYDROG-RXN H2O + allysine + NAD+ = alpha-aminoadipate + NADH lysine degradation II
cardiolipin diphosphatidylglycerol C13 H20 O17 R4 P2 LIGAND-CPD:C05980 2.7.8.- 2 an L-1-phosphatidyl-glycerol = cardiolipin + glycerol phospholipid biosynthesis I
hydroxymethylpyrimidine phosphate 4-amino-2-methyl-5-phosphomethylpyrimidine*4-amino-5-phosphomethyl-2-methylpyrimidine*HMP-P*4-amino-5-hydroxymethyl-2-methylpyrimidine-P*4-amino-5-hydroxymethyl-2-methylpyrimidine-phosphate 219.136 C6 H10 N3 O4 P1 Cc1(nc(N)c(cn1)COP(O)(O)=O) LIGAND-CPD:C04556 2.7.4.7 hydroxymethylpyrimidine phosphate + ATP = 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate + ADP thiamin biosynthesis
hydroxymethylpyrimidine phosphate 4-amino-2-methyl-5-phosphomethylpyrimidine*4-amino-5-phosphomethyl-2-methylpyrimidine*HMP-P*4-amino-5-hydroxymethyl-2-methylpyrimidine-P*4-amino-5-hydroxymethyl-2-methylpyrimidine-phosphate 219.136 C6 H10 N3 O4 P1 Cc1(nc(N)c(cn1)COP(O)(O)=O) LIGAND-CPD:C04556 PYRIMSYN1-RXN 5-aminoimidazole ribonucleotide = hydroxymethylpyrimidine phosphate thiamin biosynthesis
hydroxymethylpyrimidine phosphate 4-amino-2-methyl-5-phosphomethylpyrimidine*4-amino-5-phosphomethyl-2-methylpyrimidine*HMP-P*4-amino-5-hydroxymethyl-2-methylpyrimidine-P*4-amino-5-hydroxymethyl-2-methylpyrimidine-phosphate 219.136 C6 H10 N3 O4 P1 Cc1(nc(N)c(cn1)COP(O)(O)=O) LIGAND-CPD:C04556 2.7.1.49 ATP + hydroxymethylpyrimidine = ADP + hydroxymethylpyrimidine phosphate thiamin biosynthesis
feruloyl-CoA trans-feruloyl-CoA 943.705 C31 H44 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc4(cc(OC)c(O)cc4)) LIGAND-CPD:C00406*PUBCHEM:5280347*PUBCHEM:11966129*PUBCHEM:656487 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
feruloyl-CoA trans-feruloyl-CoA 943.705 C31 H44 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc4(cc(OC)c(O)cc4)) LIGAND-CPD:C00406*PUBCHEM:5280347*PUBCHEM:11966129*PUBCHEM:656487 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A suberin biosynthesis
feruloyl-CoA trans-feruloyl-CoA 943.705 C31 H44 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc4(cc(OC)c(O)cc4)) LIGAND-CPD:C00406*PUBCHEM:5280347*PUBCHEM:11966129*PUBCHEM:656487 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A lignin biosynthesis
feruloyl-CoA trans-feruloyl-CoA 943.705 C31 H44 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc4(cc(OC)c(O)cc4)) LIGAND-CPD:C00406*PUBCHEM:5280347*PUBCHEM:11966129*PUBCHEM:656487 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + pyrophosphate suberin biosynthesis
feruloyl-CoA trans-feruloyl-CoA 943.705 C31 H44 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc4(cc(OC)c(O)cc4)) LIGAND-CPD:C00406*PUBCHEM:5280347*PUBCHEM:11966129*PUBCHEM:656487 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-homocysteine + feruloyl-CoA lignin biosynthesis
feruloyl-CoA trans-feruloyl-CoA 943.705 C31 H44 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc4(cc(OC)c(O)cc4)) LIGAND-CPD:C00406*PUBCHEM:5280347*PUBCHEM:11966129*PUBCHEM:656487 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-homocysteine + feruloyl-CoA suberin biosynthesis
L-prolyl-tRNApro L-PROLYL-TRNA(PRO) LIGAND-CPD:C02702 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + pyrophosphate + AMP tRNA charging pathway
S-lactoyl-glutathione S-D-lactoylglutathione*D-lactoylglutathione*(R)-S-lactoylglutathione 379.384 C13 H21 N3 O8 S1 C(O)(=O)C(N)CCC(=O)NC(CSC(=O)C(C)O)C(=O)NCC(=O)O CAS:59-85-8*LIGAND-CPD:C03451*CAS:25138-66-3 4.4.1.5 methylglyoxal + glutathione = S-lactoyl-glutathione methylglyoxal degradation
S-lactoyl-glutathione S-D-lactoylglutathione*D-lactoylglutathione*(R)-S-lactoylglutathione 379.384 C13 H21 N3 O8 S1 C(O)(=O)C(N)CCC(=O)NC(CSC(=O)C(C)O)C(=O)NCC(=O)O CAS:59-85-8*LIGAND-CPD:C03451*CAS:25138-66-3 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 4.1.1.35 UDP-D-glucuronate = UDP-D-xylose + CO2 UDP-D-xylose biosynthesis
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation III
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(O)C(O)C(O)C(O1)C(=O)O)OP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH colanic acid building blocks biosynthesis
2-phosphoglycolate 2-p-glycolate*phosphoglycolate*Phosphoglycolic acid 156.032 C2 H5 O6 P1 C(C(=O)O)OP(=O)(O)O LIGAND-CPD:C00988 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate superpathway of serine and glycine biosynthesis II
2-phosphoglycolate 2-p-glycolate*phosphoglycolate*Phosphoglycolic acid 156.032 C2 H5 O6 P1 C(C(=O)O)OP(=O)(O)O LIGAND-CPD:C00988 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate photorespiration
2-phosphoglycolate 2-p-glycolate*phosphoglycolate*Phosphoglycolic acid 156.032 C2 H5 O6 P1 C(C(=O)O)OP(=O)(O)O LIGAND-CPD:C00988 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
2,5-dichloro-cis,cis-muconate 2,5-dichloro-cis,cis-muconic acid 211.001 C6 H4 O4 CL2 C(O)(=O)C(Cl)=CC=C(Cl)C(=O)O UM-BBD-CPD:C0292 CHLOROMUCISOM-RXN 2,5-dichloro-cis,cis-muconate = 2-chloro-trans-dienelactone + Cl- 1,4-dichlorobenzene degradation
2,5-dichloro-cis,cis-muconate 2,5-dichloro-cis,cis-muconic acid 211.001 C6 H4 O4 CL2 C(O)(=O)C(Cl)=CC=C(Cl)C(=O)O UM-BBD-CPD:C0292 CHLOROCATDIOXY-RXN 3,6-dichlorocatechol + O2 = 2,5-dichloro-cis,cis-muconate 1,4-dichlorobenzene degradation
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 6.1.1.11 tRNAsec + L-serine + ATP = L-seryl-tRNAsec + pyrophosphate + AMP selenocysteine biosynthesis
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + pyrophosphate + AMP tRNA charging pathway
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 4.3.1.17 L-serine = pyruvate + ammonia L-serine degradation
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 4.3.1.17 L-serine = pyruvate + ammonia glycine betaine degradation
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A sulfate assimilation III
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.6.1.45 glyoxylate + L-serine = hydroxypyruvate + glycine formaldehyde assimilation I (serine pathway)
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.6.1.45 glyoxylate + L-serine = hydroxypyruvate + glycine formaldehyde assimilation I (serine pathway)
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 4.2.1.22 homocysteine + L-serine = H2O + cystathionine methionine degradation I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 RXN-974 L-serine + alpha-ketoglutarate = hydroxypyruvate + L-glutamate photorespiration
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.6.1.51 pyruvate + L-serine = L-alanine + hydroxypyruvate superpathway of serine and glycine biosynthesis II
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.7.8.8 a CDP-diacylglycerol + L-serine = CMP + an L-1-phosphatidylserine phospholipid biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 RXN-1382 an L-1-phosphatidyl-ethanolamine + L-serine = an L-1-phosphatidylserine + ethanolamine phospholipid biosynthesis II
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate glycine biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate serine biosynthesis
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate superpathway of serine and glycine biosynthesis II
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate polyglutamylation I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine betaine degradation
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate transformations
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis II
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate photorespiration
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)[CH](N)CO LIGAND-CPD:C00065*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formaldehyde assimilation I (serine pathway)
gamma-butyrobetaine 3-carboxypropyl-trimethyl-ammonium*4-trimethylammoniobutanoate 145.201 C7 H15 N1 O2 C([N+](C)(C)C)CCC(=O)[O-] 1.14.11.1 gamma-butyrobetaine + O2 + alpha-ketoglutarate = L-carnitine + CO2 + succinate gamma-butyrobetaine degradation
2-amino-muconate 2-Aminomuconate 157.126 C6 H7 N1 O4 C(O)(=O)C(N)=CC=CC(O)=O 2-AMINOMUCONATE-REDUCTASE-RXN 2-amino-muconate + 2 H2O + NADH = NH(4)OH + alpha-ketoadipate + NAD+ tryptophan degradation III (eukaryotic)
2-amino-muconate 2-Aminomuconate 157.126 C6 H7 N1 O4 C(O)(=O)C(N)=CC=CC(O)=O 1.2.1.32 H2O + NAD+ + 2-aminomuconate semialdehyde = NADH + 2-amino-muconate tryptophan degradation III (eukaryotic)
3-sulfinyl-pyruvate 3-sulphinyl-pyruvate*β-sulfinylpyruvate 152.122 C3 H4 O5 S1 C(S(=O)O)C(=O)C(O)=O 3-SULFINYL-PYRUVATE-SPON-RXN 3-sulfinyl-pyruvate + H2O = pyruvate + SO3-2 L-cysteine degradation I
3-sulfinyl-pyruvate 3-sulphinyl-pyruvate*β-sulfinylpyruvate 152.122 C3 H4 O5 S1 C(S(=O)O)C(=O)C(O)=O 2.6.1.1 3-sulfinoalanine + alpha-ketoglutarate = 3-sulfinyl-pyruvate + L-glutamate L-cysteine degradation I
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate ureide biosynthesis
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate purine degradation
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 1.1.1.204 xanthine + NAD+ + H2O = urate + NADH salvage pathways of adenine, hypoxanthine, and their nucleosides
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 RXN0-902 hypoxanthine + H2O = 2 H+ + xanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides II (plant)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 XANTHOSINEPHOSPHORY-RXN xanthosine + phosphate = ribose-1-phosphate + xanthine ureide biosynthesis
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides II (plant)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 3.2.2.1 xanthosine + H2O = xanthine + D-ribose purine degradation
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
xanthine 2,6-dioxopurine 152.112 C5 H4 N4 O2 c12(c([nH]cn1)c(=O)[nH]c(=O)[nH]2) LIGAND-CPD:C00385*CAS:69-89-6 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation
acetoacetate 3-ketobutyrate*3-oxobutanate*oxobutyrate*acetoacetic acid*3-oxobutyric acid*3-oxobutanoic acid*diacetic acid*β-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)CC(=O)C LIGAND-CPD:C00164*CAS:541-50-4 2.8.3.5 succinate + acetoacetyl-CoA = succinyl-CoA + acetoacetate TCA cycle variation VIII
acetoacetate 3-ketobutyrate*3-oxobutanate*oxobutyrate*acetoacetic acid*3-oxobutyric acid*3-oxobutanoic acid*diacetic acid*β-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)CC(=O)C LIGAND-CPD:C00164*CAS:541-50-4 2.8.3.- acetoacetate + acetyl-CoA = acetoacetyl-CoA + acetate acetoacetate degradation
acetoacetate 3-ketobutyrate*3-oxobutanate*oxobutyrate*acetoacetic acid*3-oxobutyric acid*3-oxobutanoic acid*diacetic acid*β-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)CC(=O)C LIGAND-CPD:C00164*CAS:541-50-4 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA mevalonate degradation
acetoacetate 3-ketobutyrate*3-oxobutanate*oxobutyrate*acetoacetic acid*3-oxobutyric acid*3-oxobutanoic acid*diacetic acid*β-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)CC(=O)C LIGAND-CPD:C00164*CAS:541-50-4 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine degradation I
acetoacetate 3-ketobutyrate*3-oxobutanate*oxobutyrate*acetoacetic acid*3-oxobutyric acid*3-oxobutanoic acid*diacetic acid*β-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)CC(=O)C LIGAND-CPD:C00164*CAS:541-50-4 3.7.1.2 H2O + 4-fumaryl-acetoacetate = fumarate + acetoacetate tyrosine degradation
acetoacetate 3-ketobutyrate*3-oxobutanate*oxobutyrate*acetoacetic acid*3-oxobutyric acid*3-oxobutanoic acid*diacetic acid*β-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)CC(=O)C LIGAND-CPD:C00164*CAS:541-50-4 3.7.1.2 H2O + 4-fumaryl-acetoacetate = fumarate + acetoacetate phenylalanine degradation I
N-acetyl-D-glucosamine-6-phosphate N-acetylglucosamine-6-P*GlcNAc-6-P*N-acetyl-D-glucosamine-6-P*N-acetyl-glucosamine-6-phosphate*N-acetyl-glucosamine-6-P 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(O)C(O)C(OC1O)COP(O)(O)=O) LIGAND-CPD:C00357*CAS:102029-88-9 5.4.2.3 N-acetyl-D-glucosamine-6-phosphate = N-acetyl-glucosamine-1-phosphate UDP-N-acetylgalactosamine biosynthesis
N-acetyl-D-glucosamine-6-phosphate N-acetylglucosamine-6-P*GlcNAc-6-P*N-acetyl-D-glucosamine-6-P*N-acetyl-glucosamine-6-phosphate*N-acetyl-glucosamine-6-P 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(O)C(O)C(OC1O)COP(O)(O)=O) LIGAND-CPD:C00357*CAS:102029-88-9 2.3.1.4 D-glucosamine-6-phosphate + acetyl-CoA = N-acetyl-D-glucosamine-6-phosphate + coenzyme A UDP-N-acetylgalactosamine biosynthesis
N-acetyl-D-glucosamine-6-phosphate N-acetylglucosamine-6-P*GlcNAc-6-P*N-acetyl-D-glucosamine-6-P*N-acetyl-glucosamine-6-phosphate*N-acetyl-glucosamine-6-P 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(O)C(O)C(OC1O)COP(O)(O)=O) LIGAND-CPD:C00357*CAS:102029-88-9 5.-.-.- N-acetyl-D-mannosamine-6-phosphate = N-acetyl-D-glucosamine-6-phosphate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
caffeoylshikimate 336.298 C16 H16 O8 C(=O)(O)C1(CC(C(O)C(C=1)O)OC(=O)C=CC2(C=C(O)C(O)=CC=2)) 2.3.1.133 caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate lignin biosynthesis
caffeoylshikimate 336.298 C16 H16 O8 C(=O)(O)C1(CC(C(O)C(C=1)O)OC(=O)C=CC2(C=C(O)C(O)=CC=2)) 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O lignin biosynthesis
tRNAasp TRNA(ASP) LIGAND-CPD:C01638 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + pyrophosphate + AMP tRNA charging pathway
reduced cytochrome c ferrocytochrome c*a reduced Cytochrome C protein*reduced Cytochrome C protein 1.9.3.1 O2 + 4 reduced cytochrome c = 2 H2O + 4 oxidized cytochrome c aerobic respiration -- electron donor II
reduced cytochrome c ferrocytochrome c*a reduced Cytochrome C protein*reduced Cytochrome C protein 1.10.2.2 2 oxidized cytochrome c + UQH2 = 2 reduced cytochrome c + UQ aerobic respiration -- electron donor II
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate ribose degradation
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate non-oxidative branch of the pentose phosphate pathway
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate glucose fermentation to lactate II
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP salvage pathways of purine and pyrimidine nucleotides
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate superpathway of gluconate degradation
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate Calvin cycle
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate ribose degradation
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate non-oxidative branch of the pentose phosphate pathway
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate formaldehyde assimilation II (RuMP Cycle)
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate glucose fermentation to lactate II
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 5.4.2.7 ribose-1-phosphate = D-ribose-5-phosphate (deoxy)ribose phosphate degradation
D-ribose-5-phosphate α-D-ribose-5-phosphate*D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate 230.111 C5 H11 O8 P1 C(=O)C(O)C(O)C(O)COP(O)(=O)O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 2.7.1.15 D-ribose + ATP = D-ribose-5-phosphate + ADP ribose degradation
oxidized flavodoxin flavodoxin (oxidized) CAS:121-69-7*LIGAND-CPD:C02869 RXN0-724 UTP + reduced flavodoxin = dUTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
oxidized flavodoxin flavodoxin (oxidized) CAS:121-69-7*LIGAND-CPD:C02869 RXN0-723 CTP + reduced flavodoxin = dCTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
oxidized flavodoxin flavodoxin (oxidized) CAS:121-69-7*LIGAND-CPD:C02869 RXN0-745 ATP + reduced flavodoxin = dATP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
oxidized flavodoxin flavodoxin (oxidized) CAS:121-69-7*LIGAND-CPD:C02869 RXN0-746 GTP + reduced flavodoxin = dGTP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
dihydroneopterin phosphate Dihydroneopterin monophosphate*dihydroneopterin-p*2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphate 335.213 C9 H14 N5 O7 P1 C2(C(C(O)C(O)COP(O)(O)=O)=Nc1(c(=O)[nH]c(N)nc1N2)) LIGAND-CPD:C05925 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin + phosphate tetrahydrofolate biosynthesis
dihydroneopterin phosphate Dihydroneopterin monophosphate*dihydroneopterin-p*2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphate 335.213 C9 H14 N5 O7 P1 C2(C(C(O)C(O)COP(O)(O)=O)=Nc1(c(=O)[nH]c(N)nc1N2)) LIGAND-CPD:C05925 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin + phosphate tetrahydrofolate biosynthesis I
dihydroneopterin phosphate Dihydroneopterin monophosphate*dihydroneopterin-p*2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphate 335.213 C9 H14 N5 O7 P1 C2(C(C(O)C(O)COP(O)(O)=O)=Nc1(c(=O)[nH]c(N)nc1N2)) LIGAND-CPD:C05925 3.6.1.- dihydroneopterin triphosphate + H2O = dihydroneopterin phosphate + pyrophosphate tetrahydrofolate biosynthesis
dihydroneopterin phosphate Dihydroneopterin monophosphate*dihydroneopterin-p*2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphate 335.213 C9 H14 N5 O7 P1 C2(C(C(O)C(O)COP(O)(O)=O)=Nc1(c(=O)[nH]c(N)nc1N2)) LIGAND-CPD:C05925 3.6.1.- dihydroneopterin triphosphate + H2O = dihydroneopterin phosphate + pyrophosphate tetrahydrofolate biosynthesis I
2-methylacetoacetyl-CoA 2-methyl-3-acetoacetyl-CoA*2-methylacetoacetyl coenzyme A 865.635 C26 H42 N7 O18 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(C)=O) CAS:6712-01-2 2.3.1.9 2-methylacetoacetyl-CoA + coenzyme A = propionyl-CoA + acetyl-CoA isoleucine degradation I
2-methylacetoacetyl-CoA 2-methyl-3-acetoacetyl-CoA*2-methylacetoacetyl coenzyme A 865.635 C26 H42 N7 O18 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(C)=O) CAS:6712-01-2 1.1.1.178 NAD+ + 2-methyl-3-hydroxybutyryl-CoA = NADH + 2-methylacetoacetyl-CoA isoleucine degradation I
D-proline 115.132 C5 H9 N1 O2 C(O)(=O)[CH]1(NCCC1) CAS:344-25-2 PRDABST-RXN D-proline + NADH = 5-aminopentanoate + NAD+ interconversion of arginine, ornithine and proline
D-proline 115.132 C5 H9 N1 O2 C(O)(=O)[CH]1(NCCC1) CAS:344-25-2 5.1.1.4 L-proline = D-proline interconversion of arginine, ornithine and proline
24-methyldesmosterol 398.671 C28 H46 O1 CC(C)=C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-708 24-methyldesmosterol = campesterol sterol biosynthesis
24-methyldesmosterol 398.671 C28 H46 O1 CC(C)=C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4222 24-methylenecholesterol = 24-methyldesmosterol sterol biosynthesis
a protein-Ntau-phospho-L-histidine 2.7.1.69 fructose + a protein-Ntau-phospho-L-histidine = D-fructose-6-phosphate fructose degradation to pyruvate and lactate (anaerobic)
a protein-Ntau-phospho-L-histidine 2.7.1.69 sucrose + a protein-Ntau-phospho-L-histidine = sucrose-6-phosphate sucrose degradation I
mannose-6-phosphate mannose-6-phosphate*D-mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate mannose degradation
mannose-6-phosphate mannose-6-phosphate*D-mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate ascorbate biosynthesis
mannose-6-phosphate mannose-6-phosphate*D-mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate GDP-mannose metabolism
mannose-6-phosphate mannose-6-phosphate*D-mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate colanic acid building blocks biosynthesis
mannose-6-phosphate mannose-6-phosphate*D-mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP mannose degradation
mannose-6-phosphate mannose-6-phosphate*D-mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP GDP-mannose metabolism
mannose-6-phosphate mannose-6-phosphate*D-mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate ascorbate biosynthesis
mannose-6-phosphate mannose-6-phosphate*D-mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate GDP-mannose metabolism
mannose-6-phosphate mannose-6-phosphate*D-mannose-6-phosphate*α-D-mannose-6-phosphate*α-D-mannose-6-P 260.137 C6 H13 O9 P1 C(OP(O)(O)=O)C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00275*CAS:3672-15-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate colanic acid building blocks biosynthesis
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis I
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis II
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis III
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 2.4.1.216 phosphate + trehalose 6-phosphate = beta-D-glucose-6-phosphate + beta-D-Glucose 1-phosphate trehalose degradation III
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 TRANS-RXN-168 phosphoenolpyruvate + trehalose[periplasmic space] = trehalose 6-phosphate[cytosol] + pyruvate trehalose degradation III
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 2.4.1.15 UDP-D-glucose + alpha-D-glucose-6-phosphate = UDP + trehalose 6-phosphate trehalose biosynthesis I
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 2.4.1.- alpha-D-glucose-6-phosphate + ADP-D-glucose = trehalose 6-phosphate + ADP trehalose biosynthesis II
trehalose 6-phosphate α,α-trehalose 6-phosphate 422.279 C12 H23 O14 P1 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C00689*CAS:4484-88-2 2.4.1.36 GDP-D-glucose + alpha-D-glucose-6-phosphate = trehalose 6-phosphate + GDP trehalose biosynthesis III
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = phosphate + 5'-phosphoribosyl-N-formylglycineamide + ADP purine nucleotides de novo biosynthesis I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 FHLMULTI-RXN formate = CO2 + H2 respiration (anaerobic)
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 2.3.1.54 pyruvate + coenzyme A = formate + acetyl-CoA respiration (anaerobic)
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate polyglutamylation I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF reductive acetyl coenzyme A pathway
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate transformations
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis II
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine degradation I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 1.2.2.1 a ferricytochrome b1 + formate = a ferrocytochrome b1 + CO2 glycine degradation I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 1.2.1.43 NADP+ + formate = NADPH + CO2 gallate degradation III (anaerobic)
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 1.2.1.43 NADP+ + formate = NADPH + CO2 reductive acetyl coenzyme A pathway
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 R147-RXN 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway II
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 3.5.1.9 N-formylkynurenine + H2O = kynurenine + formate tryptophan degradation III (eukaryotic)
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 3.5.4.16 2 H2O + GTP = dihydroneopterin triphosphate + formate + H2O tetrahydrofolate biosynthesis
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 3.5.4.16 2 H2O + GTP = dihydroneopterin triphosphate + formate + H2O tetrahydrofolate biosynthesis I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate folate transformations
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate formylTHF biosynthesis I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 6.3.4.3 an N10-formyl-tetrahydrofolate + ADP + phosphate = a tetrahydrofolate polyglutamate + ATP + formate tetrahydrofolate biosynthesis I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 1.14.13.70 3 NADPH + 3 O2 + obtusifoliol + 3 H+ = 4 H2O + 3 NADP+ + formate + (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol sterol biosynthesis
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 1.14.13.70 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADP+ + H2O + formate cholesterol biosynthesis
9,10-EOT 9,10-epoxy-10,12Z,15Z-octadecatrienoic acid 292.417 C18 H28 O3 CCC=CCC=CC=C1(C(O1)CCCCCCCC(=O)O) LIGAND-CPD:C16324 RXN-8500 9-HPOT = 9,10-EOT + H2O 9-LOX and 9-AOS pathway
1-18:1-2-trans-16:1-sn-glycerol-3-phosphate 672.921 C37 H69 O8 P1 C(OP(O)(=O)O)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-trans-16:1-sn-glycerol-3-phosphate = 1-18:2-2-trans-16:1-sn-glycerol-3-phosphate phospholipid desaturation pathway
1-18:1-2-trans-16:1-sn-glycerol-3-phosphate 672.921 C37 H69 O8 P1 C(OP(O)(=O)O)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-16:0-sn-glycerol-3-phosphate = 1-18:1-2-trans-16:1-sn-glycerol-3-phosphate phospholipid desaturation pathway
an L-1-phosphatidyl-glycerol Phosphatidylglycerol (Ecoli)*3-(3-sn-phosphatidyl)glycerol*3(3-phosphatidyl-)glycerol*1-phosphatidylglycerol*phosphatidylglycerol C8 H13 O10 R11 R21 P1 C(OC(=O)[R2])C(OC(=O)[R1])COP(O)(=O)OCC(O)CO LIGAND-CPD:C00344 2.7.8.- 2 an L-1-phosphatidyl-glycerol = cardiolipin + glycerol phospholipid biosynthesis I
an L-1-phosphatidyl-glycerol Phosphatidylglycerol (Ecoli)*3-(3-sn-phosphatidyl)glycerol*3(3-phosphatidyl-)glycerol*1-phosphatidylglycerol*phosphatidylglycerol C8 H13 O10 R11 R21 P1 C(OC(=O)[R2])C(OC(=O)[R1])COP(O)(=O)OCC(O)CO LIGAND-CPD:C00344 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate phospholipid biosynthesis II
an L-1-phosphatidyl-glycerol Phosphatidylglycerol (Ecoli)*3-(3-sn-phosphatidyl)glycerol*3(3-phosphatidyl-)glycerol*1-phosphatidylglycerol*phosphatidylglycerol C8 H13 O10 R11 R21 P1 C(OC(=O)[R2])C(OC(=O)[R1])COP(O)(=O)OCC(O)CO LIGAND-CPD:C00344 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate phospholipid biosynthesis I
5-phospho-beta-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O1)N) LIGAND-CPD:C03090 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
5-phospho-beta-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O1)N) LIGAND-CPD:C03090 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
5-phospho-beta-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O1)N) LIGAND-CPD:C03090 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis II
5-phospho-beta-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O1)N) LIGAND-CPD:C03090 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis I
a beta-ketoacyl-ACP 3-oxoacyl-[acyl-carrier protein]*acetoacyl-ACP*CH3(CH2)xCOCH2CO-S-ACP C3 H2 O2 R1 ACP1 1.1.1.100 NADPH + a beta-ketoacyl-ACP = a D-3-hydroxy-acyl-ACP + NADP+ fatty acid elongation -- saturated
a beta-ketoacyl-ACP 3-oxoacyl-[acyl-carrier protein]*acetoacyl-ACP*CH3(CH2)xCOCH2CO-S-ACP C3 H2 O2 R1 ACP1 1.1.1.100 NADPH + a beta-ketoacyl-ACP = a D-3-hydroxy-acyl-ACP + NADP+ fatty acid elongation -- unsaturated
a beta-ketoacyl-ACP 3-oxoacyl-[acyl-carrier protein]*acetoacyl-ACP*CH3(CH2)xCOCH2CO-S-ACP C3 H2 O2 R1 ACP1 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- saturated
a beta-ketoacyl-ACP 3-oxoacyl-[acyl-carrier protein]*acetoacyl-ACP*CH3(CH2)xCOCH2CO-S-ACP C3 H2 O2 R1 ACP1 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- unsaturated
delta-carotene ε,ψ-carotene 536.882 C40 H56 CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC1(C(C)(C)CCC=C(C)1) LIGAND-CPD:C08586 RXN1F-148 delta-carotene = alpha-carotene carotenoid biosynthesis
delta-carotene ε,ψ-carotene 536.882 C40 H56 CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC1(C(C)(C)CCC=C(C)1) LIGAND-CPD:C08586 RXN1F-147 lycopene = delta-carotene carotenoid biosynthesis
(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3135.549 C150 H250 N2 O62 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC8(OC(COC5(OC(COC3(C(C(O)C(O)C(O3)CO)OC4(OC(CO)C(O)C(O)C(O)4)))C(O)C(C(O)5)OC6(C(C(O)C(O)C(O6)CO)OC7(OC(CO)C(O)C(O)C(O)7))))C(O)C(C(O)8)OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(OC(CO)C(O)C(O)C(O)11)))))) RXN-5470 (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3135.549 C150 H250 N2 O62 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC8(OC(COC5(OC(COC3(C(C(O)C(O)C(O3)CO)OC4(OC(CO)C(O)C(O)C(O)4)))C(O)C(C(O)5)OC6(C(C(O)C(O)C(O6)CO)OC7(OC(CO)C(O)C(O)C(O)7))))C(O)C(C(O)8)OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(OC(CO)C(O)C(O)C(O)11)))))) RXN-5469 (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
tRNAsec 6.1.1.11 tRNAsec + L-serine + ATP = L-seryl-tRNAsec + pyrophosphate + AMP selenocysteine biosynthesis
dephospho-CoA dephosphocoenzyme A 687.554 C21 H35 N7 O13 P2 S1 C(=O)(NCCS)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00882*CAS:3633-59-8 2.7.1.24 dephospho-CoA + ATP = coenzyme A + ADP coenzyme A biosynthesis
dephospho-CoA dephosphocoenzyme A 687.554 C21 H35 N7 O13 P2 S1 C(=O)(NCCS)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00882*CAS:3633-59-8 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + pyrophosphate coenzyme A biosynthesis
a trans-polyisoprenyln-PP 2.5.1.- a trans-polyisoprenyln-PP + delta3-isopentenyl-PP = trans-polyisoprenyln+1-PP + pyrophosphate polyisoprenoid biosynthesis
1-acyl-sn-glycero-3-phosphocholine 1-Acyl-sn-glycerol-3-phosphocholine*1-Acylglycero-3-phosphocholine C9 H20 N1 O7 R1 P1 RXN-1641 a phosphatidylcholine + a 1,2-diacylglycerol = triacylglycerol + 1-acyl-sn-glycero-3-phosphocholine triacylglycerol biosynthesis
1-18:1-2-16:0-monogalactosyldiacylglycerol 757.099 C43 H80 O10 C1(OC(CO)C(O)C(O)C(O)1)OCC(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-16:0-monogalactosyldiacylglycerol = 1-18:1-2-16:1-monogalactosyldiacylglycerol glycosylglyceride desaturation pathway
kaempferol-3-rhamnoside-7-rhamnoside kaempferol-3-O-rhamnopyranoside-7-O-rhamnopyranoside 578.526 C27 H30 O14 C1(OC(C)C(O)C(O)C(O)1)Oc2(c(=O)c4(c(oc2c3(ccc(O)cc3))cc(cc(O)4)OC5(C(O)C(O)C(O)C(C)O5))) RXN1F-475 kaempferol-3-rhamnoside + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside-7-rhamnoside + dTDP flavonol biosynthesis
UDP-sulfoquinovose 630.364 C15 H24 N2 O19 P2 S1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(OC(CS(=O)(O)=O)C(O)C(O)C3O))) RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP glycosylglyceride biosynthesis
UDP-sulfoquinovose 630.364 C15 H24 N2 O19 P2 S1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OC3(OC(CS(=O)(O)=O)C(O)C(O)C3O))) 3.13.1.1 UDP-D-glucose + SO3-2 = UDP-sulfoquinovose + H2O glycosylglyceride biosynthesis
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 2.3.1.16 coenzyme A + a 3-ketoacyl-CoA = an acyl-CoA + acetyl-CoA fatty acid oxidation pathway I
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 1.1.1.35 NAD+ + a (3S)-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid oxidation pathway I
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP salvage pathways of purine nucleosides
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis I
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis II
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis I
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH ureide biosynthesis
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides II (plant)
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine degradation
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.1.3.5 IMP + H2O = inosine + phosphate salvage pathways of purine nucleosides II (plant)
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.1.3.5 IMP + H2O = inosine + phosphate purine degradation
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.5.4.10 phosphoribosyl-formamido-carboxamide = IMP + H2O purine nucleotides de novo biosynthesis II
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.5.4.10 phosphoribosyl-formamido-carboxamide = IMP + H2O purine nucleotides de novo biosynthesis I
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = pyrophosphate + IMP salvage pathways of purine nucleosides
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = pyrophosphate + IMP salvage pathways of purine nucleosides II (plant)
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 HYPXPRIBOSYLTRAN-RXN 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = IMP + pyrophosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of purine nucleosides
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of purine nucleosides II (plant)
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.5.4.6 AMP + H2O = IMP + ammonia salvage pathways of purine nucleosides II (plant)
IMP 5'-IMP*inosinate*inosine-5'-phosphate*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) CAS:131-99-7*LIGAND-CPD:C00130 3.5.4.6 AMP + H2O = IMP + ammonia purine degradation
beta-D-galactose galactose*galactopyranoside*galactopyranose*D-galactose*cerebrose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) CAS:33419-42-0*LIGAND-CPD:C01582*LIGAND-CPD:C00124*CAS:59-23-4 5.1.3.3 beta-D-galactose = alpha-D-galactose galactose degradation I
beta-D-galactose galactose*galactopyranoside*galactopyranose*D-galactose*cerebrose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) CAS:33419-42-0*LIGAND-CPD:C01582*LIGAND-CPD:C00124*CAS:59-23-4 1.1.1.- 3-keto-beta-D-galactose + NADP+ = beta-D-galactose + NADPH lactose degradation II
beta-D-galactose galactose*galactopyranoside*galactopyranose*D-galactose*cerebrose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O1)O) CAS:33419-42-0*LIGAND-CPD:C01582*LIGAND-CPD:C00124*CAS:59-23-4 3.2.1.23 H2O + lactose = beta-D-galactose + beta-D-glucose lactose degradation III
catechol pyrocatechol*2-hydroxyphenol*pyrocatechin*1,2-dihydroxybenzene*1,2-benzenediol*benzenediol 110.112 C6 H6 O2 c1(cc(O)c(O)cc1) CAS:120-80-9 1.13.11.1 catechol + O2 = cis,cis-muconate catechol degradation II (ortho-cleavage pathway)
catechol pyrocatechol*2-hydroxyphenol*pyrocatechin*1,2-dihydroxybenzene*1,2-benzenediol*benzenediol 110.112 C6 H6 O2 c1(cc(O)c(O)cc1) CAS:120-80-9 1.13.11.2 catechol + O2 = 2-hydroxymuconate semialdehyde desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
catechol pyrocatechol*2-hydroxyphenol*pyrocatechin*1,2-dihydroxybenzene*1,2-benzenediol*benzenediol 110.112 C6 H6 O2 c1(cc(O)c(O)cc1) CAS:120-80-9 1.14.12.- benzenesulfonate + NADH + O2 = NAD+ + catechol + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
4-alpha-methyl zymosterol 4-methyl-8,24-cholestadienol*4-α-methyl-5α-cholesta-8,24-dien-3β-ol 398.671 C28 H46 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)C(O)CC4)))) 1.14.13.72 4-alpha-methyl zymosterol + NAD(P)H + O2 = 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
4-alpha-methyl zymosterol 4-methyl-8,24-cholestadienol*4-α-methyl-5α-cholesta-8,24-dien-3β-ol 398.671 C28 H46 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)C(O)CC4)))) 1.1.1.270 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one + NADPH = 4-alpha-methyl zymosterol + NADP+ cholesterol biosynthesis
protoporphyrin IX protoporphyrin 562.667 C34 H32 N4 O4 Cc5(c(CCC(=O)O)c4(C=C1(N=C(C(C)=C1CCC(=O)O)C=c2(nc(c(c2C)C=C)=CC3(=NC(C(=C3C)C=C)=Cc(n4)5))))) LIGAND-CPD:C02191*CAS:553-12-8 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + H+ + phosphate + ADP chlorophyllide a biosynthesis
protoporphyrin IX protoporphyrin 562.667 C34 H32 N4 O4 Cc5(c(CCC(=O)O)c4(C=C1(N=C(C(C)=C1CCC(=O)O)C=c2(nc(c(c2C)C=C)=CC3(=NC(C(=C3C)C=C)=Cc(n4)5))))) LIGAND-CPD:C02191*CAS:553-12-8 1.3.3.4 1.5 O2 + protoporphyrinogen = 3 H2O + protoporphyrin IX chlorophyllide a biosynthesis
pyridoxamine PM 168.195 C8 H12 N2 O2 C(N)c1(c(CO)cnc(C)c1O) LIGAND-CPD:C00534*CAS:85-87-0 2.7.1.35 ATP + pyridoxamine = ADP + pyridoxamine 5'-phosphate pyridoxal 5'-phosphate salvage pathway
pyridoxamine PM 168.195 C8 H12 N2 O2 C(N)c1(c(CO)cnc(C)c1O) LIGAND-CPD:C00534*CAS:85-87-0 2.6.1.30 pyruvate + pyridoxamine = L-alanine + pyridoxal pyridoxamine anabolism
N-acetylglutamyl-phosphate N-Acetyl-L-glutamyl 5-phosphate*N-acetyl-L-glutamate-5-phosphate*N-acetyl-glutamyl-P*N-acetylglutamyl-P*N-acetyl-5-glutamyl phosphate 269.147 C7 H12 N1 O8 P1 CC(=O)NC(C(O)=O)CCC(=O)OP(O)(O)=O PUBCHEM:440236*LIGAND-CPD:C04133 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate arginine biosynthesis II (acetyl cycle)
N-acetylglutamyl-phosphate N-Acetyl-L-glutamyl 5-phosphate*N-acetyl-L-glutamate-5-phosphate*N-acetyl-glutamyl-P*N-acetylglutamyl-P*N-acetyl-5-glutamyl phosphate 269.147 C7 H12 N1 O8 P1 CC(=O)NC(C(O)=O)CCC(=O)OP(O)(O)=O PUBCHEM:440236*LIGAND-CPD:C04133 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate ornithine biosynthesis
N-acetylglutamyl-phosphate N-Acetyl-L-glutamyl 5-phosphate*N-acetyl-L-glutamate-5-phosphate*N-acetyl-glutamyl-P*N-acetylglutamyl-P*N-acetyl-5-glutamyl phosphate 269.147 C7 H12 N1 O8 P1 CC(=O)NC(C(O)=O)CCC(=O)OP(O)(O)=O PUBCHEM:440236*LIGAND-CPD:C04133 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP arginine biosynthesis II (acetyl cycle)
N-acetylglutamyl-phosphate N-Acetyl-L-glutamyl 5-phosphate*N-acetyl-L-glutamate-5-phosphate*N-acetyl-glutamyl-P*N-acetylglutamyl-P*N-acetyl-5-glutamyl phosphate 269.147 C7 H12 N1 O8 P1 CC(=O)NC(C(O)=O)CCC(=O)OP(O)(O)=O PUBCHEM:440236*LIGAND-CPD:C04133 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP ornithine biosynthesis
NAD(P)H 2.016 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O carotenoid biosynthesis
NAD(P)H 2.016 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O carotenoid biosynthesis
NAD(P)H 2.016 1.5.1.12 (S)-1-pyrroline-5-carboxylate + NAD(P)+ + pyrroline 5-carboxylate + NAD(P)+ + H2O = NAD(P)H + L-glutamate + NAD(P)H + H+ proline degradation II
NAD(P)H 2.016 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ folate transformations
NAD(P)H 2.016 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis I
NAD(P)H 2.016 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
22alpha-hydroxy-campest-4-en-3-one (22S)-22-hydroxy-campest-4-en-3-one*(22S,24R)-22-hydroxy-ergost-4-en-3-one 414.67 C28 H46 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC3)=CC(=O)CC4)(C)))) 1.3.99.- 22alpha-hydroxy-campest-4-en-3-one + NADPH = 22alpha-hydroxy-5alpha-campestan-3-one + NADP+ brassinosteroid biosynthesis II
22alpha-hydroxy-campest-4-en-3-one (22S)-22-hydroxy-campest-4-en-3-one*(22S,24R)-22-hydroxy-ergost-4-en-3-one 414.67 C28 H46 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC3)=CC(=O)CC4)(C)))) RXN-4226 (22alpha)-hydroxy-campesterol = 22alpha-hydroxy-campest-4-en-3-one brassinosteroid biosynthesis II
22alpha-hydroxy-campest-4-en-3-one (22S)-22-hydroxy-campest-4-en-3-one*(22S,24R)-22-hydroxy-ergost-4-en-3-one 414.67 C28 H46 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC3)=CC(=O)CC4)(C)))) RXN-4231 campest-4-en-3-one + O2 = 22alpha-hydroxy-campest-4-en-3-one + H2O brassinosteroid biosynthesis II
a very long chain fatty acyl-CoA acyl-CoA C22 H35 N7 O17 R1 P3 S1 1.2.1.50 NAD(P)H + a very long chain fatty acyl-CoA = NAD(P)+ + a fatty aldehyde epicuticular wax biosynthesis
a very long chain fatty acyl-CoA acyl-CoA C22 H35 N7 O17 R1 P3 S1 RXN-1026 a fatty acyl CoA + malonyl-CoA = a very long chain fatty acyl-CoA + CO2 epicuticular wax biosynthesis
N-methylputrescine 102.179 C5 H14 N2 C(NC)CCCN LIGAND-CPD:C02723 1.4.3.6 N-methylputrescine + H2O + O2 = N-methylaminobutanal + ammonia + H2O2 N-methyl-delta1-pyrrolinium cation biosynthesis
N-methylputrescine 102.179 C5 H14 N2 C(NC)CCCN LIGAND-CPD:C02723 2.1.1.53 putrescine + S-adenosyl-L-methionine = S-adenosyl-homocysteine + N-methylputrescine N-methyl-delta1-pyrrolinium cation biosynthesis
(-)-maackiain 284.268 C16 H12 O5 C1([CH]3([CH](c2(c(O1)cc(O)cc2))Oc4(c3cc5(c(c4)OCO5)))) RXN-2054 (-)-maackiain = (+)-maackiain superpathway of pterocarpan biosynthesis (via formononetin)
2-keto-3-deoxy-6-phospho-gluconate 2-dehydro-3-deoxy-D-gluconate-6-phosphate*2-dehydro-3-deoxy-6-phospho-D-gluconate*6-phospho-2-dehydro-3-deoxy-D-gluconate*2-keto-3-deoxy-6-phosphogluconate*2-keto-3-deoxy-6-P-gluconate*6-p-2-k-3-deo-gluconate*6-phospho-2-keto-3-deoxygluconate*6-phospho-2-dehydro-3-deoxygluconate*2-keto-3-deoxygluconate-6-P 258.121 C6 H11 O9 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH2]C(=O)C(=O)O LIGAND-CPD:C04442*CAS:27244-54-8 4.1.2.14 2-keto-3-deoxy-6-phospho-gluconate = D-glyceraldehyde-3-phosphate + pyruvate Entner-Doudoroff pathway III (semi-phosphorylative)
2-keto-3-deoxy-6-phospho-gluconate 2-dehydro-3-deoxy-D-gluconate-6-phosphate*2-dehydro-3-deoxy-6-phospho-D-gluconate*6-phospho-2-dehydro-3-deoxy-D-gluconate*2-keto-3-deoxy-6-phosphogluconate*2-keto-3-deoxy-6-P-gluconate*6-p-2-k-3-deo-gluconate*6-phospho-2-keto-3-deoxygluconate*6-phospho-2-dehydro-3-deoxygluconate*2-keto-3-deoxygluconate-6-P 258.121 C6 H11 O9 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH2]C(=O)C(=O)O LIGAND-CPD:C04442*CAS:27244-54-8 4.1.2.14 2-keto-3-deoxy-6-phospho-gluconate = D-glyceraldehyde-3-phosphate + pyruvate Entner-Doudoroff pathway I
2-keto-3-deoxy-6-phospho-gluconate 2-dehydro-3-deoxy-D-gluconate-6-phosphate*2-dehydro-3-deoxy-6-phospho-D-gluconate*6-phospho-2-dehydro-3-deoxy-D-gluconate*2-keto-3-deoxy-6-phosphogluconate*2-keto-3-deoxy-6-P-gluconate*6-p-2-k-3-deo-gluconate*6-phospho-2-keto-3-deoxygluconate*6-phospho-2-dehydro-3-deoxygluconate*2-keto-3-deoxygluconate-6-P 258.121 C6 H11 O9 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH2]C(=O)C(=O)O LIGAND-CPD:C04442*CAS:27244-54-8 2.7.1.45 2-dehydro-3-deoxy-D-gluconate + ATP = 2-keto-3-deoxy-6-phospho-gluconate + ADP Entner-Doudoroff pathway III (semi-phosphorylative)
2-keto-3-deoxy-6-phospho-gluconate 2-dehydro-3-deoxy-D-gluconate-6-phosphate*2-dehydro-3-deoxy-6-phospho-D-gluconate*6-phospho-2-dehydro-3-deoxy-D-gluconate*2-keto-3-deoxy-6-phosphogluconate*2-keto-3-deoxy-6-P-gluconate*6-p-2-k-3-deo-gluconate*6-phospho-2-keto-3-deoxygluconate*6-phospho-2-dehydro-3-deoxygluconate*2-keto-3-deoxygluconate-6-P 258.121 C6 H11 O9 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH2]C(=O)C(=O)O LIGAND-CPD:C04442*CAS:27244-54-8 4.2.1.12 6-phospho-D-gluconate = 2-keto-3-deoxy-6-phospho-gluconate + H2O Entner-Doudoroff pathway I
2,3-dihydroxy-isovalerate 2,3-dihydroxy-3-methylbutanoate*(R)-2,3-dihydroxy-3-methylbutanoate*α,β-dihydroxy-isovalerate 134.132 C5 H10 O4 CC(C)(O)C(O)C(O)=O LIGAND-CPD:C04272 4.2.1.9 2,3-dihydroxy-isovalerate = 2-keto-isovalerate + H2O valine biosynthesis
2,3-dihydroxy-isovalerate 2,3-dihydroxy-3-methylbutanoate*(R)-2,3-dihydroxy-3-methylbutanoate*α,β-dihydroxy-isovalerate 134.132 C5 H10 O4 CC(C)(O)C(O)C(O)=O LIGAND-CPD:C04272 1.1.1.86 2-acetolactate + NADPH = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
L-carnitine γ-Trimethyl-hydroxybutyrobetaine*3-hydroxy-4-trimethylammoniobutanoate*R-(-)-3-hydroxy-4-trimethylaminobutyrate*vitamin B T*bicarnesine*(S)-carnitine*L-γ-trimethyl-β-hydroxybutyrobetaine*vitamin BT*3-carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium 161.2 C7 H15 N1 O3 C([N+](C)(C)C)C(O)CC([O-])=O CAS:44985-71-9*LIGAND-CPD:C00318*CAS:541-15-1 1.14.11.1 gamma-butyrobetaine + O2 + alpha-ketoglutarate = L-carnitine + CO2 + succinate gamma-butyrobetaine degradation
dGTP 2'-deoxyguanosine-5'-triphosphate*deoxy-GTP*deoxyguanosine-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(CC1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00286*CAS:2564-35-4 RXN0-746 GTP + reduced flavodoxin = dGTP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
dGTP 2'-deoxyguanosine-5'-triphosphate*deoxy-GTP*deoxyguanosine-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(CC1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00286*CAS:2564-35-4 2.7.4.6 dGDP + ATP = dGTP + ADP purine nucleotides de novo biosynthesis I
mevalonate-5P (R)-5-Phosphomevalonic acid*mevalonate-5-phosphate*(R)-5-Phosphomevalonate*(R)-Mevalonic acid 5-phosphate*(R)-5-Phosphomevaloonic acid*mevalonate-5-P*mevalonate-P*P-mevalonate*5-phosphomevalonate 228.138 C6 H13 O7 P1 CC(O)(CC(O)=O)CCOP(O)(O)=O CAS:73566-35-5 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
mevalonate-5P (R)-5-Phosphomevalonic acid*mevalonate-5-phosphate*(R)-5-Phosphomevalonate*(R)-Mevalonic acid 5-phosphate*(R)-5-Phosphomevaloonic acid*mevalonate-5-P*mevalonate-P*P-mevalonate*5-phosphomevalonate 228.138 C6 H13 O7 P1 CC(O)(CC(O)=O)CCOP(O)(O)=O CAS:73566-35-5 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
GA53 gibberellin A53*gibberellin A53*GA53 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA53 + O2 + alpha-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
GA53 gibberellin A53*gibberellin A53*GA53 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) RXN1F-143 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.9 naringenin + O2 + alpha-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.23 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.4 L-glutamate + glyoxylate = alpha-ketoglutarate + glycine superpathway of serine and glycine biosynthesis II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.4 L-glutamate + glyoxylate = alpha-ketoglutarate + glycine photorespiration
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation III
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate glycolysis II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle variation VIII
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.1 3-sulfinoalanine + alpha-ketoglutarate = 3-sulfinyl-pyruvate + L-glutamate L-cysteine degradation I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate asparagine degradation I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate aspartate biosynthesis and degradation
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate aspartate degradation II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.52 3-phospho-hydroxypyruvate + L-glutamate = 3-phospho-serine + alpha-ketoglutarate serine biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 RXN-7712 alpha-ketoglutarate + CO2 + NAD(P)H = isocitrate + NAD(P)+ reductive tricarboxylic acid cycle
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.5 L-tyrosine + alpha-ketoglutarate = L-glutamate + p-hydroxyphenylpyruvate tyrosine degradation
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.5 L-tyrosine + alpha-ketoglutarate = L-glutamate + p-hydroxyphenylpyruvate phenylalanine degradation I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.11 N-acetylglutamate semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate arginine biosynthesis II (acetyl cycle)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.11 N-acetylglutamate semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate ornithine biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA14 + O2 + alpha-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA37 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA36 + O2 + alpha-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA12 + O2 + alpha-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA53 + O2 + alpha-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.12 GA44 + alpha-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.19 leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate pantothenate biosynthesis II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate valine degradation I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate valine biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-isoleucine + alpha-ketoglutarate = 2-keto-3-methyl-valerate + L-glutamate isoleucine degradation I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-isoleucine + alpha-ketoglutarate = 2-keto-3-methyl-valerate + L-glutamate isoleucine biosynthesis I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-leucine + alpha-ketoglutarate = 2-keto-4-methyl-pentanoate + L-glutamate leucine degradation I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-leucine + alpha-ketoglutarate = 2-keto-4-methyl-pentanoate + L-glutamate leucine biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.2.7.3 reduced ferredoxin + CO2 + succinyl-CoA = oxidized ferredoxin + coenzyme A + alpha-ketoglutarate reductive tricarboxylic acid cycle
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.19 leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 RXN-974 L-serine + alpha-ketoglutarate = hydroxypyruvate + L-glutamate photorespiration
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.23 dihydrokaempferol + alpha-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.15 GA20 + alpha-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA25 + alpha-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.22 eriodictyol + alpha-ketoglutarate + O2 = luteolin + succinate + CO2 + H2O luteolin biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.22 naringenin + alpha-ketoglutarate + O2 = apigenin + succinate + CO2 + H2O luteolin biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.17 L-glutamate + N-succinyl-2-amino-6-ketopimelate = alpha-ketoglutarate + N-succinyl-L,L-2,6-diaminopimelate lysine biosynthesis I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde citrulline biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde interconversion of arginine, ornithine and proline
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline biosynthesis V (from arginine)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde arginine degradation VI (arginase 2 pathway)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.23 alpha-ketoglutarate + L-erythro-4-hydroxy-glutamate = L-glutamate + D-4-hydroxy-2-keto-glutarate 4-hydroxyproline degradation
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.39 alpha-ketoglutarate + alpha-aminoadipate = L-glutamate + alpha-ketoadipate lysine degradation II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.9 (2S)-pinocembrin + O2 + alpha-ketoglutarate = (2R,3R)-pinobanksin + CO2 + succinate pinobanksin biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.19 alpha-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.1 gamma-butyrobetaine + O2 + alpha-ketoglutarate = L-carnitine + CO2 + succinate gamma-butyrobetaine degradation
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + alpha-ketoglutarate glutamate degradation I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + alpha-ketoglutarate phenylalanine biosynthesis II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + alpha-ketoglutarate phenylalanine biosynthesis I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.5.1.8 NADPH + alpha-ketoglutarate + L-lysine = H2O + NADP+ + saccharopine lysine degradation II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.4.7.1 2 reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.46 L-aspartate-semialdehyde + L-glutamate = L-2,4-diaminobutanoate + alpha-ketoglutarate ectoine biosynthesis
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 RXN-4822 L-2-acetamido-6-oxoheptanedioate + L-glutamate = N-acetyl-L,L-2,6-diaminopimelate + alpha-ketoglutarate lysine biosynthesis II
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + alpha-ketoglutarate histidine biosynthesis I
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle variation VIII
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 respiration (anaerobic)
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
alpha-ketoglutarate ketoglutarate*α-ketoglutarate*2-oxoglutaric acid*α-ketoglutaric acid*α-oxoglutarate*2-oxoglutarate*2-ketoglutaric acid*2-ketoglutarate*2-oxopentanedionic acid*2-oxopentanedionate 146.099 C5 H6 O5 C(O)(=O)C(=O)CCC(=O)O CHEBI:30915*LIGAND-CPD:C00026*PUBCHEM:51*LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
unknown RXN-8253 unknown = tropinone calystegine biosynthesis
unknown RXN-8259 unknown = calystegine A3 calystegine biosynthesis
unknown RXN-8258 pseudotropine = unknown calystegine biosynthesis
unknown RXN-8251 hygrine = unknown calystegine biosynthesis
a secondary alcohol RXN-1023 a secondary alcohol = a ketone + a methyl-ethyl-ketone epicuticular wax biosynthesis
a secondary alcohol RXN-1022 an alkane = a secondary alcohol epicuticular wax biosynthesis
3-sulfinoalanine 3-Sulfino-L-alanine*L-Cysteinesulfinic acid*3-sulphino-L-alanine 153.153 C3 H7 N1 O4 S1 C(=O)(O)C(N)CS(=O)O LIGAND-CPD:C00606*CAS:1115-65-7 2.6.1.1 3-sulfinoalanine + alpha-ketoglutarate = 3-sulfinyl-pyruvate + L-glutamate L-cysteine degradation I
3-sulfinoalanine 3-Sulfino-L-alanine*L-Cysteinesulfinic acid*3-sulphino-L-alanine 153.153 C3 H7 N1 O4 S1 C(=O)(O)C(N)CS(=O)O LIGAND-CPD:C00606*CAS:1115-65-7 1.13.11.20 O2 + L-cysteine = 3-sulfinoalanine L-cysteine degradation I
3-hydroxy-isobutyrate 3-Hydroxy-2-methylpropanoate*3-Hydroxyisobutyric acid*3-OH-iso-but*3-OH-isobutyrate 104.105 C4 H8 O3 C(O)(=O)C(C)CO CAS:2068-83-9 1.1.1.31 NAD+ + 3-hydroxy-isobutyrate = NADH + methylmalonate-semialdehyde valine degradation I
3-hydroxy-isobutyrate 3-Hydroxy-2-methylpropanoate*3-Hydroxyisobutyric acid*3-OH-iso-but*3-OH-isobutyrate 104.105 C4 H8 O3 C(O)(=O)C(C)CO CAS:2068-83-9 3.1.2.4 H2O + 3-hydroxy-isobutyryl-CoA = 3-hydroxy-isobutyrate + coenzyme A valine degradation I
chorismate chorismic acid 226.185 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251*CAS:617-12-9 5.4.99.5 chorismate = prephenate phenylalanine biosynthesis II
chorismate chorismic acid 226.185 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251*CAS:617-12-9 5.4.99.5 chorismate = prephenate phenylalanine biosynthesis I
chorismate chorismic acid 226.185 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251*CAS:617-12-9 4.1.3.27 chorismate + L-glutamine = anthranilate + pyruvate + L-glutamate tryptophan biosynthesis
chorismate chorismic acid 226.185 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251*CAS:617-12-9 5.4.4.2 chorismate = isochorismate salicylic acid biosynthesis
chorismate chorismic acid 226.185 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251*CAS:617-12-9 6.3.5.8 L-glutamine + chorismate = 4-amino-4-deoxychorismate + L-glutamate tetrahydrofolate biosynthesis
chorismate chorismic acid 226.185 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251*CAS:617-12-9 6.3.5.8 L-glutamine + chorismate = 4-amino-4-deoxychorismate + L-glutamate tetrahydrofolate biosynthesis I
chorismate chorismic acid 226.185 C10 H10 O6 C=C(C(O)=O)OC1(C(O)C=CC(=C1)C(O)=O) CAS:55508-12-8*LIGAND-CPD:C00251*CAS:617-12-9 4.2.3.5 5-enolpyruvyl-shikimate-3-phosphate = phosphate + chorismate chorismate biosynthesis
2-chloromaleylacetate 191.548 C6 H4 O5 CL1 C(O)(=O)C(=O)=CC=C(Cl)C(=O)O UM-BBD-CPD:c0098 CHLOROMALERED-RXN 2-chloromaleylacetate + a reduced acceptor = maleylacetate + Cl- + an acceptor 1,4-dichlorobenzene degradation
2-chloromaleylacetate 191.548 C6 H4 O5 CL1 C(O)(=O)C(=O)=CC=C(Cl)C(=O)O UM-BBD-CPD:c0098 26DICHDIOX-RXN 2,6-dichloro-p-hydroquinone + O2 + H2O = 2-chloromaleylacetate + HCl pentachlorophenol degradation pathway
2-chloromaleylacetate 191.548 C6 H4 O5 CL1 C(O)(=O)C(=O)=CC=C(Cl)C(=O)O UM-BBD-CPD:c0098 DIENELACHYDRO-RXN 2-chloro-trans-dienelactone + H2O = 2-chloromaleylacetate 1,4-dichlorobenzene degradation
ent-kaur-16-ene ent-kaurene 272.473 C20 H32 CC1([CH]2(C(CCC1)(C)[CH]4(C3(CC2)(CC(C(=C)C3)CC4))))(C) 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol gibberellin biosynthesis IV (Gibberella fujikuroi)
linoleate 9-cis,12-cis-octadecadienoate*cis,cis-9,12-octadecadienoate*linoleic acid*linoleate*9,12-linoleic acid*(9Z,12Z)-octadeca-9,12-dienoate 280.45 C18 H32 O2 CCCCCC=CCC=CCCCCCCCC(O)=O NCI:281243*LIGAND-CPD:C01595*CAS:60-33-3 1.13.11.- linoleate + O2 = 9-HPOD 9-LOX and 9-AOS pathway
linoleate 9-cis,12-cis-octadecadienoate*cis,cis-9,12-octadecadienoate*linoleic acid*linoleate*9,12-linoleic acid*(9Z,12Z)-octadeca-9,12-dienoate 280.45 C18 H32 O2 CCCCCC=CCC=CCCCCCCCC(O)=O NCI:281243*LIGAND-CPD:C01595*CAS:60-33-3 1.13.11.- linoleate + O2 = 9-HPOD divinyl ether biosynthesis I (9-LOX)
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.2 L-aspartate + carbamoyl-phosphate = carbamoyl-L-aspartate + phosphate de novo biosynthesis of pyrimidine ribonucleotides
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate superpathway of citrulline metabolism
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate arginine biosynthesis I
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate citrulline degradation
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate urea cycle
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate citrulline biosynthesis
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate interconversion of arginine, ornithine and proline
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate proline biosynthesis V (from arginine)
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate arginine biosynthesis II (acetyl cycle)
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 6.3.4.16 ammonia + H2O + CO2 + 2 ATP = phosphate + carbamoyl-phosphate + 2 ADP urea cycle
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(=O)OP(=O)(O)O LIGAND-CPD:C00169*CAS:590-55-6 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
2-C-methyl-D-erythritol-2,4-cyclodiphosphate ME-2,4cPP 278.092 C5 H12 O9 P2 CC1(CO)(C(O)COP(=O)(O)OP(O)(O1)=O) LIGAND-CPD:C11453 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + H+ + e- = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O methylerythritol phosphate pathway
2-C-methyl-D-erythritol-2,4-cyclodiphosphate ME-2,4cPP 278.092 C5 H12 O9 P2 CC1(CO)(C(O)COP(=O)(O)OP(O)(O1)=O) LIGAND-CPD:C11453 4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol = 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP methylerythritol phosphate pathway
selenophosphate SePO3 160.956 H3 O3 P1 SE1 OP(O)(=[Se])O CAS:16561-29-8*LIGAND-CPD:C05172 2.9.1.1 selenophosphate + L-seryl-tRNAsec = phosphate + H2O + L-selenocysteinyl-tRNAsec selenocysteine biosynthesis
selenophosphate SePO3 160.956 H3 O3 P1 SE1 OP(O)(=[Se])O CAS:16561-29-8*LIGAND-CPD:C05172 2.7.9.3 H2O + selenide + ATP = selenophosphate + phosphate + AMP selenocysteine biosynthesis
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 3.2.1.1 a 1,4-alpha-D-glucan = maltodextrin glycogen degradation
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 2.4.1.18 a 1,4-alpha-D-glucan = glycogen glycogen biosynthesis I (from ADP-D-Glucose)
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 2.4.1.18 a 1,4-alpha-D-glucan = starch starch biosynthesis
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 2.4.1.21 (1,4-alpha-D-glucosyl)(n) + ADP-D-glucose = ADP + (1,4-alpha-D-glucosyl)(n+1) starch biosynthesis
a 1,4-alpha-D-glucan 1,4-α-D-glucan*amylose*β-amylase*(1,4-α-D-glucosyl)(n)*(1,4-α-D-glucosyl)(n+1)*(1,4-α-D-glucosyl)(n-1) 2.4.1.21 (1,4-alpha-D-glucosyl)(n) + ADP-D-glucose = ADP + (1,4-alpha-D-glucosyl)(n+1) glycogen biosynthesis I (from ADP-D-Glucose)
ent-kaur-16-en-19-al 286.456 C20 H30 O1 C=C1(C2(CC3(C1)([CH](CC2)C4(C)([CH](CC3)C(C)(C=O)CCC4)))) 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
ent-kaur-16-en-19-al 286.456 C20 H30 O1 C=C1(C2(CC3(C1)([CH](CC2)C4(C)([CH](CC3)C(C)(C=O)CCC4)))) 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester 612.967 C35 H32 N4 O5 MG1 Cc6(c(C(=O)CC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis
131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester 612.967 C35 H32 N4 O5 MG1 Cc6(c(C(=O)CC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis
L-2,3,4,5-tetrahydrodipicolinate 2,3,4,5-Tetrahydrodipicolinate*tetrahydrodipicolinate*Δ1-piperideine-2,6-dicarboxylate 171.152 C7 H9 N1 O4 C(O)(=O)C1(=NC(C(=O)O)CCC1) CAS:52-52-8*PUBCHEM:440179*LIGAND-CPD:C03972 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis I
L-2,3,4,5-tetrahydrodipicolinate 2,3,4,5-Tetrahydrodipicolinate*tetrahydrodipicolinate*Δ1-piperideine-2,6-dicarboxylate 171.152 C7 H9 N1 O4 C(O)(=O)C1(=NC(C(=O)O)CCC1) CAS:52-52-8*PUBCHEM:440179*LIGAND-CPD:C03972 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis II
L-2,3,4,5-tetrahydrodipicolinate 2,3,4,5-Tetrahydrodipicolinate*tetrahydrodipicolinate*Δ1-piperideine-2,6-dicarboxylate 171.152 C7 H9 N1 O4 C(O)(=O)C1(=NC(C(=O)O)CCC1) CAS:52-52-8*PUBCHEM:440179*LIGAND-CPD:C03972 2.3.1.89 L-2,3,4,5-tetrahydrodipicolinate + acetyl-CoA + H2O = L-2-acetamido-6-oxoheptanedioate + coenzyme A lysine biosynthesis II
L-2,3,4,5-tetrahydrodipicolinate 2,3,4,5-Tetrahydrodipicolinate*tetrahydrodipicolinate*Δ1-piperideine-2,6-dicarboxylate 171.152 C7 H9 N1 O4 C(O)(=O)C1(=NC(C(=O)O)CCC1) CAS:52-52-8*PUBCHEM:440179*LIGAND-CPD:C03972 2.3.1.117 H2O + L-2,3,4,5-tetrahydrodipicolinate + succinyl-CoA = N-succinyl-2-amino-6-ketopimelate + coenzyme A lysine biosynthesis I
guanosine 5'-diphosphate,3'-diphosphate guanosine tetraphosphate*ppGpp*guanosine 3',5'-bispyrophosphate*guanosine 3',5'-bis(diphosphate)*Guanosine 3'-diphosphate 5'-diphosphate 603.163 C10 H17 N5 O17 P4 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1OP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C01228 3.1.7.2 guanosine 5'-diphosphate,3'-diphosphate + H2O = pyrophosphate + GDP ppGpp biosynthesis
guanosine 5'-diphosphate,3'-diphosphate guanosine tetraphosphate*ppGpp*guanosine 3',5'-bispyrophosphate*guanosine 3',5'-bis(diphosphate)*Guanosine 3'-diphosphate 5'-diphosphate 603.163 C10 H17 N5 O17 P4 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1OP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C01228 3.6.1.40 H2O + guanosine 3'-diphosphate 5'-triphosphate = phosphate + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
guanosine 5'-diphosphate,3'-diphosphate guanosine tetraphosphate*ppGpp*guanosine 3',5'-bispyrophosphate*guanosine 3',5'-bis(diphosphate)*Guanosine 3'-diphosphate 5'-diphosphate 603.163 C10 H17 N5 O17 P4 C(OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1OP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C01228 2.7.6.5 ATP + GDP = AMP + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
L-galactono-1,4-lactone L-galactono-γ-lactone 178.141 C6 H10 O6 C1(OC(C(O)CO)C(O)C(O)1)(=O) CAS:1668-08-2 1.3.2.3 2 ferricytochrome c + L-galactono-1,4-lactone = 2 ferrocytochrome c + L-ascorbate ascorbate biosynthesis
L-galactono-1,4-lactone L-galactono-γ-lactone 178.141 C6 H10 O6 C1(OC(C(O)CO)C(O)C(O)1)(=O) CAS:1668-08-2 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH ascorbate biosynthesis
(mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2649.123 C132 H220 N2 O47 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(C(O)C(C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))OC6(C(C(O)C(O)C(O6)CO)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8)))))) RXN-5467 (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2649.123 C132 H220 N2 O47 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(C(O)C(C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))OC6(C(C(O)C(O)C(O6)CO)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8)))))) RXN-5466 (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate ribose degradation
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate non-oxidative branch of the pentose phosphate pathway
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate glucose fermentation to lactate II
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate non-oxidative branch of the pentose phosphate pathway
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose fermentation to lactate II
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose heterofermentation to lactate I
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.2.1.3 formaldehyde + D-xylulose-5-phosphate = dihydroxy-acetone + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 2.7.1.17 xylulose + ATP = D-xylulose-5-phosphate + ADP xylose degradation
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate Calvin cycle
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate pentose phosphate pathway (partial)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate non-oxidative branch of the pentose phosphate pathway
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate formaldehyde assimilation II (RuMP Cycle)
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate glucose fermentation to lactate II
D-xylulose-5-phosphate xylulose-5-phosphate*xylulose-phosphate*D-xylulose-5-P*xylulose-P 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O LIGAND-CPD:C00231*CAS:60802-29-1 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate glucose heterofermentation to lactate I
1-octanal 1-Caprylaldehyde*1-Octylaldehyde*1-Octaldehyde 128.214 C8 H16 O1 [CH](=O)CCCCCCC CAS:124-13-0 1.2.1.3 1-octanal + NAD+ + H2O = octanoate + NADH octane oxidation
1-octanal 1-Caprylaldehyde*1-Octylaldehyde*1-Octaldehyde 128.214 C8 H16 O1 [CH](=O)CCCCCCC CAS:124-13-0 1.1.99.- octanol + an acceptor = 1-octanal + a reduced acceptor octane oxidation
L-glutamate-5-phosphate L-γ-glutamyl-5-phosphate*L-γ-glutamyl-5-P 227.11 C5 H10 N1 O7 P1 C(=O)(O)C(N)CCC(=O)OP(O)(O)=O LIGAND-CPD:C03287 1.2.1.41 L-glutamate-5-phosphate + NADPH = L-glutamate gamma-semialdehyde + phosphate + NADP+ citrulline biosynthesis
L-glutamate-5-phosphate L-γ-glutamyl-5-phosphate*L-γ-glutamyl-5-P 227.11 C5 H10 N1 O7 P1 C(=O)(O)C(N)CCC(=O)OP(O)(O)=O LIGAND-CPD:C03287 2.7.2.11 L-glutamate + ATP = L-glutamate-5-phosphate + ADP citrulline biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.4.2 L-glutamine + H2O + UTP + ATP = CTP + phosphate + ADP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 4.1.3.27 chorismate + L-glutamine = anthranilate + pyruvate + L-glutamate tryptophan biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = D-erythro-imidazole-glycerol-phosphate + AICAR + L-glutamate histidine biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + pyrophosphate + NAD+ + L-glutamate NAD biosynthesis I (from aspartate)
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.8 L-glutamine + chorismate = 4-amino-4-deoxychorismate + L-glutamate tetrahydrofolate biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.8 L-glutamine + chorismate = 4-amino-4-deoxychorismate + L-glutamate tetrahydrofolate biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 3.5.1.2 L-glutamine + H2O = ammonia + L-glutamate citrulline biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 2.6.1.16 D-fructose-6-phosphate + L-glutamine = D-glucosamine-6-phosphate + L-glutamate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 2.6.1.16 D-fructose-6-phosphate + L-glutamine = D-glucosamine-6-phosphate + L-glutamate UDP-N-acetylgalactosamine biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + pyrophosphate + AMP tRNA charging pathway
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 1.4.7.1 2 reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(N)(=O)CCC(N)C(O)=O LIGAND-CPD:C00064*CAS:56-85-9 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C7 H6 O3 C(O)(=O)c1(c(O)cccc1) CAS:69-72-7 RXN-1981 isochorismate = salicylate + pyruvate salicylic acid biosynthesis
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C7 H6 O3 C(O)(=O)c1(c(O)cccc1) CAS:69-72-7 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylic acid biosynthesis
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C7 H6 O3 C(O)(=O)c1(c(O)cccc1) CAS:69-72-7 RXN-2009 salicyloyl-CoA + H2O = salicylate + coenzyme A salicylic acid biosynthesis
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate non-oxidative branch of the pentose phosphate pathway
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate formaldehyde assimilation II (RuMP Cycle)
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate glucose fermentation to lactate II
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 3.1.3.37 H2O + D-sedoheptulose-1,7-bisphosphate = phosphate + D-sedoheptulose-7-phosphate Calvin cycle
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate ribose degradation
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate non-oxidative branch of the pentose phosphate pathway
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C(O)C(=O)CO PUBCHEM:165007*CHEBI:15721*LIGAND-CPD:C00281*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate glucose fermentation to lactate II
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of purine nucleosides
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.2.2.7 H2O + adenosine = D-ribose + adenine salvage pathways of purine nucleosides II (plant)
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of purine and pyrimidine nucleotides
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of purine nucleosides
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides II (plant)
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.3.1.1 S-adenosyl-homocysteine + H2O = homocysteine + adenosine methionine degradation I
adenosine adenine-D-ribose 267.244 C10 H13 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00212*CAS:58-61-7 3.3.1.1 S-adenosyl-homocysteine + H2O = homocysteine + adenosine SAM cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH superpathway of glyoxylate cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH phenylalanine degradation I
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH formaldehyde assimilation I (serine pathway)
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH aspartate degradation II
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH reductive tricarboxylic acid cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle variation VIII
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH respiration (anaerobic)
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O superpathway of glyoxylate cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O phenylalanine degradation I
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O reductive tricarboxylic acid cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O TCA cycle variation VIII
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O respiration (anaerobic)
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O TCA cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A TCA cycle variation VIII
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate TCA cycle variation VIII
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate TCA cycle variation VIII
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.1.39 malate = oxaloacetate superpathway of glyoxylate cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 6.2.1.9 coenzyme A + malate + ATP = phosphate + malyl-CoA + ADP formaldehyde assimilation I (serine pathway)
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(O)(=O)CC(O)C(O)=O CAS:97-67-6*LIGAND-CPD:C00149*LIGAND-CPD:C00497*CAS:6915-15-7 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle
apigenin 4',5,7-Trihydroxyflavone 270.241 C15 H10 O5 c1(ccc(O)cc1)C2(Oc3(c(C(C=2)=O)c(O)cc(c3)O)) CAS:520-36-5 1.14.13.21 apigenin + NADPH + O2 = luteolin + NADP+ + H2O luteolin biosynthesis
apigenin 4',5,7-Trihydroxyflavone 270.241 C15 H10 O5 c1(ccc(O)cc1)C2(Oc3(c(C(C=2)=O)c(O)cc(c3)O)) CAS:520-36-5 RXN-7650 naringenin + NADPH + O2 = apigenin + NADP+ + 2 H2O luteolin biosynthesis
apigenin 4',5,7-Trihydroxyflavone 270.241 C15 H10 O5 c1(ccc(O)cc1)C2(Oc3(c(C(C=2)=O)c(O)cc(c3)O)) CAS:520-36-5 1.14.11.22 naringenin + alpha-ketoglutarate + O2 = apigenin + succinate + CO2 + H2O luteolin biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C00448*CAS:13058-04-3 2.5.1.21 2 trans, trans-farnesyl diphosphate = presqualene diphosphate + pyrophosphate sterol biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C00448*CAS:13058-04-3 2.5.1.21 2 trans, trans-farnesyl diphosphate = presqualene diphosphate + pyrophosphate cholesterol biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C00448*CAS:13058-04-3 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = pyrophosphate + trans, trans-farnesyl diphosphate polyisoprenoid biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C00448*CAS:13058-04-3 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = pyrophosphate + trans, trans-farnesyl diphosphate mevalonate pathway
pseudotropine 141.213 C8 H15 N1 O1 C12(N(C)C(CC1)C[CH](C2)O) NCI:43871*CAS:135-97-7 1.1.1.236 NADPH + tropinone = NADP+ + pseudotropine calystegine biosynthesis
pseudotropine 141.213 C8 H15 N1 O1 C12(N(C)C(CC1)C[CH](C2)O) NCI:43871*CAS:135-97-7 RXN-8258 pseudotropine = unknown calystegine biosynthesis
L-tyrosyl-tRNAtyr L-TYROSYL-TRNA(TYR) LIGAND-CPD:C02839 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + pyrophosphate + AMP tRNA charging pathway
cis-3-hexenal 98.144 C6 H10 O1 C(=O)CC=CCC CAS:6789-80-6 RXN-1347 cis-3-hexenal = cis-3-hexenol lipoxygenase pathway
cis-3-hexenal 98.144 C6 H10 O1 C(=O)CC=CCC CAS:6789-80-6 RXN-1346 cis-3-hexenal = trans-2-hexenal lipoxygenase pathway
cis-3-hexenal 98.144 C6 H10 O1 C(=O)CC=CCC CAS:6789-80-6 RXN-1345 13(S)-hydroperoxylinolenate = 12-oxo-cis-9-dodecenoate + cis-3-hexenal lipoxygenase pathway
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C8 H11 N1 O1 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C8 H11 N1 O1 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A suberin biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C8 H11 N1 O1 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 2.3.1.110 4-coumaroyl-CoA + tyramine = p-coumaroyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C8 H11 N1 O1 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 2.3.1.110 tyramine + sinapoyl-CoA = sinapoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C8 H11 N1 O1 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 2.3.1.110 tyramine + (E)-cinnamoyl-CoA = cinnamoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C8 H11 N1 O1 C(N)Cc1(ccc(O)cc1) CAS:51-67-2*LIGAND-CPD:C00483*PUBCHEM:5610 4.1.1.25 L-tyrosine = CO2 + tyramine hydroxycinnamic acid tyramine amides biosynthesis
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate non-oxidative branch of the pentose phosphate pathway
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 4.1.2.- dihydroxy-acetone-phosphate + D-erythrose-4-phosphate = D-sedoheptulose-1,7-bisphosphate Calvin cycle
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 4.1.2.22 phosphate + D-fructose-6-phosphate = H2O + D-erythrose-4-phosphate + acetylphosphate glucose fermentation to lactate II
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate non-oxidative branch of the pentose phosphate pathway
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate formaldehyde assimilation II (RuMP Cycle)
D-erythrose-4-phosphate erythrose-4P*threose 4-phosphate*erythrose-4-phosphate*erythrose-4-P*D-erythrose-4-P 200.085 C4 H9 O7 P1 C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:122357*LIGAND-CPD:C00279*CAS:585-18-2 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate glucose fermentation to lactate II
(22alpha)-hydroxy-campesterol (22S)-22-hydroxy-campesterol 416.686 C28 H48 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4226 (22alpha)-hydroxy-campesterol = 22alpha-hydroxy-campest-4-en-3-one brassinosteroid biosynthesis II
(22alpha)-hydroxy-campesterol (22S)-22-hydroxy-campesterol 416.686 C28 H48 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) 1.14.-.- campesterol + O2 + a reduced acceptor = (22alpha)-hydroxy-campesterol + H2O + an acceptor brassinosteroid biosynthesis II
(N-acetylglucosaminyl)2-diphosphodolichol chitobiosyldiphosphodolichol*N,N'-diacetylchitobiosyldiphosphodolichol*{N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 1676.271 C96 H160 N2 O17 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(C(NC(C)=O)C(O)C(O)C(O2)CO)) 2.4.1.142 (N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(N-acetylglucosaminyl)2-diphosphodolichol chitobiosyldiphosphodolichol*N,N'-diacetylchitobiosyldiphosphodolichol*{N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 1676.271 C96 H160 N2 O17 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(C(NC(C)=O)C(O)C(O)C(O2)CO)) 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone-phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.- dihydroxy-acetone-phosphate + D-erythrose-4-phosphate = D-sedoheptulose-1,7-bisphosphate Calvin cycle
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 1.1.1.94 dihydroxy-acetone-phosphate + NAD(P)H + H+ = glycerol-3-phosphate + NAD(P)+ phospholipid biosynthesis I
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 2.7.1.29 dihydroxy-acetone + ATP = dihydroxy-acetone-phosphate + ADP xylulose-monophosphate cycle
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 1.1.99.5 glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation IV
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 1.1.99.5 glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 glycerol degradation I
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis V
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis II
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate Calvin cycle
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis IV (plant cytosol)
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate fructose degradation to pyruvate and lactate (anaerobic)
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate sucrose degradation to ethanol and lactate (anaerobic)
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis I
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis V
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis II
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis IV (plant cytosol)
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate fructose degradation to pyruvate and lactate (anaerobic)
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate sucrose degradation to ethanol and lactate (anaerobic)
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate gluconeogenesis
dihydroxy-acetone-phosphate dihydroxy-acetone-phosphate*DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(=O)O LIGAND-CPD:C00111*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis I
1-18:1-2-16:1-monogalactosyldiacylglycerol 755.083 C43 H78 O10 C1(OC(CO)C(O)C(O)C(O)1)OCC(OC(=O)CCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-16:1-monogalactosyldiacylglycerol = 1-18:2-2-16:2-monogalactosyldiacylglycerol glycosylglyceride desaturation pathway
1-18:1-2-16:1-monogalactosyldiacylglycerol 755.083 C43 H78 O10 C1(OC(CO)C(O)C(O)C(O)1)OCC(OC(=O)CCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-16:0-monogalactosyldiacylglycerol = 1-18:1-2-16:1-monogalactosyldiacylglycerol glycosylglyceride desaturation pathway
acetone dimethylketone*2-propanone*propanone 58.08 C3 H6 O1 CC(C)=O LIGAND-CPD:C00207*CAS:67-64-1 1.13.11.32 O2 + 2 2-nitropropane = 2 NO2- + 2 acetone 2-nitropropane degradation
enzyme N6-(dihydrolipoyl)lysine AceF*protein-dihydrolipoate 1.8.1.4 enzyme N6-(dihydrolipoyl)lysine + NAD+ = enzyme N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complexes
enzyme N6-(dihydrolipoyl)lysine AceF*protein-dihydrolipoate 2.3.1.168 enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + coenzyme A = enzyme N6-(dihydrolipoyl)lysine + isobutyryl-CoA branched-chain alpha-keto acid dehydrogenase complexes
GA38 gibberellin A38*gibberellin A38*GA38 380.437 C20 H28 O7 CC1([CH]4(C(CCC(O)1)(CO)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
D-ribulose-1,5-bisphosphate ribulose 1,5-bisphosphate*D-ribulose-1,5-diphosphate*D-ribulose-1,5-P2 310.091 C5 H12 O11 P2 C(OP(=O)(O)O)C(O)C(O)C(=O)COP(O)(O)=O CAS:14689-84-0 4.1.1.39 H2O + CO2 + D-ribulose-1,5-bisphosphate = 2 3-phosphoglycerate Calvin cycle
D-ribulose-1,5-bisphosphate ribulose 1,5-bisphosphate*D-ribulose-1,5-diphosphate*D-ribulose-1,5-P2 310.091 C5 H12 O11 P2 C(OP(=O)(O)O)C(O)C(O)C(=O)COP(O)(O)=O CAS:14689-84-0 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
D-ribulose-1,5-bisphosphate ribulose 1,5-bisphosphate*D-ribulose-1,5-diphosphate*D-ribulose-1,5-P2 310.091 C5 H12 O11 P2 C(OP(=O)(O)O)C(O)C(O)C(=O)COP(O)(O)=O CAS:14689-84-0 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Calvin cycle
succinate semialdehyde succinyl semialdehyde*succ-S-ald*succinic semialdehyde 102.09 C4 H6 O3 C(=O)(O)CC[CH]=O CAS:692-29-5*LIGAND-CPD:C00232 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III
succinate semialdehyde succinyl semialdehyde*succ-S-ald*succinic semialdehyde 102.09 C4 H6 O3 C(=O)(O)CC[CH]=O CAS:692-29-5*LIGAND-CPD:C00232 2.6.1.19 alpha-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III
(+)-pisatin 314.294 C17 H14 O6 C1(C3([CH](c2(c(O1)cc(OC)cc2))Oc4(c3cc5(c(c4)OCO5)))(O)) RXN-4002 (+)-6a-hydroxymaackiain + S-adenosyl-L-methionine = (+)-pisatin + S-adenosyl-homocysteine superpathway of pterocarpan biosynthesis (via formononetin)
(mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2324.839 C120 H200 N2 O37 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(OC(CO)C(O)C(O)C(O)6))))) RXN-5465 (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2324.839 C120 H200 N2 O37 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(OC(CO)C(O)C(O)C(O)6))))) RXN-5464 (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
p-hydroxyphenylpyruvate hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate tyrosine degradation
p-hydroxyphenylpyruvate hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate phenylalanine degradation I
p-hydroxyphenylpyruvate hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8 2.6.1.5 L-tyrosine + alpha-ketoglutarate = L-glutamate + p-hydroxyphenylpyruvate tyrosine degradation
p-hydroxyphenylpyruvate hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8 2.6.1.5 L-tyrosine + alpha-ketoglutarate = L-glutamate + p-hydroxyphenylpyruvate phenylalanine degradation I
4-aminobutyrate GABA*4-aminobutyric acid*4-aminobutanoate*γ-aminobutyrate*4-amino-n-butyric acid*γ-amino-n-butyric acid 103.121 C4 H9 N1 O2 C(=O)(O)CCCN LIGAND-CPD:C00334*CAS:56-12-2 2.6.1.19 alpha-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III
4-aminobutyrate GABA*4-aminobutyric acid*4-aminobutanoate*γ-aminobutyrate*4-amino-n-butyric acid*γ-amino-n-butyric acid 103.121 C4 H9 N1 O2 C(=O)(O)CCCN LIGAND-CPD:C00334*CAS:56-12-2 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation III
18-oxooleate 18-oxooctadec-9-enoic acid 296.449 C18 H32 O3 C(=O)CCCCCCCC=CCCCCCCCC(O)=O 1.1.1.- 18-oxooleate + NADP+ + H2O = octadec-9-ene-1,18-dioic-acid + NADPH suberin biosynthesis
18-oxooleate 18-oxooctadec-9-enoic acid 296.449 C18 H32 O3 C(=O)CCCCCCCC=CCCCCCCCC(O)=O 1.1.1.- 18-hydroxyoleate + NADP+ = 18-oxooleate + NADPH suberin biosynthesis
dihydroxy-acetone glycerone*1,3-dihydroxyacetone 90.079 C3 H6 O3 C(O)C(=O)CO LIGAND-CPD:C00184*NCI:24343*CAS:96-26-4 2.7.1.29 dihydroxy-acetone + ATP = dihydroxy-acetone-phosphate + ADP xylulose-monophosphate cycle
dihydroxy-acetone glycerone*1,3-dihydroxyacetone 90.079 C3 H6 O3 C(O)C(=O)CO LIGAND-CPD:C00184*NCI:24343*CAS:96-26-4 2.2.1.3 formaldehyde + D-xylulose-5-phosphate = dihydroxy-acetone + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
lactose α-lactose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) LIGAND-CPD:C00243*CAS:63-42-3 3.2.1.23 H2O + lactose = beta-D-galactose + beta-D-glucose lactose degradation III
lactose α-lactose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) LIGAND-CPD:C00243*CAS:63-42-3 1.1.99.13 lactose + an acceptor = 3'-ketolactose + a reduced acceptor lactose degradation II
beta-keto-cis-delta5-dodecenoyl-ACP β-keto-cis-δ5-dodecenoyl-ACP RXN0-2142 beta-keto-cis-delta5-dodecenoyl-ACP + NADPH = beta-hydroxy-cis-delta5-dodecenoyl-ACP + NADP+ fatty acid elongation -- unsaturated
beta-keto-cis-delta5-dodecenoyl-ACP β-keto-cis-δ5-dodecenoyl-ACP RXN0-2141 cis-delta3-decenoyl-ACP + malonyl-ACP = beta-keto-cis-delta5-dodecenoyl-ACP + acyl carrier protein + CO2 fatty acid elongation -- unsaturated
acrylate 72.063 C3 H4 O2 C(O)(=O)C=C 3.5.5.7 acrylonitrile + 2 H2O = acrylate + ammonia acrylonitrile degradation
acrylate 72.063 C3 H4 O2 C(O)(=O)C=C 3.5.1.4 acrylamide + H2O = ammonia + acrylate + H+ acrylonitrile degradation
colneleate colneleic acid 294.433 C18 H30 O3 C(=CC=CCCCCC)OC=CCCCCCCC(=O)O RXN-8496 9-HPOD = colneleate + H2O divinyl ether biosynthesis I (9-LOX)
orotidine-5'-phosphate 368.193 C10 H13 N2 O11 P1 c1(=O)([nH]c(=O)n(c(c1)C(O)=O)[CH]2(O[CH]([CH](O)[CH]2O)COP(O)(=O)O)) LIGAND-CPD:C01103*CAS:2149-82-8 4.1.1.23 orotidine-5'-phosphate = CO2 + UMP de novo biosynthesis of pyrimidine ribonucleotides
orotidine-5'-phosphate 368.193 C10 H13 N2 O11 P1 c1(=O)([nH]c(=O)n(c(c1)C(O)=O)[CH]2(O[CH]([CH](O)[CH]2O)COP(O)(=O)O)) LIGAND-CPD:C01103*CAS:2149-82-8 2.4.2.10 5-phosphoribosyl 1-pyrophosphate + orotate = orotidine-5'-phosphate + pyrophosphate de novo biosynthesis of pyrimidine ribonucleotides
saccharopine N6-(L-1,3-dicarboxypropyl)-L-lysine*ε-N-(L-glutar-2-yl)-L-lysine 276.289 C11 H20 N2 O6 C(=O)(O)C(CCC(O)=O)NCCCCC(N)C(=O)O CAS:997-68-2 1.5.1.9 H2O + NAD+ + saccharopine = NADH + allysine + L-glutamate lysine degradation II
saccharopine N6-(L-1,3-dicarboxypropyl)-L-lysine*ε-N-(L-glutar-2-yl)-L-lysine 276.289 C11 H20 N2 O6 C(=O)(O)C(CCC(O)=O)NCCCCC(N)C(=O)O CAS:997-68-2 1.5.1.8 NADPH + alpha-ketoglutarate + L-lysine = H2O + NADP+ + saccharopine lysine degradation II
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(OC(CC(O)1)n2(c(=O)[nH]c(=O)c(C)c2)) LIGAND-CPD:C00214*CAS:50-89-5 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(OC(CC(O)1)n2(c(=O)[nH]c(=O)c(C)c2)) LIGAND-CPD:C00214*CAS:50-89-5 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of purine and pyrimidine nucleotides
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(OC(CC(O)1)n2(c(=O)[nH]c(=O)c(C)c2)) LIGAND-CPD:C00214*CAS:50-89-5 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine salvage pathways of pyrimidine deoxyribonucleotides
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(OC(CC(O)1)n2(c(=O)[nH]c(=O)c(C)c2)) LIGAND-CPD:C00214*CAS:50-89-5 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine salvage pathways of purine and pyrimidine nucleotides
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(OC(CC(O)1)n2(c(=O)[nH]c(=O)c(C)c2)) LIGAND-CPD:C00214*CAS:50-89-5 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine (deoxy)ribose phosphate degradation
lipoate acetyltransferase N6-(dihydrolipoyl)lysine enzyme N6-(dihydrolipoyl)lysine 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + enzyme N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + enzyme N6-(lipoyl)lysine + NADH + H+ pyruvate dehydrogenase complex
lipoate acetyltransferase N6-(dihydrolipoyl)lysine enzyme N6-(dihydrolipoyl)lysine 2.3.1.12 lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = lipoate acetyltransferase N6-(dihydrolipoyl)lysine + acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine pyruvate dehydrogenase complex
3-phospho-serine O-phospho-L-serine*serine phosphate*phosphorylserine*seryl phosphate*3-P-serine*serine-3-p*serine-3-phosphate*phosphoserine*P-serine*3-phospho-1-serine*P-ser*3-phosphoserine 185.073 C3 H8 N1 O6 P1 C(C(N)C(O)=O)OP(O)(=O)O CAS:407-41-0*LIGAND-CPD:C01005*CAS:17885-08-4 2.6.1.52 3-phospho-hydroxypyruvate + L-glutamate = 3-phospho-serine + alpha-ketoglutarate serine biosynthesis
3-phospho-serine O-phospho-L-serine*serine phosphate*phosphorylserine*seryl phosphate*3-P-serine*serine-3-p*serine-3-phosphate*phosphoserine*P-serine*3-phospho-1-serine*P-ser*3-phosphoserine 185.073 C3 H8 N1 O6 P1 C(C(N)C(O)=O)OP(O)(=O)O CAS:407-41-0*LIGAND-CPD:C01005*CAS:17885-08-4 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate glycine biosynthesis I
3-phospho-serine O-phospho-L-serine*serine phosphate*phosphorylserine*seryl phosphate*3-P-serine*serine-3-p*serine-3-phosphate*phosphoserine*P-serine*3-phospho-1-serine*P-ser*3-phosphoserine 185.073 C3 H8 N1 O6 P1 C(C(N)C(O)=O)OP(O)(=O)O CAS:407-41-0*LIGAND-CPD:C01005*CAS:17885-08-4 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate serine biosynthesis
alpha-ketoadipate 2-ketoadipate*2-oxoadipate*2-keto-adipate*2-oxohexanedionic acid 160.126 C6 H8 O5 C(=O)(O)C(=O)CCCC(O)=O CAS:3184-35-8 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation III (eukaryotic)
alpha-ketoadipate 2-ketoadipate*2-oxoadipate*2-keto-adipate*2-oxohexanedionic acid 160.126 C6 H8 O5 C(=O)(O)C(=O)CCCC(O)=O CAS:3184-35-8 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA lysine degradation II
alpha-ketoadipate 2-ketoadipate*2-oxoadipate*2-keto-adipate*2-oxohexanedionic acid 160.126 C6 H8 O5 C(=O)(O)C(=O)CCCC(O)=O CAS:3184-35-8 2-AMINOMUCONATE-REDUCTASE-RXN 2-amino-muconate + 2 H2O + NADH = NH(4)OH + alpha-ketoadipate + NAD+ tryptophan degradation III (eukaryotic)
alpha-ketoadipate 2-ketoadipate*2-oxoadipate*2-keto-adipate*2-oxohexanedionic acid 160.126 C6 H8 O5 C(=O)(O)C(=O)CCCC(O)=O CAS:3184-35-8 2.6.1.39 alpha-ketoglutarate + alpha-aminoadipate = L-glutamate + alpha-ketoadipate lysine degradation II
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.3.99.3 FAD + propionyl-CoA = FADH2 + acrylyl-CoA beta-alanine biosynthesis II
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.3.99.12 S-2-methyl-butyryl-CoA + FAD = tiglyl-CoA + FADH2 isoleucine degradation I
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.3.99.3 an acyl-CoA + FAD = FADH2 + a 2,3-dehydroacyl-CoA fatty acid oxidation pathway I
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 tryptophan degradation III (eukaryotic)
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 lysine degradation II
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.3.99.12 isobutyryl-CoA + FAD = methylacrylyl-CoA + FADH2 valine degradation I
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.1.99.5 glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation IV
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 citrulline biosynthesis
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 proline degradation I
FADH2 flavin adenine dinucleotide reduced*1,5-dihydro-FAD 787.572 C27 H35 N9 O15 P2 Cc3(cc2(N(c1(c(c(=O)[nH]c(=O)[nH]1)[NH]c2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH]4O)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C01352*CAS:1910-41-4 1.5.99.8 L-4-hydroxy-proline + FAD = pyrroline-hydroxy-carboxylate + FADH2 4-hydroxyproline degradation
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA12 + O2 + NADPH = GA9 + CO2 + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA12 + O2 + alpha-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) RXN1F-143 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
KDO2-lipid A, cold adapted cold adapted KDO(2)-lipid (A)*KDO2-(palmitoleoyl-myristoyl)-lipid A 2292.835 C114 H208 N2 O39 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OP(=O)(O)O)OC(C(O)C1OC(=O)CC(O)CCCCCCCCCCC)COC2(C(C(C(OP(O)(O)=O)C(O2)COC3(CC(C(O)C(O3)C(O)CO)OC4(OC(C(O)CO)C(O)C(O)C4)(C(O)=O))(C(O)=O))OC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCC)) 2.3.1.- KDO2-(palmitoleoyl)-lipid IVA + myristoyl-ACP = KDO2-lipid A, cold adapted + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP superpathway of citrulline metabolism
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis I
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP urea cycle
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis II (acetyl cycle)
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 3.5.1.20 H2O + citrulline = ammonia + CO2 + L-ornithine proline biosynthesis V (from arginine)
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 1.14.13.39 m O2 + n NADPH + L-arginine = citrulline + n NADP+ + nitric oxide superpathway of citrulline metabolism
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 3.5.3.6 H2O + L-arginine = ammonia + citrulline interconversion of arginine, ornithine and proline
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate superpathway of citrulline metabolism
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate arginine biosynthesis I
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate citrulline degradation
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate urea cycle
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate citrulline biosynthesis
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate interconversion of arginine, ornithine and proline
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate proline biosynthesis V (from arginine)
citrulline Nγ-carbamylornithine*α-amino-γ-ureidovaleric acid*γureidonorvaline*N5-(Aminocarbonyl)-L-ornithine*L-citrulline 175.187 C6 H13 N3 O3 C(O)(=O)C(N)CCCNC(=O)N LIGAND-CPD:C00327*CAS:372-75-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate arginine biosynthesis II (acetyl cycle)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.7.4.6 UDP + ATP = UTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 1.17.4.1 a reduced thioredoxin + UDP = an oxidized thioredoxin + dUDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 1.17.4.- UDP + a classical dithiol glutaredoxin (reduced) = dUDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN-8880 gamma-solanine + UDP-D-glucose = beta-solanine + UDP steroidal glycoalkaloid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- beta-chaconine + UDP-L-rhamnose = alpha-chaconine + UDP steroidal glycoalkaloid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN-8881 gamma-chaconine + UDP-L-rhamnose = beta-chaconine + UDP steroidal glycoalkaloid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- beta-solanine + UDP-L-rhamnose = alpha-solanine + UDP steroidal glycoalkaloid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- solanidine + UDP-galactose = gamma-solanine + UDP steroidal glycoalkaloid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- solanidine + UDP-D-glucose = gamma-chaconine + UDP steroidal glycoalkaloid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl beta-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.186 glycogenin + UDP-D-glucose = glucosyl-glycogenin + UDP glycogen biosynthesis II (from UDP-D-Glucose)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.186 (1,4-alpha-D-glucosyl)n-glucosyl glucogenin + UDP = glucosyl-glycogenin + UDP-D-glucose glycogen biosynthesis II (from UDP-D-Glucose)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.11 (1,4-alpha-D-glucosyl)(n) glycogenin + UDP-D-glucose = (1,4-alpha-D-glucosyl)(n+1) glycogenin + UDP glycogen biosynthesis II (from UDP-D-Glucose)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN-6142 p-aminobenzoate + UDP-D-glucose = p-aminobenzoate-beta-D-glucopyranosyl ester + UDP tetrahydrofolate biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.91 kaempferol + UDP-D-glucose = kaempferol-3-glucoside + UDP flavonol biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN1F-444 kaempferol-3-glucoside-7-rhamnoside + UDP-D-glucose = kaempferol-3-O-gentiobioside-7-O-rhamnoside + UDP flavonol biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN1F-775 cyanidin + UDP-D-glucose = cyanidin-3-glucoside + UDP anthocyanin biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- pelargonidin + UDP-D-glucose = pelargonidin-3-glucoside + UDP anthocyanin biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.7.4.- ATP + UMP = ADP + UDP salvage pathways of purine and pyrimidine nucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.7.4.- ATP + UMP = ADP + UDP de novo biosynthesis of pyrimidine ribonucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN-1225 mono-beta-D-galactosyldiacylglycerol + UDP-galactose = alpha-D-galactosyl-beta-D-galactosyldiacylglycerol + UDP glycosylglyceride biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP glycosylglyceride biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = mono-beta-D-galactosyldiacylglycerol + UDP glycosylglyceride biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.15 UDP-D-glucose + alpha-D-glucose-6-phosphate = UDP + trehalose 6-phosphate trehalose biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.14 D-fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.91 quercetin + UDP-D-glucose = quercetin-3-glucoside + UDP flavonol biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.12 UDP-D-glucose + (1,4-beta-D-glucosyl)(n) = UDP + (1,4-beta-D-glucosyl)(n+1) cellulose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation III
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation to ethanol and lactate (anaerobic)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation III
ubiquinone-8 ubiquinone(9)*coenzyme-Q8*Q-9 727.121 C49 H74 O4 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(=O)C(OC)=C(OC)C(=O)C=1C) CAS:1339-63-5*LIGAND-CPD:C00399 1.1.99.5 glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 glycerol degradation I
ubiquinone-8 ubiquinone(9)*coenzyme-Q8*Q-9 727.121 C49 H74 O4 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(=O)C(OC)=C(OC)C(=O)C=1C) CAS:1339-63-5*LIGAND-CPD:C00399 1.2.2.2 pyruvate + ubiquinone-8 + H2O = ubiquinol-8 + acetate + CO2 pyruvate oxidation pathway
solanidine Solatubine*solanidin*Solanid-5-en-3beta-ol*3-beta-Solanid-5-en-3-ol 397.643 C27 H43 N1 O1 C1(N3([CH](CCC1C)C(C)[CH]2(C4(C)([CH](C[CH]23)[CH]5([CH](CC4)C6(C)(C(=CC5)CC([OH])CC6)))))) LIGAND-CPD:C06543*PUBCHEM:65727 2.4.1.- solanidine + UDP-galactose = gamma-solanine + UDP steroidal glycoalkaloid biosynthesis
solanidine Solatubine*solanidin*Solanid-5-en-3beta-ol*3-beta-Solanid-5-en-3-ol 397.643 C27 H43 N1 O1 C1(N3([CH](CCC1C)C(C)[CH]2(C4(C)([CH](C[CH]23)[CH]5([CH](CC4)C6(C)(C(=CC5)CC([OH])CC6)))))) LIGAND-CPD:C06543*PUBCHEM:65727 2.4.1.- solanidine + UDP-D-glucose = gamma-chaconine + UDP steroidal glycoalkaloid biosynthesis
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 CC(O)C(N)C(=O)O LIGAND-CPD:C00188*CAS:72-19-5 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + pyrophosphate + AMP tRNA charging pathway
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 CC(O)C(N)C(=O)O LIGAND-CPD:C00188*CAS:72-19-5 4.3.1.19 L-threonine = 2-oxobutanoate + ammonia isoleucine biosynthesis I
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 CC(O)C(N)C(=O)O LIGAND-CPD:C00188*CAS:72-19-5 4.2.3.1 O-phospho-L-homoserine + H2O = phosphate + L-threonine threonine biosynthesis from homoserine
(2R,3R)-pinobanksin 272.257 C15 H12 O5 c3(c2(OC(c1(ccccc1))C(O)C(=O)c2c(O)cc(O)3)) 1.14.11.9 (2S)-pinocembrin + O2 + alpha-ketoglutarate = (2R,3R)-pinobanksin + CO2 + succinate pinobanksin biosynthesis
L-arginyl-tRNAarg L-ARGINYL-TRNA(ARG) LIGAND-CPD:C02163 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + pyrophosphate + AMP tRNA charging pathway
betaine aldehyde hydrate 120.171 C5 H14 N1 O2 C(C=O)[N+](C)(C)C RXN-6268 betaine aldehyde hydrate = betaine aldehyde + H2O glycine betaine biosynthesis III (plants)
betaine aldehyde hydrate 120.171 C5 H14 N1 O2 C(C=O)[N+](C)(C)C 1.14.15.7 choline + O2 + 2 reduced ferredoxin + 2 H+ = betaine aldehyde hydrate + H2O + 2 oxidized ferredoxin glycine betaine biosynthesis III (plants)
KDO2-(lauroyl)-lipid IVA lauroyl-KDO2-lipid IV (A) 2028.384 C96 H176 N2 O38 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OP(=O)(O)O)OC(C(O)C1OC(=O)CC(O)CCCCCCCCCCC)COC2(C(NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C(OP(O)(O)=O)C(O2)COC3(CC(C(O)C(O3)C(O)CO)OC4(OC(C(O)CO)C(O)C(O)C4)(C(O)=O))(C(O)=O))) LIGAND-CPD:C06251 2.3.1.- KDO2-(lauroyl)-lipid IVA + myristoyl-ACP = KDO2-lipid A + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
KDO2-(lauroyl)-lipid IVA lauroyl-KDO2-lipid IV (A) 2028.384 C96 H176 N2 O38 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OP(=O)(O)O)OC(C(O)C1OC(=O)CC(O)CCCCCCCCCCC)COC2(C(NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C(OP(O)(O)=O)C(O2)COC3(CC(C(O)C(O3)C(O)CO)OC4(OC(C(O)CO)C(O)C(O)C4)(C(O)=O))(C(O)=O))) LIGAND-CPD:C06251 2.3.1.- KDO2-lipid IVA + lauroyl-ACP = KDO2-(lauroyl)-lipid IVA + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
salicyloyl-CoA 887.641 C28 H40 N7 O18 P3 S1 C(NCCC(=O)NCCSC(=O)c1(c(O)cccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-2009 salicyloyl-CoA + H2O = salicylate + coenzyme A salicylic acid biosynthesis
salicyloyl-CoA 887.641 C28 H40 N7 O18 P3 S1 C(NCCC(=O)NCCSC(=O)c1(c(O)cccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-2008 benzoyl-CoA = salicyloyl-CoA salicylic acid biosynthesis
L-2-acetamido-6-oxoheptanedioate N-acetyl-L-2-amino-6-oxo-pimelate*N-acetyl-2-amino-6-ketopimelate 231.205 C9 H13 N1 O6 CC(=O)NC(C(O)=O)CCCC(=O)C(O)=O RXN-4822 L-2-acetamido-6-oxoheptanedioate + L-glutamate = N-acetyl-L,L-2,6-diaminopimelate + alpha-ketoglutarate lysine biosynthesis II
L-2-acetamido-6-oxoheptanedioate N-acetyl-L-2-amino-6-oxo-pimelate*N-acetyl-2-amino-6-ketopimelate 231.205 C9 H13 N1 O6 CC(=O)NC(C(O)=O)CCCC(=O)C(O)=O 2.3.1.89 L-2,3,4,5-tetrahydrodipicolinate + acetyl-CoA + H2O = L-2-acetamido-6-oxoheptanedioate + coenzyme A lysine biosynthesis II
a fatty aldehyde C2 H3 O1 R1 4.1.99.5 a fatty aldehyde = an alkane + CO epicuticular wax biosynthesis
a fatty aldehyde C2 H3 O1 R1 1.1.1.2 NAD(P)H + a fatty aldehyde = NAD(P)+ + a primary alcohol epicuticular wax biosynthesis
a fatty aldehyde C2 H3 O1 R1 1.2.1.50 NAD(P)H + a very long chain fatty acyl-CoA = NAD(P)+ + a fatty aldehyde epicuticular wax biosynthesis
(+)-maackiain 284.268 C16 H12 O5 C1([CH]3([CH](c2(c(O1)cc(O)cc2))Oc4(c3cc5(c(c4)OCO5)))) RXN-4561 (+)-maackiain + NADPH + O2 = (+)-6a-hydroxymaackiain + NADP+ + H2O superpathway of pterocarpan biosynthesis (via formononetin)
(+)-maackiain 284.268 C16 H12 O5 C1([CH]3([CH](c2(c(O1)cc(O)cc2))Oc4(c3cc5(c(c4)OCO5)))) RXN-2054 (-)-maackiain = (+)-maackiain superpathway of pterocarpan biosynthesis (via formononetin)
9-HPOD 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid 312.448 C18 H32 O4 CCCCCC=CC=CC(OO)CCCCCCCC(=O)O RXN-8496 9-HPOD = colneleate + H2O divinyl ether biosynthesis I (9-LOX)
9-HPOD 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid 312.448 C18 H32 O4 CCCCCC=CC=CC(OO)CCCCCCCC(=O)O RXN-8499 9-HPOD = 9,10-EOD + H2O 9-LOX and 9-AOS pathway
9-HPOD 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid 312.448 C18 H32 O4 CCCCCC=CC=CC(OO)CCCCCCCC(=O)O 1.13.11.- linoleate + O2 = 9-HPOD 9-LOX and 9-AOS pathway
9-HPOD 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid 312.448 C18 H32 O4 CCCCCC=CC=CC(OO)CCCCCCCC(=O)O 1.13.11.- linoleate + O2 = 9-HPOD divinyl ether biosynthesis I (9-LOX)
1-18:3-2-16:3-monogalactosyldiacylglycerol 747.02 C43 H70 O10 C1(OC(CO)C(O)C(O)C(O)1)OCC(OC(=O)CCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:2-2-16:2-monogalactosyldiacylglycerol = 1-18:3-2-16:3-monogalactosyldiacylglycerol glycosylglyceride desaturation pathway
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.42 NADPH + 12-oxo-cis-10,15-phytodienoate = NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate jasmonic acid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.100 NADPH + a beta-ketoacyl-ACP = a D-3-hydroxy-acyl-ACP + NADP+ fatty acid elongation -- saturated
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.100 NADPH + a beta-ketoacyl-ACP = a D-3-hydroxy-acyl-ACP + NADP+ fatty acid elongation -- unsaturated
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle variation VIII
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 respiration (anaerobic)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.267 1-deoxy-D-xylulose 5-phosphate + NADPH = 2-C-methyl-D-erythritol-4-phosphate + NADP+ methylerythritol phosphate pathway
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate tetrahydrofolate biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate tetrahydrofolate biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.133 NADPH + dTDP-4-dehydro-6-deoxy-L-mannose = NADP+ + dTDP-alpha-L-rhamnose dTDP-L-rhamnose biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.219 NADPH + dihydrokaempferol = leucopelargonidin + NADP+ anthocyanin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 xanthophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 carotenoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 xanthophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 carotenoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde ectoine biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF reductive acetyl coenzyme A pathway
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF folate transformations
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.13 phosphate + NADP+ + D-glyceraldehyde-3-phosphate = NADPH + 1,3-diphosphateglycerate glucose heterofermentation to lactate I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose colanic acid building blocks biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.10 an acyl-ACP + NADP+ = NADPH + a trans-delta2-enoyl-acyl-ACP fatty acid elongation -- saturated
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate TCA cycle variation VIII
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.- 18-oxooleate + NADP+ + H2O = octadec-9-ene-1,18-dioic-acid + NADPH suberin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.- 18-hydroxyoleate + NADP+ = 18-oxooleate + NADPH suberin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.3 NADPH + L-aspartate-semialdehyde = NADP+ + homoserine homoserine biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.41 L-glutamate-5-phosphate + NADPH = L-glutamate gamma-semialdehyde + phosphate + NADP+ citrulline biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.4.1.12 NADP+ + H2O + 2,4-diaminopentanoate = ammonia + NADPH + 2-amino-4-oxopentanoate interconversion of arginine, ornithine and proline
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.43 NADP+ + formate = NADPH + CO2 gallate degradation III (anaerobic)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.43 NADP+ + formate = NADPH + CO2 reductive acetyl coenzyme A pathway
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.8 NADPH + alpha-ketoglutarate + L-lysine = H2O + NADP+ + saccharopine lysine degradation II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.25 NADPH + 3-dehydro-shikimate = NADP+ + shikimate chorismate biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.- 3-keto-beta-D-galactose + NADP+ = beta-D-galactose + NADPH lactose degradation II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.57 phloroglucinol + NADPH = dihydrophloroglucinol + NADP+ gallate degradation III (anaerobic)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-2003 hydroxycinnamoyl-CoA + NADP+ = oxocinnamoyl-CoA + NADPH salicylic acid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.169 2-dehydropantoate + NADPH = L-pantoate + NADP+ pantothenate biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.8.1.7 glutathione disulfide + NADPH + H+ = 2 glutathione + NADP+ ascorbate glutathione cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.236 NADPH + tropinone = NADP+ + pseudotropine calystegine biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 3.1.3.- H2O + NADP+ = NAD+ + phosphate NAD/NADH phosphorylation and dephosphorylation
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.6.1.1 NAD+ + NADPH = NADH + NADP+ NAD/NADH phosphorylation and dephosphorylation
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.6.5.4 2 monodehydroascorbate + NADPH = 2 L-ascorbate + NADP+ ascorbate glutathione cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-4561 (+)-maackiain + NADPH + O2 = (+)-6a-hydroxymaackiain + NADP+ + H2O superpathway of pterocarpan biosynthesis (via formononetin)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 PCP4MONO-RXN pentachlorophenol + O2 + 2 NADPH = tetrachlorohydroquinone + H2O + HCl + 2 NADP+ pentachlorophenol degradation pathway
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN0-2145 trans-delta3-cis-delta5-dodecenoyl-ACP + NADPH = NADP+ + cis-delta5-dodecenoyl-ACP fatty acid elongation -- unsaturated
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylic acid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-5461 dTDP-4-dehydro-6-deoxy-D-glucose + NADPH = dTDP-alpha-L-rhamnose + NADP+ dTDP-L-rhamnose biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.6.6.- L-canaline + NADPH = homoserine + ammonia + NADP+ canavanine degradation
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-7676 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-7677 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- geranylgeranyl-chlorophyll a + NADPH = dihydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- dihydrogeranylgeranyl-chlorophyll a + NADPH = tetrahydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan degradation III (eukaryotic)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.36 acetoacetyl-CoA + NADPH = 3-hydroxybutyryl-CoA + NADP+ ethanol fermentation to acetate
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.39 m O2 + n NADPH + L-arginine = citrulline + n NADP+ + nitric oxide superpathway of citrulline metabolism
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.44 coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A lignin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A lignin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ lignin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ lignin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-1142 coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O lignin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O lignin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O lignin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ lignin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN1F-10 monovinyl protochlorophyllide a + NADPH = NADP+ + chlorophyllide a chlorophyllide a biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-5961 alpha-carotene + NADPH + O2 = zeinoxanthin + NADP+ + H2O carotenoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-5962 zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.70 3 NADPH + 3 O2 + obtusifoliol + 3 H+ = 4 H2O + 3 NADP+ + formate + (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol sterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.70 (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol + 2 NADPH = 4alpha-methylfecosterol + 2 NADP+ sterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.21 5-dehydroavenasterol + 2 NADPH = isofucosterol + 2 NADP+ sterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + H2O cholesterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.70 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + 2 H2O cholesterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.70 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADP+ + H2O + formate cholesterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.70 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADPH = 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NADP+ cholesterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.270 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one + NADPH = 4-alpha-methyl zymosterol + NADP+ cholesterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.270 5alpha-cholesta-8,24-dien-3-one + NADPH = zymosterol + NADP+ cholesterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.72 5alpha-cholesta-7,24-dien-3beta-ol + NADPH = lathosterol + NADP+ cholesterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.21 7-dehydro-cholesterol + NADPH = cholesterol + NADP+ cholesterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-7650 naringenin + NADPH + O2 = apigenin + NADP+ + 2 H2O luteolin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-7653 eriodictyol + NADPH + O2 = luteolin + NADP+ + 2 H2O luteolin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O suberin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.99.- 22alpha-hydroxy-campest-4-en-3-one + NADPH = 22alpha-hydroxy-5alpha-campestan-3-one + NADP+ brassinosteroid biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.99.- campest-4-en-3-one + NADPH = 5alpha-campestan-3-one + NADP+ brassinosteroid biosynthesis II
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.11.- GA14-aldehyde + NADPH + O2 = GA14 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.11.- GA12-aldehyde + O2 + NADPH = GA14-aldehyde + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.11.- GA7 + O2 + NADPH = GA3 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.11.- GA4 + O2 + NADPH = GA1 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O xanthophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O carotenoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O xanthophyll cycle
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O carotenoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 2.3.1.170 coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.11.- GA12 + O2 + NADPH = GA9 + CO2 + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.11.- GA14 + O2 + NADPH = GA4 + NADP+ + CO2 gibberellin biosynthesis IV (Gibberella fujikuroi)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.70 L-glutamyl-tRNAGlu + NADPH = glutamate-1-semialdehyde + NADP+ + tRNAGlu chlorophyllide a biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-1121 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.219 dihydroquercetin + NADPH = leucocyanidin + NADP+ anthocyanin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ phenylpropanoid biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ suberin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate arginine biosynthesis II (acetyl cycle)
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate ornithine biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 RXN0-2142 beta-keto-cis-delta5-dodecenoyl-ACP + NADPH = beta-hydroxy-cis-delta5-dodecenoyl-ACP + NADP+ fatty acid elongation -- unsaturated
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.99.7 squalene + NADPH + O2 = (S)-2,3-Epoxysqualene + NADP+ + H2O cholesterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.21 naringenin + NADPH + O2 = eriodictyol + NADP+ + H2O luteolin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.21 apigenin + NADPH + O2 = luteolin + NADP+ + H2O luteolin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.21 5-dehydro episterol + 2 NADPH = 24-methylenecholesterol + 2 NADP+ sterol biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate suberin biosynthesis
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine biosynthesis I
NADP+ coenzyme II*triphosphopyridine nucleotide*nicotinamide adenine dinucleotide phosphate*NADP-oxidized*NADP-ox*NADP+*TPN*TPN+*TPN-ox*nicotinamide adenine dinucleotide-P*NADP(+)*NADP 744.418 C21 H29 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)[n+]5(cc(C(N)=O)ccc5)) CHEBI:18009*LIGAND-CPD:C00006*PUBCHEM:5886*LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.86 2-acetolactate + NADPH = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
betaine aldehyde glycine betaine aldehyde 102.156 C5 H12 N1 O1 C(=O)CN(C)(C)C LIGAND-CPD:C00576*CAS:7418-61-3 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis I (Gram-negative bacteria)
betaine aldehyde glycine betaine aldehyde 102.156 C5 H12 N1 O1 C(=O)CN(C)(C)C LIGAND-CPD:C00576*CAS:7418-61-3 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis II (Gram-positive bacteria)
betaine aldehyde glycine betaine aldehyde 102.156 C5 H12 N1 O1 C(=O)CN(C)(C)C LIGAND-CPD:C00576*CAS:7418-61-3 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis III (plants)
betaine aldehyde glycine betaine aldehyde 102.156 C5 H12 N1 O1 C(=O)CN(C)(C)C LIGAND-CPD:C00576*CAS:7418-61-3 1.1.99.1 choline + an acceptor = betaine aldehyde + a reduced acceptor glycine betaine biosynthesis I (Gram-negative bacteria)
betaine aldehyde glycine betaine aldehyde 102.156 C5 H12 N1 O1 C(=O)CN(C)(C)C LIGAND-CPD:C00576*CAS:7418-61-3 1.1.1.1 choline + NAD+ = betaine aldehyde + NADH + H+ glycine betaine biosynthesis II (Gram-positive bacteria)
betaine aldehyde glycine betaine aldehyde 102.156 C5 H12 N1 O1 C(=O)CN(C)(C)C LIGAND-CPD:C00576*CAS:7418-61-3 RXN-6268 betaine aldehyde hydrate = betaine aldehyde + H2O glycine betaine biosynthesis III (plants)
sarcosine N-methylglycine 89.094 C3 H7 N1 O2 C(=O)(O)CNC LIGAND-CPD:C00213*CAS:107-97-1 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
sarcosine N-methylglycine 89.094 C3 H7 N1 O2 C(=O)(O)CNC LIGAND-CPD:C00213*CAS:107-97-1 1.5.99.2 dimethylglycine + H2O + an acceptor = a reduced acceptor + formaldehyde + sarcosine glycine betaine degradation
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(=O)O LIGAND-CPD:C01102 4.2.3.1 O-phospho-L-homoserine + H2O = phosphate + L-threonine threonine biosynthesis from homoserine
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(=O)O LIGAND-CPD:C01102 4.2.99.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis II
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(=O)O LIGAND-CPD:C01102 4.2.99.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate sulfate assimilation III
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(=O)O LIGAND-CPD:C01102 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(=O)O LIGAND-CPD:C01102 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
xylulose D-xylulose*D-threo-pentulose 150.131 C5 H10 O5 C(O)C(O)C(O)C(=O)CO LIGAND-CPD:C00310*CAS:551-84-8 2.7.1.17 xylulose + ATP = D-xylulose-5-phosphate + ADP xylose degradation
xylulose D-xylulose*D-threo-pentulose 150.131 C5 H10 O5 C(O)C(O)C(O)C(=O)CO LIGAND-CPD:C00310*CAS:551-84-8 5.3.1.5 D-xylose = xylulose xylose degradation
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose 587.33 C16 H23 N5 O15 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C01222 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose colanic acid building blocks biosynthesis
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose 587.33 C16 H23 N5 O15 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C01222 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose colanic acid building blocks biosynthesis
a reduced thioredoxin thioredoxin disulfide 1.17.4.1 a reduced thioredoxin + GDP = an oxidized thioredoxin + dGDP + H2O purine nucleotides de novo biosynthesis I
a reduced thioredoxin thioredoxin disulfide 1.17.4.1 a reduced thioredoxin + ADP = an oxidized thioredoxin + dADP + H2O purine nucleotides de novo biosynthesis I
a reduced thioredoxin thioredoxin disulfide 1.17.4.1 a reduced thioredoxin + UDP = an oxidized thioredoxin + dUDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
a reduced thioredoxin thioredoxin disulfide 1.17.4.1 a reduced thioredoxin + CDP = an oxidized thioredoxin + dCDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
hydrogen cyanide cyanide*hydrocyanic acid 27.026 C1 H1 N1 [CH]#N CAS:57-12-5*LIGAND-CPD:C01326 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = 2 H2O + ethene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
tetrahydropteroyltri-L-glutamate 626.579 C24 H34 N8 O12 C(=O)(O)CCC(N)C(=O)OC2(C1(NC(=CNC=1N=C(N=2)N)C(OC(=O)C(N)CCC(=O)O)C(C)OC(=O)C(N)CCC(O)=O)) LIGAND-CPD:C04144 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine and S-adenosylmethionine synthesis
tetrahydropteroyltri-L-glutamate 626.579 C24 H34 N8 O12 C(=O)(O)CCC(N)C(=O)OC2(C1(NC(=CNC=1N=C(N=2)N)C(OC(=O)C(N)CCC(=O)O)C(C)OC(=O)C(N)CCC(O)=O)) LIGAND-CPD:C04144 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
tetrahydropteroyltri-L-glutamate 626.579 C24 H34 N8 O12 C(=O)(O)CCC(N)C(=O)OC2(C1(NC(=CNC=1N=C(N=2)N)C(OC(=O)C(N)CCC(=O)O)C(C)OC(=O)C(N)CCC(O)=O)) LIGAND-CPD:C04144 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine sulfate assimilation III
indole-3-glycerol-phosphate C'-(3-Indolyl)-glycerol 3-phosphate*indole-3-glycerol-P*1-(indol-3-yl)glycerol-3-P*1-(indol-3-yl)glycerol-3-phosphate*indoleglycerol phosphate 287.208 C11 H14 N1 O6 P1 C(OP(=O)(O)O)C(O)C(O)c1(c2(c([nH]c1)cccc2)) LIGAND-CPD:C03506 RXN0-2381 indole-3-glycerol-phosphate = indole + D-glyceraldehyde-3-phosphate tryptophan biosynthesis
indole-3-glycerol-phosphate C'-(3-Indolyl)-glycerol 3-phosphate*indole-3-glycerol-P*1-(indol-3-yl)glycerol-3-P*1-(indol-3-yl)glycerol-3-phosphate*indoleglycerol phosphate 287.208 C11 H14 N1 O6 P1 C(OP(=O)(O)O)C(O)C(O)c1(c2(c([nH]c1)cccc2)) LIGAND-CPD:C03506 4.1.1.48 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate = indole-3-glycerol-phosphate + CO2 + H2O tryptophan biosynthesis
9-HPOT 9(S)-hydroperoxy-10(E),12(Z),15(Z)-octadecatrienoic acid 310.433 C18 H30 O4 CCC=CCC=CC=CC(OO)CCCCCCCC(=O)O RXN-8498 9-HPOT = colnelenate + H2O divinyl ether biosynthesis I (9-LOX)
9-HPOT 9(S)-hydroperoxy-10(E),12(Z),15(Z)-octadecatrienoic acid 310.433 C18 H30 O4 CCC=CCC=CC=CC(OO)CCCCCCCC(=O)O RXN-8500 9-HPOT = 9,10-EOT + H2O 9-LOX and 9-AOS pathway
9-HPOT 9(S)-hydroperoxy-10(E),12(Z),15(Z)-octadecatrienoic acid 310.433 C18 H30 O4 CCC=CCC=CC=CC(OO)CCCCCCCC(=O)O 1.13.11.- linolenate + O2 = 9-HPOT 9-LOX and 9-AOS pathway
9-HPOT 9(S)-hydroperoxy-10(E),12(Z),15(Z)-octadecatrienoic acid 310.433 C18 H30 O4 CCC=CCC=CC=CC(OO)CCCCCCCC(=O)O 1.13.11.- linolenate + O2 = 9-HPOT divinyl ether biosynthesis I (9-LOX)
4alpha-hydroxy-5,6,7,8-tetrahydrobiopterin 257.249 C9 H15 N5 O4 C[CH](O)[CH](O)C1(NC2(O)(C(NC1)=NC(N)=NC2=O)) 1.14.16.1 O2 + tetrahydrobiopterin + L-phenylalanine = L-tyrosine + 4alpha-hydroxy-5,6,7,8-tetrahydrobiopterin phenylalanine degradation I
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(CN)(=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) LIGAND-CPD:C03838 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide tetrahydrofolate biosynthesis
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(CN)(=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) LIGAND-CPD:C03838 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(CN)(=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) LIGAND-CPD:C03838 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis I
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(CN)(=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) LIGAND-CPD:C03838 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = phosphate + 5'-phosphoribosyl-N-formylglycineamide + ADP purine nucleotides de novo biosynthesis I
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(CN)(=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) LIGAND-CPD:C03838 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(CN)(=O)N[CH]1(O[CH]([CH](O)[CH](O)1)COP(O)(=O)O) LIGAND-CPD:C03838 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
thiamin diphosphate thiamine pyrophosphate*Thaimine pyrophosphate*thiamin diphosphate*TPP*thiamin-PPi*thiamin pyrophosphate*thiamine diphosphate*thiamine-PPi*ThPP 425.312 C12 H19 N4 O7 P2 S1 C(c1(c(N)nc(C)nc1))[n+]2(c(C)c(sc2)CCOP(O)(=O)OP(O)(=O)O) CAS:154-87-0*LIGAND-CPD:C00068 2.7.4.16 thiamine-phosphate + ATP = thiamin diphosphate + ADP thiamin biosynthesis
2-keto-4-methyl-pentanoate 4-methyl-2-oxopentanoate*2-keto-isocaproate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(=O)C(=O)O LIGAND-CPD:C00233*CAS:816-66-0 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-keto-4-methyl-pentanoate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
2-keto-4-methyl-pentanoate 4-methyl-2-oxopentanoate*2-keto-isocaproate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(=O)C(=O)O LIGAND-CPD:C00233*CAS:816-66-0 2.6.1.42 L-leucine + alpha-ketoglutarate = 2-keto-4-methyl-pentanoate + L-glutamate leucine degradation I
2-keto-4-methyl-pentanoate 4-methyl-2-oxopentanoate*2-keto-isocaproate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(=O)C(=O)O LIGAND-CPD:C00233*CAS:816-66-0 2.6.1.42 L-leucine + alpha-ketoglutarate = 2-keto-4-methyl-pentanoate + L-glutamate leucine biosynthesis
2-keto-4-methyl-pentanoate 4-methyl-2-oxopentanoate*2-keto-isocaproate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(=O)C(=O)O LIGAND-CPD:C00233*CAS:816-66-0 1.1.1.85 2-isopropylmalate + NAD+ = 2-keto-4-methyl-pentanoate + NADH + CO2 leucine biosynthesis
quercetin 3,5,7,3',4'-Pentahydroxyflavone 302.24 C15 H10 O7 c1(c(ccc(O)c1O)C2(=C(O)C(=O)c3(c(O)cc(O)cc(O2)3))) 2.4.1.91 quercetin + UDP-D-glucose = quercetin-3-glucoside + UDP flavonol biosynthesis
quercetin 3,5,7,3',4'-Pentahydroxyflavone 302.24 C15 H10 O7 c1(c(ccc(O)c1O)C2(=C(O)C(=O)c3(c(O)cc(O)cc(O2)3))) 1.14.11.23 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
4alpha-methylfecosterol 4α-methyl-5α-ergosta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4([CH](CC3)C(C)C(O)CC4)(C)))) 5.3.3.5 4alpha-methylfecosterol = 24-methylenelophenol sterol biosynthesis
4alpha-methylfecosterol 4α-methyl-5α-ergosta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4([CH](CC3)C(C)C(O)CC4)(C)))) 1.3.1.70 (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol + 2 NADPH = 4alpha-methylfecosterol + 2 NADP+ sterol biosynthesis
sitosterol 414.713 C29 H50 O1 CC(C)C(CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4243 sitosterol = stigmasterol sterol biosynthesis
sitosterol 414.713 C29 H50 O1 CC(C)C(CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4224 delta24-25-sitosterol = sitosterol sterol biosynthesis
allantoin 158.116 C4 H6 N4 O3 C1(NC(N)=O)(C(=O)NC(N1)=O) LIGAND-CPD:C01551*CAS:97-59-6 3.5.2.5 S-allantoin + H2O + allantoin = allantoate allantoin degradation to ureidoglycolate I (urea producing)
allantoin 158.116 C4 H6 N4 O3 C1(NC(N)=O)(C(=O)NC(N1)=O) LIGAND-CPD:C01551*CAS:97-59-6 3.5.2.5 S-allantoin + H2O + allantoin = allantoate ureide biosynthesis
allantoin 158.116 C4 H6 N4 O3 C1(NC(N)=O)(C(=O)NC(N1)=O) LIGAND-CPD:C01551*CAS:97-59-6 RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = S-allantoin + allantoin + CO2 urate degradation to allantoin
allantoin 158.116 C4 H6 N4 O3 C1(NC(N)=O)(C(=O)NC(N1)=O) LIGAND-CPD:C01551*CAS:97-59-6 RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = S-allantoin + allantoin + CO2 ureide biosynthesis
allantoin 158.116 C4 H6 N4 O3 C1(NC(N)=O)(C(=O)NC(N1)=O) LIGAND-CPD:C01551*CAS:97-59-6 1.7.3.3 urate + O2 = allantoin + CO2 + H2O2 purine degradation
1-18:1-2-16:0-sn-glycerol-3-phosphate 674.937 C37 H71 O8 P1 C(OP(O)(=O)O)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 1-18:1-2-16:0-sn-glycerol-3-phosphate = 1-18:1-2-trans-16:1-sn-glycerol-3-phosphate phospholipid desaturation pathway
L-glutaminyl-tRNAgln L-GLUTAMINYL-TRNA(GLN) LIGAND-CPD:C02282 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + pyrophosphate + AMP tRNA charging pathway
butyryl phosphate butyryl-P*butanoyl phosphate*phosphobutyrate 168.086 C4 H9 O5 P1 C(OP(O)(=O)O)(=O)CCC 2.3.1.19 phosphate + butyryl-CoA = butyryl phosphate + coenzyme A acetyl CoA fermentation to butyrate
butyryl phosphate butyryl-P*butanoyl phosphate*phosphobutyrate 168.086 C4 H9 O5 P1 C(OP(O)(=O)O)(=O)CCC 2.7.2.7 butyryl phosphate + ADP = butyrate + ATP acetyl CoA fermentation to butyrate
L-histidyl-tRNAhis L-HISTIDYL-TRNA(HIS) LIGAND-CPD:C02988 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + pyrophosphate + AMP tRNA charging pathway
3-hydroxy-propionate 3-Hydroxypropanoate*β-hydroxypropionate*3-Hydroxypropanoic acid*3-Hydropropionic acid*Hydracrylic acid 90.079 C3 H6 O3 C(O)(=O)CCO CAS:96-26-4*CAS:503-66-2 1.1.1.59 NAD+ + 3-hydroxy-propionate = NADH + malonate semialdehyde beta-alanine biosynthesis II
3-hydroxy-propionate 3-Hydroxypropanoate*β-hydroxypropionate*3-Hydroxypropanoic acid*3-Hydropropionic acid*Hydracrylic acid 90.079 C3 H6 O3 C(O)(=O)CCO CAS:96-26-4*CAS:503-66-2 3.1.2.4 3-hydroxypropionyl-CoA + H2O = 3-hydroxy-propionate + coenzyme A beta-alanine biosynthesis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis V
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway III (semi-phosphorylative)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway II (non-phosphorylative)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose fermentation to lactate II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis IV (plant cytosol)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP fructose degradation to pyruvate and lactate (anaerobic)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP sucrose degradation to ethanol and lactate (anaerobic)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP respiration (anaerobic)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose heterofermentation to lactate I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.2.1.6 2 pyruvate = 2-acetolactate + CO2 valine biosynthesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.4.1 lipoate acetyltransferase N6-(lipoyl)lysine + pyruvate + enzyme N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 pyruvate dehydrogenase complex
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH superpathway of glycolysis, pyruvate dehydrogenase, TCA, and glyoxylate bypass
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH TCA cycle variation VIII
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glutamate degradation VII (to butyrate)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin Entner-Doudoroff pathway II (non-phosphorylative)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glycolysis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin reductive tricarboxylic acid cycle
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 6.4.1.1 HCO3- + pyruvate + ATP = phosphate + oxaloacetate + ADP TCA cycle variation VIII
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 thiamin biosynthesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.2.2.2 pyruvate + ubiquinone-8 + H2O = ubiquinol-8 + acetate + CO2 pyruvate oxidation pathway
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP reductive tricarboxylic acid cycle
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.1.1 pyruvate = acetaldehyde + CO2 pyruvate fermentation to ethanol II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.1.1 pyruvate = acetaldehyde + CO2 sucrose degradation to ethanol and lactate (anaerobic)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.6.1.51 pyruvate + L-serine = L-alanine + hydroxypyruvate superpathway of serine and glycine biosynthesis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.6.1.30 pyruvate + pyridoxamine = L-alanine + pyridoxal pyridoxamine anabolism
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.3.30 methylisocitrate = succinate + pyruvate methylcitrate cycle
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.6.1.18 malonate semialdehyde + L-alanine = beta-alanine + pyruvate beta-alanine biosynthesis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.3.22 S-citramalate = pyruvate + acetate glutamate degradation VIII (to propionate)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.3.22 S-citramalate = pyruvate + acetate glutamate degradation VII (to butyrate)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 TRANS-RXN-168 phosphoenolpyruvate + trehalose[periplasmic space] = trehalose 6-phosphate[cytosol] + pyruvate trehalose degradation III
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 RXN-1981 isochorismate = salicylate + pyruvate salicylic acid biosynthesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.3.3 N-acetylneuraminate = N-acetylmannosamine + pyruvate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.2.- 2-dehydro-3-deoxy-D-gluconate = glyceraldehyde + pyruvate Entner-Doudoroff pathway II (non-phosphorylative)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 3-SULFINYL-PYRUVATE-SPON-RXN 3-sulfinyl-pyruvate + H2O = pyruvate + SO3-2 L-cysteine degradation I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.3.16 D-4-hydroxy-2-keto-glutarate = glyoxylate + pyruvate 4-hydroxyproline degradation
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.27 NADH + pyruvate = NAD+ + lactate pyruvate fermentation to lactate
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.27 NADH + pyruvate = NAD+ + lactate fructose degradation to pyruvate and lactate (anaerobic)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.27 NADH + pyruvate = NAD+ + lactate sucrose degradation to ethanol and lactate (anaerobic)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate TCA cycle variation VIII
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate TCA cycle variation VIII
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.3.1.54 pyruvate + coenzyme A = formate + acetyl-CoA respiration (anaerobic)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate glucose fermentation to lactate II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate glucose heterofermentation to lactate I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.2.14 2-keto-3-deoxy-6-phospho-gluconate = D-glyceraldehyde-3-phosphate + pyruvate Entner-Doudoroff pathway III (semi-phosphorylative)
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.2.14 2-keto-3-deoxy-6-phospho-gluconate = D-glyceraldehyde-3-phosphate + pyruvate Entner-Doudoroff pathway I
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.1.3.27 chorismate + L-glutamine = anthranilate + pyruvate + L-glutamate tryptophan biosynthesis
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine methionine biosynthesis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine sulfate assimilation III
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.3.1.17 L-serine = pyruvate + ammonia L-serine degradation
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 4.3.1.17 L-serine = pyruvate + ammonia glycine betaine degradation
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation III
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis II
pyruvate BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(=O)(O)C(=O)C LIGAND-CPD:C00022*CAS:127-17-3*LIGAND-CPD:c00022*UM-BBD-CPD:c0159 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate glycolysis II
D-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00133*CAS:338-69-2 AKPTHIOL-RXN 2-amino-4-oxopentanoate + coenzyme A = D-alanine + acetyl-CoA interconversion of arginine, ornithine and proline
tRNAcys TRNA(CYS) LIGAND-CPD:C01639 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + pyrophosphate + AMP tRNA charging pathway
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067*CAS:50-00-0 4.1.2.- formaldehyde + D-ribulose-5-phosphate = hexulose 6-phosphate formaldehyde assimilation II (RuMP Cycle)
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067*CAS:50-00-0 4.1.2.- formaldehyde + D-ribulose-5-phosphate = hexulose 6-phosphate formaldehyde oxidation I
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067*CAS:50-00-0 2.2.1.3 formaldehyde + D-xylulose-5-phosphate = dihydroxy-acetone + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067*CAS:50-00-0 1.5.99.2 dimethylglycine + H2O + an acceptor = a reduced acceptor + formaldehyde + sarcosine glycine betaine degradation
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067*CAS:50-00-0 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
5alpha-cholesta-7,24-dien-3beta-ol 5α-cholesta-7,24-dien-3β-ol 384.644 C27 H44 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C)(C(CC=3)CC(O)CC4)))) 1.3.1.72 5alpha-cholesta-7,24-dien-3beta-ol + NADPH = lathosterol + NADP+ cholesterol biosynthesis
5alpha-cholesta-7,24-dien-3beta-ol 5α-cholesta-7,24-dien-3β-ol 384.644 C27 H44 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C)(C(CC=3)CC(O)CC4)))) 5.3.3.5 zymosterol = 5alpha-cholesta-7,24-dien-3beta-ol cholesterol biosynthesis
GDP-L-galactose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) RXN-1883 GDP-L-galactose + 2 H2O = L-galactose + GMP + phosphate ascorbate biosynthesis
GDP-L-galactose 605.345 C16 H25 N5 O16 P2 C(O)C1(OC(C(O)C(O)C(O)1)OP(O)(=O)OP(O)(=O)OCC2(OC(C(O)C(O)2)n3(c4(c(nc3)c(=O)[nH]c(N)n4)))) 5.1.3.18 GDP-D-mannose = GDP-L-galactose ascorbate biosynthesis
3-isopropylmalate 3-hydroxy-4-methyl-3-carboxypentanoate*3-carboxy-3-hydroxy-4-methylpentanoate*3-carboxy-3-hydroxy-isocaproate*α-isopropylmalate 176.169 C7 H12 O5 C(=O)(O)CC(O)(C(=O)O)C(C)C LIGAND-CPD:C02504 4.2.1.33 3-isopropylmalate = 2-isopropylmalate leucine biosynthesis
3-isopropylmalate 3-hydroxy-4-methyl-3-carboxypentanoate*3-carboxy-3-hydroxy-4-methylpentanoate*3-carboxy-3-hydroxy-isocaproate*α-isopropylmalate 176.169 C7 H12 O5 C(=O)(O)CC(O)(C(=O)O)C(C)C LIGAND-CPD:C02504 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 3-isopropylmalate + coenzyme A leucine biosynthesis
dihydroquercetin dihydro quercetin*taxifolin 304.256 C15 H12 O7 c1(cc(cc(O)c1O)C2(C(O)C(=O)c3(c(O2)cc(O)cc3O))) 1.14.11.23 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
dihydroquercetin dihydro quercetin*taxifolin 304.256 C15 H12 O7 c1(cc(cc(O)c1O)C2(C(O)C(=O)c3(c(O2)cc(O)cc3O))) 1.1.1.219 dihydroquercetin + NADPH = leucocyanidin + NADP+ anthocyanin biosynthesis
dihydroquercetin dihydro quercetin*taxifolin 304.256 C15 H12 O7 c1(cc(cc(O)c1O)C2(C(O)C(=O)c3(c(O2)cc(O)cc3O))) 1.14.13.21 dihydrokaempferol + O2 = dihydroquercetin + H2O flavonol biosynthesis
dihydroquercetin dihydro quercetin*taxifolin 304.256 C15 H12 O7 c1(cc(cc(O)c1O)C2(C(O)C(=O)c3(c(O2)cc(O)cc3O))) 1.14.13.21 dihydrokaempferol + O2 = dihydroquercetin + H2O anthocyanin biosynthesis
L-tryptophan a2*a1*W*tryptacin*trofan*trp*tryptophan*2-amino-3-indolylpropanic acid 204.228 C11 H12 N2 O2 c1(c(CC(N)C(=O)O)c2(c([nH]1)cccc2)) LIGAND-CPD:C00078*CAS:6912-86-3*CAS:73-22-3 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + pyrophosphate + AMP tRNA charging pathway
L-tryptophan a2*a1*W*tryptacin*trofan*trp*tryptophan*2-amino-3-indolylpropanic acid 204.228 C11 H12 N2 O2 c1(c(CC(N)C(=O)O)c2(c([nH]1)cccc2)) LIGAND-CPD:C00078*CAS:6912-86-3*CAS:73-22-3 4.1.1.28 L-tryptophan = CO2 + tryptamine tryptophan degradation VI (via tryptamine)
L-tryptophan a2*a1*W*tryptacin*trofan*trp*tryptophan*2-amino-3-indolylpropanic acid 204.228 C11 H12 N2 O2 c1(c(CC(N)C(=O)O)c2(c([nH]1)cccc2)) LIGAND-CPD:C00078*CAS:6912-86-3*CAS:73-22-3 1.13.11.11 O2 + L-tryptophan = N-formylkynurenine tryptophan degradation III (eukaryotic)
L-tryptophan a2*a1*W*tryptacin*trofan*trp*tryptophan*2-amino-3-indolylpropanic acid 204.228 C11 H12 N2 O2 c1(c(CC(N)C(=O)O)c2(c([nH]1)cccc2)) LIGAND-CPD:C00078*CAS:6912-86-3*CAS:73-22-3 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(O)cc1) LIGAND-CPD:C00811*CAS:7400-08-0 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP lignin biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(O)cc1) LIGAND-CPD:C00811*CAS:7400-08-0 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP flavonoid biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(O)cc1) LIGAND-CPD:C00811*CAS:7400-08-0 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ phenylpropanoid biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(O)cc1) LIGAND-CPD:C00811*CAS:7400-08-0 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ suberin biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(O)cc1) LIGAND-CPD:C00811*CAS:7400-08-0 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate suberin biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(O)cc1) LIGAND-CPD:C00811*CAS:7400-08-0 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
3,6-dichlorocatechol 3,6-Dichloro-1,2-benzenediol*3,6-Dichloro-1,2-dihydroxybenzene*3,6-Dichloropyrocatechol*Pyrocatechol 179.002 C6 H4 O2 CL2 C1(Cl)(C(O)=C(O)C(Cl)=CC=1) UM-BBD-CPD:c0590 CHLOROCATDIOXY-RXN 3,6-dichlorocatechol + O2 = 2,5-dichloro-cis,cis-muconate 1,4-dichlorobenzene degradation
3,6-dichlorocatechol 3,6-Dichloro-1,2-benzenediol*3,6-Dichloro-1,2-dihydroxybenzene*3,6-Dichloropyrocatechol*Pyrocatechol 179.002 C6 H4 O2 CL2 C1(Cl)(C(O)=C(O)C(Cl)=CC=1) UM-BBD-CPD:c0590 CHLOROBENDDH-RXN 1,4-dichlorobenzene dihydrodiol + NAD+ = 3,6-dichlorocatechol + NADH 1,4-dichlorobenzene degradation
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 RXN-5469 (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 RXN-5468 (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 RXN-5467 (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 RXN-5466 (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-mannosyl phosphate dolichol monophosphate mannose*β-D-mannopyranose, 1-ester with dolichol dihydrogen phosphate*D-mannose, ester with dolichol dihydrogen phosphate*mannosyl phosphoryl dolichol*mannolipid*dolichyl mannosyl phosphate*dolichyl mannopyranosyl phosphate*dolichol, β-D-mannopyranose deriv.*dolichyl phosphate D-mannose*dolichyl D-mannosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OC1(C(O)C(O)C(O)C(O1)CO) PUBCHEM:41482*CAS:55598-56-6 2.4.1.83 dolichyl-phosphate + GDP-D-mannose = dolichyl beta-D-mannosyl phosphate + GDP dolichyl-diphosphooligosaccharide biosynthesis
a 1-acyl-2-lyso-glycerophosphocholine 1-lysolecithin*1-lysophosphatidylcholine*α'-acylglycerophosphocholine*L-1-lysolecithin C9 H19 N1 O7 R1 P1 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + a carboxylate phospholipases
N-(5'-phosphoribosyl)-anthranilate N-(5-Phospho-D-ribosyl)anthranilate*N-(5-phospho-β-D-ribosyl)-anthranilate*5-phosphoribosyl-anthranilate*5-P-ribosyl-anthranilate*5'-phosphoribosyl-anthranilate*5'-P-ribosyl-anthranilate*N-(5-phosphoribosyl)-anthranilate 349.233 C12 H16 N1 O9 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(O)(O)=O)Nc2(c(C(O)=O)cccc2) LIGAND-CPD:C04302 5.3.1.24 N-(5'-phosphoribosyl)-anthranilate = 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate tryptophan biosynthesis
N-(5'-phosphoribosyl)-anthranilate N-(5-Phospho-D-ribosyl)anthranilate*N-(5-phospho-β-D-ribosyl)-anthranilate*5-phosphoribosyl-anthranilate*5-P-ribosyl-anthranilate*5'-phosphoribosyl-anthranilate*5'-P-ribosyl-anthranilate*N-(5-phosphoribosyl)-anthranilate 349.233 C12 H16 N1 O9 P1 [CH]1([CH](O)[CH](O)[CH](O1)COP(O)(O)=O)Nc2(c(C(O)=O)cccc2) LIGAND-CPD:C04302 2.4.2.18 5-phosphoribosyl 1-pyrophosphate + anthranilate = N-(5'-phosphoribosyl)-anthranilate + pyrophosphate tryptophan biosynthesis
an L-1-phosphatidylserine phosphatidylserine (Ecoli)*O-sn-phosphatidyl-L-serine*phosphatidyl-serine*3-O-sn-phosphatidyl-L-serine*phosphatidyl-L-serine*1-phosphatidyl-serine C8 H12 N1 O10 R2 P1 LIGAND-CPD:C02737 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phospholipid biosynthesis II
an L-1-phosphatidylserine phosphatidylserine (Ecoli)*O-sn-phosphatidyl-L-serine*phosphatidyl-serine*3-O-sn-phosphatidyl-L-serine*phosphatidyl-L-serine*1-phosphatidyl-serine C8 H12 N1 O10 R2 P1 LIGAND-CPD:C02737 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phospholipid biosynthesis I
an L-1-phosphatidylserine phosphatidylserine (Ecoli)*O-sn-phosphatidyl-L-serine*phosphatidyl-serine*3-O-sn-phosphatidyl-L-serine*phosphatidyl-L-serine*1-phosphatidyl-serine C8 H12 N1 O10 R2 P1 LIGAND-CPD:C02737 RXN-1382 an L-1-phosphatidyl-ethanolamine + L-serine = an L-1-phosphatidylserine + ethanolamine phospholipid biosynthesis II
an L-1-phosphatidylserine phosphatidylserine (Ecoli)*O-sn-phosphatidyl-L-serine*phosphatidyl-serine*3-O-sn-phosphatidyl-L-serine*phosphatidyl-L-serine*1-phosphatidyl-serine C8 H12 N1 O10 R2 P1 LIGAND-CPD:C02737 2.7.8.8 a CDP-diacylglycerol + L-serine = CMP + an L-1-phosphatidylserine phospholipid biosynthesis I
octanol 1-octanol*caprylic alcohol*N-octanol*octanol*octyl-alcohol*N-octyl-alcohol 130.23 C8 H18 O1 CCCCCCCCO CAS:111-87-5 1.1.99.- octanol + an acceptor = 1-octanal + a reduced acceptor octane oxidation
octanol 1-octanol*caprylic alcohol*N-octanol*octanol*octyl-alcohol*N-octyl-alcohol 130.23 C8 H18 O1 CCCCCCCCO CAS:111-87-5 1.14.15.3 O2 + reduced rubredoxin + octane = H2O + OXIDIZED RUBREDOXIN + octanol octane oxidation
hexulose 6-phosphate H6P*D-arabino-3-hexulose 6-P*D-arabino-3-hexulose 6-phosphate 260.137 C6 H13 O9 P1 C(O)C(O)C(=O)C(O)C(O)COP(=O)(O)O R12-RXN hexulose 6-phosphate = D-fructose-6-phosphate formaldehyde assimilation II (RuMP Cycle)
hexulose 6-phosphate H6P*D-arabino-3-hexulose 6-P*D-arabino-3-hexulose 6-phosphate 260.137 C6 H13 O9 P1 C(O)C(O)C(=O)C(O)C(O)COP(=O)(O)O R12-RXN hexulose 6-phosphate = D-fructose-6-phosphate formaldehyde oxidation I
hexulose 6-phosphate H6P*D-arabino-3-hexulose 6-P*D-arabino-3-hexulose 6-phosphate 260.137 C6 H13 O9 P1 C(O)C(O)C(=O)C(O)C(O)COP(=O)(O)O 4.1.2.- formaldehyde + D-ribulose-5-phosphate = hexulose 6-phosphate formaldehyde assimilation II (RuMP Cycle)
hexulose 6-phosphate H6P*D-arabino-3-hexulose 6-P*D-arabino-3-hexulose 6-phosphate 260.137 C6 H13 O9 P1 C(O)C(O)C(=O)C(O)C(O)COP(=O)(O)O 4.1.2.- formaldehyde + D-ribulose-5-phosphate = hexulose 6-phosphate formaldehyde oxidation I
2-hydroxymuconate semialdehyde 2-hydroxymuconic semialdehyde 142.111 C6 H6 O4 C(=O)(O)C(O)=CC=CC=O 1.13.11.2 catechol + O2 = 2-hydroxymuconate semialdehyde desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
e- e*electron 0.001 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + H+ + e- = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O methylerythritol phosphate pathway
e- e*electron 0.001 PARATHION-NITRO-REDUCT-RXN parathion + 6 e- + 6 H+ = amino-parathion + 2 H2O superpathway of parathion degradation
e- e*electron 0.001 RXN0-5248 NADH = NAD+ + H+ + 2 e- NADH + UQ + H+ = NAD+ + UQH2
e- e*electron 0.001 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 NADH + UQ + H+ = NAD+ + UQH2
e- e*electron 0.001 RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
e- e*electron 0.001 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
e- e*electron 0.001 AMINOPHENOL-NITRITE-REDUCTASE-RXN 4-hydroxyaniline + 3 H2O = NO2- + hydroquinone + 7 H+ + 6 e- superpathway of parathion degradation
biotin-BCCP (monomer) B3255*FabE*AccB*[acetyl-CoA:carbon-dioxide ligase (ADP forming)]*BCCP-biotin (monomer) RXN-7101 2 biotin-BCCP (monomer) = biotin carboxyl carrier protein (dimer) fatty acid biosynthesis -- initial steps
biotin-BCCP (monomer) B3255*FabE*AccB*[acetyl-CoA:carbon-dioxide ligase (ADP forming)]*BCCP-biotin (monomer) 6.3.4.15 BCCP (monomer) + biotin + ATP = pyrophosphate + AMP + biotin-BCCP (monomer) fatty acid biosynthesis -- initial steps
alpha-ketol 10-oxo-9-hydroxy-12Z-octadecenoic acid 312.448 C18 H32 O4 CCCCCC=CCC(=O)C(O)CCCCCCCC(=O)O RXN-8501 9,10-EOD + H2O = alpha-ketol 9-LOX and 9-AOS pathway
avenasterol 412.698 C29 H48 O1 CC(C)C(=CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC=3)CC(O)CC4)(C)))) 1.3.3.- avenasterol = 5-dehydroavenasterol sterol biosynthesis
avenasterol 412.698 C29 H48 O1 CC(C)C(=CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC=3)CC(O)CC4)(C)))) 2.1.1.- 24-ethylidenelophenol = avenasterol sterol biosynthesis
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine degradation I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate tetrahydrofolate biosynthesis
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate tetrahydrofolate biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine cleavage
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate tetrahydrofolate biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate polyglutamylation I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF reductive acetyl coenzyme A pathway
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate transformations
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine degradation I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.1.19 5-methyl-THF + dimethyl sulfide = tetrahydrofolate + trimethyl sulfonium folate transformations
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.11 H2O + 2-keto-isovalerate + 5,10-methylene-THF = 2-dehydropantoate + tetrahydrofolate pantothenate biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.1.- 5-methyl-THF + corrinoid/iron-sulfur protein = tetrahydrofolate + corrinoid/iron-sulfur protein, methylated reductive acetyl coenzyme A pathway
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate folate transformations
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate formylTHF biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.1.13 homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate folate transformations
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.1.13 homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide tetrahydrofolate biosynthesis
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate superpathway of serine and glycine biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate polyglutamylation I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine betaine degradation
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate transformations
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis I
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis II
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate photorespiration
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formaldehyde assimilation I (serine pathway)
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.1.14 5-methyl-THF + homocysteine = tetrahydrofolate + L-methionine SAM cycle
tetrahydrofolate H4PteGlu*5,6,7,8-tetrahydrofolic acid*tetrahydrofolic acid*(6S)-tetrahydrofolate*H4PteGlu1*tetrahydropteroyl mono-L-glutamate*tetrahydrafolate*5,6,7,8-tetrahydrofolate*THF*tetra-H-folate*th-folate*FH4*folate-H4*tetrahydropteroylglutamate*H4F 446.442 C19 H23 N7 O6 C2([CH](Nc1(c(=O)[nH]c(N)nc1N2))C[NH]c3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O)) CAS:135-16-0*LIGAND-CPD:C00101*CAS:29347-89-5 2.1.1.14 5-methyl-THF + homocysteine = tetrahydrofolate + L-methionine formylTHF biosynthesis II
campest-4-en-3beta-ol methylcholestenol*(24R)-24-methyl-cholest-4-en-3β-ol 400.687 C28 H48 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC3)=CC(O)CC4)(C)))) 1.1.1.145 campest-4-en-3beta-ol = campest-4-en-3-one brassinosteroid biosynthesis II
campest-4-en-3beta-ol methylcholestenol*(24R)-24-methyl-cholest-4-en-3β-ol 400.687 C28 H48 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC3)=CC(O)CC4)(C)))) 5.3.3.1 campesterol = campest-4-en-3beta-ol brassinosteroid biosynthesis II
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF reductive acetyl coenzyme A pathway
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF folate transformations
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF tetrahydrofolate biosynthesis
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis I
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis II
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF glycine degradation I
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 RXN-6321 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + H2O = N5-formyl-THF formylTHF biosynthesis II
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF reductive acetyl coenzyme A pathway
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF folate transformations
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis I
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis II
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate folate transformations
5,10-methenyltetrahydrofolate n5-n10-CH-THF*n5-n10-methenyltetrahydrofolate*CH-THF*5,10-methenyl-THF*anhydroleucovorin*methenyl-tetrahydrofolate*methenyl-THF*methenyl-H4F 457.445 C20 H23 N7 O6 C2(C1(CN(C=[N+]1C3(=C(N2)NC(N)=[NH]C(=O)3))C4(=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O))) LIGAND-CPD:C00445*CAS:7444-29-3 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate formylTHF biosynthesis II
glycine betaine oxyneurine*lycine*acidin-pepsin*betaine*trimethylammonioacetate*N,N,N-trimethylglycine 117.147 C5 H11 N1 O2 C([O-])(=O)C[N+](C)(C)C LIGAND-CPD:C00719*CAS:107-43-7 2.1.1.5 homocysteine + glycine betaine = L-methionine + dimethylglycine glycine betaine degradation
glycine betaine oxyneurine*lycine*acidin-pepsin*betaine*trimethylammonioacetate*N,N,N-trimethylglycine 117.147 C5 H11 N1 O2 C([O-])(=O)C[N+](C)(C)C LIGAND-CPD:C00719*CAS:107-43-7 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis I (Gram-negative bacteria)
glycine betaine oxyneurine*lycine*acidin-pepsin*betaine*trimethylammonioacetate*N,N,N-trimethylglycine 117.147 C5 H11 N1 O2 C([O-])(=O)C[N+](C)(C)C LIGAND-CPD:C00719*CAS:107-43-7 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis II (Gram-positive bacteria)
glycine betaine oxyneurine*lycine*acidin-pepsin*betaine*trimethylammonioacetate*N,N,N-trimethylglycine 117.147 C5 H11 N1 O2 C([O-])(=O)C[N+](C)(C)C LIGAND-CPD:C00719*CAS:107-43-7 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis III (plants)
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.5.99.8 L-4-hydroxy-proline + FAD = pyrroline-hydroxy-carboxylate + FADH2 4-hydroxyproline degradation
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 citrulline biosynthesis
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 proline degradation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.1.99.5 glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation IV
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.3.99.12 isobutyryl-CoA + FAD = methylacrylyl-CoA + FADH2 valine degradation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 tryptophan degradation III (eukaryotic)
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 lysine degradation II
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.3.99.3 an acyl-CoA + FAD = FADH2 + a 2,3-dehydroacyl-CoA fatty acid oxidation pathway I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.3.99.12 S-2-methyl-butyryl-CoA + FAD = tiglyl-CoA + FADH2 isoleucine degradation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc3(cc2(n(c1(c(C(=O)[NH]C(=O)N=1)nc2cc(C)3))CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC4(O[CH]([CH](O)[CH](O)4)n5(c6(c(nc5)c(N)ncn6))))) LIGAND-CPD:C00016*CAS:146-14-5 1.3.99.3 FAD + propionyl-CoA = FADH2 + acrylyl-CoA beta-alanine biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.9 naringenin + O2 + alpha-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.12 O2 + linolenate = 13(S)-hydroperoxylinolenate lipoxygenase pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.12 O2 + linolenate = 13(S)-hydroperoxylinolenate jasmonic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.23 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.-.- campesterol + O2 + a reduced acceptor = (22alpha)-hydroxy-campesterol + H2O + an acceptor brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-773 campestanol + O2 = 6-deoxocathasterone + H2O brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-4231 campest-4-en-3-one + O2 = 22alpha-hydroxy-campest-4-en-3-one + H2O brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-4230 5alpha-campestan-3-one + O2 = 22alpha-hydroxy-5alpha-campestan-3-one + H2O brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate suberin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.21 dihydrokaempferol + O2 = dihydroquercetin + H2O flavonol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.21 dihydrokaempferol + O2 = dihydroquercetin + H2O anthocyanin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.21 apigenin + NADPH + O2 = luteolin + NADP+ + H2O luteolin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.21 naringenin + NADPH + O2 = eriodictyol + NADP+ + H2O luteolin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.99.7 squalene + NADPH + O2 = (S)-2,3-Epoxysqualene + NADP+ + H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.99.7 O2 + a reduced acceptor + squalene = (S)-2,3-Epoxysqualene + H2O + an acceptor sterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.2.3.7 O2 + 2 indole acetaldehyde = 2 indole-3-acetate tryptophan degradation VI (via tryptamine)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.7.3.3 urate + O2 = allantoin + CO2 + H2O2 purine degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 urate degradation to allantoin
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 ureide biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.4 1.5 O2 + protoporphyrinogen = 3 H2O + protoporphyrin IX chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ phenylpropanoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ suberin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-1121 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ phenylpropanoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.15.7 choline + O2 + 2 reduced ferredoxin + 2 H+ = betaine aldehyde hydrate + H2O + 2 oxidized ferredoxin glycine betaine biosynthesis III (plants)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA14 + O2 + alpha-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA37 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA36 + O2 + alpha-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA14 + O2 + NADPH = GA4 + NADP+ + CO2 gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA12 + O2 + NADPH = GA9 + CO2 + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA12 + O2 + alpha-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA53 + O2 + alpha-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.12 GA44 + alpha-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.4.3.5 O2 + H2O + pyridoxamine 5'-phosphate = ammonia + H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 PNPOXI-RXN O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.32 O2 + 2 2-nitropropane = 2 NO2- + 2 acetone 2-nitropropane degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.5 O2 + homogentisate = 4-maleyl-acetoacetate tyrosine degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.5 O2 + homogentisate = 4-maleyl-acetoacetate phenylalanine degradation I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O xanthophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O xanthophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.19 leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.16.1 O2 + tetrahydrobiopterin + L-phenylalanine = L-tyrosine + 4alpha-hydroxy-5,6,7,8-tetrahydrobiopterin phenylalanine degradation I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate tyrosine degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate phenylalanine degradation I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.19 leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-744 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + 3 O2 = (+)-7-isojasmonate + 3 acetate jasmonic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.23 dihydrokaempferol + alpha-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA4 + O2 + NADPH = GA1 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.- GA9 + O2 + a reduced acceptor = GA120 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA9 + O2 + a reduced acceptor = GA40 + H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA7 + O2 + NADPH = GA3 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA12-aldehyde + O2 + NADPH = GA14-aldehyde + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.- GA4 + O2 + a reduced acceptor = GA7 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA14-aldehyde + NADPH + O2 = GA14 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.15 GA20 + alpha-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN1F-143 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA25 + alpha-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.-.- 6-deoxocathasterone + O2 = 6-deoxoteasterone + H2O brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O suberin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.22 eriodictyol + alpha-ketoglutarate + O2 = luteolin + succinate + CO2 + H2O luteolin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.22 naringenin + alpha-ketoglutarate + O2 = apigenin + succinate + CO2 + H2O luteolin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-7653 eriodictyol + NADPH + O2 = luteolin + NADP+ + 2 H2O luteolin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-7650 naringenin + NADPH + O2 = apigenin + NADP+ + 2 H2O luteolin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.2 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.72 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.72 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.72 4-alpha-methyl zymosterol + NAD(P)H + O2 = 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.72 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.72 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.72 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NAD(P)H + O2 = 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.70 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADP+ + H2O + formate cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.70 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + 2 H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + H2O cholesterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.70 3 NADPH + 3 O2 + obtusifoliol + 3 H+ = 4 H2O + 3 NADP+ + formate + (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol sterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-5962 zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-5961 alpha-carotene + NADPH + O2 = zeinoxanthin + NADP+ + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.3 coproporphyrinogen III + 2 O2 = protoporphyrinogen + 2 CO2 + 2 H2O2 chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 tryptophan degradation VI (via tryptamine)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O lignin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O lignin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-1142 coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O lignin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.1 O2 + dihydroorotate = H2O2 + orotate de novo biosynthesis of pyrimidine ribonucleotides
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.39 m O2 + n NADPH + L-arginine = citrulline + n NADP+ + nitric oxide superpathway of citrulline metabolism
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.6 O2 + 3-hydroxy-anthranilate = 2-amino-3-carboxymuconate semialdehyde tryptophan degradation III (eukaryotic)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan degradation III (eukaryotic)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.11 O2 + L-tryptophan = N-formylkynurenine tryptophan degradation III (eukaryotic)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.9 (2S)-pinocembrin + O2 + alpha-ketoglutarate = (2R,3R)-pinobanksin + CO2 + succinate pinobanksin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 R147-RXN 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = 2 H2O + ethene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-7677 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-7676 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.20 O2 + L-cysteine = 3-sulfinoalanine L-cysteine degradation I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.1 catechol + O2 = cis,cis-muconate catechol degradation II (ortho-cleavage pathway)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.3 O2 + protocatechuate = 3-carboxy-cis,cis-muconate protocatechuate degradation II (ortho-cleavage pathway)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.15.3 O2 + reduced rubredoxin + octane = H2O + OXIDIZED RUBREDOXIN + octanol octane oxidation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 SULFOXTFER-RXN polysulfide-glutathione complex + O2 + H2O = SO3-2 + polysulfide-glutathione complex + 2 H+ sulfur oxidation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 CHLOROCATDIOXY-RXN 3,6-dichlorocatechol + O2 = 2,5-dichloro-cis,cis-muconate 1,4-dichlorobenzene degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 DIOXYXANFL-RXN 1,4-dichlorobenzene + O2 + NADH = 1,4-dichlorobenzene dihydrodiol + NAD+ 1,4-dichlorobenzene degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 26DICHDIOX-RXN 2,6-dichloro-p-hydroquinone + O2 + H2O = 2-chloromaleylacetate + HCl pentachlorophenol degradation pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 PCP4MONO-RXN pentachlorophenol + O2 + 2 NADPH = tetrachlorohydroquinone + H2O + HCl + 2 NADP+ pentachlorophenol degradation pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.2 catechol + O2 = 2-hydroxymuconate semialdehyde desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.12.- benzenesulfonate + NADH + O2 = NAD+ + catechol + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.12.- 4-toluenesulfonate + NADH + O2 = 4-methylcatechol + NAD+ + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.1 gamma-butyrobetaine + O2 + alpha-ketoglutarate = L-carnitine + CO2 + succinate gamma-butyrobetaine degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-4561 (+)-maackiain + NADPH + O2 = (+)-6a-hydroxymaackiain + NADP+ + H2O superpathway of pterocarpan biosynthesis (via formononetin)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.- linolenate + O2 = 9-HPOT 9-LOX and 9-AOS pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.- linolenate + O2 = 9-HPOT divinyl ether biosynthesis I (9-LOX)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.- linoleate + O2 = 9-HPOD 9-LOX and 9-AOS pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.- linoleate + O2 = 9-HPOD divinyl ether biosynthesis I (9-LOX)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.9.3.1 O2 + 4 reduced cytochrome c = 2 H2O + 4 oxidized cytochrome c aerobic respiration -- electron donor II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.10.3.3 L-ascorbate + O2 = monodehydroascorbate + 2 H2O ascorbate glutathione cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.99.- beta-cryptoxanthin + O2 + a reduced acceptor = zeaxanthin + H2O + an acceptor carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.99.- beta-carotene + O2 + a reduced acceptor = beta-cryptoxanthin + H2O + an acceptor carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.99.- phytofluene + O2 + a reduced acceptor = zeta-carotene + 2 H2O + an acceptor carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.99.- phytoene + O2 + a reduced acceptor = phytofluene + 2 H2O + an acceptor carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.99.30 zeta-carotene + O2 + a reduced acceptor = neurosporene + 2 H2O + an acceptor carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.- a long-chain fatty acid + O2 = a 2(R)-hydroperoxy fatty acid fatty acid alpha-oxidation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.4.3.6 N-methylputrescine + H2O + O2 = N-methylaminobutanal + ammonia + H2O2 N-methyl-delta1-pyrrolinium cation biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-9279 3-decaprenyl-4-hydroxybenzoate + O2 = 3-decaprenyl-4,5-dihydroxybenzoate + H2O ubiquinone-10 biosynthesis (eukaryotic)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-9236 2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + O2 = 3-demethylubiquinol-10 + H2O ubiquinone-10 biosynthesis (eukaryotic)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.3.- 2-decaprenyl-6-methoxyphenol + O2 = 2-decaprenyl-6-methoxy-1,4-benzoquinol + H2O ubiquinone-10 biosynthesis (eukaryotic)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 xanthophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 xanthophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.11.1.6 2 H2O2 = 2 H2O + O2 removal of superoxide radicals
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H superpathway of gluconate degradation
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H oxidative branch of the pentose phosphate pathway
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H glucose heterofermentation to lactate I
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 1.1.1.44 6-phospho-D-gluconate + NAD+ = D-ribulose-5-phosphate + CO2 + NADH formaldehyde oxidation I
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 4.2.1.12 6-phospho-D-gluconate = 2-keto-3-deoxy-6-phospho-gluconate + H2O Entner-Doudoroff pathway I
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 2.7.1.12 ATP + gluconate = 6-phospho-D-gluconate + ADP superpathway of gluconate degradation
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate superpathway of glycolysis+Entner-Doudoroff
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate oxidative branch of the pentose phosphate pathway
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate glucose heterofermentation to lactate I
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate Entner-Doudoroff pathway I
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(OP(O)(O)=O)[CH](O)[CH](O)[CH](O)[CH](O)C(O)=O PUBCHEM:5459869*LIGAND-CPD:C00345 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate formaldehyde oxidation I
kaempferol-3-rhamnoside kaempferol-3-O-rhamnopyranoside 432.383 C21 H20 O10 C1(OC(C)C(O)C(O)C(O)1)Oc3(c(c2(ccc(O)cc2))oc4(c(c3=O)c(O)cc(O)c4)) RXN1F-475 kaempferol-3-rhamnoside + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside-7-rhamnoside + dTDP flavonol biosynthesis
kaempferol-3-rhamnoside kaempferol-3-O-rhamnopyranoside 432.383 C21 H20 O10 C1(OC(C)C(O)C(O)C(O)1)Oc3(c(c2(ccc(O)cc2))oc4(c(c3=O)c(O)cc(O)c4)) RXN1F-474 kaempferol + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside + dTDP flavonol biosynthesis
cyanidin-3-glucoside cyanidin-3-O-glucoside 449.39 C21 H21 O11 C(O)C1(OC(C(O)C(O)C1O)Oc3(c(c2(cc(O)c(O)cc2))[o+]c4(c(c3)c(O)cc(c4)O))) RXN1F-775 cyanidin + UDP-D-glucose = cyanidin-3-glucoside + UDP anthocyanin biosynthesis
BCCP (monomer) B3255*FabE*AccB*apo-[acetyl-CoA:carbon-dioxide ligase (ADP forming)]*biotin carboxyl carrier protein monomer 6.3.4.15 BCCP (monomer) + biotin + ATP = pyrophosphate + AMP + biotin-BCCP (monomer) fatty acid biosynthesis -- initial steps
tRNApro TRNA(PRO) LIGAND-CPD:C01649 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + pyrophosphate + AMP tRNA charging pathway
(S)-1-pyrroline-5-carboxylate L-Δ1-pyrroline-5-carboxylate*pyrroline 5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.1.12 (S)-1-pyrroline-5-carboxylate + NAD(P)+ + pyrroline 5-carboxylate + NAD(P)+ + H2O = NAD(P)H + L-glutamate + NAD(P)H + H+ proline degradation II
(S)-1-pyrroline-5-carboxylate L-Δ1-pyrroline-5-carboxylate*pyrroline 5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(=NC(C(O)=O)CC1) LIGAND-CPD:C03912*CAS:2906-39-0 1.5.99.8 L-proline + an acceptor = (S)-1-pyrroline-5-carboxylate + pyrroline 5-carboxylate + a reduced acceptor proline degradation II
phloroglucinol 1,3,5-trihydroxybenzene*1,3,5-benzenetriol*1,3,5-THB 126.11 C6 H6 O3 C1(=CC(O)=CC(=C1)O)(O) LIGAND-CPD:c02183*UM-BBD-CPD:c0026*NCI:1572*CAS:108-73-6 1.97.1.2 1,2,3,5-tetrahydroxybenzene + pyrogallol = 1,2,3,5-tetrahydroxybenzene + phloroglucinol gallate degradation III (anaerobic)
phloroglucinol 1,3,5-trihydroxybenzene*1,3,5-benzenetriol*1,3,5-THB 126.11 C6 H6 O3 C1(=CC(O)=CC(=C1)O)(O) LIGAND-CPD:c02183*UM-BBD-CPD:c0026*NCI:1572*CAS:108-73-6 1.3.1.57 phloroglucinol + NADPH = dihydrophloroglucinol + NADP+ gallate degradation III (anaerobic)
L-galactose 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH ascorbate biosynthesis
L-galactose 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) RXN-1883 GDP-L-galactose + 2 H2O = L-galactose + GMP + phosphate ascorbate biosynthesis
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 6.4.1.2 HCO3- + H+ + acetyl-CoA + ATP = malonyl-CoA + phosphate + ADP fatty acid biosynthesis -- initial steps
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 6.4.1.1 HCO3- + pyruvate + ATP = phosphate + oxaloacetate + ADP TCA cycle variation VIII
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 6.4.1.3 propionyl-CoA + ATP + HCO3- = (S)-methyl-malonyl-CoA + phosphate + ADP methionine degradation I
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + trans-3-methylglutaconyl-CoA + ADP leucine degradation I
HCO3- HCO3-*HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-] CAS:71-52-3*LIGAND-CPD:C00288*CAS:144-55-8 4.3.99.1 HCO3- + cyanate = carbamate + CO2 cyanate degradation
dimethylglycine N,N-dimethylglycine 103.121 C4 H9 N1 O2 C(C(=O)O)N(C)C CAS:1118-68-9 1.5.99.2 dimethylglycine + H2O + an acceptor = a reduced acceptor + formaldehyde + sarcosine glycine betaine degradation
dimethylglycine N,N-dimethylglycine 103.121 C4 H9 N1 O2 C(C(=O)O)N(C)C CAS:1118-68-9 2.1.1.5 homocysteine + glycine betaine = L-methionine + dimethylglycine glycine betaine degradation
5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate 201.118 C5 H5 N4 O5 C1(C(O)(C([O-])=O)[NH]C(=O)N=1)(NC(N)=O) RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = S-allantoin + allantoin + CO2 urate degradation to allantoin
5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate 201.118 C5 H5 N4 O5 C1(C(O)(C([O-])=O)[NH]C(=O)N=1)(NC(N)=O) RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = S-allantoin + allantoin + CO2 ureide biosynthesis
5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate 201.118 C5 H5 N4 O5 C1(C(O)(C([O-])=O)[NH]C(=O)N=1)(NC(N)=O) 3.5.2.17 5-hydroxyisourate + H2O = 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate urate degradation to allantoin
5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate 201.118 C5 H5 N4 O5 C1(C(O)(C([O-])=O)[NH]C(=O)N=1)(NC(N)=O) 3.5.2.17 5-hydroxyisourate + H2O = 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate ureide biosynthesis
N-acetyl-L,L-2,6-diaminopimelate N6-acetyl-L,L-2,6-diaminopimelate*N-acetyl-L,L-2,6-diaminoheptanedioate*N6-acetyl-L,L-2,6-diaminoheptanedioate*N2-acetyl-L,L-2,6-diaminoheptanedioate*N6-acetyl-L-2,6-diaminoheptanedioate*N-acetyl-L,L-DAP 232.236 C9 H16 N2 O5 CC(=O)NC(C(O)=O)CCCC(N)C(O)=O 3.5.1.47 H2O + N-acetyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + acetate lysine biosynthesis II
N-acetyl-L,L-2,6-diaminopimelate N6-acetyl-L,L-2,6-diaminopimelate*N-acetyl-L,L-2,6-diaminoheptanedioate*N6-acetyl-L,L-2,6-diaminoheptanedioate*N2-acetyl-L,L-2,6-diaminoheptanedioate*N6-acetyl-L-2,6-diaminoheptanedioate*N-acetyl-L,L-DAP 232.236 C9 H16 N2 O5 CC(=O)NC(C(O)=O)CCCC(N)C(O)=O RXN-4822 L-2-acetamido-6-oxoheptanedioate + L-glutamate = N-acetyl-L,L-2,6-diaminopimelate + alpha-ketoglutarate lysine biosynthesis II
octanoate octanoate (n-C8:0)*C-8 acid*n-caprylic acid*caprylic acid*capryloate*1-heptanecarboxylic acid*neo-fat 8*octanoic acid*n-octanoic acid*n-octic acid*octoic acid*n-octylic acid 144.213 C8 H16 O2 C(O)(=O)CCCCCCC LIGAND-CPD:C06423*NCI:5024*CAS:124-07-2 6.2.1.3 octanoate + ATP + coenzyme A = octanoyl-CoA + AMP + pyrophosphate octane oxidation
octanoate octanoate (n-C8:0)*C-8 acid*n-caprylic acid*caprylic acid*capryloate*1-heptanecarboxylic acid*neo-fat 8*octanoic acid*n-octanoic acid*n-octic acid*octoic acid*n-octylic acid 144.213 C8 H16 O2 C(O)(=O)CCCCCCC LIGAND-CPD:C06423*NCI:5024*CAS:124-07-2 1.2.1.3 1-octanal + NAD+ + H2O = octanoate + NADH octane oxidation
GA17 gibberellin A17*gibberellin A17*GA17 378.421 C20 H26 O7 CC1([CH]4(C(CCC1)(C(=O)O)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
enzyme N6-(dihydrolipoyl)lysine protein-dihydrolipoate 2.3.1.12 lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = lipoate acetyltransferase N6-(dihydrolipoyl)lysine + acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine pyruvate dehydrogenase complex
enzyme N6-(dihydrolipoyl)lysine protein-dihydrolipoate 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + enzyme N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + enzyme N6-(lipoyl)lysine + NADH + H+ pyruvate dehydrogenase complex
a ferrocytochrome b1 reduced cytochrome b1*cytochrome b1 reduced 1.2.2.1 a ferricytochrome b1 + formate = a ferrocytochrome b1 + CO2 glycine degradation I
indole-3-acetate IAA*indole-3-acetic acid*indoleacetic acid*auxin*indoleacetate 175.187 C10 H9 N1 O2 c1(c(CC(=O)O)c2(c([nH]1)cccc2)) LIGAND-CPD:C00954*CAS:87-51-4 1.2.3.7 O2 + 2 indole acetaldehyde = 2 indole-3-acetate tryptophan degradation VI (via tryptamine)
(5-L-glutamyl)-L-amino acid L-γ-glutamyl-L-amino acid C7 H11 N2 O5 R1 2.3.2.2 glutathione = (5-L-glutamyl)-L-amino acid + Cys-Gly gamma-glutamyl cycle
(5-L-glutamyl)-L-amino acid L-γ-glutamyl-L-amino acid C7 H11 N2 O5 R1 2.3.2.4 (5-L-glutamyl)-L-amino acid = L-2-amino-acid + 5-oxoproline gamma-glutamyl cycle
isobutyryl-CoA 2-methylpropanoyl-CoA*isobutyryl-coenzyme A*2-methylpropionyl-CoA*S-(2-methylpropanoyl)-CoA 837.625 C25 H42 N7 O17 P3 S1 c1(c2(c(ncn1)n(cn2)C3(OC(C(C(O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C)))(N) CAS:15621-60-0 1.3.99.12 isobutyryl-CoA + FAD = methylacrylyl-CoA + FADH2 valine degradation I
isobutyryl-CoA 2-methylpropanoyl-CoA*isobutyryl-coenzyme A*2-methylpropionyl-CoA*S-(2-methylpropanoyl)-CoA 837.625 C25 H42 N7 O17 P3 S1 c1(c2(c(ncn1)n(cn2)C3(OC(C(C(O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C)))(N) CAS:15621-60-0 2.3.1.168 enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + coenzyme A = enzyme N6-(dihydrolipoyl)lysine + isobutyryl-CoA branched-chain alpha-keto acid dehydrogenase complexes
isobutyryl-CoA 2-methylpropanoyl-CoA*isobutyryl-coenzyme A*2-methylpropionyl-CoA*S-(2-methylpropanoyl)-CoA 837.625 C25 H42 N7 O17 P3 S1 c1(c2(c(ncn1)n(cn2)C3(OC(C(C(O)3)OP(O)(=O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)C)))(N) CAS:15621-60-0 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
acrylyl-CoA acryloyl-CoA*acryloyl-coenzyme A*acrylyl-CoA 821.582 C24 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C) CAS:5776-58-9 1.3.99.3 FAD + propionyl-CoA = FADH2 + acrylyl-CoA beta-alanine biosynthesis II
acrylyl-CoA acryloyl-CoA*acryloyl-coenzyme A*acrylyl-CoA 821.582 C24 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C) CAS:5776-58-9 4.2.1.17 acrylyl-CoA + H2O = 3-hydroxypropionyl-CoA beta-alanine biosynthesis II
a short glucan 2.4.1.25 a short glucan + a short glucan = a long-linear glucan + beta-D-glucose starch degradation
a short glucan 3.2.1.1 a long-linear glucan = a short glucan starch degradation
kaempferol-3-glucoside-7-rhamnoside kaempferol-3-O-glucopyranoside-7-O-rhamnopyranoside 594.525 C27 H30 O15 C1(OC(CO)C(O)C(O)C(O)1)Oc2(c(=O)c4(c(oc2c3(ccc(O)cc3))cc(cc(O)4)OC5(C(O)C(O)C(O)C(C)O5))) RXN1F-444 kaempferol-3-glucoside-7-rhamnoside + UDP-D-glucose = kaempferol-3-O-gentiobioside-7-O-rhamnoside + UDP flavonol biosynthesis
kaempferol-3-glucoside-7-rhamnoside kaempferol-3-O-glucopyranoside-7-O-rhamnopyranoside 594.525 C27 H30 O15 C1(OC(CO)C(O)C(O)C(O)1)Oc2(c(=O)c4(c(oc2c3(ccc(O)cc3))cc(cc(O)4)OC5(C(O)C(O)C(O)C(C)O5))) RXN1F-443 kaempferol-3-glucoside + dTDP-alpha-L-rhamnose = kaempferol-3-glucoside-7-rhamnoside + dTDP flavonol biosynthesis
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(O)(=O)[CH](O)C LIGAND-CPD:C00256*CAS:10326-41-7 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate glucose fermentation to lactate II
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(O)(=O)[CH](O)C LIGAND-CPD:C00256*CAS:10326-41-7 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate glucose heterofermentation to lactate I
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(O)(=O)[CH](O)C LIGAND-CPD:C00256*CAS:10326-41-7 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation
naringenin pelargidanon*salipurpol*naringetol*4;,5',7-trihydroxyflavanone*4',5,7-Trihydroxyflavanone*flavanone naringenin 272.257 C15 H12 O5 c1(cc(ccc1O)[CH]2(Oc3(c(C(C2)=O)c(O)cc(c3)O))) CAS:480-41-1 1.14.11.9 naringenin + O2 + alpha-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
naringenin pelargidanon*salipurpol*naringetol*4;,5',7-trihydroxyflavanone*4',5,7-Trihydroxyflavanone*flavanone naringenin 272.257 C15 H12 O5 c1(cc(ccc1O)[CH]2(Oc3(c(C(C2)=O)c(O)cc(c3)O))) CAS:480-41-1 1.14.13.21 naringenin + NADPH + O2 = eriodictyol + NADP+ + H2O luteolin biosynthesis
naringenin pelargidanon*salipurpol*naringetol*4;,5',7-trihydroxyflavanone*4',5,7-Trihydroxyflavanone*flavanone naringenin 272.257 C15 H12 O5 c1(cc(ccc1O)[CH]2(Oc3(c(C(C2)=O)c(O)cc(c3)O))) CAS:480-41-1 1.14.11.22 naringenin + alpha-ketoglutarate + O2 = apigenin + succinate + CO2 + H2O luteolin biosynthesis
naringenin pelargidanon*salipurpol*naringetol*4;,5',7-trihydroxyflavanone*4',5,7-Trihydroxyflavanone*flavanone naringenin 272.257 C15 H12 O5 c1(cc(ccc1O)[CH]2(Oc3(c(C(C2)=O)c(O)cc(c3)O))) CAS:480-41-1 RXN-7650 naringenin + NADPH + O2 = apigenin + NADP+ + 2 H2O luteolin biosynthesis
naringenin pelargidanon*salipurpol*naringetol*4;,5',7-trihydroxyflavanone*4',5,7-Trihydroxyflavanone*flavanone naringenin 272.257 C15 H12 O5 c1(cc(ccc1O)[CH]2(Oc3(c(C(C2)=O)c(O)cc(c3)O))) CAS:480-41-1 5.5.1.6 naringenin chalcone = naringenin flavonoid biosynthesis
shikimate-3-phosphate shikimate-5-phosphate*shikimate-5-P*3-phosphoshikimate*5-phosphoshikimate*shikimate-3-P 254.133 C7 H11 O8 P1 C(O)(=O)C1(=[CH][CH]([CH](O)[CH]([CH2]1)O)OP(O)(O)=O) LIGAND-CPD:C03175 2.5.1.19 shikimate-3-phosphate + phosphoenolpyruvate = 5-enolpyruvyl-shikimate-3-phosphate + phosphate chorismate biosynthesis
shikimate-3-phosphate shikimate-5-phosphate*shikimate-5-P*3-phosphoshikimate*5-phosphoshikimate*shikimate-3-P 254.133 C7 H11 O8 P1 C(O)(=O)C1(=[CH][CH]([CH](O)[CH]([CH2]1)O)OP(O)(O)=O) LIGAND-CPD:C03175 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)(=O)[CH](N)CCO CAS:672-15-1*LIGAND-CPD:C00263*CAS:498-19-1 1.1.1.3 NADPH + L-aspartate-semialdehyde = NADP+ + homoserine homoserine biosynthesis
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)(=O)[CH](N)CCO CAS:672-15-1*LIGAND-CPD:C00263*CAS:498-19-1 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)(=O)[CH](N)CCO CAS:672-15-1*LIGAND-CPD:C00263*CAS:498-19-1 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)(=O)[CH](N)CCO CAS:672-15-1*LIGAND-CPD:C00263*CAS:498-19-1 1.6.6.- L-canaline + NADPH = homoserine + ammonia + NADP+ canavanine degradation
tRNAthr TRNA(THR) LIGAND-CPD:C01651 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + pyrophosphate + AMP tRNA charging pathway
isocitrate isocitric acid*D-isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle variation VIII
isocitrate isocitric acid*D-isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 respiration (anaerobic)
isocitrate isocitric acid*D-isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle
isocitrate isocitric acid*D-isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.1.3.1 isocitrate = glyoxylate + succinate TCA cycle variation VIII
isocitrate isocitric acid*D-isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate reductive tricarboxylic acid cycle
isocitrate isocitric acid*D-isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate TCA cycle variation VIII
isocitrate isocitric acid*D-isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate respiration (anaerobic)
isocitrate isocitric acid*D-isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate TCA cycle
isocitrate isocitric acid*D-isocitrate*threo-Ds-isocitrate*I-CIT 192.125 C6 H8 O7 C(=O)(O)CC(C(=O)O)C(O)C(O)=O CAS:30810-51-6*LIGAND-CPD:C00311*CAS:320-77-4 RXN-7712 alpha-ketoglutarate + CO2 + NAD(P)H = isocitrate + NAD(P)+ reductive tricarboxylic acid cycle
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C02291*LIGAND-CPD:C00542*CAS:56-88-2 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine methionine biosynthesis II
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C02291*LIGAND-CPD:C00542*CAS:56-88-2 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine sulfate assimilation III
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C02291*LIGAND-CPD:C00542*CAS:56-88-2 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine methionine degradation I
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C02291*LIGAND-CPD:C00542*CAS:56-88-2 4.2.99.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis II
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C02291*LIGAND-CPD:C00542*CAS:56-88-2 4.2.99.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate sulfate assimilation III
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(CC(N)C(O)=O)SCC(N)C(=O)O LIGAND-CPD:C02291*LIGAND-CPD:C00542*CAS:56-88-2 4.2.1.22 homocysteine + L-serine = H2O + cystathionine methionine degradation I
2-nitropropane 89.094 C3 H7 N1 O2 CC(C)[N+](=O)[O-] CAS:79-46-9 1.13.11.32 O2 + 2 2-nitropropane = 2 NO2- + 2 acetone 2-nitropropane degradation
L-tyrosine Y*tyr*tyrosine 181.191 C9 H11 N1 O3 C(O)(=O)C(N)Cc1(ccc(O)cc1) LIGAND-CPD:C00082*CAS:60-18-4 2.6.1.5 L-tyrosine + alpha-ketoglutarate = L-glutamate + p-hydroxyphenylpyruvate tyrosine degradation
L-tyrosine Y*tyr*tyrosine 181.191 C9 H11 N1 O3 C(O)(=O)C(N)Cc1(ccc(O)cc1) LIGAND-CPD:C00082*CAS:60-18-4 2.6.1.5 L-tyrosine + alpha-ketoglutarate = L-glutamate + p-hydroxyphenylpyruvate phenylalanine degradation I
L-tyrosine Y*tyr*tyrosine 181.191 C9 H11 N1 O3 C(O)(=O)C(N)Cc1(ccc(O)cc1) LIGAND-CPD:C00082*CAS:60-18-4 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + pyrophosphate + AMP tRNA charging pathway
L-tyrosine Y*tyr*tyrosine 181.191 C9 H11 N1 O3 C(O)(=O)C(N)Cc1(ccc(O)cc1) LIGAND-CPD:C00082*CAS:60-18-4 THIAZOLSYN2-RXN L-tyrosine + 1-deoxy-D-xylulose 5-phosphate + ThiS-COSH = 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-hydroxybenzyl alcohol + C1 of tyrosine + ThiS protein thiamin biosynthesis
L-tyrosine Y*tyr*tyrosine 181.191 C9 H11 N1 O3 C(O)(=O)C(N)Cc1(ccc(O)cc1) LIGAND-CPD:C00082*CAS:60-18-4 4.1.1.25 L-tyrosine = CO2 + tyramine hydroxycinnamic acid tyramine amides biosynthesis
L-tyrosine Y*tyr*tyrosine 181.191 C9 H11 N1 O3 C(O)(=O)C(N)Cc1(ccc(O)cc1) LIGAND-CPD:C00082*CAS:60-18-4 1.14.16.1 O2 + tetrahydrobiopterin + L-phenylalanine = L-tyrosine + 4alpha-hydroxy-5,6,7,8-tetrahydrobiopterin phenylalanine degradation I
ADP-D-glucose adenosine diphosphate glucose*ADP-glucose 589.345 C16 H25 N5 O15 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(cnc4(c3c(N)ncn4))) LIGAND-CPD:C00498*CAS:2140-58-1 2.4.1.- alpha-D-glucose-6-phosphate + ADP-D-glucose = trehalose 6-phosphate + ADP trehalose biosynthesis II
ADP-D-glucose adenosine diphosphate glucose*ADP-glucose 589.345 C16 H25 N5 O15 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(cnc4(c3c(N)ncn4))) LIGAND-CPD:C00498*CAS:2140-58-1 2.4.1.21 (1,4-alpha-D-glucosyl)(n) + ADP-D-glucose = ADP + (1,4-alpha-D-glucosyl)(n+1) starch biosynthesis
ADP-D-glucose adenosine diphosphate glucose*ADP-glucose 589.345 C16 H25 N5 O15 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(cnc4(c3c(N)ncn4))) LIGAND-CPD:C00498*CAS:2140-58-1 2.4.1.21 (1,4-alpha-D-glucosyl)(n) + ADP-D-glucose = ADP + (1,4-alpha-D-glucosyl)(n+1) glycogen biosynthesis I (from ADP-D-Glucose)
ADP-D-glucose adenosine diphosphate glucose*ADP-glucose 589.345 C16 H25 N5 O15 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(cnc4(c3c(N)ncn4))) LIGAND-CPD:C00498*CAS:2140-58-1 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + pyrophosphate starch biosynthesis
ADP-D-glucose adenosine diphosphate glucose*ADP-glucose 589.345 C16 H25 N5 O15 P2 C1(C(O)C(O)C(O)C(O1)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(cnc4(c3c(N)ncn4))) LIGAND-CPD:C00498*CAS:2140-58-1 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + pyrophosphate glycogen biosynthesis I (from ADP-D-Glucose)
ubiquinone-10 coenzyme-Q10*ubiquinone-10*coenzyme-Q10*ubiquinone(10) 863.358 C59 H90 O4 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(=O)C(OC)=C(OC)C(=O)C=1C) LIGAND-CPD:C11378*CAS:1339-63-5 RXN-9348 ubiquinol-10 = ubiquinone-10 ubiquinone-10 biosynthesis (eukaryotic)
dimethyl sulfide dimethyl sulphide*reduced dimethyl sulfoxide 62.129 C2 H6 S1 CSC LIGAND-CPD:C00580*CAS:75-18-3 2.1.1.19 5-methyl-THF + dimethyl sulfide = tetrahydrofolate + trimethyl sulfonium folate transformations
N5-carboxyaminoimidazole ribonucleotide 5-phosphoribosyl-5-carboxyaminoimidazole*N5-CAIR 338.19 C9 H13 N3 O9 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c(NC(=O)[O-])cnc2)) 5.4.99.18 N5-carboxyaminoimidazole ribonucleotide = 4-carboxyaminoimidazole ribonucleotide purine nucleotides de novo biosynthesis I
N5-carboxyaminoimidazole ribonucleotide 5-phosphoribosyl-5-carboxyaminoimidazole*N5-CAIR 338.19 C9 H13 N3 O9 P1 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n2(c(NC(=O)[O-])cnc2)) 6.3.4.18 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate purine nucleotides de novo biosynthesis I
adenosine 3',5'-bisphosphate PAP*phosphoadenosine phosphate 427.203 C10 H15 N5 O10 P2 C(OP(=O)(O)O)[CH]1(O[CH](C(O)C1OP(=O)(O)O)n2(c3(c(nc2)c(N)ncn3))) CAS:1053-73-2*LIGAND-CPD:C00054 2.7.8.7 apo-[acyl-carrier protein] + coenzyme A = adenosine 3',5'-bisphosphate + acyl carrier protein fatty acid biosynthesis -- initial steps
oxidized ferredoxin B2525*Fdx 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glutamate degradation VII (to butyrate)
oxidized ferredoxin B2525*Fdx 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin Entner-Doudoroff pathway II (non-phosphorylative)
oxidized ferredoxin B2525*Fdx 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glycolysis II
oxidized ferredoxin B2525*Fdx 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin reductive tricarboxylic acid cycle
oxidized ferredoxin B2525*Fdx 1.2.7.3 reduced ferredoxin + CO2 + succinyl-CoA = oxidized ferredoxin + coenzyme A + alpha-ketoglutarate reductive tricarboxylic acid cycle
oxidized ferredoxin B2525*Fdx 1.4.7.1 2 reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
oxidized ferredoxin B2525*Fdx 1.5.7.1 5-methyl-THF + oxidized ferredoxin = 5,10-methylene-THF + reduced ferredoxin folate transformations
oxidized ferredoxin B2525*Fdx 1.8.7.1 3 reduced ferredoxin + SO3-2 = H2O + oxidized ferredoxin + H2S sulfate assimilation III
oxidized ferredoxin B2525*Fdx 1.2.7.6 D-glyceraldehyde-3-phosphate + H2O + 2 oxidized ferredoxin = 3-phosphoglycerate + 2 H+ + 2 reduced ferredoxin glycolysis II
oxidized ferredoxin B2525*Fdx 1.12.7.2 reduced ferredoxin + 2 H+ = H2 + oxidized ferredoxin glutamate degradation VII (to butyrate)
oxidized ferredoxin B2525*Fdx METLENETHFRED-FERRE-RXN 5,10-methylene-THF + reduced ferredoxin = 5-methyl-THF + oxidized ferredoxin reductive acetyl coenzyme A pathway
oxidized ferredoxin B2525*Fdx 1.14.15.7 choline + O2 + 2 reduced ferredoxin + 2 H+ = betaine aldehyde hydrate + H2O + 2 oxidized ferredoxin glycine betaine biosynthesis III (plants)
L-4-hydroxy-proline hydroxy-L-proline*L-4-hydroxyproline*oxyproline*4-hydroxyproline*cis-4-hydroxyproline*OH-pro*hydroxyproline 131.131 C5 H9 N1 O3 C1(C(O)CC(N1)C(=O)O) CAS:51-35-4 1.5.99.8 L-4-hydroxy-proline + FAD = pyrroline-hydroxy-carboxylate + FADH2 4-hydroxyproline degradation
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate non-oxidative branch of the pentose phosphate pathway
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate formaldehyde assimilation II (RuMP Cycle)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate glucose fermentation to lactate II
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis V
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose fermentation to lactate II
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH fructose degradation to pyruvate and lactate (anaerobic)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH sucrose degradation to ethanol and lactate (anaerobic)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose heterofermentation to lactate I
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis V
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis II
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate Calvin cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis IV (plant cytosol)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate fructose degradation to pyruvate and lactate (anaerobic)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate sucrose degradation to ethanol and lactate (anaerobic)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis I
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.13 phosphate + NADP+ + D-glyceraldehyde-3-phosphate = NADPH + 1,3-diphosphateglycerate glucose heterofermentation to lactate I
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 thiamin biosynthesis
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.7.6 D-glyceraldehyde-3-phosphate + H2O + 2 oxidized ferredoxin = 3-phosphoglycerate + 2 H+ + 2 reduced ferredoxin glycolysis II
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 1.2.1.3 D-glyceraldehyde-3-phosphate + NAD+ + H2O = 3-phosphoglycerate + NADH Entner-Doudoroff pathway III (semi-phosphorylative)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 RXN0-2381 indole-3-glycerol-phosphate = indole + D-glyceraldehyde-3-phosphate tryptophan biosynthesis
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.3 formaldehyde + D-xylulose-5-phosphate = dihydroxy-acetone + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.4 deoxyribose-5-phosphate = acetaldehyde + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose fermentation to lactate II
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose heterofermentation to lactate I
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.14 2-keto-3-deoxy-6-phospho-gluconate = D-glyceraldehyde-3-phosphate + pyruvate Entner-Doudoroff pathway III (semi-phosphorylative)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.14 2-keto-3-deoxy-6-phospho-gluconate = D-glyceraldehyde-3-phosphate + pyruvate Entner-Doudoroff pathway I
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate non-oxidative branch of the pentose phosphate pathway
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate ribose degradation
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate non-oxidative branch of the pentose phosphate pathway
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate glucose fermentation to lactate II
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis V
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis II
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis IV (plant cytosol)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate fructose degradation to pyruvate and lactate (anaerobic)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate sucrose degradation to ethanol and lactate (anaerobic)
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate gluconeogenesis
D-glyceraldehyde-3-phosphate D-glyceraldehdye-3-phosphate*3-phosphoglyceraldehyde*D-glyceraldehyde-3-P*glyceraldehyde-3-phosphate*gap*glyceraldehyde-phosphate*glyceraldehyde-P*glyceraldehyde-3-P*(2R)-2-hydroxy-3-(phosphonooxy)-propanal 170.058 C3 H7 O6 P1 C(=O)[CH](O)COP(O)(O)=O LIGAND-CPD:C00661*CAS:142-10-9 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis I
D-4'-phosphopantothenate 4'-phosphopantothenate*4'-P-Pantothenate*(R)-4'-phosphopantothenate 299.217 C9 H18 N1 O8 P1 C(OP(O)(=O)O)C(C)(C)C(O)C(=O)NCCC(O)=O LIGAND-CPD:C03492 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + pyrophosphate + CMP coenzyme A biosynthesis
D-4'-phosphopantothenate 4'-phosphopantothenate*4'-P-Pantothenate*(R)-4'-phosphopantothenate 299.217 C9 H18 N1 O8 P1 C(OP(O)(=O)O)C(C)(C)C(O)C(=O)NCCC(O)=O LIGAND-CPD:C03492 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
homogentisate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) 1.13.11.5 O2 + homogentisate = 4-maleyl-acetoacetate tyrosine degradation
homogentisate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) 1.13.11.5 O2 + homogentisate = 4-maleyl-acetoacetate phenylalanine degradation I
homogentisate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate tyrosine degradation
homogentisate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate phenylalanine degradation I
deamido-NAD Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + pyrophosphate + NAD+ NAD biosynthesis I (from aspartate)
deamido-NAD Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + pyrophosphate + NAD+ + L-glutamate NAD biosynthesis I (from aspartate)
deamido-NAD Deamino-NAD+*NaADN*deamido-NAD+*deamidonicotinamide adenine dinucleoetide*nicotinate adenine dinucleotide*NAAD 665.423 C21 H27 N6 O15 P2 C(O)(=O)c1(c[n+](ccc1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(=O)(O)OP(O)(=O)OC[CH]3(O[CH]([CH](O)[CH]3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00857*CAS:6450-77-7 2.7.7.18 ATP + nicotinate nucleotide = pyrophosphate + deamido-NAD NAD biosynthesis I (from aspartate)
porphobilinogen 226.232 C10 H13 N2 O4 c1(c(CCC(O)=O)c(CC(O)=O)c(n1)CN) LIGAND-CPD:C00931*CAS:487-90-1 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane chlorophyllide a biosynthesis
porphobilinogen 226.232 C10 H13 N2 O4 c1(c(CCC(O)=O)c(CC(O)=O)c(n1)CN) LIGAND-CPD:C00931*CAS:487-90-1 4.2.1.24 2 5-amino-levulinate = 2 H2O + porphobilinogen chlorophyllide a biosynthesis
GA40 gibberellin A40*gibberellin A40*GA40 332.396 C19 H24 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CC(O)C3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA9 + O2 + a reduced acceptor = GA40 + H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 6.4.1.2 HCO3- + H+ + acetyl-CoA + ATP = malonyl-CoA + phosphate + ADP fatty acid biosynthesis -- initial steps
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.12 lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = lipoate acetyltransferase N6-(dihydrolipoyl)lysine + acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine pyruvate dehydrogenase complex
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A sulfate assimilation III
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A tryptophan degradation III (eukaryotic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A lysine degradation II
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A ethanol fermentation to acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A mevalonate pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A acetoacetate degradation
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A acetyl CoA fermentation to butyrate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A pyruvate oxidation pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A acetate utilization
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A gallate degradation III (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A ethanol fermentation to acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A reductive acetyl coenzyme A pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A glucose heterofermentation to lactate I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.54 pyruvate + coenzyme A = formate + acetyl-CoA respiration (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 RXN-2802 acetyl-CoA + 2 H2O = glyoxylate + coenzyme A formaldehyde assimilation I (serine pathway)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A arginine biosynthesis II (acetyl cycle)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A ornithine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.89 L-2,3,4,5-tetrahydrodipicolinate + acetyl-CoA + H2O = L-2-acetamido-6-oxoheptanedioate + coenzyme A lysine biosynthesis II
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.- L-2,4-diaminobutanoate + acetyl-CoA = N-acetyl-L-2,4-diaminobutanoate + coenzyme A ectoine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.- acetyl-CoA + malonyl-ACP = acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis -- initial steps
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.38 acyl carrier protein + acetyl-CoA = acetyl-ACP + coenzyme A fatty acid biosynthesis -- initial steps
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.8.3.- acetoacetate + acetyl-CoA = acetoacetyl-CoA + acetate acetoacetate degradation
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.157 glucosamine-1P + acetyl-CoA = N-acetyl-glucosamine-1-phosphate + coenzyme A N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.4 D-glucosamine-6-phosphate + acetyl-CoA = N-acetyl-D-glucosamine-6-phosphate + coenzyme A UDP-N-acetylgalactosamine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.8.3.- 3-hydroxy-5-oxohexanoate + acetyl-CoA = 3-hydroxy-5- oxohexanoyl-CoA + acetate gallate degradation III (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 RXN-2006 oxocinnamoyl-CoA + coenzyme A = benzoyl-CoA + acetyl-CoA salicylic acid biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.9 2-methylacetoacetyl-CoA + coenzyme A = propionyl-CoA + acetyl-CoA isoleucine degradation I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.- 3-hydroxy-5- oxohexanoyl-CoA + coenzyme A = 3-hydroxybutyryl-CoA + acetyl-CoA gallate degradation III (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.1.16 coenzyme A + a 3-ketoacyl-CoA = an acyl-CoA + acetyl-CoA fatty acid oxidation pathway I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 6.2.1.13 phosphate + acetyl-CoA + ADP = coenzyme A + acetate + ATP glycolysis II
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA gallate degradation III (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA ethanol fermentation to acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 AKPTHIOL-RXN 2-amino-4-oxopentanoate + coenzyme A = D-alanine + acetyl-CoA interconversion of arginine, ornithine and proline
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 4.1.3.24 malyl-CoA = glyoxylate + acetyl-CoA formaldehyde assimilation I (serine pathway)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.8 coenzyme A + citrate + ATP = phosphate + oxaloacetate + acetyl-CoA + ADP reductive tricarboxylic acid cycle
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glutamate degradation VII (to butyrate)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin Entner-Doudoroff pathway II (non-phosphorylative)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glycolysis II
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin reductive tricarboxylic acid cycle
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH superpathway of glycolysis, pyruvate dehydrogenase, TCA, and glyoxylate bypass
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH TCA cycle variation VIII
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA ethanol fermentation to acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA glucose heterofermentation to lactate I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA mevalonate degradation
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine degradation I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A TCA cycle variation VIII
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 ACETYLSYNCLTH-RXN CO + corrinoid/iron-sulfur protein, methylated + coenzyme A = acetyl-CoA + corrinoid/iron-sulfur protein reductive acetyl coenzyme A pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP glutamate degradation VII (to butyrate)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP pyruvate oxidation pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP acetate utilization
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 3-isopropylmalate + coenzyme A leucine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 4.1.3.5 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle variation VIII
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A respiration (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(C)=O) CAS:72-89-9*UM-BBD-CPD:c0031*LIGAND-CPD:C00024 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis I
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis II
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde ectoine biosynthesis
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis I
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis II
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 2.6.1.46 L-aspartate-semialdehyde + L-glutamate = L-2,4-diaminobutanoate + alpha-ketoglutarate ectoine biosynthesis
L-aspartate-semialdehyde L-aspartic 4-semialdehyde*L-aspartate-4-semialdehyde*L-aspartate β-semialdehyde 117.104 C4 H7 N1 O3 [CH](=O)CC(N)C(O)=O LIGAND-CPD:C00441*CAS:15106-57-7 1.1.1.3 NADPH + L-aspartate-semialdehyde = NADP+ + homoserine homoserine biosynthesis
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis V
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP Calvin cycle
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glucose fermentation to lactate II
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis IV (plant cytosol)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP fructose degradation to pyruvate and lactate (anaerobic)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP sucrose degradation to ethanol and lactate (anaerobic)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP gluconeogenesis
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glucose heterofermentation to lactate I
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis V
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate Entner-Doudoroff pathway III (semi-phosphorylative)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis II
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glucose fermentation to lactate II
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis IV (plant cytosol)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate fructose degradation to pyruvate and lactate (anaerobic)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate sucrose degradation to ethanol and lactate (anaerobic)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate gluconeogenesis
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate formaldehyde assimilation I (serine pathway)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glucose heterofermentation to lactate I
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis I
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 1.2.1.3 D-glyceraldehyde-3-phosphate + NAD+ + H2O = 3-phosphoglycerate + NADH Entner-Doudoroff pathway III (semi-phosphorylative)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 1.2.7.6 D-glyceraldehyde-3-phosphate + H2O + 2 oxidized ferredoxin = 3-phosphoglycerate + 2 H+ + 2 reduced ferredoxin glycolysis II
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
3-phosphoglycerate 3-PGA*3-phospho-(R)-glycerate*3-phospho-glyceric acid*g3p*3-pg*3-P-glycerate*glycerate 3-phosphate*3-phospho-D-glycerate*3-P-D-glycerate*glycerate-3-P*D-Glycerate 3-phosphate*phosphoglycerate 186.058 C3 H7 O7 P1 C(C(O)C(O)=O)OP(O)(O)=O LIGAND-CPD:C00197*CAS:820-11-1 4.1.1.39 H2O + CO2 + D-ribulose-1,5-bisphosphate = 2 3-phosphoglycerate Calvin cycle
3-phospho-hydroxypyruvate phosphohydroxypyruvate*3-phosphonooxypyruvate*3-P-hydroxypyruvate*3-p-OH-pyr*3-phosphohydroxypyruvate*3-p-OH-pyruvate*3-p-hydroxy-pyr*3-phosphohydroxy-pyr*phosphohydroxypyruate 184.042 C3 H5 O7 P1 C(C(=O)C(O)=O)OP(=O)(O)O LIGAND-CPD:C03232*CAS:3913-50-6 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
3-phospho-hydroxypyruvate phosphohydroxypyruvate*3-phosphonooxypyruvate*3-P-hydroxypyruvate*3-p-OH-pyr*3-phosphohydroxypyruvate*3-p-OH-pyruvate*3-p-hydroxy-pyr*3-phosphohydroxy-pyr*phosphohydroxypyruate 184.042 C3 H5 O7 P1 C(C(=O)C(O)=O)OP(=O)(O)O LIGAND-CPD:C03232*CAS:3913-50-6 2.6.1.52 3-phospho-hydroxypyruvate + L-glutamate = 3-phospho-serine + alpha-ketoglutarate serine biosynthesis
kynurenine L-kynurenine 208.216 C10 H12 N2 O3 C(=O)(O)C(N)CC(=O)c1(c(N)cccc1) CAS:343-65-7 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan degradation III (eukaryotic)
kynurenine L-kynurenine 208.216 C10 H12 N2 O3 C(=O)(O)C(N)CC(=O)c1(c(N)cccc1) CAS:343-65-7 3.5.1.9 N-formylkynurenine + H2O = kynurenine + formate tryptophan degradation III (eukaryotic)
9,10-EOD 9,10-epoxy-10,12Z-octadecadienoic acid 294.433 C18 H30 O3 CCCCCC=CC=C1(C(O1)CCCCCCCC(=O)O) RXN-8501 9,10-EOD + H2O = alpha-ketol 9-LOX and 9-AOS pathway
9,10-EOD 9,10-epoxy-10,12Z-octadecadienoic acid 294.433 C18 H30 O3 CCCCCC=CC=C1(C(O1)CCCCCCCC(=O)O) RXN-8499 9-HPOD = 9,10-EOD + H2O 9-LOX and 9-AOS pathway
alpha-D-glucose α-glucose*D-glucose*glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 5.1.3.3 alpha-D-glucose = beta-D-glucose trehalose degradation V
alpha-D-glucose α-glucose*D-glucose*glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 5.1.3.3 alpha-D-glucose = beta-D-glucose Entner-Doudoroff pathway III (semi-phosphorylative)
alpha-D-glucose α-glucose*D-glucose*glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 5.1.3.3 alpha-D-glucose = beta-D-glucose Entner-Doudoroff pathway II (non-phosphorylative)
alpha-D-glucose α-glucose*D-glucose*glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP sucrose degradation III
alpha-D-glucose α-glucose*D-glucose*glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 2.4.1.231 trehalose + phosphate = alpha-D-glucose + alpha-D-glucose 1-phosphate trehalose degradation V
alpha-D-glucose α-glucose*D-glucose*glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 3.2.1.20 alpha-maltose + maltose + H2O = 2 alpha-D-glucose starch degradation
alpha-D-glucose α-glucose*D-glucose*glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O1)CO)(O) LIGAND-CPD:C00267 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation III
glycogenin 2.4.1.186 glycogenin + UDP-D-glucose = glucosyl-glycogenin + UDP glycogen biosynthesis II (from UDP-D-Glucose)
tetrahydrogeranylgeranyl-chlorophyll a tetrahydroGG-chlorophyll a*tetrahydroGG-chl a*tetrahydrogeranylgeranyl-chl a 891.487 C55 H70 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
tetrahydrogeranylgeranyl-chlorophyll a tetrahydroGG-chlorophyll a*tetrahydroGG-chl a*tetrahydrogeranylgeranyl-chl a 891.487 C55 H70 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- dihydrogeranylgeranyl-chlorophyll a + NADPH = tetrahydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
acetoacetyl-ACP B1094*AcpP*acetoacetyl-S-ACP C4 H5 O2 ACP1 2.3.1.- acetyl-CoA + malonyl-ACP = acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis -- initial steps
acetoacetyl-ACP B1094*AcpP*acetoacetyl-S-ACP C4 H5 O2 ACP1 2.3.1.41 acetyl-ACP + malonyl-ACP = acyl carrier protein + acetoacetyl-ACP + CO2 fatty acid biosynthesis -- initial steps
a 2-lysophosphatidate 1-acyl-sn-glycerol-3-phosphate*acyl-sn-glycerol-3P*acyl-sn-glycerol-3-phosphate C4 H8 O7 R1 P1 2.3.1.51 a 2-lysophosphatidate + an acyl-ACP = an L-phosphatidate + acyl carrier protein phospholipid biosynthesis I
a 2-lysophosphatidate 1-acyl-sn-glycerol-3-phosphate*acyl-sn-glycerol-3P*acyl-sn-glycerol-3-phosphate C4 H8 O7 R1 P1 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A triacylglycerol biosynthesis
a 2-lysophosphatidate 1-acyl-sn-glycerol-3-phosphate*acyl-sn-glycerol-3P*acyl-sn-glycerol-3-phosphate C4 H8 O7 R1 P1 2.3.1.15 a fatty acyl CoA + glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
a 2-lysophosphatidate 1-acyl-sn-glycerol-3-phosphate*acyl-sn-glycerol-3P*acyl-sn-glycerol-3-phosphate C4 H8 O7 R1 P1 2.3.1.15 glycerol-3-phosphate + an acyl-ACP = a 2-lysophosphatidate + acyl carrier protein phospholipid biosynthesis I
selenide Hydrogen selenide 80.976 H2 SE1 [SeH2] CAS:531-44-2*LIGAND-CPD:C01528 2.7.9.3 H2O + selenide + ATP = selenophosphate + phosphate + AMP selenocysteine biosynthesis
gallate Gallic acid*3,4,5-Trihydroxybenzoic acid*3,4,5-Trihydroxybenzoate*Pyrogallol-5-carboxylic acid 170.121 C7 H6 O5 C(O)(=O)c1(cc(O)c(O)c(O)c1) LIGAND-CPD:c01424*UM-BBD-CPD:c0006*CAS:149-91-7 4.1.1.59 gallate = CO2 + pyrogallol gallate degradation III (anaerobic)
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) LIGAND-CPD:C08614 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 xanthophyll cycle
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) LIGAND-CPD:C08614 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 carotenoid biosynthesis
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) LIGAND-CPD:C08614 RXN1F-155 violaxanthin = neoxanthin carotenoid biosynthesis
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) LIGAND-CPD:C08614 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) LIGAND-CPD:C08614 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O carotenoid biosynthesis
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) LIGAND-CPD:C08614 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O xanthophyll cycle
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) LIGAND-CPD:C08614 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O carotenoid biosynthesis
L-seryl-tRNAser L-SERYL-TRNA(SER) LIGAND-CPD:C02553 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + pyrophosphate + AMP tRNA charging pathway
(-)-jasmonic acid methyl ester jasmonic acid methyl ester*methyl jasmonate 224.299 C13 H20 O3 CCC=CC[CH]1([CH](CC(=O)OC)CCC(=O)1) 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
UDP-N-acetylgalactosamine UDP-N-acetyl-D-galactosamine*uridine diphosphate N-acetylgalactosamine 607.358 C17 H27 N3 O17 P2 CC(=O)NC1(C(OC(CO)C(O)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) LIGAND-CPD:C00203*CAS:7277-98-7 5.1.3.7 UDP-N-acetyl-D-glucosamine = UDP-N-acetylgalactosamine UDP-N-acetylgalactosamine biosynthesis
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C)C(=O)C(=O)O LIGAND-CPD:C00671*CAS:1460-34-0 2KETO-3METHYLVALERATE-RXN 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C)C(=O)C(=O)O LIGAND-CPD:C00671*CAS:1460-34-0 2.6.1.42 L-isoleucine + alpha-ketoglutarate = 2-keto-3-methyl-valerate + L-glutamate isoleucine degradation I
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C)C(=O)C(=O)O LIGAND-CPD:C00671*CAS:1460-34-0 2.6.1.42 L-isoleucine + alpha-ketoglutarate = 2-keto-3-methyl-valerate + L-glutamate isoleucine biosynthesis I
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C)C(=O)C(=O)O LIGAND-CPD:C00671*CAS:1460-34-0 4.2.1.9 2,3-dihydroxy-3-methylvalerate = 2-keto-3-methyl-valerate + H2O isoleucine biosynthesis I
glutaryl-CoA glutaryl-coenzyme A 881.635 C26 H42 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCC(O)=O) GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 tryptophan degradation III (eukaryotic)
glutaryl-CoA glutaryl-coenzyme A 881.635 C26 H42 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCC(O)=O) GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 lysine degradation II
glutaryl-CoA glutaryl-coenzyme A 881.635 C26 H42 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCC(O)=O) 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation III (eukaryotic)
glutaryl-CoA glutaryl-coenzyme A 881.635 C26 H42 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCC(O)=O) 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA lysine degradation II
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.5.- fumarate + menaquinol + 2 H+ = succinate + menaquinone-8 respiration (anaerobic)
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.1.99.11 toluene + fumarate = (R)-2-benzylsuccinate toluene degradation VI (anaerobic)
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor II
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.1.1 L-aspartate = ammonia + fumarate superpathway of aspartate and asparagine biosynthesis; interconversion of aspartate and asparagine.
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.99.1 succinate + an acceptor = fumarate + a reduced acceptor reductive tricarboxylic acid cycle
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.99.1 succinate + an acceptor = fumarate + a reduced acceptor TCA cycle variation VIII
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.5.1 UQ + succinate = UQH2 + fumarate superpathway of glyoxylate cycle
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.2 adenylo-succinate = fumarate + AMP salvage pathways of purine nucleosides
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis II
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis I
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + AICAR purine nucleotides de novo biosynthesis II
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + AICAR purine nucleotides de novo biosynthesis I
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.1 L-arginino-succinate = L-arginine + fumarate superpathway of citrulline metabolism
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis I
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.1 L-arginino-succinate = L-arginine + fumarate urea cycle
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis II (acetyl cycle)
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.2.1.2 malate = fumarate + H2O superpathway of glyoxylate cycle
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.2.1.2 malate = fumarate + H2O phenylalanine degradation I
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.2.1.2 malate = fumarate + H2O reductive tricarboxylic acid cycle
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.2.1.2 malate = fumarate + H2O TCA cycle variation VIII
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.2.1.2 malate = fumarate + H2O respiration (anaerobic)
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 4.2.1.2 malate = fumarate + H2O TCA cycle
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 3.7.1.2 H2O + 4-fumaryl-acetoacetate = fumarate + acetoacetate tyrosine degradation
fumarate fum*fumaric acid 116.073 C4 H4 O4 C(O)(=O)C=CC(O)=O LIGAND-CPD:C00122*CAS:110-17-8 3.7.1.2 H2O + 4-fumaryl-acetoacetate = fumarate + acetoacetate phenylalanine degradation I
a classical dithiol glutaredoxin (oxidized) 1.17.4.- CDP + a classical dithiol glutaredoxin (reduced) = dCDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
a classical dithiol glutaredoxin (oxidized) 1.17.4.- UDP + a classical dithiol glutaredoxin (reduced) = dUDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
a classical dithiol glutaredoxin (oxidized) RXN0-747 ADP + a classical dithiol glutaredoxin (reduced) = dADP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
a classical dithiol glutaredoxin (oxidized) RXN0-748 GDP + a classical dithiol glutaredoxin (reduced) = dGDP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
an L-1-phosphatidyl-ethanolamine Phosphatidylethanolamine (ecoli)*O-(1-β-acyl-2-acyl-sn-glycero-3-phospho)-ethanolamine*PtdEtn*phosphatidylethanolamine*1-phosphatidylethanolamine*L-1-phosphotidylethanolamine C7 H12 N1 O8 R2 P1 LIGAND-CPD:C00350 RXN-1382 an L-1-phosphatidyl-ethanolamine + L-serine = an L-1-phosphatidylserine + ethanolamine phospholipid biosynthesis II
an L-1-phosphatidyl-ethanolamine Phosphatidylethanolamine (ecoli)*O-(1-β-acyl-2-acyl-sn-glycero-3-phospho)-ethanolamine*PtdEtn*phosphatidylethanolamine*1-phosphatidylethanolamine*L-1-phosphotidylethanolamine C7 H12 N1 O8 R2 P1 LIGAND-CPD:C00350 2.7.8.1 a 1,2-diacylglycerol + CDP-ethanolamine = an L-1-phosphatidyl-ethanolamine + CMP phospholipid biosynthesis II
an L-1-phosphatidyl-ethanolamine Phosphatidylethanolamine (ecoli)*O-(1-β-acyl-2-acyl-sn-glycero-3-phospho)-ethanolamine*PtdEtn*phosphatidylethanolamine*1-phosphatidylethanolamine*L-1-phosphotidylethanolamine C7 H12 N1 O8 R2 P1 LIGAND-CPD:C00350 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phospholipid biosynthesis II
an L-1-phosphatidyl-ethanolamine Phosphatidylethanolamine (ecoli)*O-(1-β-acyl-2-acyl-sn-glycero-3-phospho)-ethanolamine*PtdEtn*phosphatidylethanolamine*1-phosphatidylethanolamine*L-1-phosphotidylethanolamine C7 H12 N1 O8 R2 P1 LIGAND-CPD:C00350 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phospholipid biosynthesis I
L-methionyl-tRNAmet L-METHIONYL-TRNA*L-METHIONYL-TRNA(MET) LIGAND-CPD:C02430 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + pyrophosphate + AMP tRNA charging pathway
2,5-dihydro-5-oxofuran-2-acetate (+)-4-Hydroxy-4-carboxymethylisocrotonolactone*2-Oxo-2,5-dihydrofuran-5-acetate*Muconolactone*5-Oxo-2,5-dihydrofuran-2-acetate*4-Carboxymethyl-4-hydroxyisocrotonolactone 142.111 C6 H6 O4 C1(OC(C=C1)CC(=O)O)(=O) CAS:6666-46-2 5.3.3.4 2,5-dihydro-5-oxofuran-2-acetate = beta-ketoadipate-enol-lactone catechol degradation II (ortho-cleavage pathway)
2,5-dihydro-5-oxofuran-2-acetate (+)-4-Hydroxy-4-carboxymethylisocrotonolactone*2-Oxo-2,5-dihydrofuran-5-acetate*Muconolactone*5-Oxo-2,5-dihydrofuran-2-acetate*4-Carboxymethyl-4-hydroxyisocrotonolactone 142.111 C6 H6 O4 C1(OC(C=C1)CC(=O)O)(=O) CAS:6666-46-2 5.5.1.1 cis,cis-muconate = 2,5-dihydro-5-oxofuran-2-acetate catechol degradation II (ortho-cleavage pathway)
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate superpathway of glycolysis+Entner-Doudoroff
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate oxidative branch of the pentose phosphate pathway
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate glucose heterofermentation to lactate I
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate Entner-Doudoroff pathway I
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate formaldehyde oxidation I
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H superpathway of glycolysis+Entner-Doudoroff
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H oxidative branch of the pentose phosphate pathway
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H glucose heterofermentation to lactate I
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H Entner-Doudoroff pathway I
D-glucono-delta-lactone-6-phosphate 6-phosphogluconolactone*D-6-phosphoglucono-δ-lactone*D-6-P-glucono-δ-lactone*D-glucono-1,5-lactone-6-phosphate*6-phospho-D-glucono-1,5-lactone*D-6-phospho-glucono-δ-lactone 258.121 C6 H11 O9 P1 C(OP(O)(=O)O)[CH]1([CH](O)[CH](O)[CH](O)C(=O)O1) LIGAND-CPD:C01236*CAS:2641-81-8 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H formaldehyde oxidation I
alpha-carotene 536.882 C40 H56 CC1(C(=C(C)CCC1)C=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCC=C(C)2))(C) RXN-5961 alpha-carotene + NADPH + O2 = zeinoxanthin + NADP+ + H2O carotenoid biosynthesis
alpha-carotene 536.882 C40 H56 CC1(C(=C(C)CCC1)C=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCC=C(C)2))(C) RXN1F-148 delta-carotene = alpha-carotene carotenoid biosynthesis
(E)-cinnamoyl-CoA 897.68 C30 H42 N7 O17 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 2.3.1.- 3 malonyl-CoA + (E)-cinnamoyl-CoA = pinocembrin chalcone + 4 coenzyme A + 3 CO2 pinobanksin biosynthesis
(E)-cinnamoyl-CoA 897.68 C30 H42 N7 O17 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) RXN-2002 (E)-cinnamoyl-CoA + H2O = hydroxycinnamoyl-CoA salicylic acid biosynthesis
(E)-cinnamoyl-CoA 897.68 C30 H42 N7 O17 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 2.3.1.110 tyramine + (E)-cinnamoyl-CoA = cinnamoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
(E)-cinnamoyl-CoA 897.68 C30 H42 N7 O17 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccccc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 6.2.1.- trans-cinnamate + coenzyme A = (E)-cinnamoyl-CoA + H2O salicylic acid biosynthesis
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ccc(cn1)C(N)=O) LIGAND-CPD:C00153*CAS:98-92-0 3.5.1.4 nicotinamide + H2O = ammonia + nicotinate aldoxime degradation
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ccc(cn1)C(N)=O) LIGAND-CPD:C00153*CAS:98-92-0 4.2.1.84 3-cyanopyridine + H2O = nicotinamide aldoxime degradation
(+)-7-isojasmonate (+)-7-isojasmonic acid*isojasmonic acid*(3R,7S)-(+)-7-isojasmonate 210.272 C12 H18 O3 CCC=CCC1(C(CC(=O)O)CCC1=O) RXN-745 (+)-7-isojasmonate = (-)-jasmonate jasmonic acid biosynthesis
(+)-7-isojasmonate (+)-7-isojasmonic acid*isojasmonic acid*(3R,7S)-(+)-7-isojasmonate 210.272 C12 H18 O3 CCC=CCC1(C(CC(=O)O)CCC1=O) RXN-744 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + 3 O2 = (+)-7-isojasmonate + 3 acetate jasmonic acid biosynthesis
12,13(S)-epoxylinolenate 12,13(S)-epoxylinolenic acid*epoxylinolenic acid*12,13-epoxy-octadecatrienoic acid 292.417 C18 H28 O3 CCC=CCC1(C(O1)=CC=CCCCCCCCC(O)=O) 5.3.99.6 12,13(S)-epoxylinolenate = 12-oxo-cis-10,15-phytodienoate lipoxygenase pathway
12,13(S)-epoxylinolenate 12,13(S)-epoxylinolenic acid*epoxylinolenic acid*12,13-epoxy-octadecatrienoic acid 292.417 C18 H28 O3 CCC=CCC1(C(O1)=CC=CCCCCCCCC(O)=O) 5.3.99.6 12,13(S)-epoxylinolenate = 12-oxo-cis-10,15-phytodienoate jasmonic acid biosynthesis
12,13(S)-epoxylinolenate 12,13(S)-epoxylinolenic acid*epoxylinolenic acid*12,13-epoxy-octadecatrienoic acid 292.417 C18 H28 O3 CCC=CCC1(C(O1)=CC=CCCCCCCCC(O)=O) 4.2.1.92 13(S)-hydroperoxylinolenate = H2O + 12,13(S)-epoxylinolenate lipoxygenase pathway
12,13(S)-epoxylinolenate 12,13(S)-epoxylinolenic acid*epoxylinolenic acid*12,13-epoxy-octadecatrienoic acid 292.417 C18 H28 O3 CCC=CCC1(C(O1)=CC=CCCCCCCCC(O)=O) 4.2.1.92 13(S)-hydroperoxylinolenate = H2O + 12,13(S)-epoxylinolenate jasmonic acid biosynthesis
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 1.1.1.29 hydroxypyruvate + NADH = glycerate + NAD+ photorespiration
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 1.1.1.81 NAD(P)H + hydroxypyruvate = NAD(P)+ + glycerate formaldehyde assimilation I (serine pathway)
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP superpathway of D-glucarate and D-galactarate degradation
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP Entner-Doudoroff pathway II (non-phosphorylative)
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP formaldehyde assimilation I (serine pathway)
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(O)C(O)C(O)=O CAS:473-81-4*LIGAND-CPD:C00258*CAS:6000-40-4 1.2.1.3 glyceraldehyde + NAD+ + H2O = glycerate + NADH Entner-Doudoroff pathway II (non-phosphorylative)
5-methyltetrahydropteroyltri-L-glutamate 640.606 C25 H36 N8 O12 C2(OC(=O)C(N)CCC(=O)O)(C1(N(C)C(=CNC=1N=C(N)N=2)C(OC(=O)C(N)CCC(=O)O)C(C)OC(=O)C(N)CCC(O)=O)) LIGAND-CPD:C04489 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine and S-adenosylmethionine synthesis
5-methyltetrahydropteroyltri-L-glutamate 640.606 C25 H36 N8 O12 C2(OC(=O)C(N)CCC(=O)O)(C1(N(C)C(=CNC=1N=C(N)N=2)C(OC(=O)C(N)CCC(=O)O)C(C)OC(=O)C(N)CCC(O)=O)) LIGAND-CPD:C04489 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
5-methyltetrahydropteroyltri-L-glutamate 640.606 C25 H36 N8 O12 C2(OC(=O)C(N)CCC(=O)O)(C1(N(C)C(=CNC=1N=C(N)N=2)C(OC(=O)C(N)CCC(=O)O)C(C)OC(=O)C(N)CCC(O)=O)) LIGAND-CPD:C04489 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine sulfate assimilation III
tRNAile TRNA(ILE) LIGAND-CPD:C01644 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + pyrophosphate + AMP tRNA charging pathway
methylacrylyl-CoA methacrylyl-CoA*2-methylprop-2-enoyl-CoA*methacrylyl-coenzyme A 835.609 C25 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)=C) CAS:6008-91-9 4.2.1.17 methylacrylyl-CoA + H2O = 3-hydroxy-isobutyryl-CoA valine degradation I
methylacrylyl-CoA methacrylyl-CoA*2-methylprop-2-enoyl-CoA*methacrylyl-coenzyme A 835.609 C25 H40 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(O)=O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)=C) CAS:6008-91-9 1.3.99.12 isobutyryl-CoA + FAD = methylacrylyl-CoA + FADH2 valine degradation I
an N10-formyl-tetrahydrofolate C8 H11 N6 O2 R1 6.3.4.3 an N10-formyl-tetrahydrofolate + ADP + phosphate = a tetrahydrofolate polyglutamate + ATP + formate tetrahydrofolate biosynthesis I
an N10-formyl-tetrahydrofolate C8 H11 N6 O2 R1 3.5.4.9 5,10-methenyl-H4PteGlun + H2O = an N10-formyl-tetrahydrofolate tetrahydrofolate biosynthesis I
an N10-formyl-tetrahydrofolate C8 H11 N6 O2 R1 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
an N10-formyl-tetrahydrofolate C8 H11 N6 O2 R1 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis I
an N10-formyl-tetrahydrofolate C8 H11 N6 O2 R1 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis II
S-citramalate α-methylmalate*(S)-2-methylmalic acid*(3S)-citramalate*(3S)-citramalic acid*(3S)-α-hydroxypyrotartaric acid*(S)-2-methylmalate*L-citramalic acid*L-α-hydroxypyrotartaric acid*L-citramalate*S-citramalic acid*S-α-hydroxypyrotartaric acid*citramalate*2-methylmalate*L-(+)-citramalate 148.115 C5 H8 O5 C(O)(=O)CC(O)(C)C(=O)O CAS:2306-22-1 4.2.1.34 H2O + mesaconate = S-citramalate glutamate degradation VIII (to propionate)
S-citramalate α-methylmalate*(S)-2-methylmalic acid*(3S)-citramalate*(3S)-citramalic acid*(3S)-α-hydroxypyrotartaric acid*(S)-2-methylmalate*L-citramalic acid*L-α-hydroxypyrotartaric acid*L-citramalate*S-citramalic acid*S-α-hydroxypyrotartaric acid*citramalate*2-methylmalate*L-(+)-citramalate 148.115 C5 H8 O5 C(O)(=O)CC(O)(C)C(=O)O CAS:2306-22-1 4.2.1.34 H2O + mesaconate = S-citramalate glutamate degradation VII (to butyrate)
S-citramalate α-methylmalate*(S)-2-methylmalic acid*(3S)-citramalate*(3S)-citramalic acid*(3S)-α-hydroxypyrotartaric acid*(S)-2-methylmalate*L-citramalic acid*L-α-hydroxypyrotartaric acid*L-citramalate*S-citramalic acid*S-α-hydroxypyrotartaric acid*citramalate*2-methylmalate*L-(+)-citramalate 148.115 C5 H8 O5 C(O)(=O)CC(O)(C)C(=O)O CAS:2306-22-1 4.1.3.22 S-citramalate = pyruvate + acetate glutamate degradation VIII (to propionate)
S-citramalate α-methylmalate*(S)-2-methylmalic acid*(3S)-citramalate*(3S)-citramalic acid*(3S)-α-hydroxypyrotartaric acid*(S)-2-methylmalate*L-citramalic acid*L-α-hydroxypyrotartaric acid*L-citramalate*S-citramalic acid*S-α-hydroxypyrotartaric acid*citramalate*2-methylmalate*L-(+)-citramalate 148.115 C5 H8 O5 C(O)(=O)CC(O)(C)C(=O)O CAS:2306-22-1 4.1.3.22 S-citramalate = pyruvate + acetate glutamate degradation VII (to butyrate)
a CDP-diacylglycerol CDP-diglyceride*CDP-1,2-diglyceride*CDP-1,2-diacylglycerol C14 H19 N3 O15 R11 R21 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCC(OC([R1])=O)COC([R2])=O)) LIGAND-CPD:C00269 2.7.8.11 a CDP-diacylglycerol + myo-inositol = an L-1-phosphatidyl-inositol + CMP phospholipid biosynthesis II
a CDP-diacylglycerol CDP-diglyceride*CDP-1,2-diglyceride*CDP-1,2-diacylglycerol C14 H19 N3 O15 R11 R21 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCC(OC([R1])=O)COC([R2])=O)) LIGAND-CPD:C00269 2.7.8.8 a CDP-diacylglycerol + L-serine = CMP + an L-1-phosphatidylserine phospholipid biosynthesis I
a CDP-diacylglycerol CDP-diglyceride*CDP-1,2-diglyceride*CDP-1,2-diacylglycerol C14 H19 N3 O15 R11 R21 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCC(OC([R1])=O)COC([R2])=O)) LIGAND-CPD:C00269 2.7.8.5 a CDP-diacylglycerol + glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis II
a CDP-diacylglycerol CDP-diglyceride*CDP-1,2-diglyceride*CDP-1,2-diacylglycerol C14 H19 N3 O15 R11 R21 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCC(OC([R1])=O)COC([R2])=O)) LIGAND-CPD:C00269 2.7.8.5 a CDP-diacylglycerol + glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis I
a CDP-diacylglycerol CDP-diglyceride*CDP-1,2-diglyceride*CDP-1,2-diacylglycerol C14 H19 N3 O15 R11 R21 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCC(OC([R1])=O)COC([R2])=O)) LIGAND-CPD:C00269 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + pyrophosphate phospholipid biosynthesis II
a CDP-diacylglycerol CDP-diglyceride*CDP-1,2-diglyceride*CDP-1,2-diacylglycerol C14 H19 N3 O15 R11 R21 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCC(OC([R1])=O)COC([R2])=O)) LIGAND-CPD:C00269 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + pyrophosphate phospholipid biosynthesis I
dethiobiotin Desthiobiotin*DTB 214.264 C10 H18 N2 O3 C(=O)(O)CCCCCC1(C(C)NC(N1)=O) LIGAND-CPD:C01909*CAS:533-48-2 2.8.1.6 dethiobiotin + 2 S-adenosyl-L-methionine + sulfur donor = biotin + 2 5'-deoxyadenosine + 2 L-methionine biotin biosynthesis I
dethiobiotin Desthiobiotin*DTB 214.264 C10 H18 N2 O3 C(=O)(O)CCCCCC1(C(C)NC(N1)=O) LIGAND-CPD:C01909*CAS:533-48-2 2.8.1.6 dethiobiotin + sulfur donor = 9-mercaptodethiobiotin biotin biosynthesis II
dethiobiotin Desthiobiotin*DTB 214.264 C10 H18 N2 O3 C(=O)(O)CCCCCC1(C(C)NC(N1)=O) LIGAND-CPD:C01909*CAS:533-48-2 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
dethiobiotin Desthiobiotin*DTB 214.264 C10 H18 N2 O3 C(=O)(O)CCCCCC1(C(C)NC(N1)=O) LIGAND-CPD:C01909*CAS:533-48-2 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis I
3-hydroxy-isobutyryl-CoA 3-Hydroxy-2-methylpropanoyl-CoA*3-hydroxy-isobutyryl-coenzyme A*3-Hydroxy-2-methylpropionyl-CoA 853.624 C25 H42 N7 O18 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)CO) 3.1.2.4 H2O + 3-hydroxy-isobutyryl-CoA = 3-hydroxy-isobutyrate + coenzyme A valine degradation I
3-hydroxy-isobutyryl-CoA 3-Hydroxy-2-methylpropanoyl-CoA*3-hydroxy-isobutyryl-coenzyme A*3-Hydroxy-2-methylpropionyl-CoA 853.624 C25 H42 N7 O18 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)CO) 4.2.1.17 methylacrylyl-CoA + H2O = 3-hydroxy-isobutyryl-CoA valine degradation I
delta24-25-sitosterol 412.698 C29 H48 O1 CC(C)=C(CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4224 delta24-25-sitosterol = sitosterol sterol biosynthesis
delta24-25-sitosterol 412.698 C29 H48 O1 CC(C)=C(CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4221 isofucosterol = delta24-25-sitosterol sterol biosynthesis
dADP deoxyadenosine-diphosphate*2'-deoxyadenosine-5'-diphosphate 411.204 C10 H15 N5 O9 P2 C(OP(O)(=O)OP(O)(=O)O)C1(OC(CC(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00206*CAS:2793-06-8 2.7.4.6 dADP + ATP = dATP + ADP purine nucleotides de novo biosynthesis I
dADP deoxyadenosine-diphosphate*2'-deoxyadenosine-5'-diphosphate 411.204 C10 H15 N5 O9 P2 C(OP(O)(=O)OP(O)(=O)O)C1(OC(CC(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00206*CAS:2793-06-8 RXN0-747 ADP + a classical dithiol glutaredoxin (reduced) = dADP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
dADP deoxyadenosine-diphosphate*2'-deoxyadenosine-5'-diphosphate 411.204 C10 H15 N5 O9 P2 C(OP(O)(=O)OP(O)(=O)O)C1(OC(CC(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00206*CAS:2793-06-8 1.17.4.1 a reduced thioredoxin + ADP = an oxidized thioredoxin + dADP + H2O purine nucleotides de novo biosynthesis I
quinolinate 2,3-pyridinedicarboxylic acid*2,3-pyridinedicarboxylate*quinolinic acid*pyridine-2,3-dicarboxylic acid*pyridine-2,3-dicarboxylate 167.121 C7 H5 N1 O4 C(O)(=O)c1(c(C(=O)O)cccn1) LIGAND-CPD:C03722*CAS:89-00-9 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone-phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
quinolinate 2,3-pyridinedicarboxylic acid*2,3-pyridinedicarboxylate*quinolinic acid*pyridine-2,3-dicarboxylic acid*pyridine-2,3-dicarboxylate 167.121 C7 H5 N1 O4 C(O)(=O)c1(c(C(=O)O)cccn1) LIGAND-CPD:C03722*CAS:89-00-9 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + pyrophosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
L-2,4-diaminobutanoate diaminobutyrate*2,4-diamino-L-butyrate*L-2,4-diaminobutyrate*L-2,4-diaminobutyric acid 118.135 C4 H10 N2 O2 C(N)CC(N)C(=O)O CAS:1758-80-1 2.3.1.- L-2,4-diaminobutanoate + acetyl-CoA = N-acetyl-L-2,4-diaminobutanoate + coenzyme A ectoine biosynthesis
L-2,4-diaminobutanoate diaminobutyrate*2,4-diamino-L-butyrate*L-2,4-diaminobutyrate*L-2,4-diaminobutyric acid 118.135 C4 H10 N2 O2 C(N)CC(N)C(=O)O CAS:1758-80-1 2.6.1.46 L-aspartate-semialdehyde + L-glutamate = L-2,4-diaminobutanoate + alpha-ketoglutarate ectoine biosynthesis
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.38 acyl carrier protein + acetyl-CoA = acetyl-ACP + coenzyme A fatty acid biosynthesis -- initial steps
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.39 acyl carrier protein + malonyl-CoA = malonyl-ACP + coenzyme A fatty acid biosynthesis -- initial steps
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.- KDO2-lipid IVA + lauroyl-ACP = KDO2-(lauroyl)-lipid IVA + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.- KDO2-(lauroyl)-lipid IVA + myristoyl-ACP = KDO2-lipid A + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.- KDO2-lipid IVA + palmitoleoyl-ACP = KDO2-(palmitoleoyl)-lipid IVA + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.- KDO2-(palmitoleoyl)-lipid IVA + myristoyl-ACP = KDO2-lipid A, cold adapted + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.7.8.7 apo-[acyl-carrier protein] + coenzyme A = adenosine 3',5'-bisphosphate + acyl carrier protein fatty acid biosynthesis -- initial steps
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.51 a 2-lysophosphatidate + an acyl-ACP = an L-phosphatidate + acyl carrier protein phospholipid biosynthesis I
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.15 glycerol-3-phosphate + an acyl-ACP = a 2-lysophosphatidate + acyl carrier protein phospholipid biosynthesis I
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 RXN0-2141 cis-delta3-decenoyl-ACP + malonyl-ACP = beta-keto-cis-delta5-dodecenoyl-ACP + acyl carrier protein + CO2 fatty acid elongation -- unsaturated
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- saturated
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- unsaturated
acyl carrier protein B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP ACP1 2.3.1.41 acetyl-ACP + malonyl-ACP = acyl carrier protein + acetoacetyl-ACP + CO2 fatty acid biosynthesis -- initial steps
phosphoribosyl-formamido-carboxamide 5-Formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide*5'-p-Ribosyl-5-formamido-4-imidazolecarboxamide*5'-phosphoribosyl-5-formamido-4-imidazole carboxamide*5'-p-Ribosyl-5-formamido-4-imidazole carboxamide*5-Phosphoribosyl-5-formamido-4-imid-carboxamide*5-formamido-1-(5-phosphoribosyl)-imidazole-4-carboxamide*FAICAR 366.224 C10 H15 N4 O9 P1 c1(n(cnc(C(N)=O)1)[CH]2(O[CH]([CH](O)[CH]2O)COP(=O)(O)O))(NC=O) LIGAND-CPD:C04734 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
phosphoribosyl-formamido-carboxamide 5-Formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide*5'-p-Ribosyl-5-formamido-4-imidazolecarboxamide*5'-phosphoribosyl-5-formamido-4-imidazole carboxamide*5'-p-Ribosyl-5-formamido-4-imidazole carboxamide*5-Phosphoribosyl-5-formamido-4-imid-carboxamide*5-formamido-1-(5-phosphoribosyl)-imidazole-4-carboxamide*FAICAR 366.224 C10 H15 N4 O9 P1 c1(n(cnc(C(N)=O)1)[CH]2(O[CH]([CH](O)[CH]2O)COP(=O)(O)O))(NC=O) LIGAND-CPD:C04734 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis I
phosphoribosyl-formamido-carboxamide 5-Formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide*5'-p-Ribosyl-5-formamido-4-imidazolecarboxamide*5'-phosphoribosyl-5-formamido-4-imidazole carboxamide*5'-p-Ribosyl-5-formamido-4-imidazole carboxamide*5-Phosphoribosyl-5-formamido-4-imid-carboxamide*5-formamido-1-(5-phosphoribosyl)-imidazole-4-carboxamide*FAICAR 366.224 C10 H15 N4 O9 P1 c1(n(cnc(C(N)=O)1)[CH]2(O[CH]([CH](O)[CH]2O)COP(=O)(O)O))(NC=O) LIGAND-CPD:C04734 3.5.4.10 phosphoribosyl-formamido-carboxamide = IMP + H2O purine nucleotides de novo biosynthesis II
phosphoribosyl-formamido-carboxamide 5-Formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide*5'-p-Ribosyl-5-formamido-4-imidazolecarboxamide*5'-phosphoribosyl-5-formamido-4-imidazole carboxamide*5'-p-Ribosyl-5-formamido-4-imidazole carboxamide*5-Phosphoribosyl-5-formamido-4-imid-carboxamide*5-formamido-1-(5-phosphoribosyl)-imidazole-4-carboxamide*FAICAR 366.224 C10 H15 N4 O9 P1 c1(n(cnc(C(N)=O)1)[CH]2(O[CH]([CH](O)[CH]2O)COP(=O)(O)O))(NC=O) LIGAND-CPD:C04734 3.5.4.10 phosphoribosyl-formamido-carboxamide = IMP + H2O purine nucleotides de novo biosynthesis I
malonyl-ACP B1094*AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H3 O3 ACP1 2.3.1.41 acetyl-ACP + malonyl-ACP = acyl carrier protein + acetoacetyl-ACP + CO2 fatty acid biosynthesis -- initial steps
malonyl-ACP B1094*AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H3 O3 ACP1 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- saturated
malonyl-ACP B1094*AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H3 O3 ACP1 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- unsaturated
malonyl-ACP B1094*AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H3 O3 ACP1 RXN0-2141 cis-delta3-decenoyl-ACP + malonyl-ACP = beta-keto-cis-delta5-dodecenoyl-ACP + acyl carrier protein + CO2 fatty acid elongation -- unsaturated
malonyl-ACP B1094*AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H3 O3 ACP1 2.3.1.- acetyl-CoA + malonyl-ACP = acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis -- initial steps
malonyl-ACP B1094*AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H3 O3 ACP1 2.3.1.41 malonyl-ACP = acetyl-ACP + CO2 fatty acid biosynthesis -- initial steps
malonyl-ACP B1094*AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H3 O3 ACP1 2.3.1.39 acyl carrier protein + malonyl-CoA = malonyl-ACP + coenzyme A fatty acid biosynthesis -- initial steps
sulfoquinovosyldiacylglycerol SQDG*SL C11 H16 O12 R2 S1 RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP glycosylglyceride biosynthesis
(glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3459.833 C162 H270 N2 O72 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(C(O)C(C(O)C(O12)CO)OC13(OC(CO)C(O)C(O)C(O)13)))))))) RXN-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3459.833 C162 H270 N2 O72 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(C(O)C(C(O)C(O12)CO)OC13(OC(CO)C(O)C(O)C(O)13)))))))) RXN-5471 glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 4.1.3.5 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA mevalonate degradation
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine degradation I
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 4.2.1.18 H2O + trans-3-methylglutaconyl-CoA = 3-hydroxy-3-methyl-glutaryl-CoA leucine degradation I
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 1.1.1.88 (R)-mevalonate + 2 NAD+ + coenzyme A = 3-hydroxy-3-methyl-glutaryl-CoA + 2 NADH mevalonate degradation
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(O)=O) CAS:1553-55-5 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
coniferyl alcohol coniferyl alcohol*4-hydroxy-3-methoxycinnamyl alcohol*3-(4-hydroxy-3-methoxyphenyl)-2-propen-1-ol*4-(3-hydroxy-1-propenyl)-2-methoxyphenol*γ-hydroxyisoeugenol*coniferol 180.203 C10 H12 O3 C(O)C=Cc1(cc(OC)c(O)cc1) CAS:458-35-5 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ lignin biosynthesis
KDO2-(palmitoleoyl)-lipid IVA 2082.476 C100 H182 N2 O38 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OP(=O)(O)O)OC(C(O)C1OC(=O)CC(O)CCCCCCCCCCC)COC2(C(C(OC(=O)CC(O)CCCCCCCCCCC)C(OP(O)(O)=O)C(O2)COC3(CC(C(O)C(O3)C(O)CO)OC4(OC(C(O)CO)C(O)C(O)C4)(C(O)=O))(C(O)=O))NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCC)) 2.3.1.- KDO2-(palmitoleoyl)-lipid IVA + myristoyl-ACP = KDO2-lipid A, cold adapted + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
KDO2-(palmitoleoyl)-lipid IVA 2082.476 C100 H182 N2 O38 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OP(=O)(O)O)OC(C(O)C1OC(=O)CC(O)CCCCCCCCCCC)COC2(C(C(OC(=O)CC(O)CCCCCCCCCCC)C(OP(O)(O)=O)C(O2)COC3(CC(C(O)C(O3)C(O)CO)OC4(OC(C(O)CO)C(O)C(O)C4)(C(O)=O))(C(O)=O))NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCC)) 2.3.1.- KDO2-lipid IVA + palmitoleoyl-ACP = KDO2-(palmitoleoyl)-lipid IVA + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
oxocinnamoyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)c1(ccccc1))(C)COP(O)(=O)OP(O)(=O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(=O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-2006 oxocinnamoyl-CoA + coenzyme A = benzoyl-CoA + acetyl-CoA salicylic acid biosynthesis
oxocinnamoyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)c1(ccccc1))(C)COP(O)(=O)OP(O)(=O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(=O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-2003 hydroxycinnamoyl-CoA + NADP+ = oxocinnamoyl-CoA + NADPH salicylic acid biosynthesis
(mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2486.981 C126 H210 N2 O42 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(C(C(O)C(O)C(O6)CO)OC7(OC(CO)C(O)C(O)C(O)7)))))) RXN-5466 (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2486.981 C126 H210 N2 O42 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC4(OC(CO)C(O)C(O)C(O)4))OC5(C(C(O)C(O)C(O5)CO)OC6(C(C(O)C(O)C(O6)CO)OC7(OC(CO)C(O)C(O)C(O)7)))))) RXN-5465 (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
5-dehydroavenasterol 410.682 C29 H46 O1 CC(C)C(=CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC=3)CC(O)CC4)(C)))) 1.3.1.21 5-dehydroavenasterol + 2 NADPH = isofucosterol + 2 NADP+ sterol biosynthesis
5-dehydroavenasterol 410.682 C29 H46 O1 CC(C)C(=CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC=3)CC(O)CC4)(C)))) 1.3.3.- avenasterol = 5-dehydroavenasterol sterol biosynthesis
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle variation VIII
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A respiration (anaerobic)
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 4.2.1.3 citrate = cis-aconitate + H2O reductive tricarboxylic acid cycle
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle variation VIII
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 4.2.1.3 citrate = cis-aconitate + H2O respiration (anaerobic)
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle
citrate citr*cit*citric acid*2-hydroxy-1,2,3-propanetricarboxylic acid 192.125 C6 H8 O7 C(=O)(O)CC(C(O)=O)(O)CC(O)=O LIGAND-CPD:C00158*CAS:77-92-9 2.3.3.8 coenzyme A + citrate + ATP = phosphate + oxaloacetate + acetyl-CoA + ADP reductive tricarboxylic acid cycle
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate 2-carboxy-5-oxo-2,5-dihydrofuran-2-acetate*γ-carboxymuconolactone*4-carboxymuconolactone*5-Carboxy-2,5-dihydro-2-oxofuran-5-acetate 186.121 C7 H6 O6 C1(OC(C=C1)(C(=O)O)CC(=O)O)(=O) 4.1.1.44 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate = CO2 + beta-ketoadipate-enol-lactone protocatechuate degradation II (ortho-cleavage pathway)
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate 2-carboxy-5-oxo-2,5-dihydrofuran-2-acetate*γ-carboxymuconolactone*4-carboxymuconolactone*5-Carboxy-2,5-dihydro-2-oxofuran-5-acetate 186.121 C7 H6 O6 C1(OC(C=C1)(C(=O)O)CC(=O)O)(=O) 5.5.1.2 3-carboxy-cis,cis-muconate = 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate protocatechuate degradation II (ortho-cleavage pathway)
propionate propionic acid*ethylformic acid*methylacetic acid*propanoate 74.079 C3 H6 O2 C(=O)(O)CC LIGAND-CPD:C00163*CAS:79-09-4 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP methylcitrate cycle
propionate propionic acid*ethylformic acid*methylacetic acid*propanoate 74.079 C3 H6 O2 C(=O)(O)CC LIGAND-CPD:C00163*CAS:79-09-4 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP beta-alanine biosynthesis II
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation III
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose biosynthesis
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation to ethanol and lactate (anaerobic)
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation III
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation I
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation III
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP fructose degradation to pyruvate and lactate (anaerobic)
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation to ethanol and lactate (anaerobic)
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.7.1.69 fructose + a protein-Ntau-phospho-L-histidine = D-fructose-6-phosphate fructose degradation to pyruvate and lactate (anaerobic)
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation III
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)(O1)CO) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 3.2.1.26 H2O + sucrose-6-phosphate = beta-D-glucose-6-phosphate + fructose sucrose degradation I
agmatine 130.192 C5 H14 N4 C(NC(N)=N)CCCN LIGAND-CPD:C00179*CAS:306-60-5 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine superpathway of polyamine biosynthesis II
agmatine 130.192 C5 H14 N4 C(NC(N)=N)CCCN LIGAND-CPD:C00179*CAS:306-60-5 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
agmatine 130.192 C5 H14 N4 C(NC(N)=N)CCCN LIGAND-CPD:C00179*CAS:306-60-5 3.5.3.11 H2O + agmatine = urea + putrescine superpathway of arginine, putrescine, and 4-aminobutyrate degradation
agmatine 130.192 C5 H14 N4 C(NC(N)=N)CCCN LIGAND-CPD:C00179*CAS:306-60-5 4.1.1.19 L-arginine = CO2 + agmatine superpathway of polyamine biosynthesis II
agmatine 130.192 C5 H14 N4 C(NC(N)=N)CCCN LIGAND-CPD:C00179*CAS:306-60-5 4.1.1.19 L-arginine = CO2 + agmatine superpathway of arginine, putrescine, and 4-aminobutyrate degradation
agmatine 130.192 C5 H14 N4 C(NC(N)=N)CCCN LIGAND-CPD:C00179*CAS:306-60-5 4.1.1.19 L-arginine = CO2 + agmatine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
biotin carboxyl carrier protein (dimer) BCCP 6.3.4.14 biotin carboxyl carrier protein (dimer) + CO2 + ATP = phosphate + ADP + carboxy-biotin carboxyl carrier protein fatty acid biosynthesis -- initial steps
biotin carboxyl carrier protein (dimer) BCCP RXN-7101 2 biotin-BCCP (monomer) = biotin carboxyl carrier protein (dimer) fatty acid biosynthesis -- initial steps
GA3 gibberellic acid*gibberellin A3*gibberellin*gibberellin A3 346.379 C19 H22 O6 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)C=C3)(C)[CH]4C5C(=O)O)))(O)) LIGAND-CPD:C01699*NCI:19450 1.14.11.- GA7 + O2 + NADPH = GA3 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
3'-ketolactose 3'-dehydro-β-D-galactosyl-β-D-glucopyranoside 340.283 C12 H20 O11 C(O)C1(OC(C(O)C(=O)C1O)OC2(C(CO)OC(O)C(O)C2O)) 3.2.1.23 3'-ketolactose + H2O = 3-keto-beta-D-galactose + beta-D-glucose lactose degradation II
3'-ketolactose 3'-dehydro-β-D-galactosyl-β-D-glucopyranoside 340.283 C12 H20 O11 C(O)C1(OC(C(O)C(=O)C1O)OC2(C(CO)OC(O)C(O)C2O)) 1.1.99.13 lactose + an acceptor = 3'-ketolactose + a reduced acceptor lactose degradation II
enzyme N6-(lipoyl)lysine protein-lipoate 1.2.4.4 enzyme N6-(lipoyl)lysine + 2-keto-isovalerate = CO2 + enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine branched-chain alpha-keto acid dehydrogenase complexes
enzyme N6-(lipoyl)lysine protein-lipoate 1.8.1.4 enzyme N6-(dihydrolipoyl)lysine + NAD+ = enzyme N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complexes
reduced flavodoxin RXN0-746 GTP + reduced flavodoxin = dGTP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
reduced flavodoxin RXN0-745 ATP + reduced flavodoxin = dATP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
reduced flavodoxin RXN0-723 CTP + reduced flavodoxin = dCTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
reduced flavodoxin RXN0-724 UTP + reduced flavodoxin = dUTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
glycolate hydroxyacetic acid*glycolic acid 76.052 C2 H4 O3 C(=O)(O)CO LIGAND-CPD:C00160*CAS:79-14-1 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
glycolate hydroxyacetic acid*glycolic acid 76.052 C2 H4 O3 C(=O)(O)CO LIGAND-CPD:C00160*CAS:79-14-1 1.1.99.14 an acceptor + glycolate = a reduced acceptor + glyoxylate superpathway of serine and glycine biosynthesis II
glycolate hydroxyacetic acid*glycolic acid 76.052 C2 H4 O3 C(=O)(O)CO LIGAND-CPD:C00160*CAS:79-14-1 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate superpathway of serine and glycine biosynthesis II
glycolate hydroxyacetic acid*glycolic acid 76.052 C2 H4 O3 C(=O)(O)CO LIGAND-CPD:C00160*CAS:79-14-1 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate photorespiration
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 1.2.4.4 enzyme N6-(lipoyl)lysine + 2-keto-isovalerate = CO2 + enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine branched-chain alpha-keto acid dehydrogenase complexes
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 2.1.2.11 H2O + 2-keto-isovalerate + 5,10-methylene-THF = 2-dehydropantoate + tetrahydrofolate pantothenate biosynthesis II
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate pantothenate biosynthesis II
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate valine degradation I
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate valine biosynthesis
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 3-isopropylmalate + coenzyme A leucine biosynthesis
2-keto-isovalerate 2-oxo-3-methylbutanoate*3-methyl-2-oxobutanoate*α-keto-isovaleric acid*α-ketoisopentanoic acid*α-keto-isovalerate*α-oxoisovalerate*α-ketovaline*2-oxoisovalerate*2-ketovaline*α-keto-valine*2-oxoisopentanoate*2-keto-3-methylbutyric acid 116.116 C5 H8 O3 CC(C)C(=O)C(=O)O LIGAND-CPD:C00141*CAS:759-05-7 4.2.1.9 2,3-dihydroxy-isovalerate = 2-keto-isovalerate + H2O valine biosynthesis
guanosine 3'-diphosphate 5'-triphosphate guanosine pentaphosphate*pppGpp*guanosine 5'-triphosphate,3'-diphosphate 683.142 C10 H18 N5 O20 P5 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1OP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C04494 3.6.1.40 H2O + guanosine 3'-diphosphate 5'-triphosphate = phosphate + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
guanosine 3'-diphosphate 5'-triphosphate guanosine pentaphosphate*pppGpp*guanosine 5'-triphosphate,3'-diphosphate 683.142 C10 H18 N5 O20 P5 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1OP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C04494 2.7.6.5 GTP + ATP = guanosine 3'-diphosphate 5'-triphosphate + AMP ppGpp biosynthesis
5-dehydro episterol 396.655 C28 H44 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC=3)CC(O)CC4)(C)))) 1.3.1.21 5-dehydro episterol + 2 NADPH = 24-methylenecholesterol + 2 NADP+ sterol biosynthesis
5-dehydro episterol 396.655 C28 H44 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC=3)CC(O)CC4)(C)))) 1.3.3.- episterol = 5-dehydro episterol sterol biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-homocysteine + feruloyl-CoA lignin biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-homocysteine + feruloyl-CoA suberin biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.37 a deoxyribonucleic acid + S-adenosyl-L-methionine = S-adenosyl-homocysteine + DNA CONTAINING 5-METHYLCYTOSINE methionine degradation I
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.10 homocysteine + S-adenosyl-L-methionine = S-adenosyl-homocysteine + L-methionine methionine biosynthesis II
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 4.4.1.14 S-adenosyl-L-methionine = 5'-methylthioadenosine + 1-aminocyclopropane-1-carboxylate ethylene biosynthesis from methionine
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 4.4.1.14 S-adenosyl-L-methionine = 5'-methylthioadenosine + 1-aminocyclopropane-1-carboxylate methionine salvage pathway II
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.8.1.6 dethiobiotin + 2 S-adenosyl-L-methionine + sulfur donor = biotin + 2 5'-deoxyadenosine + 2 L-methionine biotin biosynthesis I
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.6.1.62 S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate biotin biosynthesis II
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.6.1.62 S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate biotin biosynthesis I
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.68 caffeate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + ferulate phenylpropanoid biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.68 caffeate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + ferulate suberin biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.143 24-methylenelophenol + S-adenosyl-L-methionine = 24-ethylidenelophenol + S-adenosyl-homocysteine sterol biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.41 cycloartenol + S-adenosyl-L-methionine = 24-methylenecycloartenol + S-adenosyl-homocysteine sterol biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.- S-adenosyl-L-methionine + methyl acceptor = S-adenosyl-homocysteine + N-methylated acceptor SAM cycle
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-homocysteine + sinapaldehyde lignin biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 RXN-7689 (2S)-pinocembrin + S-adenosyl-L-methionine = pinostrobin + S-adenosyl-homocysteine pinobanksin biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine superpathway of polyamine biosynthesis II
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermine biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermidine biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.68 5-hydroxy-ferulic-acid + S-adenosyl-L-methionine = sinapate + S-adenosyl-homocysteine phenylpropanoid biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 RXN-4002 (+)-6a-hydroxymaackiain + S-adenosyl-L-methionine = (+)-pisatin + S-adenosyl-homocysteine superpathway of pterocarpan biosynthesis (via formononetin)
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.53 putrescine + S-adenosyl-L-methionine = S-adenosyl-homocysteine + N-methylputrescine N-methyl-delta1-pyrrolinium cation biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.114 3-decaprenyl-4,5-dihydroxybenzoate + S-adenosyl-L-methionine = 3-decaprenyl-4-hydroxy-5-methoxybenzoate + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.64 3-demethylubiquinol-10 + S-adenosyl-L-methionine = ubiquinol-10 + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.- 2-decaprenyl-6-methoxy-1,4-benzoquinol + S-adenosyl-L-methionine = 2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.- 24-methylenecycloartenol + S-adenosyl-homocysteine = cycloeucalenol + S-adenosyl-L-methionine sterol biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.- 24-methylenelophenol + S-adenosyl-homocysteine = episterol + S-adenosyl-L-methionine sterol biosynthesis
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine salvage pathway II
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine degradation I
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine SAM cycle
S-adenosyl-L-methionine AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(O)=O)[S+](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine and S-adenosylmethionine synthesis
phosphoribosyl-ATP 1-(5-Phosphoribosyl)-ATP*N1-(5-phospho-D-ribosyl)-ATP*5-phosphoribosyl-ATP*1-(5-phospho-D-ribosyl)-ATP 719.279 C15 H25 N5 O20 P4 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n3(c2(ncn(c(=N)c2nc3)C4(OC(C(O)C(O)4)COP(O)(=O)O)))) LIGAND-CPD:C02739 2.4.2.17 ATP + 5-phosphoribosyl 1-pyrophosphate = phosphoribosyl-ATP + pyrophosphate histidine biosynthesis I
phosphoribosyl-ATP 1-(5-Phosphoribosyl)-ATP*N1-(5-phospho-D-ribosyl)-ATP*5-phosphoribosyl-ATP*1-(5-phospho-D-ribosyl)-ATP 719.279 C15 H25 N5 O20 P4 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n3(c2(ncn(c(=N)c2nc3)C4(OC(C(O)C(O)4)COP(O)(=O)O)))) LIGAND-CPD:C02739 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + pyrophosphate histidine biosynthesis I
maltotetraose 666.583 C24 H42 O21 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC3(C(CO)OC(C(O)C3O)OC4(C(CO)OC(O)C(O)C4O)))) LIGAND-CPD:C02052*CAS:34612-38-9 MALTET-RXN maltotetraose + H2O = maltotriose + beta-D-glucose glycogen degradation
maltotetraose 666.583 C24 H42 O21 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC3(C(CO)OC(C(O)C3O)OC4(C(CO)OC(O)C(O)C4O)))) LIGAND-CPD:C02052*CAS:34612-38-9 2.4.1.1 a glycogen + phosphate = alpha-D-glucose 1-phosphate + maltotetraose glycogen degradation
maltotetraose 666.583 C24 H42 O21 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC3(C(CO)OC(C(O)C3O)OC4(C(CO)OC(O)C(O)C4O)))) LIGAND-CPD:C02052*CAS:34612-38-9 2.4.1.1 maltodextrin + phosphate = alpha-D-glucose 1-phosphate + maltotetraose glycogen degradation
maltotetraose 666.583 C24 H42 O21 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC3(C(CO)OC(C(O)C3O)OC4(C(CO)OC(O)C(O)C4O)))) LIGAND-CPD:C02052*CAS:34612-38-9 3.2.1.68 maltodextrin = maltotetraose glycogen degradation
maltotetraose 666.583 C24 H42 O21 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC3(C(CO)OC(C(O)C3O)OC4(C(CO)OC(O)C(O)C4O)))) LIGAND-CPD:C02052*CAS:34612-38-9 2.4.1.25 maltotetraose + beta-D-glucose = maltotriose + maltose glycogen degradation
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 4.1.2.22 phosphate + D-fructose-6-phosphate = H2O + D-erythrose-4-phosphate + acetylphosphate glucose fermentation to lactate II
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP pyruvate oxidation pathway
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP acetate utilization
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP gallate degradation III (anaerobic)
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP ethanol fermentation to acetate
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP reductive acetyl coenzyme A pathway
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP glucose fermentation to lactate II
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose fermentation to lactate II
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose heterofermentation to lactate I
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A pyruvate oxidation pathway
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A acetate utilization
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A gallate degradation III (anaerobic)
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A ethanol fermentation to acetate
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A reductive acetyl coenzyme A pathway
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227*LIGAND-CPD:c00227*CAS:590-54-5 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A glucose heterofermentation to lactate I
sinapoyl-CoA 973.732 C32 H46 N7 O20 P3 S1 C([CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc4(cc(OC)c(O)c(c4)OC) 2.3.1.110 tyramine + sinapoyl-CoA = sinapoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
ferricytochrome c cytochrome-c-oxidized*cytochrome c ox 885.898 C42 H53 N8 O6 S2 FE1 CC1(C8(N2(C(C=1C(C)SCC(N)C(=O)NC)C=c5(n4([Fe+++]62([N+]3(C(C(C)=C(CCC(O)=O)C=3C=c4c(c5C)CCC(O)=O)=Cc7(c(C)c(c(n67)C=8)C(C)SCC(N)C(=O)NC)))))))) LIGAND-CPD:C00125*CAS:9007-43-6 1.3.2.3 2 ferricytochrome c + L-galactono-1,4-lactone = 2 ferrocytochrome c + L-ascorbate ascorbate biosynthesis
4-maleyl-acetoacetate 200.148 C8 H8 O6 C(=O)(O)C=CC(=O)CC(=O)CC(O)=O 5.2.1.2 4-maleyl-acetoacetate = 4-fumaryl-acetoacetate tyrosine degradation
4-maleyl-acetoacetate 200.148 C8 H8 O6 C(=O)(O)C=CC(=O)CC(=O)CC(O)=O 5.2.1.2 4-maleyl-acetoacetate = 4-fumaryl-acetoacetate phenylalanine degradation I
4-maleyl-acetoacetate 200.148 C8 H8 O6 C(=O)(O)C=CC(=O)CC(=O)CC(O)=O 1.13.11.5 O2 + homogentisate = 4-maleyl-acetoacetate tyrosine degradation
4-maleyl-acetoacetate 200.148 C8 H8 O6 C(=O)(O)C=CC(=O)CC(=O)CC(O)=O 1.13.11.5 O2 + homogentisate = 4-maleyl-acetoacetate phenylalanine degradation I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H superpathway of glycolysis+Entner-Doudoroff
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H oxidative branch of the pentose phosphate pathway
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H glucose heterofermentation to lactate I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H Entner-Doudoroff pathway I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.49 beta-D-glucose-6-phosphate + NAD(P)+ = D-glucono-delta-lactone-6-phosphate + NAD(P)H formaldehyde oxidation I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H superpathway of gluconate degradation
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H oxidative branch of the pentose phosphate pathway
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H glucose heterofermentation to lactate I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ interconversion of arginine, ornithine and proline
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ arginine degradation VI (arginase 2 pathway)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.81 NAD(P)H + hydroxypyruvate = NAD(P)+ + glycerate formaldehyde assimilation I (serine pathway)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = L-2,3,4,5-tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis II
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.170 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.170 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ folate transformations
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.20 NAD(P)H + 5,10-methylene-THF + NAD(P)H + H+ = NAD(P)+ + 5-methyl-THF + NAD(P)+ formylTHF biosynthesis II
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.12 (S)-1-pyrroline-5-carboxylate + NAD(P)+ + pyrroline 5-carboxylate + NAD(P)+ + H2O = NAD(P)H + L-glutamate + NAD(P)H + H+ proline degradation II
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin cycle
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.47 NAD(P)+ + beta-D-glucose = NAD(P)H + glucono-delta-lactone Entner-Doudoroff pathway III (semi-phosphorylative)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.47 NAD(P)+ + beta-D-glucose = NAD(P)H + glucono-delta-lactone Entner-Doudoroff pathway II (non-phosphorylative)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.2.1.50 NAD(P)H + a very long chain fatty acyl-CoA = NAD(P)+ + a fatty aldehyde epicuticular wax biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.2 NAD(P)H + a fatty aldehyde = NAD(P)+ + a primary alcohol epicuticular wax biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.94 dihydroxy-acetone-phosphate + NAD(P)H + H+ = glycerol-3-phosphate + NAD(P)+ phospholipid biosynthesis I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate sterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.72 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NAD(P)H + O2 = 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.72 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.72 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.72 4-alpha-methyl zymosterol + NAD(P)H + O2 = 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.72 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.72 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.3.3.2 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 RXN-7712 alpha-ketoglutarate + CO2 + NAD(P)H = isocitrate + NAD(P)+ reductive tricarboxylic acid cycle
(glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol (glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-PP-Dol*{α-D-glucosyl-(1->2)-α-D-glucosyl-(1->3)-α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3621.975 C168 H280 N2 O77 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC3(C(O)C(C(O)C(O3)COC6(OC(COC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5)))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(OC(CO)C(O)C(O)C(O)8))))OC9(C(C(O)C(O)C(O9)CO)OC10(C(C(O)C(O)C(O10)CO)OC11(C(O)C(C(O)C(O11)CO)OC12(C(O)C(C(O)C(O12)CO)OC13(C(C(O)C(O)C(O13)CO)OC14(OC(CO)C(O)C(O)C(O)14))))))))) LIGAND-CPD:C04213 RXN-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2811.265 C138 H230 N2 O52 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC6(OC(COC3(C(O)C(C(O)C(O3)CO)OC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5))))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(C(C(O)C(O)C(O8)CO)OC9(OC(CO)C(O)C(O)C(O)9)))))) RXN-5468 (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2811.265 C138 H230 N2 O52 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(=O)(O)OP(=O)(O)OC1(C(NC(=O)C)C(O)C(C(O1)CO)OC2(OC(CO)C(C(O)C2NC(C)=O)OC6(OC(COC3(C(O)C(C(O)C(O3)CO)OC4(C(C(O)C(O)C(O4)CO)OC5(OC(CO)C(O)C(O)C(O)5))))C(O)C(C(O)6)OC7(C(C(O)C(O)C(O7)CO)OC8(C(C(O)C(O)C(O8)CO)OC9(OC(CO)C(O)C(O)C(O)9)))))) RXN-5467 (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ pyruvate fermentation to ethanol II
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ ethanol fermentation to acetate
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ sucrose degradation to ethanol and lactate (anaerobic)
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ glucose heterofermentation to lactate I
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA ethanol fermentation to acetate
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA glucose heterofermentation to lactate I
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 4.1.2.4 deoxyribose-5-phosphate = acetaldehyde + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 4.1.1.1 pyruvate = acetaldehyde + CO2 pyruvate fermentation to ethanol II
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](C)=O LIGAND-CPD:C00084*UM-BBD-CPD:c0160*LIGAND-CPD:c00084*CAS:75-07-0 4.1.1.1 pyruvate = acetaldehyde + CO2 sucrose degradation to ethanol and lactate (anaerobic)
4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol 428.697 C29 H48 O2 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(CO)C(O)CC4)))) 1.14.13.72 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol 428.697 C29 H48 O2 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(CO)C(O)CC4)))) 1.14.13.72 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NAD(P)H + O2 = 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 xanthophyll cycle
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O xanthophyll cycle
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O xanthophyll cycle
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 xanthophyll cycle
antheraxanthin 584.881 C40 H56 O3 CC(C=CC=C(C)C=CC12(C(C)(O1)CC(O)CC(C)(C)2))=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) LIGAND-CPD:C08579 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 carotenoid biosynthesis
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis V
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis II
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis IV (plant cytosol)
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate fructose degradation to pyruvate and lactate (anaerobic)
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate sucrose degradation to ethanol and lactate (anaerobic)
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate gluconeogenesis
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis I
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate xylulose-monophosphate cycle
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate Calvin cycle
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate gluconeogenesis
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.146 D-fructose-6-phosphate + ADP = fructose-1,6-bisphosphate + AMP glycolysis II
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis V
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ formaldehyde assimilation II (RuMP Cycle)
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis IV (plant cytosol)
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ fructose degradation to pyruvate and lactate (anaerobic)
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ sucrose degradation to ethanol and lactate (anaerobic)
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis I
fructose-1,6-bisphosphate FBP*fructose 1,6-bisphosphate*β-D-fructose-1,6-diphosphate*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(O)=O)C1(OC(O)(C(O)C1O)COP(O)(O)=O) PUBCHEM:718*|Wikipedia|:Fructose_1,6-bisphosphate*LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.90 D-fructose-6-phosphate + pyrophosphate = phosphate + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
dTDP-4-dehydro-6-deoxy-L-mannose dTDP-4-oxo-6-deoxy-L-mannose*dTDP-4-oxo-L-rhamnose*dTDP-4-dehydro-L-rhamnose 546.317 C16 H24 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(=O)C(O3)C))) LIGAND-CPD:C00688 5.1.3.13 dTDP-4-dehydro-6-deoxy-D-glucose = dTDP-4-dehydro-6-deoxy-L-mannose dTDP-L-rhamnose biosynthesis I
dTDP-4-dehydro-6-deoxy-L-mannose dTDP-4-oxo-6-deoxy-L-mannose*dTDP-4-oxo-L-rhamnose*dTDP-4-dehydro-L-rhamnose 546.317 C16 H24 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(=O)C(O3)C))) LIGAND-CPD:C00688 1.1.1.133 NADPH + dTDP-4-dehydro-6-deoxy-L-mannose = NADP+ + dTDP-alpha-L-rhamnose dTDP-L-rhamnose biosynthesis I
1-18:2-2-trans-16:1-sn-glycerol-3-phosphate 670.905 C37 H67 O8 P1 C(OP(O)(=O)O)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:2-2-trans-16:1-sn-glycerol-3-phosphate = 1-18:3-2-trans-16:1-sn-glycerol-3-phosphate phospholipid desaturation pathway
1-18:2-2-trans-16:1-sn-glycerol-3-phosphate 670.905 C37 H67 O8 P1 C(OP(O)(=O)O)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 1-18:1-2-trans-16:1-sn-glycerol-3-phosphate = 1-18:2-2-trans-16:1-sn-glycerol-3-phosphate phospholipid desaturation pathway
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 2.3.1.20 an acyl-CoA + a 1,2-diacylglycerol = triacylglycerol + coenzyme A triacylglycerol biosynthesis
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 1.3.99.3 an acyl-CoA + FAD = FADH2 + a 2,3-dehydroacyl-CoA fatty acid oxidation pathway I
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 2.3.1.16 coenzyme A + a 3-ketoacyl-CoA = an acyl-CoA + acetyl-CoA fatty acid oxidation pathway I
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + pyrophosphate + AMP fatty acid oxidation pathway I
lipoate acetyltransferase N6-(lipoyl)lysine enzyme N6-(lipoyl)lysine 1.2.4.1 lipoate acetyltransferase N6-(lipoyl)lysine + pyruvate + enzyme N6-(lipoyl)lysine = lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 pyruvate dehydrogenase complex
lipoate acetyltransferase N6-(lipoyl)lysine enzyme N6-(lipoyl)lysine 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + enzyme N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + enzyme N6-(lipoyl)lysine + NADH + H+ pyruvate dehydrogenase complex
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 1.17.4.1 a reduced thioredoxin + ADP = an oxidized thioredoxin + dADP + H2O purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 RXN0-747 ADP + a classical dithiol glutaredoxin (reduced) = dADP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.3 an N10-formyl-tetrahydrofolate + ADP + phosphate = a tetrahydrofolate polyglutamate + ATP + formate tetrahydrofolate biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.146 D-fructose-6-phosphate + ADP = fructose-1,6-bisphosphate + AMP glycolysis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.147 beta-D-glucose + ADP = beta-D-glucose-6-phosphate + AMP glycolysis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 3.5.2.9 5-oxoproline + 2 H2O + ATP = phosphate + L-glutamate + ADP gamma-glutamyl cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + trans-3-methylglutaconyl-CoA + ADP leucine degradation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.-.- N-acetylmannosamine + ATP = N-acetyl-D-mannosamine-6-phosphate + ADP N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP mannose degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP GDP-mannose metabolism
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation IV
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation V
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation II (high osmolarity)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose and glucose-1-phosphate degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.89 thiamine + ATP = thiamine-phosphate + ADP thiamin biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.16 thiamine-phosphate + ATP = thiamin diphosphate + ADP thiamin biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.50 ATP + 4-methyl-5-(beta-hydroxyethyl)thiazole = ADP + 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate thiamin biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.49 ATP + hydroxymethylpyrimidine = ADP + hydroxymethylpyrimidine phosphate thiamin biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.24 dephospho-CoA + ATP = coenzyme A + ADP coenzyme A biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.21 deoxyuridine + ATP = dUMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.45 2-dehydro-3-deoxy-D-gluconate + ATP = 2-keto-3-deoxy-6-phospho-gluconate + ADP Entner-Doudoroff pathway III (semi-phosphorylative)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.2.1.13 phosphate + acetyl-CoA + ADP = coenzyme A + acetate + ATP glycolysis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.100 5-methylthioribose + ATP = 5-methylthioribose-1-phosphate + ADP methionine salvage pathway II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.14 CMP + ATP = CDP + ADP salvage pathways of pyrimidine ribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.14 CMP + ATP = CDP + ADP salvage pathways of purine and pyrimidine nucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.- cytidine + ATP = CMP + ADP salvage pathways of purine and pyrimidine nucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.4.1.21 (1,4-alpha-D-glucosyl)(n) + ADP-D-glucose = ADP + (1,4-alpha-D-glucosyl)(n+1) starch biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.4.1.21 (1,4-alpha-D-glucosyl)(n) + ADP-D-glucose = ADP + (1,4-alpha-D-glucosyl)(n+1) glycogen biosynthesis I (from ADP-D-Glucose)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP sucrose degradation III
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.7 butyryl phosphate + ADP = butyrate + ATP acetyl CoA fermentation to butyrate
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.14 biotin carboxyl carrier protein (dimer) + CO2 + ATP = phosphate + ADP + carboxy-biotin carboxyl carrier protein fatty acid biosynthesis -- initial steps
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.29 dihydroxy-acetone + ATP = dihydroxy-acetone-phosphate + ADP xylulose-monophosphate cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.16 ammonia + H2O + CO2 + 2 ATP = phosphate + carbamoyl-phosphate + 2 ADP urea cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 a 5,10-methylene-tetrahydrofolate + L-glutamate + ATP = methylene-H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.4.1.3 propionyl-CoA + ATP + HCO3- = (S)-methyl-malonyl-CoA + phosphate + ADP methionine degradation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.11 L-glutamate + ATP = L-glutamate-5-phosphate + ADP citrulline biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate folate transformations
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.35 ATP + pyridoxamine = ADP + pyridoxamine 5'-phosphate pyridoxal 5'-phosphate salvage pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.9 dTMP + ATP = dTDP + ADP salvage pathways of purine and pyrimidine nucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.9 dTMP + ATP = dTDP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate polyglutamylation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF reductive acetyl coenzyme A pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate transformations
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine degradation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP superpathway of glyoxylate cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.2.1.9 coenzyme A + malate + ATP = phosphate + malyl-CoA + ADP formaldehyde assimilation I (serine pathway)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP superpathway of D-glucarate and D-galactarate degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP Entner-Doudoroff pathway II (non-phosphorylative)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP formaldehyde assimilation I (serine pathway)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.1 acetate + ATP = acetylphosphate + ADP pyruvate oxidation pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.1 acetate + ATP = acetylphosphate + ADP acetate utilization
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.1 acetate + ATP = acetylphosphate + ADP gallate degradation III (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.1 acetate + ATP = acetylphosphate + ADP ethanol fermentation to acetate
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.1 acetate + ATP = acetylphosphate + ADP reductive acetyl coenzyme A pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.1 acetate + ATP = acetylphosphate + ADP glucose fermentation to lactate II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.3.3.8 coenzyme A + citrate + ATP = phosphate + oxaloacetate + acetyl-CoA + ADP reductive tricarboxylic acid cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.12 ATP + gluconate = 6-phospho-D-gluconate + ADP superpathway of gluconate degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.4.1.1 HCO3- + pyruvate + ATP = phosphate + oxaloacetate + ADP TCA cycle variation VIII
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of purine nucleosides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of purine nucleosides II (plant)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = phosphate + 5'-phosphoribosyl-N-formylglycineamide + ADP purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.18 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis V
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ formaldehyde assimilation II (RuMP Cycle)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis IV (plant cytosol)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ fructose degradation to pyruvate and lactate (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ sucrose degradation to ethanol and lactate (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.1 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose fermentation to lactate II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.1 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose heterofermentation to lactate I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate tetrahydrofolate biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.- ATP + UMP = ADP + UDP salvage pathways of purine and pyrimidine nucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.- ATP + UMP = ADP + UDP de novo biosynthesis of pyrimidine ribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 4.1.1.21 5-aminoimidazole ribonucleotide + ATP + CO2 + H2O = phosphate + 4-carboxyaminoimidazole ribonucleotide + ADP purine nucleotides de novo biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP gamma-glutamyl cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.7 hydroxymethylpyrimidine phosphate + ATP = 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate + ADP thiamin biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxamine anabolism
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.- ATP + pyridoxine = ADP + pyridoxine-5'-phosphate pyridoxal 5'-phosphate salvage pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.48 UMP + ADP = uridine + ATP salvage pathways of purine and pyrimidine nucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP arginine biosynthesis II (acetyl cycle)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP ornithine biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP tetrahydrofolate biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP formylTHF biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation III
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP colanic acid building blocks biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.17 xylulose + ATP = D-xylulose-5-phosphate + ADP xylose degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of purine and pyrimidine nucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.30 glycerol + ATP = glycerol-3-phosphate + ADP glycerol degradation IV
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.30 glycerol + ATP = glycerol-3-phosphate + ADP glycerol degradation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP ectoine biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.4.1.- alpha-D-glucose-6-phosphate + ADP-D-glucose = trehalose 6-phosphate + ADP trehalose biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP gamma-glutamyl cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.15 D-ribose + ATP = D-ribose-5-phosphate + ADP ribose degradation
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.8 GMP + ATP = GDP + ADP salvage pathways of purine and pyrimidine nucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.8 GMP + ATP = GDP + ADP purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.4.1.2 HCO3- + H+ + acetyl-CoA + ATP = malonyl-CoA + phosphate + ADP fatty acid biosynthesis -- initial steps
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Calvin cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + delta3-isopentenyl-PP + ADP mevalonate pathway
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis V
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway III (semi-phosphorylative)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway II (non-phosphorylative)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose fermentation to lactate II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis IV (plant cytosol)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP fructose degradation to pyruvate and lactate (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP sucrose degradation to ethanol and lactate (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP respiration (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose heterofermentation to lactate I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.3.4.2 L-glutamine + H2O + UTP + ATP = CTP + phosphate + ADP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis V
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP Calvin cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glucose fermentation to lactate II
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis IV (plant cytosol)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP fructose degradation to pyruvate and lactate (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP sucrose degradation to ethanol and lactate (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP gluconeogenesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glucose heterofermentation to lactate I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.3 AMP + ATP = ADP + ADP salvage pathways of purine and pyrimidine nucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.3 AMP + ATP = ADP + ADP purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 UDP + ATP = UTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 CDP + ATP = CTP + ADP salvage pathways of pyrimidine ribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 CDP + ATP = CTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 dUDP + ATP = dUTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 dCDP + ATP = dCTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 dTDP + ATP = dTTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 dADP + ATP = dATP + ADP purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 dGDP + ATP = dGTP + ADP purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.4.6 GDP + ATP = GTP + ADP purine nucleotides de novo biosynthesis I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation I
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation III
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP fructose degradation to pyruvate and lactate (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation to ethanol and lactate (anaerobic)
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + H+ + phosphate + ADP chlorophyllide a biosynthesis
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate reductive tricarboxylic acid cycle
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle variation VIII
ADP adenosine pyrophosphate*adenosine 5'-pyrophosphate*adenosine-5'-diphosphate*adenosine-diphosphate*adenosine-5-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) CAS:20398-34-9*LIGAND-CPD:C00008*CAS:58-64-0 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle
a keto acid 2.6.1.5 2-oxo-4-methylthiobutanoate = L-methionine + a keto acid methionine salvage pathway II
2-hydroxy-3-keto-5-methylthio-1-phosphopentene 1-phosphoryloxyl-2-hydroxy-3-keto-5-methylthiopentene 242.183 C6 H11 O6 P1 S1 C(OP(O)(O)=O)=C(O)C(=O)CCSC R83-RXN 2-hydroxy-3-keto-5-methylthio-1-phosphopentene + H2O = 1,2-dihydroxy-3-keto-5-methylthiopentene + phosphate methionine salvage pathway II
2-hydroxy-3-keto-5-methylthio-1-phosphopentene 1-phosphoryloxyl-2-hydroxy-3-keto-5-methylthiopentene 242.183 C6 H11 O6 P1 S1 C(OP(O)(O)=O)=C(O)C(=O)CCSC R82-RXN 2,3-diketo-5-methylthio-1-phosphopentane = 2-hydroxy-3-keto-5-methylthio-1-phosphopentene methionine salvage pathway II
corrinoid/iron-sulfur protein, methylated corrinoid/Fe-S protein, methylated*E[Co]-CH3] ACETYLSYNCLTH-RXN CO + corrinoid/iron-sulfur protein, methylated + coenzyme A = acetyl-CoA + corrinoid/iron-sulfur protein reductive acetyl coenzyme A pathway
corrinoid/iron-sulfur protein, methylated corrinoid/Fe-S protein, methylated*E[Co]-CH3] 2.1.1.- 5-methyl-THF + corrinoid/iron-sulfur protein = tetrahydrofolate + corrinoid/iron-sulfur protein, methylated reductive acetyl coenzyme A pathway
N-feruloyltyramine N-feruloyltyramine 313.352 C18 H19 N1 O4 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(cc(OC)c(O)cc2) LIGAND-CPD:C02717 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
N-feruloyltyramine N-feruloyltyramine 313.352 C18 H19 N1 O4 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(cc(OC)c(O)cc2) LIGAND-CPD:C02717 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A suberin biosynthesis
menaquinol Menaquinol 8*reduced menaquinone*vitamin K2 721.16 C51 H76 O2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(O)c2(c(C(O)C=1C)cccc2)) LIGAND-CPD:C05819 1.3.5.- fumarate + menaquinol + 2 H+ = succinate + menaquinone-8 respiration (anaerobic)
S-Methyl-L-methionine S-methylmethionine 164.242 C6 H14 N1 O2 S1 C(=O)(O)C(N)CC[S+](C)C CAS:4289-98-9*LIGAND-CPD:C03172*CAS:4727-40-6 2.1.1.- S-Methyl-L-methionine + homocysteine = 2 L-methionine methionine biosynthesis II
2-dehydropantoate ketopantoate*2-keto-pantoate 146.143 C6 H10 O4 C(O)(=O)C(=O)C(C)(C)CO LIGAND-CPD:C00966 1.1.1.169 2-dehydropantoate + NADPH = L-pantoate + NADP+ pantothenate biosynthesis II
2-dehydropantoate ketopantoate*2-keto-pantoate 146.143 C6 H10 O4 C(O)(=O)C(=O)C(C)(C)CO LIGAND-CPD:C00966 2.1.2.11 H2O + 2-keto-isovalerate + 5,10-methylene-THF = 2-dehydropantoate + tetrahydrofolate pantothenate biosynthesis II
(S)-2,3-Epoxysqualene Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide*2,3-EDSQ*2,3-epoxisqualene*oxidosqualene 426.724 C30 H50 O1 CC(CCC1(C(O1)(C)C))=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C CAS:9029-62-3 5.4.99.8 (S)-2,3-Epoxysqualene = cycloartenol sterol biosynthesis
(S)-2,3-Epoxysqualene Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide*2,3-EDSQ*2,3-epoxisqualene*oxidosqualene 426.724 C30 H50 O1 CC(CCC1(C(O1)(C)C))=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C CAS:9029-62-3 5.4.99.7 (S)-2,3-Epoxysqualene = lanosterol cholesterol biosynthesis
(S)-2,3-Epoxysqualene Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide*2,3-EDSQ*2,3-epoxisqualene*oxidosqualene 426.724 C30 H50 O1 CC(CCC1(C(O1)(C)C))=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C CAS:9029-62-3 1.14.99.7 O2 + a reduced acceptor + squalene = (S)-2,3-Epoxysqualene + H2O + an acceptor sterol biosynthesis
(S)-2,3-Epoxysqualene Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide*2,3-EDSQ*2,3-epoxisqualene*oxidosqualene 426.724 C30 H50 O1 CC(CCC1(C(O1)(C)C))=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C CAS:9029-62-3 1.14.99.7 squalene + NADPH + O2 = (S)-2,3-Epoxysqualene + NADP+ + H2O cholesterol biosynthesis
S-2-methyl-butyryl-CoA 2-methylbutyryl-CoA*α-methylbutyryl-CoA*α-methylbutanoyl-CoA*2-methylbutanoyl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)CC) 1.3.99.12 S-2-methyl-butyryl-CoA + FAD = tiglyl-CoA + FADH2 isoleucine degradation I
S-2-methyl-butyryl-CoA 2-methylbutyryl-CoA*α-methylbutyryl-CoA*α-methylbutanoyl-CoA*2-methylbutanoyl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)CC) 2KETO-3METHYLVALERATE-RXN 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC=C(C)C=CC1(C(C)(C)CC(O)CC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CC(O)CC(C)=2) LIGAND-CPD:C06098 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O xanthophyll cycle
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC=C(C)C=CC1(C(C)(C)CC(O)CC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CC(O)CC(C)=2) LIGAND-CPD:C06098 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O carotenoid biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC=C(C)C=CC1(C(C)(C)CC(O)CC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CC(O)CC(C)=2) LIGAND-CPD:C06098 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O carotenoid biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC=C(C)C=CC1(C(C)(C)CC(O)CC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CC(O)CC(C)=2) LIGAND-CPD:C06098 1.14.99.- beta-cryptoxanthin + O2 + a reduced acceptor = zeaxanthin + H2O + an acceptor carotenoid biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC=C(C)C=CC1(C(C)(C)CC(O)CC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CC(O)CC(C)=2) LIGAND-CPD:C06098 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC=C(C)C=CC1(C(C)(C)CC(O)CC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CC(O)CC(C)=2) LIGAND-CPD:C06098 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 xanthophyll cycle
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC=C(C)C=CC1(C(C)(C)CC(O)CC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CC(O)CC(C)=2) LIGAND-CPD:C06098 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 carotenoid biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC=C(C)C=CC1(C(C)(C)CC(O)CC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CC(O)CC(C)=2) LIGAND-CPD:C06098 RXN1F-152 beta-carotene + 2 H2O = zeaxanthin carotenoid biosynthesis
L-alanyl-tRNAala L-ALANYL-TRNA(ALA) LIGAND-CPD:C00886 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + pyrophosphate + AMP tRNA charging pathway
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(C(O)C(C=CC=1)OC(=C)C(=O)O) LIGAND-CPD:C00885*CAS:22642-82-6 RXN-1981 isochorismate = salicylate + pyruvate salicylic acid biosynthesis
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(C(O)C(C=CC=1)OC(=C)C(=O)O) LIGAND-CPD:C00885*CAS:22642-82-6 5.4.4.2 chorismate = isochorismate salicylic acid biosynthesis
8-amino-7-oxononanoate 7-keto-8-aminopelargonate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(N)C(=O)CCCCCC(=O)O LIGAND-CPD:C01092 2.6.1.62 S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate biotin biosynthesis II
8-amino-7-oxononanoate 7-keto-8-aminopelargonate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(N)C(=O)CCCCCC(=O)O LIGAND-CPD:C01092 2.6.1.62 S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate biotin biosynthesis I
8-amino-7-oxononanoate 7-keto-8-aminopelargonate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(N)C(=O)CCCCCC(=O)O LIGAND-CPD:C01092 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis II
8-amino-7-oxononanoate 7-keto-8-aminopelargonate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(N)C(=O)CCCCCC(=O)O LIGAND-CPD:C01092 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis I
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 1.2.1.41 L-glutamate-5-phosphate + NADPH = L-glutamate gamma-semialdehyde + phosphate + NADP+ citrulline biosynthesis
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate citrulline biosynthesis
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate interconversion of arginine, ornithine and proline
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis V (from arginine)
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate arginine degradation VI (arginase 2 pathway)
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde citrulline biosynthesis
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde interconversion of arginine, ornithine and proline
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline biosynthesis V (from arginine)
L-glutamate gamma-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(O)C(N)CCC=O LIGAND-CPD:C01165 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde arginine degradation VI (arginase 2 pathway)
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation III
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.7.1.69 sucrose + a protein-Ntau-phospho-L-histidine = sucrose-6-phosphate sucrose degradation I
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 3.1.3.24 H2O + sucrose-6-phosphate = sucrose + phosphate sucrose biosynthesis
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation III
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose biosynthesis
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation to ethanol and lactate (anaerobic)
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(OC(CO)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O2)CO) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation III
benzoate benzoic acid*benzenecarboxylic acid*phenylformic acid 122.123 C7 H6 O2 C(O)(=O)c1(ccccc1) CAS:65-85-0 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylic acid biosynthesis
benzoate benzoic acid*benzenecarboxylic acid*phenylformic acid 122.123 C7 H6 O2 C(O)(=O)c1(ccccc1) CAS:65-85-0 RXN-2005 benzoyl-CoA + H2O = benzoate + coenzyme A salicylic acid biosynthesis
octane n-octane 114.23 C8 H18 CCCCCCCC NCI:9822*CAS:111-65-9 1.14.15.3 O2 + reduced rubredoxin + octane = H2O + OXIDIZED RUBREDOXIN + octanol octane oxidation
all-trans-decaprenyl diphosphate 859.157 C50 H84 O7 P2 CC(CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O 2.5.1.39 all-trans-decaprenyl diphosphate + 4-hydroxybenzoate = 3-decaprenyl-4-hydroxybenzoate + pyrophosphate ubiquinone-10 biosynthesis (eukaryotic)
(R)-mevalonate mevalonate*mevalonic acid 148.158 C6 H12 O4 C(O)CC(C)(O)CC(O)=O CAS:150-97-0 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
(R)-mevalonate mevalonate*mevalonic acid 148.158 C6 H12 O4 C(O)CC(C)(O)CC(O)=O CAS:150-97-0 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
(R)-mevalonate mevalonate*mevalonic acid 148.158 C6 H12 O4 C(O)CC(C)(O)CC(O)=O CAS:150-97-0 1.1.1.88 (R)-mevalonate + 2 NAD+ + coenzyme A = 3-hydroxy-3-methyl-glutaryl-CoA + 2 NADH mevalonate degradation
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP gamma-glutamyl cycle
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + pyrophosphate + AMP tRNA charging pathway
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 4.2.99.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis II
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 4.2.99.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate sulfate assimilation III
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 1.13.11.20 O2 + L-cysteine = 3-sulfinoalanine L-cysteine degradation I
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + pyrophosphate + CMP coenzyme A biosynthesis
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 3.4.11.2 Cys-Gly + H2O = L-cysteine + glycine gamma-glutamyl cycle
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine methionine degradation I
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 2.5.1.47 O-acetyl-L-serine + H2S = L-cysteine + acetate cysteine biosynthesis I
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:4371-52-2*CAS:52-90-4 2.5.1.47 O-acetyl-L-serine + H2S = L-cysteine + acetate sulfate assimilation III
campest-4-en-3-one methylcholestenone*(24R)-24-methyl-cholest-4-en-3-one*3-dehydro-Δ4-5-campesterol 398.671 C28 H46 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC3)=CC(=O)CC4)(C)))) RXN-4231 campest-4-en-3-one + O2 = 22alpha-hydroxy-campest-4-en-3-one + H2O brassinosteroid biosynthesis II
campest-4-en-3-one methylcholestenone*(24R)-24-methyl-cholest-4-en-3-one*3-dehydro-Δ4-5-campesterol 398.671 C28 H46 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC3)=CC(=O)CC4)(C)))) 1.3.99.- campest-4-en-3-one + NADPH = 5alpha-campestan-3-one + NADP+ brassinosteroid biosynthesis II
campest-4-en-3-one methylcholestenone*(24R)-24-methyl-cholest-4-en-3-one*3-dehydro-Δ4-5-campesterol 398.671 C28 H46 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC3)=CC(=O)CC4)(C)))) 1.1.1.145 campest-4-en-3beta-ol = campest-4-en-3-one brassinosteroid biosynthesis II
maltodextrin 4-{(1,4)-α-D-glucosyl}(n-1)-D-glucose*maltodextrins*maltodextrin(n)*maltodextrin(n-2)*n+2 maltodextrin*linear maltodextrin LIGAND-CPD:C01935 3.2.1.68 maltodextrin = maltotetraose glycogen degradation
maltodextrin 4-{(1,4)-α-D-glucosyl}(n-1)-D-glucose*maltodextrins*maltodextrin(n)*maltodextrin(n-2)*n+2 maltodextrin*linear maltodextrin LIGAND-CPD:C01935 2.4.1.1 maltodextrin + phosphate = alpha-D-glucose 1-phosphate + maltotetraose glycogen degradation
maltodextrin 4-{(1,4)-α-D-glucosyl}(n-1)-D-glucose*maltodextrins*maltodextrin(n)*maltodextrin(n-2)*n+2 maltodextrin*linear maltodextrin LIGAND-CPD:C01935 5.4.99.15 maltodextrin = maltooligosyl-trehalose trehalose biosynthesis V
maltodextrin 4-{(1,4)-α-D-glucosyl}(n-1)-D-glucose*maltodextrins*maltodextrin(n)*maltodextrin(n-2)*n+2 maltodextrin*linear maltodextrin LIGAND-CPD:C01935 2.4.1.1 a glycogen + phosphate = alpha-D-glucose 1-phosphate + maltodextrin glycogen degradation
maltodextrin 4-{(1,4)-α-D-glucosyl}(n-1)-D-glucose*maltodextrins*maltodextrin(n)*maltodextrin(n-2)*n+2 maltodextrin*linear maltodextrin LIGAND-CPD:C01935 3.2.1.68 {6-alpha-D-(1,4-alpha-D-glucano)-glucan}n = {6-alpha-D-(1,4-alpha-D-glucano)-glucan}n-1 + maltodextrin trehalose biosynthesis V
maltodextrin 4-{(1,4)-α-D-glucosyl}(n-1)-D-glucose*maltodextrins*maltodextrin(n)*maltodextrin(n-2)*n+2 maltodextrin*linear maltodextrin LIGAND-CPD:C01935 3.2.1.141 maltooligosyl-trehalose = maltodextrin + trehalose trehalose biosynthesis V
maltodextrin 4-{(1,4)-α-D-glucosyl}(n-1)-D-glucose*maltodextrins*maltodextrin(n)*maltodextrin(n-2)*n+2 maltodextrin*linear maltodextrin LIGAND-CPD:C01935 3.2.1.1 a 1,4-alpha-D-glucan = maltodextrin glycogen degradation
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + pyrophosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]2([n+]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.7.7.18 ATP + nicotinate nucleotide = pyrophosphate + deamido-NAD NAD biosynthesis I (from aspartate)
3-carboxy-cis,cis-muconate cis,cis-butadiene-1,2,4-tricarboxylate*β-carboxy-cis,cis-muconate 186.121 C7 H6 O6 C(=O)(O)C(=CC(O)=O)C=CC(=O)O 1.13.11.3 O2 + protocatechuate = 3-carboxy-cis,cis-muconate protocatechuate degradation II (ortho-cleavage pathway)
3-carboxy-cis,cis-muconate cis,cis-butadiene-1,2,4-tricarboxylate*β-carboxy-cis,cis-muconate 186.121 C7 H6 O6 C(=O)(O)C(=CC(O)=O)C=CC(=O)O 5.5.1.2 3-carboxy-cis,cis-muconate = 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate protocatechuate degradation II (ortho-cleavage pathway)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis V
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose fermentation to lactate II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH fructose degradation to pyruvate and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH sucrose degradation to ethanol and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose heterofermentation to lactate I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate ureide biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate purine degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis I (Gram-negative bacteria)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis II (Gram-positive bacteria)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis III (plants)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH colanic acid building blocks biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle variation VIII
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH ureide biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides II (plant)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.85 2-isopropylmalate + NAD+ = 2-keto-4-methyl-pentanoate + NADH + CO2 leucine biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.31 NAD+ + 3-hydroxy-isobutyrate = NADH + methylmalonate-semialdehyde valine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH superpathway of glyoxylate cycle
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH phenylalanine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH formaldehyde assimilation I (serine pathway)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH aspartate degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH reductive tricarboxylic acid cycle
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle variation VIII
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH respiration (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine cleavage
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.29 hydroxypyruvate + NADH = glycerate + NAD+ photorespiration
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + enzyme N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + enzyme N6-(lipoyl)lysine + NADH + H+ pyruvate dehydrogenase complex
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.44 6-phospho-D-gluconate + NAD+ = D-ribulose-5-phosphate + CO2 + NADH formaldehyde oxidation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA ethanol fermentation to acetate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA glucose heterofermentation to lactate I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate glucose fermentation to lactate II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate glucose heterofermentation to lactate I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.3.1.9 NADH + a trans-delta2-enoyl-acyl-ACP = an acyl-ACP + NAD+ fatty acid elongation -- saturated
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate TCA cycle variation VIII
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH superpathway of glycolysis, pyruvate dehydrogenase, TCA, and glyoxylate bypass
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH TCA cycle variation VIII
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.27 NADH + pyruvate = NAD+ + lactate pyruvate fermentation to lactate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.27 NADH + pyruvate = NAD+ + lactate fructose degradation to pyruvate and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.27 NADH + pyruvate = NAD+ + lactate sucrose degradation to ethanol and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.1 choline + NAD+ = betaine aldehyde + NADH + H+ glycine betaine biosynthesis II (Gram-positive bacteria)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 RXN-5041 L-2,3-dihydrodipicolinate + NAD+ = dipicolinate + NADH + H+ lysine biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.8.1.4 enzyme N6-(dihydrolipoyl)lysine + NAD+ = enzyme N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complexes
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH folate transformations
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH glycine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.5.1.12 pyrroline 5-carboxylate + NAD+ + 2 H2O = L-glutamate + NADH proline degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 ALPHA-KETOBUTYRATE-DEHYDROG-RXN 2-oxobutanoate + coenzyme A + NAD+ = propionyl-CoA + CO2 + NADH methionine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 ALLYSINE-DEHYDROG-RXN H2O + allysine + NAD+ = alpha-aminoadipate + NADH lysine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.5.1.9 H2O + NAD+ + saccharopine = NADH + allysine + L-glutamate lysine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation III (eukaryotic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA lysine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.32 H2O + NAD+ + 2-aminomuconate semialdehyde = NADH + 2-amino-muconate tryptophan degradation III (eukaryotic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.204 xanthine + NAD+ + H2O = urate + NADH salvage pathways of adenine, hypoxanthine, and their nucleosides
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.3 glyceraldehyde + NAD+ + H2O = glycerate + NADH Entner-Doudoroff pathway II (non-phosphorylative)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.3 D-glyceraldehyde-3-phosphate + NAD+ + H2O = 3-phosphoglycerate + NADH Entner-Doudoroff pathway III (semi-phosphorylative)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 4.3.1.12 L-ornithine + NAD+ = ammonia + L-proline + NADH + H+ arginine degradation VII (arginase 3 pathway)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-keto-4-methyl-pentanoate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.88 (R)-mevalonate + 2 NAD+ + coenzyme A = 3-hydroxy-3-methyl-glutaryl-CoA + 2 NADH mevalonate degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.35 NAD+ + a (3S)-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid oxidation pathway I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2KETO-3METHYLVALERATE-RXN 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.178 NAD+ + 2-methyl-3-hydroxybutyryl-CoA = NADH + 2-methylacetoacetyl-CoA isoleucine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH ascorbate biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.59 NAD+ + 3-hydroxy-propionate = NADH + malonate semialdehyde beta-alanine biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.18.1.1 NADH + OXIDIZED RUBREDOXIN = NAD+ + reduced rubredoxin octane oxidation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.3 1-octanal + NAD+ + H2O = octanoate + NADH octane oxidation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 CHLOROBENDDH-RXN 1,4-dichlorobenzene dihydrodiol + NAD+ = 3,6-dichlorocatechol + NADH 1,4-dichlorobenzene degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 RXN0-5248 NADH = NAD+ + H+ + 2 e- NADH + UQ + H+ = NAD+ + UQH2
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a long-chain fatty acid + NADH fatty acid alpha-oxidation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + alpha-ketoglutarate glutamate degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.6.1.1 NAD+ + NADPH = NADH + NADP+ NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 3.1.3.- H2O + NADP+ = NAD+ + phosphate NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.14.12.- 4-toluenesulfonate + NADH + O2 = 4-methylcatechol + NAD+ + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.14.12.- benzenesulfonate + NADH + O2 = NAD+ + catechol + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 DIOXYXANFL-RXN 1,4-dichlorobenzene + O2 + NADH = 1,4-dichlorobenzene dihydrodiol + NAD+ 1,4-dichlorobenzene degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 2-AMINOMUCONATE-REDUCTASE-RXN 2-amino-muconate + 2 H2O + NADH = NH(4)OH + alpha-ketoadipate + NAD+ tryptophan degradation III (eukaryotic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ tryptophan degradation III (eukaryotic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ lysine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ acetyl CoA fermentation to butyrate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.3.1.- crotonyl-CoA + NADH = butyryl-CoA + NAD+ ethanol fermentation to acetate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.5.1.12 pyrroline-hydroxy-carboxylate + NADH + 2 H2O = L-erythro-4-hydroxy-glutamate + NAD+ 4-hydroxyproline degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 PRDABST-RXN D-proline + NADH = 5-aminopentanoate + NAD+ interconversion of arginine, ornithine and proline
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + pyrophosphate + NAD+ + L-glutamate NAD biosynthesis I (from aspartate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + pyrophosphate + NAD+ NAD biosynthesis I (from aspartate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ pyruvate fermentation to ethanol II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ ethanol fermentation to acetate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ sucrose degradation to ethanol and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1([n+](cc(C(=O)N)cc1)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3(OC(C(O)C3O)n4(c5(c(nc4)c(N)ncn5))))) LIGAND-CPD:C00003*CAS:53-84-9 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ glucose heterofermentation to lactate I
pantetheine 4'-phosphate phosphopantotheine*pantotheine-4'-phosphate*4'-phosphopantetheine*phosphopantetheine 358.346 C11 H23 N2 O7 P1 S1 CC(C)(COP(O)(=O)O)C(O)C(=O)NCCC(=O)NCCS LIGAND-CPD:C01134 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + pyrophosphate coenzyme A biosynthesis
pantetheine 4'-phosphate phosphopantotheine*pantotheine-4'-phosphate*4'-phosphopantetheine*phosphopantetheine 358.346 C11 H23 N2 O7 P1 S1 CC(C)(COP(O)(=O)O)C(O)C(=O)NCCC(=O)NCCS LIGAND-CPD:C01134 4.1.1.36 R-4'-phosphopantothenoyl-L-cysteine = pantetheine 4'-phosphate + CO2 coenzyme A biosynthesis
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose galactose degradation I
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose colanic acid building blocks biosynthesis
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + pyrophosphate galactose degradation III
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation I
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation III
alpha-D-galactose 1-phosphate galactose-1P*galactose-1-P*D-galactose-1-phosphate*galactose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP colanic acid building blocks biosynthesis
deoxyadenosine 2'-deoxyadenosine 251.244 C10 H13 N5 O3 [CH]1([CH2][CH](O)[CH](O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00559*CAS:958-09-8 ADDALT-RXN ammonia + deoxyinosine = H2O + deoxyadenosine salvage pathways of adenine, hypoxanthine, and their nucleosides
deoxyadenosine 2'-deoxyadenosine 251.244 C10 H13 N5 O3 [CH]1([CH2][CH](O)[CH](O1)CO)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00559*CAS:958-09-8 DEOXYADENPHOSPHOR-RXN deoxyadenosine + phosphate = adenine + deoxyribose-1-phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
CDP-ethanolamine cytidine diphosphate ethanolamine 446.247 C11 H20 N4 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OCCN)) LIGAND-CPD:C00570*CAS:3036-18-8 2.7.8.1 a 1,2-diacylglycerol + CDP-ethanolamine = an L-1-phosphatidyl-ethanolamine + CMP phospholipid biosynthesis II
2-acetolactate (S)-2-hydroxy-2-methyl-3-oxobutanoate*α-acetolactate 132.116 C5 H8 O4 CC(=O)C(C)(O)C(O)=O PUBCHEM:440878*LIGAND-CPD:C06010 1.1.1.86 2-acetolactate + NADPH = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
2-acetolactate (S)-2-hydroxy-2-methyl-3-oxobutanoate*α-acetolactate 132.116 C5 H8 O4 CC(=O)C(C)(O)C(O)=O PUBCHEM:440878*LIGAND-CPD:C06010 2.2.1.6 2 pyruvate = 2-acetolactate + CO2 valine biosynthesis
caffeoylquinate chlorogenate*chlorogenic acid 354.313 C16 H18 O9 C(=O)(OC1(C(O)C(O)CC(O)(C1)C(O)=O))C=Cc2(cc(O)c(O)cc2) 2.3.1.133 caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate lignin biosynthesis
caffeoylquinate chlorogenate*chlorogenic acid 354.313 C16 H18 O9 C(=O)(OC1(C(O)C(O)CC(O)(C1)C(O)=O))C=Cc2(cc(O)c(O)cc2) 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O lignin biosynthesis
24-methylenecholesterol 398.671 C28 H46 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4222 24-methylenecholesterol = 24-methyldesmosterol sterol biosynthesis
24-methylenecholesterol 398.671 C28 H46 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) 1.3.1.21 5-dehydro episterol + 2 NADPH = 24-methylenecholesterol + 2 NADP+ sterol biosynthesis
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 1.1.1.36 acetoacetyl-CoA + NADPH = 3-hydroxybutyryl-CoA + NADP+ ethanol fermentation to acetate
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ tryptophan degradation III (eukaryotic)
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ lysine degradation II
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ acetyl CoA fermentation to butyrate
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.8.3.- acetoacetate + acetyl-CoA = acetoacetyl-CoA + acetate acetoacetate degradation
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.8.3.5 succinate + acetoacetyl-CoA = succinyl-CoA + acetoacetate TCA cycle variation VIII
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A tryptophan degradation III (eukaryotic)
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A lysine degradation II
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A ethanol fermentation to acetate
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A mevalonate pathway
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A acetoacetate degradation
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A acetyl CoA fermentation to butyrate
acetoacetyl-CoA acetoacetyl-S-CoA 851.608 C25 H40 N7 O18 P3 S1 CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00332*CAS:1420-36-6 4.1.3.5 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
L-2-amino-acid L-Amino acid C2 H4 N1 O2 R1 LIGAND-CPD:C00151 2.3.2.4 (5-L-glutamyl)-L-amino acid = L-2-amino-acid + 5-oxoproline gamma-glutamyl cycle
4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate 4-amino-2-methyl-5-diphosphomethylpyrimidine*2-methyl-4-amino-5-hydroxymethylpyrimidine diphosphate*HMP-PP*4-amino-5-hydroxymethyl-2-methylpyrimidine-PP 299.116 C6 H11 N3 O7 P2 c1(c(c(N)nc(C)n1)COP(O)(=O)OP(O)(=O)O) CAS:745-65-3*LIGAND-CPD:C04752*CAS:841-01-0 2.5.1.3 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate = thiamine-phosphate + pyrophosphate thiamin biosynthesis
4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate 4-amino-2-methyl-5-diphosphomethylpyrimidine*2-methyl-4-amino-5-hydroxymethylpyrimidine diphosphate*HMP-PP*4-amino-5-hydroxymethyl-2-methylpyrimidine-PP 299.116 C6 H11 N3 O7 P2 c1(c(c(N)nc(C)n1)COP(O)(=O)OP(O)(=O)O) CAS:745-65-3*LIGAND-CPD:C04752*CAS:841-01-0 2.7.4.7 hydroxymethylpyrimidine phosphate + ATP = 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate + ADP thiamin biosynthesis
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.2.2.1 guanosine + H2O = guanine + D-ribose purine degradation
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 2.4.2.15 phosphate + guanosine = ribose-1-phosphate + guanine salvage pathways of purine and pyrimidine nucleotides
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 2.4.2.15 phosphate + guanosine = ribose-1-phosphate + guanine salvage pathways of purine nucleosides
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00387*CAS:118-00-3 3.1.3.5 GMP + H2O = guanosine + phosphate purine degradation
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate glucose and glucose-1-phosphate degradation
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate UDP-glucose conversion
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate galactose degradation I
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate glycogen biosynthesis II (from UDP-D-Glucose)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose degradation III
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose degradation to ethanol and lactate (anaerobic)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate galactose degradation III
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate colanic acid building blocks biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 6.3.4.2 L-glutamine + H2O + UTP + ATP = CTP + phosphate + ADP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + pyrophosphate galactose degradation III
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + pyrophosphate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + pyrophosphate UDP-N-acetylgalactosamine biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 RXN0-724 UTP + reduced flavodoxin = dUTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.4.6 UDP + ATP = UTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
7-hydroxy-chlorophyllide a 7-OH-chlorophyllide a 630.982 C35 H34 N4 O6 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C2(C(C(=O)OC)C(=O)c3(c(C)c(=C1)n(c=23)4)))C(CCC(=O)O)C(C)C5=Cc7(n6c(c(C=C)c(C)7)C=C8C=9CO)))))) RXN-7677 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
7-hydroxy-chlorophyllide a 7-OH-chlorophyllide a 630.982 C35 H34 N4 O6 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C2(C(C(=O)OC)C(=O)c3(c(C)c(=C1)n(c=23)4)))C(CCC(=O)O)C(C)C5=Cc7(n6c(c(C=C)c(C)7)C=C8C=9CO)))))) RXN-7676 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
mesaconate 2-methylfumarate*mesaconic acid*(E)-2-methyl-2-butanedionic acid 130.1 C5 H6 O4 CC(C(=O)O)=[CH]C(=O)O CAS:498-24-8 4.2.1.34 H2O + mesaconate = S-citramalate glutamate degradation VIII (to propionate)
mesaconate 2-methylfumarate*mesaconic acid*(E)-2-methyl-2-butanedionic acid 130.1 C5 H6 O4 CC(C(=O)O)=[CH]C(=O)O CAS:498-24-8 4.2.1.34 H2O + mesaconate = S-citramalate glutamate degradation VII (to butyrate)
mesaconate 2-methylfumarate*mesaconic acid*(E)-2-methyl-2-butanedionic acid 130.1 C5 H6 O4 CC(C(=O)O)=[CH]C(=O)O CAS:498-24-8 4.3.1.2 (2S, 3S)-3-methylaspartate = ammonia + mesaconate glutamate degradation VIII (to propionate)
mesaconate 2-methylfumarate*mesaconic acid*(E)-2-methyl-2-butanedionic acid 130.1 C5 H6 O4 CC(C(=O)O)=[CH]C(=O)O CAS:498-24-8 4.3.1.2 (2S, 3S)-3-methylaspartate = ammonia + mesaconate glutamate degradation VII (to butyrate)
3-decaprenyl-4,5-dihydroxybenzoate 3-(3,7,11,15,19,23-decamethyltetracosa-2,6,10,14,18,22-hexaenyl) -4,5-dihydroxy-benzoic acid 835.304 C57 H86 O4 CC(CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C=C(C(=O)O)C=C(O)C(O)=1) 2.1.1.114 3-decaprenyl-4,5-dihydroxybenzoate + S-adenosyl-L-methionine = 3-decaprenyl-4-hydroxy-5-methoxybenzoate + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
3-decaprenyl-4,5-dihydroxybenzoate 3-(3,7,11,15,19,23-decamethyltetracosa-2,6,10,14,18,22-hexaenyl) -4,5-dihydroxy-benzoic acid 835.304 C57 H86 O4 CC(CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C=C(C(=O)O)C=C(O)C(O)=1) RXN-9279 3-decaprenyl-4-hydroxybenzoate + O2 = 3-decaprenyl-4,5-dihydroxybenzoate + H2O ubiquinone-10 biosynthesis (eukaryotic)
acrylonitrile 53.063 C3 H3 N1 C(#N)C=C NCI:6362*CAS:107-13-1 4.2.1.84 acrylonitrile + H2O = acrylamide acrylonitrile degradation
acrylonitrile 53.063 C3 H3 N1 C(#N)C=C NCI:6362*CAS:107-13-1 3.5.5.7 acrylonitrile + 2 H2O = acrylate + ammonia acrylonitrile degradation
cycloartenol 9β,19-cyclo-24-lanosten-3β-ol 426.724 C30 H50 O1 CC(C)=CCCC(C)C1(C5(C)(C(C)(CC1)C2(C4(C3([CH](CC2)C(C)(C)C(O)CC3)(C4))(CC5)))) CAS:469-38-5 2.1.1.41 cycloartenol + S-adenosyl-L-methionine = 24-methylenecycloartenol + S-adenosyl-homocysteine sterol biosynthesis
cycloartenol 9β,19-cyclo-24-lanosten-3β-ol 426.724 C30 H50 O1 CC(C)=CCCC(C)C1(C5(C)(C(C)(CC1)C2(C4(C3([CH](CC2)C(C)(C)C(O)CC3)(C4))(CC5)))) CAS:469-38-5 5.4.99.8 (S)-2,3-Epoxysqualene = cycloartenol sterol biosynthesis
Mg-protoporphyrin Mg-protoporphyrin IX*Mg-protoporphyrin*magnesium protoporphyrin 584.956 C34 H32 N4 O4 MG1 Cc7(c6(=CC3(=N2([Mg]58(n1(c(c(C)c(C=C)c1C=C2C(C)=C3C=C)C=C4(N(=C(C(=C(C)4)CCC(O)=O)C=c(n56)c7CCC(=O)O)8))))))) 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis
Mg-protoporphyrin Mg-protoporphyrin IX*Mg-protoporphyrin*magnesium protoporphyrin 584.956 C34 H32 N4 O4 MG1 Cc7(c6(=CC3(=N2([Mg]58(n1(c(c(C)c(C=C)c1C=C2C(C)=C3C=C)C=C4(N(=C(C(=C(C)4)CCC(O)=O)C=c(n56)c7CCC(=O)O)8))))))) 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + H+ + phosphate + ADP chlorophyllide a biosynthesis
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 DEOXYADENPHOSPHOR-RXN deoxyadenosine + phosphate = adenine + deoxyribose-1-phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 3.2.2.16 H2O + 5'-methylthioadenosine = 5-methylthioribose + adenine methionine salvage pathway II
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of purine and pyrimidine nucleotides
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.- adenosine + phosphate = ribose-1-phosphate + adenine salvage pathways of purine nucleosides
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 3.2.2.7 H2O + adenosine = D-ribose + adenine salvage pathways of purine nucleosides II (plant)
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine and pyrimidine nucleotides
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides
adenine 6-aminopurine*2-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides II (plant)
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose salvage pathways of purine nucleosides II (plant)
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose purine degradation
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of purine nucleosides
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of purine nucleosides II (plant)
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 2.4.2.- inosine + phosphate = ribose-1-phosphate + hypoxanthine salvage pathways of purine nucleosides
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.1.3.5 IMP + H2O = inosine + phosphate salvage pathways of purine nucleosides II (plant)
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.1.3.5 IMP + H2O = inosine + phosphate purine degradation
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)[CH]1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of purine nucleosides
4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME*CDP-methyl-D-erythritol*4-diphosphocytidyl-2C-methyl-D-erythritol*4-diphosphocytidyl-2-C-methylerythritol 521.311 C14 H25 N3 O14 P2 CC(O)(CO)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) LIGAND-CPD:C11435 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME*CDP-methyl-D-erythritol*4-diphosphocytidyl-2C-methyl-D-erythritol*4-diphosphocytidyl-2-C-methylerythritol 521.311 C14 H25 N3 O14 P2 CC(O)(CO)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) LIGAND-CPD:C11435 2.7.7.60 2-C-methyl-D-erythritol-4-phosphate + CTP = 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + pyrophosphate methylerythritol phosphate pathway
GA7 gibberellin A7*gibberellin A7*GA7 330.38 C19 H22 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)C=C3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA7 + O2 + NADPH = GA3 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
GA7 gibberellin A7*gibberellin A7*GA7 330.38 C19 H22 O5 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)C=C3)(C)[CH]4C5C(=O)O)))) 1.3.3.- GA4 + O2 + a reduced acceptor = GA7 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl beta-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O 2.4.1.83 dolichyl-phosphate + GDP-D-mannose = dolichyl beta-D-mannosyl phosphate + GDP dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O 2.7.1.108 dolichol + CTP = dolichyl-phosphate + CDP dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5466 (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5467 (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5468 (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5469 (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5470 (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5471 glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl-phosphate dolichol-phosphate*Dolychol phosphate 1189.902 C80 H133 O4 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)O RXN-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
L-leucyl-tRNAleu L-leucyl-tRNA*L-LEUCYL-TRNA(LEU) LIGAND-CPD:C02047 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + pyrophosphate + AMP tRNA charging pathway
alpha-maltose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) 3.2.1.20 alpha-maltose + maltose + H2O = 2 alpha-D-glucose starch degradation
alpha-maltose 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) 3.2.1.2 a long-linear glucan = alpha-maltose + maltose starch degradation
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 dissimilatory sulfate reduction
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 1.8.99.2 a reduced acceptor + APS = AMP + an acceptor + SO3-2 sulfate assimilation III
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 SO3OXTFER-RXN SO3-2 + 2 oxidized cytochrome c + H2O = SO42- + 2 reduced cytochrome c + 2 H+ sulfur oxidation
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 3.13.1.1 UDP-D-glucose + SO3-2 = UDP-sulfoquinovose + H2O glycosylglyceride biosynthesis
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 1.8.99.- SO3-2 + 6 e- = H2S dissimilatory sulfate reduction
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 1.14.12.- 4-toluenesulfonate + NADH + O2 = 4-methylcatechol + NAD+ + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 1.14.12.- benzenesulfonate + NADH + O2 = NAD+ + catechol + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 SULFOXTFER-RXN polysulfide-glutathione complex + O2 + H2O = SO3-2 + polysulfide-glutathione complex + 2 H+ sulfur oxidation
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 3-SULFINYL-PYRUVATE-SPON-RXN 3-sulfinyl-pyruvate + H2O = pyruvate + SO3-2 L-cysteine degradation I
SO3-2 SO3*sulfite 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2*LIGAND-CPD:C00094 1.8.7.1 3 reduced ferredoxin + SO3-2 = H2O + oxidized ferredoxin + H2S sulfate assimilation III
4-coumaroyl-CoA p-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC1(C=CC(O)=CC=1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) CHEBI:15346*PUBCHEM:6816*LIGAND-CPD:C00010 2.3.1.110 4-coumaroyl-CoA + tyramine = p-coumaroyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
an acyl-ACP acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP C1 O1 ACP1 R1 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- saturated
an acyl-ACP acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP C1 O1 ACP1 R1 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- unsaturated
an acyl-ACP acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP C1 O1 ACP1 R1 2.3.1.15 glycerol-3-phosphate + an acyl-ACP = a 2-lysophosphatidate + acyl carrier protein phospholipid biosynthesis I
an acyl-ACP acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP C1 O1 ACP1 R1 2.3.1.51 a 2-lysophosphatidate + an acyl-ACP = an L-phosphatidate + acyl carrier protein phospholipid biosynthesis I
an acyl-ACP acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP C1 O1 ACP1 R1 1.3.1.9 NADH + a trans-delta2-enoyl-acyl-ACP = an acyl-ACP + NAD+ fatty acid elongation -- saturated
an acyl-ACP acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP C1 O1 ACP1 R1 1.3.1.10 an acyl-ACP + NADP+ = NADPH + a trans-delta2-enoyl-acyl-ACP fatty acid elongation -- saturated
cinnamoyltyramine 267.327 C17 H17 N1 O2 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(ccccc2) 2.3.1.110 tyramine + (E)-cinnamoyl-CoA = cinnamoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
GA14 gibberellin A14*gibberellin A14*GA14 348.438 C20 H28 O5 CC1([CH]4(C(CCC(O)1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA14 + O2 + alpha-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
GA14 gibberellin A14*gibberellin A14*GA14 348.438 C20 H28 O5 CC1([CH]4(C(CCC(O)1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA14 + O2 + NADPH = GA4 + NADP+ + CO2 gibberellin biosynthesis IV (Gibberella fujikuroi)
GA14 gibberellin A14*gibberellin A14*GA14 348.438 C20 H28 O5 CC1([CH]4(C(CCC(O)1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA14-aldehyde + NADPH + O2 = GA14 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
GA14 gibberellin A14*gibberellin A14*GA14 348.438 C20 H28 O5 CC1([CH]4(C(CCC(O)1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
mono-beta-D-galactosyldiacylglycerol D-GALACTOSYLDIACYLGLYCEROL*monogalactosyl-diacylgycerol*3-β-D-galactosyl-1,2-diacylglycerol*diasylglycerol*monogalactosyldiglyceride*monogalactosyl-diacylglycerol*MGDG*Galβ1->3acyl2Gro C11 H16 O10 R2 2.4.1.184 2 mono-beta-D-galactosyldiacylglycerol = alpha-D-galactosyl-beta-D-galactosyldiacylglycerol + a 1,2-diacylglycerol glycosylglyceride biosynthesis
mono-beta-D-galactosyldiacylglycerol D-GALACTOSYLDIACYLGLYCEROL*monogalactosyl-diacylgycerol*3-β-D-galactosyl-1,2-diacylglycerol*diasylglycerol*monogalactosyldiglyceride*monogalactosyl-diacylglycerol*MGDG*Galβ1->3acyl2Gro C11 H16 O10 R2 RXN-1225 mono-beta-D-galactosyldiacylglycerol + UDP-galactose = alpha-D-galactosyl-beta-D-galactosyldiacylglycerol + UDP glycosylglyceride biosynthesis
mono-beta-D-galactosyldiacylglycerol D-GALACTOSYLDIACYLGLYCEROL*monogalactosyl-diacylgycerol*3-β-D-galactosyl-1,2-diacylglycerol*diasylglycerol*monogalactosyldiglyceride*monogalactosyl-diacylglycerol*MGDG*Galβ1->3acyl2Gro C11 H16 O10 R2 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = mono-beta-D-galactosyldiacylglycerol + UDP glycosylglyceride biosynthesis
tRNAala TRNA(ALA) LIGAND-CPD:C01635 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + pyrophosphate + AMP tRNA charging pathway
indole 117.15 C8 H7 N1 c1([nH]c2(c(c1)cccc2)) LIGAND-CPD:C00463*CAS:120-72-9 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
indole 117.15 C8 H7 N1 c1([nH]c2(c(c1)cccc2)) LIGAND-CPD:C00463*CAS:120-72-9 RXN0-2381 indole-3-glycerol-phosphate = indole + D-glyceraldehyde-3-phosphate tryptophan biosynthesis
a large-branched glucan 3.2.1.41 a large-branched glucan = a long-linear glucan starch degradation
a large-branched glucan 3.2.1.1 starch = a large-branched glucan starch degradation
lauroyl-ACP B1094*AcpP*lauroyl-acyl carrier protein 2.3.1.- KDO2-lipid IVA + lauroyl-ACP = KDO2-(lauroyl)-lipid IVA + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
acetyl-ACP B1094*AcpP*acetyl-[acyl-carrier protein]*acetylacylcarrier-protein C2 H3 O1 ACP1 2.3.1.41 acetyl-ACP + malonyl-ACP = acyl carrier protein + acetoacetyl-ACP + CO2 fatty acid biosynthesis -- initial steps
acetyl-ACP B1094*AcpP*acetyl-[acyl-carrier protein]*acetylacylcarrier-protein C2 H3 O1 ACP1 2.3.1.38 acyl carrier protein + acetyl-CoA = acetyl-ACP + coenzyme A fatty acid biosynthesis -- initial steps
acetyl-ACP B1094*AcpP*acetyl-[acyl-carrier protein]*acetylacylcarrier-protein C2 H3 O1 ACP1 2.3.1.41 malonyl-ACP = acetyl-ACP + CO2 fatty acid biosynthesis -- initial steps
hydroquinone 1,4-benzenediol*hydroquinol 110.112 C6 H6 O2 c1(c(O)ccc(c1)O) CAS:123-31-9*LIGAND-CPD:C00530 AMINOPHENOL-NITRITE-REDUCTASE-RXN 4-hydroxyaniline + 3 H2O = NO2- + hydroquinone + 7 H+ + 6 e- superpathway of parathion degradation
N-acetylglutamate semialdehyde N-acetyl-L-glutamate semialdehyde*N-acetyl-L-glutamate-5-semialdehyde*N-acetylglutamate γ-semialdehyde 173.168 C7 H11 N1 O4 C(=O)CCC(C(=O)O)NC(C)=O LIGAND-CPD:C01250 2.6.1.11 N-acetylglutamate semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate arginine biosynthesis II (acetyl cycle)
N-acetylglutamate semialdehyde N-acetyl-L-glutamate semialdehyde*N-acetyl-L-glutamate-5-semialdehyde*N-acetylglutamate γ-semialdehyde 173.168 C7 H11 N1 O4 C(=O)CCC(C(=O)O)NC(C)=O LIGAND-CPD:C01250 2.6.1.11 N-acetylglutamate semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate ornithine biosynthesis
N-acetylglutamate semialdehyde N-acetyl-L-glutamate semialdehyde*N-acetyl-L-glutamate-5-semialdehyde*N-acetylglutamate γ-semialdehyde 173.168 C7 H11 N1 O4 C(=O)CCC(C(=O)O)NC(C)=O LIGAND-CPD:C01250 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate arginine biosynthesis II (acetyl cycle)
N-acetylglutamate semialdehyde N-acetyl-L-glutamate semialdehyde*N-acetyl-L-glutamate-5-semialdehyde*N-acetylglutamate γ-semialdehyde 173.168 C7 H11 N1 O4 C(=O)CCC(C(=O)O)NC(C)=O LIGAND-CPD:C01250 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate ornithine biosynthesis
GA9 gibberellin A9*gibberellin A9*GA9 316.396 C19 H24 O4 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))) 1.3.3.- GA9 + O2 + a reduced acceptor = GA120 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
GA9 gibberellin A9*gibberellin A9*GA9 316.396 C19 H24 O4 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA9 + O2 + a reduced acceptor = GA40 + H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
GA9 gibberellin A9*gibberellin A9*GA9 316.396 C19 H24 O4 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA9 gibberellin A9*gibberellin A9*GA9 316.396 C19 H24 O4 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA9 gibberellin A9*gibberellin A9*GA9 316.396 C19 H24 O4 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CCC3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA12 + O2 + NADPH = GA9 + CO2 + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP glutamate degradation VII (to butyrate)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP pyruvate oxidation pathway
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP acetate utilization
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.7.2.1 acetate + ATP = acetylphosphate + ADP pyruvate oxidation pathway
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.7.2.1 acetate + ATP = acetylphosphate + ADP acetate utilization
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.7.2.1 acetate + ATP = acetylphosphate + ADP gallate degradation III (anaerobic)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.7.2.1 acetate + ATP = acetylphosphate + ADP ethanol fermentation to acetate
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.7.2.1 acetate + ATP = acetylphosphate + ADP reductive acetyl coenzyme A pathway
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.7.2.1 acetate + ATP = acetylphosphate + ADP glucose fermentation to lactate II
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA gallate degradation III (anaerobic)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA ethanol fermentation to acetate
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 6.2.1.13 phosphate + acetyl-CoA + ADP = coenzyme A + acetate + ATP glycolysis II
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 4.1.3.22 S-citramalate = pyruvate + acetate glutamate degradation VIII (to propionate)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 4.1.3.22 S-citramalate = pyruvate + acetate glutamate degradation VII (to butyrate)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.8.3.- 3-hydroxy-5-oxohexanoate + acetyl-CoA = 3-hydroxy-5- oxohexanoyl-CoA + acetate gallate degradation III (anaerobic)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.8.3.- acetoacetate + acetyl-CoA = acetoacetyl-CoA + acetate acetoacetate degradation
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 3.5.1.47 H2O + N-acetyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + acetate lysine biosynthesis II
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate ornithine biosynthesis
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 RXN-744 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + 3 O2 = (+)-7-isojasmonate + 3 acetate jasmonic acid biosynthesis
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 1.2.2.2 pyruvate + ubiquinone-8 + H2O = ubiquinol-8 + acetate + CO2 pyruvate oxidation pathway
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.5.1.47 O-acetyl-L-serine + H2S = L-cysteine + acetate cysteine biosynthesis I
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-])(=O)C CAS:64-19-7*LIGAND-CPD:C00033*LIGAND-CPD:c00033*CAS:71-50-1 2.5.1.47 O-acetyl-L-serine + H2S = L-cysteine + acetate sulfate assimilation III
L-valyl-tRNAval L-VALYL-TRNA(VAL) LIGAND-CPD:C02554 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + pyrophosphate + AMP tRNA charging pathway
S-adenosyl-4-methylthio-2-oxobutanoate 398.413 C15 H20 N5 O6 S1 C(CC(=O)C(=O)O)[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C04425 2.6.1.62 S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate biotin biosynthesis II
S-adenosyl-4-methylthio-2-oxobutanoate 398.413 C15 H20 N5 O6 S1 C(CC(=O)C(=O)O)[S+](C)CC1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C04425 2.6.1.62 S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate biotin biosynthesis I
5-enolpyruvyl-shikimate-3-phosphate EPSP*3-enolpyruvyl-shikimate-5-phosphate*3-enolpyruvyl-shikimate-5-P*5-O-(1-carboxyvinyl)-3-phosphoshikimate 324.18 C10 H13 O10 P1 C(=O)(O)C1([CH2][CH](OC(=C)C(=O)O)[CH](O)[CH]([CH]=1)OP(O)(O)=O) LIGAND-CPD:C01269 4.2.3.5 5-enolpyruvyl-shikimate-3-phosphate = phosphate + chorismate chorismate biosynthesis
5-enolpyruvyl-shikimate-3-phosphate EPSP*3-enolpyruvyl-shikimate-5-phosphate*3-enolpyruvyl-shikimate-5-P*5-O-(1-carboxyvinyl)-3-phosphoshikimate 324.18 C10 H13 O10 P1 C(=O)(O)C1([CH2][CH](OC(=C)C(=O)O)[CH](O)[CH]([CH]=1)OP(O)(O)=O) LIGAND-CPD:C01269 2.5.1.19 shikimate-3-phosphate + phosphoenolpyruvate = 5-enolpyruvyl-shikimate-3-phosphate + phosphate chorismate biosynthesis
luteolin 3',4',5,7-tetrahydroxyflavone*3',4',5,7-tetrahydroxyflavone*5,7,3',4'-tetrahydroxyflavone 286.24 C15 H10 O6 c1(ccc(O)c(c1)O)C3(=CC(=O)c2(c(O)cc(O)cc2O3)) CAS:491-70-3 RXN-7653 eriodictyol + NADPH + O2 = luteolin + NADP+ + 2 H2O luteolin biosynthesis
luteolin 3',4',5,7-tetrahydroxyflavone*3',4',5,7-tetrahydroxyflavone*5,7,3',4'-tetrahydroxyflavone 286.24 C15 H10 O6 c1(ccc(O)c(c1)O)C3(=CC(=O)c2(c(O)cc(O)cc2O3)) CAS:491-70-3 1.14.11.22 eriodictyol + alpha-ketoglutarate + O2 = luteolin + succinate + CO2 + H2O luteolin biosynthesis
luteolin 3',4',5,7-tetrahydroxyflavone*3',4',5,7-tetrahydroxyflavone*5,7,3',4'-tetrahydroxyflavone 286.24 C15 H10 O6 c1(ccc(O)c(c1)O)C3(=CC(=O)c2(c(O)cc(O)cc2O3)) CAS:491-70-3 1.14.13.21 apigenin + NADPH + O2 = luteolin + NADP+ + H2O luteolin biosynthesis
2-chloro-trans-dienelactone 2trans-2-Chlorodienelactone 174.54 C6 H3 O4 CL1 C(=O)(O)C=C1(OC(=O)C(Cl)=C1) UM-BBD-CPD:c0291 DIENELACHYDRO-RXN 2-chloro-trans-dienelactone + H2O = 2-chloromaleylacetate 1,4-dichlorobenzene degradation
2-chloro-trans-dienelactone 2trans-2-Chlorodienelactone 174.54 C6 H3 O4 CL1 C(=O)(O)C=C1(OC(=O)C(Cl)=C1) UM-BBD-CPD:c0291 CHLOROMUCISOM-RXN 2,5-dichloro-cis,cis-muconate = 2-chloro-trans-dienelactone + Cl- 1,4-dichlorobenzene degradation
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 3.3.1.1 S-adenosyl-homocysteine + H2O = homocysteine + adenosine methionine degradation I
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 3.3.1.1 S-adenosyl-homocysteine + H2O = homocysteine + adenosine SAM cycle
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.- 24-methylenelophenol + S-adenosyl-homocysteine = episterol + S-adenosyl-L-methionine sterol biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.- 24-methylenecycloartenol + S-adenosyl-homocysteine = cycloeucalenol + S-adenosyl-L-methionine sterol biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.- 2-decaprenyl-6-methoxy-1,4-benzoquinol + S-adenosyl-L-methionine = 2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.64 3-demethylubiquinol-10 + S-adenosyl-L-methionine = ubiquinol-10 + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.114 3-decaprenyl-4,5-dihydroxybenzoate + S-adenosyl-L-methionine = 3-decaprenyl-4-hydroxy-5-methoxybenzoate + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.53 putrescine + S-adenosyl-L-methionine = S-adenosyl-homocysteine + N-methylputrescine N-methyl-delta1-pyrrolinium cation biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 RXN-4002 (+)-6a-hydroxymaackiain + S-adenosyl-L-methionine = (+)-pisatin + S-adenosyl-homocysteine superpathway of pterocarpan biosynthesis (via formononetin)
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.68 5-hydroxy-ferulic-acid + S-adenosyl-L-methionine = sinapate + S-adenosyl-homocysteine phenylpropanoid biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 RXN-7689 (2S)-pinocembrin + S-adenosyl-L-methionine = pinostrobin + S-adenosyl-homocysteine pinobanksin biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-homocysteine + sinapaldehyde lignin biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.- S-adenosyl-L-methionine + methyl acceptor = S-adenosyl-homocysteine + N-methylated acceptor SAM cycle
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.41 cycloartenol + S-adenosyl-L-methionine = 24-methylenecycloartenol + S-adenosyl-homocysteine sterol biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.143 24-methylenelophenol + S-adenosyl-L-methionine = 24-ethylidenelophenol + S-adenosyl-homocysteine sterol biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.68 caffeate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + ferulate phenylpropanoid biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.68 caffeate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + ferulate suberin biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.10 homocysteine + S-adenosyl-L-methionine = S-adenosyl-homocysteine + L-methionine methionine biosynthesis II
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.37 a deoxyribonucleic acid + S-adenosyl-L-methionine = S-adenosyl-homocysteine + DNA CONTAINING 5-METHYLCYTOSINE methionine degradation I
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-homocysteine + feruloyl-CoA lignin biosynthesis
S-adenosyl-homocysteine S-adenosylhomocysteine*S-adenosyl-homocysteine*2-S-adenosyl-L-homocysteine*AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-L-homocysteine*S-adenosylhomocysteine*adenosyl-homo-cys*adenosylhomocysteine*adenosylhomo-cys*SAH 384.409 C14 H20 N6 O5 S1 C(CC(N)C(O)=O)SC[CH]1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00021*CAS:979-92-0 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-homocysteine + feruloyl-CoA suberin biosynthesis
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(C)=CCCC(C)=CCCC(C)=C[CH]1(C([CH]1COP(O)(=O)OP(O)(=O)O)(C)CCC=C(C)CCC=C(C)C) 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate sterol biosynthesis
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(C)=CCCC(C)=CCCC(C)=C[CH]1(C([CH]1COP(O)(=O)OP(O)(=O)O)(C)CCC=C(C)CCC=C(C)C) 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate cholesterol biosynthesis
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(C)=CCCC(C)=CCCC(C)=C[CH]1(C([CH]1COP(O)(=O)OP(O)(=O)O)(C)CCC=C(C)CCC=C(C)C) 2.5.1.21 2 trans, trans-farnesyl diphosphate = presqualene diphosphate + pyrophosphate sterol biosynthesis
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(C)=CCCC(C)=CCCC(C)=C[CH]1(C([CH]1COP(O)(=O)OP(O)(=O)O)(C)CCC=C(C)CCC=C(C)C) 2.5.1.21 2 trans, trans-farnesyl diphosphate = presqualene diphosphate + pyrophosphate cholesterol biosynthesis
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.3.1.15 glycerol-3-phosphate + an acyl-ACP = a 2-lysophosphatidate + acyl carrier protein phospholipid biosynthesis I
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.3.1.15 a fatty acyl CoA + glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 1.1.99.5 glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 glycerol degradation I
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 1.1.99.5 glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation IV
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.7.8.5 a CDP-diacylglycerol + glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis II
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.7.8.5 a CDP-diacylglycerol + glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis I
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 1.1.1.94 dihydroxy-acetone-phosphate + NAD(P)H + H+ = glycerol-3-phosphate + NAD(P)+ phospholipid biosynthesis I
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.7.1.30 glycerol + ATP = glycerol-3-phosphate + ADP glycerol degradation IV
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 2.7.1.30 glycerol + ATP = glycerol-3-phosphate + ADP glycerol degradation I
glycerol-3-phosphate glycerol-3-phosphate*glycerol-1-phosphate*α-glycerophosphoric acid*glycerol-3-P*sn-glycerol-3-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 3.1.4.46 H2O + a glycerophosphodiester = glycerol-3-phosphate glycerol degradation I
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(=O)(O)C(N)CCCNC(=N)NC(C(O)=O)CC(O)=O PUBCHEM:828*LIGAND-CPD:C03406 4.3.2.1 L-arginino-succinate = L-arginine + fumarate superpathway of citrulline metabolism
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(=O)(O)C(N)CCCNC(=N)NC(C(O)=O)CC(O)=O PUBCHEM:828*LIGAND-CPD:C03406 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis I
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(=O)(O)C(N)CCCNC(=N)NC(C(O)=O)CC(O)=O PUBCHEM:828*LIGAND-CPD:C03406 4.3.2.1 L-arginino-succinate = L-arginine + fumarate urea cycle
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(=O)(O)C(N)CCCNC(=N)NC(C(O)=O)CC(O)=O PUBCHEM:828*LIGAND-CPD:C03406 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis II (acetyl cycle)
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(=O)(O)C(N)CCCNC(=N)NC(C(O)=O)CC(O)=O PUBCHEM:828*LIGAND-CPD:C03406 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP superpathway of citrulline metabolism
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(=O)(O)C(N)CCCNC(=N)NC(C(O)=O)CC(O)=O PUBCHEM:828*LIGAND-CPD:C03406 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis I
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(=O)(O)C(N)CCCNC(=N)NC(C(O)=O)CC(O)=O PUBCHEM:828*LIGAND-CPD:C03406 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP urea cycle
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(=O)(O)C(N)CCCNC(=N)NC(C(O)=O)CC(O)=O PUBCHEM:828*LIGAND-CPD:C03406 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis II (acetyl cycle)
tRNAasn TRNA(ASN) LIGAND-CPD:C01637 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + pyrophosphate + AMP tRNA charging pathway
KDO2-lipid IVA 1846.079 C84 H154 N2 O37 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OP(=O)(O)O)OC(C(O)C1OC(=O)CC(O)CCCCCCCCCCC)COC2(C(NC(=O)CC(O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C(OP(O)(O)=O)C(O2)COC3(CC(C(O)C(O3)C(O)CO)OC4(OC(C(O)CO)C(O)C(O)C4)(C(O)=O))(C(O)=O))) LIGAND-CPD:C06025 2.3.1.- KDO2-lipid IVA + palmitoleoyl-ACP = KDO2-(palmitoleoyl)-lipid IVA + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
KDO2-lipid IVA 1846.079 C84 H154 N2 O37 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OP(=O)(O)O)OC(C(O)C1OC(=O)CC(O)CCCCCCCCCCC)COC2(C(NC(=O)CC(O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C(OP(O)(O)=O)C(O2)COC3(CC(C(O)C(O3)C(O)CO)OC4(OC(C(O)CO)C(O)C(O)C4)(C(O)=O))(C(O)=O))) LIGAND-CPD:C06025 2.3.1.- KDO2-lipid IVA + lauroyl-ACP = KDO2-(lauroyl)-lipid IVA + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
pyrroline-hydroxy-carboxylate L-Δ1-pyrroline 3-hydroxy-5-carboxylate 129.115 C5 H7 N1 O3 C(O)(=O)C1(N=CC(O)C1) 1.5.1.12 pyrroline-hydroxy-carboxylate + NADH + 2 H2O = L-erythro-4-hydroxy-glutamate + NAD+ 4-hydroxyproline degradation
pyrroline-hydroxy-carboxylate L-Δ1-pyrroline 3-hydroxy-5-carboxylate 129.115 C5 H7 N1 O3 C(O)(=O)C1(N=CC(O)C1) 1.5.99.8 L-4-hydroxy-proline + FAD = pyrroline-hydroxy-carboxylate + FADH2 4-hydroxyproline degradation
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OP(O)(=O)OP(O)(=O)OC3(C(NC(=O)C)C(O)C(O)C(O3)CO) LIGAND-CPD:C00043*CAS:528-04-1 5.1.3.7 UDP-N-acetyl-D-glucosamine = UDP-N-acetylgalactosamine UDP-N-acetylgalactosamine biosynthesis
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OP(O)(=O)OP(O)(=O)OC3(C(NC(=O)C)C(O)C(O)C(O3)CO) LIGAND-CPD:C00043*CAS:528-04-1 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OP(O)(=O)OP(O)(=O)OC3(C(NC(=O)C)C(O)C(O)C(O3)CO) LIGAND-CPD:C00043*CAS:528-04-1 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OP(O)(=O)OP(O)(=O)OC3(C(NC(=O)C)C(O)C(O)C(O3)CO) LIGAND-CPD:C00043*CAS:528-04-1 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + pyrophosphate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OP(O)(=O)OP(O)(=O)OC3(C(NC(=O)C)C(O)C(O)C(O3)CO) LIGAND-CPD:C00043*CAS:528-04-1 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + pyrophosphate UDP-N-acetylgalactosamine biosynthesis
L-selenocysteinyl-tRNAsec L-SELENOCYSTEINYL-TRNA(SER) CAS:16561-29-8*LIGAND-CPD:C05173 2.9.1.1 selenophosphate + L-seryl-tRNAsec = phosphate + H2O + L-selenocysteinyl-tRNAsec selenocysteine biosynthesis
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Calvin cycle
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate Calvin cycle
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate pentose phosphate pathway (partial)
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate non-oxidative branch of the pentose phosphate pathway
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate formaldehyde assimilation II (RuMP Cycle)
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate glucose fermentation to lactate II
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.1.3.1 D-ribulose-5-phosphate = D-xylulose-5-phosphate glucose heterofermentation to lactate I
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 4.1.2.- formaldehyde + D-ribulose-5-phosphate = hexulose 6-phosphate formaldehyde assimilation II (RuMP Cycle)
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 4.1.2.- formaldehyde + D-ribulose-5-phosphate = hexulose 6-phosphate formaldehyde oxidation I
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 1.1.1.44 6-phospho-D-gluconate + NAD+ = D-ribulose-5-phosphate + CO2 + NADH formaldehyde oxidation I
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate superpathway of gluconate degradation
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate Calvin cycle
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate ribose degradation
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate non-oxidative branch of the pentose phosphate pathway
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate formaldehyde assimilation II (RuMP Cycle)
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate glucose fermentation to lactate II
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H superpathway of gluconate degradation
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H oxidative branch of the pentose phosphate pathway
D-ribulose-5-phosphate ribulose-5P*D-ribulose-5-P*ribulose-5-P*ribulose-5-phosphate 230.111 C5 H11 O8 P1 C(O)C(=O)C(O)C(O)COP(O)(=O)O PUBCHEM:439184*LIGAND-CPD:C00199*CAS:4151-19-3 1.1.1.44 6-phospho-D-gluconate + NAD(P)+ = D-ribulose-5-phosphate + CO2 + NAD(P)H glucose heterofermentation to lactate I
cis-delta5-dodecenoyl-ACP cis-δ5-dodecenoyl-ACP RXN0-2145 trans-delta3-cis-delta5-dodecenoyl-ACP + NADPH = NADP+ + cis-delta5-dodecenoyl-ACP fatty acid elongation -- unsaturated
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + pyrophosphate phospholipid biosynthesis II
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + pyrophosphate phospholipid biosynthesis I
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.7.60 2-C-methyl-D-erythritol-4-phosphate + CTP = 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + pyrophosphate methylerythritol phosphate pathway
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 RXN0-723 CTP + reduced flavodoxin = dCTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + pyrophosphate + CMP coenzyme A biosynthesis
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.1.108 dolichol + CTP = dolichyl-phosphate + CDP dolichyl-diphosphooligosaccharide biosynthesis
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 6.3.4.2 L-glutamine + H2O + UTP + ATP = CTP + phosphate + ADP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.4.6 CDP + ATP = CTP + ADP salvage pathways of pyrimidine ribonucleotides
CTP cytidine-triphosphate*cytidine-5'-triphosphate 483.158 C9 H16 N3 O14 P3 c1(n(c(=O)nc(c1)N)C2(OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00063*CAS:65-47-4 2.7.4.6 CDP + ATP = CTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate superpathway of citrulline metabolism
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate arginine biosynthesis I
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate citrulline degradation
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate urea cycle
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate citrulline biosynthesis
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate interconversion of arginine, ornithine and proline
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate proline biosynthesis V (from arginine)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline + phosphate arginine biosynthesis II (acetyl cycle)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde citrulline biosynthesis
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde interconversion of arginine, ornithine and proline
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline biosynthesis V (from arginine)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde arginine degradation VI (arginase 2 pathway)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 5.1.1.12 L-ornithine = D-ornithine interconversion of arginine, ornithine and proline
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 4.1.1.17 L-ornithine = CO2 + putrescine superpathway of polyamine biosynthesis II
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 4.1.1.17 L-ornithine = CO2 + putrescine superpathway of ornithine degradation
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 4.3.1.12 L-ornithine + NAD+ = ammonia + L-proline + NADH + H+ arginine degradation VII (arginase 3 pathway)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 3.5.1.20 H2O + citrulline = ammonia + CO2 + L-ornithine proline biosynthesis V (from arginine)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 2.3.1.35 L-glutamate + N-acetyl-L-ornithine = N-acetyl-L-glutamate + L-ornithine arginine biosynthesis II (acetyl cycle)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate ornithine biosynthesis
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 3.5.3.1 H2O + L-arginine = urea + L-ornithine superpathway of citrulline metabolism
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VII (arginase 3 pathway)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 3.5.3.1 H2O + L-arginine = urea + L-ornithine urea cycle
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 3.5.3.1 H2O + L-arginine = urea + L-ornithine citrulline biosynthesis
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(O)=O LIGAND-CPD:C01602*CAS:70-26-8*CAS:7006-33-9 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VI (arginase 2 pathway)
ent-kaur-16-en-19-ol 288.472 C20 H32 O1 C=C1(C2(CC3(C1)(C(CC2)C4(C)(C(CC3)C(C)(CO)CCC4)))) 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
ent-kaur-16-en-19-ol 288.472 C20 H32 O1 C=C1(C2(CC3(C1)(C(CC2)C4(C)(C(CC3)C(C)(CO)CCC4)))) 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.86 2-acetolactate + NADPH = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate suberin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.21 5-dehydro episterol + 2 NADPH = 24-methylenecholesterol + 2 NADP+ sterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.21 apigenin + NADPH + O2 = luteolin + NADP+ + H2O luteolin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.21 naringenin + NADPH + O2 = eriodictyol + NADP+ + H2O luteolin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.99.7 squalene + NADPH + O2 = (S)-2,3-Epoxysqualene + NADP+ + H2O cholesterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN0-2142 beta-keto-cis-delta5-dodecenoyl-ACP + NADPH = beta-hydroxy-cis-delta5-dodecenoyl-ACP + NADP+ fatty acid elongation -- unsaturated
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate arginine biosynthesis II (acetyl cycle)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetylglutamate semialdehyde + NADP+ + phosphate ornithine biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ suberin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.219 dihydroquercetin + NADPH = leucocyanidin + NADP+ anthocyanin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-1121 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ phenylpropanoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.70 L-glutamyl-tRNAGlu + NADPH = glutamate-1-semialdehyde + NADP+ + tRNAGlu chlorophyllide a biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.11.- GA14 + O2 + NADPH = GA4 + NADP+ + CO2 gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.11.- GA12 + O2 + NADPH = GA9 + CO2 + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 2.3.1.170 coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O xanthophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O carotenoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O xanthophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O carotenoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.11.- GA4 + O2 + NADPH = GA1 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.11.- GA7 + O2 + NADPH = GA3 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.11.- GA12-aldehyde + O2 + NADPH = GA14-aldehyde + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.11.- GA14-aldehyde + NADPH + O2 = GA14 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.99.- campest-4-en-3-one + NADPH = 5alpha-campestan-3-one + NADP+ brassinosteroid biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.99.- 22alpha-hydroxy-campest-4-en-3-one + NADPH = 22alpha-hydroxy-5alpha-campestan-3-one + NADP+ brassinosteroid biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O suberin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-7653 eriodictyol + NADPH + O2 = luteolin + NADP+ + 2 H2O luteolin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-7650 naringenin + NADPH + O2 = apigenin + NADP+ + 2 H2O luteolin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.21 7-dehydro-cholesterol + NADPH = cholesterol + NADP+ cholesterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.72 5alpha-cholesta-7,24-dien-3beta-ol + NADPH = lathosterol + NADP+ cholesterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.270 5alpha-cholesta-8,24-dien-3-one + NADPH = zymosterol + NADP+ cholesterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.270 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one + NADPH = 4-alpha-methyl zymosterol + NADP+ cholesterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.70 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADPH = 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NADP+ cholesterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.70 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADP+ + H2O + formate cholesterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.70 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + 2 H2O cholesterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + H2O cholesterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.21 5-dehydroavenasterol + 2 NADPH = isofucosterol + 2 NADP+ sterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.70 (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol + 2 NADPH = 4alpha-methylfecosterol + 2 NADP+ sterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.70 3 NADPH + 3 O2 + obtusifoliol + 3 H+ = 4 H2O + 3 NADP+ + formate + (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol sterol biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-5962 zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-5961 alpha-carotene + NADPH + O2 = zeinoxanthin + NADP+ + H2O carotenoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN1F-10 monovinyl protochlorophyllide a + NADPH = NADP+ + chlorophyllide a chlorophyllide a biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ lignin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O lignin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O lignin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-1142 coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O lignin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ lignin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ lignin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A lignin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.44 coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A lignin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.39 m O2 + n NADPH + L-arginine = citrulline + n NADP+ + nitric oxide superpathway of citrulline metabolism
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.36 acetoacetyl-CoA + NADPH = 3-hydroxybutyryl-CoA + NADP+ ethanol fermentation to acetate
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan degradation III (eukaryotic)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.- dihydrogeranylgeranyl-chlorophyll a + NADPH = tetrahydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.- geranylgeranyl-chlorophyll a + NADPH = dihydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-7677 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-7676 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.6.6.- L-canaline + NADPH = homoserine + ammonia + NADP+ canavanine degradation
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-5461 dTDP-4-dehydro-6-deoxy-D-glucose + NADPH = dTDP-alpha-L-rhamnose + NADP+ dTDP-L-rhamnose biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylic acid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN0-2145 trans-delta3-cis-delta5-dodecenoyl-ACP + NADPH = NADP+ + cis-delta5-dodecenoyl-ACP fatty acid elongation -- unsaturated
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 PCP4MONO-RXN pentachlorophenol + O2 + 2 NADPH = tetrachlorohydroquinone + H2O + HCl + 2 NADP+ pentachlorophenol degradation pathway
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-4561 (+)-maackiain + NADPH + O2 = (+)-6a-hydroxymaackiain + NADP+ + H2O superpathway of pterocarpan biosynthesis (via formononetin)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.6.5.4 2 monodehydroascorbate + NADPH = 2 L-ascorbate + NADP+ ascorbate glutathione cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 3.1.3.- NADPH + H2O = NADH + phosphate NAD/NADH phosphorylation and dephosphorylation
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.6.1.1 NAD+ + NADPH = NADH + NADP+ NAD/NADH phosphorylation and dephosphorylation
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.236 NADPH + tropinone = NADP+ + pseudotropine calystegine biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.8.1.7 glutathione disulfide + NADPH + H+ = 2 glutathione + NADP+ ascorbate glutathione cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.169 2-dehydropantoate + NADPH = L-pantoate + NADP+ pantothenate biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-2003 hydroxycinnamoyl-CoA + NADP+ = oxocinnamoyl-CoA + NADPH salicylic acid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.57 phloroglucinol + NADPH = dihydrophloroglucinol + NADP+ gallate degradation III (anaerobic)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.- 3-keto-beta-D-galactose + NADP+ = beta-D-galactose + NADPH lactose degradation II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.25 NADPH + 3-dehydro-shikimate = NADP+ + shikimate chorismate biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.8 NADPH + alpha-ketoglutarate + L-lysine = H2O + NADP+ + saccharopine lysine degradation II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.43 NADP+ + formate = NADPH + CO2 gallate degradation III (anaerobic)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.43 NADP+ + formate = NADPH + CO2 reductive acetyl coenzyme A pathway
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.4.1.12 NADP+ + H2O + 2,4-diaminopentanoate = ammonia + NADPH + 2-amino-4-oxopentanoate interconversion of arginine, ornithine and proline
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.41 L-glutamate-5-phosphate + NADPH = L-glutamate gamma-semialdehyde + phosphate + NADP+ citrulline biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.3 NADPH + L-aspartate-semialdehyde = NADP+ + homoserine homoserine biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.- 18-hydroxyoleate + NADP+ = 18-oxooleate + NADPH suberin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.- 18-oxooleate + NADP+ + H2O = octadec-9-ene-1,18-dioic-acid + NADPH suberin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate TCA cycle variation VIII
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.10 an acyl-ACP + NADP+ = NADPH + a trans-delta2-enoyl-acyl-ACP fatty acid elongation -- saturated
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose colanic acid building blocks biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.13 phosphate + NADP+ + D-glyceraldehyde-3-phosphate = NADPH + 1,3-diphosphateglycerate glucose heterofermentation to lactate I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF reductive acetyl coenzyme A pathway
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF folate transformations
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.5 5,10-methylene-THF + NADP+ = 5,10-methenyltetrahydrofolate + NADPH + 5,10-methenyl-THF formylTHF biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde ectoine biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde homoserine biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 xanthophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 carotenoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 xanthophyll cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 carotenoid biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.219 NADPH + dihydrokaempferol = leucopelargonidin + NADP+ anthocyanin biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.133 NADPH + dTDP-4-dehydro-6-deoxy-L-mannose = NADP+ + dTDP-alpha-L-rhamnose dTDP-L-rhamnose biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate tetrahydrofolate biosynthesis
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate tetrahydrofolate biosynthesis I
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF biosynthesis II
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.267 1-deoxy-D-xylulose 5-phosphate + NADPH = 2-C-methyl-D-erythritol-4-phosphate + NADP+ methylerythritol phosphate pathway
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle variation VIII
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 respiration (anaerobic)
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.42 D-isocitrate + isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.100 NADPH + a beta-ketoacyl-ACP = a D-3-hydroxy-acyl-ACP + NADP+ fatty acid elongation -- saturated
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.1.1.100 NADPH + a beta-ketoacyl-ACP = a D-3-hydroxy-acyl-ACP + NADP+ fatty acid elongation -- unsaturated
NADPH Nicotinamide adenine dinucleotide phosphate - reduced*NADPH+H+*NADPH2*NADPH2*dihydrotriphosphopyridine nucleotide*dihydrotriphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide phosphate*dihydronicotinamide adenine dinucleotide phosphate reduced*NADP-reduced*NADP-red*NADPH+H+*TPNH*dihydronicotinamide adenine dinucleotide-P*NADP(H) 745.426 C21 H30 N7 O17 P3 C(C1(OC(C(C(O)1)OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))))OP(O)(=O)OP(=O)(O)OCC4(OC(C(O)C(O)4)N5(C=C(C(N)=O)CC=C5)) CHEBI:16474*LIGAND-CPD:C00005*PUBCHEM:5884*CAS:2646-71-1*LIGAND-CPD:C00005 1.3.1.42 NADPH + 12-oxo-cis-10,15-phytodienoate = NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate jasmonic acid biosynthesis
ThiS protein B4407*ThiS THIAZOLSYN2-RXN L-tyrosine + 1-deoxy-D-xylulose 5-phosphate + ThiS-COSH = 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-hydroxybenzyl alcohol + C1 of tyrosine + ThiS protein thiamin biosynthesis
2-amino-3-carboxymuconate semialdehyde 2-amino-3-carboxymuconate-6-semialdehyde*ACS 185.136 C7 H7 N1 O5 [CH](=O)C=CC(C(=O)O)=C(N)C(O)=O 4.1.1.45 2-amino-3-carboxymuconate semialdehyde = CO2 + 2-aminomuconate semialdehyde tryptophan degradation III (eukaryotic)
2-amino-3-carboxymuconate semialdehyde 2-amino-3-carboxymuconate-6-semialdehyde*ACS 185.136 C7 H7 N1 O5 [CH](=O)C=CC(C(=O)O)=C(N)C(O)=O 1.13.11.6 O2 + 3-hydroxy-anthranilate = 2-amino-3-carboxymuconate semialdehyde tryptophan degradation III (eukaryotic)
beta-hydroxydecanoyl-ACP B1094*AcpP 4.2.1.60 beta-hydroxydecanoyl-ACP = trans-delta2-decenoyl-ACP + H2O fatty acid elongation -- unsaturated
GA24 gibberellin A24*gibberellin A24*GA24 346.422 C20 H26 O5 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA24 gibberellin A24*gibberellin A24*GA24 346.422 C20 H26 O5 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA24 gibberellin A24*gibberellin A24*GA24 346.422 C20 H26 O5 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA24 gibberellin A24*gibberellin A24*GA24 346.422 C20 H26 O5 CC1([CH]4(C(CCC1)(C=O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
12-oxo-trans-10-dodecenoate traumatin 212.288 C12 H20 O3 C(=O)(O)CCCCCCCCC=CC=O RXN-1349 12-oxo-cis-9-dodecenoate = 12-oxo-trans-10-dodecenoate lipoxygenase pathway
gamma-carotene β,ψ-carotene 536.882 C40 H56 CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC1(C(C)(C)CCCC(C)=1) LIGAND-CPD:C05435 RXN1F-151 gamma-carotene = beta-carotene carotenoid biosynthesis
gamma-carotene β,ψ-carotene 536.882 C40 H56 CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC1(C(C)(C)CCCC(C)=1) LIGAND-CPD:C05435 RXN1F-150 lycopene = gamma-carotene carotenoid biosynthesis
trans-delta2-decenoyl-ACP B1094*AcpP*(E)-2-decenoyl-ACP*2,3-decenoyl-ACP TRANS-2-DECENOYL-ACP-ISOM-RXN trans-delta2-decenoyl-ACP = cis-delta3-decenoyl-ACP fatty acid elongation -- unsaturated
trans-delta2-decenoyl-ACP B1094*AcpP*(E)-2-decenoyl-ACP*2,3-decenoyl-ACP TRANS-2-DECENOYL-ACP-ISOM-RXN trans-delta2-decenoyl-ACP = cis-delta3-decenoyl-ACP fatty acid elongation -- unsaturated
trans-delta2-decenoyl-ACP B1094*AcpP*(E)-2-decenoyl-ACP*2,3-decenoyl-ACP 4.2.1.60 beta-hydroxydecanoyl-ACP = trans-delta2-decenoyl-ACP + H2O fatty acid elongation -- unsaturated
isofucosterol 412.698 C29 H48 O1 CC(C)C(=CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4221 isofucosterol = delta24-25-sitosterol sterol biosynthesis
isofucosterol 412.698 C29 H48 O1 CC(C)C(=CC)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) 1.3.1.21 5-dehydroavenasterol + 2 NADPH = isofucosterol + 2 NADP+ sterol biosynthesis
cis,cis-muconate cis,cis-hexadienedioate 142.111 C6 H6 O4 C(=O)(O)C=CC=CC(O)=O CAS:1119-72-8 1.13.11.1 catechol + O2 = cis,cis-muconate catechol degradation II (ortho-cleavage pathway)
cis,cis-muconate cis,cis-hexadienedioate 142.111 C6 H6 O4 C(=O)(O)C=CC=CC(O)=O CAS:1119-72-8 5.5.1.1 cis,cis-muconate = 2,5-dihydro-5-oxofuran-2-acetate catechol degradation II (ortho-cleavage pathway)
chlorophyll a chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
chlorophyll a chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
chlorophyll a chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + pyrophosphate chlorophyll a biosynthesis I
chlorophyll a chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(CCCC(C)CCCC(C)CCCC(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + pyrophosphate chlorophyll cycle
pinostrobin (S)-2,3-Dihydro-5-hydroxy-7-methoxy-2-phenyl-4-benzopyrone 270.284 C16 H14 O4 c1(c2(c(c(O)cc1OC)C(=O)CC(O2)c3(ccccc3))) RXN-7689 (2S)-pinocembrin + S-adenosyl-L-methionine = pinostrobin + S-adenosyl-homocysteine pinobanksin biosynthesis
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O CAS:583-93-7*LIGAND-CPD:C00666*CAS:14289-34-0 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis I
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O CAS:583-93-7*LIGAND-CPD:C00666*CAS:14289-34-0 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis II
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O CAS:583-93-7*LIGAND-CPD:C00666*CAS:14289-34-0 3.5.1.18 H2O + N-succinyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + succinate lysine biosynthesis I
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(O)(=O)C(N)CCCC(N)C(=O)O CAS:583-93-7*LIGAND-CPD:C00666*CAS:14289-34-0 3.5.1.47 H2O + N-acetyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + acetate lysine biosynthesis II
(+)-6a-hydroxymaackiain 300.267 C16 H12 O6 C1(C3([CH](c2(c(O1)cc(O)cc2))Oc4(c3cc5(c(c4)OCO5)))(O)) RXN-4002 (+)-6a-hydroxymaackiain + S-adenosyl-L-methionine = (+)-pisatin + S-adenosyl-homocysteine superpathway of pterocarpan biosynthesis (via formononetin)
(+)-6a-hydroxymaackiain 300.267 C16 H12 O6 C1(C3([CH](c2(c(O1)cc(O)cc2))Oc4(c3cc5(c(c4)OCO5)))(O)) RXN-4561 (+)-maackiain + NADPH + O2 = (+)-6a-hydroxymaackiain + NADP+ + H2O superpathway of pterocarpan biosynthesis (via formononetin)
D-erythro-imidazole-glycerol-phosphate D-erythro-1-(imidazol-4-yl)-glycerol-3-phosphate*D-erythro-imidazole-glycerol-P*erythro-imidazole-glycerol-P*erythro-imidazole-glycerol-phosphate*imidazole glycerol phosphate*IGP 238.136 C6 H11 N2 O6 P1 C(OP(O)(=O)O)C(O)C(O)c1(c[nH]cn1) LIGAND-CPD:C04666 4.2.1.19 D-erythro-imidazole-glycerol-phosphate = imidazole acetol-phosphate + H2O histidine biosynthesis I
D-erythro-imidazole-glycerol-phosphate D-erythro-1-(imidazol-4-yl)-glycerol-3-phosphate*D-erythro-imidazole-glycerol-P*erythro-imidazole-glycerol-P*erythro-imidazole-glycerol-phosphate*imidazole glycerol phosphate*IGP 238.136 C6 H11 N2 O6 P1 C(OP(O)(=O)O)C(O)C(O)c1(c[nH]cn1) LIGAND-CPD:C04666 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = D-erythro-imidazole-glycerol-phosphate + AICAR + L-glutamate histidine biosynthesis I
lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(O)C(O)=O CAS:79-33-4*LIGAND-CPD:C00186*CAS:598-82-3*CAS:50-21-5 1.1.1.27 NADH + pyruvate = NAD+ + lactate pyruvate fermentation to lactate
lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(O)C(O)=O CAS:79-33-4*LIGAND-CPD:C00186*CAS:598-82-3*CAS:50-21-5 1.1.1.27 NADH + pyruvate = NAD+ + lactate fructose degradation to pyruvate and lactate (anaerobic)
lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(O)C(O)=O CAS:79-33-4*LIGAND-CPD:C00186*CAS:598-82-3*CAS:50-21-5 1.1.1.27 NADH + pyruvate = NAD+ + lactate sucrose degradation to ethanol and lactate (anaerobic)
butyrate Butyrate (n-C4:0)*2-butanoate*butyric acid*butanoic acid*ethylacetic acid*butanoate*1-propanecarboxylic acid*propylformic acid 88.106 C4 H8 O2 C(=O)(O)CCC LIGAND-CPD:C00246*UM-BBD-CPD:c0035*CAS:107-92-6 2.7.2.7 butyryl phosphate + ADP = butyrate + ATP acetyl CoA fermentation to butyrate
butyrate Butyrate (n-C4:0)*2-butanoate*butyric acid*butanoic acid*ethylacetic acid*butanoate*1-propanecarboxylic acid*propylformic acid 88.106 C4 H8 O2 C(=O)(O)CCC LIGAND-CPD:C00246*UM-BBD-CPD:c0035*CAS:107-92-6 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA gallate degradation III (anaerobic)
butyrate Butyrate (n-C4:0)*2-butanoate*butyric acid*butanoic acid*ethylacetic acid*butanoate*1-propanecarboxylic acid*propylformic acid 88.106 C4 H8 O2 C(=O)(O)CCC LIGAND-CPD:C00246*UM-BBD-CPD:c0035*CAS:107-92-6 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA ethanol fermentation to acetate
tetrahydrobiopterin phenylalanine hydroxylase cofactor*5,6,7,8-erythro-tetrahydrobiopterin*5,6,7,8-tetrahydrobiopterin*5,6,7,8-tetra-H-biopterin*tetra-H-biopterin*tetra-hydro-biopterin 241.249 C9 H15 N5 O3 C1(C(C(O)C(C)O)Nc2(c(N1)nc(N)[nH]c(=O)2)) CAS:17528-72-2 1.14.16.1 O2 + tetrahydrobiopterin + L-phenylalanine = L-tyrosine + 4alpha-hydroxy-5,6,7,8-tetrahydrobiopterin phenylalanine degradation I
13(S)-hydroperoxylinolenate 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid 310.433 C18 H30 O4 CCC=CCC(OO)C=CC=CCCCCCCCC(=O)O RXN-1345 13(S)-hydroperoxylinolenate = 12-oxo-cis-9-dodecenoate + cis-3-hexenal lipoxygenase pathway
13(S)-hydroperoxylinolenate 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid 310.433 C18 H30 O4 CCC=CCC(OO)C=CC=CCCCCCCCC(=O)O 4.2.1.92 13(S)-hydroperoxylinolenate = H2O + 12,13(S)-epoxylinolenate lipoxygenase pathway
13(S)-hydroperoxylinolenate 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid 310.433 C18 H30 O4 CCC=CCC(OO)C=CC=CCCCCCCCC(=O)O 4.2.1.92 13(S)-hydroperoxylinolenate = H2O + 12,13(S)-epoxylinolenate jasmonic acid biosynthesis
13(S)-hydroperoxylinolenate 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid 310.433 C18 H30 O4 CCC=CCC(OO)C=CC=CCCCCCCCC(=O)O 1.13.11.12 O2 + linolenate = 13(S)-hydroperoxylinolenate lipoxygenase pathway
13(S)-hydroperoxylinolenate 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid 310.433 C18 H30 O4 CCC=CCC(OO)C=CC=CCCCCCCCC(=O)O 1.13.11.12 O2 + linolenate = 13(S)-hydroperoxylinolenate jasmonic acid biosynthesis
zeinoxanthin β,ε-carotene-3-ol 552.882 C40 H56 O1 CC1(C(=C(C)CC(O)C1)C=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCC=C(C)2))(C) RXN-5962 zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
zeinoxanthin β,ε-carotene-3-ol 552.882 C40 H56 O1 CC1(C(=C(C)CC(O)C1)C=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCC=C(C)2))(C) RXN-5961 alpha-carotene + NADPH + O2 = zeinoxanthin + NADP+ + H2O carotenoid biosynthesis
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 2.7.4.8 GMP + ATP = GDP + ADP salvage pathways of purine and pyrimidine nucleotides
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 2.7.4.8 GMP + ATP = GDP + ADP purine nucleotides de novo biosynthesis I
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides II (plant)
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 3.1.3.5 GMP + H2O = guanosine + phosphate purine degradation
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 RXN-1883 GDP-L-galactose + 2 H2O = L-galactose + GMP + phosphate ascorbate biosynthesis
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine and pyrimidine nucleotides
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine nucleosides
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis II
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis I
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP purine nucleotides de novo biosynthesis I
GMP guanylate*G*guanylic acid*guanosine-phosphate*guanosine-5'-phosphate*guanosine-monophosphate*guanosine monophosphate*guanosine-5'-monophosphate 363.223 C10 H14 N5 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00144*CAS:85-32-5 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
beta-ketoadipate 3-oxoadipate*3-ketoadipate 160.126 C6 H8 O5 C(O)(=O)CCC(=O)CC(O)=O UM-BBD-CPD:c0100 MALERED-RXN maleylacetate + a reduced acceptor = beta-ketoadipate + an acceptor 1,4-dichlorobenzene degradation
beta-ketoadipate 3-oxoadipate*3-ketoadipate 160.126 C6 H8 O5 C(O)(=O)CCC(=O)CC(O)=O UM-BBD-CPD:c0100 3.1.1.24 H2O + beta-ketoadipate-enol-lactone = beta-ketoadipate protocatechuate degradation II (ortho-cleavage pathway)
beta-ketoadipate 3-oxoadipate*3-ketoadipate 160.126 C6 H8 O5 C(O)(=O)CCC(=O)CC(O)=O UM-BBD-CPD:c0100 3.1.1.24 H2O + beta-ketoadipate-enol-lactone = beta-ketoadipate catechol degradation II (ortho-cleavage pathway)
myristoyl-ACP Myristoyl-ACP (n-C14:0ACP)*B1094*AcpP*myristoyl-acyl carrier protein 2.3.1.- KDO2-(palmitoleoyl)-lipid IVA + myristoyl-ACP = KDO2-lipid A, cold adapted + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
myristoyl-ACP Myristoyl-ACP (n-C14:0ACP)*B1094*AcpP*myristoyl-acyl carrier protein 2.3.1.- KDO2-(lauroyl)-lipid IVA + myristoyl-ACP = KDO2-lipid A + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
ethene olefiant gas*elayl*ethylene 28.054 C2 H4 C=C 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = 2 H2O + ethene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
beta-hydroxy-cis-delta5-dodecenoyl-ACP β-hydroxy-cis-δ5-dodecenoyl-ACP RXN0-2144 beta-hydroxy-cis-delta5-dodecenoyl-ACP = H2O + trans-delta3-cis-delta5-dodecenoyl-ACP fatty acid elongation -- unsaturated
beta-hydroxy-cis-delta5-dodecenoyl-ACP β-hydroxy-cis-δ5-dodecenoyl-ACP RXN0-2142 beta-keto-cis-delta5-dodecenoyl-ACP + NADPH = beta-hydroxy-cis-delta5-dodecenoyl-ACP + NADP+ fatty acid elongation -- unsaturated
dihydrokaempferol aromadendrin*(+)-aromadendrin*(+)-Dihydrokaempferol 288.256 C15 H12 O6 c1(cc(ccc(O)1)C2(C(O)C(=O)c3(c(O)cc(O)cc(O2)3))) CAS:480-20-6 1.14.13.21 dihydrokaempferol + O2 = dihydroquercetin + H2O flavonol biosynthesis
dihydrokaempferol aromadendrin*(+)-aromadendrin*(+)-Dihydrokaempferol 288.256 C15 H12 O6 c1(cc(ccc(O)1)C2(C(O)C(=O)c3(c(O)cc(O)cc(O2)3))) CAS:480-20-6 1.14.13.21 dihydrokaempferol + O2 = dihydroquercetin + H2O anthocyanin biosynthesis
dihydrokaempferol aromadendrin*(+)-aromadendrin*(+)-Dihydrokaempferol 288.256 C15 H12 O6 c1(cc(ccc(O)1)C2(C(O)C(=O)c3(c(O)cc(O)cc(O2)3))) CAS:480-20-6 1.14.11.23 dihydrokaempferol + alpha-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
dihydrokaempferol aromadendrin*(+)-aromadendrin*(+)-Dihydrokaempferol 288.256 C15 H12 O6 c1(cc(ccc(O)1)C2(C(O)C(=O)c3(c(O)cc(O)cc(O2)3))) CAS:480-20-6 1.1.1.219 NADPH + dihydrokaempferol = leucopelargonidin + NADP+ anthocyanin biosynthesis
dihydrokaempferol aromadendrin*(+)-aromadendrin*(+)-Dihydrokaempferol 288.256 C15 H12 O6 c1(cc(ccc(O)1)C2(C(O)C(=O)c3(c(O)cc(O)cc(O2)3))) CAS:480-20-6 1.14.11.9 naringenin + O2 + alpha-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis II
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis I
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.18 5-phosphoribosyl 1-pyrophosphate + anthranilate = N-(5'-phosphoribosyl)-anthranilate + pyrophosphate tryptophan biosynthesis
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine and pyrimidine nucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 HYPXPRIBOSYLTRAN-RXN 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = IMP + pyrophosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.10 5-phosphoribosyl 1-pyrophosphate + orotate = orotidine-5'-phosphate + pyrophosphate de novo biosynthesis of pyrimidine ribonucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.17 ATP + 5-phosphoribosyl 1-pyrophosphate = phosphoribosyl-ATP + pyrophosphate histidine biosynthesis I
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = pyrophosphate + IMP salvage pathways of purine nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = pyrophosphate + IMP salvage pathways of purine nucleosides II (plant)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + pyrophosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP salvage pathways of purine and pyrimidine nucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = pyrophosphate + UMP salvage pathways of pyrimidine ribonucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = pyrophosphate + UMP salvage pathways of purine and pyrimidine nucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine and pyrimidine nucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(O)(O)=O)C1(OC(C(O)C1O)OP(=O)(O)OP(O)(O)=O) LIGAND-CPD:C00119*CAS:13270-65-0 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides II (plant)
phytoene 7,7',8,8',11,11',12,12'-octahydro-ψ,ψ-caro 544.946 C40 H64 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CC=CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05413*CAS:540-04-5 RXN1F-145 phytoene = zeta-carotene carotenoid biosynthesis
phytoene 7,7',8,8',11,11',12,12'-octahydro-ψ,ψ-caro 544.946 C40 H64 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CC=CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05413*CAS:540-04-5 1.14.99.- phytoene + O2 + a reduced acceptor = phytofluene + 2 H2O + an acceptor carotenoid biosynthesis
phytoene 7,7',8,8',11,11',12,12'-octahydro-ψ,ψ-caro 544.946 C40 H64 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CC=CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05413*CAS:540-04-5 2.5.1.32 prephytoene diphosphate = phytoene + pyrophosphate carotenoid biosynthesis
phytoene 7,7',8,8',11,11',12,12'-octahydro-ψ,ψ-caro 544.946 C40 H64 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CC=CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05413*CAS:540-04-5 2.5.1.32 2 geranylgeranyl-PP = phytoene + 2 pyrophosphate carotenoid biosynthesis
maltose β-maltose*maltitol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) LIGAND-CPD:C00208*CAS:69-79-4 2.4.1.25 maltotetraose + beta-D-glucose = maltotriose + maltose glycogen degradation
maltose β-maltose*maltitol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) LIGAND-CPD:C00208*CAS:69-79-4 3.2.1.20 alpha-maltose + maltose + H2O = 2 alpha-D-glucose starch degradation
maltose β-maltose*maltitol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) LIGAND-CPD:C00208*CAS:69-79-4 2.4.1.8 phosphate + maltose = beta-D-Glucose 1-phosphate + beta-D-glucose maltose degradation
maltose β-maltose*maltitol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(CO)OC(O)C(O)C(O)2) LIGAND-CPD:C00208*CAS:69-79-4 3.2.1.2 a long-linear glucan = alpha-maltose + maltose starch degradation
naringenin chalcone 2'44'6-tetrahydroxychalcone 271.249 C15 H11 O5 c1(c(o)c(c(O)cc(O)1)C(=O)C=Cc2(ccc(O)cc2)) CAS:520-36-5 5.5.1.6 naringenin chalcone = naringenin flavonoid biosynthesis
naringenin chalcone 2'44'6-tetrahydroxychalcone 271.249 C15 H11 O5 c1(c(o)c(c(O)cc(O)1)C(=O)C=Cc2(ccc(O)cc2)) CAS:520-36-5 2.3.1.74 coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
D-4-hydroxy-2-keto-glutarate 4-hydroxy-2-oxoglutarate*D-4-hydroxy-2-ketoglutarate*2-k-4-OH-glutarate*2-keto-4-hydroxyglutarate*2-Oxo-4-hydroxyglutarate*4-hydroxy-2-ketoglutarate 162.099 C5 H6 O6 C(O)(=O)C(O)CC(=O)C(=O)O CAS:1187-99-1 4.1.3.16 D-4-hydroxy-2-keto-glutarate = glyoxylate + pyruvate 4-hydroxyproline degradation
D-4-hydroxy-2-keto-glutarate 4-hydroxy-2-oxoglutarate*D-4-hydroxy-2-ketoglutarate*2-k-4-OH-glutarate*2-keto-4-hydroxyglutarate*2-Oxo-4-hydroxyglutarate*4-hydroxy-2-ketoglutarate 162.099 C5 H6 O6 C(O)(=O)C(O)CC(=O)C(=O)O CAS:1187-99-1 2.6.1.23 alpha-ketoglutarate + L-erythro-4-hydroxy-glutamate = L-glutamate + D-4-hydroxy-2-keto-glutarate 4-hydroxyproline degradation
N-methylaminobutanal 101.148 C5 H11 N1 O1 C(NC)CCC=O LIGAND-CPD:C10974 RXN-8246 N-methylaminobutanal = N-methyl-delta1-pyrrolinium cation + H2O N-methyl-delta1-pyrrolinium cation biosynthesis
N-methylaminobutanal 101.148 C5 H11 N1 O1 C(NC)CCC=O LIGAND-CPD:C10974 1.4.3.6 N-methylputrescine + H2O + O2 = N-methylaminobutanal + ammonia + H2O2 N-methyl-delta1-pyrrolinium cation biosynthesis
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil salvage pathways of pyrimidine ribonucleotides
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 2.4.2.3 phosphate + uridine = ribose-1-phosphate + uracil (deoxy)ribose phosphate degradation
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 URA-PHOSPH-RXN phosphate + deoxyuridine = deoxyribose-1-phosphate + uracil salvage pathways of pyrimidine deoxyribonucleotides
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 URA-PHOSPH-RXN phosphate + deoxyuridine = deoxyribose-1-phosphate + uracil (deoxy)ribose phosphate degradation
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = pyrophosphate + UMP salvage pathways of pyrimidine ribonucleotides
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = pyrophosphate + UMP salvage pathways of purine and pyrimidine nucleotides
stigmasterol 412.698 C29 H48 O1 CC(C)C(CC)C=CC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))) RXN-4243 sitosterol = stigmasterol sterol biosynthesis
3-dehydro-shikimate 3-dehydroshikimic acid*5-dehydroshikimic acid*5-dehydroshikimate 172.137 C7 H8 O5 C(=O)(O)C1(=[CH]C(=O)[CH](O)[CH]([CH2]1)O) CAS:10457-99-5*LIGAND-CPD:C02637*CAS:2922-42-1 1.1.1.25 NADPH + 3-dehydro-shikimate = NADP+ + shikimate chorismate biosynthesis
3-dehydro-shikimate 3-dehydroshikimic acid*5-dehydroshikimic acid*5-dehydroshikimate 172.137 C7 H8 O5 C(=O)(O)C1(=[CH]C(=O)[CH](O)[CH]([CH2]1)O) CAS:10457-99-5*LIGAND-CPD:C02637*CAS:2922-42-1 4.2.1.10 3-dehydroquinate = H2O + 3-dehydro-shikimate chorismate biosynthesis
E-phenylitaconyl-CoA E-phenylitaconyl-CoA*E-benzylidene-succinyl-CoA 955.716 C32 H44 N7 O19 P3 S1 C(NCCC(=O)NCCSC(=O)C(CC(O)=O)=Cc1(ccccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-902 E-phenylitaconyl-CoA + H2O = 2-carboxymethyl-3-hydroxyphenylpropionyl-CoA toluene degradation VI (anaerobic)
E-phenylitaconyl-CoA E-phenylitaconyl-CoA*E-benzylidene-succinyl-CoA 955.716 C32 H44 N7 O19 P3 S1 C(NCCC(=O)NCCSC(=O)C(CC(O)=O)=Cc1(ccccc1))(=O)C(O)C(C)(C)COP(O)(=O)OP(=O)(O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-865 (R)-benzylsuccinyl-CoA + an acceptor = E-phenylitaconyl-CoA + a reduced acceptor toluene degradation VI (anaerobic)
2-aminomuconate semialdehyde 2-Aminomuconate 6-semialdehyde*2-aminomuconic semialdehyde 141.126 C6 H7 N1 O3 [CH](=O)C=CC=C(N)C(O)=O 1.2.1.32 H2O + NAD+ + 2-aminomuconate semialdehyde = NADH + 2-amino-muconate tryptophan degradation III (eukaryotic)
2-aminomuconate semialdehyde 2-Aminomuconate 6-semialdehyde*2-aminomuconic semialdehyde 141.126 C6 H7 N1 O3 [CH](=O)C=CC=C(N)C(O)=O 4.1.1.45 2-amino-3-carboxymuconate semialdehyde = CO2 + 2-aminomuconate semialdehyde tryptophan degradation III (eukaryotic)
glucosyl-glycogenin C12 H15 O6 |Protein|1 2.4.1.186 (1,4-alpha-D-glucosyl)n-glucosyl glucogenin + UDP = glucosyl-glycogenin + UDP-D-glucose glycogen biosynthesis II (from UDP-D-Glucose)
glucosyl-glycogenin C12 H15 O6 |Protein|1 2.4.1.186 glycogenin + UDP-D-glucose = glucosyl-glycogenin + UDP glycogen biosynthesis II (from UDP-D-Glucose)
alpha-D-mannose 1-phosphate mannose-1-phosphate*D-mannose-1-phosphate*mannose-1-P 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C03812*CAS:27251-84-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate ascorbate biosynthesis
alpha-D-mannose 1-phosphate mannose-1-phosphate*D-mannose-1-phosphate*mannose-1-P 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C03812*CAS:27251-84-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate GDP-mannose metabolism
alpha-D-mannose 1-phosphate mannose-1-phosphate*D-mannose-1-phosphate*mannose-1-P 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C03812*CAS:27251-84-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate colanic acid building blocks biosynthesis
alpha-D-mannose 1-phosphate mannose-1-phosphate*D-mannose-1-phosphate*mannose-1-P 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C03812*CAS:27251-84-9 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate GDP-mannose metabolism
alpha-D-mannose 1-phosphate mannose-1-phosphate*D-mannose-1-phosphate*mannose-1-P 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C03812*CAS:27251-84-9 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate colanic acid building blocks biosynthesis
alpha-D-mannose 1-phosphate mannose-1-phosphate*D-mannose-1-phosphate*mannose-1-P 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(O)(O)=O)C(O)C(O)C1O) LIGAND-CPD:C03812*CAS:27251-84-9 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + pyrophosphate ascorbate biosynthesis
p-aminobenzoate-beta-D-glucopyranosyl ester p-PAPA-Glc 299.28 C13 H17 N1 O7 C(=O)(c1(ccc(N)cc1))OC2(OC(CO)C(O)C(O)C2O) RXN-6142 p-aminobenzoate + UDP-D-glucose = p-aminobenzoate-beta-D-glucopyranosyl ester + UDP tetrahydrofolate biosynthesis I
allantoate 176.132 C4 H8 N4 O4 C(C(O)=O)(NC(N)=O)NC(N)=O LIGAND-CPD:C00499*CAS:99-16-1 3.5.3.4 H2O + allantoate = S-ureidoglycolate + urea allantoin degradation to ureidoglycolate I (urea producing)
allantoate 176.132 C4 H8 N4 O4 C(C(O)=O)(NC(N)=O)NC(N)=O LIGAND-CPD:C00499*CAS:99-16-1 3.5.2.5 S-allantoin + H2O + allantoin = allantoate allantoin degradation to ureidoglycolate I (urea producing)
allantoate 176.132 C4 H8 N4 O4 C(C(O)=O)(NC(N)=O)NC(N)=O LIGAND-CPD:C00499*CAS:99-16-1 3.5.2.5 S-allantoin + H2O + allantoin = allantoate ureide biosynthesis
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + a carboxylate phospholipases
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 3.1.1.4 a phosphatidylcholine + H2O = linolenate jasmonic acid biosynthesis
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 RXN-1641 a phosphatidylcholine + a 1,2-diacylglycerol = triacylglycerol + 1-acyl-sn-glycero-3-phosphocholine triacylglycerol biosynthesis
a phosphatidylcholine acyl-glycerophosphocholine*a choline phosphatide*a 1,2-diacyl-sn-glycero-3-phosphocholine*a phosphatidyl-N-trimethylethanolamine*a lecithin C10 H19 N1 O8 R21 R11 P1 C([N+](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 2.7.8.2 a 1,2-diacylglycerol + CDP-choline = a phosphatidylcholine + CMP phospholipid biosynthesis II
R-4'-phosphopantothenoyl-L-cysteine (R)-4'-phospho-N-pantothenoyl-L-cysteine*4-P-N-pantothenoylcysteine*4'-P-N-pantothenoylcysteine*N-((R)-4-phosphopantothenoyl)-L-cysteine*4'-phosphopantothenoylcysteine*4'-phospho-N-pantothenoylcysteine*(R)-4'-phosphopantothenoyl-L-cysteine*N-[(R)-4'-phosphopantothenoyl]-L-cysteine 402.355 C12 H23 N2 O9 P1 S1 CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NC(C(O)=O)CS LIGAND-CPD:C04352 4.1.1.36 R-4'-phosphopantothenoyl-L-cysteine = pantetheine 4'-phosphate + CO2 coenzyme A biosynthesis
R-4'-phosphopantothenoyl-L-cysteine (R)-4'-phospho-N-pantothenoyl-L-cysteine*4-P-N-pantothenoylcysteine*4'-P-N-pantothenoylcysteine*N-((R)-4-phosphopantothenoyl)-L-cysteine*4'-phosphopantothenoylcysteine*4'-phospho-N-pantothenoylcysteine*(R)-4'-phosphopantothenoyl-L-cysteine*N-[(R)-4'-phosphopantothenoyl]-L-cysteine 402.355 C12 H23 N2 O9 P1 S1 CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NC(C(O)=O)CS LIGAND-CPD:C04352 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + pyrophosphate + CMP coenzyme A biosynthesis
a fatty aldehyde C2 H3 O1 R1 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a long-chain fatty acid + NADH fatty acid alpha-oxidation
a fatty aldehyde C2 H3 O1 R1 RXN-4122 a 2(R)-hydroperoxy fatty acid = a fatty aldehyde + CO2 + H2O fatty acid alpha-oxidation
H2CO3 carbonic acid 62.025 C1 H2 O3 C(=O)(O)O CAS:463-79-6 4.2.1.1 H2O + CO2 = H2CO3 cyanate degradation
coniferyl aldehyde 4-hydroxy-3-methoxycinnamaldehyde*4-hydroxy-3-methoxycinnamic aldehyde*coniferaldehyde 178.187 C10 H10 O3 C(=O)C=Cc1(cc(OC)c(O)cc1) CAS:458-36-6 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ lignin biosynthesis
coniferyl aldehyde 4-hydroxy-3-methoxycinnamaldehyde*4-hydroxy-3-methoxycinnamic aldehyde*coniferaldehyde 178.187 C10 H10 O3 C(=O)C=Cc1(cc(OC)c(O)cc1) CAS:458-36-6 RXN-1142 coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O lignin biosynthesis
coniferyl aldehyde 4-hydroxy-3-methoxycinnamaldehyde*4-hydroxy-3-methoxycinnamic aldehyde*coniferaldehyde 178.187 C10 H10 O3 C(=O)C=Cc1(cc(OC)c(O)cc1) CAS:458-36-6 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A lignin biosynthesis
a ferricytochrome b1 oxidized cytochrome b1*cytochrome b1 oxidized 1.2.2.1 a ferricytochrome b1 + formate = a ferrocytochrome b1 + CO2 glycine degradation I
CO carbon monoxide*carbon monooxide 28.01 C1 O1 [C-]#[O+] CAS:630-08-0 ACETYLSYNCLTH-RXN CO + corrinoid/iron-sulfur protein, methylated + coenzyme A = acetyl-CoA + corrinoid/iron-sulfur protein reductive acetyl coenzyme A pathway
CO carbon monoxide*carbon monooxide 28.01 C1 O1 [C-]#[O+] CAS:630-08-0 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO reductive acetyl coenzyme A pathway
CO carbon monoxide*carbon monooxide 28.01 C1 O1 [C-]#[O+] CAS:630-08-0 4.1.99.5 a fatty aldehyde = an alkane + CO epicuticular wax biosynthesis
GA15 gibberellin A15*gibberellin A15*GA15 (open lactone form)*gibberellin A15 (open lactone form) 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA15 gibberellin A15*gibberellin A15*GA15 (open lactone form)*gibberellin A15 (open lactone form) 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA15 gibberellin A15*gibberellin A15*GA15 (open lactone form)*gibberellin A15 (open lactone form) 348.438 C20 H28 O5 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA12 + O2 + alpha-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
deoxycytidine d-cytidine*2'-deoxycytidine 227.219 C9 H13 N3 O4 c1(n(c(=O)nc(c1)N)C2(OC(C(C2)O)CO)) LIGAND-CPD:C00881*CAS:951-77-9 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine salvage pathways of pyrimidine deoxyribonucleotides
deoxycytidine d-cytidine*2'-deoxycytidine 227.219 C9 H13 N3 O4 c1(n(c(=O)nc(c1)N)C2(OC(C(C2)O)CO)) LIGAND-CPD:C00881*CAS:951-77-9 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine (deoxy)ribose phosphate degradation
cytosine 4-amino-2-oxo-1,2-dihydropyrimidine 111.103 C4 H5 N3 O1 c1(N)(cc[nH]c(n1)=O) LIGAND-CPD:C00380*CAS:71-30-7 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
indole acetaldehyde indole-3-acetaldehyde*2-(indol-3-yl)acetaldehyde 159.187 C10 H9 N1 O1 c1(c(CC=O)c2(c([nH]1)cccc2)) CAS:2591-98-2 1.2.3.7 O2 + 2 indole acetaldehyde = 2 indole-3-acetate tryptophan degradation VI (via tryptamine)
indole acetaldehyde indole-3-acetaldehyde*2-(indol-3-yl)acetaldehyde 159.187 C10 H9 N1 O1 c1(c(CC=O)c2(c([nH]1)cccc2)) CAS:2591-98-2 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 tryptophan degradation VI (via tryptamine)
2-amino-4-oxopentanoate 131.131 C5 H9 N1 O3 CC(=O)CC(N)C(O)=O CAS:4439-83-2 AKPTHIOL-RXN 2-amino-4-oxopentanoate + coenzyme A = D-alanine + acetyl-CoA interconversion of arginine, ornithine and proline
2-amino-4-oxopentanoate 131.131 C5 H9 N1 O3 CC(=O)CC(N)C(O)=O CAS:4439-83-2 1.4.1.12 NADP+ + H2O + 2,4-diaminopentanoate = ammonia + NADPH + 2-amino-4-oxopentanoate interconversion of arginine, ornithine and proline
a fatty acid a long chain fatty acid*free fatty acid*a fatty acid anion*fatty acid*A LONG-CHAIN CARBOXYLIC ACID*A LONG-CHAIN ACID ANION*A LONG-CHAIN FATTY ACID ANION*a long-chain carboxylate*RCH2CH2COOH C2 H3 O2 R1 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + pyrophosphate + AMP fatty acid oxidation pathway I
a fatty acid a long chain fatty acid*free fatty acid*a fatty acid anion*fatty acid*A LONG-CHAIN CARBOXYLIC ACID*A LONG-CHAIN ACID ANION*A LONG-CHAIN FATTY ACID ANION*a long-chain carboxylate*RCH2CH2COOH C2 H3 O2 R1 3.1.1.23 H2O + acylglycerol = a fatty acid + glycerol triacylglycerol degradation
a fatty acid a long chain fatty acid*free fatty acid*a fatty acid anion*fatty acid*A LONG-CHAIN CARBOXYLIC ACID*A LONG-CHAIN ACID ANION*A LONG-CHAIN FATTY ACID ANION*a long-chain carboxylate*RCH2CH2COOH C2 H3 O2 R1 RXN-1602 a 1,2-diacylglycerol + H2O = 2-acylglycerol + a fatty acid triacylglycerol degradation
a fatty acid a long chain fatty acid*free fatty acid*a fatty acid anion*fatty acid*A LONG-CHAIN CARBOXYLIC ACID*A LONG-CHAIN ACID ANION*A LONG-CHAIN FATTY ACID ANION*a long-chain carboxylate*RCH2CH2COOH C2 H3 O2 R1 3.1.1.3 H2O + triacylglycerol = a fatty acid + a 1,2-diacylglycerol triacylglycerol degradation
D-ribose α-D-ribofuranose*α-D-ribose*ribose*α-D-ribose-5 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O1)O) LIGAND-CPD:C00121*CAS:50-69-1 2.7.1.15 D-ribose + ATP = D-ribose-5-phosphate + ADP ribose degradation
D-ribose α-D-ribofuranose*α-D-ribose*ribose*α-D-ribose-5 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O1)O) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.7 H2O + adenosine = D-ribose + adenine salvage pathways of purine nucleosides II (plant)
D-ribose α-D-ribofuranose*α-D-ribose*ribose*α-D-ribose-5 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O1)O) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose salvage pathways of purine nucleosides II (plant)
D-ribose α-D-ribofuranose*α-D-ribose*ribose*α-D-ribose-5 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O1)O) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose purine degradation
D-ribose α-D-ribofuranose*α-D-ribose*ribose*α-D-ribose-5 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O1)O) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides II (plant)
D-ribose α-D-ribofuranose*α-D-ribose*ribose*α-D-ribose-5 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O1)O) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.1 xanthosine + H2O = xanthine + D-ribose purine degradation
D-ribose α-D-ribofuranose*α-D-ribose*ribose*α-D-ribose-5 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O1)O) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides II (plant)
D-ribose α-D-ribofuranose*α-D-ribose*ribose*α-D-ribose-5 150.131 C5 H10 O5 C(O)C1(C(O)C(O)C(O1)O) LIGAND-CPD:C00121*CAS:50-69-1 3.2.2.1 guanosine + H2O = guanine + D-ribose purine degradation
N-acetyl-L-glutamate N-acetylglutamic acid*acetyl-glu*N-acetyl-glutamate*acetyl-glutamate*N-acetyl L-glutamic acid 189.168 C7 H11 N1 O5 CC(=O)NC(C(O)=O)CCC(O)=O LIGAND-CPD:C00624*CAS:1188-37-0 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP arginine biosynthesis II (acetyl cycle)
N-acetyl-L-glutamate N-acetylglutamic acid*acetyl-glu*N-acetyl-glutamate*acetyl-glutamate*N-acetyl L-glutamic acid 189.168 C7 H11 N1 O5 CC(=O)NC(C(O)=O)CCC(O)=O LIGAND-CPD:C00624*CAS:1188-37-0 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP ornithine biosynthesis
N-acetyl-L-glutamate N-acetylglutamic acid*acetyl-glu*N-acetyl-glutamate*acetyl-glutamate*N-acetyl L-glutamic acid 189.168 C7 H11 N1 O5 CC(=O)NC(C(O)=O)CCC(O)=O LIGAND-CPD:C00624*CAS:1188-37-0 2.3.1.35 L-glutamate + N-acetyl-L-ornithine = N-acetyl-L-glutamate + L-ornithine arginine biosynthesis II (acetyl cycle)
N-acetyl-L-glutamate N-acetylglutamic acid*acetyl-glu*N-acetyl-glutamate*acetyl-glutamate*N-acetyl L-glutamic acid 189.168 C7 H11 N1 O5 CC(=O)NC(C(O)=O)CCC(O)=O LIGAND-CPD:C00624*CAS:1188-37-0 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A arginine biosynthesis II (acetyl cycle)
N-acetyl-L-glutamate N-acetylglutamic acid*acetyl-glu*N-acetyl-glutamate*acetyl-glutamate*N-acetyl L-glutamic acid 189.168 C7 H11 N1 O5 CC(=O)NC(C(O)=O)CCC(O)=O LIGAND-CPD:C00624*CAS:1188-37-0 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A ornithine biosynthesis
SO42- SO42-*sulphate*SO4-2*sulfate*SO4-- 96.058 O4 S1 O=S([O-])([O-])=O CAS:7664-93-9*LIGAND-CPD:C00059*CAS:14808-79-8 2.7.7.4 SO42- + ATP = APS + pyrophosphate dissimilatory sulfate reduction
SO42- SO42-*sulphate*SO4-2*sulfate*SO4-- 96.058 O4 S1 O=S([O-])([O-])=O CAS:7664-93-9*LIGAND-CPD:C00059*CAS:14808-79-8 2.7.7.4 SO42- + ATP = APS + pyrophosphate sulfate assimilation III
SO42- SO42-*sulphate*SO4-2*sulfate*SO4-- 96.058 O4 S1 O=S([O-])([O-])=O CAS:7664-93-9*LIGAND-CPD:C00059*CAS:14808-79-8 3.1.6.6 H2O + choline sulfate = SO42- + choline choline-O-sulfate degradation
SO42- SO42-*sulphate*SO4-2*sulfate*SO4-- 96.058 O4 S1 O=S([O-])([O-])=O CAS:7664-93-9*LIGAND-CPD:C00059*CAS:14808-79-8 SO3OXTFER-RXN SO3-2 + 2 oxidized cytochrome c + H2O = SO42- + 2 reduced cytochrome c + 2 H+ sulfur oxidation
4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol 412.654 C28 H44 O2 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C=O)C(O)CC4)))) 1.14.13.72 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol 412.654 C28 H44 O2 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C=O)C(O)CC4)))) 1.14.13.72 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
5-amino-levulinate 5-Amino-4-oxopentanoate*5-amino-4-oxo-pentanoic acid*5-amino-levulinic acid*5-amino-4-oxopentanoic acid*γ-aminolevulinic acid*5-aminolevulinic acid*5-aminolevulinate*ALA*δ-aminolevulinic acid 131.131 C5 H9 N1 O3 C(N)C(=O)CCC(=O)O CAS:5451-09-2*PUBCHEM:137*LIGAND-CPD:C00430*CAS:106-60-5 4.2.1.24 2 5-amino-levulinate = 2 H2O + porphobilinogen chlorophyllide a biosynthesis
5-amino-levulinate 5-Amino-4-oxopentanoate*5-amino-4-oxo-pentanoic acid*5-amino-levulinic acid*5-amino-4-oxopentanoic acid*γ-aminolevulinic acid*5-aminolevulinic acid*5-aminolevulinate*ALA*δ-aminolevulinic acid 131.131 C5 H9 N1 O3 C(N)C(=O)CCC(=O)O CAS:5451-09-2*PUBCHEM:137*LIGAND-CPD:C00430*CAS:106-60-5 5.4.3.8 glutamate-1-semialdehyde = 5-amino-levulinate chlorophyllide a biosynthesis
hydroxymethylbilane 854.82 C40 H42 N4 O17 c1(nc(c(CCC(O)=O)c1CC(=O)O)Cc2(nc(c(CC(O)=O)c2CCC(=O)O)Cc3(nc(c(CC(=O)O)c3CCC(O)=O)Cc4(c(CCC(=O)O)c(CC(O)=O)c(n4)CO)))) LIGAND-CPD:C01024*CAS:73023-76-4 4.2.1.75 hydroxymethylbilane = uroporphyrinogen-III + H2O chlorophyllide a biosynthesis
hydroxymethylbilane 854.82 C40 H42 N4 O17 c1(nc(c(CCC(O)=O)c1CC(=O)O)Cc2(nc(c(CC(O)=O)c2CCC(=O)O)Cc3(nc(c(CC(=O)O)c3CCC(O)=O)Cc4(c(CCC(=O)O)c(CC(O)=O)c(n4)CO)))) LIGAND-CPD:C01024*CAS:73023-76-4 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane chlorophyllide a biosynthesis
S-ureidoglycolate (-)-ureidoglycolate*ureidoglycolate 134.091 C3 H6 N2 O4 C(C(=O)O)(O)NC(N)=O LIGAND-CPD:C00603*CAS:2017665 4.3.2.3 S-ureidoglycolate = urea + glyoxylate allantoin degradation to glyoxylate I
S-ureidoglycolate (-)-ureidoglycolate*ureidoglycolate 134.091 C3 H6 N2 O4 C(C(=O)O)(O)NC(N)=O LIGAND-CPD:C00603*CAS:2017665 3.5.3.4 H2O + allantoate = S-ureidoglycolate + urea allantoin degradation to ureidoglycolate I (urea producing)
kaempferol-3-O-gentiobioside-7-O-rhamnoside kaempferol-3-O-[glucopyranosyl(1-6)glucopyranoside]-7-O-rhamnopyranoside 756.667 C33 H40 O20 C1(OC(C(O)C(O)C(O)1)COC2(OC(CO)C(O)C(O)C(O)2))Oc3(c(=O)c5(c(oc3c4(ccc(O)cc4))cc(cc(O)5)OC6(C(O)C(O)C(O)C(C)O6))) RXN1F-444 kaempferol-3-glucoside-7-rhamnoside + UDP-D-glucose = kaempferol-3-O-gentiobioside-7-O-rhamnoside + UDP flavonol biosynthesis
quercetin-3-glucoside quercetin-3-O-β-D-glucoside 464.382 C21 H20 O12 C(O)C1(OC(C(O)C(O)C1O)Oc3(c(c2(cc(O)c(O)cc2))oc4(c(c3=O)c(O)cc(c4)O))) 2.4.1.91 quercetin + UDP-D-glucose = quercetin-3-glucoside + UDP flavonol biosynthesis
histidinal L-histidinal 139.157 C6 H9 N3 O1 c1(c(nc[nH]1)C[CH](N)C=O) 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
histidinal L-histidinal 139.157 C6 H9 N3 O1 c1(c(nc[nH]1)C[CH](N)C=O) 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
sinapaldehyde 208.213 C11 H12 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)OC) 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ lignin biosynthesis
sinapaldehyde 208.213 C11 H12 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)OC) 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-homocysteine + sinapaldehyde lignin biosynthesis
choline 104.172 C5 H14 N1 O1 C(O)C[N+](C)(C)C LIGAND-CPD:C00114*CAS:62-49-7 1.14.15.7 choline + O2 + 2 reduced ferredoxin + 2 H+ = betaine aldehyde hydrate + H2O + 2 oxidized ferredoxin glycine betaine biosynthesis III (plants)
choline 104.172 C5 H14 N1 O1 C(O)C[N+](C)(C)C LIGAND-CPD:C00114*CAS:62-49-7 1.1.1.1 choline + NAD+ = betaine aldehyde + NADH + H+ glycine betaine biosynthesis II (Gram-positive bacteria)
choline 104.172 C5 H14 N1 O1 C(O)C[N+](C)(C)C LIGAND-CPD:C00114*CAS:62-49-7 1.1.99.1 choline + an acceptor = betaine aldehyde + a reduced acceptor glycine betaine biosynthesis I (Gram-negative bacteria)
choline 104.172 C5 H14 N1 O1 C(O)C[N+](C)(C)C LIGAND-CPD:C00114*CAS:62-49-7 3.1.6.6 H2O + choline sulfate = SO42- + choline choline-O-sulfate degradation
choline 104.172 C5 H14 N1 O1 C(O)C[N+](C)(C)C LIGAND-CPD:C00114*CAS:62-49-7 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
4-methyl-5-(beta-hydroxyethyl)thiazole phosphate 4-4-methyl-5-(2-phosphonooxyethyl)-thiazole*4-methyl-5-(2-phosphoethyl)-thiazole*THZ-P*4-Methyl-5-(2-phosphono-oxyethyl)-thiazole 223.183 C6 H10 N1 O4 P1 S1 Cc1(c(scn1)CCOP(O)(=O)O) LIGAND-CPD:C04327 2.5.1.3 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate = thiamine-phosphate + pyrophosphate thiamin biosynthesis
4-methyl-5-(beta-hydroxyethyl)thiazole phosphate 4-4-methyl-5-(2-phosphonooxyethyl)-thiazole*4-methyl-5-(2-phosphoethyl)-thiazole*THZ-P*4-Methyl-5-(2-phosphono-oxyethyl)-thiazole 223.183 C6 H10 N1 O4 P1 S1 Cc1(c(scn1)CCOP(O)(=O)O) LIGAND-CPD:C04327 2.7.1.50 ATP + 4-methyl-5-(beta-hydroxyethyl)thiazole = ADP + 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate thiamin biosynthesis
4-methyl-5-(beta-hydroxyethyl)thiazole phosphate 4-4-methyl-5-(2-phosphonooxyethyl)-thiazole*4-methyl-5-(2-phosphoethyl)-thiazole*THZ-P*4-Methyl-5-(2-phosphono-oxyethyl)-thiazole 223.183 C6 H10 N1 O4 P1 S1 Cc1(c(scn1)CCOP(O)(=O)O) LIGAND-CPD:C04327 THIAZOLSYN2-RXN L-tyrosine + 1-deoxy-D-xylulose 5-phosphate + ThiS-COSH = 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-hydroxybenzyl alcohol + C1 of tyrosine + ThiS protein thiamin biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP purine nucleotides de novo biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + pyrophosphate + NAD+ NAD biosynthesis I (from aspartate)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 6.3.4.16 ammonia + H2O + CO2 + 2 ATP = phosphate + carbamoyl-phosphate + 2 ADP urea cycle
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.3.6 N-methylputrescine + H2O + O2 = N-methylaminobutanal + ammonia + H2O2 N-methyl-delta1-pyrrolinium cation biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + alpha-ketoglutarate glutamate degradation I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.2 (2S, 3S)-3-methylaspartate = ammonia + mesaconate glutamate degradation VIII (to propionate)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.2 (2S, 3S)-3-methylaspartate = ammonia + mesaconate glutamate degradation VII (to butyrate)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.5.7 acrylonitrile + 2 H2O = acrylate + ammonia acrylonitrile degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.12 L-ornithine + NAD+ = ammonia + L-proline + NADH + H+ arginine degradation VII (arginase 3 pathway)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.6.6.- L-canaline + NADPH = homoserine + ammonia + NADP+ canavanine degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.1 L-aspartate = ammonia + fumarate superpathway of aspartate and asparagine biosynthesis; interconversion of aspartate and asparagine.
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine superpathway of polyamine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.2 L-glutamine + H2O = ammonia + L-glutamate citrulline biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.3.6 H2O + L-arginine = ammonia + citrulline interconversion of arginine, ornithine and proline
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.1.12 NADP+ + H2O + 2,4-diaminopentanoate = ammonia + NADPH + 2-amino-4-oxopentanoate interconversion of arginine, ornithine and proline
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.20 H2O + citrulline = ammonia + CO2 + L-ornithine proline biosynthesis V (from arginine)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 tryptophan degradation VI (via tryptamine)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.13 H2O + dCTP = ammonia + dUTP de novo biosynthesis of pyrimidine deoxyribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine methionine degradation I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.6 AMP + H2O = IMP + ammonia salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.6 AMP + H2O = IMP + ammonia purine degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.4 acrylamide + H2O = ammonia + acrylate + H+ acrylonitrile degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.4 nicotinamide + H2O = ammonia + nicotinate aldoxime degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 1.4.3.5 O2 + H2O + pyridoxamine 5'-phosphate = ammonia + H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine methionine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine sulfate assimilation III
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 ADDALT-RXN ammonia + deoxyinosine = H2O + deoxyadenosine salvage pathways of adenine, hypoxanthine, and their nucleosides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of adenine, hypoxanthine, and their nucleosides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of purine nucleosides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine cleavage
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine superpathway of polyamine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.5 H2O + urea = 2 ammonia + CO2 arginine degradation VII (arginase 3 pathway)
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.5 H2O + urea = 2 ammonia + CO2 canavanine degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate superpathway of aspartate and asparagine biosynthesis; interconversion of aspartate and asparagine.
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation II
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane chlorophyllide a biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.19 L-threonine = 2-oxobutanoate + ammonia isoleucine biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.17 L-serine = pyruvate + ammonia L-serine degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.17 L-serine = pyruvate + ammonia glycine betaine degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 2.1.2.10 H-protein-S-(aminomethyldihydrolipoyl)lysine + tetrahydrofolate = H-Gcv-protein-(dihydrolipoyl)lysine + 5,10-methylene-THF + ammonia glycine degradation I
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of purine and pyrimidine nucleotides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.5 H2O + cytidine = ammonia + uridine (deoxy)ribose phosphate degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine salvage pathways of pyrimidine deoxyribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine (deoxy)ribose phosphate degradation
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylic acid biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate suberin biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] LIGAND-CPD:C00014*CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone 1.3.5.1 UQ + succinate = UQH2 + fumarate superpathway of glyoxylate cycle
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone 1.1.5.2 beta-D-glucose + UQ = glucono-delta-lactone + UQH2 glucose and glucose-1-phosphate degradation
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 NADH + UQ + H+ = NAD+ + UQH2
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone RXN0-5244 UQ + 2 H+ + 2 e- = UQH2 UQ + succinate = UQH2 + fumarate
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor II
a ubiquinone Q*ubiquinones*coenzyme-Qn*ubiquinone 1.10.2.2 2 oxidized cytochrome c + UQH2 = 2 reduced cytochrome c + UQ aerobic respiration -- electron donor II
L-dehydro-ascorbate dehydroascorbate 174.11 C6 H6 O6 C1(OC(C(O)CO)C(=O)C(=O)1)(=O) LIGAND-CPD:C00425 1.8.5.1 L-dehydro-ascorbate + 2 glutathione = glutathione disulfide + L-ascorbate ascorbate glutathione cycle
L-dehydro-ascorbate dehydroascorbate 174.11 C6 H6 O6 C1(OC(C(O)CO)C(=O)C(=O)1)(=O) LIGAND-CPD:C00425 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
L-dehydro-ascorbate dehydroascorbate 174.11 C6 H6 O6 C1(OC(C(O)CO)C(=O)C(=O)1)(=O) LIGAND-CPD:C00425 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
L-dehydro-ascorbate dehydroascorbate 174.11 C6 H6 O6 C1(OC(C(O)CO)C(=O)C(=O)1)(=O) LIGAND-CPD:C00425 RXN-3523 2 monodehydroascorbate = L-ascorbate + L-dehydro-ascorbate ascorbate glutathione cycle
L-dehydro-ascorbate dehydroascorbate 174.11 C6 H6 O6 C1(OC(C(O)CO)C(=O)C(=O)1)(=O) LIGAND-CPD:C00425 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = 2 H2O + ethene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
dTDP TDP*thymidine 5'-(trihydrogen diphosphate) (9CI)*deoxy-TDP*thymidine-5'-diphosphate*thymidine-diphosphate 402.191 C10 H16 N2 O11 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00363*CAS:491-97-4 2.7.4.6 dTDP + ATP = dTTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
dTDP TDP*thymidine 5'-(trihydrogen diphosphate) (9CI)*deoxy-TDP*thymidine-5'-diphosphate*thymidine-diphosphate 402.191 C10 H16 N2 O11 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00363*CAS:491-97-4 2.7.4.9 dTMP + ATP = dTDP + ADP salvage pathways of purine and pyrimidine nucleotides
dTDP TDP*thymidine 5'-(trihydrogen diphosphate) (9CI)*deoxy-TDP*thymidine-5'-diphosphate*thymidine-diphosphate 402.191 C10 H16 N2 O11 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00363*CAS:491-97-4 2.7.4.9 dTMP + ATP = dTDP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
dTDP TDP*thymidine 5'-(trihydrogen diphosphate) (9CI)*deoxy-TDP*thymidine-5'-diphosphate*thymidine-diphosphate 402.191 C10 H16 N2 O11 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00363*CAS:491-97-4 RXN1F-443 kaempferol-3-glucoside + dTDP-alpha-L-rhamnose = kaempferol-3-glucoside-7-rhamnoside + dTDP flavonol biosynthesis
dTDP TDP*thymidine 5'-(trihydrogen diphosphate) (9CI)*deoxy-TDP*thymidine-5'-diphosphate*thymidine-diphosphate 402.191 C10 H16 N2 O11 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00363*CAS:491-97-4 RXN1F-474 kaempferol + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside + dTDP flavonol biosynthesis
dTDP TDP*thymidine 5'-(trihydrogen diphosphate) (9CI)*deoxy-TDP*thymidine-5'-diphosphate*thymidine-diphosphate 402.191 C10 H16 N2 O11 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00363*CAS:491-97-4 RXN1F-475 kaempferol-3-rhamnoside + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside-7-rhamnoside + dTDP flavonol biosynthesis
pimeloyl-CoA 6-carboxyhexanoyl-CoA 909.688 C28 H46 N7 O19 P3 S1 C(O)(=O)CCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(O)(=O)OCC1(OC(C(O)C1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01063 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis II
pimeloyl-CoA 6-carboxyhexanoyl-CoA 909.688 C28 H46 N7 O19 P3 S1 C(O)(=O)CCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(O)(=O)OCC1(OC(C(O)C1OP(O)(=O)O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C01063 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis I
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(N)(=O)CC(N)C(O)=O LIGAND-CPD:C00152*CAS:70-47-3*CAS:7006-34-0 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate superpathway of aspartate and asparagine biosynthesis; interconversion of aspartate and asparagine.
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(N)(=O)CC(N)C(O)=O LIGAND-CPD:C00152*CAS:70-47-3*CAS:7006-34-0 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation II
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(N)(=O)CC(N)C(O)=O LIGAND-CPD:C00152*CAS:70-47-3*CAS:7006-34-0 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(N)(=O)CC(N)C(O)=O LIGAND-CPD:C00152*CAS:70-47-3*CAS:7006-34-0 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + pyrophosphate + AMP tRNA charging pathway
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(N)(=O)CC(N)C(O)=O LIGAND-CPD:C00152*CAS:70-47-3*CAS:7006-34-0 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
L-asparagine asparagine*α-aminosuccinamic acid*(-)-asparagine*(S)-2,4-diamino-4-oxobutanoic acid*(S)-asparagine*2,4-diamino-4-oxobutanoic acid, (S)-*2-aminosuccinamic acid, L-*agedoite*altheine*asparagine acid*aspartic acid β-amide*butanoic acid, 2,4-diamino-4-oxo-, (S)-*L-2,4-diamino-4-oxobutanoic acid*L-asparatamine*L-β-asparagine 132.119 C4 H8 N2 O3 C(N)(=O)CC(N)C(O)=O LIGAND-CPD:C00152*CAS:70-47-3*CAS:7006-34-0 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
glycolaldehyde 2-OH-acetaldehyde*glycolaldehyde*hydroxyacetaldehyde*2-hydroxyethanal 60.052 C2 H4 O2 C(O)C=O LIGAND-CPD:C00266*CAS:141-46-8 4.1.2.25 dihydro-neo-pterin = glycolaldehyde + 6-hydroxymethyl-dihydropterin tetrahydrofolate biosynthesis
glycolaldehyde 2-OH-acetaldehyde*glycolaldehyde*hydroxyacetaldehyde*2-hydroxyethanal 60.052 C2 H4 O2 C(O)C=O LIGAND-CPD:C00266*CAS:141-46-8 4.1.2.25 dihydro-neo-pterin = glycolaldehyde + 6-hydroxymethyl-dihydropterin tetrahydrofolate biosynthesis I
3-hydroxy-anthranilate 3-hydroxyanthranilate 153.137 C7 H7 N1 O3 C(O)(=O)c1(c(N)c(O)ccc1) CAS:548-93-6 1.13.11.6 O2 + 3-hydroxy-anthranilate = 2-amino-3-carboxymuconate semialdehyde tryptophan degradation III (eukaryotic)
3-hydroxy-anthranilate 3-hydroxyanthranilate 153.137 C7 H7 N1 O3 C(O)(=O)c1(c(N)c(O)ccc1) CAS:548-93-6 3.7.1.3 3-hydroxy-L-kynurenine + H2O = 3-hydroxy-anthranilate + L-alanine tryptophan degradation III (eukaryotic)
dolichyl beta-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)OC1(OC(CO)C(O)C(O)C(O)1) RXN-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)OC1(OC(CO)C(O)C(O)C(O)1) RXN-5471 glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)OC1(OC(CO)C(O)C(O)C(O)1) RXN-5470 (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl beta-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCOP(O)(=O)OC1(OC(CO)C(O)C(O)C(O)1) 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl beta-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine 2.3.1.168 enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + coenzyme A = enzyme N6-(dihydrolipoyl)lysine + isobutyryl-CoA branched-chain alpha-keto acid dehydrogenase complexes
enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine 1.2.4.4 enzyme N6-(lipoyl)lysine + 2-keto-isovalerate = CO2 + enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine branched-chain alpha-keto acid dehydrogenase complexes
2-decaprenyl-6-methoxy-1,4-benzoquinol 823.336 C57 H90 O3 CC(CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(O)C(OC)=CC(C=1)O) 2.1.1.- 2-decaprenyl-6-methoxy-1,4-benzoquinol + S-adenosyl-L-methionine = 2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
2-decaprenyl-6-methoxy-1,4-benzoquinol 823.336 C57 H90 O3 CC(CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(O)C(OC)=CC(C=1)O) 1.14.3.- 2-decaprenyl-6-methoxyphenol + O2 = 2-decaprenyl-6-methoxy-1,4-benzoquinol + H2O ubiquinone-10 biosynthesis (eukaryotic)
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + 5'-methylthioadenosine superpathway of polyamine biosynthesis II
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + 5'-methylthioadenosine spermidine biosynthesis
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 2.1.1.53 putrescine + S-adenosyl-L-methionine = S-adenosyl-homocysteine + N-methylputrescine N-methyl-delta1-pyrrolinium cation biosynthesis
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 3.5.3.11 H2O + agmatine = urea + putrescine superpathway of arginine, putrescine, and 4-aminobutyrate degradation
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 4.1.1.17 L-ornithine = CO2 + putrescine superpathway of polyamine biosynthesis II
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 4.1.1.17 L-ornithine = CO2 + putrescine superpathway of ornithine degradation
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine superpathway of polyamine biosynthesis II
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134*CAS:110-60-1 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
palmitoleoyl-ACP B1094*AcpP*palmitoleoyl-acyl carrier protein 2.3.1.- KDO2-lipid IVA + palmitoleoyl-ACP = KDO2-(palmitoleoyl)-lipid IVA + acyl carrier protein superpathway of KDO2-lipid A biosynthesis
tRNAleu TRNA(LEU) LIGAND-CPD:C01645 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + pyrophosphate + AMP tRNA charging pathway
2,3-dihydroxy-3-methylvalerate (R)-2,3-Dihydroxy-3-methylpentanoate*(R)-2,3-Dihydroxy-3-methylvalerate*2,3-dihydroxy-3-methylpentanoate 148.158 C6 H12 O4 CC(CC)(O)C(O)C(=O)O LIGAND-CPD:C06007 4.2.1.9 2,3-dihydroxy-3-methylvalerate = 2-keto-3-methyl-valerate + H2O isoleucine biosynthesis I
2,3-dihydroxy-3-methylvalerate (R)-2,3-Dihydroxy-3-methylpentanoate*(R)-2,3-Dihydroxy-3-methylvalerate*2,3-dihydroxy-3-methylpentanoate 148.158 C6 H12 O4 CC(CC)(O)C(O)C(=O)O LIGAND-CPD:C06007 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine biosynthesis I
octadec-9-ene-1,18-dioic-acid 312.448 C18 H32 O4 C(=O)(O)CCCCCCCC=CCCCCCCCC(O)=O 1.1.1.- 18-oxooleate + NADP+ + H2O = octadec-9-ene-1,18-dioic-acid + NADPH suberin biosynthesis
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = pyrophosphate + UMP salvage pathways of pyrimidine ribonucleotides
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = pyrophosphate + UMP salvage pathways of purine and pyrimidine nucleotides
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.7.4.- ATP + UMP = ADP + UDP salvage pathways of purine and pyrimidine nucleotides
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.7.4.- ATP + UMP = ADP + UDP de novo biosynthesis of pyrimidine ribonucleotides
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.7.1.48 uridine + GTP = UMP + GDP salvage pathways of pyrimidine ribonucleotides
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 2.7.1.48 UMP + ADP = uridine + ATP salvage pathways of purine and pyrimidine nucleotides
UMP uridylate*5'-UMP*U*uridine-5'-monophosphate*5'-uridylic acid (8CI)(9CI)*uridine-monophosphate*uridine-5'-phosphate*uridine-phosphate 324.183 C9 H13 N2 O9 P1 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(O)C2O)COP(O)(O)=O)) LIGAND-CPD:C00105*CAS:58-97-9 4.1.1.23 orotidine-5'-phosphate = CO2 + UMP de novo biosynthesis of pyrimidine ribonucleotides
a D-3-hydroxy-acyl-ACP (3R)-3-hydroxyacyl-[acyl-carrier protein]*CH3(CH2)xCHOHCH2CO-S-ACP*beta-OH-acyl-ACP*beta-hydroxy-acyl-ACP C3 H4 O2 R1 ACP1 1.1.1.100 NADPH + a beta-ketoacyl-ACP = a D-3-hydroxy-acyl-ACP + NADP+ fatty acid elongation -- saturated
a D-3-hydroxy-acyl-ACP (3R)-3-hydroxyacyl-[acyl-carrier protein]*CH3(CH2)xCHOHCH2CO-S-ACP*beta-OH-acyl-ACP*beta-hydroxy-acyl-ACP C3 H4 O2 R1 ACP1 1.1.1.100 NADPH + a beta-ketoacyl-ACP = a D-3-hydroxy-acyl-ACP + NADP+ fatty acid elongation -- unsaturated
a D-3-hydroxy-acyl-ACP (3R)-3-hydroxyacyl-[acyl-carrier protein]*CH3(CH2)xCHOHCH2CO-S-ACP*beta-OH-acyl-ACP*beta-hydroxy-acyl-ACP C3 H4 O2 R1 ACP1 4.2.1.60 a D-3-hydroxy-acyl-ACP = a trans-delta2-enoyl-acyl-ACP + H2O fatty acid elongation -- saturated
a D-3-hydroxy-acyl-ACP (3R)-3-hydroxyacyl-[acyl-carrier protein]*CH3(CH2)xCHOHCH2CO-S-ACP*beta-OH-acyl-ACP*beta-hydroxy-acyl-ACP C3 H4 O2 R1 ACP1 4.2.1.60 a D-3-hydroxy-acyl-ACP = a trans-delta2-enoyl-acyl-ACP + H2O fatty acid elongation -- unsaturated
D-sedoheptulose-1,7-bisphosphate sedoheptulose 1,7-bisphosphate*D-sedoheptulose-1,7-diphosphate*D-sedoheptulose-1,7-P2 370.143 C7 H16 O13 P2 C(OP(=O)(O)O)C(=O)C(O)C(O)C(O)C(O)COP(O)(=O)O 3.1.3.37 H2O + D-sedoheptulose-1,7-bisphosphate = phosphate + D-sedoheptulose-7-phosphate Calvin cycle
D-sedoheptulose-1,7-bisphosphate sedoheptulose 1,7-bisphosphate*D-sedoheptulose-1,7-diphosphate*D-sedoheptulose-1,7-P2 370.143 C7 H16 O13 P2 C(OP(=O)(O)O)C(=O)C(O)C(O)C(O)C(O)COP(O)(=O)O 4.1.2.- dihydroxy-acetone-phosphate + D-erythrose-4-phosphate = D-sedoheptulose-1,7-bisphosphate Calvin cycle
phosphoribosyl-AMP 1-(5-Phosphoribosyl)-AMP*N1-(5-phospho-D-ribosyl)-AMP*5-phosphoribosyl-AMP*N-(5-phospho-D-ribosyl)-AMP*N-(5'-phospho-D-ribosyl)-AMP 559.319 C15 H23 N5 O14 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n3(c2(ncn(c(=N)c2nc3)C4(OC(C(O)C(O)4)COP(O)(=O)O)))) LIGAND-CPD:C02741 3.5.4.19 phosphoribosyl-AMP + H2O = phosphoribosylformiminoAICAR-phosphate histidine biosynthesis I
phosphoribosyl-AMP 1-(5-Phosphoribosyl)-AMP*N1-(5-phospho-D-ribosyl)-AMP*5-phosphoribosyl-AMP*N-(5-phospho-D-ribosyl)-AMP*N-(5'-phospho-D-ribosyl)-AMP 559.319 C15 H23 N5 O14 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)n3(c2(ncn(c(=N)c2nc3)C4(OC(C(O)C(O)4)COP(O)(=O)O)))) LIGAND-CPD:C02741 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + pyrophosphate histidine biosynthesis I
dolichol 1109.922 C80 H132 O1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCO 2.7.1.108 dolichol + CTP = dolichyl-phosphate + CDP dolichyl-diphosphooligosaccharide biosynthesis
carboxy-biotin carboxyl carrier protein FabE*B3255*AccB*BCCP-biotin-CO2 6.3.4.14 biotin carboxyl carrier protein (dimer) + CO2 + ATP = phosphate + ADP + carboxy-biotin carboxyl carrier protein fatty acid biosynthesis -- initial steps
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine and S-adenosylmethionine synthesis
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine sulfate assimilation III
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.14 5-methyl-THF + homocysteine = tetrahydrofolate + L-methionine SAM cycle
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.14 5-methyl-THF + homocysteine = tetrahydrofolate + L-methionine formylTHF biosynthesis II
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.10 homocysteine + S-adenosyl-L-methionine = S-adenosyl-homocysteine + L-methionine methionine biosynthesis II
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.- S-Methyl-L-methionine + homocysteine = 2 L-methionine methionine biosynthesis II
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 4.2.1.22 homocysteine + L-serine = H2O + cystathionine methionine degradation I
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.13 homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate folate transformations
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.13 homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis I
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 2.1.1.5 homocysteine + glycine betaine = L-methionine + dimethylglycine glycine betaine degradation
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine methionine biosynthesis II
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine sulfate assimilation III
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 3.3.1.1 S-adenosyl-homocysteine + H2O = homocysteine + adenosine methionine degradation I
homocysteine homocysteine*homo-cys*L-Homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O CAS:6027-13-0*LIGAND-CPD:C00155*CAS:454-28-4 3.3.1.1 S-adenosyl-homocysteine + H2O = homocysteine + adenosine SAM cycle
2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate 6-hydroxymethyl-dihydropterin pyrophosphate*2-amino-7,8-dihydro-4-hydroxy-6-(diphosphooxymethyl)-pteridine*dihydropterin-CH2OH-diphosphate*dihydropterin-CH2OH-pp 355.14 C7 H11 N5 O8 P2 C2(C(COP(O)(=O)OP(O)(=O)O)=Nc1(c(O)nc(N)nc1N2)) 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + pyrophosphate tetrahydrofolate biosynthesis
2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate 6-hydroxymethyl-dihydropterin pyrophosphate*2-amino-7,8-dihydro-4-hydroxy-6-(diphosphooxymethyl)-pteridine*dihydropterin-CH2OH-diphosphate*dihydropterin-CH2OH-pp 355.14 C7 H11 N5 O8 P2 C2(C(COP(O)(=O)OP(O)(=O)O)=Nc1(c(O)nc(N)nc1N2)) 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + pyrophosphate tetrahydrofolate biosynthesis I
2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate 6-hydroxymethyl-dihydropterin pyrophosphate*2-amino-7,8-dihydro-4-hydroxy-6-(diphosphooxymethyl)-pteridine*dihydropterin-CH2OH-diphosphate*dihydropterin-CH2OH-pp 355.14 C7 H11 N5 O8 P2 C2(C(COP(O)(=O)OP(O)(=O)O)=Nc1(c(O)nc(N)nc1N2)) 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis
2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate 6-hydroxymethyl-dihydropterin pyrophosphate*2-amino-7,8-dihydro-4-hydroxy-6-(diphosphooxymethyl)-pteridine*dihydropterin-CH2OH-diphosphate*dihydropterin-CH2OH-pp 355.14 C7 H11 N5 O8 P2 C2(C(COP(O)(=O)OP(O)(=O)O)=Nc1(c(O)nc(N)nc1N2)) 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis I
alpha-solanine 858.031 C43 H71 N1 O16 C2(N1([CH]3([CH](C(C)[CH]1CCC(C)2)C4([CH](C3)[CH]5([CH](CC4)C6(C(=CC5)CC(CC6)OC8(C(OC7(C(O)C(O)C(O)C(C)O7))C(C(O)C([OH])O8)OC9(C([OH])C([OH])C(O)C(O)O9)))(C)))(C)))) PUBCHEM:9549171 2.4.1.- beta-solanine + UDP-L-rhamnose = alpha-solanine + UDP steroidal glycoalkaloid biosynthesis
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.90 D-fructose-6-phosphate + pyrophosphate = phosphate + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.4.1.14 D-fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis V
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ formaldehyde assimilation II (RuMP Cycle)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis IV (plant cytosol)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ fructose degradation to pyruvate and lactate (anaerobic)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ sucrose degradation to ethanol and lactate (anaerobic)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis I
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 4.1.2.22 phosphate + D-fructose-6-phosphate = H2O + D-erythrose-4-phosphate + acetylphosphate glucose fermentation to lactate II
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.146 D-fructose-6-phosphate + ADP = fructose-1,6-bisphosphate + AMP glycolysis II
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.6.1.16 D-fructose-6-phosphate + L-glutamine = D-glucosamine-6-phosphate + L-glutamate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.6.1.16 D-fructose-6-phosphate + L-glutamine = D-glucosamine-6-phosphate + L-glutamate UDP-N-acetylgalactosamine biosynthesis
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.69 fructose + a protein-Ntau-phospho-L-histidine = D-fructose-6-phosphate fructose degradation to pyruvate and lactate (anaerobic)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 R12-RXN hexulose 6-phosphate = D-fructose-6-phosphate formaldehyde assimilation II (RuMP Cycle)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 R12-RXN hexulose 6-phosphate = D-fructose-6-phosphate formaldehyde oxidation I
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate mannose degradation
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate ascorbate biosynthesis
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate GDP-mannose metabolism
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate colanic acid building blocks biosynthesis
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 alpha-D-glucose-6-phosphate = D-fructose-6-phosphate sucrose degradation to ethanol and lactate (anaerobic)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate ascorbate biosynthesis
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate glycolysis II
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate starch biosynthesis
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate sucrose degradation III
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate glucose fermentation to lactate II
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate glycolysis IV (plant cytosol)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate gluconeogenesis
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate formaldehyde oxidation I
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate glycolysis I
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate xylulose-monophosphate cycle
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate Calvin cycle
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate gluconeogenesis
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate non-oxidative branch of the pentose phosphate pathway
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = D-fructose-6-phosphate + D-glyceraldehyde-3-phosphate formaldehyde assimilation II (RuMP Cycle)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation I
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation III
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP fructose degradation to pyruvate and lactate (anaerobic)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation to ethanol and lactate (anaerobic)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate non-oxidative branch of the pentose phosphate pathway
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate formaldehyde assimilation II (RuMP Cycle)
D-fructose-6-phosphate D-fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C00085*CAS:643-13-0 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = D-fructose-6-phosphate + D-erythrose-4-phosphate glucose fermentation to lactate II
beta-carotene 536.882 C40 H56 CC(C=CC=C(C)C=CC1(C(C)(C)CCCC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCCC(C)=2) LIGAND-CPD:C02094*CAS:7235-40-7 RXN1F-152 beta-carotene + 2 H2O = zeaxanthin carotenoid biosynthesis
beta-carotene 536.882 C40 H56 CC(C=CC=C(C)C=CC1(C(C)(C)CCCC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCCC(C)=2) LIGAND-CPD:C02094*CAS:7235-40-7 1.14.99.- beta-carotene + O2 + a reduced acceptor = beta-cryptoxanthin + H2O + an acceptor carotenoid biosynthesis
beta-carotene 536.882 C40 H56 CC(C=CC=C(C)C=CC1(C(C)(C)CCCC(C)=1))=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCCC(C)=2) LIGAND-CPD:C02094*CAS:7235-40-7 RXN1F-151 gamma-carotene = beta-carotene carotenoid biosynthesis
tiglyl-CoA 2-methylbut-2-enoyl-CoA*trans-2-methylbut-2-enoyl-CoA*tigloyl-CoA*tiglyl-CoA*methylcrotonyl-CoA 849.636 C26 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)=CC) CAS:6247-62-7 4.2.1.17 tiglyl-CoA + H2O = 2-methyl-3-hydroxybutyryl-CoA isoleucine degradation I
tiglyl-CoA 2-methylbut-2-enoyl-CoA*trans-2-methylbut-2-enoyl-CoA*tigloyl-CoA*tiglyl-CoA*methylcrotonyl-CoA 849.636 C26 H42 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)=CC) CAS:6247-62-7 1.3.99.12 S-2-methyl-butyryl-CoA + FAD = tiglyl-CoA + FADH2 isoleucine degradation I
glyceraldehyde D-glyceraldehyde*α,β-dihydroxypropionaldehyde 90.079 C3 H6 O3 C(O)C(O)C=O CAS:453-17-8*PUBCHEM:79014*LIGAND-CPD:C00577*CAS:367-47-5 1.2.1.3 glyceraldehyde + NAD+ + H2O = glycerate + NADH Entner-Doudoroff pathway II (non-phosphorylative)
glyceraldehyde D-glyceraldehyde*α,β-dihydroxypropionaldehyde 90.079 C3 H6 O3 C(O)C(O)C=O CAS:453-17-8*PUBCHEM:79014*LIGAND-CPD:C00577*CAS:367-47-5 4.1.2.- 2-dehydro-3-deoxy-D-gluconate = glyceraldehyde + pyruvate Entner-Doudoroff pathway II (non-phosphorylative)
phytofluene 2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,12,14,16,18,22,26,30-decaene*7,8,11,12,7',8'-hexahydro-ψ,ψ-carotene 542.93 C40 H62 CC(C)=CCCC(C)=CCCC(C)=CC=CC(C)=CC=CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05414 1.14.99.- phytofluene + O2 + a reduced acceptor = zeta-carotene + 2 H2O + an acceptor carotenoid biosynthesis
phytofluene 2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,12,14,16,18,22,26,30-decaene*7,8,11,12,7',8'-hexahydro-ψ,ψ-carotene 542.93 C40 H62 CC(C)=CCCC(C)=CCCC(C)=CC=CC(C)=CC=CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05414 1.14.99.- phytoene + O2 + a reduced acceptor = phytofluene + 2 H2O + an acceptor carotenoid biosynthesis
ETF oxidized electron transfer flavoprotein, oxidized*ETF 1.3.99.2 reduced electron transferring flavoprotein + crotonyl-CoA = ETF oxidized + butyryl-CoA acetyl CoA fermentation to butyrate
dCTP 2'-deoxycytidine-5'-triphosphate*deoxycytidine-triphosphate*deoxy-CTP 467.159 C9 H16 N3 O13 P3 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C2)COP(O)(=O)OP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00458*CAS:2056-98-6 3.5.4.13 H2O + dCTP = ammonia + dUTP de novo biosynthesis of pyrimidine deoxyribonucleotides
dCTP 2'-deoxycytidine-5'-triphosphate*deoxycytidine-triphosphate*deoxy-CTP 467.159 C9 H16 N3 O13 P3 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C2)COP(O)(=O)OP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00458*CAS:2056-98-6 RXN0-723 CTP + reduced flavodoxin = dCTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
dCTP 2'-deoxycytidine-5'-triphosphate*deoxycytidine-triphosphate*deoxy-CTP 467.159 C9 H16 N3 O13 P3 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C2)COP(O)(=O)OP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00458*CAS:2056-98-6 2.7.4.6 dCDP + ATP = dCTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
L-cysteinyl-tRNAcys L-CYSTEINYL-TRNA(CYS) LIGAND-CPD:C03125 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + pyrophosphate + AMP tRNA charging pathway
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 5.4.2.7 deoxyribose-1-phosphate = deoxyribose-5-phosphate (deoxy)ribose phosphate degradation
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 DEOXYADENPHOSPHOR-RXN deoxyadenosine + phosphate = adenine + deoxyribose-1-phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 DEOXYINOPHOSPHOR-RXN hypoxanthine + deoxyribose-1-phosphate = deoxyinosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 URA-PHOSPH-RXN phosphate + deoxyuridine = deoxyribose-1-phosphate + uracil salvage pathways of pyrimidine deoxyribonucleotides
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 URA-PHOSPH-RXN phosphate + deoxyuridine = deoxyribose-1-phosphate + uracil (deoxy)ribose phosphate degradation
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine salvage pathways of pyrimidine deoxyribonucleotides
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine salvage pathways of purine and pyrimidine nucleotides
deoxyribose-1-phosphate 2-deoxy-D-ribose-1-phosphate*2-deoxy-α-D-ribose 1-phosphate 214.111 C5 H11 O7 P1 [CH]1(O[CH](CO)[CH](O)[CH2]1)(OP(O)(O)=O) LIGAND-CPD:C00672*CAS:17210-42-3 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine (deoxy)ribose phosphate degradation
L-lysyl-tRNAlys L-Lysine-tRNA (Lys)*L-LYSYL-TRNA*L-LYSYL-TRNA(LYS) LIGAND-CPD:C01931 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + pyrophosphate + AMP tRNA charging pathway
4-carboxyaminoimidazole ribonucleotide 1-(5-phosphoribosyl)-4-carboxy-5-aminoimidazole*5'-P-ribosyl-4-carboxy-5-aminoimidazole*5'-phosphoribosyl-4-carboxy-5-aminoimidazole*5-phosphoribosyl-4-carboxy-5-aminoimidazole*1-(5'-phosphoribosyl)-5-amino-4-imidazole carboxylate*1-(5'-phosphoribosyl)-4-carboxy-5-aminoimidazole*CAIR*5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate*phosphoribosyl-carboxy-aminoimidazole 339.198 C9 H14 N3 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c(N)c(C(O)=O)nc2)) LIGAND-CPD:C04751 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
4-carboxyaminoimidazole ribonucleotide 1-(5-phosphoribosyl)-4-carboxy-5-aminoimidazole*5'-P-ribosyl-4-carboxy-5-aminoimidazole*5'-phosphoribosyl-4-carboxy-5-aminoimidazole*5-phosphoribosyl-4-carboxy-5-aminoimidazole*1-(5'-phosphoribosyl)-5-amino-4-imidazole carboxylate*1-(5'-phosphoribosyl)-4-carboxy-5-aminoimidazole*CAIR*5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate*phosphoribosyl-carboxy-aminoimidazole 339.198 C9 H14 N3 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c(N)c(C(O)=O)nc2)) LIGAND-CPD:C04751 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis I
4-carboxyaminoimidazole ribonucleotide 1-(5-phosphoribosyl)-4-carboxy-5-aminoimidazole*5'-P-ribosyl-4-carboxy-5-aminoimidazole*5'-phosphoribosyl-4-carboxy-5-aminoimidazole*5-phosphoribosyl-4-carboxy-5-aminoimidazole*1-(5'-phosphoribosyl)-5-amino-4-imidazole carboxylate*1-(5'-phosphoribosyl)-4-carboxy-5-aminoimidazole*CAIR*5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate*phosphoribosyl-carboxy-aminoimidazole 339.198 C9 H14 N3 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c(N)c(C(O)=O)nc2)) LIGAND-CPD:C04751 5.4.99.18 N5-carboxyaminoimidazole ribonucleotide = 4-carboxyaminoimidazole ribonucleotide purine nucleotides de novo biosynthesis I
4-carboxyaminoimidazole ribonucleotide 1-(5-phosphoribosyl)-4-carboxy-5-aminoimidazole*5'-P-ribosyl-4-carboxy-5-aminoimidazole*5'-phosphoribosyl-4-carboxy-5-aminoimidazole*5-phosphoribosyl-4-carboxy-5-aminoimidazole*1-(5'-phosphoribosyl)-5-amino-4-imidazole carboxylate*1-(5'-phosphoribosyl)-4-carboxy-5-aminoimidazole*CAIR*5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate*phosphoribosyl-carboxy-aminoimidazole 339.198 C9 H14 N3 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c(N)c(C(O)=O)nc2)) LIGAND-CPD:C04751 4.1.1.21 5-aminoimidazole ribonucleotide + ATP + CO2 + H2O = phosphate + 4-carboxyaminoimidazole ribonucleotide + ADP purine nucleotides de novo biosynthesis II
3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoic acid*oxopentenyl-cyclopentane-octanoic acid*8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate 294.433 C18 H30 O3 CCC=CCC1(C(CCC1=O)CCCCCCCC(=O)O) 1.3.1.42 NADPH + 12-oxo-cis-10,15-phytodienoate = NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate jasmonic acid biosynthesis
3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoic acid*oxopentenyl-cyclopentane-octanoic acid*8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate 294.433 C18 H30 O3 CCC=CCC1(C(CCC1=O)CCCCCCCC(=O)O) RXN-744 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + 3 O2 = (+)-7-isojasmonate + 3 acetate jasmonic acid biosynthesis
a (3S)-3-hydroxyacyl-CoA (S)-3-hydroxyacyl-CoA*trans-3-hydroxyacyl-CoA*RCHOHCH2CO-CoA*3-OH-acyl-CoA*3-hydroxyacyl-CoA*(3S)-3-hydroxyacyl-CoA C24 H39 N7 O18 R1 P3 S1 1.1.1.35 NAD+ + a (3S)-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid oxidation pathway I
a (3S)-3-hydroxyacyl-CoA (S)-3-hydroxyacyl-CoA*trans-3-hydroxyacyl-CoA*RCHOHCH2CO-CoA*3-OH-acyl-CoA*3-hydroxyacyl-CoA*(3S)-3-hydroxyacyl-CoA C24 H39 N7 O18 R1 P3 S1 5.1.2.3 an (R)-3-hydroxyacyl-CoA = a (3S)-3-hydroxyacyl-CoA fatty acid oxidation pathway I
a (3S)-3-hydroxyacyl-CoA (S)-3-hydroxyacyl-CoA*trans-3-hydroxyacyl-CoA*RCHOHCH2CO-CoA*3-OH-acyl-CoA*3-hydroxyacyl-CoA*(3S)-3-hydroxyacyl-CoA C24 H39 N7 O18 R1 P3 S1 4.2.1.17 H2O + a trans-2-enoyl-CoA = a (3S)-3-hydroxyacyl-CoA fatty acid oxidation pathway I
glycyl-tRNAgly GLYCYL-TRNA(GLY) LIGAND-CPD:C02412 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + pyrophosphate + AMP tRNA charging pathway
a fatty acyl CoA fatty acyl CoA-*acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.15 a fatty acyl CoA + glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
a fatty acyl CoA fatty acyl CoA-*acyl-CoA C22 H35 N7 O17 R1 P3 S1 RXN-1026 a fatty acyl CoA + malonyl-CoA = a very long chain fatty acyl-CoA + CO2 epicuticular wax biosynthesis
a fatty acyl CoA fatty acyl CoA-*acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A triacylglycerol biosynthesis
HCl hydrogen chloride*hydrochloric acid 36.461 H1 CL1 [ClH] PCP4MONO-RXN pentachlorophenol + O2 + 2 NADPH = tetrachlorohydroquinone + H2O + HCl + 2 NADP+ pentachlorophenol degradation pathway
HCl hydrogen chloride*hydrochloric acid 36.461 H1 CL1 [ClH] DICHCYCLO-RXN 2,6-dichloro-p-hydroquinone + H2O = 6-chlorohydroxyquinol + HCl pentachlorophenol degradation pathway
HCl hydrogen chloride*hydrochloric acid 36.461 H1 CL1 [ClH] 26DICHDIOX-RXN 2,6-dichloro-p-hydroquinone + O2 + H2O = 2-chloromaleylacetate + HCl pentachlorophenol degradation pathway
HCl hydrogen chloride*hydrochloric acid 36.461 H1 CL1 [ClH] TECH2REDHAL-RXN 2,3,6-trichlorohydroquinone + 2 glutathione = 2,6-dichloro-p-hydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
HCl hydrogen chloride*hydrochloric acid 36.461 H1 CL1 [ClH] TECH1REDHAL-RXN tetrachlorohydroquinone + 2 glutathione = 2,3,6-trichlorohydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
oleate octadecenoate (n-C18:1)*oleic acid*9-octadecenoic acid 282.465 C18 H34 O2 CCCCCCCCC=CCCCCCCCC(=O)O PUBCHEM:445639*LIGAND-CPD:C00712*CAS:112-80-1 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O suberin biosynthesis
reduced electron transferring flavoprotein reduced ETF*electron transfer flavoprotein, reduced*ETFH2 1.3.99.2 reduced electron transferring flavoprotein + crotonyl-CoA = ETF oxidized + butyryl-CoA acetyl CoA fermentation to butyrate
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin cycle
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.13 phosphate + NADP+ + D-glyceraldehyde-3-phosphate = NADPH + 1,3-diphosphateglycerate glucose heterofermentation to lactate I
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis V
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP Calvin cycle
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glucose fermentation to lactate II
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis IV (plant cytosol)
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP fructose degradation to pyruvate and lactate (anaerobic)
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP sucrose degradation to ethanol and lactate (anaerobic)
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP gluconeogenesis
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glucose heterofermentation to lactate I
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis V
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose fermentation to lactate II
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH fructose degradation to pyruvate and lactate (anaerobic)
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH sucrose degradation to ethanol and lactate (anaerobic)
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose heterofermentation to lactate I
1,3-diphosphateglycerate glycerate 1,3-diphosphate*3-phospho-D-glyceroyl-phosphate*3-phosphoglyceroyl-P*P-glyceroyl-P*phosphoglyceroyl-P*3-phosphoglyceroyl-phosphate*3-P-glyceroyl-P*DPG*13-DPG*glycerate 1,3-bisphosphate*1,3-biphosphoglycerate 266.038 C3 H8 O10 P2 C(OP(O)(O)=O)(=O)C(O)COP(O)(O)=O LIGAND-CPD:C00236*CAS:1981-49-3 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
D-xylose xylose*α-D-xylose 150.131 C5 H10 O5 C1(C(O)C(O)C(O)C(O1)O) LIGAND-CPD:C00181*CAS:58-86-6 5.3.1.5 D-xylose = xylulose xylose degradation
1-18:3-2-trans-16:1-sn-glycerol-3-phosphate 668.889 C37 H65 O8 P1 C(OP(O)(=O)O)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 1-18:2-2-trans-16:1-sn-glycerol-3-phosphate = 1-18:3-2-trans-16:1-sn-glycerol-3-phosphate phospholipid desaturation pathway
a carboxylate carboxylic acid*carboxylate C1 H1 O2 R1 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + a carboxylate phospholipases
amino-parathion 261.275 C10 H16 N1 O3 P1 S1 C(C)OP(OCC)(=S)Oc1(ccc(N)cc1) 3.1.8.1 amino-parathion + H2O = 4-hydroxyaniline + diethylthiophosphate superpathway of parathion degradation
amino-parathion 261.275 C10 H16 N1 O3 P1 S1 C(C)OP(OCC)(=S)Oc1(ccc(N)cc1) PARATHION-NITRO-REDUCT-RXN parathion + 6 e- + 6 H+ = amino-parathion + 2 H2O superpathway of parathion degradation
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H14 N6 O3 C(Nc1(ccc(C(O)=O)cc1))C2(=Nc3(c(NC2)nc(N)[nH]c3=O)) LIGAND-CPD:C00921 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H14 N6 O3 C(Nc1(ccc(C(O)=O)cc1))C2(=Nc3(c(NC2)nc(N)[nH]c3=O)) LIGAND-CPD:C00921 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis I
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H14 N6 O3 C(Nc1(ccc(C(O)=O)cc1))C2(=Nc3(c(NC2)nc(N)[nH]c3=O)) LIGAND-CPD:C00921 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis I
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H14 N6 O3 C(Nc1(ccc(C(O)=O)cc1))C2(=Nc3(c(NC2)nc(N)[nH]c3=O)) LIGAND-CPD:C00921 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H14 N6 O3 C(Nc1(ccc(C(O)=O)cc1))C2(=Nc3(c(NC2)nc(N)[nH]c3=O)) LIGAND-CPD:C00921 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + pyrophosphate tetrahydrofolate biosynthesis
7,8-dihydropteroate dihydropterate*H2Pte*dihydropteroate 314.303 C14 H14 N6 O3 C(Nc1(ccc(C(O)=O)cc1))C2(=Nc3(c(NC2)nc(N)[nH]c3=O)) LIGAND-CPD:C00921 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + pyrophosphate tetrahydrofolate biosynthesis I
tropinone 139.197 C8 H13 N1 O1 CN1(C2(CC(=O)CC1CC2)) LIGAND-CPD:C00783*NCI:118012*CAS:532-24-1 RXN-8253 unknown = tropinone calystegine biosynthesis
tropinone 139.197 C8 H13 N1 O1 CN1(C2(CC(=O)CC1CC2)) LIGAND-CPD:C00783*NCI:118012*CAS:532-24-1 1.1.1.236 NADPH + tropinone = NADP+ + pseudotropine calystegine biosynthesis
isoliquiritigenin 42'4'-trihydroxychalcone 256.257 C15 H12 O4 C(c1(ccc(O)cc1))=CC(=O)c2(c(O)cc(O)cc2) 2.3.1.170 coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides II (plant)
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine and pyrimidine nucleotides
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine nucleosides
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 2.4.2.15 phosphate + guanosine = ribose-1-phosphate + guanine salvage pathways of purine and pyrimidine nucleotides
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 2.4.2.15 phosphate + guanosine = ribose-1-phosphate + guanine salvage pathways of purine nucleosides
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides II (plant)
guanine 151.127 C5 H5 N5 O1 c12([nH]cnc(c(=O)[nH]c(N)n1)2) LIGAND-CPD:C00242*CAS:73-40-5 3.2.2.1 guanosine + H2O = guanine + D-ribose purine degradation
prephenate 226.185 C10 H10 O6 C(=O)(O)C(=O)CC1(C(O)=O)(C=C[CH](O)C=C1) LIGAND-CPD:C00254*CAS:126-49-8 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis II
prephenate 226.185 C10 H10 O6 C(=O)(O)C(=O)CC1(C(O)=O)(C=C[CH](O)C=C1) LIGAND-CPD:C00254*CAS:126-49-8 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis I
prephenate 226.185 C10 H10 O6 C(=O)(O)C(=O)CC1(C(O)=O)(C=C[CH](O)C=C1) LIGAND-CPD:C00254*CAS:126-49-8 5.4.99.5 chorismate = prephenate phenylalanine biosynthesis II
prephenate 226.185 C10 H10 O6 C(=O)(O)C(=O)CC1(C(O)=O)(C=C[CH](O)C=C1) LIGAND-CPD:C00254*CAS:126-49-8 5.4.99.5 chorismate = prephenate phenylalanine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate reductive tricarboxylic acid cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle variation VIII
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + H+ + phosphate + ADP chlorophyllide a biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine salvage pathway II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine SAM cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine and S-adenosylmethionine synthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + pyrophosphate starch biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + pyrophosphate glycogen biosynthesis I (from ADP-D-Glucose)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP fructose degradation to pyruvate and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation to ethanol and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.4 SO42- + ATP = APS + pyrophosphate dissimilatory sulfate reduction
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.4 SO42- + ATP = APS + pyrophosphate sulfate assimilation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 GDP + ATP = GTP + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 dGDP + ATP = dGTP + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 dADP + ATP = dATP + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 dTDP + ATP = dTTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 dCDP + ATP = dCTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 dUDP + ATP = dUTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 CDP + ATP = CTP + ADP salvage pathways of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 CDP + ATP = CTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.6 UDP + ATP = UTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.3 AMP + ATP = ADP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.3 AMP + ATP = ADP + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis V
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP Calvin cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glucose fermentation to lactate II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis IV (plant cytosol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP fructose degradation to pyruvate and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP sucrose degradation to ethanol and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP gluconeogenesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glucose heterofermentation to lactate I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.2 L-glutamine + H2O + UTP + ATP = CTP + phosphate + ADP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis V
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway III (semi-phosphorylative)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway II (non-phosphorylative)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose fermentation to lactate II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis IV (plant cytosol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP fructose degradation to pyruvate and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP sucrose degradation to ethanol and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP respiration (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose heterofermentation to lactate I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP lignin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP flavonoid biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + delta3-isopentenyl-PP + ADP mevalonate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.11 tRNAsec + L-serine + ATP = L-seryl-tRNAsec + pyrophosphate + AMP selenocysteine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Calvin cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.4.1.2 HCO3- + H+ + acetyl-CoA + ATP = malonyl-CoA + phosphate + ADP fatty acid biosynthesis -- initial steps
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.8 GMP + ATP = GDP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.8 GMP + ATP = GDP + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.15 D-ribose + ATP = D-ribose-5-phosphate + ADP ribose degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP gamma-glutamyl cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP glutamate degradation VII (to butyrate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP pyruvate oxidation pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP acetate utilization
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP methylcitrate cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP beta-alanine biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.3 octanoate + ATP + coenzyme A = octanoyl-CoA + AMP + pyrophosphate octane oxidation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + pyrophosphate + AMP fatty acid oxidation pathway I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP ectoine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.30 glycerol + ATP = glycerol-3-phosphate + ADP glycerol degradation IV
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.30 glycerol + ATP = glycerol-3-phosphate + ADP glycerol degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP chlorophyllide a biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.17 xylulose + ATP = D-xylulose-5-phosphate + ADP xylose degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.6 alpha-D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP colanic acid building blocks biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP tetrahydrofolate biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP arginine biosynthesis II (acetyl cycle)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP ornithine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.6.5 GTP + ATP = guanosine 3'-diphosphate 5'-triphosphate + AMP ppGpp biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.48 UMP + ADP = uridine + ATP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP superpathway of citrulline metabolism
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP urea cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis II (acetyl cycle)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.- ATP + pyridoxine = ADP + pyridoxine-5'-phosphate pyridoxal 5'-phosphate salvage pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxamine anabolism
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.7 hydroxymethylpyrimidine phosphate + ATP = 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate + ADP thiamin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP gamma-glutamyl cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 4.1.1.21 5-aminoimidazole ribonucleotide + ATP + CO2 + H2O = phosphate + 4-carboxyaminoimidazole ribonucleotide + ADP purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.- ATP + UMP = ADP + UDP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.- ATP + UMP = ADP + UDP de novo biosynthesis of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate tetrahydrofolate biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + pyrophosphate + AMP pantothenate biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.1 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose fermentation to lactate II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.1 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose heterofermentation to lactate I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis V
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ formaldehyde assimilation II (RuMP Cycle)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis IV (plant cytosol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ fructose degradation to pyruvate and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ sucrose degradation to ethanol and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.11 ATP + D-fructose-6-phosphate = fructose-1,6-bisphosphate + ADP + H+ glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 RXN0-745 ATP + reduced flavodoxin = dATP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.18 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = phosphate + 5'-phosphoribosyl-N-formylglycineamide + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of purine nucleosides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.73 inosine + ATP = IMP + ADP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.4.1.1 HCO3- + pyruvate + ATP = phosphate + oxaloacetate + ADP TCA cycle variation VIII
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.12 ATP + gluconate = 6-phospho-D-gluconate + ADP superpathway of gluconate degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.3.3.8 coenzyme A + citrate + ATP = phosphate + oxaloacetate + acetyl-CoA + ADP reductive tricarboxylic acid cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP pyruvate oxidation pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP acetate utilization
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP gallate degradation III (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP ethanol fermentation to acetate
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP reductive acetyl coenzyme A pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.1 acetate + ATP = acetylphosphate + ADP glucose fermentation to lactate II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP superpathway of D-glucarate and D-galactarate degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP Entner-Doudoroff pathway II (non-phosphorylative)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.- ATP + glycerate = 2-phosphoglycerate + ADP formaldehyde assimilation I (serine pathway)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.9 coenzyme A + malate + ATP = phosphate + malyl-CoA + ADP formaldehyde assimilation I (serine pathway)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP reductive tricarboxylic acid cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP superpathway of glyoxylate cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.12 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + pyrophosphate suberin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + pyrophosphate suberin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF reductive acetyl coenzyme A pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF folate transformations
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.9 dTMP + ATP = dTDP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.9 dTMP + ATP = dTDP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.35 ATP + pyridoxamine = ADP + pyridoxamine 5'-phosphate pyridoxal 5'-phosphate salvage pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + pyrophosphate + NAD+ NAD biosynthesis I (from aspartate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + pyrophosphate + NAD+ + L-glutamate NAD biosynthesis I (from aspartate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.18 ATP + nicotinate nucleotide = pyrophosphate + deamido-NAD NAD biosynthesis I (from aspartate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate folate transformations
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.11 L-glutamate + ATP = L-glutamate-5-phosphate + ADP citrulline biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.4.1.3 propionyl-CoA + ATP + HCO3- = (S)-methyl-malonyl-CoA + phosphate + ADP methionine degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.2.17 a 5,10-methylene-tetrahydrofolate + L-glutamate + ATP = methylene-H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.16 ammonia + H2O + CO2 + 2 ATP = phosphate + carbamoyl-phosphate + 2 ADP urea cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.29 dihydroxy-acetone + ATP = dihydroxy-acetone-phosphate + ADP xylulose-monophosphate cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.15 BCCP (monomer) + biotin + ATP = pyrophosphate + AMP + biotin-BCCP (monomer) fatty acid biosynthesis -- initial steps
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.14 biotin carboxyl carrier protein (dimer) + CO2 + ATP = phosphate + ADP + carboxy-biotin carboxyl carrier protein fatty acid biosynthesis -- initial steps
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.2.7 butyryl phosphate + ADP = butyrate + ATP acetyl CoA fermentation to butyrate
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP sucrose degradation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.- cytidine + ATP = CMP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.14 CMP + ATP = CDP + ADP salvage pathways of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.14 CMP + ATP = CDP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.100 5-methylthioribose + ATP = 5-methylthioribose-1-phosphate + ADP methionine salvage pathway II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.2.1.13 phosphate + acetyl-CoA + ADP = coenzyme A + acetate + ATP glycolysis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.45 2-dehydro-3-deoxy-D-gluconate + ATP = 2-keto-3-deoxy-6-phospho-gluconate + ADP Entner-Doudoroff pathway III (semi-phosphorylative)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.21 deoxyuridine + ATP = dUMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.24 dephospho-CoA + ATP = coenzyme A + ADP coenzyme A biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + pyrophosphate coenzyme A biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.49 ATP + hydroxymethylpyrimidine = ADP + hydroxymethylpyrimidine phosphate thiamin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.50 ATP + 4-methyl-5-(beta-hydroxyethyl)thiazole = ADP + 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate thiamin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.4.16 thiamine-phosphate + ATP = thiamin diphosphate + ADP thiamin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.89 thiamine + ATP = thiamine-phosphate + ADP thiamin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.6.5 ATP + GDP = AMP + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation IV
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation V
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP trehalose degradation II (high osmolarity)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.2 beta-D-glucose + ATP = beta-D-glucose-6-phosphate + ADP glucose and glucose-1-phosphate degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP mannose degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP GDP-mannose metabolism
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.-.- N-acetylmannosamine + ATP = N-acetyl-D-mannosamine-6-phosphate + ADP N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + trans-3-methylglutaconyl-CoA + ADP leucine degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.9.3 H2O + selenide + ATP = selenophosphate + phosphate + AMP selenocysteine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + pyrophosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 3.5.2.9 5-oxoproline + 2 H2O + ATP = phosphate + L-glutamate + ADP gamma-glutamyl cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 6.3.4.3 an N10-formyl-tetrahydrofolate + ADP + phosphate = a tetrahydrofolate polyglutamate + ATP + formate tetrahydrofolate biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(OP(O)(=O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00002*CAS:56-65-5 2.4.2.17 ATP + 5-phosphoribosyl 1-pyrophosphate = phosphoribosyl-ATP + pyrophosphate histidine biosynthesis I
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(OP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)C LIGAND-CPD:C00341 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = pyrophosphate + trans, trans-farnesyl diphosphate polyisoprenoid biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(OP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)C LIGAND-CPD:C00341 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = pyrophosphate + trans, trans-farnesyl diphosphate mevalonate pathway
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(OP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)C LIGAND-CPD:C00341 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = pyrophosphate + geranyl-PP polyisoprenoid biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(OP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)C LIGAND-CPD:C00341 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = pyrophosphate + geranyl-PP mevalonate pathway
a trans-delta2-enoyl-acyl-ACP trans-2,3-dehydroacyl-[acyl-carrier protein]*trans-2,3-dehydroacyl-ACP*CH3(CH2)xCH=CHCO-S-ACP*α,β-trans-enoyl-ACP 1.3.1.10 an acyl-ACP + NADP+ = NADPH + a trans-delta2-enoyl-acyl-ACP fatty acid elongation -- saturated
a trans-delta2-enoyl-acyl-ACP trans-2,3-dehydroacyl-[acyl-carrier protein]*trans-2,3-dehydroacyl-ACP*CH3(CH2)xCH=CHCO-S-ACP*α,β-trans-enoyl-ACP 1.3.1.9 NADH + a trans-delta2-enoyl-acyl-ACP = an acyl-ACP + NAD+ fatty acid elongation -- saturated
a trans-delta2-enoyl-acyl-ACP trans-2,3-dehydroacyl-[acyl-carrier protein]*trans-2,3-dehydroacyl-ACP*CH3(CH2)xCH=CHCO-S-ACP*α,β-trans-enoyl-ACP 4.2.1.60 a D-3-hydroxy-acyl-ACP = a trans-delta2-enoyl-acyl-ACP + H2O fatty acid elongation -- saturated
a trans-delta2-enoyl-acyl-ACP trans-2,3-dehydroacyl-[acyl-carrier protein]*trans-2,3-dehydroacyl-ACP*CH3(CH2)xCH=CHCO-S-ACP*α,β-trans-enoyl-ACP 4.2.1.60 a D-3-hydroxy-acyl-ACP = a trans-delta2-enoyl-acyl-ACP + H2O fatty acid elongation -- unsaturated
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.12 GA44 + alpha-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC1([CH]4(C(CCC1)(CO)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA53 + O2 + alpha-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.6.1.4 L-glutamate + glyoxylate = alpha-ketoglutarate + glycine superpathway of serine and glycine biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.6.1.4 L-glutamate + glyoxylate = alpha-ketoglutarate + glycine photorespiration
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate superpathway of serine and glycine biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine biosynthesis I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate polyglutamylation I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine betaine degradation
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate transformations
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate photorespiration
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formaldehyde assimilation I (serine pathway)
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + pyrophosphate + AMP tRNA charging pathway
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 1.4.4.2 H-Gcv-protein-(lipoyl)lysine + glycine = H-protein-S-(aminomethyldihydrolipoyl)lysine + CO2 glycine degradation I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine cleavage
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP gamma-glutamyl cycle
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 6.3.4.13 5-phospho-beta-D-ribosyl-amine + ATP + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 3.4.11.2 Cys-Gly + H2O = L-cysteine + glycine gamma-glutamyl cycle
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.6.1.45 glyoxylate + L-serine = hydroxypyruvate + glycine formaldehyde assimilation I (serine pathway)
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037*CAS:56-40-6 2.6.1.45 glyoxylate + L-serine = hydroxypyruvate + glycine formaldehyde assimilation I (serine pathway)
4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol 426.681 C29 H46 O2 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C=O)C(O)CC4)))) 1.14.13.72 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol 426.681 C29 H46 O2 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C=O)C(O)CC4)))) 1.14.13.72 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
2-isopropylmalate 2-D-threo-hydroxy-3-carboxy-isocaproate*3-carboxy-2-hydroxy-4-methylpentanoate*β-isopropylmalate 176.169 C7 H12 O5 C(O)(=O)C(O)C(C(C)C)C(=O)O LIGAND-CPD:C04411 1.1.1.85 2-isopropylmalate + NAD+ = 2-keto-4-methyl-pentanoate + NADH + CO2 leucine biosynthesis
2-isopropylmalate 2-D-threo-hydroxy-3-carboxy-isocaproate*3-carboxy-2-hydroxy-4-methylpentanoate*β-isopropylmalate 176.169 C7 H12 O5 C(O)(=O)C(O)C(C(C)C)C(=O)O LIGAND-CPD:C04411 4.2.1.33 3-isopropylmalate = 2-isopropylmalate leucine biosynthesis
lycopene ψ,ψ-carotene 536.882 C40 H56 CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C LIGAND-CPD:C05432 RXN1F-150 lycopene = gamma-carotene carotenoid biosynthesis
lycopene ψ,ψ-carotene 536.882 C40 H56 CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C LIGAND-CPD:C05432 RXN1F-147 lycopene = delta-carotene carotenoid biosynthesis
lycopene ψ,ψ-carotene 536.882 C40 H56 CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C LIGAND-CPD:C05432 1.14.99.30 zeta-carotene = lycopene carotenoid biosynthesis
5-hydroxy-coniferaldehyde 194.187 C10 H10 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)O) 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-homocysteine + sinapaldehyde lignin biosynthesis
5-hydroxy-coniferaldehyde 194.187 C10 H10 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)O) RXN-1142 coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O lignin biosynthesis
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = pyrophosphate + trans, trans-farnesyl diphosphate polyisoprenoid biosynthesis
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = pyrophosphate + trans, trans-farnesyl diphosphate mevalonate pathway
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = pyrophosphate + geranyl-PP polyisoprenoid biosynthesis
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = pyrophosphate + geranyl-PP mevalonate pathway
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 5.3.3.2 delta3-isopentenyl-PP = dimethylallyl-pyrophosphate polyisoprenoid biosynthesis
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 5.3.3.2 delta3-isopentenyl-PP = dimethylallyl-pyrophosphate mevalonate pathway
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 2.5.1.- a trans-polyisoprenyln-PP + delta3-isopentenyl-PP = trans-polyisoprenyln+1-PP + pyrophosphate polyisoprenoid biosynthesis
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 UPPSYN-RXN a cis,trans-polyisoprenyln-PP + delta3-isopentenyl-PP = pyrophosphate + cis,trans-polyisoprenyln+1-PP polyisoprenoid biosynthesis
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + 2 H+ = delta3-isopentenyl-PP + H2O methylerythritol phosphate pathway
delta3-isopentenyl-PP isopentenyl-pp*isopentenyl diphosphate*IPP*δ(3)-isopentenyl-PP*isopentenyl pyrophosphate 246.093 C5 H12 O7 P2 CC(=C)CCOP(O)(=O)OP(O)(=O)O LIGAND-CPD:C00129 4.1.1.33 mevalonate-5-PP + ATP = phosphate + CO2 + delta3-isopentenyl-PP + ADP mevalonate pathway
coumaraldehyde 148.161 C9 H8 O2 C(=O)C=Cc1(ccc(O)cc1) 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ lignin biosynthesis
coumaraldehyde 148.161 C9 H8 O2 C(=O)C=Cc1(ccc(O)cc1) 1.2.1.44 coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A lignin biosynthesis
3-keto-beta-D-galactose 3-dehydro-β-D-galactose 178.141 C6 H10 O6 C1(C(O)C(=O)C(O)C(O1)CO)(O) 1.1.1.- 3-keto-beta-D-galactose + NADP+ = beta-D-galactose + NADPH lactose degradation II
3-keto-beta-D-galactose 3-dehydro-β-D-galactose 178.141 C6 H10 O6 C1(C(O)C(=O)C(O)C(O1)CO)(O) 3.2.1.23 3'-ketolactose + H2O = 3-keto-beta-D-galactose + beta-D-glucose lactose degradation II
a ketone RXN-1023 a secondary alcohol = a ketone + a methyl-ethyl-ketone epicuticular wax biosynthesis
2,3-diketo-5-methylthio-1-phosphopentane DKM-1-P*1-phospho-2,3-diketo-5-methylthiopentane*1-phosphoryloxy-2,3-diketo-5-methylthiopentane 242.183 C6 H11 O6 P1 S1 C(SC)CC(=O)C(=O)COP(O)(=O)O R82-RXN 2,3-diketo-5-methylthio-1-phosphopentane = 2-hydroxy-3-keto-5-methylthio-1-phosphopentene methionine salvage pathway II
2,3-diketo-5-methylthio-1-phosphopentane DKM-1-P*1-phospho-2,3-diketo-5-methylthiopentane*1-phosphoryloxy-2,3-diketo-5-methylthiopentane 242.183 C6 H11 O6 P1 S1 C(SC)CC(=O)C(=O)COP(O)(=O)O R145-RXN 5-methylthioribulose-1-phosphate = 2,3-diketo-5-methylthio-1-phosphopentane + H2O methionine salvage pathway II
THF-L-glutamate tetrahydrofolate glutamate 573.541 C24 H29 N8 O9 C(=O)(O)C(CCC(O)=O)NC(=O)CCC(C(=O)O)NC(=O)c1(ccc(cc1)NC[CH]2(Nc3(c(NC2)nc(N)nc3=O))) 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate tetrahydrofolate biosynthesis I
5-aminoimidazole ribonucleotide 5-amino-1-(5-phospho-D-ribosyl)imidazole*5-aminoimidazole ribotide*AIR*1-(5'-phosphoribosyl)-5-aminoimidazole*5'-phosphoribosyl-5-aminoimidazole*phosphoribosylaminoimidazole 295.188 C8 H14 N3 O7 P1 c1(c(N)n(cn1)C2(OC(C(O)C2O)COP(O)(O)=O)) CAS:25635-88-5*LIGAND-CPD:C03373 4.1.1.21 5-aminoimidazole ribonucleotide + ATP + CO2 + H2O = phosphate + 4-carboxyaminoimidazole ribonucleotide + ADP purine nucleotides de novo biosynthesis II
5-aminoimidazole ribonucleotide 5-amino-1-(5-phospho-D-ribosyl)imidazole*5-aminoimidazole ribotide*AIR*1-(5'-phosphoribosyl)-5-aminoimidazole*5'-phosphoribosyl-5-aminoimidazole*phosphoribosylaminoimidazole 295.188 C8 H14 N3 O7 P1 c1(c(N)n(cn1)C2(OC(C(O)C2O)COP(O)(O)=O)) CAS:25635-88-5*LIGAND-CPD:C03373 6.3.4.18 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate purine nucleotides de novo biosynthesis I
5-aminoimidazole ribonucleotide 5-amino-1-(5-phospho-D-ribosyl)imidazole*5-aminoimidazole ribotide*AIR*1-(5'-phosphoribosyl)-5-aminoimidazole*5'-phosphoribosyl-5-aminoimidazole*phosphoribosylaminoimidazole 295.188 C8 H14 N3 O7 P1 c1(c(N)n(cn1)C2(OC(C(O)C2O)COP(O)(O)=O)) CAS:25635-88-5*LIGAND-CPD:C03373 PYRIMSYN1-RXN 5-aminoimidazole ribonucleotide = hydroxymethylpyrimidine phosphate thiamin biosynthesis
5-aminoimidazole ribonucleotide 5-amino-1-(5-phospho-D-ribosyl)imidazole*5-aminoimidazole ribotide*AIR*1-(5'-phosphoribosyl)-5-aminoimidazole*5'-phosphoribosyl-5-aminoimidazole*phosphoribosylaminoimidazole 295.188 C8 H14 N3 O7 P1 c1(c(N)n(cn1)C2(OC(C(O)C2O)COP(O)(O)=O)) CAS:25635-88-5*LIGAND-CPD:C03373 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
5-aminoimidazole ribonucleotide 5-amino-1-(5-phospho-D-ribosyl)imidazole*5-aminoimidazole ribotide*AIR*1-(5'-phosphoribosyl)-5-aminoimidazole*5'-phosphoribosyl-5-aminoimidazole*phosphoribosylaminoimidazole 295.188 C8 H14 N3 O7 P1 c1(c(N)n(cn1)C2(OC(C(O)C2O)COP(O)(O)=O)) CAS:25635-88-5*LIGAND-CPD:C03373 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis I
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester 131-hydroxy-Mg-protoporphyrin IX 13-monomethyl ester 614.982 C35 H34 N4 O5 MG1 Cc6(c(C(O)CC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis
131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester 131-hydroxy-Mg-protoporphyrin IX 13-monomethyl ester 614.982 C35 H34 N4 O5 MG1 Cc6(c(C(O)CC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
9-mercaptodethiobiotin 9-mercaptodesthiobiotin 246.324 C10 H18 N2 O3 S1 C(=O)(O)CCCCCC1(C(CS)NC(=O)N1) 2.8.1.6 9-mercaptodethiobiotin = biotin biotin biosynthesis II
9-mercaptodethiobiotin 9-mercaptodesthiobiotin 246.324 C10 H18 N2 O3 S1 C(=O)(O)CCCCCC1(C(CS)NC(=O)N1) 2.8.1.6 dethiobiotin + sulfur donor = 9-mercaptodethiobiotin biotin biosynthesis II
isovaleryl-CoA 3-methylbutyryl-CoA*3-methylbutanoyl-CoA*isovaleryl-coenzyme A*iso-valeryl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)C) CAS:6244-91-3 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
isovaleryl-CoA 3-methylbutyryl-CoA*3-methylbutanoyl-CoA*isovaleryl-coenzyme A*iso-valeryl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)C) CAS:6244-91-3 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-keto-4-methyl-pentanoate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(O)CN LIGAND-CPD:C00189*CAS:141-43-5 RXN-1382 an L-1-phosphatidyl-ethanolamine + L-serine = an L-1-phosphatidylserine + ethanolamine phospholipid biosynthesis II
thiamine-phosphate thiamin monophosphate*thiamin phosphate*thiamin-P*thiamine-Pi*ThP*thiamine monophosphate 345.332 C12 H18 N4 O4 P1 S1 c1(c(cnc(n1)C)C[n+]2(c(C)c(sc2)CCOP(=O)(O)O))(N) CAS:532-40-1*LIGAND-CPD:C01081 2.7.4.16 thiamine-phosphate + ATP = thiamin diphosphate + ADP thiamin biosynthesis
thiamine-phosphate thiamin monophosphate*thiamin phosphate*thiamin-P*thiamine-Pi*ThP*thiamine monophosphate 345.332 C12 H18 N4 O4 P1 S1 c1(c(cnc(n1)C)C[n+]2(c(C)c(sc2)CCOP(=O)(O)O))(N) CAS:532-40-1*LIGAND-CPD:C01081 2.7.1.89 thiamine + ATP = thiamine-phosphate + ADP thiamin biosynthesis
thiamine-phosphate thiamin monophosphate*thiamin phosphate*thiamin-P*thiamine-Pi*ThP*thiamine monophosphate 345.332 C12 H18 N4 O4 P1 S1 c1(c(cnc(n1)C)C[n+]2(c(C)c(sc2)CCOP(=O)(O)O))(N) CAS:532-40-1*LIGAND-CPD:C01081 2.5.1.3 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate = thiamine-phosphate + pyrophosphate thiamin biosynthesis
O2- Superoxide anion*peroxide radical*O2(.-)*superoxide 31.999 O2 O=[O-] LIGAND-CPD:C00704 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
tRNAtrp TRNA(TRP) LIGAND-CPD:C01652 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + pyrophosphate + AMP tRNA charging pathway
octanoyl-CoA capryloyl-CoA*octanoyl-CoA 893.732 C29 H50 N7 O17 P3 S1 C1(OC(C(C(O)1)OP(=O)(O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCC)(n2(c3(c(nc2)c(N)ncn3))) 6.2.1.3 octanoate + ATP + coenzyme A = octanoyl-CoA + AMP + pyrophosphate octane oxidation
3-hydroxy-5-oxohexanoate 146.143 C6 H10 O4 C(=O)(O)CC(O)CC(=O)C UM-BBD-CPD:c0028*CAS:109138-72-9 2.8.3.- 3-hydroxy-5-oxohexanoate + acetyl-CoA = 3-hydroxy-5- oxohexanoyl-CoA + acetate gallate degradation III (anaerobic)
3-hydroxy-5-oxohexanoate 146.143 C6 H10 O4 C(=O)(O)CC(O)CC(=O)C UM-BBD-CPD:c0028*CAS:109138-72-9 3.7.1.- dihydrophloroglucinol + OH- = 3-hydroxy-5-oxohexanoate gallate degradation III (anaerobic)
N-carbamoylputrescine 131.177 C5 H13 N3 O1 C(N)CCCNC(=O)N CAS:6851-51-0 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine superpathway of polyamine biosynthesis II
N-carbamoylputrescine 131.177 C5 H13 N3 O1 C(N)CCCNC(=O)N CAS:6851-51-0 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
N-carbamoylputrescine 131.177 C5 H13 N3 O1 C(N)CCCNC(=O)N CAS:6851-51-0 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine superpathway of polyamine biosynthesis II
N-carbamoylputrescine 131.177 C5 H13 N3 O1 C(N)CCCNC(=O)N CAS:6851-51-0 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
coproporphyrinogen III coproporphyrinogen 660.766 C36 H40 N4 O8 Cc5(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(=O)O)Cc2(nc(c(c2C)CCC(=O)O)Cc3(c(C)c(c(n3)Cc(n4)5)CCC(O)=O))))) LIGAND-CPD:C03263*CAS:2624-63-7 1.3.3.3 coproporphyrinogen III + 2 O2 = protoporphyrinogen + 2 CO2 + 2 H2O2 chlorophyllide a biosynthesis
coproporphyrinogen III coproporphyrinogen 660.766 C36 H40 N4 O8 Cc5(c(CCC(=O)O)c4(Cc1(nc(c(C)c1CCC(=O)O)Cc2(nc(c(c2C)CCC(=O)O)Cc3(c(C)c(c(n3)Cc(n4)5)CCC(O)=O))))) LIGAND-CPD:C03263*CAS:2624-63-7 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III chlorophyllide a biosynthesis
5'-deoxyadenosine 5'-deoxyadenosine*CH3Ado 251.244 C10 H13 N5 O3 CC1(O[CH]([CH](O)[CH]1O)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C05198 2.8.1.6 dethiobiotin + 2 S-adenosyl-L-methionine + sulfur donor = biotin + 2 5'-deoxyadenosine + 2 L-methionine biotin biosynthesis I
nicotinate 3-pyridinecarboxylic acid*nicotinic acid*wampocap*nicolar*nicocap*nicobid*nico-400-*nicamin*niacin*niacine*vitamin B3 122.103 C6 H4 N1 O2 c1(ccc(C([O-])=O)cn1) LIGAND-CPD:C00253*CAS:59-67-6 3.5.1.4 nicotinamide + H2O = ammonia + nicotinate aldoxime degradation
an L-phosphatidate phosphatidate (E.coli)*L-phosphatidate*A 3-SN-phosphatidate*diacyl-glycerol-3p*diacyl-glycerol-p*1,2-diacyl-sn-glycerol-3-phosphate*phosphatidic acid*1,2-diacylglycerol-3-phosphate*phosphatidate*diacylglycerol-3-phosphate C5 H7 O8 R2 P1 LIGAND-CPD:C00416 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + pyrophosphate phospholipid biosynthesis II
an L-phosphatidate phosphatidate (E.coli)*L-phosphatidate*A 3-SN-phosphatidate*diacyl-glycerol-3p*diacyl-glycerol-p*1,2-diacyl-sn-glycerol-3-phosphate*phosphatidic acid*1,2-diacylglycerol-3-phosphate*phosphatidate*diacylglycerol-3-phosphate C5 H7 O8 R2 P1 LIGAND-CPD:C00416 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + pyrophosphate phospholipid biosynthesis I
an L-phosphatidate phosphatidate (E.coli)*L-phosphatidate*A 3-SN-phosphatidate*diacyl-glycerol-3p*diacyl-glycerol-p*1,2-diacyl-sn-glycerol-3-phosphate*phosphatidic acid*1,2-diacylglycerol-3-phosphate*phosphatidate*diacylglycerol-3-phosphate C5 H7 O8 R2 P1 LIGAND-CPD:C00416 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol phospholipid biosynthesis II
an L-phosphatidate phosphatidate (E.coli)*L-phosphatidate*A 3-SN-phosphatidate*diacyl-glycerol-3p*diacyl-glycerol-p*1,2-diacyl-sn-glycerol-3-phosphate*phosphatidic acid*1,2-diacylglycerol-3-phosphate*phosphatidate*diacylglycerol-3-phosphate C5 H7 O8 R2 P1 LIGAND-CPD:C00416 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol triacylglycerol biosynthesis
an L-phosphatidate phosphatidate (E.coli)*L-phosphatidate*A 3-SN-phosphatidate*diacyl-glycerol-3p*diacyl-glycerol-p*1,2-diacyl-sn-glycerol-3-phosphate*phosphatidic acid*1,2-diacylglycerol-3-phosphate*phosphatidate*diacylglycerol-3-phosphate C5 H7 O8 R2 P1 LIGAND-CPD:C00416 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A triacylglycerol biosynthesis
an L-phosphatidate phosphatidate (E.coli)*L-phosphatidate*A 3-SN-phosphatidate*diacyl-glycerol-3p*diacyl-glycerol-p*1,2-diacyl-sn-glycerol-3-phosphate*phosphatidic acid*1,2-diacylglycerol-3-phosphate*phosphatidate*diacylglycerol-3-phosphate C5 H7 O8 R2 P1 LIGAND-CPD:C00416 2.3.1.51 a 2-lysophosphatidate + an acyl-ACP = an L-phosphatidate + acyl carrier protein phospholipid biosynthesis I
an L-phosphatidate phosphatidate (E.coli)*L-phosphatidate*A 3-SN-phosphatidate*diacyl-glycerol-3p*diacyl-glycerol-p*1,2-diacyl-sn-glycerol-3-phosphate*phosphatidic acid*1,2-diacylglycerol-3-phosphate*phosphatidate*diacylglycerol-3-phosphate C5 H7 O8 R2 P1 LIGAND-CPD:C00416 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
apo-[acyl-carrier protein] 2.7.8.7 apo-[acyl-carrier protein] + coenzyme A = adenosine 3',5'-bisphosphate + acyl carrier protein fatty acid biosynthesis -- initial steps
chlorophyllide b 628.966 C35 H32 N4 O6 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C2(C(C(=O)OC)C(=O)c3(c(C)c(=C1)n(c=23)4)))C(CCC(=O)O)C(C)C5=Cc7(n6c(c(C=C)c(C)7)C=C8C=9C=O)))))) 2.5.1.- chlorophyllide b + phytyl-PP = chlorophyll b + pyrophosphate chlorophyll cycle
chlorophyllide b 628.966 C35 H32 N4 O6 MG1 CCC9(C1(=N8([Mg]46(N5(=C(C2(C(C(=O)OC)C(=O)c3(c(C)c(=C1)n(c=23)4)))C(CCC(=O)O)C(C)C5=Cc7(n6c(c(C=C)c(C)7)C=C8C=9C=O)))))) RXN-7677 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
a classical dithiol glutaredoxin (reduced) RXN0-748 GDP + a classical dithiol glutaredoxin (reduced) = dGDP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
a classical dithiol glutaredoxin (reduced) RXN0-747 ADP + a classical dithiol glutaredoxin (reduced) = dADP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
a classical dithiol glutaredoxin (reduced) 1.17.4.- UDP + a classical dithiol glutaredoxin (reduced) = dUDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
a classical dithiol glutaredoxin (reduced) 1.17.4.- CDP + a classical dithiol glutaredoxin (reduced) = dCDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
campestanol 5α-campestanol 402.702 C28 H50 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(O)CC4)(C)))) RXN-773 campestanol + O2 = 6-deoxocathasterone + H2O brassinosteroid biosynthesis II
campestanol 5α-campestanol 402.702 C28 H50 O1 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(O)CC4)(C)))) RXN-712 5alpha-campestan-3-one = campestanol brassinosteroid biosynthesis II
2,6-dichloro-p-hydroquinone 2,6-DiCH*DiCH 179.002 C6 H4 O2 CL2 C1(C(Cl)=C(O)C(Cl)=CC(O)=1) 26DICHDIOX-RXN 2,6-dichloro-p-hydroquinone + O2 + H2O = 2-chloromaleylacetate + HCl pentachlorophenol degradation pathway
2,6-dichloro-p-hydroquinone 2,6-DiCH*DiCH 179.002 C6 H4 O2 CL2 C1(C(Cl)=C(O)C(Cl)=CC(O)=1) DICHCYCLO-RXN 2,6-dichloro-p-hydroquinone + H2O = 6-chlorohydroxyquinol + HCl pentachlorophenol degradation pathway
2,6-dichloro-p-hydroquinone 2,6-DiCH*DiCH 179.002 C6 H4 O2 CL2 C1(C(Cl)=C(O)C(Cl)=CC(O)=1) TECH2REDHAL-RXN 2,3,6-trichlorohydroquinone + 2 glutathione = 2,6-dichloro-p-hydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
glutamate-1-semialdehyde (S)-4-amino-5-oxopentanoate*L-Glutamate 1-semialdehyde 131.131 C5 H9 N1 O3 [CH](=O)C(N)CCC(=O)O LIGAND-CPD:C03741 5.4.3.8 glutamate-1-semialdehyde = 5-amino-levulinate chlorophyllide a biosynthesis
glutamate-1-semialdehyde (S)-4-amino-5-oxopentanoate*L-Glutamate 1-semialdehyde 131.131 C5 H9 N1 O3 [CH](=O)C(N)CCC(=O)O LIGAND-CPD:C03741 1.2.1.70 L-glutamyl-tRNAGlu + NADPH = glutamate-1-semialdehyde + NADP+ + tRNAGlu chlorophyllide a biosynthesis
GA25 gibberellin A25*gibberellin A25*GA25 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C(=O)O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA25 + alpha-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA25 gibberellin A25*gibberellin A25*GA25 362.422 C20 H26 O6 CC1([CH]4(C(CCC1)(C(=O)O)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 2.6.1.45 glyoxylate + L-serine = hydroxypyruvate + glycine formaldehyde assimilation I (serine pathway)
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 2.6.1.45 glyoxylate + L-serine = hydroxypyruvate + glycine formaldehyde assimilation I (serine pathway)
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 4.3.2.3 S-ureidoglycolate = urea + glyoxylate allantoin degradation to glyoxylate I
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 4.1.3.16 D-4-hydroxy-2-keto-glutarate = glyoxylate + pyruvate 4-hydroxyproline degradation
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 1.1.99.14 an acceptor + glycolate = a reduced acceptor + glyoxylate superpathway of serine and glycine biosynthesis II
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 4.1.3.24 malyl-CoA = glyoxylate + acetyl-CoA formaldehyde assimilation I (serine pathway)
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 RXN-2802 acetyl-CoA + 2 H2O = glyoxylate + coenzyme A formaldehyde assimilation I (serine pathway)
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A TCA cycle variation VIII
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 4.1.3.1 isocitrate = glyoxylate + succinate TCA cycle variation VIII
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 2.6.1.4 L-glutamate + glyoxylate = alpha-ketoglutarate + glycine superpathway of serine and glycine biosynthesis II
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 2.6.1.4 L-glutamate + glyoxylate = alpha-ketoglutarate + glycine photorespiration
iminoaspartate α-iminosuccinate 131.088 C4 H5 N1 O4 C(=O)(O)C(=N)CC(O)=O LIGAND-CPD:C05840 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone-phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
iminoaspartate α-iminosuccinate 131.088 C4 H5 N1 O4 C(=O)(O)C(=N)CC(O)=O LIGAND-CPD:C05840 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides II (plant)
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.2.2.1 xanthosine + H2O = xanthine + D-ribose purine degradation
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 XANTHOSINEPHOSPHORY-RXN xanthosine + phosphate = ribose-1-phosphate + xanthine ureide biosynthesis
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.1.3.5 XMP + H2O = xanthosine + phosphate ureide biosynthesis
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.1.3.5 XMP + H2O = xanthosine + phosphate salvage pathways of purine nucleosides II (plant)
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.1.3.5 XMP + H2O = xanthosine + phosphate purine degradation
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
xanthosine 9 β-D-ribofuranosylxanthine 284.228 C10 H12 N4 O6 c1(c2(c([nH]c([nH]1)=O)n(cn2)[CH]3([CH](O)[CH](O)[CH](O3)CO)))(=O) LIGAND-CPD:C01762*CAS:146-80-5 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation
tRNAser TRNA(SER) LIGAND-CPD:C01650 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + pyrophosphate + AMP tRNA charging pathway
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 TECH1REDHAL-RXN tetrachlorohydroquinone + 2 glutathione = 2,3,6-trichlorohydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 TECH2REDHAL-RXN 2,3,6-trichlorohydroquinone + 2 glutathione = 2,6-dichloro-p-hydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 S-GSH-RXN polysulfide + glutathione = polysulfide-glutathione complex sulfur oxidation
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 1.8.1.7 glutathione disulfide + NADPH + H+ = 2 glutathione + NADP+ ascorbate glutathione cycle
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 1.8.5.1 L-dehydro-ascorbate + 2 glutathione = glutathione disulfide + L-ascorbate ascorbate glutathione cycle
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 2.3.2.2 glutathione = (5-L-glutamyl)-L-amino acid + Cys-Gly gamma-glutamyl cycle
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP gamma-glutamyl cycle
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 6.3.2.3 glycine + L-gamma-glutamylcysteine + ATP = glutathione + phosphate + ADP glutathione biosynthesis
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(=O)(O)C(N)CCC(=O)NC(CS)C(=O)NCC(O)=O LIGAND-CPD:C00051*CAS:70-18-8 4.4.1.5 methylglyoxal + glutathione = S-lactoyl-glutathione methylglyoxal degradation
pinocembrin chalcone 256.257 C15 H12 O4 c1(c(O)c(c(O)cc(O)1)C(=O)C=Cc2(ccccc2)) 5.5.1.6 pinocembrin chalcone = (2S)-pinocembrin pinobanksin biosynthesis
pinocembrin chalcone 256.257 C15 H12 O4 c1(c(O)c(c(O)cc(O)1)C(=O)C=Cc2(ccccc2)) 2.3.1.- 3 malonyl-CoA + (E)-cinnamoyl-CoA = pinocembrin chalcone + 4 coenzyme A + 3 CO2 pinobanksin biosynthesis
colnelenate colnelenic acid 292.417 C18 H28 O3 C(=CC=CCC=CCC)OC=CCCCCCCC(=O)O LIGAND-CPD:C16320 RXN-8498 9-HPOT = colnelenate + H2O divinyl ether biosynthesis I (9-LOX)
tRNAval TRNA(VAL) LIGAND-CPD:C01653 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + pyrophosphate + AMP tRNA charging pathway
acylglycerol Glyceride*Monoglyceride*Monoacylglycerol C4 H7 O4 R1 3.1.1.23 H2O + acylglycerol = a fatty acid + glycerol triacylglycerol degradation
acylglycerol Glyceride*Monoglyceride*Monoacylglycerol C4 H7 O4 R1 RXN-1603 2-acylglycerol = acylglycerol triacylglycerol degradation
dATP 2'-deoxyadenosine triphosphate*deoxy-ATP*deoxyadenosine-triphosphate*2'-deoxyadenosine-5'-triphosphate 491.184 C10 H16 N5 O12 P3 C(OP(O)(=O)OP(O)(=O)OP(O)(O)=O)C1(OC(CC(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00131*CAS:1927-31-7 RXN0-745 ATP + reduced flavodoxin = dATP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
dATP 2'-deoxyadenosine triphosphate*deoxy-ATP*deoxyadenosine-triphosphate*2'-deoxyadenosine-5'-triphosphate 491.184 C10 H16 N5 O12 P3 C(OP(O)(=O)OP(O)(=O)OP(O)(O)=O)C1(OC(CC(O)1)n2(c3(c(nc2)c(N)ncn3))) LIGAND-CPD:C00131*CAS:1927-31-7 2.7.4.6 dADP + ATP = dATP + ADP purine nucleotides de novo biosynthesis I
N-formylkynurenine N-Formyl-L-kynurenine 236.227 C11 H12 N2 O4 C(=O)(O)C(N)CC(=O)c1(c(NC=O)cccc1) CAS:1022-31-7 3.5.1.9 N-formylkynurenine + H2O = kynurenine + formate tryptophan degradation III (eukaryotic)
N-formylkynurenine N-Formyl-L-kynurenine 236.227 C11 H12 N2 O4 C(=O)(O)C(N)CC(=O)c1(c(NC=O)cccc1) CAS:1022-31-7 1.13.11.11 O2 + L-tryptophan = N-formylkynurenine tryptophan degradation III (eukaryotic)
choline sulfate 183.222 C5 H13 N1 O4 S1 C(C[N+](C)(C)C)OS(=O)([O-])=O 3.1.6.6 H2O + choline sulfate = SO42- + choline choline-O-sulfate degradation
L-asparaginyl-tRNAasn L-ASPARAGINYL-TRNA(ASN) LIGAND-CPD:C03402 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + pyrophosphate + AMP tRNA charging pathway
4-hydroxybenzyl alcohol 124.139 C7 H8 O2 C(O)C1(=CC=C(O)C=C1) NCI:227926*CAS:623-05-2 THIAZOLSYN2-RXN L-tyrosine + 1-deoxy-D-xylulose 5-phosphate + ThiS-COSH = 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-hydroxybenzyl alcohol + C1 of tyrosine + ThiS protein thiamin biosynthesis
GA1 gibberellin A1*gibberellin A1*GA1 348.395 C19 H24 O6 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))(O)) 1.14.11.15 GA20 + alpha-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA1 gibberellin A1*gibberellin A1*GA1 348.395 C19 H24 O6 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))(O)) 1.14.11.- GA4 + O2 + NADPH = GA1 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
CDP-choline citicoline*citicholine*cidifos*cyticholine*cytidine 5'-diphosphocholine*cytidine diphosphate choline 489.335 C14 H27 N4 O11 P2 C(OP(O)(=O)OP(O)(=O)OCC[N+](C)(C)C)C1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) CAS:987-78-0 2.7.8.2 a 1,2-diacylglycerol + CDP-choline = a phosphatidylcholine + CMP phospholipid biosynthesis II
pyridoxamine 5'-phosphate PMP*pyridoxamine phosphate 248.175 C8 H13 N2 O5 P1 C(N)c1(c(COP(O)(=O)O)cnc(C)c(O)1) CAS:529-96-4*LIGAND-CPD:C00647 1.4.3.5 O2 + H2O + pyridoxamine 5'-phosphate = ammonia + H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
pyridoxamine 5'-phosphate PMP*pyridoxamine phosphate 248.175 C8 H13 N2 O5 P1 C(N)c1(c(COP(O)(=O)O)cnc(C)c(O)1) CAS:529-96-4*LIGAND-CPD:C00647 2.7.1.35 ATP + pyridoxamine = ADP + pyridoxamine 5'-phosphate pyridoxal 5'-phosphate salvage pathway
GA37 gibberellin A37*gibberellin A37*GA37 364.438 C20 H28 O6 CC1([CH]4(C(CCC(O)1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA37 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
GA37 gibberellin A37*gibberellin A37*GA37 364.438 C20 H28 O6 CC1([CH]4(C(CCC(O)1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA37 gibberellin A37*gibberellin A37*GA37 364.438 C20 H28 O6 CC1([CH]4(C(CCC(O)1)(CO)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA14 + O2 + alpha-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
spermidine 145.247 C7 H19 N3 C(N)CCCNCCCN LIGAND-CPD:C00315*CAS:124-20-9 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + 5'-methylthioadenosine spermine biosynthesis
spermidine 145.247 C7 H19 N3 C(N)CCCNCCCN LIGAND-CPD:C00315*CAS:124-20-9 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + 5'-methylthioadenosine superpathway of polyamine biosynthesis II
spermidine 145.247 C7 H19 N3 C(N)CCCNCCCN LIGAND-CPD:C00315*CAS:124-20-9 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + 5'-methylthioadenosine spermidine biosynthesis
a 5,10-methylene-tetrahydrofolate methylene-H4PteGlun*methylene-H4PteGlu(n)*methylene-THF(glu)n*methylene-THF polyglutamates*methylene-tetrahydropteroylpolyglutamates C8 H11 N6 O1 R1 6.3.2.17 a 5,10-methylene-tetrahydrofolate + L-glutamate + ATP = methylene-H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
dTTP thymidine triphosphate*thymidine 5'-triphosphate*TTP 482.171 C10 H17 N2 O14 P3 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00459*CAS:365-08-2 2.7.7.24 alpha-D-glucose 1-phosphate + dTTP = dTDP-D-glucose + pyrophosphate dTDP-L-rhamnose biosynthesis I
dTTP thymidine triphosphate*thymidine 5'-triphosphate*TTP 482.171 C10 H17 N2 O14 P3 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00459*CAS:365-08-2 2.7.4.6 dTDP + ATP = dTTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
4-methyl-5-(beta-hydroxyethyl)thiazole 4-methyl-5-(2-hydroxyethyl)-thiazole*THZ*5-(2-Hydroxyethyl)-4-methylthiazole*HET 143.203 C6 H9 N1 O1 S1 Cc1(c(CCO)scn1) LIGAND-CPD:C04294*CAS:137-00-8 2.7.1.50 ATP + 4-methyl-5-(beta-hydroxyethyl)thiazole = ADP + 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate thiamin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate reductive tricarboxylic acid cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle variation VIII
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP lignin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP flavonoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle variation VIII
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A respiration (anaerobic)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 4.1.3.5 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle variation VIII
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 3-isopropylmalate + coenzyme A leucine biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP glutamate degradation VII (to butyrate)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP pyruvate oxidation pathway
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP acetate utilization
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP methylcitrate cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP beta-alanine biosynthesis II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 ACETYLSYNCLTH-RXN CO + corrinoid/iron-sulfur protein, methylated + coenzyme A = acetyl-CoA + corrinoid/iron-sulfur protein reductive acetyl coenzyme A pathway
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.3 octanoate + ATP + coenzyme A = octanoyl-CoA + AMP + pyrophosphate octane oxidation
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + pyrophosphate + AMP fatty acid oxidation pathway I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A TCA cycle variation VIII
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA ethanol fermentation to acetate
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA glucose heterofermentation to lactate I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH superpathway of glycolysis, pyruvate dehydrogenase, TCA, and glyoxylate bypass
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH TCA cycle variation VIII
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glutamate degradation VII (to butyrate)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin Entner-Doudoroff pathway II (non-phosphorylative)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glycolysis II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin reductive tricarboxylic acid cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.7.3 reduced ferredoxin + CO2 + succinyl-CoA = oxidized ferredoxin + coenzyme A + alpha-ketoglutarate reductive tricarboxylic acid cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.3.8 coenzyme A + citrate + ATP = phosphate + oxaloacetate + acetyl-CoA + ADP reductive tricarboxylic acid cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.9 coenzyme A + malate + ATP = phosphate + malyl-CoA + ADP formaldehyde assimilation I (serine pathway)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.12 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + pyrophosphate suberin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + pyrophosphate suberin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.168 enzyme N6-(S-[2-methylpropanoyl]dihydrolipoyl)lysine + coenzyme A = enzyme N6-(dihydrolipoyl)lysine + isobutyryl-CoA branched-chain alpha-keto acid dehydrogenase complexes
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 AKPTHIOL-RXN 2-amino-4-oxopentanoate + coenzyme A = D-alanine + acetyl-CoA interconversion of arginine, ornithine and proline
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.133 caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate lignin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.133 caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate lignin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 ALPHA-KETOBUTYRATE-DEHYDROG-RXN 2-oxobutanoate + coenzyme A + NAD+ = propionyl-CoA + CO2 + NADH methionine degradation I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.7.8.7 apo-[acyl-carrier protein] + coenzyme A = adenosine 3',5'-bisphosphate + acyl carrier protein fatty acid biosynthesis -- initial steps
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation III (eukaryotic)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA lysine degradation II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.13 phosphate + acetyl-CoA + ADP = coenzyme A + acetate + ATP glycolysis II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-keto-4-methyl-pentanoate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.1.1.88 (R)-mevalonate + 2 NAD+ + coenzyme A = 3-hydroxy-3-methyl-glutaryl-CoA + 2 NADH mevalonate degradation
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.16 coenzyme A + a 3-ketoacyl-CoA = an acyl-CoA + acetyl-CoA fatty acid oxidation pathway I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.- 3-hydroxy-5- oxohexanoyl-CoA + coenzyme A = 3-hydroxybutyryl-CoA + acetyl-CoA gallate degradation III (anaerobic)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2KETO-3METHYLVALERATE-RXN 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.9 2-methylacetoacetyl-CoA + coenzyme A = propionyl-CoA + acetyl-CoA isoleucine degradation I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 RXN-2006 oxocinnamoyl-CoA + coenzyme A = benzoyl-CoA + acetyl-CoA salicylic acid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 6.2.1.- trans-cinnamate + coenzyme A = (E)-cinnamoyl-CoA + H2O salicylic acid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 4.1.3.31 oxaloacetate + H2O + propionyl-CoA = coenzyme A + 2-methylcitrate methylcitrate cycle
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 RXN-904 benzoylsuccinyl-CoA + coenzyme A = benzoyl-CoA + succinyl-CoA toluene degradation VI (anaerobic)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.110 tyramine + (E)-cinnamoyl-CoA = cinnamoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.110 tyramine + sinapoyl-CoA = sinapoyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.110 4-coumaroyl-CoA + tyramine = p-coumaroyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 3.1.2.4 3-hydroxypropionyl-CoA + H2O = 3-hydroxy-propionate + coenzyme A beta-alanine biosynthesis II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 RXN-2005 benzoyl-CoA + H2O = benzoate + coenzyme A salicylic acid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 RXN-2009 salicyloyl-CoA + H2O = salicylate + coenzyme A salicylic acid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.4 D-glucosamine-6-phosphate + acetyl-CoA = N-acetyl-D-glucosamine-6-phosphate + coenzyme A UDP-N-acetylgalactosamine biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.157 glucosamine-1P + acetyl-CoA = N-acetyl-glucosamine-1-phosphate + coenzyme A N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.7.1.24 dephospho-CoA + ATP = coenzyme A + ADP coenzyme A biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.19 phosphate + butyryl-CoA = butyryl phosphate + coenzyme A acetyl CoA fermentation to butyrate
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.20 an acyl-CoA + a 1,2-diacylglycerol = triacylglycerol + coenzyme A triacylglycerol biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A triacylglycerol biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.39 acyl carrier protein + malonyl-CoA = malonyl-ACP + coenzyme A fatty acid biosynthesis -- initial steps
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.38 acyl carrier protein + acetyl-CoA = acetyl-ACP + coenzyme A fatty acid biosynthesis -- initial steps
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.- acetyl-CoA + malonyl-ACP = acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis -- initial steps
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.44 coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A lignin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A lignin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.133 quinate + coumaroyl-CoA = 4-coumaroylquinate + coenzyme A lignin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.133 shikimate + coumaroyl-CoA = 4-coumaroylshikimate + coenzyme A lignin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.- L-2,4-diaminobutanoate + acetyl-CoA = N-acetyl-L-2,4-diaminobutanoate + coenzyme A ectoine biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.117 H2O + L-2,3,4,5-tetrahydrodipicolinate + succinyl-CoA = N-succinyl-2-amino-6-ketopimelate + coenzyme A lysine biosynthesis I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.89 L-2,3,4,5-tetrahydrodipicolinate + acetyl-CoA + H2O = L-2-acetamido-6-oxoheptanedioate + coenzyme A lysine biosynthesis II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A arginine biosynthesis II (acetyl cycle)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A ornithine biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A hydroxycinnamic acid tyramine amides biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A suberin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 RXN-2802 acetyl-CoA + 2 H2O = glyoxylate + coenzyme A formaldehyde assimilation I (serine pathway)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.54 pyruvate + coenzyme A = formate + acetyl-CoA respiration (anaerobic)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 3.1.2.4 H2O + 3-hydroxy-isobutyryl-CoA = 3-hydroxy-isobutyrate + coenzyme A valine degradation I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A pyruvate oxidation pathway
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A acetate utilization
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A gallate degradation III (anaerobic)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A ethanol fermentation to acetate
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A reductive acetyl coenzyme A pathway
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A glucose heterofermentation to lactate I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.- 3 malonyl-CoA + (E)-cinnamoyl-CoA = pinocembrin chalcone + 4 coenzyme A + 3 CO2 pinobanksin biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.170 coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A tryptophan degradation III (eukaryotic)
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A lysine degradation II
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A ethanol fermentation to acetate
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A mevalonate pathway
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A acetoacetate degradation
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.9 2 acetyl-CoA = acetoacetyl-CoA + coenzyme A acetyl CoA fermentation to butyrate
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.15 a fatty acyl CoA + glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A sulfate assimilation III
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.12 lipoate acetyltransferase N6-(S-acetyldihydrolipoyl)lysine + coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = lipoate acetyltransferase N6-(dihydrolipoyl)lysine + acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine pyruvate dehydrogenase complex
coenzyme A CoA*co-A-SH*co-enzyme-A*co-A*HS-CoA 767.534 C21 H36 N7 O16 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCS)COP(=O)(O)OP(=O)(O)OC[CH]1(O[CH]([CH](O)[CH]1OP(O)(O)=O)N2(c3(c(N=C2)c(N)ncn3))) CAS:85-61-0*LIGAND-CPD:C00010 2.3.1.74 coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
2-oxobutanoate 2-oxobutyrate*2-ketobutyrate*2-oxobutyric acid*α-oxobutyric acid*α-ketobutyrate*α-ketobutyric acid*2-oxo-butyrate*2-keto-butyrate*2-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)C(=O)CC LIGAND-CPD:C00109*CAS:600-18-0 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis I
2-oxobutanoate 2-oxobutyrate*2-ketobutyrate*2-oxobutyric acid*α-oxobutyric acid*α-ketobutyrate*α-ketobutyric acid*2-oxo-butyrate*2-keto-butyrate*2-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)C(=O)CC LIGAND-CPD:C00109*CAS:600-18-0 ALPHA-KETOBUTYRATE-DEHYDROG-RXN 2-oxobutanoate + coenzyme A + NAD+ = propionyl-CoA + CO2 + NADH methionine degradation I
2-oxobutanoate 2-oxobutyrate*2-ketobutyrate*2-oxobutyric acid*α-oxobutyric acid*α-ketobutyrate*α-ketobutyric acid*2-oxo-butyrate*2-keto-butyrate*2-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)C(=O)CC LIGAND-CPD:C00109*CAS:600-18-0 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine methionine degradation I
2-oxobutanoate 2-oxobutyrate*2-ketobutyrate*2-oxobutyric acid*α-oxobutyric acid*α-ketobutyrate*α-ketobutyric acid*2-oxo-butyrate*2-keto-butyrate*2-ketobutyric acid 102.09 C4 H6 O3 C(O)(=O)C(=O)CC LIGAND-CPD:C00109*CAS:600-18-0 4.3.1.19 L-threonine = 2-oxobutanoate + ammonia isoleucine biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ pyruvate fermentation to ethanol II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ ethanol fermentation to acetate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ sucrose degradation to ethanol and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ glucose heterofermentation to lactate I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 PRDABST-RXN D-proline + NADH = 5-aminopentanoate + NAD+ interconversion of arginine, ornithine and proline
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.5.1.12 pyrroline-hydroxy-carboxylate + NADH + 2 H2O = L-erythro-4-hydroxy-glutamate + NAD+ 4-hydroxyproline degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.3.1.- crotonyl-CoA + NADH = butyryl-CoA + NAD+ ethanol fermentation to acetate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ tryptophan degradation III (eukaryotic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ lysine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.- acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ acetyl CoA fermentation to butyrate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2-AMINOMUCONATE-REDUCTASE-RXN 2-amino-muconate + 2 H2O + NADH = NH(4)OH + alpha-ketoadipate + NAD+ tryptophan degradation III (eukaryotic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 DIOXYXANFL-RXN 1,4-dichlorobenzene + O2 + NADH = 1,4-dichlorobenzene dihydrodiol + NAD+ 1,4-dichlorobenzene degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.14.12.- benzenesulfonate + NADH + O2 = NAD+ + catechol + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.14.12.- 4-toluenesulfonate + NADH + O2 = 4-methylcatechol + NAD+ + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.6.5.3 NADH + UQ + H+ = NAD+ + UQH2 aerobic respiration -- electron donor II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.6.1.1 NAD+ + NADPH = NADH + NADP+ NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 3.1.3.- NADPH + H2O = NADH + phosphate NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + alpha-ketoglutarate glutamate degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a long-chain fatty acid + NADH fatty acid alpha-oxidation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 RXN0-5248 NADH = NAD+ + H+ + 2 e- NADH + UQ + H+ = NAD+ + UQH2
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 CHLOROBENDDH-RXN 1,4-dichlorobenzene dihydrodiol + NAD+ = 3,6-dichlorocatechol + NADH 1,4-dichlorobenzene degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.3 1-octanal + NAD+ + H2O = octanoate + NADH octane oxidation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.18.1.1 NADH + OXIDIZED RUBREDOXIN = NAD+ + reduced rubredoxin octane oxidation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.59 NAD+ + 3-hydroxy-propionate = NADH + malonate semialdehyde beta-alanine biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH ascorbate biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.178 NAD+ + 2-methyl-3-hydroxybutyryl-CoA = NADH + 2-methylacetoacetyl-CoA isoleucine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2KETO-3METHYLVALERATE-RXN 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.35 NAD+ + a (3S)-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid oxidation pathway I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.88 (R)-mevalonate + 2 NAD+ + coenzyme A = 3-hydroxy-3-methyl-glutaryl-CoA + 2 NADH mevalonate degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-keto-4-methyl-pentanoate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 4.3.1.12 L-ornithine + NAD+ = ammonia + L-proline + NADH + H+ arginine degradation VII (arginase 3 pathway)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.3 D-glyceraldehyde-3-phosphate + NAD+ + H2O = 3-phosphoglycerate + NADH Entner-Doudoroff pathway III (semi-phosphorylative)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.3 glyceraldehyde + NAD+ + H2O = glycerate + NADH Entner-Doudoroff pathway II (non-phosphorylative)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.204 xanthine + NAD+ + H2O = urate + NADH salvage pathways of adenine, hypoxanthine, and their nucleosides
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.32 H2O + NAD+ + 2-aminomuconate semialdehyde = NADH + 2-amino-muconate tryptophan degradation III (eukaryotic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation III (eukaryotic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA lysine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.5.1.9 H2O + NAD+ + saccharopine = NADH + allysine + L-glutamate lysine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 ALLYSINE-DEHYDROG-RXN H2O + allysine + NAD+ = alpha-aminoadipate + NADH lysine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 ALPHA-KETOBUTYRATE-DEHYDROG-RXN 2-oxobutanoate + coenzyme A + NAD+ = propionyl-CoA + CO2 + NADH methionine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.5.1.12 pyrroline 5-carboxylate + NAD+ + 2 H2O = L-glutamate + NADH proline degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH folate transformations
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH glycine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.8.1.4 enzyme N6-(dihydrolipoyl)lysine + NAD+ = enzyme N6-(lipoyl)lysine + NADH + H+ branched-chain alpha-keto acid dehydrogenase complexes
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 RXN-5041 L-2,3-dihydrodipicolinate + NAD+ = dipicolinate + NADH + H+ lysine biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.1 choline + NAD+ = betaine aldehyde + NADH + H+ glycine betaine biosynthesis II (Gram-positive bacteria)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.27 NADH + pyruvate = NAD+ + lactate pyruvate fermentation to lactate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.27 NADH + pyruvate = NAD+ + lactate fructose degradation to pyruvate and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.27 NADH + pyruvate = NAD+ + lactate sucrose degradation to ethanol and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH superpathway of glycolysis, pyruvate dehydrogenase, TCA, and glyoxylate bypass
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH TCA cycle variation VIII
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate TCA cycle variation VIII
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.3.1.9 NADH + a trans-delta2-enoyl-acyl-ACP = an acyl-ACP + NAD+ fatty acid elongation -- saturated
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate glucose fermentation to lactate II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.28 NADH + pyruvate = NAD+ + D-lactate glucose heterofermentation to lactate I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA ethanol fermentation to acetate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA glucose heterofermentation to lactate I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.44 6-phospho-D-gluconate + NAD+ = D-ribulose-5-phosphate + CO2 + NADH formaldehyde oxidation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.8.1.4 lipoate acetyltransferase N6-(dihydrolipoyl)lysine + enzyme N6-(dihydrolipoyl)lysine + NAD+ = lipoate acetyltransferase N6-(lipoyl)lysine + enzyme N6-(lipoyl)lysine + NADH + H+ pyruvate dehydrogenase complex
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.29 hydroxypyruvate + NADH = glycerate + NAD+ photorespiration
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH glycine cleavage
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH superpathway of glyoxylate cycle
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH phenylalanine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH formaldehyde assimilation I (serine pathway)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH aspartate degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH reductive tricarboxylic acid cycle
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle variation VIII
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH respiration (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.31 NAD+ + 3-hydroxy-isobutyrate = NADH + methylmalonate-semialdehyde valine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.85 2-isopropylmalate + NAD+ = 2-keto-4-methyl-pentanoate + NADH + CO2 leucine biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH ureide biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides II (plant)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle variation VIII
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation III
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH colanic acid building blocks biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis I (Gram-negative bacteria)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis II (Gram-positive bacteria)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis III (plants)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate ureide biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate purine degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis V
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose fermentation to lactate II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH fructose degradation to pyruvate and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH sucrose degradation to ethanol and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose heterofermentation to lactate I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C([CH]1(O[CH]([CH](O)[CH]1O)N2(C=C(C(=O)N)[CH2]C=C2)))OP(=O)(O)OP(=O)(O)OC[CH]3(O[CH]([CH](O)[CH](O)3)n4(c5(c(nc4)c(N)ncn5))) CAS:53-84-9*LIGAND-CPD:C00004 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
dTDP-alpha-L-rhamnose dTDP-6-deoxy-L-mannose*dTDP-L-rhamnose*dTDP-rhamnose 548.333 C16 H26 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)C))) CAS:572-96-3*LIGAND-CPD:C03319 1.1.1.133 NADPH + dTDP-4-dehydro-6-deoxy-L-mannose = NADP+ + dTDP-alpha-L-rhamnose dTDP-L-rhamnose biosynthesis I
dTDP-alpha-L-rhamnose dTDP-6-deoxy-L-mannose*dTDP-L-rhamnose*dTDP-rhamnose 548.333 C16 H26 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)C))) CAS:572-96-3*LIGAND-CPD:C03319 RXN1F-475 kaempferol-3-rhamnoside + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside-7-rhamnoside + dTDP flavonol biosynthesis
dTDP-alpha-L-rhamnose dTDP-6-deoxy-L-mannose*dTDP-L-rhamnose*dTDP-rhamnose 548.333 C16 H26 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)C))) CAS:572-96-3*LIGAND-CPD:C03319 RXN1F-474 kaempferol + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside + dTDP flavonol biosynthesis
dTDP-alpha-L-rhamnose dTDP-6-deoxy-L-mannose*dTDP-L-rhamnose*dTDP-rhamnose 548.333 C16 H26 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)C))) CAS:572-96-3*LIGAND-CPD:C03319 RXN1F-443 kaempferol-3-glucoside + dTDP-alpha-L-rhamnose = kaempferol-3-glucoside-7-rhamnoside + dTDP flavonol biosynthesis
dTDP-alpha-L-rhamnose dTDP-6-deoxy-L-mannose*dTDP-L-rhamnose*dTDP-rhamnose 548.333 C16 H26 N2 O15 P2 Cc1(cn(c(=O)[nH]c1=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OC3(C(O)C(O)C(O)C(O3)C))) CAS:572-96-3*LIGAND-CPD:C03319 RXN-5461 dTDP-4-dehydro-6-deoxy-D-glucose + NADPH = dTDP-alpha-L-rhamnose + NADP+ dTDP-L-rhamnose biosynthesis II
(R)-2-benzylsuccinate (R)-2-benzylsuccinic acid 208.213 C11 H12 O4 C(=O)(O)C[CH](C(O)=O)Cc1(ccccc1) 2.8.3.15 (R)-2-benzylsuccinate + succinyl-CoA = (R)-benzylsuccinyl-CoA + succinate toluene degradation VI (anaerobic)
(R)-2-benzylsuccinate (R)-2-benzylsuccinic acid 208.213 C11 H12 O4 C(=O)(O)C[CH](C(O)=O)Cc1(ccccc1) 4.1.99.11 toluene + fumarate = (R)-2-benzylsuccinate toluene degradation VI (anaerobic)
coumaroyl-CoA p-coumaryl-CoA*4-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccc(O)cc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 2.3.1.74 coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
coumaroyl-CoA p-coumaryl-CoA*4-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccc(O)cc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 2.3.1.170 coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
coumaroyl-CoA p-coumaryl-CoA*4-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccc(O)cc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 2.3.1.133 shikimate + coumaroyl-CoA = 4-coumaroylshikimate + coenzyme A lignin biosynthesis
coumaroyl-CoA p-coumaryl-CoA*4-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccc(O)cc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 2.3.1.133 quinate + coumaroyl-CoA = 4-coumaroylquinate + coenzyme A lignin biosynthesis
coumaroyl-CoA p-coumaryl-CoA*4-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccc(O)cc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 1.2.1.44 coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A lignin biosynthesis
coumaroyl-CoA p-coumaryl-CoA*4-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccc(O)cc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP lignin biosynthesis
coumaroyl-CoA p-coumaryl-CoA*4-coumaroyl-CoA 913.679 C30 H42 N7 O18 P3 S1 CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1(ccc(O)cc1))COP(=O)(O)OP(=O)(O)OC[CH]2(O[CH]([CH](O)[CH]2OP(O)(O)=O)n3(c4(c(nc3)c(N)ncn4))) 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP flavonoid biosynthesis
starch 3.2.1.1 starch = a large-branched glucan starch degradation
starch 2.4.1.18 a 1,4-alpha-D-glucan = starch starch biosynthesis
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)[CH]1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + pyrophosphate + AMP tRNA charging pathway
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)[CH]1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 1.5.99.8 L-proline + an acceptor = (S)-1-pyrroline-5-carboxylate + pyrroline 5-carboxylate + a reduced acceptor proline degradation II
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)[CH]1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 citrulline biosynthesis
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)[CH]1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 proline degradation I
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)[CH]1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ interconversion of arginine, ornithine and proline
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)[CH]1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis V (from arginine)
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)[CH]1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ arginine degradation VI (arginase 2 pathway)
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)[CH]1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 5.1.1.4 L-proline = D-proline interconversion of arginine, ornithine and proline
L-proline 2-pyrrolidinecarboxylic acid*P*proline*prol*pro 115.132 C5 H9 N1 O2 C(=O)(O)[CH]1(CCCN1) LIGAND-CPD:C00148*CAS:147-85-3 4.3.1.12 L-ornithine + NAD+ = ammonia + L-proline + NADH + H+ arginine degradation VII (arginase 3 pathway)
dUTP deoxy-UTP*2'-deoxyuridine-5'-triphosphate*deoxyuridine-triphosphate 468.144 C9 H15 N2 O14 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00460*CAS:1173-82-6 3.6.1.23 H2O + dUTP = pyrophosphate + dUMP de novo biosynthesis of pyrimidine deoxyribonucleotides
dUTP deoxy-UTP*2'-deoxyuridine-5'-triphosphate*deoxyuridine-triphosphate 468.144 C9 H15 N2 O14 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00460*CAS:1173-82-6 3.5.4.13 H2O + dCTP = ammonia + dUTP de novo biosynthesis of pyrimidine deoxyribonucleotides
dUTP deoxy-UTP*2'-deoxyuridine-5'-triphosphate*deoxyuridine-triphosphate 468.144 C9 H15 N2 O14 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00460*CAS:1173-82-6 RXN0-724 UTP + reduced flavodoxin = dUTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
dUTP deoxy-UTP*2'-deoxyuridine-5'-triphosphate*deoxyuridine-triphosphate 468.144 C9 H15 N2 O14 P3 c1(n(c(=O)[nH]c(c1)=O)C2(OC(C(C2)O)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)) LIGAND-CPD:C00460*CAS:1173-82-6 2.7.4.6 dUDP + ATP = dUTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
L-seryl-tRNAsec 2.9.1.1 selenophosphate + L-seryl-tRNAsec = phosphate + H2O + L-selenocysteinyl-tRNAsec selenocysteine biosynthesis
L-seryl-tRNAsec 6.1.1.11 tRNAsec + L-serine + ATP = L-seryl-tRNAsec + pyrophosphate + AMP selenocysteine biosynthesis
cis-3-hexenol 100.16 C6 H12 O1 C(O)CC=CCC NCI:74451*CAS:928-96-1 RXN-1347 cis-3-hexenal = cis-3-hexenol lipoxygenase pathway
phosphatidyl-myo-inositol 4,5-biphosphate 1-Phosphatidyl-1D-myo-inositol 4,5-bisphosphate C11 H19 O19 R2 P3 3.1.4.11 phosphatidyl-myo-inositol 4,5-biphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
pelargonidin-3-glucoside C21H21CLO5*callistephin*3-(β-D-glucopyranosyloxy)-55,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride 433.391 C21 H21 O10 C1(OC(CO)C(O)C(O)C(O)1)OC3(C(c2(ccc(O)cc2))=Oc4(c(C=3)c(O)cc(c4)O)) 2.4.1.- pelargonidin + UDP-D-glucose = pelargonidin-3-glucoside + UDP anthocyanin biosynthesis
leucocyanidin 306.271 C15 H14 O7 c1(O)(c2(c(cc(c1)O)OC(C(O)C2O)c3(cc(O)c(O)cc3))) 1.14.11.19 leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
leucocyanidin 306.271 C15 H14 O7 c1(O)(c2(c(cc(c1)O)OC(C(O)C2O)c3(cc(O)c(O)cc3))) 1.1.1.219 dihydroquercetin + NADPH = leucocyanidin + NADP+ anthocyanin biosynthesis
5alpha-cholesta-8,24-dien-3-one 382.628 C27 H42 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)CC(=O)CC4)))) 1.1.1.270 5alpha-cholesta-8,24-dien-3-one + NADPH = zymosterol + NADP+ cholesterol biosynthesis
5alpha-cholesta-8,24-dien-3-one 382.628 C27 H42 O1 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)CC(=O)CC4)))) 1.1.1.170 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
(4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol 410.682 C29 H46 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(=CC1)C3(=C(CC2)C4([CH](CC3)C(C)C(O)CC4)(C)))) LIGAND-CPD:C11508 1.3.1.70 (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol + 2 NADPH = 4alpha-methylfecosterol + 2 NADP+ sterol biosynthesis
(4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol 410.682 C29 H46 O1 CC(C)C(=C)CCC(C)C1(C2(C)(C(=CC1)C3(=C(CC2)C4([CH](CC3)C(C)C(O)CC4)(C)))) LIGAND-CPD:C11508 1.14.13.70 3 NADPH + 3 O2 + obtusifoliol + 3 H+ = 4 H2O + 3 NADP+ + formate + (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol sterol biosynthesis
ectoine 1,4,5,6-tetrahydro-2-methyl-4-pyrimidine carboxylic acid 142.157 C6 H10 N2 O2 C1(NC(C(=O)O)CCN=1)(C) NCI:614616*CAS:96702-03-3 R103-RXN N-acetyl-L-2,4-diaminobutanoate = ectoine + H2O ectoine biosynthesis
linolenate (9,12,15)-linolenate*9Z,12Z,15Z-octadecatrienoic acid*9Z,12Z,15Z-octadecatrienoate*α-linolenic acid*(9,12,15)-linolenic acid*linolenic acid 278.434 C18 H30 O2 C(O)(=O)CCCCCCCC=CCC=CCC=CCC LIGAND-CPD:C06427*CAS:463-40-1 1.13.11.12 O2 + linolenate = 13(S)-hydroperoxylinolenate lipoxygenase pathway
linolenate (9,12,15)-linolenate*9Z,12Z,15Z-octadecatrienoic acid*9Z,12Z,15Z-octadecatrienoate*α-linolenic acid*(9,12,15)-linolenic acid*linolenic acid 278.434 C18 H30 O2 C(O)(=O)CCCCCCCC=CCC=CCC=CCC LIGAND-CPD:C06427*CAS:463-40-1 1.13.11.12 O2 + linolenate = 13(S)-hydroperoxylinolenate jasmonic acid biosynthesis
linolenate (9,12,15)-linolenate*9Z,12Z,15Z-octadecatrienoic acid*9Z,12Z,15Z-octadecatrienoate*α-linolenic acid*(9,12,15)-linolenic acid*linolenic acid 278.434 C18 H30 O2 C(O)(=O)CCCCCCCC=CCC=CCC=CCC LIGAND-CPD:C06427*CAS:463-40-1 1.13.11.- linolenate + O2 = 9-HPOT 9-LOX and 9-AOS pathway
linolenate (9,12,15)-linolenate*9Z,12Z,15Z-octadecatrienoic acid*9Z,12Z,15Z-octadecatrienoate*α-linolenic acid*(9,12,15)-linolenic acid*linolenic acid 278.434 C18 H30 O2 C(O)(=O)CCCCCCCC=CCC=CCC=CCC LIGAND-CPD:C06427*CAS:463-40-1 1.13.11.- linolenate + O2 = 9-HPOT divinyl ether biosynthesis I (9-LOX)
linolenate (9,12,15)-linolenate*9Z,12Z,15Z-octadecatrienoic acid*9Z,12Z,15Z-octadecatrienoate*α-linolenic acid*(9,12,15)-linolenic acid*linolenic acid 278.434 C18 H30 O2 C(O)(=O)CCCCCCCC=CCC=CCC=CCC LIGAND-CPD:C06427*CAS:463-40-1 3.1.1.4 a phosphatidylcholine + H2O = linolenate jasmonic acid biosynthesis
GA12-aldehyde gibberellin A12-aldehyde*gibberellin A12-aldehyde*GA12-aldehyde 316.439 C20 H28 O3 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C=O))))(C(=O)O) 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
GA12-aldehyde gibberellin A12-aldehyde*gibberellin A12-aldehyde*GA12-aldehyde 316.439 C20 H28 O3 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C=O))))(C(=O)O) 1.14.11.- GA12-aldehyde + O2 + NADPH = GA14-aldehyde + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
GA12-aldehyde gibberellin A12-aldehyde*gibberellin A12-aldehyde*GA12-aldehyde 316.439 C20 H28 O3 CC1([CH]4(C(CCC1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C=O))))(C(=O)O) 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
N-succinyl-L,L-2,6-diaminopimelate N-succinyl-L-2,6-diaminoheptanedioate*N-succinyl-LL-2,6-diaminoheptanedioate*L,L-SDAP 290.272 C11 H18 N2 O7 C(O)(=O)C(N)CCCC(C(=O)O)NC(=O)CCC(=O)O LIGAND-CPD:C04421*CAS:26605-36-7 2.6.1.17 L-glutamate + N-succinyl-2-amino-6-ketopimelate = alpha-ketoglutarate + N-succinyl-L,L-2,6-diaminopimelate lysine biosynthesis I
N-succinyl-L,L-2,6-diaminopimelate N-succinyl-L-2,6-diaminoheptanedioate*N-succinyl-LL-2,6-diaminoheptanedioate*L,L-SDAP 290.272 C11 H18 N2 O7 C(O)(=O)C(N)CCCC(C(=O)O)NC(=O)CCC(=O)O LIGAND-CPD:C04421*CAS:26605-36-7 3.5.1.18 H2O + N-succinyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + succinate lysine biosynthesis I
3-decaprenyl-4-hydroxy-5-methoxybenzoate 3-decaprenyl-4-hydroxy-5-methoxybenzoate*3-methoxy-4-hydroxy-5-decaprenylbenzoate*3-(3,7,11,15,19,23-decamethyltetracosa-2,6,10,14,18,22-hexaenyl) -4-hydroxy-5-methoxy-benzoic acid 849.331 C58 H88 O4 CC(CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C=C(C(=O)O)C=C(OC)C(O)=1) RXN-9285 3-decaprenyl-4-hydroxy-5-methoxybenzoate = 2-decaprenyl-6-methoxyphenol + CO2 ubiquinone-10 biosynthesis (eukaryotic)
3-decaprenyl-4-hydroxy-5-methoxybenzoate 3-decaprenyl-4-hydroxy-5-methoxybenzoate*3-methoxy-4-hydroxy-5-decaprenylbenzoate*3-(3,7,11,15,19,23-decamethyltetracosa-2,6,10,14,18,22-hexaenyl) -4-hydroxy-5-methoxy-benzoic acid 849.331 C58 H88 O4 CC(CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C=C(C(=O)O)C=C(OC)C(O)=1) 2.1.1.114 3-decaprenyl-4,5-dihydroxybenzoate + S-adenosyl-L-methionine = 3-decaprenyl-4-hydroxy-5-methoxybenzoate + S-adenosyl-homocysteine ubiquinone-10 biosynthesis (eukaryotic)
maltooligosyl-trehalose 1-α-D-{(1,4)-α-D-glucosyl}(n-1)-α-D-glucopyranoside 3.2.1.141 maltooligosyl-trehalose = maltodextrin + trehalose trehalose biosynthesis V
maltooligosyl-trehalose 1-α-D-{(1,4)-α-D-glucosyl}(n-1)-α-D-glucopyranoside 5.4.99.15 maltodextrin = maltooligosyl-trehalose trehalose biosynthesis V
2-oxo-4-methylthiobutanoate 2-keto-4-methylthiobutyrate*4-methylthio-2-oxobutanoate*α-keto-4-methylthiobutyrate*4-methylthio-2-ketobutyrate*4-methylthio-2-ketobutanoate*4-methylthio-2-oxobutyrate*2-ketomethiobutyrate*KMTB*α-ketomethiobutyrate*2-keto-4-methylthiobutyric acid*α-ketomethiobutyric acid*α-keto-γ-methylthiobutyrate*α-keto-γ-methylthiobutyric acid*2-oxo-4-methylthiobutanoic acid 148.176 C5 H8 O3 S1 C(SC)CC(=O)C(=O)O 2.6.1.5 2-oxo-4-methylthiobutanoate = L-methionine + a keto acid methionine salvage pathway II
2-oxo-4-methylthiobutanoate 2-keto-4-methylthiobutyrate*4-methylthio-2-oxobutanoate*α-keto-4-methylthiobutyrate*4-methylthio-2-ketobutyrate*4-methylthio-2-ketobutanoate*4-methylthio-2-oxobutyrate*2-ketomethiobutyrate*KMTB*α-ketomethiobutyrate*2-keto-4-methylthiobutyric acid*α-ketomethiobutyric acid*α-keto-γ-methylthiobutyrate*α-keto-γ-methylthiobutyric acid*2-oxo-4-methylthiobutanoic acid 148.176 C5 H8 O3 S1 C(SC)CC(=O)C(=O)O R147-RXN 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway II
1-deoxy-D-xylulose 5-phosphate DXP*deoxyxylulose-5-phosphate*D-1-deoxyxylulose-5-P*1-deoxy-D-threo-pentulose 5-phosphate*DOXP 214.111 C5 H11 O7 P1 C(OP(=O)(O)O)C(O)C(O)C(C)=O LIGAND-CPD:C11437 THIAZOLSYN2-RXN L-tyrosine + 1-deoxy-D-xylulose 5-phosphate + ThiS-COSH = 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-hydroxybenzyl alcohol + C1 of tyrosine + ThiS protein thiamin biosynthesis
1-deoxy-D-xylulose 5-phosphate DXP*deoxyxylulose-5-phosphate*D-1-deoxyxylulose-5-P*1-deoxy-D-threo-pentulose 5-phosphate*DOXP 214.111 C5 H11 O7 P1 C(OP(=O)(O)O)C(O)C(O)C(C)=O LIGAND-CPD:C11437 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 thiamin biosynthesis
1-deoxy-D-xylulose 5-phosphate DXP*deoxyxylulose-5-phosphate*D-1-deoxyxylulose-5-P*1-deoxy-D-threo-pentulose 5-phosphate*DOXP 214.111 C5 H11 O7 P1 C(OP(=O)(O)O)C(O)C(O)C(C)=O LIGAND-CPD:C11437 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
1-deoxy-D-xylulose 5-phosphate DXP*deoxyxylulose-5-phosphate*D-1-deoxyxylulose-5-P*1-deoxy-D-threo-pentulose 5-phosphate*DOXP 214.111 C5 H11 O7 P1 C(OP(=O)(O)O)C(O)C(O)C(C)=O LIGAND-CPD:C11437 1.1.1.267 1-deoxy-D-xylulose 5-phosphate + NADPH = 2-C-methyl-D-erythritol-4-phosphate + NADP+ methylerythritol phosphate pathway
anthranilate anthranilic acid*2-aminobenzoic acid*vitamin L1*o-aminobenzoic acid*2-aminobenzoate 137.138 C7 H7 N1 O2 C(=O)(O)c1(c(N)cccc1) LIGAND-CPD:C00108*CAS:118-92-3 2.4.2.18 5-phosphoribosyl 1-pyrophosphate + anthranilate = N-(5'-phosphoribosyl)-anthranilate + pyrophosphate tryptophan biosynthesis
anthranilate anthranilic acid*2-aminobenzoic acid*vitamin L1*o-aminobenzoic acid*2-aminobenzoate 137.138 C7 H7 N1 O2 C(=O)(O)c1(c(N)cccc1) LIGAND-CPD:C00108*CAS:118-92-3 4.1.3.27 chorismate + L-glutamine = anthranilate + pyruvate + L-glutamate tryptophan biosynthesis
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 2.3.1.74 coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A flavonoid biosynthesis
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 RXN-1026 a fatty acyl CoA + malonyl-CoA = a very long chain fatty acyl-CoA + CO2 epicuticular wax biosynthesis
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 2.3.1.170 coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 2.3.1.- 3 malonyl-CoA + (E)-cinnamoyl-CoA = pinocembrin chalcone + 4 coenzyme A + 3 CO2 pinobanksin biosynthesis
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 2.3.1.39 acyl carrier protein + malonyl-CoA = malonyl-ACP + coenzyme A fatty acid biosynthesis -- initial steps
malonyl-CoA malonylCoenzyme A 853.581 C24 H38 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(=O)(O)O)COP(O)(=O)OP(=O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O) LIGAND-CPD:C00083*CAS:524-14-1 6.4.1.2 HCO3- + H+ + acetyl-CoA + ATP = malonyl-CoA + phosphate + ADP fatty acid biosynthesis -- initial steps
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(OC(C(O)CO)C(O)=C(O)1)(=O) LIGAND-CPD:C00072*CAS:50-81-7 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = 2 H2O + ethene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(OC(C(O)CO)C(O)=C(O)1)(=O) LIGAND-CPD:C00072*CAS:50-81-7 1.10.3.3 L-ascorbate + O2 = monodehydroascorbate + 2 H2O ascorbate glutathione cycle
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(OC(C(O)CO)C(O)=C(O)1)(=O) LIGAND-CPD:C00072*CAS:50-81-7 1.11.1.11 2 L-ascorbate + H2O2 = 2 monodehydroascorbate + 2 H2O ascorbate glutathione cycle
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(OC(C(O)CO)C(O)=C(O)1)(=O) LIGAND-CPD:C00072*CAS:50-81-7 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(OC(C(O)CO)C(O)=C(O)1)(=O) LIGAND-CPD:C00072*CAS:50-81-7 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(OC(C(O)CO)C(O)=C(O)1)(=O) LIGAND-CPD:C00072*CAS:50-81-7 1.8.5.1 L-dehydro-ascorbate + 2 glutathione = glutathione disulfide + L-ascorbate ascorbate glutathione cycle
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(OC(C(O)CO)C(O)=C(O)1)(=O) LIGAND-CPD:C00072*CAS:50-81-7 1.6.5.4 2 monodehydroascorbate + NADPH = 2 L-ascorbate + NADP+ ascorbate glutathione cycle
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(OC(C(O)CO)C(O)=C(O)1)(=O) LIGAND-CPD:C00072*CAS:50-81-7 RXN-3523 2 monodehydroascorbate = L-ascorbate + L-dehydro-ascorbate ascorbate glutathione cycle
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(OC(C(O)CO)C(O)=C(O)1)(=O) LIGAND-CPD:C00072*CAS:50-81-7 1.3.2.3 2 ferricytochrome c + L-galactono-1,4-lactone = 2 ferrocytochrome c + L-ascorbate ascorbate biosynthesis
L-histidinol-phosphate L-histidinol-phosphate*histidinol-P*L-histidinol-p*histidinol-phosphate 221.152 C6 H12 N3 O4 P1 c1(c(nc[nH]1)CC(N)COP(O)(O)=O) LIGAND-CPD:C01100*CAS:25679-93-0 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis I
L-histidinol-phosphate L-histidinol-phosphate*histidinol-P*L-histidinol-p*histidinol-phosphate 221.152 C6 H12 N3 O4 P1 c1(c(nc[nH]1)CC(N)COP(O)(O)=O) LIGAND-CPD:C01100*CAS:25679-93-0 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + alpha-ketoglutarate histidine biosynthesis I
kaempferol 286.24 C15 H10 O6 c1(O)(ccc(cc1)C2(=C(O)C(=O)c3(c(O2)cc(O)cc3O))) RXN1F-474 kaempferol + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside + dTDP flavonol biosynthesis
kaempferol 286.24 C15 H10 O6 c1(O)(ccc(cc1)C2(=C(O)C(=O)c3(c(O2)cc(O)cc3O))) 2.4.1.91 kaempferol + UDP-D-glucose = kaempferol-3-glucoside + UDP flavonol biosynthesis
kaempferol 286.24 C15 H10 O6 c1(O)(ccc(cc1)C2(=C(O)C(=O)c3(c(O2)cc(O)cc3O))) 1.14.11.23 dihydrokaempferol + alpha-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
7-dehydro-cholesterol cholesta-5,7-dien-3 β-ol*7-dehydrocholesterol 384.644 C27 H44 O1 CC(C)CCCC(C)C1(C2(C(CC1)C3(C(CC2)C4(C)(C(=CC=3)CC(O)CC4)))(C)) CAS:434-16-2 1.3.1.21 7-dehydro-cholesterol + NADPH = cholesterol + NADP+ cholesterol biosynthesis
7-dehydro-cholesterol cholesta-5,7-dien-3 β-ol*7-dehydrocholesterol 384.644 C27 H44 O1 CC(C)CCCC(C)C1(C2(C(CC1)C3(C(CC2)C4(C)(C(=CC=3)CC(O)CC4)))(C)) CAS:434-16-2 1.3.3.2 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
cadaverine 1,5-Diaminopentane*1,5-pentanediamine*pentamethylenediamine*BioDex 1-*cadaverine 102.179 C5 H14 N2 C(N)CCCCN PUBCHEM:273*LIGAND-CPD:C01672*CAS:462-94-2 4.1.1.18 L-lysine = CO2 + cadaverine lysine degradation I
GA120 gibberellin A120*gibberellin A120*GA120 314.38 C19 H22 O4 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CC=C3)(C)[CH]4C5C(=O)O)))) 1.3.3.- GA9 + O2 + a reduced acceptor = GA120 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
E-pyridine-3-aldoxime 122.126 C6 H6 N2 O1 C(=NO)C1(C=NC=CC=1) 4.2.1.- E-pyridine-3-aldoxime = 3-cyanopyridine + H2O aldoxime degradation
6-deoxocathasterone deoxocathasterone 418.702 C28 H50 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(O)CC4)(C)))) 1.14.-.- 6-deoxocathasterone + O2 = 6-deoxoteasterone + H2O brassinosteroid biosynthesis II
6-deoxocathasterone deoxocathasterone 418.702 C28 H50 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(O)CC4)(C)))) RXN-4228 22alpha-hydroxy-5alpha-campestan-3-one = 6-deoxocathasterone brassinosteroid biosynthesis II
6-deoxocathasterone deoxocathasterone 418.702 C28 H50 O2 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(O)CC4)(C)))) RXN-773 campestanol + O2 = 6-deoxocathasterone + H2O brassinosteroid biosynthesis II
beta-solanine 2.4.1.- beta-solanine + UDP-L-rhamnose = alpha-solanine + UDP steroidal glycoalkaloid biosynthesis
beta-solanine RXN-8880 gamma-solanine + UDP-D-glucose = beta-solanine + UDP steroidal glycoalkaloid biosynthesis
glutathione disulfide glutathione oxidized*glutathione ox*GSSG*glutathione*GSH*ox. glutathione*oxidized glutathione 612.626 C20 H32 N6 O12 S2 C(=O)(CCC(N)C(O)=O)NC(C(=O)NCC(O)=O)CSSCC(C(=O)NCC(O)=O)NC(=O)CCC(N)C(=O)O LIGAND-CPD:C00127*CAS:27025-41-8 1.8.5.1 L-dehydro-ascorbate + 2 glutathione = glutathione disulfide + L-ascorbate ascorbate glutathione cycle
glutathione disulfide glutathione oxidized*glutathione ox*GSSG*glutathione*GSH*ox. glutathione*oxidized glutathione 612.626 C20 H32 N6 O12 S2 C(=O)(CCC(N)C(O)=O)NC(C(=O)NCC(O)=O)CSSCC(C(=O)NCC(O)=O)NC(=O)CCC(N)C(=O)O LIGAND-CPD:C00127*CAS:27025-41-8 1.8.1.7 glutathione disulfide + NADPH + H+ = 2 glutathione + NADP+ ascorbate glutathione cycle
glutathione disulfide glutathione oxidized*glutathione ox*GSSG*glutathione*GSH*ox. glutathione*oxidized glutathione 612.626 C20 H32 N6 O12 S2 C(=O)(CCC(N)C(O)=O)NC(C(=O)NCC(O)=O)CSSCC(C(=O)NCC(O)=O)NC(=O)CCC(N)C(=O)O LIGAND-CPD:C00127*CAS:27025-41-8 TECH2REDHAL-RXN 2,3,6-trichlorohydroquinone + 2 glutathione = 2,6-dichloro-p-hydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
glutathione disulfide glutathione oxidized*glutathione ox*GSSG*glutathione*GSH*ox. glutathione*oxidized glutathione 612.626 C20 H32 N6 O12 S2 C(=O)(CCC(N)C(O)=O)NC(C(=O)NCC(O)=O)CSSCC(C(=O)NCC(O)=O)NC(=O)CCC(N)C(=O)O LIGAND-CPD:C00127*CAS:27025-41-8 TECH1REDHAL-RXN tetrachlorohydroquinone + 2 glutathione = 2,3,6-trichlorohydroquinone + HCl + glutathione disulfide pentachlorophenol degradation pathway
NO2- NO2*nitrite 46.005 N1 O2 N(=O)[O-] CAS:7697-37-2*LIGAND-CPD:C00088*CAS:14797-65-0 AMINOPHENOL-NITRITE-REDUCTASE-RXN 4-hydroxyaniline + 3 H2O = NO2- + hydroquinone + 7 H+ + 6 e- superpathway of parathion degradation
NO2- NO2*nitrite 46.005 N1 O2 N(=O)[O-] CAS:7697-37-2*LIGAND-CPD:C00088*CAS:14797-65-0 1.13.11.32 O2 + 2 2-nitropropane = 2 NO2- + 2 acetone 2-nitropropane degradation
N-acetylmannosamine N-acetyl-D-mannosamine 221.21 C8 H15 N1 O6 C(=O)(C)N[CH]1([CH](O)O[CH](CO)[CH](O)[CH](O)1) CAS:3615-17-6*LIGAND-CPD:C00645*CAS:4773-29-9 2.7.-.- N-acetylmannosamine + ATP = N-acetyl-D-mannosamine-6-phosphate + ADP N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
N-acetylmannosamine N-acetyl-D-mannosamine 221.21 C8 H15 N1 O6 C(=O)(C)N[CH]1([CH](O)O[CH](CO)[CH](O)[CH](O)1) CAS:3615-17-6*LIGAND-CPD:C00645*CAS:4773-29-9 4.1.3.3 N-acetylneuraminate = N-acetylmannosamine + pyruvate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(O)(=O)C(N)Cc1(ccccc1) LIGAND-CPD:C00079*CAS:63-91-2*CAS:3617-44-5 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylic acid biosynthesis
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(O)(=O)C(N)Cc1(ccccc1) LIGAND-CPD:C00079*CAS:63-91-2*CAS:3617-44-5 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate suberin biosynthesis
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(O)(=O)C(N)Cc1(ccccc1) LIGAND-CPD:C00079*CAS:63-91-2*CAS:3617-44-5 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(O)(=O)C(N)Cc1(ccccc1) LIGAND-CPD:C00079*CAS:63-91-2*CAS:3617-44-5 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + pyrophosphate + AMP tRNA charging pathway
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(O)(=O)C(N)Cc1(ccccc1) LIGAND-CPD:C00079*CAS:63-91-2*CAS:3617-44-5 1.14.16.1 O2 + tetrahydrobiopterin + L-phenylalanine = L-tyrosine + 4alpha-hydroxy-5,6,7,8-tetrahydrobiopterin phenylalanine degradation I
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(O)(=O)C(N)Cc1(ccccc1) LIGAND-CPD:C00079*CAS:63-91-2*CAS:3617-44-5 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + alpha-ketoglutarate phenylalanine biosynthesis II
L-phenylalanine F*endophenyl*phenylalanine*phe 165.191 C9 H11 N1 O2 C(O)(=O)C(N)Cc1(ccccc1) LIGAND-CPD:C00079*CAS:63-91-2*CAS:3617-44-5 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + alpha-ketoglutarate phenylalanine biosynthesis I
D-myo-inositol (1,4,5)-trisphosphate inositol (1,4,5)-trisphosphate*1D-myo-inositol (1,4,5)-trisphosphate*Ins(1,4,5)P3*I(1,4,5)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-])=O)C(OP(O)([O-])=O)C(O)C(C(O)1)OP(O)([O-])=O)(O) CAS:85166-31-0*CAS:88269-39-0 3.1.4.11 phosphatidyl-myo-inositol 4,5-biphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
squalene 410.725 C30 H50 CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C CAS:111-02-4 1.14.99.7 squalene + NADPH + O2 = (S)-2,3-Epoxysqualene + NADP+ + H2O cholesterol biosynthesis
squalene 410.725 C30 H50 CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C CAS:111-02-4 1.14.99.7 O2 + a reduced acceptor + squalene = (S)-2,3-Epoxysqualene + H2O + an acceptor sterol biosynthesis
squalene 410.725 C30 H50 CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C CAS:111-02-4 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate sterol biosynthesis
squalene 410.725 C30 H50 CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C CAS:111-02-4 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate cholesterol biosynthesis
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME-2P*CDP-methyl-D-erylthritol 2-phosphate*4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate*4-diphosphocytidyl-2-C-methylerythritol 2-phosphate 601.291 C14 H26 N3 O17 P3 CC(CO)(OP(O)(O)=O)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) 4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol = 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP methylerythritol phosphate pathway
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME-2P*CDP-methyl-D-erylthritol 2-phosphate*4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate*4-diphosphocytidyl-2-C-methylerythritol 2-phosphate 601.291 C14 H26 N3 O17 P3 CC(CO)(OP(O)(O)=O)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
4-toluenesulfonate p-toluenesulfonate*4-toluenesulphonate 172.198 C7 H8 O3 S1 CC1(=CC=C(S(=O)(=O)O)C=C1) NCI:167068*CAS:104-15-4 1.14.12.- 4-toluenesulfonate + NADH + O2 = 4-methylcatechol + NAD+ + SO3-2 desulfonation of 2-aminobenzenesulfonate, benzenesulfonate and 4-toluenesulfonate
a glycogen 2.4.1.1 a glycogen + phosphate = alpha-D-glucose 1-phosphate + maltodextrin glycogen degradation
a glycogen 2.4.1.1 a glycogen + phosphate = alpha-D-glucose 1-phosphate + maltotetraose glycogen degradation
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate glutamine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP + phosphate ammonia assimilation cycle II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation III
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis IV
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation cycle II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP gamma-glutamyl cycle
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.2 L-cysteine + L-glutamate + ATP = L-gamma-glutamylcysteine + phosphate + ADP glutathione biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP tRNA charging pathway
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP chlorophyllide a biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP tetrahydrofolate biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP formylTHF biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate folate polyglutamylation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate tetrahydrofolate biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + alpha-ketoglutarate histidine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A arginine biosynthesis II (acetyl cycle)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A ornithine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.3.1.35 L-glutamate + N-acetyl-L-ornithine = N-acetyl-L-glutamate + L-ornithine arginine biosynthesis II (acetyl cycle)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 RXN-4822 L-2-acetamido-6-oxoheptanedioate + L-glutamate = N-acetyl-L,L-2,6-diaminopimelate + alpha-ketoglutarate lysine biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.46 L-aspartate-semialdehyde + L-glutamate = L-2,4-diaminobutanoate + alpha-ketoglutarate ectoine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.7.1 2 reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.12 7,8-dihydropteroate + L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.7.2.11 L-glutamate + ATP = L-glutamate-5-phosphate + ADP citrulline biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 a 5,10-methylene-tetrahydrofolate + L-glutamate + ATP = methylene-H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + alpha-ketoglutarate phenylalanine biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + alpha-ketoglutarate phenylalanine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + alpha-ketoglutarate glutamate degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 3.5.2.9 5-oxoproline + 2 H2O + ATP = phosphate + L-glutamate + ADP gamma-glutamyl cycle
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 5.4.99.1 L-glutamate = (2S, 3S)-3-methylaspartate glutamate degradation VIII (to propionate)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 5.4.99.1 L-glutamate = (2S, 3S)-3-methylaspartate glutamate degradation VII (to butyrate)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.19 alpha-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.16 D-fructose-6-phosphate + L-glutamine = D-glucosamine-6-phosphate + L-glutamate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.16 D-fructose-6-phosphate + L-glutamine = D-glucosamine-6-phosphate + L-glutamate UDP-N-acetylgalactosamine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.5.1.9 H2O + NAD+ + saccharopine = NADH + allysine + L-glutamate lysine degradation II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.39 alpha-ketoglutarate + alpha-aminoadipate = L-glutamate + alpha-ketoadipate lysine degradation II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 3.5.1.2 L-glutamine + H2O = ammonia + L-glutamate citrulline biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.5.1.12 pyrroline 5-carboxylate + NAD+ + 2 H2O = L-glutamate + NADH proline degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 1.5.1.12 (S)-1-pyrroline-5-carboxylate + NAD(P)+ + pyrroline 5-carboxylate + NAD(P)+ + H2O = NAD(P)H + L-glutamate + NAD(P)H + H+ proline degradation II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.23 alpha-ketoglutarate + L-erythro-4-hydroxy-glutamate = L-glutamate + D-4-hydroxy-2-keto-glutarate 4-hydroxyproline degradation
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde citrulline biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde interconversion of arginine, ornithine and proline
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline biosynthesis V (from arginine)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde arginine degradation VI (arginase 2 pathway)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.8 L-glutamine + chorismate = 4-amino-4-deoxychorismate + L-glutamate tetrahydrofolate biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.8 L-glutamine + chorismate = 4-amino-4-deoxychorismate + L-glutamate tetrahydrofolate biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + pyrophosphate + NAD+ + L-glutamate NAD biosynthesis I (from aspartate)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.17 L-glutamate + N-succinyl-2-amino-6-ketopimelate = alpha-ketoglutarate + N-succinyl-L,L-2,6-diaminopimelate lysine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 RXN-974 L-serine + alpha-ketoglutarate = hydroxypyruvate + L-glutamate photorespiration
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = D-erythro-imidazole-glycerol-phosphate + AICAR + L-glutamate histidine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-leucine + alpha-ketoglutarate = 2-keto-4-methyl-pentanoate + L-glutamate leucine degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-leucine + alpha-ketoglutarate = 2-keto-4-methyl-pentanoate + L-glutamate leucine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-isoleucine + alpha-ketoglutarate = 2-keto-3-methyl-valerate + L-glutamate isoleucine degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-isoleucine + alpha-ketoglutarate = 2-keto-3-methyl-valerate + L-glutamate isoleucine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate pantothenate biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate valine degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-valine + alpha-ketoglutarate = 2-keto-isovalerate + L-glutamate valine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 4.1.3.27 chorismate + L-glutamine = anthranilate + pyruvate + L-glutamate tryptophan biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.11 N-acetylglutamate semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate arginine biosynthesis II (acetyl cycle)
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.11 N-acetylglutamate semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate ornithine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.5 L-tyrosine + alpha-ketoglutarate = L-glutamate + p-hydroxyphenylpyruvate tyrosine degradation
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.5 L-tyrosine + alpha-ketoglutarate = L-glutamate + p-hydroxyphenylpyruvate phenylalanine degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.52 3-phospho-hydroxypyruvate + L-glutamate = 3-phospho-serine + alpha-ketoglutarate serine biosynthesis
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate asparagine degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate aspartate biosynthesis and degradation
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.1 L-aspartate + alpha-ketoglutarate = oxaloacetate + L-glutamate aspartate degradation II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.1 3-sulfinoalanine + alpha-ketoglutarate = 3-sulfinyl-pyruvate + L-glutamate L-cysteine degradation I
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation III
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate glycolysis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 6.3.4.2 L-glutamine + H2O + UTP + ATP = CTP + phosphate + ADP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.4 L-glutamate + glyoxylate = alpha-ketoglutarate + glycine superpathway of serine and glycine biosynthesis II
L-glutamate L-Glutamate*1-amino-propane-1,3-dicarboxylic acid*glutacid*glutaminic acid*L-glutamic acid*α-aminoglutaric acid*E*glt*glu*glut*glutamate*L-glu*2-aminopentanedioic acid 147.13 C5 H9 N1 O4 C(=O)(O)CCC(N)C(O)=O CAS:6893-26-1*LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.4 L-glutamate + glyoxylate = alpha-ketoglutarate + glycine photorespiration
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation III
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis II
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate glycolysis II
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + pyrophosphate + AMP tRNA charging pathway
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis II
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 2.3.1.47 L-alanine + pimeloyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis I
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 2.6.1.18 malonate semialdehyde + L-alanine = beta-alanine + pyruvate beta-alanine biosynthesis II
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 2.6.1.30 pyruvate + pyridoxamine = L-alanine + pyridoxal pyridoxamine anabolism
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 3.7.1.3 3-hydroxy-L-kynurenine + H2O = 3-hydroxy-anthranilate + L-alanine tryptophan degradation III (eukaryotic)
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:6898-94-8*CAS:56-41-7 2.6.1.51 pyruvate + L-serine = L-alanine + hydroxypyruvate superpathway of serine and glycine biosynthesis II
AICAR Z-nucleotide*aminoimidazole carboxamide ribonucleotide*AICA ribonucleotide*5'-phosphoribosyl-5-amino-4-imidazole carboxamide*5-amino-4-imidazolecarboxamide ribotide*5'-P-ribosyl-5-amino-4-imidazole carboxamide 338.213 C9 H15 N4 O8 P1 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH](O)1)n2(c(N)c(C(=O)N)nc2)) LIGAND-CPD:C04677*CAS:3031-94-5 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
AICAR Z-nucleotide*aminoimidazole carboxamide ribonucleotide*AICA ribonucleotide*5'-phosphoribosyl-5-amino-4-imidazole carboxamide*5-amino-4-imidazolecarboxamide ribotide*5'-P-ribosyl-5-amino-4-imidazole carboxamide 338.213 C9 H15 N4 O8 P1 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH](O)1)n2(c(N)c(C(=O)N)nc2)) LIGAND-CPD:C04677*CAS:3031-94-5 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis I
AICAR Z-nucleotide*aminoimidazole carboxamide ribonucleotide*AICA ribonucleotide*5'-phosphoribosyl-5-amino-4-imidazole carboxamide*5-amino-4-imidazolecarboxamide ribotide*5'-P-ribosyl-5-amino-4-imidazole carboxamide 338.213 C9 H15 N4 O8 P1 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH](O)1)n2(c(N)c(C(=O)N)nc2)) LIGAND-CPD:C04677*CAS:3031-94-5 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = D-erythro-imidazole-glycerol-phosphate + AICAR + L-glutamate histidine biosynthesis I
AICAR Z-nucleotide*aminoimidazole carboxamide ribonucleotide*AICA ribonucleotide*5'-phosphoribosyl-5-amino-4-imidazole carboxamide*5-amino-4-imidazolecarboxamide ribotide*5'-P-ribosyl-5-amino-4-imidazole carboxamide 338.213 C9 H15 N4 O8 P1 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH](O)1)n2(c(N)c(C(=O)N)nc2)) LIGAND-CPD:C04677*CAS:3031-94-5 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + AICAR purine nucleotides de novo biosynthesis II
AICAR Z-nucleotide*aminoimidazole carboxamide ribonucleotide*AICA ribonucleotide*5'-phosphoribosyl-5-amino-4-imidazole carboxamide*5-amino-4-imidazolecarboxamide ribotide*5'-P-ribosyl-5-amino-4-imidazole carboxamide 338.213 C9 H15 N4 O8 P1 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH](O)1)n2(c(N)c(C(=O)N)nc2)) LIGAND-CPD:C04677*CAS:3031-94-5 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + AICAR purine nucleotides de novo biosynthesis I
4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol 4,4-dimethyl-cholesta-8,12,24-trienol*17-(1,5-dimethylhex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7, 10,11,12,13,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol*4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol 410.682 C29 H46 O1 CC(C)=CCCC(C)C1(C2(C)(C(=CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) 1.3.1.70 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADPH = 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NADP+ cholesterol biosynthesis
4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol 4,4-dimethyl-cholesta-8,12,24-trienol*17-(1,5-dimethylhex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7, 10,11,12,13,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol*4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol 410.682 C29 H46 O1 CC(C)=CCCC(C)C1(C2(C)(C(=CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) 1.14.13.70 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADP+ + H2O + formate cholesterol biosynthesis
2-C-methyl-D-erythritol-4-phosphate MEP 216.127 C5 H13 O7 P1 C(OP(O)(=O)O)C(O)C(O)(C)CO LIGAND-CPD:C11434 1.1.1.267 1-deoxy-D-xylulose 5-phosphate + NADPH = 2-C-methyl-D-erythritol-4-phosphate + NADP+ methylerythritol phosphate pathway
2-C-methyl-D-erythritol-4-phosphate MEP 216.127 C5 H13 O7 P1 C(OP(O)(=O)O)C(O)C(O)(C)CO LIGAND-CPD:C11434 2.7.7.60 2-C-methyl-D-erythritol-4-phosphate + CTP = 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + pyrophosphate methylerythritol phosphate pathway
5-methylthioribose-1-phosphate S5-methyl-5-thio-D-ribose-1-phosphate*5-methylthio-5-deoxy-D-ribose-1-phosphate*5-methylthio-D-ribose-1-phosphate*5-MTR-1-P*1-phosphomethylthioribose*1-phospho-5-S-methylthioribose*1-PMTR*1-phospho-5-S-methylthio-α-D-ribofuranoside 260.198 C6 H13 O7 P1 S1 C1(OC(CSC)C(O)C(O)1)(OP(O)(=O)O) PUBCHEM:440251*LIGAND-CPD:C04188 5.3.1.23 5-methylthioribose-1-phosphate = 5-methylthioribulose-1-phosphate methionine salvage pathway II
5-methylthioribose-1-phosphate S5-methyl-5-thio-D-ribose-1-phosphate*5-methylthio-5-deoxy-D-ribose-1-phosphate*5-methylthio-D-ribose-1-phosphate*5-MTR-1-P*1-phosphomethylthioribose*1-phospho-5-S-methylthioribose*1-PMTR*1-phospho-5-S-methylthio-α-D-ribofuranoside 260.198 C6 H13 O7 P1 S1 C1(OC(CSC)C(O)C(O)1)(OP(O)(=O)O) PUBCHEM:440251*LIGAND-CPD:C04188 2.7.1.100 5-methylthioribose + ATP = 5-methylthioribose-1-phosphate + ADP methionine salvage pathway II
6-hydroxymethyl-dihydropterin dihydropterin-CH2OH*2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine 195.18 C7 H9 N5 O2 C2(C(CO)=Nc1(c(O)nc(N)nc1N2)) 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis
6-hydroxymethyl-dihydropterin dihydropterin-CH2OH*2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine 195.18 C7 H9 N5 O2 C2(C(CO)=Nc1(c(O)nc(N)nc1N2)) 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis I
6-hydroxymethyl-dihydropterin dihydropterin-CH2OH*2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine 195.18 C7 H9 N5 O2 C2(C(CO)=Nc1(c(O)nc(N)nc1N2)) 4.1.2.25 dihydro-neo-pterin = glycolaldehyde + 6-hydroxymethyl-dihydropterin tetrahydrofolate biosynthesis
6-hydroxymethyl-dihydropterin dihydropterin-CH2OH*2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine 195.18 C7 H9 N5 O2 C2(C(CO)=Nc1(c(O)nc(N)nc1N2)) 4.1.2.25 dihydro-neo-pterin = glycolaldehyde + 6-hydroxymethyl-dihydropterin tetrahydrofolate biosynthesis I
Mg-protoporphyrin monomethyl ester magnesium-protoporphyrin IX 13-monomethyl ester*Mg-protoporphyrin monomethyl ester*magnesium protoporphyrin monomethyl ester*MgPMME 598.983 C35 H34 N4 O4 MG1 Cc6(c(CCC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
Mg-protoporphyrin monomethyl ester magnesium-protoporphyrin IX 13-monomethyl ester*Mg-protoporphyrin monomethyl ester*magnesium protoporphyrin monomethyl ester*MgPMME 598.983 C35 H34 N4 O4 MG1 Cc6(c(CCC(=O)OC)c1(n7([Mg]35(n4(c(C=C2(C(C)=C(C(C=1)=N23)CCC(O)=O))c(C)c(C=C)c4C=C8(N5=C(C=c67)C(C=C)=C(C)8)))))) 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis
lanosterol 4,4,14α-trimethyl-5α-cholesta-8,24-dien-3β-ol 426.724 C30 H50 O1 CC(C)=CCCC(C)C1(C2(C)(C(C)(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) CAS:79-63-0 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + H2O cholesterol biosynthesis
lanosterol 4,4,14α-trimethyl-5α-cholesta-8,24-dien-3β-ol 426.724 C30 H50 O1 CC(C)=CCCC(C)C1(C2(C)(C(C)(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C)C(O)CC4)))) CAS:79-63-0 5.4.99.7 (S)-2,3-Epoxysqualene = lanosterol cholesterol biosynthesis
histidinol histidol*histidinol*L-histidinol 141.172 C6 H11 N3 O1 c1(c(nc[nH]1)CC(N)CO) LIGAND-CPD:C00860*CAS:501-28-0 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
histidinol histidol*histidinol*L-histidinol 141.172 C6 H11 N3 O1 c1(c(nc[nH]1)CC(N)CO) LIGAND-CPD:C00860*CAS:501-28-0 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis I
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.1.5 H2O + urea = 2 ammonia + CO2 arginine degradation VII (arginase 3 pathway)
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.1.5 H2O + urea = 2 ammonia + CO2 canavanine degradation
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 4.3.2.3 S-ureidoglycolate = urea + glyoxylate allantoin degradation to glyoxylate I
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.4 H2O + allantoate = S-ureidoglycolate + urea allantoin degradation to ureidoglycolate I (urea producing)
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.11 H2O + agmatine = urea + putrescine superpathway of arginine, putrescine, and 4-aminobutyrate degradation
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.1 canavanine + H2O = L-canaline + urea canavanine degradation
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.1 H2O + L-arginine = urea + L-ornithine superpathway of citrulline metabolism
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VII (arginase 3 pathway)
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.1 H2O + L-arginine = urea + L-ornithine urea cycle
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.1 H2O + L-arginine = urea + L-ornithine citrulline biosynthesis
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VI (arginase 2 pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.3 H2O + triacylglycerol = a fatty acid + a 1,2-diacylglycerol triacylglycerol degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.39 H2O + CO2 + D-ribulose-1,5-bisphosphate = 2 3-phosphoglycerate Calvin cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.1 H2O + pyrophosphate = 2 phosphate UDP-glucose conversion
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate superpathway of glycolysis+Entner-Doudoroff
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate oxidative branch of the pentose phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate glucose heterofermentation to lactate I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate Entner-Doudoroff pathway I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.31 D-glucono-delta-lactone-6-phosphate + H2O = 6-phospho-D-gluconate formaldehyde oxidation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.4 a phosphatidylcholine + H2O = a 1-acyl-2-lyso-glycerophosphocholine + a carboxylate phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.4 a phosphatidylcholine + H2O = linolenate jasmonic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + H+ + phosphate + ADP chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.3.1.1 S-adenosyl-homocysteine + H2O = homocysteine + adenosine methionine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.3.1.1 S-adenosyl-homocysteine + H2O = homocysteine + adenosine SAM cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine salvage pathway II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine SAM cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine and S-adenosylmethionine synthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 H2O + NAD+ + xanthine = NADH + urate purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.4.2 L-glutamine + H2O + UTP + ATP = CTP + phosphate + ADP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis I (Gram-negative bacteria)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis II (Gram-positive bacteria)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis III (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH galactose degradation III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH UDP-D-xylose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.22 UDP-D-glucose + H2O + 2 NAD+ = UDP-D-glucuronate + 2 NADH colanic acid building blocks biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + IMP = XMP + NADH purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.3.1 O-phospho-L-homoserine + H2O = phosphate + L-threonine threonine biosynthesis from homoserine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate xylulose-monophosphate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate Calvin cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.11 fructose-1,6-bisphosphate + H2O = D-fructose-6-phosphate + phosphate gluconeogenesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.26 H2O + sucrose-6-phosphate = beta-D-glucose-6-phosphate + fructose sucrose degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 urate degradation to allantoin
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine salvage pathways of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine (deoxy)ribose phosphate degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of purine and pyrimidine nucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.5 H2O + cytidine = ammonia + uridine (deoxy)ribose phosphate degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 SO3OXTFER-RXN SO3-2 + 2 oxidized cytochrome c + H2O = SO42- + 2 reduced cytochrome c + 2 H+ sulfur oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.1 H2O + L-arginine = urea + L-ornithine superpathway of citrulline metabolism
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VII (arginase 3 pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.1 H2O + L-arginine = urea + L-ornithine urea cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.1 H2O + L-arginine = urea + L-ornithine citrulline biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VI (arginase 2 pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.1 canavanine + H2O = L-canaline + urea canavanine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate superpathway of serine and glycine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate polyglutamylation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine betaine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate transformations
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate photorespiration
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formaldehyde assimilation I (serine pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 H2O + a trans-2-enoyl-CoA = a (3S)-3-hydroxyacyl-CoA fatty acid oxidation pathway I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 methylacrylyl-CoA + H2O = 3-hydroxy-isobutyryl-CoA valine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 tiglyl-CoA + H2O = 2-methyl-3-hydroxybutyryl-CoA isoleucine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-902 E-phenylitaconyl-CoA + H2O = 2-carboxymethyl-3-hydroxyphenylpropionyl-CoA toluene degradation VI (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate superpathway of aspartate and asparagine biosynthesis; interconversion of aspartate and asparagine.
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN1F-152 beta-carotene + 2 H2O = zeaxanthin carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.7.1.2 H2O + 4-fumaryl-acetoacetate = fumarate + acetoacetate tyrosine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.7.1.2 H2O + 4-fumaryl-acetoacetate = fumarate + acetoacetate phenylalanine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.37 H2O + D-sedoheptulose-1,7-bisphosphate = phosphate + D-sedoheptulose-7-phosphate Calvin cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.4.46 H2O + a glycerophosphodiester = glycerol-3-phosphate glycerol degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.23 H2O + dUTP = pyrophosphate + dUMP de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.5 H2O + urea = 2 ammonia + CO2 arginine degradation VII (arginase 3 pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.5 H2O + urea = 2 ammonia + CO2 canavanine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine superpathway of polyamine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.23 3'-ketolactose + H2O = 3-keto-beta-D-galactose + beta-D-glucose lactose degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.23 H2O + lactose = beta-D-galactose + beta-D-glucose lactose degradation III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.24 H2O + beta-ketoadipate-enol-lactone = beta-ketoadipate protocatechuate degradation II (ortho-cleavage pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.24 H2O + beta-ketoadipate-enol-lactone = beta-ketoadipate catechol degradation II (ortho-cleavage pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.5 H2O + HCO3- + L-glutamine + 2 ATP + H+ = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 ADDALT-RXN ammonia + deoxyinosine = H2O + deoxyadenosine salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 DIENELACHYDRO-RXN 2-chloro-trans-dienelactone + H2O = 2-chloromaleylacetate 1,4-dichlorobenzene degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 xanthophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-325 antheraxanthin + NADP+ + H2O = zeaxanthin + NADPH + O2 carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 xanthophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-314 violaxanthin + NADP+ + H2O = antheraxanthin + NADPH + O2 carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.21 5-aminoimidazole ribonucleotide + ATP + CO2 + H2O = phosphate + 4-carboxyaminoimidazole ribonucleotide + ADP purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine methionine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + homocysteine sulfate assimilation III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.3.5 O2 + H2O + pyridoxamine 5'-phosphate = ammonia + H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.28 trehalose + H2O = 2 beta-D-glucose trehalose degradation II (high osmolarity)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol phospholipid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol triacylglycerol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.4 nicotinamide + H2O = ammonia + nicotinate aldoxime degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.4 acrylamide + H2O = ammonia + acrylate + H+ acrylonitrile degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.3 carbamoyl-L-aspartate = dihydroorotate + H2O de novo biosynthesis of pyrimidine ribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate glycine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.3 3-phospho-serine + H2O = L-serine + phosphate serine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate reductive tricarboxylic acid cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate TCA cycle variation VIII
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate respiration (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 cis-aconitate + H2O = D-isocitrate + isocitrate TCA cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 guanosine + H2O = guanine + D-ribose purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 GMP + H2O = guanosine + phosphate purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 xanthosine + H2O = xanthine + D-ribose purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 IMP + H2O = inosine + phosphate salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 IMP + H2O = inosine + phosphate purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.6 AMP + H2O = IMP + ammonia salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.6 AMP + H2O = IMP + ammonia purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.7 H2O + adenosine = D-ribose + adenine salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.17 5-hydroxyisourate + H2O = 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate urate degradation to allantoin
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.17 5-hydroxyisourate + H2O = 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 XMP + H2O = xanthosine + phosphate ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 XMP + H2O = xanthosine + phosphate salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 XMP + H2O = xanthosine + phosphate purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.5 S-allantoin + H2O + allantoin = allantoate allantoin degradation to ureidoglycolate I (urea producing)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.5 S-allantoin + H2O + allantoin = allantoate ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.4.18 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.10 phosphoribosyl-formamido-carboxamide = IMP + H2O purine nucleotides de novo biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.10 phosphoribosyl-formamido-carboxamide = IMP + H2O purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides II (plant)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.2.4 H2O + 3-hydroxy-isobutyryl-CoA = 3-hydroxy-isobutyrate + coenzyme A valine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.2.2 pyruvate + ubiquinone-8 + H2O = ubiquinol-8 + acetate + CO2 pyruvate oxidation pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2802 acetyl-CoA + 2 H2O = glyoxylate + coenzyme A formaldehyde assimilation I (serine pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP reductive tricarboxylic acid cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine methionine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.19 phosphoribosyl-AMP + H2O = phosphoribosylformiminoAICAR-phosphate histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + pyrophosphate histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate superpathway of serine and glycine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.18 H2O + 2-phosphoglycolate = glycolate + phosphate photorespiration
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.- 18-oxooleate + NADP+ + H2O = octadec-9-ene-1,18-dioic-acid + NADPH suberin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-902 hypoxanthine + H2O = 2 H+ + xanthine salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF reductive acetyl coenzyme A pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF folate transformations
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF tetrahydrofolate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 5,10-methenyltetrahydrofolate + H2O + 5,10-methenyl-THF = N10-formyl-THF glycine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.- CDP + a classical dithiol glutaredoxin (reduced) = dCDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.13 H2O + dCTP = ammonia + dUTP de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.9 D-glyceraldehyde-3-phosphate + NADP+ + H2O = 3-phosphoglycerate + NADPH glycolysis IV (plant cytosol)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate ornithine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.47 H2O + N-acetyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + acetate lysine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.1.89 L-2,3,4,5-tetrahydrodipicolinate + acetyl-CoA + H2O = L-2-acetamido-6-oxoheptanedioate + coenzyme A lysine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.1.117 H2O + L-2,3,4,5-tetrahydrodipicolinate + succinyl-CoA = N-succinyl-2-amino-6-ketopimelate + coenzyme A lysine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.18 H2O + N-succinyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + succinate lysine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 tryptophan degradation VI (via tryptamine)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + pyrophosphate + NAD+ + L-glutamate NAD biosynthesis I (from aspartate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-6321 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + H2O = N5-formyl-THF formylTHF biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 5,10-methenyl-H4PteGlun + H2O = an N10-formyl-tetrahydrofolate tetrahydrofolate biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate folate transformations
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate formylTHF biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.- dihydroneopterin triphosphate + H2O = dihydroneopterin phosphate + pyrophosphate tetrahydrofolate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.- dihydroneopterin triphosphate + H2O = dihydroneopterin phosphate + pyrophosphate tetrahydrofolate biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin + phosphate tetrahydrofolate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin + phosphate tetrahydrofolate biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.20 H2O + citrulline = ammonia + CO2 + L-ornithine proline biosynthesis V (from arginine)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.1.12 NADP+ + H2O + 2,4-diaminopentanoate = ammonia + NADPH + 2-amino-4-oxopentanoate interconversion of arginine, ornithine and proline
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.6 H2O + L-arginine = ammonia + citrulline interconversion of arginine, ornithine and proline
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO reductive acetyl coenzyme A pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.5.1.12 pyrroline-hydroxy-carboxylate + NADH + 2 H2O = L-erythro-4-hydroxy-glutamate + NAD+ 4-hydroxyproline degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.5.1.12 (S)-1-pyrroline-5-carboxylate + NAD(P)+ + pyrroline 5-carboxylate + NAD(P)+ + H2O = NAD(P)H + L-glutamate + NAD(P)H + H+ proline degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.5.1.12 pyrroline 5-carboxylate + NAD+ + 2 H2O = L-glutamate + NADH proline degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.2 L-glutamine + H2O = ammonia + L-glutamate citrulline biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.8.7.1 3 reduced ferredoxin + SO3-2 = H2O + oxidized ferredoxin + H2S sulfate assimilation III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.5.99.2 dimethylglycine + H2O + an acceptor = a reduced acceptor + formaldehyde + sarcosine glycine betaine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.4.16 ammonia + H2O + CO2 + 2 ATP = phosphate + carbamoyl-phosphate + 2 ADP urea cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate phospholipid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate phospholipid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 ALLYSINE-DEHYDROG-RXN H2O + allysine + NAD+ = alpha-aminoadipate + NADH lysine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.5.1.9 H2O + NAD+ + saccharopine = NADH + allysine + L-glutamate lysine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.5.1.8 NADPH + alpha-ketoglutarate + L-lysine = H2O + NADP+ + saccharopine lysine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2-AMINOMUCONATE-REDUCTASE-RXN 2-amino-muconate + 2 H2O + NADH = NH(4)OH + alpha-ketoadipate + NAD+ tryptophan degradation III (eukaryotic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.32 H2O + NAD+ + 2-aminomuconate semialdehyde = NADH + 2-amino-muconate tryptophan degradation III (eukaryotic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.7.1.3 3-hydroxy-L-kynurenine + H2O = 3-hydroxy-anthranilate + L-alanine tryptophan degradation III (eukaryotic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.9 N-formylkynurenine + H2O = kynurenine + formate tryptophan degradation III (eukaryotic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.24 H2O + sucrose-6-phosphate = sucrose + phosphate sucrose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.4 (1-4-beta-D-glucan)(m+n) + H2O = (1-4-beta-D-glucan)(m) + (1-4-beta-D-glucan)(n) cellulose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.20 alpha-maltose + maltose + H2O = 2 alpha-D-glucose starch degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 MALTET-RXN maltotetraose + H2O = maltotriose + beta-D-glucose glycogen degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.204 xanthine + NAD+ + H2O = urate + NADH salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 R83-RXN 2-hydroxy-3-keto-5-methylthio-1-phosphopentene + H2O = 1,2-dihydroxy-3-keto-5-methylthiopentene + phosphate methionine salvage pathway II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.16 H2O + 5'-methylthioadenosine = 5-methylthioribose + adenine methionine salvage pathway II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine superpathway of polyamine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7679 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7678 chlorophyll b + 2 H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.7.6 D-glyceraldehyde-3-phosphate + H2O + 2 oxidized ferredoxin = 3-phosphoglycerate + 2 H+ + 2 reduced ferredoxin glycolysis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3-SULFINYL-PYRUVATE-SPON-RXN 3-sulfinyl-pyruvate + H2O = pyruvate + SO3-2 L-cysteine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.3 glyceraldehyde + NAD+ + H2O = glycerate + NADH Entner-Doudoroff pathway II (non-phosphorylative)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.3 D-glyceraldehyde-3-phosphate + NAD+ + H2O = 3-phosphoglycerate + NADH Entner-Doudoroff pathway III (semi-phosphorylative)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.17 glucono-delta-lactone + H2O = gluconate Entner-Doudoroff pathway III (semi-phosphorylative)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.17 glucono-delta-lactone + H2O = gluconate Entner-Doudoroff pathway II (non-phosphorylative)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.7.2 guanosine 5'-diphosphate,3'-diphosphate + H2O = pyrophosphate + GDP ppGpp biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.40 H2O + guanosine 3'-diphosphate 5'-triphosphate = phosphate + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.10 H2O + alpha-D-glucose 1-phosphate = phosphate + beta-D-glucose glucose and glucose-1-phosphate degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 GDPMANMANHYDRO-RXN GDP-D-mannose + H2O = GDP + mannose GDP-mannose metabolism
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1602 a 1,2-diacylglycerol + H2O = 2-acylglycerol + a fatty acid triacylglycerol degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.23 H2O + acylglycerol = a fatty acid + glycerol triacylglycerol degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.4.11 phosphatidyl-myo-inositol 4,5-biphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.84 3-cyanopyridine + H2O = nicotinamide aldoxime degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.84 acrylonitrile + H2O = acrylamide acrylonitrile degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.5.7 acrylonitrile + 2 H2O = acrylate + ammonia acrylonitrile degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2009 salicyloyl-CoA + H2O = salicylate + coenzyme A salicylic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2005 benzoyl-CoA + H2O = benzoate + coenzyme A salicylic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2002 (E)-cinnamoyl-CoA + H2O = hydroxycinnamoyl-CoA salicylic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1883 GDP-L-galactose + 2 H2O = L-galactose + GMP + phosphate ascorbate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.7.9.3 H2O + selenide + ATP = selenophosphate + phosphate + AMP selenocysteine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.2.4 3-hydroxypropionyl-CoA + H2O = 3-hydroxy-propionate + coenzyme A beta-alanine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 acrylyl-CoA + H2O = 3-hydroxypropionyl-CoA beta-alanine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.3 1-octanal + NAD+ + H2O = octanoate + NADH octane oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.4.11.2 Cys-Gly + H2O = L-cysteine + glycine gamma-glutamyl cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.9 5-oxoproline + 2 H2O + ATP = phosphate + L-glutamate + ADP gamma-glutamyl cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.11 H2O + 2-keto-isovalerate + 5,10-methylene-THF = 2-dehydropantoate + tetrahydrofolate pantothenate biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 SULFOXTFER-RXN polysulfide-glutathione complex + O2 + H2O = SO3-2 + polysulfide-glutathione complex + 2 H+ sulfur oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 26DICHDIOX-RXN 2,6-dichloro-p-hydroquinone + O2 + H2O = 2-chloromaleylacetate + HCl pentachlorophenol degradation pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 DICHCYCLO-RXN 2,6-dichloro-p-hydroquinone + H2O = 6-chlorohydroxyquinol + HCl pentachlorophenol degradation pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 AMINOPHENOL-NITRITE-REDUCTASE-RXN 4-hydroxyaniline + 3 H2O = NO2- + hydroquinone + 7 H+ + 6 e- superpathway of parathion degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.8.1 amino-parathion + H2O = 4-hydroxyaniline + diethylthiophosphate superpathway of parathion degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.6.6 H2O + choline sulfate = SO42- + choline choline-O-sulfate degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.11 H2O + agmatine = urea + putrescine superpathway of arginine, putrescine, and 4-aminobutyrate degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8501 9,10-EOD + H2O = alpha-ketol 9-LOX and 9-AOS pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a long-chain fatty acid + NADH fatty acid alpha-oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.1.2 H2O + NAD+ + L-glutamate = ammonia + NADH + alpha-ketoglutarate glutamate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.- NADPH + H2O = NADH + phosphate NAD/NADH phosphorylation and dephosphorylation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.- H2O + NADP+ = NAD+ + phosphate NAD/NADH phosphorylation and dephosphorylation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.4.3.6 N-methylputrescine + H2O + O2 = N-methylaminobutanal + ammonia + H2O2 N-methyl-delta1-pyrrolinium cation biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.4 H2O + allantoate = S-ureidoglycolate + urea allantoin degradation to ureidoglycolate I (urea producing)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.3.- 2-decaprenyl-6-methoxyphenol + O2 = 2-decaprenyl-6-methoxy-1,4-benzoquinol + H2O ubiquinone-10 biosynthesis (eukaryotic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-9236 2-decaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + O2 = 3-demethylubiquinol-10 + H2O ubiquinone-10 biosynthesis (eukaryotic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-9279 3-decaprenyl-4-hydroxybenzoate + O2 = 3-decaprenyl-4,5-dihydroxybenzoate + H2O ubiquinone-10 biosynthesis (eukaryotic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8246 N-methylaminobutanal = N-methyl-delta1-pyrrolinium cation + H2O N-methyl-delta1-pyrrolinium cation biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4122 a 2(R)-hydroperoxy fatty acid = a fatty aldehyde + CO2 + H2O fatty acid alpha-oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8496 9-HPOD = colneleate + H2O divinyl ether biosynthesis I (9-LOX)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8498 9-HPOT = colnelenate + H2O divinyl ether biosynthesis I (9-LOX)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.30 zeta-carotene + O2 + a reduced acceptor = neurosporene + 2 H2O + an acceptor carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.- phytoene + O2 + a reduced acceptor = phytofluene + 2 H2O + an acceptor carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.- phytofluene + O2 + a reduced acceptor = zeta-carotene + 2 H2O + an acceptor carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.- beta-carotene + O2 + a reduced acceptor = beta-cryptoxanthin + H2O + an acceptor carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.- beta-cryptoxanthin + O2 + a reduced acceptor = zeaxanthin + H2O + an acceptor carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.11.1.11 2 L-ascorbate + H2O2 = 2 monodehydroascorbate + 2 H2O ascorbate glutathione cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.10.3.3 L-ascorbate + O2 = monodehydroascorbate + 2 H2O ascorbate glutathione cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.9.3.1 O2 + 4 reduced cytochrome c = 2 H2O + 4 oxidized cytochrome c aerobic respiration -- electron donor II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8499 9-HPOD = 9,10-EOD + H2O 9-LOX and 9-AOS pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8500 9-HPOT = 9,10-EOT + H2O 9-LOX and 9-AOS pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4561 (+)-maackiain + NADPH + O2 = (+)-6a-hydroxymaackiain + NADP+ + H2O superpathway of pterocarpan biosynthesis (via formononetin)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 PARATHION-NITRO-REDUCT-RXN parathion + 6 e- + 6 H+ = amino-parathion + 2 H2O superpathway of parathion degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 PCP4MONO-RXN pentachlorophenol + O2 + 2 NADPH = tetrachlorohydroquinone + H2O + HCl + 2 NADP+ pentachlorophenol degradation pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.60 beta-hydroxydecanoyl-ACP = trans-delta2-decenoyl-ACP + H2O fatty acid elongation -- unsaturated
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.15.3 O2 + reduced rubredoxin + octane = H2O + OXIDIZED RUBREDOXIN + octanol octane oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.3.31 oxaloacetate + H2O + propionyl-CoA = coenzyme A + 2-methylcitrate methylcitrate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.79 2-methylcitrate = H2O + 2-methyl-cis-aconitate methylcitrate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.99 2-methyl-cis-aconitate + H2O = methylisocitrate methylcitrate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.34 H2O + mesaconate = S-citramalate glutamate degradation VIII (to propionate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.34 H2O + mesaconate = S-citramalate glutamate degradation VII (to butyrate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.9.1.1 selenophosphate + L-seryl-tRNAsec = phosphate + H2O + L-selenocysteinyl-tRNAsec selenocysteine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 6.2.1.- trans-cinnamate + coenzyme A = (E)-cinnamoyl-CoA + H2O salicylic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.18 H2O + trans-3-methylglutaconyl-CoA = 3-hydroxy-3-methyl-glutaryl-CoA leucine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.- E-pyridine-3-aldoxime = 3-cyanopyridine + H2O aldoxime degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.39 gluconate = H2O + 2-dehydro-3-deoxy-D-gluconate Entner-Doudoroff pathway III (semi-phosphorylative)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.39 gluconate = H2O + 2-dehydro-3-deoxy-D-gluconate Entner-Doudoroff pathway II (non-phosphorylative)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7676 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7677 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + 2 H2O + NADP+ chlorophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.10 3-dehydroquinate = H2O + 3-dehydro-shikimate chorismate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = 2 H2O + ethene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 R145-RXN 5-methylthioribulose-1-phosphate = 2,3-diketo-5-methylthio-1-phosphopentane + H2O methionine salvage pathway II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan degradation III (eukaryotic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1142 coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O lignin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O lignin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O lignin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate citrulline biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate interconversion of arginine, ornithine and proline
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis V (from arginine)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate arginine degradation VI (arginase 2 pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.16 2 H2O + GTP = dihydroneopterin triphosphate + formate + H2O tetrahydrofolate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.16 2 H2O + GTP = dihydroneopterin triphosphate + formate + H2O tetrahydrofolate biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone-phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis I (from aspartate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 R103-RXN N-acetyl-L-2,4-diaminobutanoate = ectoine + H2O ectoine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.75 hydroxymethylbilane = uroporphyrinogen-III + H2O chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + 2 H2O chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.2.22 phosphate + D-fructose-6-phosphate = H2O + D-erythrose-4-phosphate + acetylphosphate glucose fermentation to lactate II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.- UDP + a classical dithiol glutaredoxin (reduced) = dUDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-724 UTP + reduced flavodoxin = dUTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-723 CTP + reduced flavodoxin = dCTP + oxidized flavodoxin + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-5961 alpha-carotene + NADPH + O2 = zeinoxanthin + NADP+ + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-5962 zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.70 3 NADPH + 3 O2 + obtusifoliol + 3 H+ = 4 H2O + 3 NADP+ + formate + (4alpha)-methyl-(5alpha)-ergosta-8,14,24(28)-trien-3beta-ol sterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.70 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ + 2 H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.70 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH + O2 = 4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol + NADP+ + H2O + formate cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.72 4,4-dimethyl-5alpha-cholesta-8,24-dien-3-beta-ol + NAD(P)H + O2 = 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.72 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.72 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.72 4-alpha-methyl zymosterol + NAD(P)H + O2 = 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.72 4alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + 2 H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.72 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.2 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-6268 betaine aldehyde hydrate = betaine aldehyde + H2O glycine betaine biosynthesis III (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7650 naringenin + NADPH + O2 = apigenin + NADP+ + 2 H2O luteolin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7653 eriodictyol + NADPH + O2 = luteolin + NADP+ + 2 H2O luteolin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.22 naringenin + alpha-ketoglutarate + O2 = apigenin + succinate + CO2 + H2O luteolin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.22 eriodictyol + alpha-ketoglutarate + O2 = luteolin + succinate + CO2 + H2O luteolin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O suberin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.-.- 6-deoxocathasterone + O2 = 6-deoxoteasterone + H2O brassinosteroid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN1F-143 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA14-aldehyde + NADPH + O2 = GA14 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.- GA4 + O2 + a reduced acceptor = GA7 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA12-aldehyde + O2 + NADPH = GA14-aldehyde + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA7 + O2 + NADPH = GA3 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA9 + O2 + a reduced acceptor = GA40 + H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.- GA9 + O2 + a reduced acceptor = GA120 + 2 H2O + an acceptor gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA4 + O2 + NADPH = GA1 + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.23 dihydrokaempferol + alpha-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.19 leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.22 homocysteine + L-serine = H2O + cystathionine methionine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + H+ + e- = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O methylerythritol phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-884 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + 2 H+ = dimethylallyl-pyrophosphate + H2O methylerythritol phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + 2 H+ = delta3-isopentenyl-PP + H2O methylerythritol phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 formaldehyde assimilation I (serine pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 reductive tricarboxylic acid cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 respiration (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-745 ATP + reduced flavodoxin = dATP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-746 GTP + reduced flavodoxin = dGTP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-747 ADP + a classical dithiol glutaredoxin (reduced) = dADP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-748 GDP + a classical dithiol glutaredoxin (reduced) = dGDP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose colanic acid building blocks biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose fermentation to lactate II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.2.9 phosphate + D-xylulose-5-phosphate = H2O + D-glyceraldehyde-3-phosphate + acetylphosphate glucose heterofermentation to lactate I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.12 6-phospho-D-gluconate = 2-keto-3-deoxy-6-phospho-gluconate + H2O Entner-Doudoroff pathway I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 citrate = cis-aconitate + H2O reductive tricarboxylic acid cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle variation VIII
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 citrate = cis-aconitate + H2O respiration (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.19 leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O xanthophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN1F-153 zeaxanthin + NADPH + O2 = antheraxanthin + NADP+ + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O xanthophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN1F-154 antheraxanthin + NADPH + O2 = violaxanthin + NADP+ + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.19 D-erythro-imidazole-glycerol-phosphate = imidazole acetol-phosphate + H2O histidine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.1.170 coumaroyl-CoA + 3 malonyl-CoA + NADPH = isoliquiritigenin + 4 coenzyme A + 3 CO2 + NADP+ + H2O flavonoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + 2 H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol gibberellin biosynthesis IV (Gibberella fujikuroi)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA37 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A TCA cycle variation VIII
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.15.7 choline + O2 + 2 reduced ferredoxin + 2 H+ = betaine aldehyde hydrate + H2O + 2 oxidized ferredoxin glycine betaine biosynthesis III (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1121 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ phenylpropanoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 3.13.1.1 UDP-D-glucose + SO3-2 = UDP-sulfoquinovose + H2O glycosylglyceride biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.1 a reduced thioredoxin + CDP = an oxidized thioredoxin + dCDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.1 a reduced thioredoxin + UDP = an oxidized thioredoxin + dUDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.1 a reduced thioredoxin + ADP = an oxidized thioredoxin + dADP + H2O purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.1 a reduced thioredoxin + GDP = an oxidized thioredoxin + dGDP + H2O purine nucleotides de novo biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis V
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O Entner-Doudoroff pathway III (semi-phosphorylative)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O Entner-Doudoroff pathway II (non-phosphorylative)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glucose fermentation to lactate II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis IV (plant cytosol)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O fructose degradation to pyruvate and lactate (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O sucrose degradation to ethanol and lactate (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O gluconeogenesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O formaldehyde assimilation I (serine pathway)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O respiration (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glucose heterofermentation to lactate I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ phenylpropanoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ suberin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.2 malate = fumarate + H2O superpathway of glyoxylate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.2 malate = fumarate + H2O phenylalanine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.2 malate = fumarate + H2O reductive tricarboxylic acid cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.2 malate = fumarate + H2O TCA cycle variation VIII
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.2 malate = fumarate + H2O respiration (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.2 malate = fumarate + H2O TCA cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.92 13(S)-hydroperoxylinolenate = H2O + 12,13(S)-epoxylinolenate lipoxygenase pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.92 13(S)-hydroperoxylinolenate = H2O + 12,13(S)-epoxylinolenate jasmonic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.4 1.5 O2 + protoporphyrinogen = 3 H2O + protoporphyrin IX chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 3-hydroxybutyryl-CoA = crotonyl-CoA + H2O gallate degradation III (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA tryptophan degradation III (eukaryotic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA lysine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA ethanol fermentation to acetate
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA acetyl CoA fermentation to butyrate
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.48 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate = indole-3-glycerol-phosphate + CO2 + H2O tryptophan biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-2144 beta-hydroxy-cis-delta5-dodecenoyl-ACP = H2O + trans-delta3-cis-delta5-dodecenoyl-ACP fatty acid elongation -- unsaturated
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.60 a D-3-hydroxy-acyl-ACP = a trans-delta2-enoyl-acyl-ACP + H2O fatty acid elongation -- saturated
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.60 a D-3-hydroxy-acyl-ACP = a trans-delta2-enoyl-acyl-ACP + H2O fatty acid elongation -- unsaturated
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 3-isopropylmalate + coenzyme A leucine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.7 O2 + a reduced acceptor + squalene = (S)-2,3-Epoxysqualene + H2O + an acceptor sterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.7 squalene + NADPH + O2 = (S)-2,3-Epoxysqualene + NADP+ + H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.21 naringenin + NADPH + O2 = eriodictyol + NADP+ + H2O luteolin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.21 apigenin + NADPH + O2 = luteolin + NADP+ + H2O luteolin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.21 dihydrokaempferol + O2 = dihydroquercetin + H2O flavonol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.21 dihydrokaempferol + O2 = dihydroquercetin + H2O anthocyanin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.1.3.5 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.1 H2O + CO2 = H2CO3 cyanate degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle variation VIII
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A respiration (anaerobic)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.24 2 5-amino-levulinate = 2 H2O + porphobilinogen chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate suberin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4230 5alpha-campestan-3-one + O2 = 22alpha-hydroxy-5alpha-campestan-3-one + H2O brassinosteroid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4231 campest-4-en-3-one + O2 = 22alpha-hydroxy-campest-4-en-3-one + H2O brassinosteroid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 RXN-773 campestanol + O2 = 6-deoxocathasterone + H2O brassinosteroid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.-.- campesterol + O2 + a reduced acceptor = (22alpha)-hydroxy-campesterol + H2O + an acceptor brassinosteroid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.9 2,3-dihydroxy-3-methylvalerate = 2-keto-3-methyl-valerate + H2O isoleucine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.9 2,3-dihydroxy-isovalerate = 2-keto-isovalerate + H2O valine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.23 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.46 dTDP-D-glucose = H2O + dTDP-4-dehydro-6-deoxy-D-glucose dTDP-L-rhamnose biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.46 dTDP-D-glucose = H2O + dTDP-4-dehydro-6-deoxy-D-glucose dTDP-L-rhamnose biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] CHEBI:15377*LIGAND-CPD:C00001*PUBCHEM:962*LIGAND-CPD:C00001*CAS:7732-18-5 1.11.1.6 2 H2O2 = 2 H2O + O2 removal of superoxide radicals
2-methyl-cis-aconitate cis-2-Methylaconitate*(Z)-But-2-ene-1,2,3-tricarboxylate*2-methylaconitate 188.137 C7 H8 O6 C(O)(=O)CC(C(=O)O)=C(C)C(=O)O CAS:99-98-9*LIGAND-CPD:C04225 4.2.1.79 2-methylcitrate = H2O + 2-methyl-cis-aconitate methylcitrate cycle
2-methyl-cis-aconitate cis-2-Methylaconitate*(Z)-But-2-ene-1,2,3-tricarboxylate*2-methylaconitate 188.137 C7 H8 O6 C(O)(=O)CC(C(=O)O)=C(C)C(=O)O CAS:99-98-9*LIGAND-CPD:C04225 4.2.1.99 2-methyl-cis-aconitate + H2O = methylisocitrate methylcitrate cycle
deoxyinosine 2-deoxyinosine 252.229 C10 H12 N4 O4 c1(=O)(c2(c(nc[nH]1)n(cn2)[CH]3(O[CH]([CH]([CH2]3)O)CO))) CAS:890-38-0*LIGAND-CPD:C05512 DEOXYINOPHOSPHOR-RXN hypoxanthine + deoxyribose-1-phosphate = deoxyinosine + phosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
deoxyinosine 2-deoxyinosine 252.229 C10 H12 N4 O4 c1(=O)(c2(c(nc[nH]1)n(cn2)[CH]3(O[CH]([CH]([CH2]3)O)CO))) CAS:890-38-0*LIGAND-CPD:C05512 ADDALT-RXN ammonia + deoxyinosine = H2O + deoxyadenosine salvage pathways of adenine, hypoxanthine, and their nucleosides
prephytoene diphosphate 722.92 C40 H68 O7 P2 CC(CCC=C(C)CCC=C(C)C)=CCCC1([CH]([CH]1COP(O)(=O)OP(O)(O)=O)C=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)(C) 2.5.1.32 prephytoene diphosphate = phytoene + pyrophosphate carotenoid biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 3.6.1.1 H2O + pyrophosphate = 2 phosphate UDP-glucose conversion
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.1.90 D-fructose-6-phosphate + pyrophosphate = phosphate + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine and pyrimidine nucleotides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.7 AMP + pyrophosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides II (plant)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = pyrophosphate + UMP salvage pathways of pyrimidine ribonucleotides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.9 5-phosphoribosyl 1-pyrophosphate + uracil = pyrophosphate + UMP salvage pathways of purine and pyrimidine nucleotides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + pyrophosphate + nicotinate nucleotide NAD biosynthesis I (from aspartate)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = pyrophosphate + IMP salvage pathways of purine nucleosides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = pyrophosphate + IMP salvage pathways of purine nucleosides II (plant)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.17 ATP + 5-phosphoribosyl 1-pyrophosphate = phosphoribosyl-ATP + pyrophosphate histidine biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.10 5-phosphoribosyl 1-pyrophosphate + orotate = orotidine-5'-phosphate + pyrophosphate de novo biosynthesis of pyrimidine ribonucleotides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.39 all-trans-decaprenyl diphosphate + 4-hydroxybenzoate = 3-decaprenyl-4-hydroxybenzoate + pyrophosphate ubiquinone-10 biosynthesis (eukaryotic)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.32 prephytoene diphosphate = phytoene + pyrophosphate carotenoid biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + pyrophosphate ascorbate biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 3.1.7.2 guanosine 5'-diphosphate,3'-diphosphate + H2O = pyrophosphate + GDP ppGpp biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.3 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate = thiamine-phosphate + pyrophosphate thiamin biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + pyrophosphate coenzyme A biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + pyrophosphate + CMP coenzyme A biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 UPPSYN-RXN a cis,trans-polyisoprenyln-PP + delta3-isopentenyl-PP = pyrophosphate + cis,trans-polyisoprenyln+1-PP polyisoprenoid biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.- a trans-polyisoprenyln-PP + delta3-isopentenyl-PP = trans-polyisoprenyln+1-PP + pyrophosphate polyisoprenoid biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 HYPXPRIBOSYLTRAN-RXN 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = IMP + pyrophosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.4.15 BCCP (monomer) + biotin + ATP = pyrophosphate + AMP + biotin-BCCP (monomer) fatty acid biosynthesis -- initial steps
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 3.6.1.- dihydroneopterin triphosphate + H2O = dihydroneopterin phosphate + pyrophosphate tetrahydrofolate biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 3.6.1.- dihydroneopterin triphosphate + H2O = dihydroneopterin phosphate + pyrophosphate tetrahydrofolate biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.18 ATP + nicotinate nucleotide = pyrophosphate + deamido-NAD NAD biosynthesis I (from aspartate)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + pyrophosphate + NAD+ + L-glutamate NAD biosynthesis I (from aspartate)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + pyrophosphate + NAD+ NAD biosynthesis I (from aspartate)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.21 2 trans, trans-farnesyl diphosphate = presqualene diphosphate + pyrophosphate sterol biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.21 2 trans, trans-farnesyl diphosphate = presqualene diphosphate + pyrophosphate cholesterol biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate sterol biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + pyrophosphate cholesterol biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + pyrophosphate suberin biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.12 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + pyrophosphate suberin biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + pyrophosphate histidine biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.24 alpha-D-glucose 1-phosphate + dTTP = dTDP-D-glucose + pyrophosphate dTDP-L-rhamnose biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine and pyrimidine nucleotides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine nucleosides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.60 2-C-methyl-D-erythritol-4-phosphate + CTP = 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + pyrophosphate methylerythritol phosphate pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + pyrophosphate + AMP pantothenate biosynthesis II
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + pyrophosphate tetrahydrofolate biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + pyrophosphate tetrahydrofolate biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + pyrophosphate N-acetylglucosamine , N-acetylmannosamine and N-acetylneuraminic acid dissimilation
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + pyrophosphate UDP-N-acetylgalactosamine biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + pyrophosphate + AMP asparagine biosynthesis III
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + pyrophosphate phospholipid biosynthesis II
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + pyrophosphate phospholipid biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP superpathway of citrulline metabolism
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP urea cycle
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + pyrophosphate + AMP arginine biosynthesis II (acetyl cycle)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP chlorophyllide a biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + pyrophosphate chlorophyll a biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + pyrophosphate chlorophyll cycle
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.- chlorophyllide b + phytyl-PP = chlorophyll b + pyrophosphate chlorophyll cycle
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.- chlorophyllide a + geranylgeranyl-PP = geranylgeranyl-chlorophyll a + pyrophosphate chlorophyll a biosynthesis II
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + pyrophosphate + AMP fatty acid oxidation pathway I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.3 octanoate + ATP + coenzyme A = octanoyl-CoA + AMP + pyrophosphate octane oxidation
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + pyrophosphate galactose degradation III
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 3.6.1.23 H2O + dUTP = pyrophosphate + dUMP de novo biosynthesis of pyrimidine deoxyribonucleotides
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.18 5-phosphoribosyl 1-pyrophosphate + anthranilate = N-(5'-phosphoribosyl)-anthranilate + pyrophosphate tryptophan biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP methylcitrate cycle
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + pyrophosphate + AMP beta-alanine biosynthesis II
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP glutamate degradation VII (to butyrate)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP pyruvate oxidation pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + pyrophosphate + AMP acetate utilization
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis II
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.5.2 XMP + H2O + L-glutamine + ATP = L-glutamate + GMP + pyrophosphate + AMP purine nucleotides de novo biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP purine nucleotides de novo biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.3.4.1 ammonia + XMP + ATP = AMP + pyrophosphate + GMP salvage pathways of purine nucleosides II (plant)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.32 2 geranylgeranyl-PP = phytoene + 2 pyrophosphate carotenoid biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis II
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + pyrophosphate + L-glutamate purine nucleotides de novo biosynthesis I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.11 tRNAsec + L-serine + ATP = L-seryl-tRNAsec + pyrophosphate + AMP selenocysteine biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP lignin biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.2.1.12 coenzyme A + 4-coumarate + ATP = coumaroyl-CoA + pyrophosphate + AMP flavonoid biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = pyrophosphate + geranyl-PP polyisoprenoid biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = pyrophosphate + geranyl-PP mevalonate pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = pyrophosphate + trans, trans-farnesyl diphosphate polyisoprenoid biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = pyrophosphate + trans, trans-farnesyl diphosphate mevalonate pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + pyrophosphate + AMP tRNA charging pathway
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate glucose and glucose-1-phosphate degradation
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate UDP-glucose conversion
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate galactose degradation I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate glycogen biosynthesis II (from UDP-D-Glucose)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose degradation III
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate sucrose degradation to ethanol and lactate (anaerobic)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate galactose degradation III
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + pyrophosphate colanic acid building blocks biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.4 SO42- + ATP = APS + pyrophosphate dissimilatory sulfate reduction
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.4 SO42- + ATP = APS + pyrophosphate sulfate assimilation III
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + pyrophosphate starch biosynthesis
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + pyrophosphate glycogen biosynthesis I (from ADP-D-Glucose)
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine salvage pathway II
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine degradation I
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine SAM cycle
pyrophosphate diphosphate*PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O CAS:09/03/2466*LIGAND-CPD:C00013*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + pyrophosphate + S-adenosyl-L-methionine methionine and S-adenosylmethionine synthesis
4-amino-4-deoxychorismate 225.201 C10 H11 N1 O5 C=C(C(O)=O)OC1(C(N)C=CC(=C1)C(O)=O) LIGAND-CPD:C11355*CAS:97279-79-3 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis
4-amino-4-deoxychorismate 225.201 C10 H11 N1 O5 C=C(C(O)=O)OC1(C(N)C=CC(=C1)C(O)=O) LIGAND-CPD:C11355*CAS:97279-79-3 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis I
4-amino-4-deoxychorismate 225.201 C10 H11 N1 O5 C=C(C(O)=O)OC1(C(N)C=CC(=C1)C(O)=O) LIGAND-CPD:C11355*CAS:97279-79-3 6.3.5.8 L-glutamine + chorismate = 4-amino-4-deoxychorismate + L-glutamate tetrahydrofolate biosynthesis
4-amino-4-deoxychorismate 225.201 C10 H11 N1 O5 C=C(C(O)=O)OC1(C(N)C=CC(=C1)C(O)=O) LIGAND-CPD:C11355*CAS:97279-79-3 6.3.5.8 L-glutamine + chorismate = 4-amino-4-deoxychorismate + L-glutamate tetrahydrofolate biosynthesis I
beta-cryptoxanthin β,β-carotene-3-ol 552.882 C40 H56 O1 CC(C=CC1(=C(C)CC(O)CC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCCC(C)=2) LIGAND-CPD:C08591 1.14.99.- beta-cryptoxanthin + O2 + a reduced acceptor = zeaxanthin + H2O + an acceptor carotenoid biosynthesis
beta-cryptoxanthin β,β-carotene-3-ol 552.882 C40 H56 O1 CC(C=CC1(=C(C)CC(O)CC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCCC(C)=2) LIGAND-CPD:C08591 1.14.99.- beta-carotene + O2 + a reduced acceptor = beta-cryptoxanthin + H2O + an acceptor carotenoid biosynthesis
phosphoribosylformiminoAICAR-phosphate 1-(5-Phosphoribosyl)-5-[(5-phosphoribosylamino)methylideneamino]imidazole-4-carboxamide*phosphoribosyl-formimino-aicar-P*phosphoribosylformiminoAICAR-P*5-(5-phospho-D-ribosyl-aminoformimino)-1-(5-phosphoribosyl)-imidazole4-carboxamide*5-(5'-phospho-D-ribosyl-aminoformimino)-1-(5-phosphoribosyl)-imidazole-4-carboxamide*N-5-phosphoribosyl-formimino-5-amino-imidazole-4-carboxamide ribonucleotide*N-(5'-phospho-D-ribosylformimino)-5-amino-1-(5''-phosphoribosyl)-4-imidazolecarboxamide 577.334 C15 H25 N5 O15 P2 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH]1O)NC=Nc2(n(cnc2C(=O)N)[CH]3(O[CH]([CH](O)[CH](O)3)COP(=O)(O)O))) PUBCHEM:440534*LIGAND-CPD:C04896 5.3.1.16 phosphoribosylformiminoAICAR-phosphate = phosphoribulosylformimino-AICAR-P histidine biosynthesis I
phosphoribosylformiminoAICAR-phosphate 1-(5-Phosphoribosyl)-5-[(5-phosphoribosylamino)methylideneamino]imidazole-4-carboxamide*phosphoribosyl-formimino-aicar-P*phosphoribosylformiminoAICAR-P*5-(5-phospho-D-ribosyl-aminoformimino)-1-(5-phosphoribosyl)-imidazole4-carboxamide*5-(5'-phospho-D-ribosyl-aminoformimino)-1-(5-phosphoribosyl)-imidazole-4-carboxamide*N-5-phosphoribosyl-formimino-5-amino-imidazole-4-carboxamide ribonucleotide*N-(5'-phospho-D-ribosylformimino)-5-amino-1-(5''-phosphoribosyl)-4-imidazolecarboxamide 577.334 C15 H25 N5 O15 P2 C(OP(=O)(O)O)[CH]1(O[CH]([CH](O)[CH]1O)NC=Nc2(n(cnc2C(=O)N)[CH]3(O[CH]([CH](O)[CH](O)3)COP(=O)(O)O))) PUBCHEM:440534*LIGAND-CPD:C04896 3.5.4.19 phosphoribosyl-AMP + H2O = phosphoribosylformiminoAICAR-phosphate histidine biosynthesis I
coumaryl-alcohol 150.177 C9 H10 O2 C(O)C=Cc1(ccc(O)cc1) 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ lignin biosynthesis
dGDP 2'-deoxyguanosine-5'-diphosphate*deoxyguanosine-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(CC1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00361*CAS:102783-74-4 2.7.4.6 dGDP + ATP = dGTP + ADP purine nucleotides de novo biosynthesis I
dGDP 2'-deoxyguanosine-5'-diphosphate*deoxyguanosine-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(CC1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00361*CAS:102783-74-4 RXN0-748 GDP + a classical dithiol glutaredoxin (reduced) = dGDP + a classical dithiol glutaredoxin (oxidized) + H2O purine nucleotides de novo biosynthesis I
dGDP 2'-deoxyguanosine-5'-diphosphate*deoxyguanosine-diphosphate 427.203 C10 H15 N5 O10 P2 C(OP(=O)(O)OP(O)(O)=O)C1(OC(CC1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00361*CAS:102783-74-4 1.17.4.1 a reduced thioredoxin + GDP = an oxidized thioredoxin + dGDP + H2O purine nucleotides de novo biosynthesis I
cyanidin 287.248 C15 H11 O6 C3(=C(O)C(c1(ccc(O)c(c1)O))=Oc2(cc(O)cc(c23)O)) RXN1F-775 cyanidin + UDP-D-glucose = cyanidin-3-glucoside + UDP anthocyanin biosynthesis
cyanidin 287.248 C15 H11 O6 C3(=C(O)C(c1(ccc(O)c(c1)O))=Oc2(cc(O)cc(c23)O)) 1.14.11.19 leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
pantothenate (R)-pantothenate*vitamin B5*pantothenic acid*D-pantothenic acid 219.237 C9 H17 N1 O5 CC(C)(CO)C(O)C(=O)NCCC(O)=O LIGAND-CPD:C00864*CAS:79-83-4 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
pantothenate (R)-pantothenate*vitamin B5*pantothenic acid*D-pantothenic acid 219.237 C9 H17 N1 O5 CC(C)(CO)C(O)C(=O)NCCC(O)=O LIGAND-CPD:C00864*CAS:79-83-4 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + pyrophosphate + AMP pantothenate biosynthesis II
dCDP 2'-deoxycytidine diphosphate*2'-deoxycytidine-5'-diphosphate*deoxycytidine-diphosphate 387.179 C9 H15 N3 O10 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C2)COP(O)(=O)OP(O)(O)=O)) LIGAND-CPD:C00705*CAS:800-73-7 2.7.4.6 dCDP + ATP = dCTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
dCDP 2'-deoxycytidine diphosphate*2'-deoxycytidine-5'-diphosphate*deoxycytidine-diphosphate 387.179 C9 H15 N3 O10 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C2)COP(O)(=O)OP(O)(O)=O)) LIGAND-CPD:C00705*CAS:800-73-7 1.17.4.- CDP + a classical dithiol glutaredoxin (reduced) = dCDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
dCDP 2'-deoxycytidine diphosphate*2'-deoxycytidine-5'-diphosphate*deoxycytidine-diphosphate 387.179 C9 H15 N3 O10 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C2)COP(O)(=O)OP(O)(O)=O)) LIGAND-CPD:C00705*CAS:800-73-7 1.17.4.1 a reduced thioredoxin + CDP = an oxidized thioredoxin + dCDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
reduced rubredoxin 1.14.15.3 O2 + reduced rubredoxin + octane = H2O + OXIDIZED RUBREDOXIN + octanol octane oxidation
reduced rubredoxin 1.18.1.1 NADH + OXIDIZED RUBREDOXIN = NAD+ + reduced rubredoxin octane oxidation
OH- hydroxyl ion*OH*hydroxide*hydroxide ion 17.007 H1 O1 [OH-] CAS:14280-30-9 3.7.1.- dihydrophloroglucinol + OH- = 3-hydroxy-5-oxohexanoate gallate degradation III (anaerobic)
zeta-carotene 540.914 C40 H60 CC(C)=CCCC(C)=CCCC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05430 1.14.99.30 zeta-carotene = lycopene carotenoid biosynthesis
zeta-carotene 540.914 C40 H60 CC(C)=CCCC(C)=CCCC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05430 1.14.99.30 zeta-carotene + O2 + a reduced acceptor = neurosporene + 2 H2O + an acceptor carotenoid biosynthesis
zeta-carotene 540.914 C40 H60 CC(C)=CCCC(C)=CCCC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05430 1.14.99.- phytofluene + O2 + a reduced acceptor = zeta-carotene + 2 H2O + an acceptor carotenoid biosynthesis
zeta-carotene 540.914 C40 H60 CC(C)=CCCC(C)=CCCC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)CCC=C(C)CCC=C(C)C LIGAND-CPD:C05430 RXN1F-145 phytoene = zeta-carotene carotenoid biosynthesis
5-oxoproline L-5-pyrrolidone-2-carboxylic acid*L-pyroglutamic acid*5-oxo-L-proline*pyroglutamic acid*pyroglutamate*5-pyrrolidone-2-carboxylic acid 129.115 C5 H7 N1 O3 C1(NC(C(O)=O)CC1)(=O) LIGAND-CPD:C02238*CAS:98-79-3*LIGAND-CPD:C01879*CAS:98-79-3 3.5.2.9 5-oxoproline + 2 H2O + ATP = phosphate + L-glutamate + ADP gamma-glutamyl cycle
5-oxoproline L-5-pyrrolidone-2-carboxylic acid*L-pyroglutamic acid*5-oxo-L-proline*pyroglutamic acid*pyroglutamate*5-pyrrolidone-2-carboxylic acid 129.115 C5 H7 N1 O3 C1(NC(C(O)=O)CC1)(=O) LIGAND-CPD:C02238*CAS:98-79-3*LIGAND-CPD:C01879*CAS:98-79-3 2.3.2.4 (5-L-glutamyl)-L-amino acid = L-2-amino-acid + 5-oxoproline gamma-glutamyl cycle
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.14.15.7 choline + O2 + 2 reduced ferredoxin + 2 H+ = betaine aldehyde hydrate + H2O + 2 oxidized ferredoxin glycine betaine biosynthesis III (plants)
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin METLENETHFRED-FERRE-RXN 5,10-methylene-THF + reduced ferredoxin = 5-methyl-THF + oxidized ferredoxin reductive acetyl coenzyme A pathway
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.12.7.2 reduced ferredoxin + 2 H+ = H2 + oxidized ferredoxin glutamate degradation VII (to butyrate)
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.2.7.6 D-glyceraldehyde-3-phosphate + H2O + 2 oxidized ferredoxin = 3-phosphoglycerate + 2 H+ + 2 reduced ferredoxin glycolysis II
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.8.7.1 3 reduced ferredoxin + SO3-2 = H2O + oxidized ferredoxin + H2S sulfate assimilation III
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.5.7.1 5-methyl-THF + oxidized ferredoxin = 5,10-methylene-THF + reduced ferredoxin folate transformations
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.4.7.1 2 reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle II
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.2.7.3 reduced ferredoxin + CO2 + succinyl-CoA = oxidized ferredoxin + coenzyme A + alpha-ketoglutarate reductive tricarboxylic acid cycle
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glutamate degradation VII (to butyrate)
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin Entner-Doudoroff pathway II (non-phosphorylative)
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin glycolysis II
reduced ferredoxin B2525*ferredoxin*Fdx*andrenodoxin 1.2.7.1 pyruvate + coenzyme A + oxidized ferredoxin = acetyl-CoA + CO2 + reduced ferredoxin reductive tricarboxylic acid cycle
4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol 442.681 C29 H46 O3 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C(O)=O)C(O)CC4)))) 1.1.1.170 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol 442.681 C29 H46 O3 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C)(C(O)=O)C(O)CC4)))) 1.14.13.72 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
1,4-dichlorobenzene dihydrodiol 3,6-dichloro-cis-1,2-dihydroxycyclohexa-3,5-diene*p-dichlorobenzene dihydrodiol 181.018 C6 H6 O2 CL2 C1(Cl)(C(O)C(O)C(Cl)=CC=1) UM-BBD-CPD:c0592 CHLOROBENDDH-RXN 1,4-dichlorobenzene dihydrodiol + NAD+ = 3,6-dichlorocatechol + NADH 1,4-dichlorobenzene degradation
1,4-dichlorobenzene dihydrodiol 3,6-dichloro-cis-1,2-dihydroxycyclohexa-3,5-diene*p-dichlorobenzene dihydrodiol 181.018 C6 H6 O2 CL2 C1(Cl)(C(O)C(O)C(Cl)=CC=1) UM-BBD-CPD:c0592 DIOXYXANFL-RXN 1,4-dichlorobenzene + O2 + NADH = 1,4-dichlorobenzene dihydrodiol + NAD+ 1,4-dichlorobenzene degradation
D-ornithine 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O CAS:348-66-3 5.4.3.5 D-ornithine = 2,4-diaminopentanoate interconversion of arginine, ornithine and proline
D-ornithine 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O CAS:348-66-3 5.1.1.12 L-ornithine = D-ornithine interconversion of arginine, ornithine and proline
nitric oxide NO*nitrogen monoxide*nitrogen protoxide 31.014 H1 N1 O1 N=O LIGAND-CPD:C00533*CAS:10102-43-9 1.14.13.39 m O2 + n NADPH + L-arginine = citrulline + n NADP+ + nitric oxide superpathway of citrulline metabolism
tRNAGlu TRNA(GLT)*tRNAglt LIGAND-CPD:C01641 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP tRNA charging pathway
tRNAGlu TRNA(GLT)*tRNAglt LIGAND-CPD:C01641 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + pyrophosphate + AMP chlorophyllide a biosynthesis
tRNAGlu TRNA(GLT)*tRNAglt LIGAND-CPD:C01641 1.2.1.70 L-glutamyl-tRNAGlu + NADPH = glutamate-1-semialdehyde + NADP+ + tRNAGlu chlorophyllide a biosynthesis
acrylamide 71.079 C3 H5 N1 O1 C(=O)(N)C=C NCI:7785 3.5.1.4 acrylamide + H2O = ammonia + acrylate + H+ acrylonitrile degradation
acrylamide 71.079 C3 H5 N1 O1 C(=O)(N)C=C NCI:7785 4.2.1.84 acrylonitrile + H2O = acrylamide acrylonitrile degradation
a deoxyribonucleic acid 2.1.1.37 a deoxyribonucleic acid + S-adenosyl-L-methionine = S-adenosyl-homocysteine + DNA CONTAINING 5-METHYLCYTOSINE methionine degradation I
5'-methylthioadenosine Methylthioadenosine*5'-Deoxy-5'-(methylthio)adenosine*5'-S-methyl-5'-thioadenosine*MTA*S-methyl-adenosine 297.331 C11 H15 N5 O3 S1 C1(OC(CSC)C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00170*CAS:2457-80-9 3.2.2.16 H2O + 5'-methylthioadenosine = 5-methylthioribose + adenine methionine salvage pathway II
5'-methylthioadenosine Methylthioadenosine*5'-Deoxy-5'-(methylthio)adenosine*5'-S-methyl-5'-thioadenosine*MTA*S-methyl-adenosine 297.331 C11 H15 N5 O3 S1 C1(OC(CSC)C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00170*CAS:2457-80-9 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + 5'-methylthioadenosine spermine biosynthesis
5'-methylthioadenosine Methylthioadenosine*5'-Deoxy-5'-(methylthio)adenosine*5'-S-methyl-5'-thioadenosine*MTA*S-methyl-adenosine 297.331 C11 H15 N5 O3 S1 C1(OC(CSC)C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00170*CAS:2457-80-9 4.4.1.14 S-adenosyl-L-methionine = 5'-methylthioadenosine + 1-aminocyclopropane-1-carboxylate ethylene biosynthesis from methionine
5'-methylthioadenosine Methylthioadenosine*5'-Deoxy-5'-(methylthio)adenosine*5'-S-methyl-5'-thioadenosine*MTA*S-methyl-adenosine 297.331 C11 H15 N5 O3 S1 C1(OC(CSC)C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00170*CAS:2457-80-9 4.4.1.14 S-adenosyl-L-methionine = 5'-methylthioadenosine + 1-aminocyclopropane-1-carboxylate methionine salvage pathway II
5'-methylthioadenosine Methylthioadenosine*5'-Deoxy-5'-(methylthio)adenosine*5'-S-methyl-5'-thioadenosine*MTA*S-methyl-adenosine 297.331 C11 H15 N5 O3 S1 C1(OC(CSC)C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00170*CAS:2457-80-9 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + 5'-methylthioadenosine superpathway of polyamine biosynthesis II
5'-methylthioadenosine Methylthioadenosine*5'-Deoxy-5'-(methylthio)adenosine*5'-S-methyl-5'-thioadenosine*MTA*S-methyl-adenosine 297.331 C11 H15 N5 O3 S1 C1(OC(CSC)C(O)C(O)1)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00170*CAS:2457-80-9 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + 5'-methylthioadenosine spermidine biosynthesis
glucono-delta-lactone 1,5-Gluconolactone*D-Gluconolactone*D-glucono-1,5-lactone*δ-gluconolactone*D-glucono-δ-lactone*Gluconic lactone*Gluconic acid lactone 178.141 C6 H10 O6 C1(OC(CO)C(O)C(O)C(O)1)(=O) CAS:90-80-2 3.1.1.17 glucono-delta-lactone + H2O = gluconate Entner-Doudoroff pathway III (semi-phosphorylative)
glucono-delta-lactone 1,5-Gluconolactone*D-Gluconolactone*D-glucono-1,5-lactone*δ-gluconolactone*D-glucono-δ-lactone*Gluconic lactone*Gluconic acid lactone 178.141 C6 H10 O6 C1(OC(CO)C(O)C(O)C(O)1)(=O) CAS:90-80-2 3.1.1.17 glucono-delta-lactone + H2O = gluconate Entner-Doudoroff pathway II (non-phosphorylative)
glucono-delta-lactone 1,5-Gluconolactone*D-Gluconolactone*D-glucono-1,5-lactone*δ-gluconolactone*D-glucono-δ-lactone*Gluconic lactone*Gluconic acid lactone 178.141 C6 H10 O6 C1(OC(CO)C(O)C(O)C(O)1)(=O) CAS:90-80-2 1.1.5.2 beta-D-glucose + UQ = glucono-delta-lactone + UQH2 glucose and glucose-1-phosphate degradation
glucono-delta-lactone 1,5-Gluconolactone*D-Gluconolactone*D-glucono-1,5-lactone*δ-gluconolactone*D-glucono-δ-lactone*Gluconic lactone*Gluconic acid lactone 178.141 C6 H10 O6 C1(OC(CO)C(O)C(O)C(O)1)(=O) CAS:90-80-2 1.1.1.47 NAD(P)+ + beta-D-glucose = NAD(P)H + glucono-delta-lactone Entner-Doudoroff pathway III (semi-phosphorylative)
glucono-delta-lactone 1,5-Gluconolactone*D-Gluconolactone*D-glucono-1,5-lactone*δ-gluconolactone*D-glucono-δ-lactone*Gluconic lactone*Gluconic acid lactone 178.141 C6 H10 O6 C1(OC(CO)C(O)C(O)C(O)1)(=O) CAS:90-80-2 1.1.1.47 NAD(P)+ + beta-D-glucose = NAD(P)H + glucono-delta-lactone Entner-Doudoroff pathway II (non-phosphorylative)
sulfur donor (S) H2 S1 S NCI:403664*CAS:7704-34-9 2.8.1.6 dethiobiotin + 2 S-adenosyl-L-methionine + sulfur donor = biotin + 2 5'-deoxyadenosine + 2 L-methionine biotin biosynthesis I
sulfur donor (S) H2 S1 S NCI:403664*CAS:7704-34-9 2.8.1.6 dethiobiotin + sulfur donor = 9-mercaptodethiobiotin biotin biosynthesis II
parathion ethyl parathion*parthion*alkron*Paraphos*Foliclal*Fosferno*Fostox*Rhodiatox*O,O-diethyl O-p-nitrophenyl phosphorothioate*diethyl-p-nitrophenyl monothiophosphate*DNTP*SNP*E 605*ac 3422*Alleron*Aphamite*Etilon*Folidol*Phoskil*deoxynucleoside 5'-triphosphate*Parathion-E*Aqua 9-Parathion*Bladen*Phosphorothioic acid O,O-diethyl-O-(4-nitrophenyl) ester*diethyl p-nitrophenyl thiophosphate*O,O-diethyl-O-(p-nitrophenyl)thionophosphate*diethylparathion*p-nitrophenol O-ester with O,O-diethylphosphorothioate*AAT*AATP*acc 3422*american cyanamid 3422*Aralo*B 404*bay e-605*bayer e-605*bladan f*compound 3422*corothion*corthione*danthion*ecatox*fosfive*fosova*fostern*genithion*kolphos*kypthion*lirothion*murfos*nitrostygmine*niuif-100*nourithion*oleofos 20*oleoparathion*Orthophos*panthion*Paramar*paramar 50*parathene*Parawet*pestox plus*pethion*phosphemol*phosphenol*phosphostigmine*RB*stabilized ethyl parathion*stathion*strathion*sulfos*T-47*thiophos 3422*TOX 47*vapophos*diethyl para-nitrophenol thiophosphate*diethyl 4-nitrophenyl phosphorothionate*diethyl p-nitrophenyl thionophosphate*drexel parathion 8E*E 605 F*e 605 forte*ekatin wf & wf ulv*ekatox*ethlon*folidol e605*folidol e & e 605*folidol oil*fosfermo*fosfex*gearphos*lethalaire g-54*oleoparaphene*OMS 19*PAC*Pacol*Paradust*rhodiasol*rhodiatrox*selephos*sixty-three special e.c.*soprathion*super rodiatox*vitrex*penncap e*thiomex*tiofos*Viran*Durathion*Thionspray No.84*Bladan*Diethyl O-p-nitrophenyl phosphorothioate*Fosferno 50*Niran*Ethyl parathion (O,O-diethyl-O-p-nitrophenylthiophosphate) 291.258 C10 H14 N1 O5 P1 S1 C(C)OP(OCC)(=S)Oc1(ccc([N+]([O-])=O)cc1) CAS:56-38-2 PARATHION-NITRO-REDUCT-RXN parathion + 6 e- + 6 H+ = amino-parathion + 2 H2O superpathway of parathion degradation
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 2.7.4.6 CDP + ATP = CTP + ADP salvage pathways of pyrimidine ribonucleotides
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 2.7.4.6 CDP + ATP = CTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 1.17.4.1 a reduced thioredoxin + CDP = an oxidized thioredoxin + dCDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 2.7.1.108 dolichol + CTP = dolichyl-phosphate + CDP dolichyl-diphosphooligosaccharide biosynthesis
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 2.7.4.14 CMP + ATP = CDP + ADP salvage pathways of pyrimidine ribonucleotides
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 2.7.4.14 CMP + ATP = CDP + ADP salvage pathways of purine and pyrimidine nucleotides
CDP cytidine-diphosphate*cytidine-5'-diphosphate 403.179 C9 H15 N3 O11 P2 c1(n(c(=O)nc(N)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00112*CAS:63-38-7 1.17.4.- CDP + a classical dithiol glutaredoxin (reduced) = dCDP + a classical dithiol glutaredoxin (oxidized) + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
N5-formyl-THF N5-formyl-THF*5-formyl-THF leucovorin*n5-formyltetrahydrofolate*n5-formyl-thf*5-formyltetrahydrofolate*5-formyl-H4F*5-formyl-THF*folinic acid*5-CHO-THF*folinate*formyl-H4F*citrovorum factor*N5-formyl-H4F 473.444 C20 H23 N7 O7 C([CH]1(N(C=O)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) CAS:58-05-9 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate folate transformations
N5-formyl-THF N5-formyl-THF*5-formyl-THF leucovorin*n5-formyltetrahydrofolate*n5-formyl-thf*5-formyltetrahydrofolate*5-formyl-H4F*5-formyl-THF*folinic acid*5-CHO-THF*folinate*formyl-H4F*citrovorum factor*N5-formyl-H4F 473.444 C20 H23 N7 O7 C([CH]1(N(C=O)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) CAS:58-05-9 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + ADP + phosphate formylTHF biosynthesis II
N5-formyl-THF N5-formyl-THF*5-formyl-THF leucovorin*n5-formyltetrahydrofolate*n5-formyl-thf*5-formyltetrahydrofolate*5-formyl-H4F*5-formyl-THF*folinic acid*5-CHO-THF*folinate*formyl-H4F*citrovorum factor*N5-formyl-H4F 473.444 C20 H23 N7 O7 C([CH]1(N(C=O)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(O)=O) CAS:58-05-9 RXN-6321 5,10-methenyltetrahydrofolate + 5,10-methenyl-THF + H2O = N5-formyl-THF formylTHF biosynthesis II
trimethyl sulfonium 77.164 C3 H9 S1 C[S+](C)C CAS:2181-42-2 2.1.1.19 5-methyl-THF + dimethyl sulfide = tetrahydrofolate + trimethyl sulfonium folate transformations
toluene methylbenzol*monomethyl benzene*antisal 1a*tolu-sol*methacide*phenyl methane*methylbenzene*toluol 92.14 C7 H8 Cc1(ccccc1) CAS:108-88-3 4.1.99.11 toluene + fumarate = (R)-2-benzylsuccinate toluene degradation VI (anaerobic)
5,10-methenyl-H4PteGlun C8 H10 N6 O1 R1 3.5.4.9 5,10-methenyl-H4PteGlun + H2O = an N10-formyl-tetrahydrofolate tetrahydrofolate biosynthesis I
GA14-aldehyde gibberellin A14-aldehyde*gibberellin A14-aldehyde*GA14-aldehyde 332.439 C20 H28 O4 CC1([CH]4(C(CCC(O)1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C=O))))(C(=O)O) 1.14.11.- GA14-aldehyde + NADPH + O2 = GA14 + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
GA14-aldehyde gibberellin A14-aldehyde*gibberellin A14-aldehyde*GA14-aldehyde 332.439 C20 H28 O4 CC1([CH]4(C(CCC(O)1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C=O))))(C(=O)O) 1.14.11.- GA12-aldehyde + O2 + NADPH = GA14-aldehyde + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate HMBDP 262.093 C5 H12 O8 P2 CC(CO)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C11811 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + 2 H+ = delta3-isopentenyl-PP + H2O methylerythritol phosphate pathway
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate HMBDP 262.093 C5 H12 O8 P2 CC(CO)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C11811 RXN0-884 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + 2 H+ = dimethylallyl-pyrophosphate + H2O methylerythritol phosphate pathway
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate HMBDP 262.093 C5 H12 O8 P2 CC(CO)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C11811 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + H+ + e- = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O methylerythritol phosphate pathway
glycogen 6-α-D-(1,4-α-D-glucano)-glucan 666.583 C24 H42 O21 C(OC1(C(O)C(O)C(O)C(O1)CO))C3(OC(OC2(C(CO)OC(O)C(O)C(O)2))C(O)C(O)C3OC4(C(O)C(O)C(O)C(O4)CO)) LIGAND-CPD:C00182*CAS:9005-79-2 2.4.1.18 a glucosylated glycogenin = glycogen glycogen biosynthesis II (from UDP-D-Glucose)
glycogen 6-α-D-(1,4-α-D-glucano)-glucan 666.583 C24 H42 O21 C(OC1(C(O)C(O)C(O)C(O1)CO))C3(OC(OC2(C(CO)OC(O)C(O)C(O)2))C(O)C(O)C3OC4(C(O)C(O)C(O)C(O4)CO)) LIGAND-CPD:C00182*CAS:9005-79-2 2.4.1.18 a 1,4-alpha-D-glucan = glycogen glycogen biosynthesis I (from ADP-D-Glucose)
glycogen 6-α-D-(1,4-α-D-glucano)-glucan 666.583 C24 H42 O21 C(OC1(C(O)C(O)C(O)C(O1)CO))C3(OC(OC2(C(CO)OC(O)C(O)C(O)2))C(O)C(O)C3OC4(C(O)C(O)C(O)C(O4)CO)) LIGAND-CPD:C00182*CAS:9005-79-2 3.2.1.68 {6-alpha-D-(1,4-alpha-D-glucano)-glucan}n = {6-alpha-D-(1,4-alpha-D-glucano)-glucan}n-1 + maltodextrin trehalose biosynthesis V
trans-3-methylglutaconyl-CoA 3-Methylglutaconyl-CoA 893.646 C27 H42 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C(C)CC(O)=O) 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + trans-3-methylglutaconyl-CoA + ADP leucine degradation I
trans-3-methylglutaconyl-CoA 3-Methylglutaconyl-CoA 893.646 C27 H42 N7 O19 P3 S1 [CH]3(n1(c2(c(nc1)c(N)ncn2)))(O[CH]([CH]([CH](O)3)OP(O)(=O)O)COP(=O)(O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C(C)CC(O)=O) 4.2.1.18 H2O + trans-3-methylglutaconyl-CoA = 3-hydroxy-3-methyl-glutaryl-CoA leucine degradation I
dihydroorotate 4,5-dihydroorotate*4,5-dihydroorotic acid*hydroorotic acid*(S)-dihydroorotate*di-H-orotate*L-dihydroorotate*5,6-dihydroorotate*L-4,5-dihydroorotate*4-pyrimidinecarboxylic acid*hexahydro-2,6-dioxo- 158.113 C5 H6 N2 O4 C1(=O)(CC(C(O)=O)NC(N1)=O) CAS:5988-19-2*LIGAND-CPD:C00337*CAS:155-54-4 3.5.2.3 carbamoyl-L-aspartate = dihydroorotate + H2O de novo biosynthesis of pyrimidine ribonucleotides
dihydroorotate 4,5-dihydroorotate*4,5-dihydroorotic acid*hydroorotic acid*(S)-dihydroorotate*di-H-orotate*L-dihydroorotate*5,6-dihydroorotate*L-4,5-dihydroorotate*4-pyrimidinecarboxylic acid*hexahydro-2,6-dioxo- 158.113 C5 H6 N2 O4 C1(=O)(CC(C(O)=O)NC(N1)=O) CAS:5988-19-2*LIGAND-CPD:C00337*CAS:155-54-4 1.3.3.1 O2 + dihydroorotate = H2O2 + orotate de novo biosynthesis of pyrimidine ribonucleotides
a tetrahydrofolate polyglutamate THF polyglutamate*THF(glu)n*H4PteGlun*tetrahydropteroylpolyglutamate*THF C7 H11 N6 O1 R1 6.3.4.3 an N10-formyl-tetrahydrofolate + ADP + phosphate = a tetrahydrofolate polyglutamate + ATP + formate tetrahydrofolate biosynthesis I
a tetrahydrofolate polyglutamate THF polyglutamate*THF(glu)n*H4PteGlun*tetrahydropteroylpolyglutamate*THF C7 H11 N6 O1 R1 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP folate polyglutamylation I
a tetrahydrofolate polyglutamate THF polyglutamate*THF(glu)n*H4PteGlun*tetrahydropteroylpolyglutamate*THF C7 H11 N6 O1 R1 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP tetrahydrofolate biosynthesis I
a tetrahydrofolate polyglutamate THF polyglutamate*THF(glu)n*H4PteGlun*tetrahydropteroylpolyglutamate*THF C7 H11 N6 O1 R1 6.3.2.17 H4PteGlu(n) + L-glutamate + ATP = H4PteGlu(n+1) + phosphate + ADP formylTHF biosynthesis II
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.5.1.19 shikimate-3-phosphate + phosphoenolpyruvate = 5-enolpyruvyl-shikimate-3-phosphate + phosphate chorismate biosynthesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 TRANS-RXN-168 phosphoenolpyruvate + trehalose[periplasmic space] = trehalose 6-phosphate[cytosol] + pyruvate trehalose degradation III
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP superpathway of glyoxylate cycle
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP gluconeogenesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP reductive tricarboxylic acid cycle
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP asparagine degradation I
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP phenylalanine degradation I
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP TCA cycle variation VIII
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 formaldehyde assimilation I (serine pathway)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 reductive tricarboxylic acid cycle
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.1.1.31 phosphate + oxaloacetate = phosphoenolpyruvate + H2O + CO2 respiration (anaerobic)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis V
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O Entner-Doudoroff pathway III (semi-phosphorylative)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O Entner-Doudoroff pathway II (non-phosphorylative)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis II
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glucose fermentation to lactate II
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis IV (plant cytosol)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O fructose degradation to pyruvate and lactate (anaerobic)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O sucrose degradation to ethanol and lactate (anaerobic)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O gluconeogenesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O formaldehyde assimilation I (serine pathway)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O respiration (anaerobic)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glucose heterofermentation to lactate I
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis I
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.5.1.54 phosphoenolpyruvate + D-erythrose-4-phosphate + H2O = 3-deoxy-D-arabino-heptulosonate-7-phosphate + phosphate chorismate biosynthesis
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis V
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway III (semi-phosphorylative)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP Entner-Doudoroff pathway II (non-phosphorylative)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis II
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose fermentation to lactate II
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis IV (plant cytosol)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP fructose degradation to pyruvate and lactate (anaerobic)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP sucrose degradation to ethanol and lactate (anaerobic)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP respiration (anaerobic)
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glucose heterofermentation to lactate I
phosphoenolpyruvate P-enol-pyruvate*P-enol-pyr*PEP 168.043 C3 H5 O6 P1 C=C(C(=O)O)OP(O)(=O)O CAS:138-08-9*LIGAND-CPD:C00074*LIGAND-CPD:c00074*CAS:73-89-2 2.7.1.40 phosphoenolpyruvate + ADP + H+ = pyruvate + ATP glycolysis I
4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol 428.654 C28 H44 O3 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C(O)=O)C(O)CC4)))) 1.1.1.170 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ = 5alpha-cholesta-8,24-dien-3-one + NAD(P)H + CO2 cholesterol biosynthesis
4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol 428.654 C28 H44 O3 CC(C)=CCCC(C)C1(C2(C)(C(CC1)C3(=C(CC2)C4(C)(C(CC3)C(C(O)=O)C(O)CC4)))) 1.14.13.72 4alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)H + O2 = 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol + NAD(P)+ + H2O cholesterol biosynthesis
2-carboxymethyl-3-hydroxyphenylpropionyl-CoA 973.732 C32 H46 N7 O20 P3 S1 C(NCCSC(=O)C(CC(=O)O)C(O)c1(ccccc1))(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-905 2-carboxymethyl-3-hydroxyphenylpropionyl-CoA + an acceptor = benzoylsuccinyl-CoA + a reduced acceptor toluene degradation VI (anaerobic)
2-carboxymethyl-3-hydroxyphenylpropionyl-CoA 973.732 C32 H46 N7 O20 P3 S1 C(NCCSC(=O)C(CC(=O)O)C(O)c1(ccccc1))(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2OP(=O)(O)O)n3(c4(c(nc3)c(N)ncn4))) RXN-902 E-phenylitaconyl-CoA + H2O = 2-carboxymethyl-3-hydroxyphenylpropionyl-CoA toluene degradation VI (anaerobic)
1,2,3,5-tetrahydroxybenzene 142.111 C6 H6 O4 C1(O)(C=C(O)C(O)=C(O)C=1) LIGAND-CPD:c03743*CAS:634-94-6 1.97.1.2 1,2,3,5-tetrahydroxybenzene + pyrogallol = 1,2,3,5-tetrahydroxybenzene + phloroglucinol gallate degradation III (anaerobic)
caffeate caffeic acid 180.16 C9 H8 O4 C(O)(=O)C=Cc1(cc(O)c(O)cc1) 6.2.1.12 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + pyrophosphate suberin biosynthesis
caffeate caffeic acid 180.16 C9 H8 O4 C(O)(=O)C=Cc1(cc(O)c(O)cc1) 2.1.1.68 caffeate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + ferulate phenylpropanoid biosynthesis
caffeate caffeic acid 180.16 C9 H8 O4 C(O)(=O)C=Cc1(cc(O)c(O)cc1) 2.1.1.68 caffeate + S-adenosyl-L-methionine = S-adenosyl-homocysteine + ferulate suberin biosynthesis
caffeate caffeic acid 180.16 C9 H8 O4 C(O)(=O)C=Cc1(cc(O)c(O)cc1) RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ phenylpropanoid biosynthesis
caffeate caffeic acid 180.16 C9 H8 O4 C(O)(=O)C=Cc1(cc(O)c(O)cc1) RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ suberin biosynthesis
hydroxymethylpyrimidine 6-amino-5-hydroxymethyl-2-methylpyrimidine*4-amino-2-methyl-5-pyrimidinemethanol*pyramine*pyramin*Toxopyrimidine*HMP*4-amino-2-methyl-5-hydroxymethylpyrimidine*4-amino-5-hydroxymethyl-2-methylpyrimidine 139.157 C6 H9 N3 O1 c1(c(CO)c(N)nc(C)n1) LIGAND-CPD:C01279*CAS:73-67-6 2.7.1.49 ATP + hydroxymethylpyrimidine = ADP + hydroxymethylpyrimidine phosphate thiamin biosynthesis
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) 2.5.1.- chlorophyllide a + geranylgeranyl-PP = geranylgeranyl-chlorophyll a + pyrophosphate chlorophyll a biosynthesis II
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + pyrophosphate chlorophyll a biosynthesis I
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + pyrophosphate chlorophyll cycle
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) RXN-7676 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
chlorophyllide a chlorophyllide a 614.982 C35 H34 N4 O5 MG1 CCC8(C3(=N7([Mg]59(n2(c1(=C(C(C(=O)OC)C(=O)c1c(C)c2=C3)C4(=N(C(C(C)C4CCC(=O)O)=Cc6(n5c(c(C=C)c(C)6)C=C7C(C)=8))9))))))) RXN1F-10 monovinyl protochlorophyllide a + NADPH = NADP+ + chlorophyllide a chlorophyllide a biosynthesis
myo-inositol chiro-inositol*mesoinositol*inositol 180.157 C6 H12 O6 C1(C(O)C(O)C(O)C(O)C(O)1)(O) CAS:87-89-8*LIGAND-CPD:C00137*CAS:6917-35-7 2.7.8.11 a CDP-diacylglycerol + myo-inositol = an L-1-phosphatidyl-inositol + CMP phospholipid biosynthesis II
3-dehydroquinate 3-dehydroquinic acid*5-dehydroquinic acid*5-dehydroquinate*5-de-H-quinate 190.152 C7 H10 O6 C(O)(=O)C1([CH2]C(=O)[CH](O)[CH]([CH2]1)O)(O) LIGAND-CPD:C00944*CAS:10534-44-8 4.2.1.10 3-dehydroquinate = H2O + 3-dehydro-shikimate chorismate biosynthesis
3-dehydroquinate 3-dehydroquinic acid*5-dehydroquinic acid*5-dehydroquinate*5-de-H-quinate 190.152 C7 H10 O6 C(O)(=O)C1([CH2]C(=O)[CH](O)[CH]([CH2]1)O)(O) LIGAND-CPD:C00944*CAS:10534-44-8 4.2.3.4 3-deoxy-D-arabino-heptulosonate-7-phosphate = phosphate + 3-dehydroquinate chorismate biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate reductive tricarboxylic acid cycle
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle variation VIII
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP + phosphate TCA cycle
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.5.1 UQ + succinate = UQH2 + fumarate superpathway of glyoxylate cycle
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.99.1 succinate + an acceptor = fumarate + a reduced acceptor reductive tricarboxylic acid cycle
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.99.1 succinate + an acceptor = fumarate + a reduced acceptor TCA cycle variation VIII
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.5.1 UQ + succinate = UQH2 + fumarate TCA cycle
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.5.1 UQ + succinate = UQH2 + fumarate aerobic respiration -- electron donor II
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 RXN0-5245 succinate = fumarate + 2 H+ + 2 e- UQ + succinate = UQH2 + fumarate
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.1 gamma-butyrobetaine + O2 + alpha-ketoglutarate = L-carnitine + CO2 + succinate gamma-butyrobetaine degradation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 2.8.3.15 (R)-2-benzylsuccinate + succinyl-CoA = (R)-benzylsuccinyl-CoA + succinate toluene degradation VI (anaerobic)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 4.1.3.30 methylisocitrate = succinate + pyruvate methylcitrate cycle
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.9 (2S)-pinocembrin + O2 + alpha-ketoglutarate = (2R,3R)-pinobanksin + CO2 + succinate pinobanksin biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 3.5.1.18 H2O + N-succinyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + succinate lysine biosynthesis I
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.22 naringenin + alpha-ketoglutarate + O2 = apigenin + succinate + CO2 + H2O luteolin biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.22 eriodictyol + alpha-ketoglutarate + O2 = luteolin + succinate + CO2 + H2O luteolin biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA25 + alpha-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.15 GA20 + alpha-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.23 dihydrokaempferol + alpha-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.19 leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.5.- fumarate + menaquinol + 2 H+ = succinate + menaquinone-8 respiration (anaerobic)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 2.8.3.5 succinate + acetoacetyl-CoA = succinyl-CoA + acetoacetate TCA cycle variation VIII
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.19 leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA20 + 2 CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.12 GA44 + alpha-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA53 + O2 + alpha-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA24 + O2 + alpha-ketoglutarate = GA9 + 2 CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA12 + O2 + alpha-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA19 + O2 + alpha-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA36 + O2 + alpha-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA37 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA14 + O2 + alpha-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 4.1.3.1 isocitrate = glyoxylate + succinate TCA cycle variation VIII
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.23 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(O)(=O)CCC(=O)O CHEBI:15741*LIGAND-CPD:C00042*PUBCHEM:1110*LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.9 naringenin + O2 + alpha-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP salvage pathways of purine nucleosides
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis II
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 6.3.4.4 L-aspartate + IMP + GTP = adenylo-succinate + phosphate + GDP purine nucleotides de novo biosynthesis I
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 2.7.6.5 GTP + ATP = guanosine 3'-diphosphate 5'-triphosphate + AMP ppGpp biosynthesis
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 2.7.1.48 uridine + GTP = UMP + GDP salvage pathways of pyrimidine ribonucleotides
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 RXN0-746 GTP + reduced flavodoxin = dGTP + oxidized flavodoxin + H2O purine nucleotides de novo biosynthesis I
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP asparagine degradation I
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP phenylalanine degradation I
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP TCA cycle variation VIII
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 3.5.4.16 2 H2O + GTP = dihydroneopterin triphosphate + formate + H2O tetrahydrofolate biosynthesis
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 3.5.4.16 2 H2O + GTP = dihydroneopterin triphosphate + formate + H2O tetrahydrofolate biosynthesis I
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 2.7.1.- cytidine + GTP = CMP + GDP salvage pathways of pyrimidine ribonucleotides
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + pyrophosphate ascorbate biosynthesis
GTP guanylyl imidodiphosphate*guanosine 5'-triphosphate*guanosine-triphosphate 523.183 C10 H16 N5 O14 P3 C(OP(=O)(O)OP(=O)(O)OP(O)(O)=O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]c(n3)N))) LIGAND-CPD:C00044*LIGAND-CPD:c00044*CAS:86-01-1 2.7.4.6 GDP + ATP = GTP + ADP purine nucleotides de novo biosynthesis I
pyrogallol 1,2,3-trihydroxybenzene*1,2,3-benzenetriol*C.I. Oxidation Base 32*C.I. 76515*fouramine base ap*Fouramine Brown AP*fourrine 85*fourrine PG*Piral*Pyro*pyrogallic acid 126.112 C6 H6 O3 c1(c(O)c(O)c(O)cc1) LIGAND-CPD:c01108*UM-BBD-CPD:c0025 1.97.1.2 1,2,3,5-tetrahydroxybenzene + pyrogallol = 1,2,3,5-tetrahydroxybenzene + phloroglucinol gallate degradation III (anaerobic)
pyrogallol 1,2,3-trihydroxybenzene*1,2,3-benzenetriol*C.I. Oxidation Base 32*C.I. 76515*fouramine base ap*Fouramine Brown AP*fourrine 85*fourrine PG*Piral*Pyro*pyrogallic acid 126.112 C6 H6 O3 c1(c(O)c(O)c(O)cc1) LIGAND-CPD:c01108*UM-BBD-CPD:c0025 4.1.1.59 gallate = CO2 + pyrogallol gallate degradation III (anaerobic)
UDP-L-rhamnose UDP-rhamnose 550.306 C15 H24 N2 O16 P2 CC1(OC(C(O)C(O)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) RXN-8881 gamma-chaconine + UDP-L-rhamnose = beta-chaconine + UDP steroidal glycoalkaloid biosynthesis
UDP-L-rhamnose UDP-rhamnose 550.306 C15 H24 N2 O16 P2 CC1(OC(C(O)C(O)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) 2.4.1.- beta-chaconine + UDP-L-rhamnose = alpha-chaconine + UDP steroidal glycoalkaloid biosynthesis
UDP-L-rhamnose UDP-rhamnose 550.306 C15 H24 N2 O16 P2 CC1(OC(C(O)C(O)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) 2.4.1.- beta-solanine + UDP-L-rhamnose = alpha-solanine + UDP steroidal glycoalkaloid biosynthesis
pyridoxal 5'-phosphate PLP*pyridoxal phosphate*pyridoxal-5P*pyridoxal 5-phosphate*pyridoxal-P 247.144 C8 H10 N1 O6 P1 c1(c(COP(O)(O)=O)c(C=O)c(O)c(C)n1) LIGAND-CPD:C00018*CAS:54-47-7 PNPOXI-RXN O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
pyridoxal 5'-phosphate PLP*pyridoxal phosphate*pyridoxal-5P*pyridoxal 5-phosphate*pyridoxal-P 247.144 C8 H10 N1 O6 P1 c1(c(COP(O)(O)=O)c(C=O)c(O)c(C)n1) LIGAND-CPD:C00018*CAS:54-47-7 1.4.3.5 O2 + H2O + pyridoxamine 5'-phosphate = ammonia + H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
pyridoxal 5'-phosphate PLP*pyridoxal phosphate*pyridoxal-5P*pyridoxal 5-phosphate*pyridoxal-P 247.144 C8 H10 N1 O6 P1 c1(c(COP(O)(O)=O)c(C=O)c(O)c(C)n1) LIGAND-CPD:C00018*CAS:54-47-7 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxamine anabolism
pyridoxal 5'-phosphate PLP*pyridoxal phosphate*pyridoxal-5P*pyridoxal 5-phosphate*pyridoxal-P 247.144 C8 H10 N1 O6 P1 c1(c(COP(O)(O)=O)c(C=O)c(O)c(C)n1) LIGAND-CPD:C00018*CAS:54-47-7 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
ethanol absolute alcohol*alcohol*EtOH*eth*ethyl alcohol*grain alcohol 46.069 C2 H6 O1 C(C)[OH] LIGAND-CPD:C00469*CAS:64-17-5 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ pyruvate fermentation to ethanol II
ethanol absolute alcohol*alcohol*EtOH*eth*ethyl alcohol*grain alcohol 46.069 C2 H6 O1 C(C)[OH] LIGAND-CPD:C00469*CAS:64-17-5 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ ethanol fermentation to acetate
ethanol absolute alcohol*alcohol*EtOH*eth*ethyl alcohol*grain alcohol 46.069 C2 H6 O1 C(C)[OH] LIGAND-CPD:C00469*CAS:64-17-5 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ sucrose degradation to ethanol and lactate (anaerobic)
ethanol absolute alcohol*alcohol*EtOH*eth*ethyl alcohol*grain alcohol 46.069 C2 H6 O1 C(C)[OH] LIGAND-CPD:C00469*CAS:64-17-5 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ glucose heterofermentation to lactate I
ent-kaurenoate ent-kaur-16-en-19-oate*ent-kaurenoic acid 302.456 C20 H30 O2 CC1([CH]2(C(CCC1)(C)[CH]4(C3(CC2)(CC(C(=C)C3)CC4))))(C(=O)O) 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ gibberellin biosynthesis IV (Gibberella fujikuroi)
ent-kaurenoate ent-kaur-16-en-19-oate*ent-kaurenoic acid 302.456 C20 H30 O2 CC1([CH]2(C(CCC1)(C)[CH]4(C3(CC2)(CC(C(=C)C3)CC4))))(C(=O)O) 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O gibberellin biosynthesis IV (Gibberella fujikuroi)
dihydrogeranylgeranyl-chlorophyll a dihydrogeranylgeranyl-chl a*dihydroGG-chl a*dihydroGG-chlorophyll a 889.471 C55 H68 N4 O5 MG1 CC(CCCC(C)CCC=C(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- dihydrogeranylgeranyl-chlorophyll a + NADPH = tetrahydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
dihydrogeranylgeranyl-chlorophyll a dihydrogeranylgeranyl-chl a*dihydroGG-chl a*dihydroGG-chlorophyll a 889.471 C55 H68 N4 O5 MG1 CC(CCCC(C)CCC=C(C)CCC=C(C)C)=CCOC(=O)CCC6(C4(C1(C(C(=O)OC)C(=O)c2(c(C)c7(n(c=12)[Mg]58(n3(c(c(C=C)c(C)c3C=C(N=45)C(C)6)C=C9(C(C)=C(CC)C(C=7)=N89)))))))) 1.3.1.- geranylgeranyl-chlorophyll a + NADPH = dihydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
phosphoribulosylformimino-AICAR-P 5-[(5-phospho-1-deoxyribulos-1-ylamino)methylideneamino]-1-(5-phosphoribosyl)imidazole-4-carboxamide*N-(5'-phospho-D-1'-ribulosylformimino)-5-amino-1-(5''-phosphoribosyl)-4-imidazolecarboxamide*phosphoribulosylformiminoAICAR-phosphate*phosphoribulosyl-formimino-5-aminoimidazole-4-carboxamide ribotide phosphate*phosphoribulosyl-formimino-5-aminoimidazole-4-carboxamide ribonucleotide phosphate*PRFAR*N-(5'phospho-D-1'-ribulosylformimino)-5-amino-1-(5-phosphoribosyl)-4-imidazolecarboxamide 577.334 C15 H25 N5 O15 P2 C(N)(=O)c1(c(n(cn1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O))N=CNCC(=O)[CH](O)[CH](O)COP(O)(O)=O) PUBCHEM:193735*LIGAND-CPD:C04916 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = D-erythro-imidazole-glycerol-phosphate + AICAR + L-glutamate histidine biosynthesis I
phosphoribulosylformimino-AICAR-P 5-[(5-phospho-1-deoxyribulos-1-ylamino)methylideneamino]-1-(5-phosphoribosyl)imidazole-4-carboxamide*N-(5'-phospho-D-1'-ribulosylformimino)-5-amino-1-(5''-phosphoribosyl)-4-imidazolecarboxamide*phosphoribulosylformiminoAICAR-phosphate*phosphoribulosyl-formimino-5-aminoimidazole-4-carboxamide ribotide phosphate*phosphoribulosyl-formimino-5-aminoimidazole-4-carboxamide ribonucleotide phosphate*PRFAR*N-(5'phospho-D-1'-ribulosylformimino)-5-amino-1-(5-phosphoribosyl)-4-imidazolecarboxamide 577.334 C15 H25 N5 O15 P2 C(N)(=O)c1(c(n(cn1)[CH]2(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O))N=CNCC(=O)[CH](O)[CH](O)COP(O)(O)=O) PUBCHEM:193735*LIGAND-CPD:C04916 5.3.1.16 phosphoribosylformiminoAICAR-phosphate = phosphoribulosylformimino-AICAR-P histidine biosynthesis I