Compound_common_name Compound_synonyms Molecular_weight Chemical_formula Smiles Links EC Reaction_equation Pathway
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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides I
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
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 5.1.3.5 UDP-D-xylose = UDP-L-arabinose UDP-L-arabinose biosynthesis I (from UDP-xylose)
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 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + 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 2.6.1.42 L-isoleucine + alpha-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine biosynthesis
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 2.6.1.42 L-isoleucine + alpha-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine degradation
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*CAS:102680-35-3 4.2.1.55 H2O + crotonyl-CoA = 3-hydroxybutyryl-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*CAS:102680-35-3 4.2.1.55 H2O + crotonyl-CoA = 3-hydroxybutyryl-CoA tryptophan degradation
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*CAS:102680-35-3 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*CAS:102680-35-3 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA tryptophan 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 mannitol 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 1.1.1.255 NAD+ + mannitol = NADH + mannose mannitol degradation
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 1.4.3.5 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
16:0-18:2-DGDG 1-16:0-2-18:2-digalactosyldiacylglycerol*1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 917.225 C49 H88 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 16:0-18:2-DGDG = 16:0-18:3-DGDG glycolipid desaturation
abscisic acid glucose ester (+)-ABA glucose ester*(+)-A-ABA glucose ester*ABA glucosyl ester*ABA-GE 426.463 C21 H30 O9 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC(=O)OC2(OC(CO)C(O)C(O)C(O)2))(C) 2.4.1.- (+)-abscisate + UDP-D-glucose = abscisic acid glucose ester + UDP abscisic acid glucose ester 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
RCC red chlorophyll catabolite*red bilin 626.708 C35 H38 N4 O7 CCc1(c(nc([CH]=O)c(C)1)Cc2(c(C)c3(c(n2)C(C(C(=O)3)C(=O)OC)=C4(N=C(C(C)C4CCC(=O)O)C=C5(C(C)=C(C=C)C(=O)N5))))) 1.-.-.- RCC + 2 H+ = pFCC chlorophyll a degradation
RCC red chlorophyll catabolite*red bilin 626.708 C35 H38 N4 O7 CCc1(c(nc([CH]=O)c(C)1)Cc2(c(C)c3(c(n2)C(C(C(=O)3)C(=O)OC)=C4(N=C(C(C)C4CCC(=O)O)C=C5(C(C)=C(C=C)C(=O)N5))))) 1.-.-.- pheophorbide a + 2 O2 = RCC + 2 H2O chlorophyll a degradation
3-dehydrosphinganine 3-dehydro-D-sphinganine*3-dehydrosphinganine*KDHS 299.496 C18 H37 N1 O2 CCCCCCCCCCCCCCCC(=O)C(N)CO 1.1.1.102 NADPH + 3-dehydrosphinganine = NADP+ + sphinganine sphingolipid biosynthesis (plants)
3-dehydrosphinganine 3-dehydro-D-sphinganine*3-dehydrosphinganine*KDHS 299.496 C18 H37 N1 O2 CCCCCCCCCCCCCCCC(=O)C(N)CO 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 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
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 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 H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 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 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 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 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP tetrahydrofolate biosynthesis
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 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
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 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
sinapyl-alcohol 210.229 C11 H14 O4 C(O)C=Cc1(cc(OC)c(O)c(c1)OC) 2.4.1.111 sinapyl-alcohol + UDP-D-glucose = syringin + UDP monolignol glucosides biosynthesis
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+ phenylpropanoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.39 H2O + CO2 + D-ribulose-1,5-bisphosphate = 2 3-phosphoglycerate + 2 H+ Calvin cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis (from aspartate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 RXN0-742 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate de novo biosynthesis of purine nucleotides I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.- 3-(2'-methylthio)ethylmalic-acid = 2-oxo-5-methylthiopentanoic-acid + CO2 homomethionine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.3.99.22 coproporphyrinogen III + 2 S-adenosyl-L-methionine = protoporphyrinogen IX + 2 CO2 + 2 L-methionine + 2 5'-deoxyadenosine heme biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 RXN-7800 2-isopropyl-3-oxosuccinate = 2-ketoisocaproate + CO2 leucine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = allantoin + CO2 ureide biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.2.4.1 enzyme N6-(lipoyl)lysine + pyruvate = enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 acetyl-CoA biosynthesis (from pyruvate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 RXN-8275 dihydrocamalexate = camalexin + CO2 camalexin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.13 GA1 + alpha-ketoglutarate + O2 = GA8 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.- acetyl-CoA + malonyl-ACP = an 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 LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.21 5-aminoimidazole ribonucleotide + CO2 = 4-carboxyaminoimidazole ribonucleotide de novo biosynthesis of purine nucleotides II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 3.5.3.19 H2O + (S)-ureidoglycolate = 2 ammonia + CO2 + glyoxylate ureide degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 3.5.3.9 allantoate + H2O = ureidoglycine + ammonia + CO2 ureide degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.9 eriodictyol + O2 + alpha-ketoglutarate = dihydroquercetin + CO2 + succinate leucopelargonidin and leucocyanidin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.- UDP-D-glucuronate = UDP-D-apiose + CO2 UDP-D-apiose biosynthesis (from UDP-D-glucuronate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.- a fatty acyl CoA + malonyl-CoA = a 3-ketoacyl-CoA + CO2 + coenzyme A very long chain fatty acid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 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 LIGAND-CPD:C00011*CAS:124-38-9 2.5.1.- 1,4-dihydroxy-2-naphthoate + phytyl-PP = demethylphylloquinone + CO2 + diphosphate phylloquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA20 + alpha-ketoglutarate + O2 = GA29 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA8 + alpha-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA29 + alpha-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA51 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA51 + alpha-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA34 + alpha-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA53 + alpha-ketoglutarate + O2 = GA97 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA19 + alpha-ketoglutarate + O2 = 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA19 + alpha-ketoglutarate + O2 = GA20 + succinate + 2 CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA53 + alpha-ketoglutarate + O2 = 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 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 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 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 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA25 + 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA9 + succinate + 2 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA15 + O2 + alpha-ketoglutarate = GA24 + H2O + 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA15 + 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 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 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 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.2.2.1 ferricytochrome b1 + formate = ferrocytochrome b1 + CO2 glycine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.3.1.43 L-arogenate + NADP+ = L-tyrosine + NADPH + CO2 tyrosine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.3.1.43 NAD+ + L-arogenate = L-tyrosine + CO2 + NADH tyrosine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.2.1.91 L-arogenate = CO2 + H2O + L-phenylalanine phenylalanine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 RXN-527 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 LIGAND-CPD:C00011*CAS:124-38-9 RXN1F-93 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 LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.- L-serine = ethanolamine + CO2 choline biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 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 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 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 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- GA4 + alpha-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.13.- L-phenylalanine + NADPH + O2 = phenylacetaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from phenylalanine
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.- leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 1.14.11.9 naringenin + O2 + alpha-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.45 2-amino-3-carboxymuconate semialdehyde = CO2 + 2-aminomuconate semialdehyde tryptophan degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA tryptophan degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.13.- homomethionine + NADPH + O2 = 4-methylthiobutanaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from homomethionine
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.3.1.12 prephenate + NAD+ = p-hydroxyphenylpyruvate + CO2 + NADH tyrosine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.74 indole-3-pyruvate = CO2 + indole acetaldehyde IAA biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.28 L-tryptophan = CO2 + tryptamine IAA biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine polyamine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine putrescine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine arginine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle -- aerobic respiration
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 THREOSPON-RXN 2-amino-3-oxobutanoate = aminoacetone + CO2 threonine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 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 LIGAND-CPD:C00011*CAS:124-38-9 DMK-RXN 1,4-dihydroxy-2-naphthoate + octaprenyl diphosphate = demethylmenaquinone-8 + diphosphate + CO2 menaquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.2.1.43 NADPH + CO2 = NADP+ + formate carbon monoxide dehydrogenase pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO carbon monoxide dehydrogenase pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phospholipid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 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 LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine polyamine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine superpathway of polyamine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine polyamine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine arginine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.37 uroporphyrinogen-III = 4 CO2 + coproporphyrinogen III heme biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 LIGAND-CPD:C00011*CAS:124-38-9 RXN-2541 homogentisate + phytyl-PP = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.71 alpha-ketoglutarate + thiamine diphosphate = succinate-semialdehyde-thiamine PPi + CO2 menaquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 3.5.1.5 H2O + urea = 2 ammonia + CO2 ureide degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 2.3.1.47 L-alanine + 6-carboxyhexanoyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.4.4.2 H-protein-(lipoyl)lysine + glycine = CO2 + S-aminomethyldihydrolipoyl-GcvH-protein glycine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 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 LIGAND-CPD:C00011*CAS:124-38-9 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate vitamin E biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O 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 LIGAND-CPD:C00011*CAS:124-38-9 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate plastoquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.1.1.42 isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle -- aerobic respiration
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O camalexin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O glucosinolate biosynthesis from tryptophan
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011*CAS:124-38-9 4.2.1.1 H2O + CO2 = H2CO3 cyanate degradation
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
tRNAgln TRNA(GLN) 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + diphosphate + AMP tRNA charging pathway
GA4 GA4*gibberellin A4*gibberellin A4 332.396 C19 H24 O5 C=C5(C1(CC2(C(C(O)=O)[CH]3(C4([CH](CC1)2)(CCC(O)C(C)3C(O4)=O)))(C5))) 1.14.11.- GA4 + alpha-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
GA4 GA4*gibberellin A4*gibberellin A4 332.396 C19 H24 O5 C=C5(C1(CC2(C(C(O)=O)[CH]3(C4([CH](CC1)2)(CCC(O)C(C)3C(O4)=O)))(C5))) 1.14.11.- GA36 + O2 + alpha-ketoglutarate = GA4 + succinate + 2 CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA4 GA4*gibberellin A4*gibberellin A4 332.396 C19 H24 O5 C=C5(C1(CC2(C(C(O)=O)[CH]3(C4([CH](CC1)2)(CCC(O)C(C)3C(O4)=O)))(C5))) 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide de novo biosynthesis of purine nucleotides II
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide de novo biosynthesis of purine nucleotides I
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide de novo biosynthesis of purine nucleotides II
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide de novo biosynthesis of purine nucleotides I
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF glycine degradation
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF carbon monoxide dehydrogenase pathway
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine degradation
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 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)) LIGAND-CPD:C00234*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF carbon monoxide dehydrogenase pathway
3-methylsulfinylpropyl-glucosinolate glucoiberin 423.468 C11 H21 N1 O10 S3 C1(OC(C(CO)C(O)C(O)1)SC(=NOS(O)(=O)=O)CCCS(=O)C)(O) RXN-2222 3-methylsulfinylpropyl-glucosinolate = 2-propenyl-glucosinolate glucosinolate biosynthesis from homomethionine
3-methylsulfinylpropyl-glucosinolate glucoiberin 423.468 C11 H21 N1 O10 S3 C1(OC(C(CO)C(O)C(O)1)SC(=NOS(O)(=O)=O)CCCS(=O)C)(O) RXN-2223 3-methylsulfinylpropyl-glucosinolate = 3-hydroxypropyl-glucosinolate glucosinolate biosynthesis from homomethionine
3-methylsulfinylpropyl-glucosinolate glucoiberin 423.468 C11 H21 N1 O10 S3 C1(OC(C(CO)C(O)C(O)1)SC(=NOS(O)(=O)=O)CCCS(=O)C)(O) RXN-2221 3-methylthiopropyl-glucosinolate = 3-methylsulfinylpropyl-glucosinolate glucosinolate biosynthesis from homomethionine
(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 5.4.99.2 (R)-methylmalonyl-CoA = succinyl-CoA isoleucine degradation
(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 5.4.99.2 (R)-methylmalonyl-CoA = succinyl-CoA valine degradation
(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 5.1.99.1 (S)-methyl-malonyl-CoA = (R)-methylmalonyl-CoA isoleucine degradation
(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 5.1.99.1 (S)-methyl-malonyl-CoA = (R)-methylmalonyl-CoA valine degradation
tRNAhis TRNA(HIS) 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + AMP tRNA charging pathway
a non methylated acceptor 2.1.1.- 24-ethylidenelophenol + a non methylated acceptor = avenasterol + a methylated acceptor sterol biosynthesis
a non methylated acceptor 2.1.1.- 24-methylenelophenol + a non methylated acceptor = episterol + a methylated acceptor sterol biosynthesis
a non methylated acceptor 2.1.1.- 24-methylenecycloartenol + a non methylated acceptor = cycloeucalenol + a methylated acceptor sterol biosynthesis
coumarin coumarin*cumarin*1,2-Benzopyrone 146.145 C9 H6 O2 c1(ccc2(c(o1)cccc2))(=O) PUBCHEM:323 RXN-8037 coumarinate = coumarin + H2O coumarin biosynthesis (via 2-coumarate)
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 CC3(C(O)=O)(CCCC4(C)([CH]1(C2(CC(CC1)C(C2)=C)(C(O)C[CH]34)))) 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O GA12 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 CC3(C(O)=O)(CCCC4(C)([CH]1(C2(CC(CC1)C(C2)=C)(C(O)C[CH]34)))) 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ GA12 biosynthesis
18:3-16:0-PG 1-18:3-2-16:0-phosphatidylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-16:0-PG = 18:3-t16:1-PG phospholipid desaturation
18:3-16:0-PG 1-18:3-2-16:0-phosphatidylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-16:0-PG = 18:3-16:0-PG phospholipid desaturation
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 + diphosphate de novo biosynthesis of pyrimidine ribonucleotides
GA34 GA34*gibberellin A34*gibberellin A34 348.395 C19 H24 O6 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)C(O)C3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA34 + alpha-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
GA34 GA34*gibberellin A34*gibberellin A34 348.395 C19 H24 O6 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)C(O)C3)(C)[CH]4C5C(=O)O)))) 1.14.11.- GA4 + alpha-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
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
1-(3-aminopropyl)-4-aminobutanal 144.216 C7 H16 N2 O1 C(N)CCNCCCC=O RXN-6424 1-(3-aminopropyl)-4-aminobutanal = 1-(3-aminopropyl)-pyrrolinium + H2O beta-alanine biosynthesis I
1-(3-aminopropyl)-4-aminobutanal 144.216 C7 H16 N2 O1 C(N)CCNCCCC=O 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 beta-alanine biosynthesis I
tRNAmet TRNA(MET) 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + AMP tRNA charging pathway
L-arogenate L-arogenic acid*pretyrosine 227.216 C10 H13 N1 O5 C(O)(=O)C(N)CC1(C=CC(O)C=C1)(C(=O)O) CAS:53078-86-7 4.2.1.91 L-arogenate = CO2 + H2O + L-phenylalanine phenylalanine biosynthesis I
L-arogenate L-arogenic acid*pretyrosine 227.216 C10 H13 N1 O5 C(O)(=O)C(N)CC1(C=CC(O)C=C1)(C(=O)O) CAS:53078-86-7 1.3.1.43 NAD+ + L-arogenate = L-tyrosine + CO2 + NADH tyrosine biosynthesis II
L-arogenate L-arogenic acid*pretyrosine 227.216 C10 H13 N1 O5 C(O)(=O)C(N)CC1(C=CC(O)C=C1)(C(=O)O) CAS:53078-86-7 1.3.1.43 L-arogenate + NADP+ = L-tyrosine + NADPH + CO2 tyrosine biosynthesis II
L-arogenate L-arogenic acid*pretyrosine 227.216 C10 H13 N1 O5 C(O)(=O)C(N)CC1(C=CC(O)C=C1)(C(=O)O) CAS:53078-86-7 2.6.1.79 prephenate + L-glutamate = L-arogenate + alpha-ketoglutarate tyrosine biosynthesis II
L-arogenate L-arogenic acid*pretyrosine 227.216 C10 H13 N1 O5 C(O)(=O)C(N)CC1(C=CC(O)C=C1)(C(=O)O) CAS:53078-86-7 2.6.1.79 prephenate + L-glutamate = L-arogenate + alpha-ketoglutarate phenylalanine biosynthesis I
sucrose-6-phosphate sucrose 6F-phosphate*sucrose-6-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-phosphate*sucrose-6-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
D-myo-inositol (1,2,3,4,6)-pentakisphosphate Ins(1,2,3,4,6)P5*1D-myo-inositol (1,2,3,4,6)-pentakisphosphate*inositol (1,2,3,4,6)-pentakisphosphate 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) 2.7.1.- D-myo-inositol (1,2,3,4,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
D-myo-inositol (1,2,3,4,6)-pentakisphosphate Ins(1,2,3,4,6)P5*1D-myo-inositol (1,2,3,4,6)-pentakisphosphate*inositol (1,2,3,4,6)-pentakisphosphate 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) 2.7.1.- D-myo-inositol (1,3,4,6)-tetrakisphosphate + ATP = D-myo-inositol (1,2,3,4,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
trans-2-hexenol 100.16 C6 H12 O1 CCCC=CCO RXN-1348 trans-2-hexenal = trans-2-hexenol 13-LOX and 13-HPL 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
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
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 + diphosphate chlorophyll cycle
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 III
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)))) 5.3.3.1 campesterol = campest-4-en-3beta-ol brassinosteroid 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)))) 1.1.1.51 campesterol + NAD(P)+ = campest-4-en-3-one + NAD(P)H brassinosteroid biosynthesis III
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)))) 1.1.1.145 campesterol + NAD+ = campest-5-en-3-one + NADH brassinosteroid biosynthesis III
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)))) 1.14.13.- campesterol + O2 + NADPH = (22alpha)-hydroxy-campesterol + H2O + NADP+ 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)))) 1.3.1.- campesterol + NADP+ = crinosterol + NADPH 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)))) 1.3.-.- 24-methyldesmosterol = campesterol sterol biosynthesis
1-methoxy-3-indolylmethyl-glucosinolate neoglucobrassicin 478.488 C17 H22 N2 O10 S2 C(O)C1(C(OC(O)C(O)C1O)SC(=NOS(O)(=O)=O)Cc2(cn(OC)c3(c2cccc3))) RXN-2161 indolylmethyl-glucosinolate = 1-methoxy-3-indolylmethyl-glucosinolate glucosinolate biosynthesis from tryptophan
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-6724 benzyl alcohol + benzoyl-CoA = benzylbenzoate + coenzyme A volatile benzenoid ester 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-2006 oxocinnamoyl-CoA + coenzyme A = benzoyl-CoA + acetyl-CoA salicylic acid biosynthesis
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 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + 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 4.4.1.11 L-methionine + H2O = ammonia + 2-oxobutanoate + methanethiol methionine 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 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + 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 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + 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 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine adenosylmethionine biosynthesis
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 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine salvage 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 2.1.1.12 L-methionine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + S-methyl-L-methionine S-methylmethionine 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 2.6.1.- L-methionine + a 2-oxo acid = 2-oxo-4-methylthiobutanoate + a standard alpha amino acid homomethionine biosynthesis
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 1.3.99.22 coproporphyrinogen III + 2 S-adenosyl-L-methionine = protoporphyrinogen IX + 2 CO2 + 2 L-methionine + 2 5'-deoxyadenosine heme biosynthesis
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 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + 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 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis
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 2.6.1.5 2-oxo-4-methylthiobutanoate + a standard alpha amino acid = L-methionine + a keto acid methionine salvage 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 2.1.1.- S-methyl-L-methionine + L-homocysteine = 2 L-methionine S-methylmethionine 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 2.1.1.- S-methyl-L-methionine + L-homocysteine = 2 L-methionine methionine biosynthesis
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 2.1.1.10 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine 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)C(N)Cc1(nc[nH]c1) LIGAND-CPD:C00135*CAS:71-00-1 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + 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)C(N)Cc1(nc[nH]c1) LIGAND-CPD:C00135*CAS:71-00-1 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis
S-(phenylacetothiohydroximoyl)-L-cysteine 4.4.1.- S-(phenylacetothiohydroximoyl)-L-cysteine = phenylacetothiohydroximate + pyruvate + ammonia glucosinolate biosynthesis from phenylalanine
S-(phenylacetothiohydroximoyl)-L-cysteine RXN-4603 phenylacetaldoxime + NADPH + O2 + L-cysteine = S-(phenylacetothiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from phenylalanine
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
L-pantoate pantoate*(R)-pantoate 148.158 C6 H12 O4 C(O)C(C)(C)C(O)C(=O)O LIGAND-CPD:C00522*CAS:470-29-1 1.1.1.169 2-dehydropantoate + NADPH = L-pantoate + NADP+ pantothenate biosynthesis II
L-pantoate pantoate*(R)-pantoate 148.158 C6 H12 O4 C(O)C(C)(C)C(O)C(=O)O LIGAND-CPD:C00522*CAS:470-29-1 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis 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))))))) CAS:14751-08-7*CAS:14751-08-7*LIGAND-CPD:C02880*LIGAND-CPD:C02880 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))))))) CAS:14751-08-7*CAS:14751-08-7*LIGAND-CPD:C02880*LIGAND-CPD:C02880 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a 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
monodehydroascorbate 175.118 C6 H7 O6 C(O)C(O)c1(c(O)c(O)c([O-1])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-1])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-1])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-1])o1) 1.11.1.11 2 L-ascorbate + H2O2 = 2 monodehydroascorbate + 2 H2O ascorbate glutathione cycle
brassicasterol 398.671 C28 H46 O1 CC(C(C)C)C=CC(C)C1(C2(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))(C)) 1.3.1.- 24-epi-campesterol + NADP+ = brassicasterol + NADPH sterol biosynthesis
a 2-trans-4-cis-dienoyl-CoA C26 H39 N7 O17 R11 P3 S1 C(=O)(C=CC=C[R1])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))) 1.3.1.34 a 2-trans-4-cis-dienoyl-CoA + NADPH = a trans-3-enoyl-CoA + NADP+ fatty acid beta-oxidation II (unsaturated, even number)
18:2-16:2-MGDG 1-18:2-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:2-MGDG = 18:3-16:2-MGDG glycolipid desaturation
18:2-16:2-MGDG 1-18:2-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:2-MGDG = 18:2-16:3-MGDG glycolipid desaturation
18:2-16:2-MGDG 1-18:2-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:1-MGDG = 18:2-16:2-MGDG glycolipid desaturation
18:2-16:2-MGDG 1-18:2-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:1-16:2-MGDG = 18:2-16:2-MGDG glycolipid desaturation
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) 1.14.99.- zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid 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 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + 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 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation 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 4.1.1.19 L-arginine = CO2 + agmatine polyamine 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 4.1.1.19 L-arginine = CO2 + agmatine putrescine 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 4.1.1.19 L-arginine = CO2 + agmatine arginine degradation 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 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 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis II (acetyl cycle)
18:2-18:2-PC 1-18:2-2-18:2-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313522 1.14.99.- 18:2-18:2-PC = 18:2-18:3-PC phospholipid desaturation
18:2-18:2-PC 1-18:2-2-18:2-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313522 1.14.99.- 18:2-18:2-PC = 18:3-18:2-PC phospholipid desaturation
18:2-18:2-PC 1-18:2-2-18:2-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313522 1.14.99.- 18:1-18:2-PC = 18:2-18:2-PC phospholipid desaturation
18:2-18:2-PC 1-18:2-2-18:2-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(O)(=O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313522 1.14.99.- 18:2-18:1-PC = 18:2-18:2-PC phospholipid desaturation
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(O1)C))C2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N))) 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-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(O1)C))C2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N))) LIGAND-CPD:C00325*CAS:15839-70-0 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
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(O1)C))C2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N))) LIGAND-CPD:C00325*CAS:15839-70-0 2.7.7.30 beta-L-fucose 1-phosphate + GTP = GDP-L-fucose + diphosphate GDP-L-fucose biosynthesis II (from L-fucose)
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 + a non methylated acceptor = episterol + a methylated acceptor sterol biosynthesis
carbamate 60.032 C1 H2 N1 O2 C([O-1])(N)=O 4.3.99.1 HCO3- + cyanate = carbamate + CO2 cyanate degradation
18:1-18:3-PC 1-18:1-2-18:3-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OC(=O)CCCCCCCC=CCCCCCCCC)C(COP(O)(=O)OCC[N+1](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5313483 1.14.99.- 18:1-18:3-PC = 18:2-18:3-PC phospholipid desaturation
18:1-18:3-PC 1-18:1-2-18:3-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OC(=O)CCCCCCCC=CCCCCCCCC)C(COP(O)(=O)OCC[N+1](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5313483 1.14.99.- 18:1-18:2-PC = 18:1-18:3-PC phospholipid desaturation
(Z)-beta-ocimene 136.236 C10 H16 C=CC(C)=CCC=C(C)C RXN-5123 geranyl-PP = (Z)-beta-ocimene + diphosphate monoterpene biosynthesis
trans-cinnamate 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) PUBCHEM:444539*LIGAND-CPD:C00423*CAS:140-10-3 1.14.13.11 O2 + NADPH + trans-cinnamate = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
trans-cinnamate 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) PUBCHEM:444539*LIGAND-CPD:C00423*CAS:140-10-3 1.14.13.11 O2 + NADPH + trans-cinnamate = H2O + NADP+ + 4-coumarate suberin biosynthesis
trans-cinnamate 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) PUBCHEM:444539*LIGAND-CPD:C00423*CAS:140-10-3 6.2.1.- trans-cinnamate + coenzyme A = (E)-cinnamoyl-CoA + H2O salicylic acid biosynthesis
trans-cinnamate 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) PUBCHEM:444539*LIGAND-CPD:C00423*CAS:140-10-3 1.14.13.14 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 2-coumarate coumarin biosynthesis (via 2-coumarate)
trans-cinnamate 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) PUBCHEM:444539*LIGAND-CPD:C00423*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
trans-cinnamate 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) PUBCHEM:444539*LIGAND-CPD:C00423*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate suberin biosynthesis
trans-cinnamate 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) PUBCHEM:444539*LIGAND-CPD:C00423*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylic acid biosynthesis
9,10-epoxy-18-hydroxystearate 314.464 C18 H34 O4 C(O)CCCCCCCC1(C(O1)CCCCCCCC(O)=O) RXN-1065 9,10-epoxy-18-hydroxystearate + H2O = 9,10,18-trihydroxystearate cutin biosynthesis
9,10-epoxy-18-hydroxystearate 314.464 C18 H34 O4 C(O)CCCCCCCC1(C(O1)CCCCCCCC(O)=O) RXN-1064 18-hydroxyoleate + NADPH + O2 = 9,10-epoxy-18-hydroxystearate + NADP+ + H2O cutin biosynthesis
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
4-(2'-carboxyphenyl)-4-oxobutyryl-CoA 971.716 C32 H44 N7 O20 P3 S1 C(=O)(O)c1(c(cccc1)C(=O)CCC(=O)SCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC2(OC(C)(C(O)C2OP(O)(=O)O)n3(c4(c(nc3)c(N)ncn4)))) 4.1.3.36 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA = coenzyme A + 1,4-dihydroxy-2-naphthoate phylloquinone biosynthesis
4-(2'-carboxyphenyl)-4-oxobutyryl-CoA 971.716 C32 H44 N7 O20 P3 S1 C(=O)(O)c1(c(cccc1)C(=O)CCC(=O)SCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC2(OC(C)(C(O)C2OP(O)(=O)O)n3(c4(c(nc3)c(N)ncn4)))) 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA + AMP + diphosphate phylloquinone biosynthesis
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)))) RXN-775 6-deoxoteasterone = 3-dehydro-6-deoxoteasterone brassinosteroid biosynthesis I
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
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 I
D-myo-inositol (3,4)-bisphosphate 1D-myo-inositol (3,4)-bisphosphate*inositol (3,4)-bisphosphate*(2,3,4,5)-tetrahydroxy-6-phosphonooxy-cyclohexoxy)phosphonic acid*Ins(3,4)P2*I(3,4)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7203 D-myo-inositol (3,4)-bisphosphate + ATP = D-myo-inositol (3,4,6)-trisphosphate + ADP lipid-independent phytate biosynthesis
D-myo-inositol (3,4)-bisphosphate 1D-myo-inositol (3,4)-bisphosphate*inositol (3,4)-bisphosphate*(2,3,4,5)-tetrahydroxy-6-phosphonooxy-cyclohexoxy)phosphonic acid*Ins(3,4)P2*I(3,4)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7202 D-myo-inositol (3)-monophosphate + ATP = D-myo-inositol (3,4)-bisphosphate + ADP lipid-independent phytate biosynthesis
[Co-E] corrinoid/Fe-S protein, unmethylated ACETYLSYNCLTH-RXN CO + [Co-E-CH3] + coenzyme A = acetyl-CoA + [Co-E] carbon monoxide dehydrogenase pathway
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 + diphosphate sucrose 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 + diphosphate 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 + diphosphate 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 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate 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 + diphosphate galactose degradation II
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 + diphosphate 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 + diphosphate 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 5.4.2.2 alpha-D-glucose 1-phosphate = alpha-D-glucose-6-phosphate sucrose 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 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 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 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 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 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate 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 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose 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 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose galactose degradation II
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
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
glucuronate D-glucuronate*glucuronic acid*D-glucuronic acid 194.141 C6 H10 O7 C(=O)(O)C1(C(O)C(O)C(O)C(O1)O) CAS:12/03/6556*LIGAND-CPD:C00191*CAS:576-37-4 2.7.1.43 glucuronate + ATP = alpha-D-glucuronate 1-phosphate + ADP inositol oxidation pathway
glucuronate D-glucuronate*glucuronic acid*D-glucuronic acid 194.141 C6 H10 O7 C(=O)(O)C1(C(O)C(O)C(O)C(O1)O) CAS:12/03/6556*LIGAND-CPD:C00191*CAS:576-37-4 1.13.99.1 O2 + myo-inositol -> H2O + glucuronate inositol oxidation pathway
lathosterol 5α-Cholest-8-en-3β-ol*lathosterol*5α-cholest-7-en-3β-ol*α-cholest-7-en-3β-ol*cholesta-7-enol*Δ7-cholesten-3-β-ol*γ-cholesterol 386.66 C27 H46 O1 CC(C)CCCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC=3)CC(O)CC4)(C)))) CAS:80-99-9*PUBCHEM:65728 1.14.21.6 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
lathosterol 5α-Cholest-8-en-3β-ol*lathosterol*5α-cholest-7-en-3β-ol*α-cholest-7-en-3β-ol*cholesta-7-enol*Δ7-cholesten-3-β-ol*γ-cholesterol 386.66 C27 H46 O1 CC(C)CCCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(CC=3)CC(O)CC4)(C)))) CAS:80-99-9*PUBCHEM:65728 1.3.1.72 5alpha-cholesta-7,24-dien-3beta-ol + NADPH = lathosterol + NADP+ cholesterol biosynthesis
18:1-18:2-PC 1-18:1-2-18:2-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313480 1.14.99.- 18:1-18:2-PC = 18:2-18:2-PC phospholipid desaturation
18:1-18:2-PC 1-18:1-2-18:2-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313480 1.14.99.- 18:1-18:2-PC = 18:1-18:3-PC phospholipid desaturation
18:1-18:2-PC 1-18:1-2-18:2-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313480 1.14.99.- 18:1-18:1-PC = 18:1-18:2-PC phospholipid desaturation
NH(4)OH ammonium hydroxide 34.038 N1 O1 [NH3+1]O 2-AMINOMUCONATE-REDUCTASE-RXN 2-amino-muconate + 2 H2O + NADH = NH(4)OH + alpha-ketoadipate + NAD+ tryptophan degradation
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
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
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.99.30 O2 + a reduced acceptor + neurosporene = 2 H2O + an acceptor + trans-lycopene carotenoid biosynthesis
a reduced acceptor reduced acceptor*a reduced electron acceptor*a 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 reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.-.- typhasterol + O2 + a reduced acceptor = castasterone + H2O + an acceptor brassinosteroid biosynthesis I
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.-.- cathasterone + O2 + a reduced acceptor = teasterone + H2O + an acceptor brassinosteroid biosynthesis I
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.14.-.- campestanol + O2 + a reduced acceptor = (6alpha)-hydroxycampestanol + H2O + an acceptor brassinosteroid biosynthesis I
a reduced acceptor reduced acceptor*a reduced electron acceptor*a 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 reduced acceptor*a reduced electron acceptor*a 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 reduced acceptor*a reduced electron acceptor*a 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 reduced acceptor*a reduced electron acceptor*a 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 reduced acceptor*a reduced electron acceptor*a 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 reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.-.-.- phaseic acid + a reduced acceptor = dihydroxyphaseic acid + an oxidized acceptor phaseic acid biosynthesis
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.5.99.8 L-proline + an acceptor = pyrroline 5-carboxylate + a reduced acceptor proline degradation
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.5.99.6 H2O + an acceptor + spermidine = a reduced acceptor + 4-aminobutanal + 1,3-diaminopropane beta-alanine biosynthesis I
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle -- aerobic respiration
a reduced acceptor reduced acceptor*a reduced electron acceptor*a donor*A(H2) 2.016 H2 LIGAND-CPD:C00030 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO carbon monoxide dehydrogenase pathway
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a 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 = a triacylglycerol + coenzyme A triacylglycerol biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a 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 sulfolipid biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a 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
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a 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
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a 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 choline biosynthesis III
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.3.1.158 a phosphatidylcholine + a 1,2-diacylglycerol = a triacylglycerol triacylglycerol biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a 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 = a monogalactosyldiacylgycerol + UDP glycolipid biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 2.4.1.184 2 a monogalactosyldiacylgycerol = a digalactosyldiacylglycerol + a 1,2-diacylglycerol glycolipid biosynthesis
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] RXN-7795 an L-1-phosphatidyl-inositol + a plant ceramide (I) = an inositolphosphorylceramide + a 1,2-diacylglycerol sphingolipid biosynthesis (plants)
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a D-1,2-diacylglycerol*DAG C5 H6 O5 R11 R21 C(O)C(OC(=O)[R2])COC(=O)[R1] 3.1.4.11 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a 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
a 1,2-diacylglycerol a 1,2-diacyl-sn-glycerol*a 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
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 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin + phosphate tetrahydrofolate biosynthesis
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 H2O + crotonyl-CoA = 3-hydroxybutyryl-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 H2O + crotonyl-CoA = 3-hydroxybutyryl-CoA tryptophan degradation
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 1.1.1.35 3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH 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 1.1.1.35 3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH tryptophan degradation
D-myo-inositol (2,4) bisphosphate 1D-myo-inositol (2,4) bisphosphate*myo-inositol (2,4) bisphosphate*Ins(2,4)P2*I(2,4)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C1OP(O)([O-1])=O)(O) RXN-7305 D-myo-inositol (2,4) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation II
D-myo-inositol (2,4) bisphosphate 1D-myo-inositol (2,4) bisphosphate*myo-inositol (2,4) bisphosphate*Ins(2,4)P2*I(2,4)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C1OP(O)([O-1])=O)(O) RXN-7304 D-myo-inositol (2,3,4) trisphosphate + H2O = D-myo-inositol (2,4) bisphosphate + phosphate phytate degradation II
(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
GA29 gibberellin A29*gibberellin A29*GA29 348.395 C19 H24 O6 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CC(O)C3)(C)[CH]4C5C(=O)O)))(O)) 1.14.11.- GA29 + alpha-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
GA29 gibberellin A29*gibberellin A29*GA29 348.395 C19 H24 O6 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(CC(O)C3)(C)[CH]4C5C(=O)O)))(O)) 1.14.11.- GA20 + alpha-ketoglutarate + O2 = GA29 + succinate + CO2 gibberellin inactivation
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) PUBCHEM:64689*LIGAND-CPD:C00031*CAS:50-99-7 3.2.1.21 coumarinic acid-beta-D-glucoside + H2O = coumarinate + beta-D-glucose coumarin biosynthesis (via 2-coumarate)
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) PUBCHEM:64689*LIGAND-CPD:C00031*CAS:50-99-7 RXN-1444 indolylmethyl-glucosinolate + H2O = indolylmethyl glucosinolate aglycone + beta-D-glucose glucosinolate biosynthesis from tryptophan
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) PUBCHEM:64689*LIGAND-CPD:C00031*CAS:50-99-7 3.2.1.126 H2O + coniferin = coniferyl alcohol + beta-D-glucose coniferin metabolism
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) PUBCHEM:64689*LIGAND-CPD:C00031*CAS:50-99-7 2.3.1.91 1-O-sinapoyl-beta-D-glucose + choline = O-sinapoylcholine + beta-D-glucose sinapate ester 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) PUBCHEM:64689*LIGAND-CPD:C00031*CAS:50-99-7 2.3.1.92 1-O-sinapoyl-beta-D-glucose + malate = sinapoyl-(S)-malate + beta-D-glucose sinapate ester 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) PUBCHEM:64689*LIGAND-CPD:C00031*CAS:50-99-7 2.3.1.103 2 1-O-sinapoyl-beta-D-glucose = 1,2-bis-O-sinapoyl-beta-D-glucoside + beta-D-glucose sinapate ester biosynthesis
trans-zeatin riboside ZR*zeatin riboside 351.361 C15 H21 N5 O5 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4318 trans-zeatin riboside + H2O = trans-zeatin + D-ribose trans-zeatin biosynthesis
trans-zeatin riboside ZR*zeatin riboside 351.361 C15 H21 N5 O5 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) 1.5.99.12 trans-zeatin riboside + H2O + FAD = adenosine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
trans-zeatin riboside ZR*zeatin riboside 351.361 C15 H21 N5 O5 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4316 isopentenyl adenosine + H2O = trans-zeatin riboside + 2 H+ trans-zeatin biosynthesis
trans-zeatin riboside ZR*zeatin riboside 351.361 C15 H21 N5 O5 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4314 trans-zeatin riboside monophosphate + H2O = trans-zeatin riboside + phosphate trans-zeatin biosynthesis
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP de novo biosynthesis of purine nucleotides I
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate ureide biosynthesis
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate purine degradation
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate salvage pathways of purine nucleosides
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides II
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides I
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH ureide biosynthesis
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides II
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 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))) LIGAND-CPD:C00655*CAS:523-98-8 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides I
5-hydroxyisourate 183.103 C5 H3 N4 O4 C12(=NC(=O)[NH]C(=O)C([NH]C(=N1)[O-1])(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-1])(O)2) 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 ureide biosynthesis
dihydrogeranylgeranyl-PP dihydroGGPP*dihydrogeranylgeranyl diphosphate*dihydrogeranylgeranyl pyrophosphate 452.463 C20 H38 O7 P2 CC(C)=CCCC(C)=CCCC(C)CCCC(C)=CCOP(O)(=O)OP(=O)(O)O 1.3.1.- dihydrogeranylgeranyl-PP + NADPH = tetrahydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
dihydrogeranylgeranyl-PP dihydroGGPP*dihydrogeranylgeranyl diphosphate*dihydrogeranylgeranyl pyrophosphate 452.463 C20 H38 O7 P2 CC(C)=CCCC(C)=CCCC(C)CCCC(C)=CCOP(O)(=O)OP(=O)(O)O 1.3.1.- geranylgeranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP 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
neurosporene 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:164636 1.14.99.30 O2 + a reduced acceptor + neurosporene = 2 H2O + an acceptor + trans-lycopene carotenoid biosynthesis
neurosporene 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:164636 1.14.99.30 zeta-carotene + O2 + a reduced acceptor = neurosporene + 2 H2O + an acceptor carotenoid biosynthesis
a thioredoxin disulfide oxidized thioredoxin 1.17.4.1 UDP + a reduced thioredoxin = dUDP + a thioredoxin disulfide + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
a thioredoxin disulfide oxidized thioredoxin 1.17.4.1 GDP + a reduced thioredoxin = dGDP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides I
a thioredoxin disulfide oxidized thioredoxin 1.17.4.1 CDP + a reduced thioredoxin = dCDP + a thioredoxin disulfide + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
a thioredoxin disulfide oxidized thioredoxin 1.17.4.1 ADP + a reduced thioredoxin = dADP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides I
sphinganine 1-phosphate Dihydrosphingosine 1-phosphate*Sphinganine 1-phosphate*DHS-1-P 381.491 C18 H40 N1 O5 P1 C(OP(O)(=O)O)C(N)C(O)CCCCCCCCCCCCCCC 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid biosynthesis (plants)
(-)-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-L-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
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)) 1.14.11.22 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)) 1.14.11.9 eriodictyol + O2 + alpha-ketoglutarate = dihydroquercetin + CO2 + succinate leucopelargonidin and leucocyanidin 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
trans-zeatin-9-N-glucoside 381.388 C16 H23 N5 O6 c1(c2(c(ncn1)N(C=N2)C3(OC(CO)C(O)C(O)C(O)3)))(NCC=C(C)CO) 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
(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)))) 1.14.13.- (5alpha)-campestan-3-one + O2 + NADPH = (22alpha)-hydroxy-5alpha-campestan-3-one + H2O + 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)))) 1.3.99.- (22alpha)-hydroxy-campest-4-en-3-one + NADPH = (22alpha)-hydroxy-5alpha-campestan-3-one + NADP+ brassinosteroid biosynthesis II
xanthoxin 248.321 C15 H20 O3 CC2(C1(C(C)(O1)CC(=O)C2)C=CC(C)=CC=O)(C) 1.1.1.288 xanthoxin + NAD+ = abscisic aldehyde + NADH + H+ abscisic acid biosynthesis
xanthoxin 248.321 C15 H20 O3 CC2(C1(C(C)(O1)CC(=O)C2)C=CC(C)=CC=O)(C) 1.13.11.51 9'-cis-neoxanthin + O2 = xanthoxin + C25-allenic-apo-aldehyde abscisic acid biosynthesis
phytyl monophosphate phytolmonophosphate 376.515 C20 H41 O4 P1 CC(=CCOP(=O)(O)O)CCCC(C)CCCC(C)CCCC(C)C 2.7.4.- phytyl monophosphate + a nucleoside triphosphate = phytyl-PP + a nucleoside diphosphate phytol salvage pathway
phytyl monophosphate phytolmonophosphate 376.515 C20 H41 O4 P1 CC(=CCOP(=O)(O)O)CCCC(C)CCCC(C)CCCC(C)C 2.7.1.- phytol + CTP = phytyl monophosphate + CDP phytol salvage pathway
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
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
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 phenylpropanoid 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 phenylpropanoid biosynthesis
a protein dithiol H2 R11 |Protein|2 R21 R31 S2 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide methylerythritol phosphate pathway
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
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 2.5.1.8 a tRNA + dimethylallyl-pyrophosphate = prenyl-tRNA + diphosphate cis-zeatin 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 2.5.1.27 dimethylallyl-pyrophosphate + AMP = isopentenyladenosine-5'-monophosphate + diphosphate trans-zeatin 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.- dimethylallyl-pyrophosphate + ADP = isopentenyladenosine-5'-diphosphate + diphosphate trans-zeatin 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.- dimethylallyl-pyrophosphate + ATP = isopentenyladenosine-5'-triphosphate + diphosphate trans-zeatin 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 = diphosphate + geranyl-PP geranyldiphosphate 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 = diphosphate + geranyl-PP trans,trans-farnesyl diphosphate 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 = diphosphate + geranyl-PP geranylgeranyldiphosphate biosynthesis II (plastidic)
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 = diphosphate + 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 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-pyrophosphate + NAD(P)+ + 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 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 5.3.3.2 delta3-isopentenyl-PP = dimethylallyl-pyrophosphate 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
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 + a non methylated acceptor = cycloeucalenol + a methylated acceptor 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-L-homocysteine sterol biosynthesis
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 + diphosphate + 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
beta-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(=O)CCN LIGAND-CPD:C00099*CAS:107-95-9 1.2.1.3 3-aminopropionaldehyde + NAD(P)+ + H2O = beta-alanine + NAD(P)H beta-alanine biosynthesis I
beta-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(=O)CCN LIGAND-CPD:C00099*CAS:107-95-9 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
quinate L-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 phenylpropanoid biosynthesis
quinate L-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 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid biosynthesis
GA36 GA36*gibberellin A36*gibberellin A36 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 GA36*gibberellin A36*gibberellin A36 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)
GA36 GA36*gibberellin A36*gibberellin A36 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)
an inositolphosphorylceramide an inositolphosphorylceramide C26 H51 N1 O11 R11 P1 C([R1])C(=O)NC(COP(=O)(O)OC1(C(O)C(O)C(O)C(O)C(O)1))C(O)CCCCCCCCCCCCCCC RXN-7795 an L-1-phosphatidyl-inositol + a plant ceramide (I) = an inositolphosphorylceramide + a 1,2-diacylglycerol sphingolipid biosynthesis (plants)
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(P)+ + H2O = L-glutamate + NAD(P)H + H+ proline degradation
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
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 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 1.5.99.8 L-proline + an acceptor = pyrroline 5-carboxylate + a reduced acceptor proline degradation
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
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 II
dihydrouracil 5,6-dihydrouracil*DI-H-uracil*4,5-dihydrouracil 114.104 C4 H6 N2 O2 C1(NC(=O)NC(=O)C1) CAS:504-07-4 3.5.2.2 H2O + dihydrouracil = 3-ureidopropionate beta-alanine biosynthesis III
dihydrouracil 5,6-dihydrouracil*DI-H-uracil*4,5-dihydrouracil 114.104 C4 H6 N2 O2 C1(NC(=O)NC(=O)C1) CAS:504-07-4 1.3.1.2 NADPH + uracil = NADP+ + dihydrouracil beta-alanine biosynthesis III
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 RXN-1064 18-hydroxyoleate + NADPH + O2 = 9,10-epoxy-18-hydroxystearate + NADP+ + H2O cutin 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
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 cutin biosynthesis
dihydrozeatin-O-glucoside 383.403 C16 H25 N5 O6 c2(c1(c(NC=N1)ncn2))NCCC(C)COC3(OC(CO)C(O)C(O)C(O)3) 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
a 3-hydroxyacyl-CoA C24 H39 N7 O18 R1 P3 S1 4.2.1.17 a 3-hydroxyacyl-CoA = a trans-2-enoyl-CoA + H2O very long chain fatty acid biosynthesis
a 3-hydroxyacyl-CoA C24 H39 N7 O18 R1 P3 S1 1.1.1.36 a 3-ketoacyl-CoA + NADPH = a 3-hydroxyacyl-CoA + NADP+ very long chain fatty acid 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)))) 1.14.13.72 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 formylTHF 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 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 3.6.1.23 H2O + dUTP = diphosphate + dUMP de novo biosynthesis of pyrimidine deoxyribonucleotides
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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides I
indole-3-acetyl-ala indole-3-acetyl-alanine 246.265 C13 H14 N2 O3 C(O)(=O)C(C)NC(=O)Cc2(c[nH]c1(ccccc12)) 3.5.1.- indole-3-acetyl-ala + H2O = indole-3-acetate + L-alanine IAA biosynthesis II
indole-3-acetyl-ala indole-3-acetyl-alanine 246.265 C13 H14 N2 O3 C(O)(=O)C(C)NC(=O)Cc2(c[nH]c1(ccccc12)) RXN-2944 indole-3-acetate + L-alanine = indole-3-acetyl-ala + H2O IAA conjugate biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 2.6.1.1 oxaloacetate + L-glutamate = L-aspartate + alpha-ketoglutarate asparagine biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 2.6.1.1 oxaloacetate + L-glutamate = L-aspartate + alpha-ketoglutarate aspartate biosynthesis and degradation
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(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
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(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)C(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 de novo biosynthesis of purine nucleotides II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(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 de novo biosynthesis of purine nucleotides I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + 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)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis (from aspartate)
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 2.1.3.2 L-aspartate + carbamoyl-phosphate = N-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)C(N)CC(=O)O LIGAND-CPD:C00049*CAS:56-84-8 RXN-2946 indole-3-acetate + L-aspartate = indole-3-acetyl-asp + H2O IAA conjugate biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(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 + diphosphate + AMP asparagine biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(O)(=O)C(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) 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
5-amino-6-(5'-phosphoribitylamino)uracil 5-amino-6-(5'-phosphoribitylamino)uracil*5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 5'-phosphate 356.228 C9 H17 N4 O9 P1 C(C(O)C(O)C(O)COP(O)(O)=O)Nc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04454 RIBOPHOSPHAT-RXN 5-amino-6-(5'-phosphoribitylamino)uracil + H2O = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + phosphate riboflavin and FMN and FAD biosynthesis
5-amino-6-(5'-phosphoribitylamino)uracil 5-amino-6-(5'-phosphoribitylamino)uracil*5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 5'-phosphate 356.228 C9 H17 N4 O9 P1 C(C(O)C(O)C(O)COP(O)(O)=O)Nc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04454 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ riboflavin and FMN and FAD biosynthesis
MoO42- molybdate*molybdate ion*MoO4-2 159.938 O4 MO1 O=[Mo]([O-1])([O-1])=O LIGAND-CPD:C06232 3.6.1.- molybdopterin-AMP + MoO42- = molybdenum cofactor (dioxyo) + AMP + H2O molybdenum cofactor biosynthesis
D-myo-inositol (3,4,5,6)-tetrakisphosphate Ins(3,4,5,6)P4*Inositol 3,4,5,6-tetrakisphosphate*1D-myo-inositol 3,4,5,6-tetrakisphosphate*I(3,4,5,6)P4 500.077 C6 H16 O18 P4 C1(C(OP(O)(=O)O)C(OP(O)(=O)O)C(OP(O)(=O)O)C(C(O)1)OP(O)(=O)O)(O) 2.7.1.134 D-myo-inositol (3,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-independent phytate biosynthesis
D-myo-inositol (3,4,5,6)-tetrakisphosphate Ins(3,4,5,6)P4*Inositol 3,4,5,6-tetrakisphosphate*1D-myo-inositol 3,4,5,6-tetrakisphosphate*I(3,4,5,6)P4 500.077 C6 H16 O18 P4 C1(C(OP(O)(=O)O)C(OP(O)(=O)O)C(OP(O)(=O)O)C(C(O)1)OP(O)(=O)O)(O) RXN-7204 D-myo-inositol (3,4,6)-trisphosphate + ATP = D-myo-inositol (3,4,5,6)-tetrakisphosphate + ADP lipid-independent phytate biosynthesis
24-epi-campesterol 400.687 C28 H48 O1 CC(C(C)C)CCC(C)C1(C2(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))(C)) 1.3.1.- 24-epi-campesterol + NADP+ = brassicasterol + NADPH sterol biosynthesis
24-epi-campesterol 400.687 C28 H48 O1 CC(C(C)C)CCC(C)C1(C2(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))(C)) 1.3.-.- 24-methyldesmosterol = 24-epi-campesterol sterol biosynthesis
D-myo-inositol (1,3,4,6)-tetrakisphosphate Ins(1,3,4,6)P4*inositol (1,3,4,6)-tetrakisphosphate*1D-myo -inositol 1,3,4,6-tetrakisphosphate 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.140 D-myo-inositol (1,3,4,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
D-myo-inositol (1,3,4,6)-tetrakisphosphate Ins(1,3,4,6)P4*inositol (1,3,4,6)-tetrakisphosphate*1D-myo -inositol 1,3,4,6-tetrakisphosphate 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.- D-myo-inositol (1,3,4,6)-tetrakisphosphate + ATP = D-myo-inositol (1,2,3,4,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
D-myo-inositol (1,3,4,6)-tetrakisphosphate Ins(1,3,4,6)P4*inositol (1,3,4,6)-tetrakisphosphate*1D-myo -inositol 1,3,4,6-tetrakisphosphate 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.134 D-myo-inositol (1,3,4)-trisphosphate + ATP = D-myo-inositol (1,3,4,6)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
methylsalicylate 152.149 C8 H8 O3 C(OC)(=O)c1(c(O)cccc1) RXN-6723 salicylate + S-adenosyl-L-methionine = methylsalicylate + S-adenosyl-L-homocysteine volatile benzenoid ester biosynthesis
cathasterone 432.685 C28 H48 O3 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)CC4)(C)))) 1.14.-.- cathasterone + O2 + a reduced acceptor = teasterone + H2O + an acceptor brassinosteroid biosynthesis I
cathasterone 432.685 C28 H48 O3 CC(C)C(C)CC(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)CC4)(C)))) 1.14.13.- 6-oxocampestanol + O2 + NADPH = cathasterone + H2O + NADP+ brassinosteroid 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 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + diphosphate 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 RXN-6142 p-aminobenzoate + UDP-D-glucose = p-aminobenzoate-beta-D-glucopyranosyl ester + UDP 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
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
trans-zeatin-7-N-glucoside 381.388 C16 H23 N5 O6 c2(c1(N(C=Nc1ncn2)C3(OC(CO)C(O)C(O)C(O)3)))(NCC=C(C)CO) 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside 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)))) CAS:469-39-6*LIGAND-CPD:C02141 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)))) CAS:469-39-6*LIGAND-CPD:C02141 2.1.1.- 24-methylenecycloartenol + a non methylated acceptor = cycloeucalenol + a methylated acceptor sterol biosynthesis
a nucleoside triphosphate NTP C5 H12 O13 R1 P3 2.7.4.- phytyl monophosphate + a nucleoside triphosphate = phytyl-PP + a nucleoside diphosphate phytol salvage pathway
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O 5.5.1.13 geranylgeranyl diphosphate = ent-copalyl diphosphate ent-kaurene biosynthesis
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O 2.5.1.32 2 geranylgeranyl diphosphate = prephytoene diphosphate + diphosphate carotenoid biosynthesis
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O 2.5.1.- chlorophyllide a + geranylgeranyl diphosphate = geranylgeranyl-chlorophyll a + diphosphate chlorophyll a biosynthesis II
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O 1.3.1.- geranylgeranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O 2.5.1.29 delta3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis I (cytosolic)
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O 2.5.1.29 delta3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
D-glucosamine 1-phosphate glucosamine-1P*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-RXN D-glucosamine 1-phosphate + acetyl-CoA = N-acetyl-glucosamine-1-phosphate + coenzyme A UDP-N-acetyl-D-glucosamine biosynthesis
D-glucosamine 1-phosphate glucosamine-1P*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 = D-glucosamine 1-phosphate UDP-N-acetyl-D-glucosamine biosynthesis
castasterone 464.684 C28 H48 O5 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)C(O)C4)(C)))) RXN-720 castasterone = brassinolide brassinosteroid biosynthesis I
castasterone 464.684 C28 H48 O5 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)C(O)C4)(C)))) 1.14.-.- typhasterol + O2 + a reduced acceptor = castasterone + H2O + an acceptor brassinosteroid biosynthesis I
castasterone 464.684 C28 H48 O5 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)C(O)C4)(C)))) RXN-779 6alpha-hydroxy-castasterone = castasterone brassinosteroid biosynthesis I
methanol MetOH*carbinol*MeOH*methyl alcohol*wood alcohol 32.042 C1 H4 O1 CO CAS:67-56-1 3.1.1.11 methylesterified 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl + methanol homogalacturonan degradation
spermine gerontine*musculamine*neuridine*diaminopropyl-tetramethylenediamine 202.342 C10 H26 N4 C(CCN)NCCCCNCCCN CAS:71-44-3 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 beta-alanine biosynthesis I
spermine gerontine*musculamine*neuridine*diaminopropyl-tetramethylenediamine 202.342 C10 H26 N4 C(CCN)NCCCCNCCCN CAS:71-44-3 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + 5'-methylthioadenosine spermine biosynthesis
12-oxo-cis-9-dodecenoate 12-oxo-c-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(O)=O PUBCHEM:543432 RXN-1349 12-oxo-cis-9-dodecenoate = 12-oxo-trans-10-dodecenoate 13-LOX and 13-HPL pathway
12-oxo-cis-9-dodecenoate 12-oxo-c-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(O)=O PUBCHEM:543432 HYDROHEX-RXN 13(S)-hydroperoxyoctadeca-9,11-dienoate = 12-oxo-cis-9-dodecenoate + hexanal 13-LOX and 13-HPL pathway
12-oxo-cis-9-dodecenoate 12-oxo-c-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(O)=O PUBCHEM:543432 RXN-1345 13(S)-hydroperoxylinolenate = 12-oxo-cis-9-dodecenoate + cis-3-hexenal 13-LOX and 13-HPL pathway
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*β-1,4-D-mannosylchitobiosyldiphosphodolichol 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*β-1,4-D-mannosylchitobiosyldiphosphodolichol 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
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 phenylpropanoid 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 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid 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))))))) 1.3.1.75 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 5.2.1.2 4-maleyl-acetoacetate = 4-fumaryl-acetoacetate tyrosine degradation
4-methoxy-3-indolylmethyl-glucosinolate 4-methoxyindol-3-ylmethylglucosinolate*4-methyoxyglucobrassicin 478.488 C17 H22 N2 O10 S2 c1(c(c2(c(OC)cccc([nH]1)2))CC(=NOS(O)(=O)=O)SC3(C(CO)C(O)C(O)C(O3)O)) RXN-2163 4-hydroxy-3-indolylmethyl-glucosinolate = 4-methoxy-3-indolylmethyl-glucosinolate glucosinolate biosynthesis from tryptophan
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-acetyl-L-glutamate 5-semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate arginine biosynthesis I
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-acetyl-L-glutamate 5-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 2.3.1.35 L-glutamate + N-acetyl-L-ornithine = N-acetyl-L-glutamate + L-ornithine 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 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate arginine 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 pyridoxal 5'-phosphate salvage pathway
a cis,trans-polyisoprenyln-PP UPPSYN-RXN a cis,trans-polyisoprenyln-PP + delta3-isopentenyl-PP = diphosphate + cis,trans-polyisoprenyln+1-PP polyisoprenoid biosynthesis
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
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
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 + diphosphate UDP-N-acetyl-D-glucosamine 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-RXN D-glucosamine 1-phosphate + acetyl-CoA = N-acetyl-glucosamine-1-phosphate + coenzyme A UDP-N-acetyl-D-glucosamine biosynthesis
D-myo-inositol (1,3,4,5)-tetrakisphosphate Ins(1,3,4,5)P4*inositol (1,3,4,5)-tetrakisphosphate*1D-myo-inositol (1,3,4,5)-tetrakisphosphate 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.- D-myo-inositol (1,3,4,5)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
D-myo-inositol (1,3,4,5)-tetrakisphosphate Ins(1,3,4,5)P4*inositol (1,3,4,5)-tetrakisphosphate*1D-myo-inositol (1,3,4,5)-tetrakisphosphate 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.134 D-myo-inositol (1,3,4)-trisphosphate + ATP = D-myo-inositol (1,3,4,5)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle -- aerobic respiration
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 -- aerobic respiration
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 isoleucine degradation
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 valine degradation
ferulate ferulate*ferulic acid*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+ free phenylpropanoid acid biosynthesis
ferulate ferulate*ferulic acid*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 + diphosphate suberin biosynthesis
ferulate ferulate*ferulic acid*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 1.2.1.68 NAD(P)+ + coniferyl aldehyde + H2O = ferulate + NAD(P)H + 2 H+ ferulate and sinapate biosynthesis
ferulate ferulate*ferulic acid*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-L-homocysteine + ferulate free phenylpropanoid acid biosynthesis
ferulate ferulate*ferulic acid*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-L-homocysteine + ferulate suberin biosynthesis
tRNAphe TRNA(PHE) 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + AMP tRNA charging pathway
S-aminomethyldihydrolipoyl-GcvH-protein B2904*Gcv*GcvH*S-aminomethyl-dihydrolipoylprotein*S-aminomethyldihydrolipoyl-GcvH 2.1.2.10 S-aminomethyldihydrolipoyl-GcvH-protein + tetrahydrofolate = ammonia + dihydrolipoyl-GcvH-protein + 5,10-methylene-THF glycine degradation
S-aminomethyldihydrolipoyl-GcvH-protein B2904*Gcv*GcvH*S-aminomethyl-dihydrolipoylprotein*S-aminomethyldihydrolipoyl-GcvH 1.4.4.2 H-protein-(lipoyl)lysine + glycine = CO2 + S-aminomethyldihydrolipoyl-GcvH-protein glycine degradation
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
3-methyl-4-trans-hydroxy-2-butenal 100.117 C5 H8 O2 C(=O)C=C(C)CO 1.5.99.12 trans-zeatin riboside + H2O + FAD = adenosine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
3-methyl-4-trans-hydroxy-2-butenal 100.117 C5 H8 O2 C(=O)C=C(C)CO 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
L-threonyl-tRNAthr L-THREONYL-TRNA(THR) 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + AMP tRNA charging pathway
a methyl-ethyl-ketone RXN-1023 a secondary alcohol = a ketone + a methyl-ethyl-ketone epicuticular wax biosynthesis
sirohydrochlorin Precorrin 862.843 C42 H46 N4 O16 CC1(CC(O)=O)(C5(N=C(C1CCC(O)=O)C=C2(NC(C(C(C)2CC(O)=O)CCC(O)=O)=CC3(=NC(C(=C3CC(O)=O)CCC(O)=O)=Cc4(c(c(c(n4)C=5)CC(O)=O)CCC(O)=O))))) LIGAND-CPD:C05778*CAS:65207-12-7 4.99.1.4 sirohydrochlorin + Fe2+ = siroheme + 2 H+ siroheme biosynthesis
sirohydrochlorin Precorrin 862.843 C42 H46 N4 O16 CC1(CC(O)=O)(C5(N=C(C1CCC(O)=O)C=C2(NC(C(C(C)2CC(O)=O)CCC(O)=O)=CC3(=NC(C(=C3CC(O)=O)CCC(O)=O)=Cc4(c(c(c(n4)C=5)CC(O)=O)CCC(O)=O))))) LIGAND-CPD:C05778*CAS:65207-12-7 1.3.1.76 precorrin-2 + NAD+ = sirohydrochlorin + NADH siroheme biosynthesis
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 1.2.3.14 abscisic aldehyde + H2O + O2 = (+)-abscisate + H2O2 abscisic acid biosynthesis
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.2.3.7 2 indole acetaldehyde + O2 + 2 H2O = 2 indole-3-acetate + H2O2 IAA biosynthesis I
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
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 beta-alanine biosynthesis I
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 beta-alanine biosynthesis I
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 RXN-4444 a fatty alcohol + O2 = a fatty aldehyde + H2O2 fatty acid omega-oxidation
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 RXN-4465 a omega-hydroxy fatty acid + O2 = a omega-oxo fatty acid + H2O2 fatty acid omega-oxidation
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.4.3.10 O2 + H2O + putrescine = ammonia + H2O2 + 4-aminobutanal arginine degradation I
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 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 IAA biosynthesis I
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 1.4.3.5 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 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation
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 (from aspartate)
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027*CAS:7722-84-1 1.8.3.1 O2 + H2O + sulfite = H2O2 + sulfate sulfite oxidation
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 1.4.3.5 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 1.3.3.6 an acyl-CoA + O2 = a trans-2-enoyl-CoA + H2O2 fatty acid beta-oxidation I (saturated)
tRNAtyr TRNA(TYR) 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + AMP tRNA charging pathway
3-methyl-2-butenal 3-methylbut-2-enal*3,3-dimethyl-acrylaldehyde*prenal 84.118 C5 H8 O1 C(=O)C=C(C)C LIGAND-CPD:C07330 1.5.99.12 isopentenyladenine + FAD + H2O = 3-methyl-2-butenal + adenine + FADH2 cytokinins degradation
3-methyl-2-butenal 3-methylbut-2-enal*3,3-dimethyl-acrylaldehyde*prenal 84.118 C5 H8 O1 C(=O)C=C(C)C LIGAND-CPD:C07330 1.5.99.12 isopentenyl adenosine + H2O + FAD = adenosine + 3-methyl-2-butenal + FADH2 cytokinins degradation
cis-caffeate cis-caffeic acid*caffeic acid*3,4-dihydroxycinnamic acid 180.16 C9 H8 O4 C(=O)(O)C=Cc1(ccc(O)c(c1)O) 1.10.3.1 2 cis-caffeate + O2 = 2 3-(2-propenoic acid)-o-benzoquinone + 2 H2O esculetin biosynthesis
cis-caffeate cis-caffeic acid*caffeic acid*3,4-dihydroxycinnamic acid 180.16 C9 H8 O4 C(=O)(O)C=Cc1(ccc(O)c(c1)O) 5.2.-.- caffeate = cis-caffeate esculetin biosynthesis
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH](O)1)[n+1]2(cc(C(N)=O)ccc2)) LIGAND-CPD:C00455*CAS:1094-61-7 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside + phosphate pyridine nucleotide cycling (plants)
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH](O)1)[n+1]2(cc(C(N)=O)ccc2)) LIGAND-CPD:C00455*CAS:1094-61-7 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C(OP(O)(O)=O)[CH]1(O[CH]([CH](O)[CH](O)1)[n+1]2(cc(C(N)=O)ccc2)) LIGAND-CPD:C00455*CAS:1094-61-7 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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 457.445 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 457.445 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
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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 457.445 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 carbon monoxide dehydrogenase pathway
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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+ = NADPH + 5,10-methenyl-THF formylTHF biosynthesis
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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+ = NADPH + 5,10-methenyl-THF carbon monoxide dehydrogenase pathway
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 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 457.445 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 S-aminomethyldihydrolipoyl-GcvH-protein + tetrahydrofolate = ammonia + dihydrolipoyl-GcvH-protein + 5,10-methylene-THF glycine degradation
palmitoyl CoA Palmitoyl-CoA (n-C16:0CoA)*hexadecanoyl CoA*palmityl-CoA*palmitoyl coenzyme A*palmitoyl-CoA 1005.946 C37 H66 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)CCCCCCCCCCCCCCC)))(N) LIGAND-CPD:C00154*CAS:1763-10-6 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
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 2.6.1.5 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 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis II
tRNAarg TRNA(ARG) 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + AMP tRNA charging pathway
2-methyl-6-phytyl-1,4-benzoquinone 402.659 C27 H46 O2 CC(CCCC(C)CCCC(C)C)CCCC(C)=CCc1(c(O)c(C)cc(O)c1) RXN-2561 2-methyl-6-phytyl-1,4-benzoquinone = delta-tocopherol vitamin E biosynthesis
2-methyl-6-phytyl-1,4-benzoquinone 402.659 C27 H46 O2 CC(CCCC(C)CCCC(C)C)CCCC(C)=CCc1(c(O)c(C)cc(O)c1) 2.1.1.- 2-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
2-methyl-6-phytyl-1,4-benzoquinone 402.659 C27 H46 O2 CC(CCCC(C)CCCC(C)C)CCCC(C)=CCc1(c(O)c(C)cc(O)c1) RXN-2541 homogentisate + phytyl-PP = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
O-sinapoylcholine sinapoylcholine*sinapine 310.369 C16 H24 N1 O5 C(C[N+1](C)(C)C)OC(=O)C=Cc1(cc(OC)c(O)c(c1)OC) PUBCHEM:89287 3.1.1.49 H2O + O-sinapoylcholine = choline + sinapate sinapate ester biosynthesis
O-sinapoylcholine sinapoylcholine*sinapine 310.369 C16 H24 N1 O5 C(C[N+1](C)(C)C)OC(=O)C=Cc1(cc(OC)c(O)c(c1)OC) PUBCHEM:89287 2.3.1.91 1-O-sinapoyl-beta-D-glucose + choline = O-sinapoylcholine + beta-D-glucose sinapate ester biosynthesis
tRNAlys TRNA(LYS) 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + AMP tRNA charging pathway
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-L-homocysteine + feruloyl-CoA phenylpropanoid 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-L-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))) 6.2.1.12 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + diphosphate 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))) 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid 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))) 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of purine nucleosides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 = inosine-5'-phosphate + ammonia purine degradation
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 = 2 ADP de novo biosynthesis of purine nucleotides I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 2.5.1.27 dimethylallyl-pyrophosphate + AMP = isopentenyladenosine-5'-monophosphate + diphosphate trans-zeatin biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 1.8.4.9 2 glutathione + adenosine 5'-phosphosulfate = AMP + glutathione disulfide + sulfite sulfate reduction (assimilatory)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + NAD+ NAD biosynthesis (from aspartate)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 3.6.1.- molybdopterin-AMP + MoO42- = molybdenum cofactor (dioxyo) + AMP + H2O molybdenum cofactor biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 a fatty acid + coenzyme A + ATP = a fatty acyl CoA + diphosphate + AMP acyl-CoA synthetase pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA + AMP + diphosphate phylloquinone biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP beta-alanine biosynthesis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP asparagine biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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*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 + diphosphate + AMP fatty acid beta-oxidation I (saturated)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate suberin biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate suberin biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = AMP + diphosphate + O-succinylbenzoyl-CoA menaquinone biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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*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 + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP de novo biosynthesis of purine nucleotides I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 de novo biosynthesis of purine nucleotides II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 de novo biosynthesis of purine nucleotides I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tetrapyrrole biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP pantothenate biosynthesis II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP arginine biosynthesis I
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP arginine biosynthesis II (acetyl cycle)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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*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
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + NAD+ + L-glutamate NAD biosynthesis (from aspartate)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + NAD+ + L-glutamate pyridine nucleotide cycling (plants)
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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*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 glyceraldehyde 3-phosphate degradation
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 + diphosphate + AMP tRNA charging pathway
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides II
AMP adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*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 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides I
(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)))) RXN-712 (5alpha)-campestan-3-one = campestanol brassinosteroid biosynthesis I
(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)))) 1.14.13.- (5alpha)-campestan-3-one + O2 + NADPH = (22alpha)-hydroxy-5alpha-campestan-3-one + H2O + NADP+ 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 III
(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
(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 I
alpha-aminoadipate 2-aminoadipic acid*hexanedioic acid, 2-amino-*2-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 2-aminoadipic acid*hexanedioic acid, 2-amino-*2-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 1.2.1.31 H2O + 2-aminoadipate-6-semialdehyde + NAD+ = alpha-aminoadipate + NADH lysine degradation II
cardiolipin diphosphatidylglycerol C13 H20 O17 R4 P2 LIGAND-CPD:C05980 RXN-8141 a CDP-diacylglycerol + an L-1-phosphatidyl-glycerol = cardiolipin + CMP cardiolipin biosynthesis
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(OC(C(O)=O)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(C(O)=O)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 5.1.3.6 UDP-D-glucuronate = UDP-D-galacturonate homogalacturonan biosynthesis
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(OC(C(O)=O)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 5.1.3.6 UDP-D-glucuronate = UDP-D-galacturonate UDP-D-galacturonate biosynthesis I (from UDP-D-glucuronate)
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(OC(C(O)=O)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 4.1.1.- UDP-D-glucuronate = UDP-D-apiose + CO2 UDP-D-apiose biosynthesis (from UDP-D-glucuronate)
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(OC(C(O)=O)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 2.7.7.44 alpha-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate inositol oxidation pathway
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(OC(C(O)=O)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate galactose degradation I
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(OC(C(O)=O)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate colanic acid building blocks biosynthesis
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(OC(C(O)=O)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00167*CAS:2616-64-0 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate UDP-D-xylose biosynthesis
N-monomethylethanolamine 75.11 C3 H9 N1 O1 C(CO)[NH]C 2.1.1.- N-monomethylethanolamine + S-adenosyl-L-methionine = N-dimethylethanolamine + S-adenosyl-L-homocysteine choline biosynthesis II
N-monomethylethanolamine 75.11 C3 H9 N1 O1 C(CO)[NH]C 2.1.1.- ethanolamine + S-adenosyl-L-methionine = N-monomethylethanolamine + S-adenosyl-L-homocysteine choline 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
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 threonine 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 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 threonine 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
18:2-18:2-DGDG 1-18:2-2-18:2-digalactosyldiacylglycerol*1,2-(9Z,12Z-octadecadienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 941.247 C51 H88 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:2-18:2-DGDG = 18:3-18:2-DGDG glycolipid desaturation
18:2-18:2-DGDG 1-18:2-2-18:2-digalactosyldiacylglycerol*1,2-(9Z,12Z-octadecadienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 941.247 C51 H88 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:2-18:2-DGDG = 18:2-18:3-DGDG glycolipid desaturation
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 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
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 + diphosphate + 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 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine 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 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
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
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-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 4.1.1.- L-serine = ethanolamine + CO2 choline 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 2.7.8.- an L-1-phosphatidyl-ethanolamine + L-serine = an L-1-phosphatidylserine + ethanolamine phospholipid 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 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 formylTHF 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 glycine 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 photorespiration
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)) 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid 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 phenylpropanoid biosynthesis
isopentenyladenine-9-N-glucoside 365.388 C16 H23 N5 O5 c1(c2(c(ncn1)N(C=N2)C3(OC(CO)C(O)C(O)C(O)3)))(NCC=C(C)C) 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
3-methylthiopropyl-glucosinolate glucoiberverin 407.468 C11 H21 N1 O9 S3 C1(SC(=NOS(O)(=O)=O)CCCSC)(C(CO)C(O)C(O)C(O1)O) RXN-2221 3-methylthiopropyl-glucosinolate = 3-methylsulfinylpropyl-glucosinolate glucosinolate biosynthesis from homomethionine
3-methylthiopropyl-glucosinolate glucoiberverin 407.468 C11 H21 N1 O9 S3 C1(SC(=NOS(O)(=O)=O)CCCSC)(C(CO)C(O)C(O)C(O1)O) 2.8.2.- 3-methylthiopropyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = 3-methylthiopropyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from homomethionine
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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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 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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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 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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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 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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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 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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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
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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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 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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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 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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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 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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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 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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=O PUBCHEM:77982*PUBCHEM:439167*LIGAND-CPD:C00117*CAS:4300-28-1 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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 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*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(OP(=O)(O)O)C(O)C(O)C(O)C=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
reduced cytochrome 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
reduced cytochrome c a reduced Cytochrome C protein*reduced Cytochrome C protein 1.10.2.2 2 oxidized cytochrome c + a ubiquinol = 2 reduced cytochrome c + a ubiquinone aerobic respiration
reduced cytochrome c a reduced Cytochrome C protein*reduced Cytochrome C protein 1.3.2.3 2 oxidized cytochrome c + L-galactono-1,4-lactone = 2 reduced cytochrome c + L-ascorbate ascorbate 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
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.- 7,8-dihydroneopterin 3'-triphosphate + H2O = dihydroneopterin phosphate + diphosphate tetrahydrofolate biosynthesis
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
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
L-fucose fucose*6-deoxy-L-galactose*L-galactomethylose 164.158 C6 H12 O5 C1(C(O)C(O)C(O)C(C)O1)(O) CAS:2438-80-4*LIGAND-CPD:C01019 2.7.1.52 L-fucose + ATP = beta-L-fucose 1-phosphate + ADP GDP-L-fucose biosynthesis II (from L-fucose)
sinapaldehyde glucoside sinapyl aldehyde-4-O-β-D-glucopyranoside 370.355 C17 H22 O9 C(=O)C=Cc1(cc(OC)c(c(c1)OC)OC2(OC(CO)C(O)C(O)C(O)2)) 2.4.1.- sinapaldehyde + UDP-D-glucose = sinapaldehyde glucoside + UDP monolignol glucosides biosynthesis
18:1-t16:1-PG 1-18:1-2-trans-16:1-phosphatidylglycerol*1-(9Z-octadecenoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 18:1-t16:1-PG = 18:2-t16:1-PG phospholipid desaturation
18:1-t16:1-PG 1-18:1-2-trans-16:1-phosphatidylglycerol*1-(9Z-octadecenoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 18:1-16:0-PG = 18:1-t16:1-PG phospholipid desaturation
a beta-ketoacyl-ACP an acetoacyl-ACP*a 3-oxoacyl-[acyl-carrier protein]*3-oxoacyl-[acyl-carrier protein]*acetoacyl-ACP*CH3(CH2)xCOCH2CO-S-ACP 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 an acetoacyl-ACP*a 3-oxoacyl-[acyl-carrier protein]*3-oxoacyl-[acyl-carrier protein]*acetoacyl-ACP*CH3(CH2)xCOCH2CO-S-ACP 1.1.1.100 NADPH + a beta-ketoacyl-ACP = a D-3-hydroxy-acyl-ACP + NADP+ fatty acid elongation -- saturated
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 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides 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 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides 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 + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides 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 + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides I
stachyose (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf 666.583 C24 H42 O21 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(C(O)C(O)C3O)COC4(C(O)C(O)C(O)C(O4)CO)))) CAS:10094-58-3 2.4.1.- stachyose + galactinol = verbascose + myo-inositol ajugose biosynthesis I (galactinol-dependent)
stachyose (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf 666.583 C24 H42 O21 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(C(O)C(O)C3O)COC4(C(O)C(O)C(O)C(O4)CO)))) CAS:10094-58-3 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
18:1-16:0-MGDG 1-18:1-2-16:0-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 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.- 18:1-16:0-MGDG = 18:1-16:1-MGDG glycolipid desaturation
18:1-16:0-MGDG 1-18:1-2-16:0-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 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.- 18:1-16:0-MGDG = 18:2-16:0-MGDG glycolipid desaturation
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 kaempferol glucoside biosynthesis (Arabidopsis)
18:2-16:0-DGDG 1-18:2-2-16:0-digalactosyldiacylglycerol 917.225 C49 H88 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:2-16:0-DGDG = 18:3-16:0-DGDG glycolipid desaturation
18:2-16:0-DGDG 1-18:2-2-16:0-digalactosyldiacylglycerol 917.225 C49 H88 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:1-16:0-DGDG = 18:2-16:0-DGDG glycolipid desaturation
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 1.1.1.36 a 3-ketoacyl-CoA + NADPH = a 3-hydroxyacyl-CoA + NADP+ very long chain fatty acid biosynthesis
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation I (saturated)
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 1.1.1.35 NAD+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 1.1.1.35 NAD+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 1.1.1.35 NAD+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation I (saturated)
a 3-ketoacyl-CoA RCOCH2CO-CoA*3-oxoacyl-CoA*β-ketoacyl-CoA C24 H37 N7 O18 R1 P3 S1 2.3.1.- a fatty acyl CoA + malonyl-CoA = a 3-ketoacyl-CoA + CO2 + coenzyme A very long chain fatty acid biosynthesis
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides II
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides I
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH ureide biosynthesis
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides II
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides I
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 3.5.4.10 phosphoribosyl-formamido-carboxamide = inosine-5'-phosphate + H2O de novo biosynthesis of purine nucleotides II
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 3.5.4.10 phosphoribosyl-formamido-carboxamide = inosine-5'-phosphate + H2O de novo biosynthesis of purine nucleotides I
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = diphosphate + inosine-5'-phosphate salvage pathways of purine nucleosides
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate purine degradation
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate salvage pathways of purine nucleosides
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation
inosine-5'-phosphate 5'-IMP*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))) LIGAND-CPD:C00130*CAS:131-99-7 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides
GA110 gibberellin A110*gibberellin A110*GA110 348.438 C20 H28 O5 CC1([CH]4(C(CC(O)C1)(C)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
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
phylloquinone 2-methyl-3-phytyl-1,4-naphthoquinone*phytonadione*phytomenadione*3-phytylmenadione*vitamin K1 450.703 C31 H46 O2 CC1(=C(C(=O)C2(=C(C(=O)1)C=CC=C2))CC=C(C)CCCC(C)CCCC(C)CCCC(C)C) NCI:270681*CAS:84-80-0 RXN-7569 demethylphylloquinone + S-adenosyl-L-methionine = phylloquinone + S-adenosyl-L-homocysteine phylloquinone 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 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 + H+ = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
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
a dicarboxylate RXN-4466 a omega-oxo fatty acid + H2O + NAD+ = a dicarboxylate + NADH fatty acid omega-oxidation
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
unknown RXN-8274 unknown = dihydrocamalexate camalexin biosynthesis
unknown RXN-8273 indole-3-acetaldoxime = unknown camalexin biosynthesis
galacturonate D-galacturonate*D-galaturonate*galaturonate*D-galacturonic acid 194.141 C6 H10 O7 C1(OC(C(=O)O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C00333*CAS:685-73-4 2.7.1.44 galacturonate + ATP = alpha-D-galacturonate 1-phosphate + ADP UDP-D-galacturonate biosynthesis II (from D-galacturonate)
ent-kaur-16-ene ent-kaurene 272.473 C20 H32 CC3(C)(CCCC4(C)([CH]1(C2(CC(CC1)C(C2)=C)(CC[CH]34)))) 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol GA12 biosynthesis
ent-kaur-16-ene ent-kaurene 272.473 C20 H32 CC3(C)(CCCC4(C)([CH]1(C2(CC(CC1)C(C2)=C)(CC[CH]34)))) 4.2.3.19 ent-copalyl diphosphate = diphosphate + ent-kaur-16-ene ent-kaurene biosynthesis
linoleate cis,cis-9,12-octadecadienoate*9-cis,12-cis-octadecadienoate*linoleic acid*linoleate*9,12-linoleic acid*(9Z,12Z)-octadeca-9,12-dienoate 280.45 C18 H32 O2 CCCCCC=CCC=CCCCCCCCC(=O)O CAS:60-33-3*NCI:281243*CAS:60-33-3 1.13.11.12 linoleate + O2 = 13(S)-hydroperoxyoctadeca-9,11-dienoate 13-LOX and 13-HPL pathway
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 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 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 2.1.3.2 L-aspartate + carbamoyl-phosphate = N-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 2.7.2.2 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 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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 2 ATP + L-glutamine + CO2 + 2 H2O = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP 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 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
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 + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide 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
(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
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 = diphosphate + 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
kaempferol 3,7-O-diglucoside 610.524 C27 H30 O16 C1(C(O)C(O)C(O)C(O1)CO)Oc2(cc3(c(c(O)c2)c(=O)c(c(o3)c4(ccc(O)cc4))OC5(OC(CO)C(O)C(O)C(O)5))) 2.4.1.- kaempferol-3-glucoside + UDP-D-glucose = kaempferol 3,7-O-diglucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C7 H6 O3 C(O)(=O)c1(c(O)cccc1) CAS:69-72-7 RXN-6723 salicylate + S-adenosyl-L-methionine = methylsalicylate + S-adenosyl-L-homocysteine volatile benzenoid ester biosynthesis
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
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 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + diphosphate + NAD+ + L-glutamate NAD biosynthesis (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 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + diphosphate + NAD+ + L-glutamate pyridine nucleotide cycling (plants)
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 RXN-2948 indole-3-acetate + L-glutamine = indole-3-acetyl-gln + H2O IAA conjugate 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 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides 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 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides 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 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + diphosphate + AMP asparagine 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 + diphosphate + 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 2.6.1.16 D-fructose-6-phosphate + L-glutamine = D-glucosamine-6-phosphate + L-glutamate UDP-N-acetyl-D-glucosamine 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 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = D-erythro-imidazole-glycerol-phosphate + AICAR + L-glutamate histidine 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 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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 2 ATP + L-glutamine + CO2 + 2 H2O = 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 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation 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 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate 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 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides 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 + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides 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 = ADP + phosphate + L-glutamine nitrate assimilation 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 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine glutamine 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 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine ammonia assimilation 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 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation 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 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate biosynthesis 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(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O PUBCHEM:165007*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(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O PUBCHEM:165007*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(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O PUBCHEM:165007*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(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O PUBCHEM:165007*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(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O PUBCHEM:165007*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(O)C(=O)C(O)C(O)C(O)C(O)COP(=O)(O)O PUBCHEM:165007*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
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 fumarate + H2O = malate TCA cycle -- aerobic respiration
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 fumarate + H2O = malate 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 1.1.1.40 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 1.1.1.38 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 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle -- aerobic respiration
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 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 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 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle -- aerobic respiration
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 = 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 2.3.1.92 1-O-sinapoyl-beta-D-glucose + malate = sinapoyl-(S)-malate + beta-D-glucose sinapate ester biosynthesis
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 glyoxylate cycle
cis-zeatin-9-N-glucoside 381.388 C16 H23 N5 O6 c1(c2(c(ncn1)N(C=N2)C3(OC(CO)C(O)C(O)C(O)3)))(NCC=C(C)CO) 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside 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 2.5.1.29 delta3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis I (cytosolic)
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 2.5.1.29 delta3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
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 + diphosphate 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 + diphosphate 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.- protoheme IX + trans, trans-farnesyl diphosphate + H2O = heme o + diphosphate superpathway of proto- and siroheme 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 = diphosphate + trans, trans-farnesyl diphosphate trans,trans-farnesyl diphosphate 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 = diphosphate + trans, trans-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
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 = diphosphate + trans, trans-farnesyl diphosphate polyisoprenoid biosynthesis
L-tyrosyl-tRNAtyr L-TYROSYL-TRNA(TYR) 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + AMP tRNA charging 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 suberin biosynthesis
cis-3-hexenal 98.144 C6 H10 O1 C(=O)CC=CCC CAS:6789-80-6 RXN-1347 cis-3-hexenal = cis-3-hexenol 13-LOX and 13-HPL 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 13-LOX and 13-HPL 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 13-LOX and 13-HPL pathway
5-amino-6-(5'-phosphoribosylamino)uracil 5-amino-6-(ribosylamino)-2,4-(1H,3H)-pyrimidinedione 5'-phosphate 354.213 C9 H15 N4 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)Nc2(c(N)c(=O)[nH]c([nH]2)=O)) LIGAND-CPD:C01268 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ riboflavin and FMN and FAD biosynthesis
5-amino-6-(5'-phosphoribosylamino)uracil 5-amino-6-(ribosylamino)-2,4-(1H,3H)-pyrimidinedione 5'-phosphate 354.213 C9 H15 N4 O9 P1 C(OP(O)(O)=O)C1(OC(C(O)C1O)Nc2(c(N)c(=O)[nH]c([nH]2)=O)) LIGAND-CPD:C01268 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia riboflavin and FMN and FAD biosynthesis
(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)))) 1.14.13.- campesterol + O2 + NADPH = (22alpha)-hydroxy-campesterol + H2O + NADP+ brassinosteroid biosynthesis II
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 (from aspartate)
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 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 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation
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 (plant plastids)
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 (plant cytosol)
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 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 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 (plant plastids)
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 (plant cytosol)
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 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 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
4-aminobutanal 4-amino-butyraldehyde*γ-aminobutyraldehyde*4-aminobutyraldehyde 87.121 C4 H9 N1 O1 C(=O)CCCN LIGAND-CPD:C00555*CAS:4390-05-0 1.2.1.19 4-aminobutanal + NAD+ + H2O = 4-aminobutyrate + NADH + 2 H+ arginine degradation I
4-aminobutanal 4-amino-butyraldehyde*γ-aminobutyraldehyde*4-aminobutyraldehyde 87.121 C4 H9 N1 O1 C(=O)CCCN LIGAND-CPD:C00555*CAS:4390-05-0 RXN-6423 4-aminobutanal = 1-pyrroline + H2O beta-alanine biosynthesis I
4-aminobutanal 4-amino-butyraldehyde*γ-aminobutyraldehyde*4-aminobutyraldehyde 87.121 C4 H9 N1 O1 C(=O)CCCN LIGAND-CPD:C00555*CAS:4390-05-0 1.5.99.6 H2O + an acceptor + spermidine = a reduced acceptor + 4-aminobutanal + 1,3-diaminopropane beta-alanine biosynthesis I
4-aminobutanal 4-amino-butyraldehyde*γ-aminobutyraldehyde*4-aminobutyraldehyde 87.121 C4 H9 N1 O1 C(=O)CCCN LIGAND-CPD:C00555*CAS:4390-05-0 1.4.3.10 O2 + H2O + putrescine = ammonia + H2O2 + 4-aminobutanal arginine degradation I
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 + 2 H+ 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
(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
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 1.2.1.16 succinate semialdehyde + NADP+ + H2O = NADPH + succinate arginine degradation I
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 II
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 arginine degradation I
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 1.2.1.16 succinate semialdehyde + NAD(P)H = 4-hydroxybutyrate + NAD(P)+ glutamate degradation II
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 4-aminobutyrate + pyruvate = succinate semialdehyde + L-alanine glutamate degradation II
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 II
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 arginine 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 II
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 arginine 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 4-aminobutyrate + pyruvate = succinate semialdehyde + L-alanine glutamate degradation II
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 1.2.1.19 4-aminobutanal + NAD+ + H2O = 4-aminobutyrate + NADH + 2 H+ arginine 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 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation II
solanyl pyrophosphate 791.039 C45 H76 O7 P2 CC(=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(=O)O)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
18:1-16:3-MGDG 1-18:1-2-16:3-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z,13Z-hexadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 18:1-16:3-MGDG = 18:2-16:3-MGDG glycolipid desaturation
18:1-16:3-MGDG 1-18:1-2-16:3-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z,13Z-hexadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 18:1-16:2-MGDG = 18:1-16:3-MGDG glycolipid desaturation
reduced glutaredoxin Grx*B0849*GrxA RXN0-748 GDP + reduced glutaredoxin = dGDP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides I
reduced glutaredoxin Grx*B0849*GrxA RXN0-747 ADP + reduced glutaredoxin = dADP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides I
ent-copalyl diphosphate ent-CDP*ent-copalyl diphosphate*ent-CPP*CPP*CDP 450.448 C20 H36 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CC[CH]1(C(=C)CC[CH]2(C1(C)CCCC(C)(C)2)) 4.2.3.19 ent-copalyl diphosphate = diphosphate + ent-kaur-16-ene ent-kaurene biosynthesis
ent-copalyl diphosphate ent-CDP*ent-copalyl diphosphate*ent-CPP*CPP*CDP 450.448 C20 H36 O7 P2 CC(=CCOP(O)(=O)OP(O)(=O)O)CC[CH]1(C(=C)CC[CH]2(C1(C)CCCC(C)(C)2)) 5.5.1.13 geranylgeranyl diphosphate = ent-copalyl diphosphate ent-kaurene biosynthesis
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
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 + diphosphate 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 4.1.1.23 orotidine-5'-phosphate = CO2 + UMP de novo biosynthesis of pyrimidine ribonucleotides
dihydrozeatin-7-N-dihydrozeatin 383.403 C16 H25 N5 O6 c2(c1(N(C=Nc1ncn2)C3(OC(CO)C(O)C(O)C(O)3)))(NCCC(C)CO) 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-7-N-dihydrozeatin + UDP cytokinins 7-N-glucoside biosynthesis
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
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 serine biosynthesis
enzyme N6-(dihydrolipoyl)lysine 1.8.1.4 enzyme N6-(dihydrolipoyl)lysine + NAD+ = enzyme N6-(lipoyl)lysine + NADH + H+ acetyl-CoA biosynthesis (from pyruvate)
enzyme N6-(dihydrolipoyl)lysine 2.3.1.12 coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine acetyl-CoA biosynthesis (from pyruvate)
GA12 GA12*gibberellin A12*gibberellin A12 332.439 C20 H28 O4 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) RXN1F-143 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
GA12 GA12*gibberellin A12*gibberellin A12 332.439 C20 H28 O4 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA15 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA12 GA12*gibberellin A12*gibberellin A12 332.439 C20 H28 O4 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA12 GA12*gibberellin A12*gibberellin A12 332.439 C20 H28 O4 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
GA12 GA12*gibberellin A12*gibberellin A12 332.439 C20 H28 O4 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O GA12 biosynthesis
D-myo-inositol (1,2) bisphosphate 1D-myo-inositol (1,2) bisphosphate*1D-myo-inositol (1,2) biphosphate*Ins(1,2)P2*D-myo-inositol (1,2) biphosphate*I(1,2)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(O) RXN-7246 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation II
D-myo-inositol (1,2) bisphosphate 1D-myo-inositol (1,2) bisphosphate*1D-myo-inositol (1,2) biphosphate*Ins(1,2)P2*D-myo-inositol (1,2) biphosphate*I(1,2)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(O) RXN-7246 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation I
D-myo-inositol (1,2) bisphosphate 1D-myo-inositol (1,2) bisphosphate*1D-myo-inositol (1,2) biphosphate*Ins(1,2)P2*D-myo-inositol (1,2) biphosphate*I(1,2)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(O) RXN-7251 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-Inositol (1)-monophosphate + phosphate phytate degradation I
D-myo-inositol (1,2) bisphosphate 1D-myo-inositol (1,2) bisphosphate*1D-myo-inositol (1,2) biphosphate*Ins(1,2)P2*D-myo-inositol (1,2) biphosphate*I(1,2)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(O) RXN-7250 D-myo-inositol (1,2,3) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation II
D-myo-inositol (1,2) bisphosphate 1D-myo-inositol (1,2) bisphosphate*1D-myo-inositol (1,2) biphosphate*Ins(1,2)P2*D-myo-inositol (1,2) biphosphate*I(1,2)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(O) RXN-7250 D-myo-inositol (1,2,3) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2) bisphosphate 1D-myo-inositol (1,2) bisphosphate*1D-myo-inositol (1,2) biphosphate*Ins(1,2)P2*D-myo-inositol (1,2) biphosphate*I(1,2)P2 338.101 C6 H12 O12 P2 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(O) RXN-7245 D-myo-inositol (1,2,6) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation I
1,3-diaminopropane Trimethylenediamine*1,3-Propanediamine*Propane-1,3-diamine*1,3-DAP 74.125 C3 H10 N2 C(N)CCN CAS:109-76-2 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 beta-alanine biosynthesis I
1,3-diaminopropane Trimethylenediamine*1,3-Propanediamine*Propane-1,3-diamine*1,3-DAP 74.125 C3 H10 N2 C(N)CCN CAS:109-76-2 1.5.99.6 H2O + an acceptor + spermidine = a reduced acceptor + 4-aminobutanal + 1,3-diaminopropane beta-alanine biosynthesis I
1,3-diaminopropane Trimethylenediamine*1,3-Propanediamine*Propane-1,3-diamine*1,3-DAP 74.125 C3 H10 N2 C(N)CCN CAS:109-76-2 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 beta-alanine biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 1.17.4.- UDP + a reduced glutaredoxin 1 = dUDP + an oxidized glutaredoxin 1 + 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(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.114 2-coumarate + UDP-D-glucose = trans-beta-D-Glucosyl-2-hydroxycinnamate + UDP coumarin biosynthesis (via 2-coumarate)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.182 2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate + UDP-2,3-bis(3-hydroxymyristoyl)glucosamine = lipid A disaccharide + UDP lipid-A-precursor biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = a monogalactosyldiacylgycerol + UDP glycolipid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.241 a monogalactosyldiacylgycerol + UDP-galactose = a digalactosyldiacylglycerol + UDP glycolipid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.237 quercetin + UDP-D-glucose = quercetin 7-O-glucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- quercetin-3-glucoside + UDP-D-glucose = quercetin 3,5-O-diglucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- quercetin + UDP-L-rhamnose = quercetin 3-O-rhamnoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- quercetin 3-O-rhamnoside + UDP-D-glucose = quercetin 3-O-rhamnoside-7-O-glucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- quercetin-3-glucoside + UDP-D-glucose = quercetin 3,7-O-diglucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 kaempferol glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.237 kaempferol + UDP-D-glucose = kaempferol 7-O-glucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- kaempferol-3-rhamnoside + UDP-D-glucose = kaempferol 3-O-rhamnoside-7-O-glucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- kaempferol-3-glucoside + UDP-D-glucose = kaempferol 3,7-O-diglucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- (+)-abscisate + UDP-D-glucose = abscisic acid glucose ester + UDP abscisic acid glucose ester biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 1.17.4.1 UDP + a reduced thioredoxin = dUDP + a thioredoxin disulfide + 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(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.43 (1,4-alpha-D-galacturonosyl)(N) + UDP-D-galacturonate = (1,4-alpha-D-galacturonosyl)(n+1) + UDP homogalacturonan biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.80 a plant ceramide (I) + UDP-D-glucose = a glucosylceramide + UDP sphingolipid biosynthesis (plants)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.195 indolylmethylthiohydroximate + UDP-D-glucose = indolylmethyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from tryptophan
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.195 phenylacetothiohydroximate + UDP-D-glucose = benzyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from phenylalanine
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.195 4-methylthiobutylhydroximate + UDP-D-glucose = 3-methylthiopropyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from homomethionine
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.115 UDP-D-glucose + pelargonidin = UDP + pelargonidin-3-O-beta-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.115 UDP-D-glucose + cyanidin = UDP + cyanidin-3-O-beta-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.111 coniferyl alcohol + UDP-D-glucose = coniferin + UDP coniferin metabolism
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.111 sinapyl-alcohol + UDP-D-glucose = syringin + UDP monolignol glucosides biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- coniferyl aldehyde + UDP-D-glucose = coniferaldehyde glucoside + UDP monolignol glucosides biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- sinapaldehyde + UDP-D-glucose = sinapaldehyde glucoside + UDP monolignol glucosides biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- dihydroconiferyl alcohol + UDP-D-glucose = dihydroconiferyl alcohol glucoside + UDP monolignol glucosides biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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(=O)c1)C2(OC(C(O)C(O)2)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
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.120 sinapate + UDP-D-glucose = 1-O-sinapoyl-beta-D-glucose + UDP sinapate ester biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.203 trans-zeatin + UDP-D-glucose = trans-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.215 cis-zeatin + UDP-D-glucose = cis-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- dihydrozeatin-9-N-glucoside + UDP-D-glucose = dihydrozeatin-9-N-glucoside-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 quercetin glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 kaempferol glucoside biosynthesis (Arabidopsis)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- kinetin + UDP-D-glucose = kinetin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-7-N-dihydrozeatin + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- kinetin + UDP-D-glucose = kinetin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.- trans-zeatin-O-glucoside + UDP-D-glucose = trans-zeatin-O-glucoside-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP sulfolipid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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(=O)c1)C2(OC(C(O)C(O)2)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(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00015*CAS:58-98-0 2.4.1.121 indole-3-acetate + UDP-D-glucose = indole-3-acetyl-beta-1-D-glucose + UDP IAA conjugate biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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(=O)c1)C2(OC(C(O)C(O)2)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
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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(=O)c1)C2(OC(C(O)C(O)2)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(=O)c1)C2(OC(C(O)C(O)2)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
siroheme 916.674 C42 H44 N4 O16 FE1 C(O)(=O)CC8(C7(=Cc1(n2(c(c(CCC(=O)O)c1CC(=O)O)C=c4(n3([Fe]62(N5(C(=Cc3c(CCC(=O)O)c4CC(=O)O)C(CC(=O)O)(C)[CH](CCC(=O)O)C5=CC(=N67)[CH]8CCC(=O)O))))))))(C) LIGAND-CPD:C00748 4.99.1.4 sirohydrochlorin + Fe2+ = siroheme + 2 H+ siroheme 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 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation
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 + diphosphate + 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
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
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
UDP-D-apiose 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)(CO3)CO))) 4.1.1.- UDP-D-glucuronate = UDP-D-apiose + CO2 UDP-D-apiose biosynthesis (from UDP-D-glucuronate)
(+)-abscisate abscisic acid*ABA*abscisate*(+)-ABA*(+)-S-ABA*abscisin II*2-cis-ABA 264.321 C15 H20 O4 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC(=O)O)(C) 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
(+)-abscisate abscisic acid*ABA*abscisate*(+)-ABA*(+)-S-ABA*abscisin II*2-cis-ABA 264.321 C15 H20 O4 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC(=O)O)(C) 2.4.1.- (+)-abscisate + UDP-D-glucose = abscisic acid glucose ester + UDP abscisic acid glucose ester biosynthesis
(+)-abscisate abscisic acid*ABA*abscisate*(+)-ABA*(+)-S-ABA*abscisin II*2-cis-ABA 264.321 C15 H20 O4 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC(=O)O)(C) 1.2.3.14 abscisic aldehyde + H2O + O2 = (+)-abscisate + H2O2 abscisic acid biosynthesis
O-succinylbenzoyl-CoA 2-Succinylbenzoyl-CoA*Succinylbenzoyl-CoA*2-(3'-carboxypropionyl)benzoyl-CoA 971.716 C32 H44 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)c4(c(cccc4)C(=O)CCC(=O)O))))(N) LIGAND-CPD:C03160 4.1.3.36 O-succinylbenzoyl-CoA = coenzyme A + 1,4-dihydroxy-2-naphthoate menaquinone biosynthesis
O-succinylbenzoyl-CoA 2-Succinylbenzoyl-CoA*Succinylbenzoyl-CoA*2-(3'-carboxypropionyl)benzoyl-CoA 971.716 C32 H44 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)c4(c(cccc4)C(=O)CCC(=O)O))))(N) LIGAND-CPD:C03160 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = AMP + diphosphate + O-succinylbenzoyl-CoA menaquinone biosynthesis
9'-cis-neoxanthin 9cNeox*9c-neoxanthin*9'-cis-neoxanthin 600.88 C40 H56 O4 CC(C=C=C1(C(C)(C)CC(O)CC(C)1O))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC23(C(O2)(C)CC(O)CC(C)(C)3) 1.13.11.51 9'-cis-neoxanthin + O2 = xanthoxin + C25-allenic-apo-aldehyde abscisic acid biosynthesis
9'-cis-neoxanthin 9cNeox*9c-neoxanthin*9'-cis-neoxanthin 600.88 C40 H56 O4 CC(C=C=C1(C(C)(C)CC(O)CC(C)1O))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC23(C(O2)(C)CC(O)CC(C)(C)3) RXN-8074 trans-neoxanthin = 9'-cis-neoxanthin abscisic acid biosynthesis
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 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis
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
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 1.1.1.187 NAD(P)H + GDP-4-dehydro-6-deoxy-D-mannose + H+ = NAD(P)+ + GDP-D-rhamnose GDP-D-rhamnose 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
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 GDP-L-fucose biosynthesis I (from GDP-D-mannose)
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 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
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 GDP-D-rhamnose biosynthesis
benzyl-desulfoglucosinolate 329.367 C14 H19 N1 O6 S1 C(O)C1(C(OC(O)C(O)C(O)1)SC(=NO)cc2(ccccc2)) 2.8.2.- benzyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = benzyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from phenylalanine
benzyl-desulfoglucosinolate 329.367 C14 H19 N1 O6 S1 C(O)C1(C(OC(O)C(O)C(O)1)SC(=NO)cc2(ccccc2)) 2.4.1.195 phenylacetothiohydroximate + UDP-D-glucose = benzyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from phenylalanine
hydrogen cyanide cyanide*hydrocyanic acid 27.026 C1 H1 N1 [CH]#N LIGAND-CPD:C01326*CAS:57-12-5 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = 2 H2O + ethene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
tetrahydropteroyltri-L-glutamate 687.665 C29 H37 N9 O11 C(C1(CNc2(c([NH]1)c(=O)[nH]c(N)n2)))Nc3(ccc(cc3)C(=O)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCC=O) LIGAND-CPD:C04144 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine SAM cycle
tetrahydropteroyltri-L-glutamate 687.665 C29 H37 N9 O11 C(C1(CNc2(c([NH]1)c(=O)[nH]c(N)n2)))Nc3(ccc(cc3)C(=O)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCC=O) LIGAND-CPD:C04144 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis
2-ketoisocaproate 2-oxoisocaproate*2-keto-4-methyl-pentanoate*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-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation
2-ketoisocaproate 2-oxoisocaproate*2-keto-4-methyl-pentanoate*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 RXN-7800 2-isopropyl-3-oxosuccinate = 2-ketoisocaproate + CO2 leucine biosynthesis
2-ketoisocaproate 2-oxoisocaproate*2-keto-4-methyl-pentanoate*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 = L-glutamate + 2-ketoisocaproate leucine biosynthesis
2-ketoisocaproate 2-oxoisocaproate*2-keto-4-methyl-pentanoate*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 = L-glutamate + 2-ketoisocaproate leucine degradation
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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides 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 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides I
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 quercetin glucoside biosynthesis (Arabidopsis)
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))) 2.1.1.- quercetin + S-adenosyl-L-methionine = isorhamnetin + S-adenosyl-L-homocysteine 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))) 2.4.1.- quercetin + UDP-L-rhamnose = quercetin 3-O-rhamnoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
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))) 2.4.1.237 quercetin + UDP-D-glucose = quercetin 7-O-glucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
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))) RXN-527 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
a glucosinolate C7 H11 N1 O9 R11 S2 C1(O)(OC(C(CO)C(O)C1O)SC([R1])=NOS(=O)(=O)[O-1]) 3.2.1.147 a glucosinolate + H2O = a thiohydroximate-O-sulfate + alpha-D-glucose glucosinolate breakdown
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)))) 1.3.1.- sitosterol + NADP+ = stigmasterol + NADPH 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
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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 2.7.1.40 ADP + phosphoenolpyruvate = pyruvate + ATP glycolysis II (plant plastids)
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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 2.7.1.40 ADP + phosphoenolpyruvate = pyruvate + ATP glycolysis I (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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 2.7.1.40 ADP + phosphoenolpyruvate = 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glyceraldehyde 3-phosphate 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 2.6.1.19 4-aminobutyrate + pyruvate = succinate semialdehyde + L-alanine glutamate degradation 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 1.2.4.1 enzyme N6-(lipoyl)lysine + pyruvate = enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 acetyl-CoA biosynthesis (from pyruvate)
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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 4.4.1.- S-(indolylmethylthiohydroximoyl)-L-cysteine = indolylmethylthiohydroximate + pyruvate + ammonia glucosinolate biosynthesis from tryptophan
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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 4.4.1.- S-(phenylacetothiohydroximoyl)-L-cysteine = phenylacetothiohydroximate + pyruvate + ammonia glucosinolate biosynthesis from phenylalanine
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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 4.4.1.- S-(4-methylthiobutylhydroximoyl)-L-cysteine = 4-methylthiobutylhydroximate + pyruvate + ammonia glucosinolate biosynthesis from homomethionine
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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate phylloquinone 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate menaquinone 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine 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*UM-BBD-CPD:c0159*LIGAND-CPD:c00022*CAS:127-17-3 4.1.3.27 chorismate + L-glutamine = anthranilate + pyruvate + L-glutamate tryptophan biosynthesis
molybdenum cofactor (sulfide) moco (sulfide) 535.312 C10 H10 N5 O7 P1 S3 MO1 c12(c(c(=O)nc(N)n1)NC4(C(N2)OC(COP(=O)([O-1])[O-1])C3(S[Mo](=O)(=S)SC=34))) 2.8.1.- molybdenum cofactor (dioxyo) + L-cysteine = molybdenum cofactor (sulfide) + L-alanine + H2O molybdenum cofactor biosynthesis
tRNAcys TRNA(CYS) 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + AMP tRNA charging pathway
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.- GDP-L-gulose = GDP-L-galactose 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.- GDP-L-gulose = GDP-L-galactose GDP-L-galactose biosynthesis
5alpha-cholesta-7,24-dien-3beta-ol 5α-cholesta-7,24-dien-3-β-ol*(24R)-cholest-5-ene 3-β,7-α,24-triol 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-3-β-ol*(24R)-cholest-5-ene 3-β,7-α,24-triol 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
2-isopropylmalate 3-hydroxy-4-methyl-3-carboxypentanoate*3-carboxy-3-hydroxy-4-methylpentanoate*3-carboxy-3-hydroxy-isocaproate*α-isopropylmalate*(2S)-2-isopropylmalate 176.169 C7 H12 O5 C(=O)(O)CC(O)(C(=O)O)C(C)C LIGAND-CPD:C02504 4.2.1.33 2-isopropylmalate = 3-isopropylmalate leucine biosynthesis
2-isopropylmalate 3-hydroxy-4-methyl-3-carboxypentanoate*3-carboxy-3-hydroxy-4-methylpentanoate*3-carboxy-3-hydroxy-isocaproate*α-isopropylmalate*(2S)-2-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 = 2-isopropylmalate + coenzyme A leucine 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) CAS:7400-08-0 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ free phenylpropanoid acid 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) 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) CAS:7400-08-0 6.2.1.12 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + AMP 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) CAS:7400-08-0 6.2.1.12 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + 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) CAS:7400-08-0 1.14.13.11 O2 + NADPH + trans-cinnamate = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
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) CAS:7400-08-0 1.14.13.11 O2 + NADPH + trans-cinnamate = H2O + NADP+ + 4-coumarate suberin 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 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 anthranilate + 5-phosphoribosyl 1-pyrophosphate = N-(5'-phosphoribosyl)-anthranilate + diphosphate tryptophan biosynthesis
e- e*electron 0.001 RXN-924 2 NAD(P)+ + 2 H+ + 4 e- = 2 NAD(P)H photosynthesis, light reaction
e- e*electron 0.001 PSII-RXN 2 H2O = 4 H+ + 4 e- + O2 photosynthesis, light reaction
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 + a non methylated acceptor = avenasterol + a methylated acceptor sterol biosynthesis
trans-zeatin riboside monophosphate ZMP*tZRMP 431.341 C15 H22 N5 O8 P1 C1(C(O)C(O)C(O1)COP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4314 trans-zeatin riboside monophosphate + H2O = trans-zeatin riboside + phosphate trans-zeatin biosynthesis
trans-zeatin riboside monophosphate ZMP*tZRMP 431.341 C15 H22 N5 O8 P1 C1(C(O)C(O)C(O1)COP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4308 isopentenyladenosine-5'-monophosphate + NADPH + H2O = trans-zeatin riboside monophosphate + NADP+ trans-zeatin biosynthesis
trans-zeatin riboside monophosphate ZMP*tZRMP 431.341 C15 H22 N5 O8 P1 C1(C(O)C(O)C(O1)COP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4312 trans-zeatin riboside diphosphate + H2O = trans-zeatin riboside monophosphate + phosphate trans-zeatin 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 1.3.99.12 isobutyryl-CoA + FAD = methylacrylyl-CoA + FADH2 valine 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 1.3.99.12 S-2-methyl-butyryl-CoA + FAD = tiglyl-CoA + FADH2 isoleucine 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 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine 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 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 GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 tryptophan 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 1.5.99.12 trans-zeatin riboside + H2O + FAD = adenosine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins 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 1.5.99.12 cis-zeatin + H2O + FAD = 3-methyl-4-cis-hydroxy-2-butenal + adenine + FADH2 cytokinins 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 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins 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 1.5.99.12 isopentenyl adenosine + H2O + FAD = adenosine + 3-methyl-2-butenal + FADH2 cytokinins 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 1.5.99.12 isopentenyladenine + FAD + H2O = 3-methyl-2-butenal + adenine + FADH2 cytokinins 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 1.1.99.5 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol 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 1.3.99.3 FAD + propionyl-CoA = FADH2 + acrylyl-CoA beta-alanine biosynthesis 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 2.7.7.2 FMN + ATP = FAD + diphosphate riboflavin and FMN and FAD biosynthesis
trans-zeatin riboside triphosphate ZTP*zeatin triphosphate*tZRTP 591.301 C15 H24 N5 O14 P3 C1(C(O)C(O)C(O1)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4310 trans-zeatin riboside triphosphate + H2O = trans-zeatin riboside diphosphate + phosphate trans-zeatin biosynthesis
trans-zeatin riboside triphosphate ZTP*zeatin triphosphate*tZRTP 591.301 C15 H24 N5 O14 P3 C1(C(O)C(O)C(O1)COP(=O)(O)OP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4304 isopentenyladenosine-5'-triphosphate + NADPH + H2O = trans-zeatin riboside triphosphate + NADP+ trans-zeatin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O camalexin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O glucosinolate biosynthesis from tryptophan
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA biosynthesis 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 vitamin E biosynthesis
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 plastoquinone biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.6 an acyl-CoA + O2 = a trans-2-enoyl-CoA + H2O2 fatty acid beta-oxidation I (saturated)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.12 linoleate + O2 = 13(S)-hydroperoxyoctadeca-9,11-dienoate 13-LOX and 13-HPL pathway
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 1.14.13.11 O2 + NADPH + trans-cinnamate = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.11 O2 + NADPH + trans-cinnamate = H2O + NADP+ + 4-coumarate suberin biosynthesis
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 1.8.3.1 O2 + H2O + sulfite = H2O2 + sulfate sulfite oxidation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.99.30 O2 + a reduced acceptor + neurosporene = 2 H2O + an acceptor + trans-lycopene carotenoid biosynthesis
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+ free phenylpropanoid acid 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 (from aspartate)
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 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O ferulate and sinapate biosynthesis
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 1.13.11.12 (9,12,15)-linolenate + O2 = 13(S)-hydroperoxylinolenate 13-LOX and 13-HPL pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.12 (9,12,15)-linolenate + O2 = 13(S)-hydroperoxylinolenate jasmonic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation
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 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O cutin 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+ free phenylpropanoid acid 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 1.4.3.5 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 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
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 RXN-1405 tryptamine + O2 + NADPH = N-hydroxyl-tryptamine + H2O + NADP+ IAA biosynthesis I
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 IAA biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.4.3.10 O2 + H2O + putrescine = ammonia + H2O2 + 4-aminobutanal arginine degradation I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-1441 indole-3-acetaldoxime + NADPH + O2 + L-cysteine = S-(indolylmethylthiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from tryptophan
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-2207 4-methylthiobutanaldoxime + NADPH + O2 + L-cysteine = S-(4-methylthiobutylhydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from homomethionine
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- homomethionine + NADPH + O2 = 4-methylthiobutanaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from homomethionine
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-1064 18-hydroxyoleate + NADPH + O2 = 9,10-epoxy-18-hydroxystearate + NADP+ + H2O cutin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-1062 16-hydroxypalmitate + NADPH + O2 = 10,16-dihydroxypalmitate + NADP+ + H2O cutin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- palmitate + NADPH + O2 = 16-hydroxypalmitate + NADP+ + H2O cutin biosynthesis
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
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
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
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-4241 6-deoxotyphasterol + O2 = typhasterol + H2O brassinosteroid biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-778 6-deoxocastasterone + O2 = 6alpha-hydroxy-castasterone + H2O brassinosteroid biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-777 6-deoxotyphasterol + O2 = 6-deoxocastasterone + H2O brassinosteroid biosynthesis I
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.-.- 6-deoxocathasterone + O2 = 6-deoxoteasterone + H2O brassinosteroid biosynthesis I
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 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 1.14.11.9 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 1.14.11.- leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
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 1.13.11.- a 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 RXN-4465 a omega-hydroxy fatty acid + O2 = a omega-oxo fatty acid + H2O2 fatty acid omega-oxidation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-4444 a fatty alcohol + O2 = a fatty aldehyde + H2O2 fatty acid omega-oxidation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN-4603 phenylacetaldoxime + NADPH + O2 + L-cysteine = S-(phenylacetothiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from phenylalanine
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- L-phenylalanine + NADPH + O2 = phenylacetaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from phenylalanine
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 beta-alanine biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 beta-alanine biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA4 + alpha-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
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.- 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.- 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 1.14.11.- 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 1.14.11.12 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 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 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O GA12 biosynthesis
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 GA12 biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 RXN1F-93 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 RXN-527 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 1.13.11.54 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway
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 1.14.13.72 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 1.14.13.72 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 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 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-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 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 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol GA12 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 IX = 3 H2O + protoporphyrin IX heme 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 IX = 3 H2O + protoporphyrin IX chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.-.- typhasterol + O2 + a reduced acceptor = castasterone + H2O + an acceptor brassinosteroid biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.-.- cathasterone + O2 + a reduced acceptor = teasterone + H2O + an acceptor brassinosteroid biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.-.- campestanol + O2 + a reduced acceptor = (6alpha)-hydroxycampestanol + H2O + an acceptor brassinosteroid biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.99.1 O2 + myo-inositol -> H2O + glucuronate inositol oxidation pathway
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+ GA12 biosynthesis
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 GA12 biosynthesis
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 GA12 biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA15 + 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.- GA15 + O2 + alpha-ketoglutarate = GA24 + H2O + 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.- GA24 + alpha-ketoglutarate + O2 = GA9 + succinate + 2 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 = GA25 + 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.- 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 + 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.- 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 1.14.11.- GA53 + alpha-ketoglutarate + O2 = 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.- GA19 + alpha-ketoglutarate + O2 = GA20 + succinate + 2 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 + alpha-ketoglutarate + O2 = 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.- GA44 + alpha-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA53 + alpha-ketoglutarate + O2 = GA97 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA34 + alpha-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA51 + alpha-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA51 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA29 + alpha-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA8 + alpha-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.11.- GA20 + alpha-ketoglutarate + O2 = GA29 + succinate + CO2 gibberellin inactivation
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 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 1.14.11.22 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 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 1.14.13.21 apigenin + NADPH + O2 = luteolin + NADP+ + H2O luteolin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 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 1.7.3.3 urate + O2 = allantoin + CO2 + H2O2 purine degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 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.-.-.- pheophorbide a + 2 O2 = RCC + 2 H2O chlorophyll a degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.21.6 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 1.14.13.70 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 1.14.11.9 eriodictyol + O2 + alpha-ketoglutarate = dihydroquercetin + CO2 + succinate leucopelargonidin and leucocyanidin biosynthesis
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 phenylpropanoid 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 phenylpropanoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O flavonol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O leucopelargonidin and leucocyanidin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.19.2 a stearoyl-ACP + a reduced ferredoxin + O2 = an oleoyl-ACP + an oxidized ferredoxin + 2 H2O acyl-ACP desaturation pathway
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
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 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.2.3.7 2 indole acetaldehyde + O2 + 2 H2O = 2 indole-3-acetate + H2O2 IAA biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ brassinosteroid biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- 6-oxocampestanol + O2 + NADPH = cathasterone + H2O + NADP+ brassinosteroid biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- campest-4-en-3-one + O2 + NADPH = (22alpha)-hydroxy-campest-4-en-3-one + H2O + NADP+ brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- (5alpha)-campestan-3-one + O2 + NADPH = (22alpha)-hydroxy-5alpha-campestan-3-one + H2O + NADP+ brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.- campesterol + O2 + NADPH = (22alpha)-hydroxy-campesterol + H2O + NADP+ brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.13.11.51 9'-cis-neoxanthin + O2 = xanthoxin + C25-allenic-apo-aldehyde abscisic acid biosynthesis
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 1.14.11.13 GA1 + alpha-ketoglutarate + O2 = GA8 + succinate + CO2 gibberellin inactivation
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 xanthophyll 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 xanthophyll cycle
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 1.14.99.- zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.99.- 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 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid 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 1.2.3.14 abscisic aldehyde + H2O + O2 = (+)-abscisate + H2O2 abscisic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.14.13.14 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 2-coumarate coumarin biosynthesis (via 2-coumarate)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 1.10.3.1 2 cis-caffeate + O2 = 2 3-(2-propenoic acid)-o-benzoquinone + 2 H2O esculetin biosynthesis
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 LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + O2 riboflavin and FMN and FAD biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007*CAS:7782-44-7 PSII-RXN 2 H2O = 4 H+ + 4 e- + O2 photosynthesis, light reaction
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)C(O)C(O)C(O)C(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)C(O)C(O)C(O)C(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)C(O)C(O)C(O)C(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)C(O)C(O)C(O)C(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
cyanidin-3-O-beta-D-glucoside cyanidin-3-O-glucoside 449.39 C21 H21 O11 C1(OC(CO)C(O)C(O)C(O)1)OC3(C(c2(ccc(O)c(O)c2))=Oc4(c(C=3)c(O)cc(O)c4)) 2.4.1.115 UDP-D-glucose + cyanidin = UDP + cyanidin-3-O-beta-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
tRNApro TRNA(PRO) 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + AMP tRNA charging pathway
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*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-1] LIGAND-CPD:C00288*CAS:71-52-3*CAS:144-55-8 6.4.1.2 HCO3- + H+ + acetyl-CoA + ATP = malonyl-CoA + phosphate + ADP fatty acid biosynthesis - initial steps
HCO3- HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-1] LIGAND-CPD:C00288*CAS:71-52-3*CAS:144-55-8 4.3.99.1 HCO3- + cyanate = carbamate + CO2 cyanate degradation
HCO3- HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-1] LIGAND-CPD:C00288*CAS:71-52-3*CAS:144-55-8 6.4.1.3 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA isoleucine degradation
HCO3- HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-1] LIGAND-CPD:C00288*CAS:71-52-3*CAS:144-55-8 6.4.1.3 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA valine degradation
HCO3- HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C(=O)(O)[O-1] LIGAND-CPD:C00288*CAS:71-52-3*CAS:144-55-8 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + 3-methylglutaconyl-CoA + ADP leucine degradation
S2- 32.06 S1 [S-2] 2.8.1.- cyclic pyranopterin monophosphate + 2 S2- = molybdopterin + 2 H2O molybdenum cofactor biosynthesis
GA17 GA17*gibberellin A17*gibberellin A17 378.421 C20 H26 O7 CC1(C(O)=O)([CH]2(C(C(O)=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.- GA19 + alpha-ketoglutarate + O2 = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
kinetin 215.214 C10 H9 N5 O1 c2(ncnc1(c(NC=N1)2))(NCc3(occc3)) 2.4.1.- kinetin + UDP-D-glucose = kinetin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
kinetin 215.214 C10 H9 N5 O1 c2(ncnc1(c(NC=N1)2))(NCc3(occc3)) 2.4.1.- kinetin + UDP-D-glucose = kinetin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
sinapoyl-(S)-malate 340.286 C15 H16 O9 C(=O)(O)C=Cc1(cc(OC)c(c(c1)OC)OC(=O)C(O)CC(O)=O) PUBCHEM:439836 2.3.1.92 1-O-sinapoyl-beta-D-glucose + malate = sinapoyl-(S)-malate + beta-D-glucose sinapate ester biosynthesis
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
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
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
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
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 threonine degradation
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 1.14.11.22 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 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 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
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)(=O)[CH](N)CCO CAS:672-15-1*LIGAND-CPD:C00263 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 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine 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 1.1.1.3 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ homoserine biosynthesis
tRNAthr TRNA(THR) 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + AMP tRNA charging pathway
oxidized glutaredoxin Grx*B0849*GrxA*glutaredoxin oxidized*protein-disulfide reductase (glutathione)*glutathione:protein-disulfide oxidoreductase RXN0-747 ADP + reduced glutaredoxin = dADP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides I
oxidized glutaredoxin Grx*B0849*GrxA*glutaredoxin oxidized*protein-disulfide reductase (glutathione)*glutathione:protein-disulfide oxidoreductase RXN0-748 GDP + reduced glutaredoxin = dGDP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides 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:C00542*CAS:56-88-2 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
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:C00542*CAS:56-88-2 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis
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:C00542*CAS:56-88-2 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
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:C00542*CAS:56-88-2 RXN-721 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
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:C00542*CAS:56-88-2 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis
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:C00542*CAS:56-88-2 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
kaempferol 3-O-rhamnoside-7-O-glucoside 594.525 C27 H30 O15 C1(C(O)C(O)C(O)C(O1)C)Oc4(c(c2(ccc(O)cc2))oc3(cc(cc(O)c3c(=O)4)OC5(OC(CO)C(O)C(O)C(O)5))) 2.4.1.- kaempferol-3-rhamnoside + UDP-D-glucose = kaempferol 3-O-rhamnoside-7-O-glucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
adenosine-3',5'-bisphosphate 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))) LIGAND-CPD:C00054*CAS:1053-73-2 2.8.2.- indolylmethyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = indolylmethyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from tryptophan
adenosine-3',5'-bisphosphate 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))) LIGAND-CPD:C00054*CAS:1053-73-2 2.8.2.- 3-methylthiopropyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = 3-methylthiopropyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from homomethionine
adenosine-3',5'-bisphosphate 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))) LIGAND-CPD:C00054*CAS:1053-73-2 2.8.2.- benzyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = benzyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from phenylalanine
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 + diphosphate + 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
3,4,6-trihydroxy-cis-cinnamate 3,4,6-trihydroxy-cis-cinnamic acid 196.159 C9 H8 O5 C(O)(=O)C=Cc1(c(O)cc(O)c(c1)O) RXN-8335 3,4,6-trihydroxy-cis-cinnamate = esculetin + H2O esculetin biosynthesis
3,4,6-trihydroxy-cis-cinnamate 3,4,6-trihydroxy-cis-cinnamic acid 196.159 C9 H8 O5 C(O)(=O)C=Cc1(c(O)cc(O)c(c1)O) 5.3.-.- 3-(2-propenoic acid)-4,6-hydroxy cyclohexa-2,5-dienone = 3,4,6-trihydroxy-cis-cinnamate esculetin 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 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine 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 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A arginine 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 2.3.1.1 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 2.3.1.9 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 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 tryptophan 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 2.3.3.- 2-oxo-4-methylthiobutanoate + acetyl-CoA + H2O = 2-(2'-methylthio)ethylmalic-acid + coenzyme A homomethionine 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 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.- acetyl-CoA + malonyl-ACP = an 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 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A carbon monoxide dehydrogenase 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 2.3.1.157-RXN D-glucosamine 1-phosphate + acetyl-CoA = N-acetyl-glucosamine-1-phosphate + coenzyme A UDP-N-acetyl-D-glucosamine 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 2.3.1.84 benzyl alcohol + acetyl-CoA = benzylacetate + coenzyme A volatile benzenoid ester 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 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
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 coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine acetyl-CoA biosynthesis (from pyruvate)
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 glyoxylate 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 2.3.3.10 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 -- aerobic respiration
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 glyoxylate 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 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 2-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 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
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 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
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 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation I (saturated)
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 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 ACETYLSYNCLTH-RXN CO + [Co-E-CH3] + coenzyme A = acetyl-CoA + [Co-E] carbon monoxide dehydrogenase 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 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine 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-methylacetoacetyl-CoA + coenzyme A = propionyl-CoA + acetyl-CoA isoleucine degradation
3-phospho-hydroxypyruvate 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
3-phospho-hydroxypyruvate 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
N-hydroxyl-tryptamine 176.218 C10 H12 N2 O1 c1(c(CCNO)c2(c([nH]1)cccc2)) RXN-1406 N-hydroxyl-tryptamine = indole-3-acetaldoxime IAA biosynthesis I
N-hydroxyl-tryptamine 176.218 C10 H12 N2 O1 c1(c(CCNO)c2(c([nH]1)cccc2)) RXN-1405 tryptamine + O2 + NADPH = N-hydroxyl-tryptamine + H2O + NADP+ IAA biosynthesis I
UDP-D-galacturonate UDP-galacturonate 580.289 C15 H22 N2 O18 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)C(O)=O))) 2.4.1.43 (1,4-alpha-D-galacturonosyl)(N) + UDP-D-galacturonate = (1,4-alpha-D-galacturonosyl)(n+1) + UDP homogalacturonan biosynthesis
UDP-D-galacturonate UDP-galacturonate 580.289 C15 H22 N2 O18 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)C(O)=O))) RXN-3 alpha-D-galacturonate 1-phosphate + UTP = UDP-D-galacturonate + diphosphate UDP-D-galacturonate biosynthesis II (from D-galacturonate)
UDP-D-galacturonate UDP-galacturonate 580.289 C15 H22 N2 O18 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)C(O)=O))) 5.1.3.6 UDP-D-glucuronate = UDP-D-galacturonate homogalacturonan biosynthesis
UDP-D-galacturonate UDP-galacturonate 580.289 C15 H22 N2 O18 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)C(O)=O))) 5.1.3.6 UDP-D-glucuronate = UDP-D-galacturonate UDP-D-galacturonate biosynthesis I (from UDP-D-glucuronate)
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
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
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
3-dehydroteasterone dehydroteasterone 446.669 C28 H46 O4 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(=O)CC4)(C)))) RXN-718 3-dehydroteasterone = typhasterol brassinosteroid biosynthesis I
3-dehydroteasterone dehydroteasterone 446.669 C28 H46 O4 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(=O)CC4)(C)))) RXN-717 teasterone = 3-dehydroteasterone brassinosteroid biosynthesis I
indolylmethyl-glucosinolate 3-indolymethyl-glucosinolate*glucobrassicin 448.462 C16 H20 N2 O9 S2 C(SC1(C(CO)C(O)C(O)C(O)O1))(=NOS(O)(=O)=O)Cc2(c[nH]c3(ccccc23)) RXN-2162 indolylmethyl-glucosinolate = 4-hydroxy-3-indolylmethyl-glucosinolate glucosinolate biosynthesis from tryptophan
indolylmethyl-glucosinolate 3-indolymethyl-glucosinolate*glucobrassicin 448.462 C16 H20 N2 O9 S2 C(SC1(C(CO)C(O)C(O)C(O)O1))(=NOS(O)(=O)=O)Cc2(c[nH]c3(ccccc23)) RXN-2161 indolylmethyl-glucosinolate = 1-methoxy-3-indolylmethyl-glucosinolate glucosinolate biosynthesis from tryptophan
indolylmethyl-glucosinolate 3-indolymethyl-glucosinolate*glucobrassicin 448.462 C16 H20 N2 O9 S2 C(SC1(C(CO)C(O)C(O)C(O)O1))(=NOS(O)(=O)=O)Cc2(c[nH]c3(ccccc23)) RXN-1444 indolylmethyl-glucosinolate + H2O = indolylmethyl glucosinolate aglycone + beta-D-glucose glucosinolate biosynthesis from tryptophan
indolylmethyl-glucosinolate 3-indolymethyl-glucosinolate*glucobrassicin 448.462 C16 H20 N2 O9 S2 C(SC1(C(CO)C(O)C(O)C(O)O1))(=NOS(O)(=O)=O)Cc2(c[nH]c3(ccccc23)) 2.8.2.- indolylmethyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = indolylmethyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from tryptophan
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + 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=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) 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=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) 5.3.99.9 violaxanthin = trans-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=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + 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=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC34(C(C)(O3)CC(O)CC(C)(C)4) 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O carotenoid biosynthesis
(-)-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-L-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
alpha-D-galacturonate 1-phosphate 1-phospho-α-D-galacturonate*D-galacturonate-1-P*galacturonate-1-phosphate*galacturonate-1-P*D-galacturonate 1-phosphate 274.121 C6 H11 O10 P1 C1(C(O)C(O)C(O)C(O1)C(=O)O)(OP(O)(=O)O) RXN-3 alpha-D-galacturonate 1-phosphate + UTP = UDP-D-galacturonate + diphosphate UDP-D-galacturonate biosynthesis II (from D-galacturonate)
alpha-D-galacturonate 1-phosphate 1-phospho-α-D-galacturonate*D-galacturonate-1-P*galacturonate-1-phosphate*galacturonate-1-P*D-galacturonate 1-phosphate 274.121 C6 H11 O10 P1 C1(C(O)C(O)C(O)C(O1)C(=O)O)(OP(O)(=O)O) 2.7.1.44 galacturonate + ATP = alpha-D-galacturonate 1-phosphate + ADP UDP-D-galacturonate biosynthesis II (from D-galacturonate)
2-keto-3-methyl-valerate α-keto-methylvalerate*(3S)-3-Methyl-2-oxopentanoate*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
2-keto-3-methyl-valerate α-keto-methylvalerate*(3S)-3-Methyl-2-oxopentanoate*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 = L-glutamate + 2-keto-3-methyl-valerate isoleucine biosynthesis
2-keto-3-methyl-valerate α-keto-methylvalerate*(3S)-3-Methyl-2-oxopentanoate*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 = L-glutamate + 2-keto-3-methyl-valerate isoleucine degradation
2-keto-3-methyl-valerate α-keto-methylvalerate*(3S)-3-Methyl-2-oxopentanoate*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
an oxidized glutaredoxin 1 1.17.4.- CDP + a reduced glutaredoxin 1 = dCDP + an oxidized glutaredoxin 1 + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
an oxidized glutaredoxin 1 1.17.4.- UDP + a reduced glutaredoxin 1 = dUDP + an oxidized glutaredoxin 1 + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
an L-1-phosphatidyl-ethanolamine glycerophosphoethanolamine*a phosphatidylethenolamine*O-(1-β-acyl-2-acyl-sn-glycero-3-phospho)-ethanolamine*PtdEtn*a 1-phosphatidylethanolamine*an L-1-phosphotidylethanolamine C7 H12 N1 O8 R11 R21 P1 C(C(OC([R2])=O)COC(=O)[R1])OP(=O)(O)OCCN LIGAND-CPD:C00350 2.7.8.- an L-1-phosphatidyl-ethanolamine + L-serine = an L-1-phosphatidylserine + ethanolamine phospholipid biosynthesis
an L-1-phosphatidyl-ethanolamine glycerophosphoethanolamine*a phosphatidylethenolamine*O-(1-β-acyl-2-acyl-sn-glycero-3-phospho)-ethanolamine*PtdEtn*a 1-phosphatidylethanolamine*an L-1-phosphotidylethanolamine C7 H12 N1 O8 R11 R21 P1 C(C(OC([R2])=O)COC(=O)[R1])OP(=O)(O)OCCN LIGAND-CPD:C00350 2.7.8.1 a 1,2-diacylglycerol + CDP-ethanolamine = an L-1-phosphatidyl-ethanolamine + CMP phospholipid biosynthesis
an L-1-phosphatidyl-ethanolamine glycerophosphoethanolamine*a phosphatidylethenolamine*O-(1-β-acyl-2-acyl-sn-glycero-3-phospho)-ethanolamine*PtdEtn*a 1-phosphatidylethanolamine*an L-1-phosphotidylethanolamine C7 H12 N1 O8 R11 R21 P1 C(C(OC([R2])=O)COC(=O)[R1])OP(=O)(O)OCCN LIGAND-CPD:C00350 4.1.1.65 an L-1-phosphatidylserine = an L-1-phosphatidyl-ethanolamine + CO2 phospholipid biosynthesis
L-methionyl-tRNAmet L-METHIONYL-TRNA*L-METHIONYL-TRNA(MET) 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + AMP tRNA charging pathway
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 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
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 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
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 3.2.2.1 nicotinamide riboside + H2O = nicotinamide + D-ribose pyridine nucleotide cycling (plants)
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*(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate 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*(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate 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
tRNAile TRNA(ILE) 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + AMP tRNA charging 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 1.1.1.29 NADH + hydroxypyruvate = NAD+ + glycerate 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 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
CMP-3-deoxy-D-manno-octulosonate CMP-2-dehydro-3-deoxy-D-octonate*CMP-KDO 543.377 C17 H26 N3 O15 P1 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)COP(=O)(O)OCC1(OC(C(O)C(O)1)n2(c(=O)nc(N)cc2)) 2.-.-.- lipid IVA + CMP-3-deoxy-D-manno-octulosonate = (KDO)-lipid IVA + CMP KDO transfer to lipid IVA
CMP-3-deoxy-D-manno-octulosonate CMP-2-dehydro-3-deoxy-D-octonate*CMP-KDO 543.377 C17 H26 N3 O15 P1 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)COP(=O)(O)OCC1(OC(C(O)C(O)1)n2(c(=O)nc(N)cc2)) 2.-.-.- (KDO)-lipid IVA + CMP-3-deoxy-D-manno-octulosonate = KDO2-lipid IVA + CMP KDO transfer to lipid IVA
CMP-3-deoxy-D-manno-octulosonate CMP-2-dehydro-3-deoxy-D-octonate*CMP-KDO 543.377 C17 H26 N3 O15 P1 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)COP(=O)(O)OCC1(OC(C(O)C(O)1)n2(c(=O)nc(N)cc2)) 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
CMP-3-deoxy-D-manno-octulosonate CMP-2-dehydro-3-deoxy-D-octonate*CMP-KDO 543.377 C17 H26 N3 O15 P1 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)COP(=O)(O)OCC1(OC(C(O)C(O)1)n2(c(=O)nc(N)cc2)) 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
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
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
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
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 + sn-glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis
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 + sn-glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP cardiolipin biosynthesis
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
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 RXN-8141 a CDP-diacylglycerol + an L-1-phosphatidyl-glycerol = cardiolipin + CMP cardiolipin biosynthesis
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 + diphosphate phospholipid biosynthesis
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 + diphosphate cardiolipin biosynthesis
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
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
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 (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 + diphosphate + nicotinate nucleotide NAD biosynthesis (from aspartate)
acyl carrier protein [acyl-carrier protein]*B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP LIGAND-CPD:C00229*SWISSMODEL:P02901*MODBASE:P02901*UNIPROT:P02901*ECOCYC:LIPOYL-ACP 2.3.1.39 acyl carrier protein + malonyl-CoA = malonyl-ACP + coenzyme A fatty acid biosynthesis - initial steps
acyl carrier protein [acyl-carrier protein]*B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP LIGAND-CPD:C00229*SWISSMODEL:P02901*MODBASE:P02901*UNIPROT:P02901*ECOCYC:LIPOYL-ACP 2.3.1.129 (R)-3-hydroxymyristoyl-ACP + UDP-N-acetyl-D-glucosamine = UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine + acyl carrier protein lipid-A-precursor biosynthesis
acyl carrier protein [acyl-carrier protein]*B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP LIGAND-CPD:C00229*SWISSMODEL:P02901*MODBASE:P02901*UNIPROT:P02901*ECOCYC:LIPOYL-ACP 3.1.2.14 an acyl-ACP + H2O = a fatty acid + acyl carrier protein acyl-ACP thioesterase pathway
acyl carrier protein [acyl-carrier protein]*B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP LIGAND-CPD:C00229*SWISSMODEL:P02901*MODBASE:P02901*UNIPROT:P02901*ECOCYC:LIPOYL-ACP 2.3.1.41 an acyl-ACP + malonyl-ACP = acyl carrier protein + a beta-ketoacyl-ACP + CO2 fatty acid elongation -- saturated
acyl carrier protein [acyl-carrier protein]*B1094*AcpP*holo-[acyl-carrier protein]*ACP-SH*ACP LIGAND-CPD:C00229*SWISSMODEL:P02901*MODBASE:P02901*UNIPROT:P02901*ECOCYC:LIPOYL-ACP 2.3.1.- UDP-3-O-(3-hydroxymyristoyl)glucosamine + (R)-3-hydroxymyristoyl-ACP = UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + acyl carrier protein lipid-A-precursor biosynthesis
malonyl-ACP B1094*AcpP*malonyl-[acyl-carrier protein]*malonyl-S-ACP*malonyl-acyl-carrier-protein C3 H2 O3 ACP1 S1 LIGAND-CPD:C01209*SWISSMODEL:P02901*MODBASE:P02901*UNIPROT:P02901 2.3.1.- acetyl-CoA + malonyl-ACP = an 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 H2 O3 ACP1 S1 LIGAND-CPD:C01209*SWISSMODEL:P02901*MODBASE:P02901*UNIPROT:P02901 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 H2 O3 ACP1 S1 LIGAND-CPD:C01209*SWISSMODEL:P02901*MODBASE:P02901*UNIPROT:P02901 2.3.1.39 acyl carrier protein + malonyl-CoA = malonyl-ACP + coenzyme A fatty acid biosynthesis - initial steps
sulfoquinovosyldiacylglycerol SQDG C11 H16 O12 R11 R21 S1 C1(OC(CS(=O)(=O)O)C(O)C(O)C(O)1)OCC(OC([R2])=O)COC([R1])=O PUBCHEM:448048 RXN-1224 UDP-sulfoquinovose + a 1,2-diacylglycerol = sulfoquinovosyldiacylglycerol + UDP sulfolipid biosynthesis
16:0-18:1-PC 1-16:0-2-18:1-phosphatidylcholine*1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine 761.093 C42 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5282288 1.14.99.- 16:0-18:1-PC = 16:0-18:2-PC phospholipid desaturation
an oxidized ferredoxin oxidized ferredoxin LIGAND-CPD:C00139 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction (assimilatory)
an oxidized ferredoxin oxidized ferredoxin LIGAND-CPD:C00139 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle
an oxidized ferredoxin oxidized ferredoxin LIGAND-CPD:C00139 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate biosynthesis I
an oxidized ferredoxin oxidized ferredoxin LIGAND-CPD:C00139 1.7.7.- nitrite + 6 a reduced ferredoxin = ammonia + H2O + 6 an oxidized ferredoxin nitrate assimilation pathway
an oxidized ferredoxin oxidized ferredoxin LIGAND-CPD:C00139 1.14.19.2 a stearoyl-ACP + a reduced ferredoxin + O2 = an oleoyl-ACP + an oxidized ferredoxin + 2 H2O acyl-ACP desaturation pathway
(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 = oligosaccharide-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 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine 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 4.2.1.18 H2O + 3-methylglutaconyl-CoA = 3-hydroxy-3-methyl-glutaryl-CoA leucine 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 2.3.3.10 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 1.1.1.34 2 NADPH + 3-hydroxy-3-methyl-glutaryl-CoA = 2 NADP+ + coenzyme A + (R)-mevalonate mevalonate pathway
typhasterol 448.685 C28 H48 O4 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)CC4)(C)))) 1.14.-.- typhasterol + O2 + a reduced acceptor = castasterone + H2O + an acceptor brassinosteroid biosynthesis I
typhasterol 448.685 C28 H48 O4 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)CC4)(C)))) RXN-718 3-dehydroteasterone = typhasterol brassinosteroid biosynthesis I
typhasterol 448.685 C28 H48 O4 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)CC4)(C)))) RXN-4241 6-deoxotyphasterol + O2 = typhasterol + H2O brassinosteroid biosynthesis I
2,3-dimethyl-6-phytyl-1,4-benzoquinone 416.686 C28 H48 O2 CC(CCCC(C)C)CCCC(C)CCCC(C)=CCc1(c(O)c(C)c(C)c(c1)O) RXN-2543 2,3-dimethyl-6-phytyl-1,4-benzoquinone = gamma-tocopherol vitamin E biosynthesis
2,3-dimethyl-6-phytyl-1,4-benzoquinone 416.686 C28 H48 O2 CC(CCCC(C)C)CCCC(C)CCCC(C)=CCc1(c(O)c(C)c(C)c(c1)O) 2.1.1.- 2-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
GA97 gibberellin A97*gibberellin A97*GA97 364.438 C20 H28 O6 CC1([CH]4(C(CC(O)C1)(C)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA53 + alpha-ketoglutarate + O2 = GA97 + succinate + CO2 gibberellin inactivation
(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
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 + diphosphate + AMP beta-alanine biosynthesis II
9,10,18-trihydroxystearate 332.479 C18 H36 O5 C(O)(=O)CCCCCCCC(O)C(O)CCCCCCCCO RXN-1065 9,10-epoxy-18-hydroxystearate + H2O = 9,10,18-trihydroxystearate cutin biosynthesis
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(OC(CO)(O)C(O)C(O)1) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(OC(CO)(O)C(O)C(O)1) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation I
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(OC(CO)(O)C(O)C(O)1) 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(OC(CO)(O)C(O)C(O)1) 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(OC(CO)(O)C(O)C(O)1) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose degradation
fructose laevosan*levugen*laevoral*fructosteril*levulose*fru*fru-ring*D-fructose-ring*D-fructose 180.157 C6 H12 O6 C(O)C1(OC(CO)(O)C(O)C(O)1) 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(OC(CO)(O)C(O)C(O)1) CAS:57-48-7*LIGAND-CPD:C00095*CAS:30237-26-4 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation
campest-5-en-3-one 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)))) 5.3.3.1 campest-5-en-3-one = campest-4-en-3-one brassinosteroid biosynthesis III
campest-5-en-3-one 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 campesterol + NAD+ = campest-5-en-3-one + NADH brassinosteroid biosynthesis III
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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.95 gamma-tocopherol + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + alpha-tocopherol vitamin E 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline 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+1](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-L-homocysteine + feruloyl-CoA 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+1](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-L-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+1](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
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+1](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 polyamine 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+1](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+1](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+1](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 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine 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+1](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-L-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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.95 delta-tocopherol + S-adenosyl-L-methionine = beta-tocopherol + S-adenosyl-L-homocysteine vitamin E 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+1](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-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E 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+1](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-L-homocysteine + sinapaldehyde 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+1](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-L-homocysteine + sinapaldehyde ferulate and sinapate 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.107 uroporphyrinogen-III + 2 S-adenosyl-L-methionine = 2 S-adenosyl-L-homocysteine + precorrin-2 siroheme 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 ADOMET-DMK-METHYLTRANSFER-RXN demethylmenaquinone-8 + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + menaquinone-8 menaquinone 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+1](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-L-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+1](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-L-homocysteine + ferulate free phenylpropanoid 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+1](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-L-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+1](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-methyl-6-solanyl-1,4-benzoquinone + S-adenosyl-L-methionine = plastoquinone-9 + S-adenosyl-L-homocysteine plastoquinone 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+1](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-L-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+1](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-L-homocysteine free phenylpropanoid 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+1](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+1](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
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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.103 N-dimethylethanolamine phosphate + S-adenosyl-L-methionine = phosphoryl-choline + S-adenosyl-L-homocysteine choline 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.103 N-methylethanolamine phosphate + S-adenosyl-L-methionine = N-dimethylethanolamine phosphate + S-adenosyl-L-homocysteine choline 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.79 oleate + S-adenosyl-L-methionine = dihydrosterculate + S-adenosyl-L-homocysteine cyclopropane and cyclopropene fatty 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+1](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-L-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+1](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.- N-dimethylethanolamine + S-adenosyl-L-methionine = choline + S-adenosyl-L-homocysteine choline 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+1](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.- N-monomethylethanolamine + S-adenosyl-L-methionine = N-dimethylethanolamine + S-adenosyl-L-homocysteine choline 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+1](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.- ethanolamine + S-adenosyl-L-methionine = N-monomethylethanolamine + S-adenosyl-L-homocysteine choline 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 RXN-7569 demethylphylloquinone + S-adenosyl-L-methionine = phylloquinone + S-adenosyl-L-homocysteine phylloquinone 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 RXN-6723 salicylate + S-adenosyl-L-methionine = methylsalicylate + S-adenosyl-L-homocysteine volatile benzenoid ester 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 RXN-6722 benzoate + S-adenosyl-L-methionine = methylbenzoate + S-adenosyl-L-homocysteine volatile benzenoid ester 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+1](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-L-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+1](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.- 1,4-alpha-D-galacturonosyl + S-adenosyl-L-methionine = methylesterified 1,4-alpha-D-galacturonosyl + S-adenosyl-L-homocysteine homogalacturonan 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+1](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.- quercetin + S-adenosyl-L-methionine = isorhamnetin + S-adenosyl-L-homocysteine flavonol 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 1.3.99.22 coproporphyrinogen III + 2 S-adenosyl-L-methionine = protoporphyrinogen IX + 2 CO2 + 2 L-methionine + 2 5'-deoxyadenosine heme 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+1](C)CC1(O[CH]([CH](O)[CH]1O)N2(c3(c(N=C2)c(N)ncn3))) LIGAND-CPD:C00019*CAS:29908-03-0 2.1.1.12 L-methionine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + S-methyl-L-methionine S-methylmethionine 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+1](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 + diphosphate + 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+1](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 + diphosphate + 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+1](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 + diphosphate + S-adenosyl-L-methionine adenosylmethionine 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+1](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 + diphosphate + S-adenosyl-L-methionine methionine salvage pathway
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 + diphosphate histidine biosynthesis
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 + diphosphate histidine biosynthesis
sterculate sterculic acid 294.476 C19 H34 O2 CCCCCCCCC1(=C(C1)CCCCCCCC(O)=O) RXN-7422 dihydrosterculate = sterculate cyclopropane and cyclopropene fatty acid 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
oligosaccharide-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*dolichyl diphosphooligosaccharide*(glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-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 = oligosaccharide-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide 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 1.13.11.5 O2 + homogentisate = 4-maleyl-acetoacetate tyrosine degradation
3-(2-propenoic acid)-4,6-hydroxy cyclohexa-2,5-dienone 196.159 C9 H8 O5 C(O)(=O)C=CC1(C(O)C=C(O)C(C=1)=O) 5.3.-.- 3-(2-propenoic acid)-4,6-hydroxy cyclohexa-2,5-dienone = 3,4,6-trihydroxy-cis-cinnamate esculetin biosynthesis
3-(2-propenoic acid)-4,6-hydroxy cyclohexa-2,5-dienone 196.159 C9 H8 O5 C(O)(=O)C=CC1(C(O)C=C(O)C(C=1)=O) RXN-8333 3-(2-propenoic acid)-o-benzoquinone + H2O = 3-(2-propenoic acid)-4,6-hydroxy cyclohexa-2,5-dienone esculetin 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+ 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 4.1.1.1 pyruvate = acetaldehyde + CO2 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 4.1.2.4 deoxyribose-5-phosphate = acetaldehyde + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
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
2-isopropyl-3-oxosuccinate (2S)-2-isopropyl-3-oxosuccinate 174.153 C7 H10 O5 C(=O)(O)C(C(C)C)C(=O)C(O)=O RXN-7800 2-isopropyl-3-oxosuccinate = 2-ketoisocaproate + CO2 leucine biosynthesis
2-isopropyl-3-oxosuccinate (2S)-2-isopropyl-3-oxosuccinate 174.153 C7 H10 O5 C(=O)(O)C(C(C)C)C(=O)C(O)=O 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 C10 H13 N5 O1 O1 CC(CO)=CCNc1(ncnc2(c1nc[nH]2)) 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 C10 H13 N5 O1 O1 CC(CO)=CCNc1(ncnc2(c1nc[nH]2)) 2.4.1.215 cis-zeatin + UDP-D-glucose = cis-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 C10 H13 N5 O1 O1 CC(CO)=CCNc1(ncnc2(c1nc[nH]2)) 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 C10 H13 N5 O1 O1 CC(CO)=CCNc1(ncnc2(c1nc[nH]2)) 1.5.99.12 cis-zeatin + H2O + FAD = 3-methyl-4-cis-hydroxy-2-butenal + adenine + FADH2 cytokinins degradation
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 C10 H13 N5 O1 O1 CC(CO)=CCNc1(ncnc2(c1nc[nH]2)) RXN-4541 cis-zeatin riboside + H2O = cis-zeatin + D-ribose cis-zeatin biosynthesis
18:2-t16:1-PG 1-18:2-2-trans-16:1-phosphatidylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-t16:1-PG = 18:3-t16:1-PG phospholipid desaturation
18:2-t16:1-PG 1-18:2-2-trans-16:1-phosphatidylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:0-PG = 18:2-t16:1-PG phospholipid desaturation
18:2-t16:1-PG 1-18:2-2-trans-16:1-phosphatidylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:1-t16:1-PG = 18:2-t16:1-PG phospholipid desaturation
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 1.3.3.6 an acyl-CoA + O2 = a trans-2-enoyl-CoA + H2O2 fatty acid beta-oxidation I (saturated)
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 = a 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 3.1.2.2 an acyl-CoA + H2O = a fatty acid + coenzyme A acyl-CoA thioesterase pathway
an acyl-CoA fatty acyl thioester-CoA*an acyl-CoA*RCH2CH2CO-CoA*acyl-Coenzyme A C22 H35 N7 O17 R1 P3 S1 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
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 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
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 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation I (saturated)
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 + diphosphate + AMP fatty acid beta-oxidation I (saturated)
D-myo-Inositol (1)-monophosphate 1D-myo-Inositol 1-phosphate*Ins(1)P1*1-D-myo-inositol-1-p*Ins(1)P*1D-myo-inositol (1)-monophosphate*Ins1P 259.129 C6 H12 O9 P1 C1(C(O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01177 RXN-7252 D-myo-Inositol (1)-monophosphate + H2O = myo-inositol + phosphate phytate degradation I
D-myo-Inositol (1)-monophosphate 1D-myo-Inositol 1-phosphate*Ins(1)P1*1-D-myo-inositol-1-p*Ins(1)P*1D-myo-inositol (1)-monophosphate*Ins1P 259.129 C6 H12 O9 P1 C1(C(O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(O) LIGAND-CPD:C01177 RXN-7251 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-Inositol (1)-monophosphate + phosphate phytate degradation I
a keto acid 2.6.1.5 2-oxo-4-methylthiobutanoate + a standard alpha amino acid = L-methionine + a keto acid methionine salvage pathway
[Co-E-CH3] corrinoid/Fe-S protein, methylated ACETYLSYNCLTH-RXN CO + [Co-E-CH3] + coenzyme A = acetyl-CoA + [Co-E] carbon monoxide dehydrogenase 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 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate phylloquinone 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 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate menaquinone 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 phylloquinone 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
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 menaquinone biosynthesis
8-amino-7-oxononanoate 8-amino-7-oxononanoate*7-KAP*7-keto-8-aminopelargonate*KAPA 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
8-amino-7-oxononanoate 8-amino-7-oxononanoate*7-KAP*7-keto-8-aminopelargonate*KAPA 187.238 C9 H17 N1 O3 CC(N)C(=O)CCCCCC(=O)O LIGAND-CPD:C01092 2.3.1.47 L-alanine + 6-carboxyhexanoyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 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)CC(O)CC(C)=2) 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O xanthophyll cycle
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 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)CC(O)CC(C)=2) 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=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)CC(O)CC(C)=2) 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=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)CC(O)CC(C)=2) 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O xanthophyll cycle
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 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)CC(O)CC(C)=2) 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O carotenoid 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
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
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
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 II
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 PROLINE-MULTI L-glutamate + ATP + NADPH = ADP + L-glutamate gamma-semialdehyde + NADP+ + phosphate proline 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 proline 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 arginine degradation 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:52-90-4 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + 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: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:52-90-4 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine 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:52-90-4 RXN-721 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:52-90-4 RXN-1441 indole-3-acetaldoxime + NADPH + O2 + L-cysteine = S-(indolylmethylthiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from tryptophan
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:52-90-4 RXN-2207 4-methylthiobutanaldoxime + NADPH + O2 + L-cysteine = S-(4-methylthiobutylhydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from homomethionine
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:52-90-4 RXN-4603 phenylacetaldoxime + NADPH + O2 + L-cysteine = S-(phenylacetothiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from phenylalanine
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:52-90-4 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + 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:52-90-4 2.8.1.- molybdenum cofactor (dioxyo) + L-cysteine = molybdenum cofactor (sulfide) + L-alanine + H2O molybdenum cofactor 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:52-90-4 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(S)C(N)C(O)=O LIGAND-CPD:C00097*CAS:52-90-4 2.5.1.47 O-acetyl-L-serine + hydrogen sulfide = L-cysteine + acetate cysteine biosynthesis
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 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)))) 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)))) 1.3.99.- campest-4-en-3-one + NADPH = (5alpha)-campestan-3-one + NADP+ brassinosteroid biosynthesis I
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)))) 1.14.13.- campest-4-en-3-one + O2 + NADPH = (22alpha)-hydroxy-campest-4-en-3-one + H2O + 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)))) 5.3.3.1 campest-5-en-3-one = campest-4-en-3-one brassinosteroid biosynthesis 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)))) 1.1.1.51 campesterol + NAD(P)+ = campest-4-en-3-one + NAD(P)H brassinosteroid biosynthesis 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)))) 1.1.1.145 campest-4-en-3beta-ol = campest-4-en-3-one brassinosteroid biosynthesis 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)))) 1.1.1.145 campest-4-en-3beta-ol = campest-4-en-3-one 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 I
isorhamnetin 3'-methoxyquercetin*3-methylquercetin 316.267 C16 H12 O7 c3(c2(oc(c1(cc(OC)c(O)cc1))c(O)c(=O)c2c(O)cc(O)3)) PUBCHEM:5281654 2.1.1.- quercetin + S-adenosyl-L-methionine = isorhamnetin + S-adenosyl-L-homocysteine flavonol biosynthesis
delta-tocopherol 402.659 C27 H46 O2 CC(C)CCCC(C)CCCC(C)CCCC1(C)(OC2(C(CC1)=CC(O)=CC=2C)) 2.1.1.95 delta-tocopherol + S-adenosyl-L-methionine = beta-tocopherol + S-adenosyl-L-homocysteine vitamin E biosynthesis
delta-tocopherol 402.659 C27 H46 O2 CC(C)CCCC(C)CCCC(C)CCCC1(C)(OC2(C(CC1)=CC(O)=CC=2C)) RXN-2561 2-methyl-6-phytyl-1,4-benzoquinone = delta-tocopherol vitamin E biosynthesis
S-(indolylmethylthiohydroximoyl)-L-cysteine 4.4.1.- S-(indolylmethylthiohydroximoyl)-L-cysteine = indolylmethylthiohydroximate + pyruvate + ammonia glucosinolate biosynthesis from tryptophan
S-(indolylmethylthiohydroximoyl)-L-cysteine RXN-1441 indole-3-acetaldoxime + NADPH + O2 + L-cysteine = S-(indolylmethylthiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from tryptophan
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]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 + diphosphate + nicotinate nucleotide NAD biosynthesis (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]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 = diphosphate + deamido-NAD NAD biosynthesis (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]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 = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
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]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.4.2.11 nicotinate + 5-phosphoribosyl 1-pyrophosphate = nicotinate nucleotide + diphosphate pyridine nucleotide cycling (plants)
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]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
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]1(cc(C(=O)O)ccc1))(O[CH]([CH](O)[CH](O)2)COP(O)(=O)O) LIGAND-CPD:C01185*CAS:321-02-8 2.7.1.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
(E)-beta-ocimene 136.236 C10 H16 CC(C=C)=CCC=C(C)C RXN-5109 geranyl-PP = (E)-beta-ocimene + diphosphate monoterpene biosynthesis
NAD+ 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+1](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 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
NAD+ 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+1](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 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation
NAD+ 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+1](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 1.7.1.1 NO3- + NADH = nitrite + H2O + NAD+ nitrate assimilation pathway
NAD+ 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+1](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+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH ureide biosynthesis
NAD+ 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+1](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+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation
NAD+ 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+1](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+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides
NAD+ 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+1](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+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides II
NAD+ 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+1](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+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides I
NAD+ 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+1](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+ 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+1](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+ 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+1](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 NADH + hydroxypyruvate = NAD+ + glycerate photorespiration
NAD+ 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+1](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 II (plant plastids)
NAD+ 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+1](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 (plant cytosol)
NAD+ 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+1](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+ 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+1](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+ 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+1](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 glyceraldehyde 3-phosphate degradation
NAD+ 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+1](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 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate galactose degradation I
NAD+ 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+1](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 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate colanic acid building blocks biosynthesis
NAD+ 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+1](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 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate UDP-D-xylose biosynthesis
NAD+ 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+1](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+ 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+1](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+ 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+1](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
NAD+ 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+1](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 = urate + NADH + H+ ureide biosynthesis
NAD+ 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+1](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 = urate + NADH + H+ purine degradation
NAD+ 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+1](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
NAD+ 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+1](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 II
NAD+ 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+1](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
NAD+ 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+1](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
NAD+ 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+1](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+ 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+1](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
NAD+ 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+1](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 1.3.1.76 precorrin-2 + NAD+ = sirohydrochlorin + NADH siroheme biosynthesis
NAD+ 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+1](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+ 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+1](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 -- aerobic respiration
NAD+ 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+1](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+ 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+1](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 glyoxylate cycle
NAD+ 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+1](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+ 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+1](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+ 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+1](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 -- aerobic respiration
NAD+ 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+1](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+ 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+1](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
NAD+ 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+1](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
NAD+ 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+1](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
NAD+ 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+1](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
NAD+ 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+1](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
NAD+ 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+1](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 1.1.1.255 NAD+ + mannitol = NADH + mannose mannitol degradation
NAD+ 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+1](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-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation
NAD+ 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+1](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 II
NAD+ 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+1](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 arginine degradation I
NAD+ 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+1](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 1.2.1.19 4-aminobutanal + NAD+ + H2O = 4-aminobutyrate + NADH + 2 H+ arginine degradation I
NAD+ 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+1](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 1.3.1.12 prephenate + NAD+ = p-hydroxyphenylpyruvate + CO2 + NADH tyrosine biosynthesis I
NAD+ 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+1](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+ 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+1](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
NAD+ 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+1](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
NAD+ 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+1](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 1.1.1.145 campesterol + NAD+ = campest-5-en-3-one + NADH brassinosteroid biosynthesis III
NAD+ 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+1](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 fatty acidn-1 + NADH fatty acid omega-oxidation
NAD+ 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+1](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 fatty acidn-1 + NADH fatty acid alpha-oxidation
NAD+ 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+1](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-4466 a omega-oxo fatty acid + H2O + NAD+ = a dicarboxylate + NADH fatty acid omega-oxidation
NAD+ 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+1](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 1.2.1.31 H2O + 2-aminoadipate-6-semialdehyde + NAD+ = alpha-aminoadipate + NADH lysine degradation II
NAD+ 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+1](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 + 2-aminoadipate-6-semialdehyde + L-glutamate lysine degradation II
NAD+ 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+1](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 1.3.1.43 NAD+ + L-arogenate = L-tyrosine + CO2 + NADH tyrosine biosynthesis II
NAD+ 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+1](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+ 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+1](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+ 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+1](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+ 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+1](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+ 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+1](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
NAD+ 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+1](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+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
NAD+ 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+1](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+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
NAD+ 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+1](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+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation I (saturated)
NAD+ 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+1](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+ acetyl-CoA biosynthesis (from pyruvate)
NAD+ 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+1](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 1.1.1.288 xanthoxin + NAD+ = abscisic aldehyde + NADH + H+ abscisic acid biosynthesis
NAD+ 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+1](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 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
NAD+ 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+1](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 + diphosphate + NAD+ NAD biosynthesis (from aspartate)
NAD+ 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+1](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+ 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+1](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 a ubiquinone + NADH = a ubiquinol + NAD+ aerobic respiration
NAD+ 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+1](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
NAD+ 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+1](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 3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH lysine degradation II
NAD+ 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+1](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 3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH tryptophan degradation
NAD+ 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+1](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+ 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+1](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 + diphosphate + NAD+ + L-glutamate NAD biosynthesis (from aspartate)
NAD+ 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+1](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 + diphosphate + NAD+ + L-glutamate pyridine nucleotide cycling (plants)
NAD+ 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+1](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 ubiquinol-8 + NAD+ = ubiquinone-8 + NADH NAD/NADH phosphorylation and dephosphorylation
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 + diphosphate 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
16:0-18:3-PC 1-16:0-2-18:3-phosphatidylcholine*1-hexadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 757.062 C42 H79 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5313197 RXN-8361 16:0-18:2-PC = 16:0-18:3-PC phospholipid desaturation
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) 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid 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 phenylpropanoid 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
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
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 + diphosphate sucrose degradation
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 + diphosphate galactose degradation I
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 + diphosphate colanic acid building blocks biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 + diphosphate sucrose biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 + diphosphate galactose degradation II
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 + diphosphate UDP-glucose conversion
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 + diphosphate 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(=O)c1)C2(OC(C(O)C(O)2)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 + diphosphate UDP-N-acetyl-D-glucosamine biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)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 + diphosphate galactose degradation I
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00075*CAS:63-39-8 RXN0-724 UTP = dUTP + 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(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00075*CAS:63-39-8 RXN-3 alpha-D-galacturonate 1-phosphate + UTP = UDP-D-galacturonate + diphosphate UDP-D-galacturonate biosynthesis II (from D-galacturonate)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.44 alpha-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate inositol oxidation pathway
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00075*CAS:63-39-8 2.7.7.37 beta-L-arabinose 1-phosphate + UTP = UDP-L-arabinose + diphosphate UDP-L-arabinose biosynthesis II (from L-arabinose)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(n(c(=O)[nH]c(=O)c1)C2(OC(C(O)C(O)2)COP(O)(=O)OP(O)(=O)OP(O)(=O)O)) LIGAND-CPD:C00075*CAS:63-39-8 6.3.4.2 ATP + UTP + ammonia = ADP + phosphate + CTP 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(=O)c1)C2(OC(C(O)C(O)2)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
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 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 3.5.4.15 H2O + guanosine = ammonia + xanthosine 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 3.2.2.1 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 3.2.2.1 guanosine + H2O = guanine + D-ribose 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 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 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides
Mg-protoporphyrin Mg-protoporphyrin IX*Mg-protoporphyrin*magnesium protoporphyrin*MgP 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-L-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis
Mg-protoporphyrin Mg-protoporphyrin IX*Mg-protoporphyrin*magnesium protoporphyrin*MgP 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 + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis
adenine 6-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
adenine 6-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
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 1.5.99.12 isopentenyladenine + FAD + H2O = 3-methyl-2-butenal + adenine + FADH2 cytokinins degradation
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 1.5.99.12 cis-zeatin + H2O + FAD = 3-methyl-4-cis-hydroxy-2-butenal + adenine + FADH2 cytokinins degradation
adenine 6-aminopurine 135.128 C5 H5 N5 c1(ncnc2(c1N=CN2))(N) LIGAND-CPD:C00147*CAS:73-24-5 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of purine nucleosides
10,16-dihydroxypalmitate 288.426 C16 H32 O4 C(O)CCCCCC(O)CCCCCCCCC(O)=O RXN-1062 16-hydroxypalmitate + NADPH + O2 = 10,16-dihydroxypalmitate + NADP+ + H2O cutin biosynthesis
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 + diphosphate methylerythritol phosphate pathway
an epithionitrile 99.15 C4 H5 N1 S1 C(#N)CC1(CS1) RXN-8137 a thiohydroximate-O-sulfate = an epithionitrile glucosinolate breakdown
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 + 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 (1,4-alpha-D-glucosyl)(n+1) + H2O = alpha-maltose + (1,4-alpha-D-glucosyl)(n-1) starch degradation
D-arabinose 5-phosphate D-arabinose-5-P*arabinose-5P*D-A-5-P*arabinose 5-phosphate*arabinose-5-P 230.111 C5 H11 O8 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C=O LIGAND-CPD:C01112*CAS:13137-52-5 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
D-arabinose 5-phosphate D-arabinose-5-P*arabinose-5P*D-A-5-P*arabinose 5-phosphate*arabinose-5-P 230.111 C5 H11 O8 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C=O LIGAND-CPD:C01112*CAS:13137-52-5 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
D-arabinose 5-phosphate D-arabinose-5-P*arabinose-5P*D-A-5-P*arabinose 5-phosphate*arabinose-5-P 230.111 C5 H11 O8 P1 C(OP(O)(=O)O)C(O)C(O)C(O)C=O LIGAND-CPD:C01112*CAS:13137-52-5 5.3.1.13 D-ribulose-5-phosphate = D-arabinose 5-phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-1])(=O)[O-1] LIGAND-CPD:C00094*CAS:7782-99-2 1.8.3.1 O2 + H2O + sulfite = H2O2 + sulfate sulfite oxidation
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-1])(=O)[O-1] LIGAND-CPD:C00094*CAS:7782-99-2 3.13.1.1 UDP-D-glucose + sulfite = UDP-sulfoquinovose + H2O sulfolipid biosynthesis
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-1])(=O)[O-1] LIGAND-CPD:C00094*CAS:7782-99-2 1.8.4.9 2 glutathione + adenosine 5'-phosphosulfate = AMP + glutathione disulfide + sulfite sulfate reduction (assimilatory)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-1])(=O)[O-1] LIGAND-CPD:C00094*CAS:7782-99-2 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction (assimilatory)
an acyl-ACP acyl-ACP*acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP 1.3.1.9 NADH + a trans-delta2-enoyl-acyl-ACP = an acyl-ACP + NAD+ fatty acid elongation -- saturated
an acyl-ACP acyl-ACP*acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP 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-ACP*acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP 1.3.1.10 an acyl-ACP + NADP+ = NADPH + a trans-delta2-enoyl-acyl-ACP fatty acid elongation -- saturated
an acyl-ACP acyl-ACP*acyl-[acyl carrier protein]*CH3(CH2)xCO-S-ACP 3.1.2.14 an acyl-ACP + H2O = a fatty acid + acyl carrier protein acyl-ACP thioesterase pathway
GA14 GA14*gibberellin A14*gibberellin A14 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 GA14*gibberellin A14*gibberellin A14 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)
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
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-1])(=O)C LIGAND-CPD:C00033*CAS:64-19-7*LIGAND-CPD:c00033*CAS:71-50-1 2.7.2.1 acetylphosphate + ADP = acetate + ATP carbon monoxide dehydrogenase pathway
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-1])(=O)C LIGAND-CPD:C00033*CAS:64-19-7*LIGAND-CPD:c00033*CAS:71-50-1 RXN-1408 indole + acetate = indole-3-acetate IAA biosynthesis I
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-1])(=O)C LIGAND-CPD:C00033*CAS:64-19-7*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-1])(=O)C LIGAND-CPD:C00033*CAS:64-19-7*LIGAND-CPD:c00033*CAS:71-50-1 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate arginine biosynthesis I
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-1])(=O)C LIGAND-CPD:C00033*CAS:64-19-7*LIGAND-CPD:c00033*CAS:71-50-1 UDPACYLGLCNACDEACETYL-RXN UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine + H2O = UDP-3-O-(3-hydroxymyristoyl)glucosamine + acetate lipid-A-precursor biosynthesis
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-1])(=O)C LIGAND-CPD:C00033*CAS:64-19-7*LIGAND-CPD:c00033*CAS:71-50-1 RXN-721 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C([O-1])(=O)C LIGAND-CPD:C00033*CAS:64-19-7*LIGAND-CPD:c00033*CAS:71-50-1 2.5.1.47 O-acetyl-L-serine + hydrogen sulfide = L-cysteine + acetate cysteine 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 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
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)+ + diphosphate 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)+ + diphosphate 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 + diphosphate 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 + diphosphate cholesterol biosynthesis
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*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 + sn-glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*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 + sn-glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP cardiolipin biosynthesis
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*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 + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A phospholipid biosynthesis
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*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 + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*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 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(O)(O)=O LIGAND-CPD:C00093*CAS:57-03-4 RXN-1407 indole-3-glycerol-phosphate = indole + sn-glycerol-3-phosphate IAA biosynthesis I
sn-glycerol-3-phosphate α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*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 = sn-glycerol-3-phosphate + ADP glycerol degradation
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 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 + diphosphate + 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 + diphosphate + AMP arginine biosynthesis II (acetyl cycle)
tRNAasn TRNA(ASN) 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + AMP tRNA charging pathway
afzelechin 274.273 C15 H14 O5 c1(ccc(O)cc1)C2(C(O)Cc3(c(O)cc(O)cc(O2)3)) RXN-1485 afzelechin + 2,3-trans-catechin = 2,3-cis-proanthocyanidin proanthocyanidin biosynthesis from flavanols
afzelechin 274.273 C15 H14 O5 c1(ccc(O)cc1)C2(C(O)Cc3(c(O)cc(O)cc(O2)3)) 1.17.1.3 leucopelargonidin + NADPH = afzelechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
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 2.3.1.129 (R)-3-hydroxymyristoyl-ACP + UDP-N-acetyl-D-glucosamine = UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine + acyl carrier protein lipid-A-precursor 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 + diphosphate UDP-N-acetyl-D-glucosamine biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O)C(O)2) 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O)C(O)2) 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O)C(O)2) 2.4.1.- verbascose + galactinol = ajugose + myo-inositol ajugose biosynthesis I (galactinol-dependent)
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O)C(O)2) 2.4.1.- stachyose + galactinol = verbascose + myo-inositol ajugose biosynthesis I (galactinol-dependent)
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(CO)C(O)C(O)C(O)1)OC2(C(O)C(O)C(O)C(O)C(O)2) 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose biosynthesis
L-arabinose 150.131 C5 H10 O5 C1(C(O)C(O)C(O)C(O1)O) CAS:147-81-9*LIGAND-CPD:C00259 2.7.1.46 L-arabinose + ATP = beta-L-arabinose 1-phosphate + ADP UDP-L-arabinose biosynthesis II (from L-arabinose)
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 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 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 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 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline 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 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde arginine degradation 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 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate 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 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation 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 2.3.1.35 L-glutamate + N-acetyl-L-ornithine = N-acetyl-L-glutamate + L-ornithine arginine biosynthesis II (acetyl cycle)
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
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 GA12 biosynthesis
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 GA12 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
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
3-ureidopropionate 3-Ureidopropanoate*β-Ureidopropionic acid*N-Carbamoyl-β-alanine 132.119 C4 H8 N2 O3 C(CC(=O)O)NC(N)=O 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
3-ureidopropionate 3-Ureidopropanoate*β-Ureidopropionic acid*N-Carbamoyl-β-alanine 132.119 C4 H8 N2 O3 C(CC(=O)O)NC(N)=O 3.5.2.2 H2O + dihydrouracil = 3-ureidopropionate beta-alanine biosynthesis III
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)))))))) 3.1.1.14 chlorophyll a + H2O = chlorophyllide a + phytol chlorophyll a degradation
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 + diphosphate 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)))))))) 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + diphosphate chlorophyll a 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 LIGAND-CPD:C00666*CAS:583-93-7*CAS:14289-34-0 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine 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 LIGAND-CPD:C00666*CAS:583-93-7*CAS:14289-34-0 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + alpha-ketoglutarate lysine biosynthesis
a plant ceramide (III) a plant ceramide (III) C20 H40 N1 O4 R11 CCCCCCCCCCCCCCC(O)C(O)C(CO)NC(=O)C[R1] RXN-7798 a plant ceramide (III) = a plant ceramide (IV) sphingolipid biosynthesis (plants)
a plant ceramide (III) a plant ceramide (III) C20 H40 N1 O4 R11 CCCCCCCCCCCCCCC(O)C(O)C(CO)NC(=O)C[R1] RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
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 1.1.1.27 NADH + pyruvate = NAD+ + lactate sucrose degradation to ethanol and lactate (anaerobic)
13(S)-hydroperoxylinolenate 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)-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 13-LOX and 13-HPL pathway
13(S)-hydroperoxylinolenate 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 (9,12,15)-linolenate + O2 = 13(S)-hydroperoxylinolenate 13-LOX and 13-HPL pathway
13(S)-hydroperoxylinolenate 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 (9,12,15)-linolenate + O2 = 13(S)-hydroperoxylinolenate jasmonic acid biosynthesis
3-aminopropionaldehyde 3-APA 73.094 C3 H7 N1 O1 C(N)CC=O 1.2.1.3 3-aminopropionaldehyde + NAD(P)+ + H2O = beta-alanine + NAD(P)H beta-alanine biosynthesis I
3-aminopropionaldehyde 3-APA 73.094 C3 H7 N1 O1 C(N)CC=O 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 beta-alanine biosynthesis I
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
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 guanine + 5-phosphoribosyl 1-pyrophosphate = diphosphate + GMP salvage pathways of purine nucleosides
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 2.4.2.11 nicotinate + 5-phosphoribosyl 1-pyrophosphate = nicotinate nucleotide + diphosphate pyridine nucleotide cycling (plants)
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides II
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides I
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 anthranilate + 5-phosphoribosyl 1-pyrophosphate = N-(5'-phosphoribosyl)-anthranilate + diphosphate tryptophan biosynthesis
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 = diphosphate + inosine-5'-phosphate salvage pathways of purine nucleosides
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 + diphosphate + nicotinate nucleotide NAD biosynthesis (from aspartate)
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 + diphosphate de novo biosynthesis of pyrimidine ribonucleotides
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 + diphosphate histidine biosynthesis
5-phosphoribosyl 1-pyrophosphate 5-phosphoribosyl diphosphate*5-phospho-α-D-ribose 1-diphosphate*PRPP*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 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of purine nucleosides
limonene (-)-(4S)-limonene*(-)-(S)-limonene 136.236 C10 H16 CC1(=CCC(C(=C)C)CC1) 4.2.3.16 geranyl-PP = limonene + diphosphate monoterpene 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 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 CAS:540-04-5 2.5.1.32 prephytoene diphosphate = phytoene + diphosphate carotenoid 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 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
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
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)))) 1.3.1.- sitosterol + NADP+ = stigmasterol + NADPH sterol biosynthesis
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(=O)O CAS:1071-23-4*CAS:1071-23-4 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline biosynthesis I
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(=O)O CAS:1071-23-4*CAS:1071-23-4 2.7.7.14 phosphoryl-ethanolamine + CTP = CDP-ethanolamine + diphosphate phospholipid biosynthesis
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(=O)O CAS:1071-23-4*CAS:1071-23-4 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP phospholipid biosynthesis
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(=O)O CAS:1071-23-4*CAS:1071-23-4 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline biosynthesis I
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
allantoate 176.132 C4 H8 N4 O4 C(C(O)=O)(NC(N)=O)NC(N)=O LIGAND-CPD:C00499*CAS:99-16-1 3.5.3.9 allantoate + H2O = ureidoglycine + ammonia + CO2 ureide degradation
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 ureide degradation
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 H2O + allantoin = allantoate ureide biosynthesis
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 H2O + allantoin = allantoate ureide degradation
a phosphatidylcholine 3-sn-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+1](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 2-lysophosphatidylcholine + a carboxylate phospholipases
a phosphatidylcholine 3-sn-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+1](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 3-sn-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+1](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 choline biosynthesis III
a phosphatidylcholine 3-sn-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+1](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 2-lysophosphatidylcholine + (9,12,15)-linolenate jasmonic acid biosynthesis
a phosphatidylcholine 3-sn-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+1](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 2.3.1.158 a phosphatidylcholine + a 1,2-diacylglycerol = a triacylglycerol triacylglycerol biosynthesis
a phosphatidylcholine 3-sn-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+1](C)(C)C)COP(=O)(O)OCC(OC(=O)[R1])COC([R2])=O LIGAND-CPD:C00157*CAS:8002-43-5 3.1.1.32 a phosphatidylcholine + H2O = a 1-lyso-2-acyl-sn-glycero-3-phosphocholine + a carboxylate phospholipases
a phosphatidylcholine 3-sn-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+1](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 choline biosynthesis III
a phosphatidylcholine 3-sn-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+1](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
2-(2'-methylthio)ethylmalic-acid 208.229 C7 H12 O5 S1 C(SC)CC(O)(C(O)=O)CC(=O)O 5.4.4.- 2-(2'-methylthio)ethylmalic-acid = 3-(2'-methylthio)ethylmalic-acid homomethionine biosynthesis
2-(2'-methylthio)ethylmalic-acid 208.229 C7 H12 O5 S1 C(SC)CC(O)(C(O)=O)CC(=O)O 2.3.3.- 2-oxo-4-methylthiobutanoate + acetyl-CoA + H2O = 2-(2'-methylthio)ethylmalic-acid + coenzyme A homomethionine biosynthesis
(-)-(1S,5S)-beta-pinene 136.236 C10 H16 CC1(C2(CC1C(=C)CC2))(C) 4.2.3.14 geranyl-PP = (-)-(1S,5S)-beta-pinene + diphosphate monoterpene 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 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ phenylpropanoid 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 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid 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 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O ferulate and sinapate 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 2.4.1.- coniferyl aldehyde + UDP-D-glucose = coniferaldehyde glucoside + UDP monolignol glucosides 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 1.2.1.68 NAD(P)+ + coniferyl aldehyde + H2O = ferulate + NAD(P)H + 2 H+ ferulate and sinapate 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 phenylpropanoid biosynthesis
ferricytochrome b1 oxidized cytochrome b1*cytochrome b1 oxidized 1.2.2.1 ferricytochrome b1 + formate = ferrocytochrome b1 + CO2 glycine degradation
GA15 gibberellin A15 (open lactone form)*GA15 (open lactone form)*gibberellin A15*gibberellin A15 348.438 C20 H28 O5 CC1(C(O)=O)([CH]2(C(CO)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA15 + alpha-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA15 gibberellin A15 (open lactone form)*GA15 (open lactone form)*gibberellin A15*gibberellin A15 348.438 C20 H28 O5 CC1(C(O)=O)([CH]2(C(CO)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA15 + O2 + alpha-ketoglutarate = GA24 + H2O + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA15 gibberellin A15 (open lactone form)*GA15 (open lactone form)*gibberellin A15*gibberellin A15 348.438 C20 H28 O5 CC1(C(O)=O)([CH]2(C(CO)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA15 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
dihydrozeatin 2-Methyl-4-(1H-purin-6-ylamino)butan-1-ol*N6-(4-Hydroxyisopentanyl)adenine 221.261 C10 H15 N5 O1 C[CH](CO)CCNc2(c1(c([nH]cn1)ncn2)) CAS:23599-75-9 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-7-N-dihydrozeatin + UDP cytokinins 7-N-glucoside biosynthesis
dihydrozeatin 2-Methyl-4-(1H-purin-6-ylamino)butan-1-ol*N6-(4-Hydroxyisopentanyl)adenine 221.261 C10 H15 N5 O1 C[CH](CO)CCNc2(c1(c([nH]cn1)ncn2)) CAS:23599-75-9 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
dihydrozeatin 2-Methyl-4-(1H-purin-6-ylamino)butan-1-ol*N6-(4-Hydroxyisopentanyl)adenine 221.261 C10 H15 N5 O1 C[CH](CO)CCNc2(c1(c([nH]cn1)ncn2)) CAS:23599-75-9 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
aminoacetone 73.094 C3 H7 N1 O1 C(N)C(C)=O LIGAND-CPD:C01888*CAS:298-08-8 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation
aminoacetone 73.094 C3 H7 N1 O1 C(N)C(C)=O LIGAND-CPD:C01888*CAS:298-08-8 THREOSPON-RXN 2-amino-3-oxobutanoate = aminoacetone + CO2 threonine degradation
GA51-catabolite gibberellin A51-catabolite*gibberellin A51-catabolite*GA51-catabolite 330.38 C19 H22 O5 CC1([CH]4(C(=CC(=O)C1)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA51 + alpha-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
GA98 gibberellin A98*gibberellin A98*GA98 380.437 C20 H28 O7 CC1([CH]4(C(CC(O)C1)(CO)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
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 LIGAND-CPD:C00430*PUBCHEM:137*CAS:5451-09-2*CAS:106-60-5 4.2.1.24 2 5-amino-levulinate = 2 H2O + porphobilinogen tetrapyrrole 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 LIGAND-CPD:C00430*PUBCHEM:137*CAS:5451-09-2*CAS:106-60-5 5.4.3.8 glutamate-1-semialdehyde = 5-amino-levulinate tetrapyrrole 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-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
phenylacetaldoxime (Z)-phenylacetaldehyde oxime 135.165 C8 H9 N1 O1 C(=NO)Cc1(ccccc1) RXN-4603 phenylacetaldoxime + NADPH + O2 + L-cysteine = S-(phenylacetothiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from phenylalanine
phenylacetaldoxime (Z)-phenylacetaldehyde oxime 135.165 C8 H9 N1 O1 C(=NO)Cc1(ccccc1) 1.14.13.- L-phenylalanine + NADPH + O2 = phenylacetaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from phenylalanine
cis-zeatin riboside monophosphate cZRMP 431.341 C15 H22 N5 O8 P1 C1(O[CH](C(O)C(O)1)COP(O)(=O)O)N2(c3(c(N=C2)c(ncn3)NCC=C(C)CO)) RXN-4542 cis-zeatin riboside monophosphate + H2O = cis-zeatin riboside + phosphate cis-zeatin biosynthesis
cis-zeatin riboside monophosphate cZRMP 431.341 C15 H22 N5 O8 P1 C1(O[CH](C(O)C(O)1)COP(O)(=O)O)N2(c3(c(N=C2)c(ncn3)NCC=C(C)CO)) RXN-4545 cis-prenyl-tRNA = cis-zeatin riboside monophosphate cis-zeatin 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
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
quercetin-3-glucoside quercetin-3-O-β-D-glucoside*isoquercetin*isoquercitrin*isotrifoliin*glucosyl 3-quercetin 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))) PUBCHEM:5280804 2.4.1.- quercetin-3-glucoside + UDP-D-glucose = quercetin 3,5-O-diglucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
quercetin-3-glucoside quercetin-3-O-β-D-glucoside*isoquercetin*isoquercitrin*isotrifoliin*glucosyl 3-quercetin 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))) PUBCHEM:5280804 2.4.1.- quercetin-3-glucoside + UDP-D-glucose = quercetin 3,7-O-diglucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
quercetin-3-glucoside quercetin-3-O-β-D-glucoside*isoquercetin*isoquercitrin*isotrifoliin*glucosyl 3-quercetin 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))) PUBCHEM:5280804 2.4.1.91 quercetin + UDP-D-glucose = quercetin-3-glucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
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+ phenylpropanoid biosynthesis
sinapaldehyde 208.213 C11 H12 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)OC) 2.4.1.- sinapaldehyde + UDP-D-glucose = sinapaldehyde glucoside + UDP monolignol glucosides biosynthesis
sinapaldehyde 208.213 C11 H12 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)OC) 1.2.1.68 sinapaldehyde + NADP+ + H2O = sinapate + NADPH ferulate and sinapate 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-L-homocysteine + sinapaldehyde phenylpropanoid 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-L-homocysteine + sinapaldehyde ferulate and sinapate biosynthesis
GA8-catabolite gibberellin A8-catabolite*gibberellin A8-catabolite*GA8-catabolite 362.379 C19 H22 O7 CC1([CH]4(C(=CC(=O)C(O)1)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA8 + alpha-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine nitrate assimilation pathway
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine glutamine biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine ammonia assimilation cycle
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 2.7.2.2 carbamoyl-phosphate + ADP = ammonia + CO2 + ATP citrulline degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP de novo biosynthesis of purine nucleotides I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.4.2 ATP + UTP + ammonia = ADP + phosphate + CTP de novo biosynthesis of pyrimidine ribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis (from aspartate)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.7.7.- nitrite + 6 a reduced ferredoxin = ammonia + H2O + 6 an oxidized ferredoxin nitrate assimilation pathway
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.- S-(indolylmethylthiohydroximoyl)-L-cysteine = indolylmethylthiohydroximate + pyruvate + ammonia glucosinolate biosynthesis from tryptophan
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.- S-(phenylacetothiohydroximoyl)-L-cysteine = phenylacetothiohydroximate + pyruvate + ammonia glucosinolate biosynthesis from phenylalanine
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.- S-(4-methylthiobutylhydroximoyl)-L-cysteine = 4-methylthiobutylhydroximate + pyruvate + ammonia glucosinolate biosynthesis from homomethionine
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.19 H2O + (S)-ureidoglycolate = 2 ammonia + CO2 + glyoxylate ureide degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.9 allantoate + H2O = ureidoglycine + ammonia + CO2 ureide degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.- ureidoglycine + H2O = ammonia + (S)-ureidoglycolate ureide degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.5.7 acrylonitrile + 2 H2O = acrylate + ammonia acrylonitrile degradation
ammonia NH3 17.03 H3 N1 [NH3] 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] CAS:7664-41-7 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 beta-alanine biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.5 H2O + cytidine = ammonia + uridine (deoxy)ribose phosphate degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.3.10 O2 + H2O + putrescine = ammonia + H2O2 + 4-aminobutanal arginine degradation I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.4 acrylamide + H2O = ammonia + acrylate + H+ acrylonitrile degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.4 nicotinamide + H2O = ammonia + nicotinate aldoxime degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 IAA biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.5.1 indole-3-acetonitrile + 2 H2O = ammonia + indole-3-acetate IAA biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.19 L-threonine = 2-oxobutanoate + ammonia isoleucine biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] 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] CAS:7664-41-7 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia riboflavin and FMN and FAD biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine superpathway of polyamine biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine polyamine biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine arginine degradation I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane tetrapyrrole biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine superpathway of polyamine biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine polyamine biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine arginine degradation I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate suberin biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylic acid biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] 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] CAS:7664-41-7 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine (deoxy)ribose phosphate degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.5 H2O + urea = 2 ammonia + CO2 ureide degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.11 L-methionine + H2O = ammonia + 2-oxobutanoate + methanethiol methionine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 2.1.2.10 S-aminomethyldihydrolipoyl-GcvH-protein + tetrahydrofolate = ammonia + dihydrolipoyl-GcvH-protein + 5,10-methylene-THF glycine degradation
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) RXN-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = oligosaccharide-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
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
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
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 polyamine 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 2.5.1.16 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 1.4.3.10 O2 + H2O + putrescine = ammonia + H2O2 + 4-aminobutanal arginine degradation I
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 putrescine 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 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine superpathway of polyamine 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 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine polyamine 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 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine arginine degradation I
18:2-18:3-MGDG 1-18:2-2-18:3-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 793.089 C45 H76 O11 C(OC1(C(O)C(O)C(OO)C(O1)CO))C(OC(=O)CCCCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-18:3-MGDG = 18:3-18:3-MGDG glycolipid desaturation
18:2-18:3-MGDG 1-18:2-2-18:3-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 793.089 C45 H76 O11 C(OC1(C(O)C(O)C(OO)C(O1)CO))C(OC(=O)CCCCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-18:2-MGDG = 18:2-18:3-MGDG glycolipid desaturation
tRNAleu TRNA(LEU) 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + 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
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
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c2(ncnc1(c(ncn1)2))(NCC=C(C)CO) 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c2(ncnc1(c(ncn1)2))(NCC=C(C)CO) 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c2(ncnc1(c(ncn1)2))(NCC=C(C)CO) 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c2(ncnc1(c(ncn1)2))(NCC=C(C)CO) 2.4.1.203 trans-zeatin + UDP-D-glucose = trans-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c2(ncnc1(c(ncn1)2))(NCC=C(C)CO) RXN-4317 isopentenyladenine + H2O = trans-zeatin + 2 H+ trans-zeatin biosynthesis
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c2(ncnc1(c(ncn1)2))(NCC=C(C)CO) RXN-4318 trans-zeatin riboside + H2O = trans-zeatin + D-ribose trans-zeatin biosynthesis
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
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 + diphosphate 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
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O LIGAND-CPD:C00155*CAS:6027-13-0*CAS:454-28-4 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O LIGAND-CPD:C00155*CAS:6027-13-0*CAS:454-28-4 2.1.1.10 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine biosynthesis
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O LIGAND-CPD:C00155*CAS:6027-13-0*CAS:454-28-4 2.1.1.- S-methyl-L-methionine + L-homocysteine = 2 L-methionine S-methylmethionine cycle
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O LIGAND-CPD:C00155*CAS:6027-13-0*CAS:454-28-4 2.1.1.- S-methyl-L-methionine + L-homocysteine = 2 L-methionine methionine biosynthesis
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O LIGAND-CPD:C00155*CAS:6027-13-0*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine SAM cycle
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O LIGAND-CPD:C00155*CAS:6027-13-0*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O LIGAND-CPD:C00155*CAS:6027-13-0*CAS:454-28-4 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine SAM cycle
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O LIGAND-CPD:C00155*CAS:6027-13-0*CAS:454-28-4 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(N)C(=O)O LIGAND-CPD:C00155*CAS:6027-13-0*CAS:454-28-4 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine 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(OC(C(O)C(O)1)COP(O)(=O)O)(O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis II (plant plastids)
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(OC(C(O)C(O)1)COP(O)(=O)O)(O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis I (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(OC(C(O)C(O)1)COP(O)(=O)O)(O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate 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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=O)O)(O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.90 D-fructose-6-phosphate + diphosphate = phosphate + fructose-1,6-bisphosphate glycolysis I (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(OC(C(O)C(O)1)COP(O)(=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-acetyl-D-glucosamine 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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=O)O)(O) LIGAND-CPD:C00085*CAS:643-13-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose 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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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
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(OC(C(O)C(O)1)COP(O)(=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 (plant plastids)
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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=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(OC(C(O)C(O)1)COP(O)(=O)O)(O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate mannitol 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(OC(C(O)C(O)1)COP(O)(=O)O)(O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate mannitol 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(OC(C(O)C(O)1)COP(O)(=O)O)(O) LIGAND-CPD:C00085*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate GDP-D-rhamnose biosynthesis
beta-carotene 536.882 C40 H56 CC(C=CC1(=C(C)CCCC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCCC(C)=2) 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=CC1(=C(C)CCCC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2(C(C)(C)CCCC(C)=2) CAS:7235-40-7 5.5.1.- gamma-carotene = beta-carotene carotenoid biosynthesis
trans-zeatin riboside diphosphate ZDP*zeatin diphosphate*tZRDP 511.321 C15 H23 N5 O11 P2 C1(C(O)C(O)C(O1)COP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4312 trans-zeatin riboside diphosphate + H2O = trans-zeatin riboside monophosphate + phosphate trans-zeatin biosynthesis
trans-zeatin riboside diphosphate ZDP*zeatin diphosphate*tZRDP 511.321 C15 H23 N5 O11 P2 C1(C(O)C(O)C(O1)COP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4306 isopentenyladenosine-5'-diphosphate + NADPH + H2O = trans-zeatin riboside diphosphate + NADP+ trans-zeatin biosynthesis
trans-zeatin riboside diphosphate ZDP*zeatin diphosphate*tZRDP 511.321 C15 H23 N5 O11 P2 C1(C(O)C(O)C(O1)COP(=O)(O)OP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)CO)) RXN-4310 trans-zeatin riboside triphosphate + H2O = trans-zeatin riboside diphosphate + phosphate trans-zeatin biosynthesis
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 2.7.4.6 dCDP + ATP = dCTP + ADP 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 = dCTP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
1,5-diazabicyclononane 1,5-diazabicyclo[4.3.0]nonane 126.201 C7 H14 N2 C1(CCC2(N1CCCN2)) RXN-6425 1-(3-aminopropyl)-pyrrolinium = 1,5-diazabicyclononane beta-alanine biosynthesis I
L-lysyl-tRNAlys L-LYSYL-TRNA(LYS) 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + AMP tRNA charging pathway
demethylphylloquinone 3-phytyl-1,4-naphtoquinone 436.676 C30 H44 O2 CC(CCCC(C)CCCC(C)C)CCCC(C)=CCC1(C(=O)C2(=C(C(=O)C=1)C=CC=C2)) RXN-7569 demethylphylloquinone + S-adenosyl-L-methionine = phylloquinone + S-adenosyl-L-homocysteine phylloquinone biosynthesis
demethylphylloquinone 3-phytyl-1,4-naphtoquinone 436.676 C30 H44 O2 CC(CCCC(C)CCCC(C)C)CCCC(C)=CCC1(C(=O)C2(=C(C(=O)C=1)C=CC=C2)) 2.5.1.- 1,4-dihydroxy-2-naphthoate + phytyl-PP = demethylphylloquinone + CO2 + diphosphate phylloquinone 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) 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
camalexin 3-thiazol-2'-yl-indole 200.258 C11 H8 N2 S1 C1(N=C(SC=1)c3(c[nH]c2(ccccc23))) RXN-8275 dihydrocamalexate = camalexin + CO2 camalexin biosynthesis
4-methylthiobutylhydroximate 4-methylthiobutylhydroxamic-acid 165.268 C5 H11 N1 O1 S2 C(SC)CCC(S)=NO 2.4.1.195 4-methylthiobutylhydroximate + UDP-D-glucose = 3-methylthiopropyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from homomethionine
4-methylthiobutylhydroximate 4-methylthiobutylhydroxamic-acid 165.268 C5 H11 N1 O1 S2 C(SC)CCC(S)=NO 4.4.1.- S-(4-methylthiobutylhydroximoyl)-L-cysteine = 4-methylthiobutylhydroximate + pyruvate + ammonia glucosinolate biosynthesis from homomethionine
raffinose melitose*melitriose*gossypose*6G-α-D-galactosylsucrose*(2S,3R,4S,5S,6R)-2-[[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf*α-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-(1<->2)-β-D-fructofuranoside 504.441 C18 H32 O16 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(CO)C(O)C(O)C3O))) CAS:512-69-6 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
raffinose melitose*melitriose*gossypose*6G-α-D-galactosylsucrose*(2S,3R,4S,5S,6R)-2-[[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf*α-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-(1<->2)-β-D-fructofuranoside 504.441 C18 H32 O16 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(CO)C(O)C(O)C3O))) CAS:512-69-6 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A phospholipid biosynthesis
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.- a fatty acyl CoA + malonyl-CoA = a 3-ketoacyl-CoA + CO2 + coenzyme A very long chain fatty acid biosynthesis
a fatty acyl CoA a fatty 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 phospholipid biosynthesis
a fatty acyl CoA a fatty 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
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 2.3.1.- sphinganine + a fatty acyl CoA = a plant ceramide (I) + coenzyme A sphingolipid biosynthesis (plants)
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 6.2.1.3 a fatty acid + coenzyme A + ATP = a fatty acyl CoA + diphosphate + AMP acyl-CoA synthetase pathway
a fatty acyl CoA a fatty acyl-CoA C22 H35 N7 O17 R1 P3 S1 1.3.1.38 a trans-2-enoyl-CoA + NADPH = fatty acyln+2-CoA + NADP+ very long chain fatty acid biosynthesis
oleate octadecenoate (n-C18:1)*oleic acid*9-octadecenoic acid 282.465 C18 H34 O2 CCCCCCCCC=CCCCCCCCC(=O)O LIGAND-CPD:C00712*PUBCHEM:445639*CAS:112-80-1 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O suberin biosynthesis
oleate octadecenoate (n-C18:1)*oleic acid*9-octadecenoic acid 282.465 C18 H34 O2 CCCCCCCCC=CCCCCCCCC(=O)O LIGAND-CPD:C00712*PUBCHEM:445639*CAS:112-80-1 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O cutin biosynthesis
oleate octadecenoate (n-C18:1)*oleic acid*9-octadecenoic acid 282.465 C18 H34 O2 CCCCCCCCC=CCCCCCCCC(=O)O LIGAND-CPD:C00712*PUBCHEM:445639*CAS:112-80-1 2.1.1.79 oleate + S-adenosyl-L-methionine = dihydrosterculate + S-adenosyl-L-homocysteine cyclopropane and cyclopropene fatty acid biosynthesis
6-deoxocastasterone deoxocastasterone 450.701 C28 H50 O4 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(O)C(O)C4)(C)))) RXN-778 6-deoxocastasterone + O2 = 6alpha-hydroxy-castasterone + H2O brassinosteroid biosynthesis I
6-deoxocastasterone deoxocastasterone 450.701 C28 H50 O4 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](CC3)CC(O)C(O)C4)(C)))) RXN-777 6-deoxotyphasterol + O2 = 6-deoxocastasterone + H2O brassinosteroid biosynthesis I
a carboxylate carboxylic acid*carboxylate C1 H1 O2 R1 3.1.1.32 a phosphatidylcholine + H2O = a 1-lyso-2-acyl-sn-glycero-3-phosphocholine + a carboxylate phospholipases
a carboxylate carboxylic acid*carboxylate C1 H1 O2 R1 3.1.1.4 a phosphatidylcholine + H2O = a 2-lysophosphatidylcholine + a carboxylate phospholipases
18:1-16:0-DGDG 1-18:1-2-16:0-digalactosyldiacylglycerol 919.241 C49 H90 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:1-16:0-DGDG = 18:2-16:0-DGDG glycolipid desaturation
18:3-16:0-MGDG 1-18:3-2-16:0-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-16:0-MGDG = 18:3-16:1-MGDG glycolipid desaturation
18:3-16:0-MGDG 1-18:3-2-16:0-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-16:0-MGDG = 18:3-16:0-MGDG glycolipid desaturation
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 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + AMP phenylpropanoid 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 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + 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 2.7.1.32 choline + ATP = phosphoryl-choline + ADP phospholipid 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 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + phosphate + ADP formylTHF 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 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + 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 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + 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 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + 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 + diphosphate + 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 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + 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 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + 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 + diphosphate + 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 + diphosphate + 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 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + 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 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + 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 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis II (plant plastids)
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 = ADP + fructose-1,6-bisphosphate glycolysis I (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 = ADP + fructose-1,6-bisphosphate 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 ADP + phosphoenolpyruvate = pyruvate + ATP glycolysis II (plant plastids)
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 ADP + phosphoenolpyruvate = pyruvate + ATP glycolysis I (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 ADP + phosphoenolpyruvate = 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 2.7.4.2 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 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + 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 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF 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 glycine 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 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF carbon monoxide dehydrogenase 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 2.7.1.23 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 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 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine nitrate assimilation 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 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine glutamine 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 = ADP + phosphate + L-glutamine ammonia assimilation 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 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol 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 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + 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 + diphosphate + 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 + diphosphate + S-adenosyl-L-methionine adenosylmethionine 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 + diphosphate + S-adenosyl-L-methionine methionine 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 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + 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 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + 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 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction (assimilatory)
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 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate activation for sulfonation
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 II (plant plastids)
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 (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 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 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 glyceraldehyde 3-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 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine 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 2.7.1.15 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 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 glyceraldehyde 3-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 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate 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 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP 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 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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
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 2.7.4.7 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 2.7.1.39 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
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 + diphosphate + 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 + diphosphate + 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 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + diphosphate + NAD+ + L-glutamate NAD biosynthesis (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 + diphosphate + NAD+ + L-glutamate pyridine nucleotide cycling (plants)
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 6.3.4.13 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides 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 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides 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 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 2.7.4.3 AMP + ATP = 2 ADP de novo biosynthesis of purine nucleotides 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 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + 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 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 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 2.7.4.8 GMP + ATP = GDP + ADP de novo biosynthesis of purine nucleotides 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.- 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 2.7.1.33 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 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF 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 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 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + 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 2.7.1.20 adenosine + ATP = AMP + 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 2.7.6.5 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 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 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + 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 2.7.1.50 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 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + 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 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 GDP + ATP = GTP + ADP de novo biosynthesis of purine nucleotides 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 + diphosphate + 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 + diphosphate + 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 2.7.2.2 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 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 2.7.1.26 riboflavin + ATP = FMN + ADP riboflavin and FMN and FAD 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 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + diphosphate + 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 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole 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 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + 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 2.7.1.36 (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 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin 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.- 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 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 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyl-THF + ADP + phosphate formylTHF 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 2.7.7.2 FMN + ATP = FAD + diphosphate riboflavin and FMN and FAD 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 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis (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 = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
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 2.7.4.6 dADP + ATP = dATP + ADP de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 RXN0-745 ATP = dATP + H2O de novo biosynthesis of purine nucleotides 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 RXN0-742 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate de novo biosynthesis of purine nucleotides 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 + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP 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 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 CTP + ADP = CDP + ATP 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 2.7.6.3 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 2.7.2.1 acetylphosphate + ADP = acetate + ATP carbon monoxide dehydrogenase 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 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = AMP + diphosphate + O-succinylbenzoyl-CoA menaquinone 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 2.7.1.31 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 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP mannitol 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 6.2.1.12 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + diphosphate 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 + diphosphate 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 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle -- aerobic respiration
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 + diphosphate + AMP fatty acid beta-oxidation I (saturated)
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 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA isoleucine 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 6.4.1.3 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA valine 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 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + 3-methylglutaconyl-CoA + ADP leucine 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 2.7.1.148 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 2.7.1.49 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 2.7.4.16 thiamine-phosphate + ATP = thiamine 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 thiamin + 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 2.7.4.6 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 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 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 2.7.6.5 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 2.7.1.35 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 2.7.1.35 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 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 2.5.1.- dimethylallyl-pyrophosphate + ATP = isopentenyladenosine-5'-triphosphate + diphosphate trans-zeatin 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 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP sucrose 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 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP starch 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 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP phospholipid 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 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline 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 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate 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 2.7.1.100 5-methylthioribose + ATP = 5-methylthioribose-1-phosphate + ADP methionine 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 PROLINE-MULTI L-glutamate + ATP + NADPH = ADP + L-glutamate gamma-semialdehyde + NADP+ + phosphate proline 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 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ 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 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides 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 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + diphosphate + AMP asparagine 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 + diphosphate + 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 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + diphosphate + 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 2.7.1.- D-myo-inositol (1,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,2,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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 2.7.1.151 D-myo-inositol (1,4,5)-trisphosphate + ATP = D-myo-inositol (1,4,5,6)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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.- D-myo-inositol (1,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-independent phytate 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.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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.- D-myo-inositol (1,3,4,6)-tetrakisphosphate + ATP = D-myo-inositol (1,2,3,4,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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.- D-myo-inositol (1,2,3,4,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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.- D-myo-inositol (1,3,4,5)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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 2.7.1.134 D-myo-inositol (1,3,4)-trisphosphate + ATP = D-myo-inositol (1,3,4,6)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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 2.7.1.140 D-myo-inositol (1,3,4,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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 2.7.1.134 D-myo-inositol (1,3,4)-trisphosphate + ATP = D-myo-inositol (1,3,4,5)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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 2.7.1.64 myo-inositol + ATP = D-myo-inositol (3)-monophosphate + ADP lipid-independent phytate 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 RXN-7202 D-myo-inositol (3)-monophosphate + ATP = D-myo-inositol (3,4)-bisphosphate + ADP lipid-independent phytate 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 2.7.1.134 D-myo-inositol (3,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-independent phytate 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 RXN-7203 D-myo-inositol (3,4)-bisphosphate + ATP = D-myo-inositol (3,4,6)-trisphosphate + ADP lipid-independent phytate 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 RXN-7204 D-myo-inositol (3,4,6)-trisphosphate + ATP = D-myo-inositol (3,4,5,6)-tetrakisphosphate + ADP lipid-independent phytate 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 2.7.1.44 galacturonate + ATP = alpha-D-galacturonate 1-phosphate + ADP UDP-D-galacturonate biosynthesis II (from D-galacturonate)
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 2.7.1.43 glucuronate + ATP = alpha-D-glucuronate 1-phosphate + ADP inositol 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 2.7.1.46 L-arabinose + ATP = beta-L-arabinose 1-phosphate + ADP UDP-L-arabinose biosynthesis II (from L-arabinose)
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 2.7.1.52 L-fucose + ATP = beta-L-fucose 1-phosphate + ADP GDP-L-fucose biosynthesis II (from L-fucose)
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 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA + AMP + diphosphate phylloquinone 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 2.7.1.86 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 2.7.1.73 inosine + ATP = inosine-5'-phosphate + 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
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 + diphosphate 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 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate activation for sulfonation
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 2.7.1.138 a plant ceramide (I) + ATP = a plant ceramide 1-phosphate + ADP sphingolipid biosynthesis (plants)
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 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid biosynthesis (plants)
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 a fatty acid + coenzyme A + ATP = a fatty acyl CoA + diphosphate + AMP acyl-CoA synthetase 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 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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 2 ATP + L-glutamine + CO2 + 2 H2O = 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 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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 6.3.4.2 ATP + UTP + ammonia = ADP + phosphate + CTP 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 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF 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 2.7.1.6 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 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 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation 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 2.7.7.- molybdopterin + ATP = molybdopterin-AMP + diphosphate molybdenum cofactor 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.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
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 + diphosphate + NAD+ NAD biosynthesis (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 2.7.1.130 lipid A disaccharide + ATP = lipid IVA + ADP lipid-A-precursor 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 an N10-formyl-tetrahydrofolate + ADP + phosphate = H4PteGlu(n) + ATP + formate 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 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
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 + diphosphate histidine 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 = diphosphate + trans, trans-farnesyl diphosphate trans,trans-farnesyl diphosphate 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 = diphosphate + trans, trans-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
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 = diphosphate + 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 RXN-5123 geranyl-PP = (Z)-beta-ocimene + diphosphate monoterpene 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 RXN-5101 geranyl-PP + H2O = (-)-(4S)-alpha-terpineol + diphosphate monoterpene 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 RXN-5103 geranyl-PP = (-)-(1S)-sabinene + diphosphate monoterpene 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 4.2.3.14 geranyl-PP = (-)-(1S,5S)-beta-pinene + diphosphate monoterpene 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 RXN-5108 geranyl-PP = terpinolene + diphosphate monoterpene 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 4.2.3.16 geranyl-PP = limonene + diphosphate monoterpene 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 RXN-5109 geranyl-PP = (E)-beta-ocimene + diphosphate monoterpene 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 4.2.3.15 geranyl-PP = myrcene + diphosphate monoterpene 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 4.2.3.14 geranyl-PP = alpha-pinene + diphosphate monoterpene 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 = diphosphate + geranyl-PP geranyldiphosphate 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 = diphosphate + geranyl-PP trans,trans-farnesyl diphosphate 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 = diphosphate + geranyl-PP geranylgeranyldiphosphate biosynthesis II (plastidic)
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 = diphosphate + geranyl-PP polyisoprenoid biosynthesis
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 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
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 + diphosphate + 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 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis
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
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 6.3.4.13 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides 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 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides I
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 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis
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 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 1.4.4.2 H-protein-(lipoyl)lysine + glycine = CO2 + S-aminomethyldihydrolipoyl-GcvH-protein glycine degradation
GA44 gibberellin A44 free alcohol form*GA44 free alcohol form*gibberellin A44 open lactone form*GA44 open lactone form*GA44*gibberellin A44*gibberellin A44 364.438 C20 H28 O6 CC1(C(O)=O)([CH]2(C(CO)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA44 gibberellin A44 free alcohol form*GA44 free alcohol form*gibberellin A44 open lactone form*GA44 open lactone form*GA44*gibberellin A44*gibberellin A44 364.438 C20 H28 O6 CC1(C(O)=O)([CH]2(C(CO)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.12 GA44 + alpha-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA44 gibberellin A44 free alcohol form*GA44 free alcohol form*gibberellin A44 open lactone form*GA44 open lactone form*GA44*gibberellin A44*gibberellin A44 364.438 C20 H28 O6 CC1(C(O)=O)([CH]2(C(CO)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
GA44 gibberellin A44 free alcohol form*GA44 free alcohol form*gibberellin A44 open lactone form*GA44 open lactone form*GA44*gibberellin A44*gibberellin A44 364.438 C20 H28 O6 CC1(C(O)=O)([CH]2(C(CO)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.- GA53 + alpha-ketoglutarate + O2 = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
3-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 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
3-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 2-isopropylmalate = 3-isopropylmalate leucine 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-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
a reduced ferredoxin reduced ferredoxin LIGAND-CPD:C00138 1.14.19.2 a stearoyl-ACP + a reduced ferredoxin + O2 = an oleoyl-ACP + an oxidized ferredoxin + 2 H2O acyl-ACP desaturation pathway
a reduced ferredoxin reduced ferredoxin LIGAND-CPD:C00138 1.7.7.- nitrite + 6 a reduced ferredoxin = ammonia + H2O + 6 an oxidized ferredoxin nitrate assimilation pathway
a reduced ferredoxin reduced ferredoxin LIGAND-CPD:C00138 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation cycle
a reduced ferredoxin reduced ferredoxin LIGAND-CPD:C00138 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate biosynthesis I
a reduced ferredoxin reduced ferredoxin LIGAND-CPD:C00138 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction (assimilatory)
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c1(c(CC=NO)c2(c([nH]1)cccc2)) 4.99.1.6 indole-3-acetaldoxime = indole-3-acetonitrile + H2O IAA biosynthesis I
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c1(c(CC=NO)c2(c([nH]1)cccc2)) RXN-1441 indole-3-acetaldoxime + NADPH + O2 + L-cysteine = S-(indolylmethylthiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from tryptophan
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c1(c(CC=NO)c2(c([nH]1)cccc2)) RXN-8273 indole-3-acetaldoxime = unknown camalexin biosynthesis
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c1(c(CC=NO)c2(c([nH]1)cccc2)) RXN-1406 N-hydroxyl-tryptamine = indole-3-acetaldoxime IAA biosynthesis I
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c1(c(CC=NO)c2(c([nH]1)cccc2)) 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O camalexin biosynthesis
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c1(c(CC=NO)c2(c([nH]1)cccc2)) 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O glucosinolate biosynthesis from tryptophan
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c1(c(CC=NO)c2(c([nH]1)cccc2)) 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA biosynthesis I
a ketone C1 O1 R11 R21 C([R2])(=O)[R1] RXN-1023 a secondary alcohol = a ketone + a methyl-ethyl-ketone epicuticular wax biosynthesis
9-mercaptodethiobiotin 9-mercaptodesthiobiotin 246.324 C10 H18 N2 O3 S1 C(=O)(O)CCCCCC1(C(CS)NC(=O)N1) RXN-5985 9-mercaptodethiobiotin = biotin biotin 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 dethiobiotin + sulfur donor = 9-mercaptodethiobiotin biotin biosynthesis
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(O)CN LIGAND-CPD:C00189*CAS:141-43-5 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP phospholipid biosynthesis
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(O)CN LIGAND-CPD:C00189*CAS:141-43-5 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline biosynthesis I
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(O)CN LIGAND-CPD:C00189*CAS:141-43-5 2.1.1.- ethanolamine + S-adenosyl-L-methionine = N-monomethylethanolamine + S-adenosyl-L-homocysteine choline biosynthesis II
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(O)CN LIGAND-CPD:C00189*CAS:141-43-5 2.7.8.- an L-1-phosphatidyl-ethanolamine + L-serine = an L-1-phosphatidylserine + ethanolamine phospholipid biosynthesis
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(O)CN LIGAND-CPD:C00189*CAS:141-43-5 4.1.1.- L-serine = ethanolamine + CO2 choline biosynthesis 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 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation
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-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation
O2- Superoxide anion*peroxide radical*O2(.-)*superoxide 31.999 O2 O=[O-1] LIGAND-CPD:C00704 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
methylesterified 1,4-alpha-D-galacturonosyl methylesterified homogalacturonan 560.419 C19 H28 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(=O)OC)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 3.1.1.11 methylesterified 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl + methanol homogalacturonan degradation
methylesterified 1,4-alpha-D-galacturonosyl methylesterified homogalacturonan 560.419 C19 H28 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(=O)OC)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 2.1.1.- 1,4-alpha-D-galacturonosyl + S-adenosyl-L-methionine = methylesterified 1,4-alpha-D-galacturonosyl + S-adenosyl-L-homocysteine homogalacturonan biosynthesis
octaprenyl diphosphate farnesylfarnesylgeranyl-PP*octaprenyl pyrophosphate*OPP*farnesylfarnesylgeraniol*all-trans-octaprenyl diphosphate 722.92 C40 H68 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O LIGAND-CPD:C04146 DMK-RXN 1,4-dihydroxy-2-naphthoate + octaprenyl diphosphate = demethylmenaquinone-8 + diphosphate + CO2 menaquinone biosynthesis
coproporphyrinogen III coproporphyrinogen 660.766 C36 H44 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 + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis
coproporphyrinogen III coproporphyrinogen 660.766 C36 H44 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 + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis
coproporphyrinogen III coproporphyrinogen 660.766 C36 H44 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 1.3.99.22 coproporphyrinogen III + 2 S-adenosyl-L-methionine = protoporphyrinogen IX + 2 CO2 + 2 L-methionine + 2 5'-deoxyadenosine heme biosynthesis
coproporphyrinogen III coproporphyrinogen 660.766 C36 H44 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 heme biosynthesis
coproporphyrinogen III coproporphyrinogen 660.766 C36 H44 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
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate phospholipid biosynthesis
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate cardiolipin biosynthesis
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol phospholipid biosynthesis
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol triacylglycerol biosynthesis
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline choline biosynthesis III
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A phospholipid biosynthesis
an L-phosphatidate a phosphatidylglycerol*a 3-sn-phosphatidate*a diacyl-glycerol-3p*a diacyl-glycerol-p*a 1,2-diacyl-sn-glycerol-3-phosphate*a phosphatidic acid*a 1,2-diacylglycerol-3-phosphate*a phosphatidate*a diacylglycerol-3-phosphate C5 H7 O8 R11 R21 P1 C(OC([R1])=O)C(OC([R2])=O)COP(=O)(O)O LIGAND-CPD:C00416 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A triacylglycerol biosynthesis
6,7-dimethyl-8-(1-D-ribityl)lumazine 326.308 C13 H18 N4 O6 CC1(N(CC(O)C(O)C(O)CO)C2(C(=NC(C)=1)C(=O)NC(N=2)=O)) LIGAND-CPD:C04332 2.5.1.9 2 6,7-dimethyl-8-(1-D-ribityl)lumazine = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + riboflavin riboflavin and FMN and FAD biosynthesis
6,7-dimethyl-8-(1-D-ribityl)lumazine 326.308 C13 H18 N4 O6 CC1(N(CC(O)C(O)C(O)CO)C2(C(=NC(C)=1)C(=O)NC(N=2)=O)) LIGAND-CPD:C04332 LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + O2 riboflavin and FMN and FAD biosynthesis
a reduced glutaredoxin 1 1.17.4.- UDP + a reduced glutaredoxin 1 = dUDP + an oxidized glutaredoxin 1 + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
a reduced glutaredoxin 1 1.17.4.- CDP + a reduced glutaredoxin 1 = dCDP + an oxidized glutaredoxin 1 + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
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 tetrapyrrole 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 + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis
a plant ceramide (II) a plant ceramide (II) C20 H40 N1 O4 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C(O)[R1] RXN-7796 a plant ceramide (I) = a plant ceramide (II) sphingolipid biosynthesis (plants)
GA25 GA25*gibberellin A25*gibberellin A25 362.422 C20 H26 O6 CC1(C(O)=O)([CH]2(C(C(O)=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA25 + alpha-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA25 GA25*gibberellin A25*gibberellin A25 362.422 C20 H26 O6 CC1(C(O)=O)([CH]2(C(C(O)=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA25 + succinate + CO2 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 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A glyoxylate cycle
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C(=O)(O)[CH]=O LIGAND-CPD:C00048*CAS:298-12-4 3.5.3.19 H2O + (S)-ureidoglycolate = 2 ammonia + CO2 + glyoxylate ureide degradation
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 ureide degradation
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
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 4.1.3.1 isocitrate = glyoxylate + succinate glyoxylate cycle
tRNAser TRNA(SER) 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + 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 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 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 1.8.4.9 2 glutathione + adenosine 5'-phosphosulfate = AMP + glutathione disulfide + sulfite sulfate reduction (assimilatory)
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 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate threonine 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 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 4.4.1.5 methylglyoxal + glutathione = S-lactoyl-glutathione threonine 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 4.4.1.5 methylglyoxal + glutathione = S-lactoyl-glutathione methylglyoxal degradation
tRNAval TRNA(VAL) 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + diphosphate + AMP tRNA charging pathway
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 = dATP + H2O de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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
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
L-asparaginyl-tRNAasn L-ASPARAGINYL-TRNA(ASN) 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + AMP tRNA charging pathway
GA1 GA1*gibberellin A1 348.395 C19 H24 C19 H24 O6 O6 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)CC3)(C)[CH]4C5C(=O)O)))(O)) 1.14.11.13 GA1 + alpha-ketoglutarate + O2 = GA8 + succinate + CO2 gibberellin inactivation
GA1 GA1*gibberellin A1 348.395 C19 H24 C19 H24 O6 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)
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+1](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
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+1](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 choline biosynthesis III
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+1](C)(C)C)C1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) CAS:987-78-0 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate phospholipid biosynthesis
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+1](C)(C)C)C1(OC(C(O)C1O)n2(c(=O)nc(N)cc2)) CAS:987-78-0 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate choline biosynthesis III
18:1-16:2-MGDG 1-18:1-2-16:2-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 18:1-16:2-MGDG = 18:2-16:2-MGDG glycolipid desaturation
18:1-16:2-MGDG 1-18:1-2-16:2-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 18:1-16:2-MGDG = 18:1-16:3-MGDG glycolipid desaturation
18:1-16:2-MGDG 1-18:1-2-16:2-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 18:1-16:1-MGDG = 18:1-16:2-MGDG glycolipid desaturation
dTTP thymidine triphosphate*thymidine 5'-triphosphate*TTP 482.171 C10 H17 N2 O14 P3 Cc1(cn(c(=O)[nH]c(=O)1)C2(OC(C(O)C2)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
beta-L-fucose 1-phosphate L-Fucose 1-phosphate*β-L-fucose 1-phosphate*6-deoxy-L-galactose 1-phosphate 244.138 C6 H13 O8 P1 CC1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:526-31-8*LIGAND-CPD:C02985 2.7.7.30 beta-L-fucose 1-phosphate + GTP = GDP-L-fucose + diphosphate GDP-L-fucose biosynthesis II (from L-fucose)
beta-L-fucose 1-phosphate L-Fucose 1-phosphate*β-L-fucose 1-phosphate*6-deoxy-L-galactose 1-phosphate 244.138 C6 H13 O8 P1 CC1(OC(OP(O)(O)=O)C(O)C(O)C1O) CAS:526-31-8*LIGAND-CPD:C02985 2.7.1.52 L-fucose + ATP = beta-L-fucose 1-phosphate + ADP GDP-L-fucose biosynthesis II (from L-fucose)
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))) LIGAND-CPD:C00004*CAS:53-84-9 1.6.5.3 ubiquinol-8 + NAD+ = ubiquinone-8 + NADH 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.35 3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.35 3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH tryptophan 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))) LIGAND-CPD:C00004*CAS:53-84-9 2-AMINOMUCONATE-REDUCTASE-RXN 2-amino-muconate + 2 H2O + NADH = NH(4)OH + alpha-ketoadipate + NAD+ tryptophan 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.6.5.3 a ubiquinone + NADH = a ubiquinol + NAD+ aerobic respiration
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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.288 xanthoxin + NAD+ = abscisic aldehyde + NADH + H+ abscisic acid 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.17.1.4 H2O + NAD+ + xanthine = urate + NADH + H+ 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.17.1.4 H2O + NAD+ + xanthine = urate + 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.19 4-aminobutanal + NAD+ + H2O = 4-aminobutyrate + NADH + 2 H+ arginine 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.8.1.4 enzyme N6-(dihydrolipoyl)lysine + NAD+ = enzyme N6-(lipoyl)lysine + NADH + H+ acetyl-CoA biosynthesis (from pyruvate)
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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.35 NAD+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.35 NAD+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.35 NAD+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation I (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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.3.1.43 NAD+ + L-arogenate = L-tyrosine + CO2 + NADH tyrosine 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.5.1.9 H2O + NAD+ + saccharopine = NADH + 2-aminoadipate-6-semialdehyde + 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.31 H2O + 2-aminoadipate-6-semialdehyde + 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))) LIGAND-CPD:C00004*CAS:53-84-9 RXN-4466 a omega-oxo fatty acid + H2O + NAD+ = a dicarboxylate + NADH fatty acid omega-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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a fatty acidn-1 + NADH fatty acid omega-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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a fatty acidn-1 + 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.145 campesterol + NAD+ = campest-5-en-3-one + NADH brassinosteroid biosynthesis 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.32 H2O + NAD+ + 2-aminomuconate semialdehyde = NADH + 2-amino-muconate tryptophan 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.3.1.12 prephenate + NAD+ = p-hydroxyphenylpyruvate + CO2 + NADH tyrosine 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate arginine 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))) LIGAND-CPD:C00004*CAS:53-84-9 2KETO-4METHYL-PENTANOATE-DEHYDROG-RXN 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.255 NAD+ + mannitol = NADH + mannose mannitol 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.178 NAD+ + 2-methyl-3-hydroxybutyryl-CoA = NADH + 2-methylacetoacetyl-CoA isoleucine 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))) LIGAND-CPD:C00004*CAS:53-84-9 2KETO-3METHYLVALERATE-RXN 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle -- aerobic respiration
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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle -- aerobic respiration
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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.3.1.76 precorrin-2 + NAD+ = sirohydrochlorin + NADH siroheme 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH glycine 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))) LIGAND-CPD:C00004*CAS:53-84-9 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.31 NAD+ + 3-hydroxy-isobutyrate = NADH + methylmalonate-semialdehyde valine 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate galactose 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis II (plant plastids)
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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I (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))) LIGAND-CPD:C00004*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)
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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glyceraldehyde 3-phosphate 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.29 NADH + hydroxypyruvate = NAD+ + glycerate 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))) LIGAND-CPD:C00004*CAS:53-84-9 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.7.1.1 NO3- + NADH = nitrite + H2O + NAD+ nitrate assimilation 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))) LIGAND-CPD:C00004*CAS:53-84-9 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation
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 2.4.1.- kaempferol + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside + dTDP kaempferol glucoside biosynthesis (Arabidopsis)
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 kaempferol glucoside biosynthesis (Arabidopsis)
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 kaempferol glucoside biosynthesis (Arabidopsis)
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
brassinolide 480.684 C28 H48 O6 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)OC3)CC(O)C(O)C4)(C)))) RXN-720 castasterone = brassinolide brassinosteroid biosynthesis I
4-methylthiobutanaldoxime 133.208 C5 H11 N1 O1 S1 C(SC)CCC=NO RXN-2207 4-methylthiobutanaldoxime + NADPH + O2 + L-cysteine = S-(4-methylthiobutylhydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from homomethionine
4-methylthiobutanaldoxime 133.208 C5 H11 N1 O1 S1 C(SC)CCC=NO 1.14.13.- homomethionine + NADPH + O2 = 4-methylthiobutanaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from homomethionine
1-O-sinapoyl-beta-D-glucose 1-O-sinapoyl β-D-glucoside 386.355 C17 H24 O10 C(O)C1(OC(C(O)C(O)C1O)OC(=O)CCc2(cc(OC)c(O)c(c2)OC)) PUBCHEM:439429*PUBCHEM:439429 2.3.1.92 1-O-sinapoyl-beta-D-glucose + malate = sinapoyl-(S)-malate + beta-D-glucose sinapate ester biosynthesis
1-O-sinapoyl-beta-D-glucose 1-O-sinapoyl β-D-glucoside 386.355 C17 H24 O10 C(O)C1(OC(C(O)C(O)C1O)OC(=O)CCc2(cc(OC)c(O)c(c2)OC)) PUBCHEM:439429*PUBCHEM:439429 2.3.1.91 1-O-sinapoyl-beta-D-glucose + choline = O-sinapoylcholine + beta-D-glucose sinapate ester biosynthesis
1-O-sinapoyl-beta-D-glucose 1-O-sinapoyl β-D-glucoside 386.355 C17 H24 O10 C(O)C1(OC(C(O)C(O)C1O)OC(=O)CCc2(cc(OC)c(O)c(c2)OC)) PUBCHEM:439429*PUBCHEM:439429 2.3.1.103 2 1-O-sinapoyl-beta-D-glucose = 1,2-bis-O-sinapoyl-beta-D-glucoside + beta-D-glucose sinapate ester biosynthesis
1-O-sinapoyl-beta-D-glucose 1-O-sinapoyl β-D-glucoside 386.355 C17 H24 O10 C(O)C1(OC(C(O)C(O)C1O)OC(=O)CCc2(cc(OC)c(O)c(c2)OC)) PUBCHEM:439429*PUBCHEM:439429 2.4.1.120 sinapate + UDP-D-glucose = 1-O-sinapoyl-beta-D-glucose + UDP sinapate ester biosynthesis
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate phosphatidyl-myo-inositol 4,5-biphosphate C11 H19 O19 R2 P3 3.1.4.11 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
(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
protoheme IX heme*hemin*ferroprotoporphyrin*protoheme*heme b*hematin*haemin 616.498 C34 H32 N4 O4 FE1 Cc4(c2(C=C8(N7([Fe]35(N1(=C(C(C)=C(CCC(O)=O)C1=Cc(n23)c4CCC(O)=O)C=c6(n5c(c(C=C)c(C)6)=CC=7C(C)=C8C=C))))))) LIGAND-CPD:C00032*CAS:14875-96-8 2.5.1.- protoheme IX + trans, trans-farnesyl diphosphate + H2O = heme o + diphosphate superpathway of proto- and siroheme biosynthesis
protoheme IX heme*hemin*ferroprotoporphyrin*protoheme*heme b*hematin*haemin 616.498 C34 H32 N4 O4 FE1 Cc4(c2(C=C8(N7([Fe]35(N1(=C(C(C)=C(CCC(O)=O)C1=Cc(n23)c4CCC(O)=O)C=c6(n5c(c(C=C)c(C)6)=CC=7C(C)=C8C=C))))))) LIGAND-CPD:C00032*CAS:14875-96-8 4.99.1.1 Fe2+ + protoporphyrin IX = 2 H+ + protoheme IX heme biosynthesis
(9,12,15)-linolenate (9,12,15)-linolenate*(9,12,15)-linolenic acid*α-linolenic acid*9Z,12Z,15Z-octadecatrienoate*9Z,12Z,15Z-octadecatrienoic acid 278.434 C18 H30 O2 CCC=CCC=CCC=CCCCCCCCC(O)=O CAS:463-40-1 1.13.11.12 (9,12,15)-linolenate + O2 = 13(S)-hydroperoxylinolenate 13-LOX and 13-HPL pathway
(9,12,15)-linolenate (9,12,15)-linolenate*(9,12,15)-linolenic acid*α-linolenic acid*9Z,12Z,15Z-octadecatrienoate*9Z,12Z,15Z-octadecatrienoic acid 278.434 C18 H30 O2 CCC=CCC=CCC=CCCCCCCCC(O)=O CAS:463-40-1 1.13.11.12 (9,12,15)-linolenate + O2 = 13(S)-hydroperoxylinolenate jasmonic acid biosynthesis
(9,12,15)-linolenate (9,12,15)-linolenate*(9,12,15)-linolenic acid*α-linolenic acid*9Z,12Z,15Z-octadecatrienoate*9Z,12Z,15Z-octadecatrienoic acid 278.434 C18 H30 O2 CCC=CCC=CCC=CCCCCCCCC(O)=O CAS:463-40-1 3.1.1.4 a phosphatidylcholine + H2O = a 2-lysophosphatidylcholine + (9,12,15)-linolenate jasmonic acid biosynthesis
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 2.3.3.- 2-oxo-4-methylthiobutanoate + acetyl-CoA + H2O = 2-(2'-methylthio)ethylmalic-acid + coenzyme A homomethionine biosynthesis
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 + a standard alpha amino acid = L-methionine + a keto acid methionine salvage pathway
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.- L-methionine + a 2-oxo acid = 2-oxo-4-methylthiobutanoate + a standard alpha amino acid homomethionine biosynthesis
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 1.13.11.54 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage 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 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 1.1.1.267 1-deoxy-D-xylulose 5-phosphate + NADPH = 2-C-methyl-D-erythritol-4-phosphate + NADP+ 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 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 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 thiamin biosynthesis
precorrin-2 dihydrosirohydrochlorin 864.858 C42 H48 N4 O16 CC1(CC(=O)O)(C4(NC(C1CCC(=O)O)=Cc2(nc(c(c2CC(O)=O)CCC(=O)O)Cc3(nc(c(CC(=O)O)c3CCC(=O)O)C=C5(C(C)(CC(=O)O)C(C(C=4)=N5)CCC(O)=O))))) CAS:65207-12-7*LIGAND-CPD:C02463 1.3.1.76 precorrin-2 + NAD+ = sirohydrochlorin + NADH siroheme biosynthesis
precorrin-2 dihydrosirohydrochlorin 864.858 C42 H48 N4 O16 CC1(CC(=O)O)(C4(NC(C1CCC(=O)O)=Cc2(nc(c(c2CC(O)=O)CCC(=O)O)Cc3(nc(c(CC(=O)O)c3CCC(=O)O)C=C5(C(C)(CC(=O)O)C(C(C=4)=N5)CCC(O)=O))))) CAS:65207-12-7*LIGAND-CPD:C02463 2.1.1.107 uroporphyrinogen-III + 2 S-adenosyl-L-methionine = 2 S-adenosyl-L-homocysteine + precorrin-2 siroheme biosynthesis
plastoquinone-9 753.245 C53 H84 O2 CC(=CCCC(C)=CCCC(C)=CCC1(C(O)C(C)=C(C)C(O)C=1))CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C 2.1.1.- 2-methyl-6-solanyl-1,4-benzoquinone + S-adenosyl-L-methionine = plastoquinone-9 + S-adenosyl-L-homocysteine plastoquinone biosynthesis
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)))) 1.14.-.- 6-deoxocathasterone + O2 = 6-deoxoteasterone + H2O brassinosteroid biosynthesis I
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)))) 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ 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)))) 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ brassinosteroid biosynthesis I
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
molybdenum cofactor (dioxyo) moco (dioxyo) 519.251 C10 H10 N5 O8 P1 S2 MO1 c12(c(c(=O)nc(N)n1)NC4(C(N2)OC(COP(=O)([O-1])[O-1])C3(S[Mo](=O)(=O)SC=34))) 2.8.1.- molybdenum cofactor (dioxyo) + L-cysteine = molybdenum cofactor (sulfide) + L-alanine + H2O molybdenum cofactor biosynthesis
molybdenum cofactor (dioxyo) moco (dioxyo) 519.251 C10 H10 N5 O8 P1 S2 MO1 c12(c(c(=O)nc(N)n1)NC4(C(N2)OC(COP(=O)([O-1])[O-1])C3(S[Mo](=O)(=O)SC=34))) 3.6.1.- molybdopterin-AMP + MoO42- = molybdenum cofactor (dioxyo) + AMP + H2O molybdenum cofactor biosynthesis
nitrite NO2*NO2- 46.005 N1 O2 N(=O)[O-1] CAS:7697-37-2*LIGAND-CPD:C00088*CAS:14797-65-0 1.7.1.1 NO3- + NADH = nitrite + H2O + NAD+ nitrate assimilation pathway
nitrite NO2*NO2- 46.005 N1 O2 N(=O)[O-1] CAS:7697-37-2*LIGAND-CPD:C00088*CAS:14797-65-0 1.7.7.- nitrite + 6 a reduced ferredoxin = ammonia + H2O + 6 an oxidized ferredoxin nitrate assimilation 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 1.8.4.9 2 glutathione + adenosine 5'-phosphosulfate = AMP + glutathione disulfide + sulfite sulfate reduction (assimilatory)
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 1.8.5.1 L-dehydro-ascorbate + 2 glutathione = glutathione disulfide + L-ascorbate ascorbate glutathione cycle
a fatty alcohol RXN-4444 a fatty alcohol + O2 = a fatty aldehyde + H2O2 fatty acid omega-oxidation
a fatty alcohol RXN-4443 an alkane = a fatty alcohol fatty acid omega-oxidation
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 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + 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 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 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 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 1.14.13.- L-phenylalanine + NADPH + O2 = phenylacetaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from phenylalanine
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 2.6.1.5 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 4.2.1.91 L-arogenate = CO2 + H2O + L-phenylalanine phenylalanine biosynthesis I
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 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 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + diphosphate 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)+ + diphosphate 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
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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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
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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + phosphate + ADP formylTHF 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + alpha-ketoglutarate histidine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine nitrate assimilation 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine glutamine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine ammonia assimilation 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.12 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.57 p-hydroxyphenylpyruvate + L-glutamate = L-tyrosine + alpha-ketoglutarate tyrosine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 RXN-2947 indole-3-acetate + L-glutamate = indole-3-acetyl-glu + H2O IAA conjugate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.79 prephenate + L-glutamate = L-arogenate + alpha-ketoglutarate tyrosine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.79 prephenate + L-glutamate = L-arogenate + 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 PROLINE-MULTI L-glutamate + ATP + NADPH = ADP + L-glutamate gamma-semialdehyde + NADP+ + phosphate proline 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + alpha-ketoglutarate lysine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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
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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.5 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-isoleucine + alpha-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-isoleucine + alpha-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-leucine + alpha-ketoglutarate = L-glutamate + 2-ketoisocaproate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-leucine + alpha-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-valine + alpha-ketoglutarate = L-glutamate + 2-keto-isovalerate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-valine + alpha-ketoglutarate = L-glutamate + 2-keto-isovalerate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.42 L-valine + alpha-ketoglutarate = L-glutamate + 2-keto-isovalerate valine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 1.5.1.12 pyrroline 5-carboxylate + NAD(P)+ + H2O = L-glutamate + NAD(P)H + H+ proline 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 1.5.1.9 H2O + NAD+ + saccharopine = NADH + 2-aminoadipate-6-semialdehyde + 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + diphosphate + AMP asparagine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.27 alpha-ketoglutarate + L-tryptophan = L-glutamate + indole-3-pyruvate IAA 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.4 L-glutamate + glyoxylate = alpha-ketoglutarate + glycine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.19 alpha-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.19 alpha-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde arginine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde arginine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 de novo biosynthesis of purine nucleotides 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 de novo biosynthesis of purine nucleotides 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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-acetyl-D-glucosamine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O 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
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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + diphosphate + NAD+ + L-glutamate NAD biosynthesis (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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + diphosphate + NAD+ + L-glutamate pyridine nucleotide cycling (plants)
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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.1 oxaloacetate + L-glutamate = L-aspartate + alpha-ketoglutarate asparagine 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.1 oxaloacetate + L-glutamate = L-aspartate + alpha-ketoglutarate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.11 N-acetyl-L-glutamate 5-semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 2.6.1.11 N-acetyl-L-glutamate 5-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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides 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 C5 H9 N1 O4 O4 C(CC(=O)O)N(N)C(=O)O LIGAND-CPD:C00025*CAS:56-86-0 4.1.3.27 chorismate + L-glutamine = anthranilate + pyruvate + L-glutamate tryptophan biosynthesis
1-pyrroline 69.106 C4 H7 N1 C1(CCC=N1) RXN-6423 4-aminobutanal = 1-pyrroline + H2O beta-alanine 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 + diphosphate methylerythritol phosphate pathway
benzyladenine-9-N-glucoside 387.394 C18 H21 N5 O5 c1(c2(c(ncn1)N(C=N2)C3(OC(CO)C(O)C(O)C(O)3)))(NCc4(ccccc4)) 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside 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
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
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
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
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
dihydroconiferyl alcohol 182.219 C10 H14 O3 C(O)CCc1(cc(OC)c(O)cc1) 2.4.1.- dihydroconiferyl alcohol + UDP-D-glucose = dihydroconiferyl alcohol glucoside + UDP monolignol glucosides biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.1.1.39 H2O + CO2 + D-ribulose-1,5-bisphosphate = 2 3-phosphoglycerate + 2 H+ Calvin cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.11 L-methionine + H2O = ammonia + 2-oxobutanoate + methanethiol methionine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.7.1.1 NO3- + NADH = nitrite + H2O + NAD+ nitrate assimilation pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate threonine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine SAM cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine adenosylmethionine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine salvage pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.4 a phosphatidylcholine + H2O = a 2-lysophosphatidylcholine + a carboxylate phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glyceraldehyde 3-phosphate degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol phospholipid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.5 H2O + urea = 2 ammonia + CO2 ureide degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.32 a phosphatidylcholine + H2O = a 1-lyso-2-acyl-sn-glycero-3-phosphocholine + a carboxylate phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.2.4 H2O + 3-hydroxy-isobutyryl-CoA = 3-hydroxy-isobutyrate + coenzyme A valine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + diphosphate histidine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.19 phosphoribosyl-AMP + H2O = phosphoribosylformiminoAICAR-phosphate histidine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate galactose degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate colanic acid building blocks biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate UDP-D-xylose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.9 H2O + NADP+ + D-glyceraldehyde-3-phosphate = 3-phosphoglycerate + NADPH glycolysis I (plant cytosol)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate riboflavin and FMN and FAD biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.10 phosphoribosyl-formamido-carboxamide = inosine-5'-phosphate + H2O de novo biosynthesis of purine nucleotides II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.10 phosphoribosyl-formamido-carboxamide = inosine-5'-phosphate + H2O de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine superpathway of polyamine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine polyamine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.53 H2O + N-carbamoylputrescine = ammonia + CO2 + putrescine arginine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 methylacrylyl-CoA + H2O = 3-hydroxy-isobutyryl-CoA valine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.8.3.1 O2 + H2O + sulfite = H2O2 + sulfate sulfite oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.23 H2O + dUTP = diphosphate + dUMP de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.61 H2O + 4 porphobilinogen = 4 ammonia + hydroxymethylbilane tetrapyrrole biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine SAM cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.3 N-carbamoyl-L-aspartate = dihydroorotate + H2O de novo biosynthesis of pyrimidine ribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 H2O + NAD+ + xanthine = urate + NADH + H+ ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 H2O + NAD+ + xanthine = urate + NADH + H+ purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.11 H2O + agmatine = urea + putrescine putrescine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine superpathway of polyamine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine polyamine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine arginine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.2 H2O + dihydrouracil = 3-ureidopropionate beta-alanine biosynthesis III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + beta-alanine beta-alanine biosynthesis III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.- 2-oxo-4-methylthiobutanoate + acetyl-CoA + H2O = 2-(2'-methylthio)ethylmalic-acid + coenzyme A homomethionine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia riboflavin and FMN and FAD biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RIBOPHOSPHAT-RXN 5-amino-6-(5'-phosphoribitylamino)uracil + H2O = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + phosphate riboflavin and FMN and FAD biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-742 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO carbon monoxide dehydrogenase pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF glycine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF carbon monoxide dehydrogenase pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 cis-aconitate + H2O = isocitrate TCA cycle -- aerobic respiration
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 cis-aconitate + H2O = isocitrate glyoxylate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.4 a phosphatidylcholine + H2O = a 2-lysophosphatidylcholine + (9,12,15)-linolenate jasmonic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.1 H2O + diphosphate = 2 phosphate UDP-glucose conversion
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 H2O + a trans-2-enoyl-CoA = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 H2O + a trans-2-enoyl-CoA = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 H2O + a trans-2-enoyl-CoA = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation I (saturated)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.16 succinate semialdehyde + NADP+ + H2O = NADPH + succinate arginine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate cardiolipin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.5 H2O + allantoin = allantoate ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.2.5 H2O + allantoin = allantoate ureide degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline choline biosynthesis III
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 UDPACYLGLCNACDEACETYL-RXN UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine + H2O = UDP-3-O-(3-hydroxymyristoyl)glucosamine + acetate lipid-A-precursor biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.7.2 guanosine 5'-diphosphate,3'-diphosphate + H2O = diphosphate + GDP ppGpp biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 tiglyl-CoA + H2O = 2-methyl-3-hydroxybutyryl-CoA isoleucine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate ureide biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.5.1 indole-3-acetonitrile + 2 H2O = ammonia + indole-3-acetate IAA biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 IAA biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate arginine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.4.3.10 O2 + H2O + putrescine = ammonia + H2O2 + 4-aminobutanal arginine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.19 4-aminobutanal + NAD+ + H2O = 4-aminobutyrate + NADH + 2 H+ arginine degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.11 methylesterified 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl + methanol homogalacturonan degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1065 9,10-epoxy-18-hydroxystearate + H2O = 9,10,18-trihydroxystearate cutin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 PSII-RXN 2 H2O = 4 H+ + 4 e- + O2 photosynthesis, light reaction
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.32 H2O + NAD+ + 2-aminomuconate semialdehyde = NADH + 2-amino-muconate tryptophan degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.7.1.3 3-hydroxy-L-kynurenine + H2O = 3-hydroxy-anthranilate + L-alanine tryptophan degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.9 N-formylkynurenine + H2O = kynurenine + formate tryptophan degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4318 trans-zeatin riboside + H2O = trans-zeatin + D-ribose trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4317 isopentenyladenine + H2O = trans-zeatin + 2 H+ trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4315 isopentenyl adenosine + H2O = isopentenyladenine + D-ribose trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4316 isopentenyl adenosine + H2O = trans-zeatin riboside + 2 H+ trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4313 isopentenyladenosine-5'-monophosphate + H2O = isopentenyl adenosine + phosphate trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4314 trans-zeatin riboside monophosphate + H2O = trans-zeatin riboside + phosphate trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4311 isopentenyladenosine-5'-diphosphate + H2O = isopentenyladenosine-5'-monophosphate + phosphate trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4312 trans-zeatin riboside diphosphate + H2O = trans-zeatin riboside monophosphate + phosphate trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4310 trans-zeatin riboside triphosphate + H2O = trans-zeatin riboside diphosphate + phosphate trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4309 isopentenyladenosine-5'-triphosphate + H2O = isopentenyladenosine-5'-diphosphate + phosphate trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.5.99.12 trans-zeatin riboside + H2O + FAD = adenosine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.5.99.12 cis-zeatin + H2O + FAD = 3-methyl-4-cis-hydroxy-2-butenal + adenine + FADH2 cytokinins degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.5.99.12 isopentenyl adenosine + H2O + FAD = adenosine + 3-methyl-2-butenal + FADH2 cytokinins degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.5.99.12 isopentenyladenine + FAD + H2O = 3-methyl-2-butenal + adenine + FADH2 cytokinins degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-5101 geranyl-PP + H2O = (-)-(4S)-alpha-terpineol + diphosphate monoterpene biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.- indole-3-acetyl-leu + H2O = indole-3-acetate + L-leucine IAA biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.- indole-3-acetyl-ala + H2O = indole-3-acetate + L-alanine IAA biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a fatty acidn-1 + NADH fatty acid omega-oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a fatty acidn-1 + NADH fatty acid alpha-oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4466 a omega-oxo fatty acid + H2O + NAD+ = a dicarboxylate + NADH fatty acid omega-oxidation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.4.11 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 beta-alanine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.3 3-aminopropionaldehyde + NAD(P)+ + H2O = beta-alanine + NAD(P)H beta-alanine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 beta-alanine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.5.99.6 H2O + an acceptor + spermidine = a reduced acceptor + 4-aminobutanal + 1,3-diaminopropane beta-alanine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.22 H2O + mannitol-1-phosphate = phosphate + mannitol mannitol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.75 phosphoryl-choline + H2O = choline + phosphate choline biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.- 7,8-dihydroneopterin 3'-triphosphate + H2O = dihydroneopterin phosphate + diphosphate tetrahydrofolate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-6321 5,10-methenyl-THF + H2O = N5-formyl-THF formylTHF biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + diphosphate + NAD+ + L-glutamate NAD biosynthesis (from aspartate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + diphosphate + NAD+ + L-glutamate pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.16 H2O + 5'-methylthioadenosine = 5-methylthioribose + adenine methionine salvage pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.31 H2O + 2-aminoadipate-6-semialdehyde + NAD+ = alpha-aminoadipate + NADH lysine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.5.1.9 H2O + NAD+ + saccharopine = NADH + 2-aminoadipate-6-semialdehyde + L-glutamate lysine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate arginine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.5.1.12 pyrroline 5-carboxylate + NAD(P)+ + H2O = L-glutamate + NAD(P)H + H+ proline degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4308 isopentenyladenosine-5'-monophosphate + NADPH + H2O = trans-zeatin riboside monophosphate + NADP+ trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4306 isopentenyladenosine-5'-diphosphate + NADPH + H2O = trans-zeatin riboside diphosphate + NADP+ trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4304 isopentenyladenosine-5'-triphosphate + NADPH + H2O = trans-zeatin riboside triphosphate + NADP+ trans-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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 de novo biosynthesis of purine nucleotides II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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 de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.- protoheme IX + trans, trans-farnesyl diphosphate + H2O = heme o + diphosphate superpathway of proto- and siroheme biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.8 phytate + H2O = D-myo-inositol (1,2,4,5,6)-pentakisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.26 phytate + H2O = D-myo-inositol (1,2,3,5,6) pentakisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7242 D-myo-inositol (1,2,3,5,6) pentakisphosphate + H2O = D-myo-inositol (1,2,5,6) tetrakisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7243 D-myo-inositol (1,2,4,5,6)-pentakisphosphate + H2O = D-myo-inositol (1,2,5,6) tetrakisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7244 D-myo-inositol (1,2,5,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,6) trisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7245 D-myo-inositol (1,2,6) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7246 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7246 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7247 D-myo-inositol (1,2,3,5,6) pentakisphosphate + H2O = D-myo-inositol (1,2,3,6) tetrakisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7248 D-myo-inositol (1,2,3,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,3) trisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7249 D-myo-inositol (1,2,3,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,6) trisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7250 D-myo-inositol (1,2,3) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7250 D-myo-inositol (1,2,3) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7252 D-myo-Inositol (1)-monophosphate + H2O = myo-inositol + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7253 D-myo-inositol (2) monophosphate + H2O = myo-inositol + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7251 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-Inositol (1)-monophosphate + phosphate phytate degradation I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7305 D-myo-inositol (2,4) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.26 H2O + phytate = phosphate + D-myo-inositol (1,2,3,4,5)-pentakisphosphate phytate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7301 D-myo-inositol (1,2,3,4,5)-pentakisphosphate + H2O = D-myo-inositol (1,2,3,4) tetrakisphosphate + phosphate phytate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7302 D-myo-inositol (1,2,3,4) tetrakisphosphate + H2O = D-myo-inositol (1,2,3) trisphosphate + phosphate phytate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7303 D-myo-inositol (1,2,3,4) tetrakisphosphate + H2O = D-myo-inositol (2,3,4) trisphosphate + phosphate phytate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7304 D-myo-inositol (2,3,4) trisphosphate + H2O = D-myo-inositol (2,4) bisphosphate + phosphate phytate degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.126 H2O + coniferin = coniferyl alcohol + beta-D-glucose coniferin metabolism
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate purine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.7 H2O + adenosine = D-ribose + adenine salvage pathways of purine nucleosides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4541 cis-zeatin riboside + H2O = cis-zeatin + D-ribose cis-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4542 cis-zeatin riboside monophosphate + H2O = cis-zeatin riboside + phosphate cis-zeatin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.14 chlorophyll a + H2O = chlorophyllide a + phytol chlorophyll a degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.68 sinapaldehyde + NADP+ + H2O = sinapate + NADPH ferulate and sinapate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.1.68 NAD(P)+ + coniferyl aldehyde + H2O = ferulate + NAD(P)H + 2 H+ ferulate and sinapate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.49 H2O + O-sinapoylcholine = choline + sinapate sinapate ester biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.- ureidoglycine + H2O = ammonia + (S)-ureidoglycolate ureide degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.9 allantoate + H2O = ureidoglycine + ammonia + CO2 ureide degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.19 H2O + (S)-ureidoglycolate = 2 ammonia + CO2 + glyoxylate ureide degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.3.4 H2O + allantoate = (S)-ureidoglycolate + urea ureide degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.- a diacylglycerol + H2O = 2-monoacylglycerol + a fatty acid triacylglycerol degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.23 H2O + 1-monoacylglycerol = a fatty acid + glycerol triacylglycerol degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1444 indolylmethyl-glucosinolate + H2O = indolylmethyl glucosinolate aglycone + beta-D-glucose glucosinolate biosynthesis from tryptophan
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + alpha-ketoglutarate lysine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 a cis-2-enoyl-CoA + H2O = a D-3-hydroxyacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.2.14 an acyl-ACP + H2O = a fatty acid + acyl carrier protein acyl-ACP thioesterase pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.2.2 an acyl-CoA + H2O = a fatty acid + coenzyme A acyl-CoA thioesterase pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP arginine biosynthesis II (acetyl cycle)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = carbamoyl-phosphate + L-glutamate + phosphate + 2 ADP de novo biosynthesis of pyrimidine ribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.9 5,10-methenyl-H4PteGlu(n) + H2O = an N10-formyl-tetrahydrofolate tetrahydrofolate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.16 GTP + H2O = formate + 7,8-dihydroneopterin 3'-triphosphate tetrahydrofolate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.15 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl homogalacturonan degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.2 (1,4-alpha-D-glucosyl)(n+1) + H2O = alpha-maltose + (1,4-alpha-D-glucosyl)(n-1) starch degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.1.3 a triacylglycerol + H2O = a fatty acid + a diacylglycerol triacylglycerol degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A glyoxylate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.10 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] LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle -- aerobic respiration
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A glyoxylate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 2-isopropylmalate + coenzyme A leucine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction (assimilatory)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.3.7 2 indole acetaldehyde + O2 + 2 H2O = 2 indole-3-acetate + H2O2 IAA biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.1 UDP + a reduced thioredoxin = dUDP + a thioredoxin disulfide + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide methylerythritol phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.- CDP + a reduced glutaredoxin 1 = dCDP + an oxidized glutaredoxin 1 + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.1 GDP + a reduced thioredoxin = dGDP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.1 CDP + a reduced thioredoxin = dCDP + a thioredoxin disulfide + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.1 ADP + a reduced thioredoxin = dADP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.4.- GTP + H2O = cyclic pyranopterin monophosphate + diphosphate molybdenum cofactor biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.1 nicotinamide riboside + H2O = nicotinamide + D-ribose pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside + phosphate pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.147 a glucosinolate + H2O = a thiohydroximate-O-sulfate + alpha-D-glucose glucosinolate breakdown
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.2.3.14 abscisic aldehyde + H2O + O2 = (+)-abscisate + H2O2 abscisic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 LIPIDXSYNTHESIS-RXN H2O + UDP-2,3-bis(3-hydroxymyristoyl)glucosamine = 2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate + UMP lipid-A-precursor biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.20 alpha-maltose + H2O = 2 alpha-D-glucose starch degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.2.1.21 coumarinic acid-beta-D-glucoside + H2O = coumarinate + beta-D-glucose coumarin biosynthesis (via 2-coumarate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8333 3-(2-propenoic acid)-o-benzoquinone + H2O = 3-(2-propenoic acid)-4,6-hydroxy cyclohexa-2,5-dienone esculetin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.10.3.1 2 cis-caffeate + O2 = 2 3-(2-propenoic acid)-o-benzoquinone + 2 H2O esculetin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8335 3,4,6-trihydroxy-cis-cinnamate = esculetin + H2O esculetin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.14 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 2-coumarate coumarin biosynthesis (via 2-coumarate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.7.7.- nitrite + 6 a reduced ferredoxin = ammonia + H2O + 6 an oxidized ferredoxin nitrate assimilation pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-8037 coumarinate = coumarin + H2O coumarin biosynthesis (via 2-coumarate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.8.1.- cyclic pyranopterin monophosphate + 2 S2- = molybdopterin + 2 H2O molybdenum cofactor biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.6.1.- molybdopterin-AMP + MoO42- = molybdenum cofactor (dioxyo) + AMP + H2O molybdenum cofactor biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.8.1.- molybdenum cofactor (dioxyo) + L-cysteine = molybdenum cofactor (sulfide) + L-alanine + H2O molybdenum cofactor biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.76 UDP-D-glucose = H2O + UDP-4-dehydro-6-deoxy-D-glucose UDP-L-rhamnose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.- alpha-carotene + NADPH + O2 = zeinoxanthin + NADP+ + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.- zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O xanthophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O xanthophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O xanthophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O xanthophyll cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- campesterol + O2 + NADPH = (22alpha)-hydroxy-campesterol + H2O + NADP+ brassinosteroid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- (5alpha)-campestan-3-one + O2 + NADPH = (22alpha)-hydroxy-5alpha-campestan-3-one + H2O + NADP+ brassinosteroid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- campest-4-en-3-one + O2 + NADPH = (22alpha)-hydroxy-campest-4-en-3-one + H2O + NADP+ brassinosteroid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- 6-oxocampestanol + O2 + NADPH = cathasterone + H2O + NADP+ brassinosteroid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ brassinosteroid biosynthesis II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ brassinosteroid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = delta3-isopentenyl-PP + NAD(P)+ + H2O methylerythritol phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-pyrophosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.4.- UDP + a reduced glutaredoxin 1 = dUDP + an oxidized glutaredoxin 1 + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.9.3.1 O2 + 4 reduced cytochrome c = 2 H2O + 4 oxidized cytochrome c aerobic respiration
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.19.2 a stearoyl-ACP + a reduced ferredoxin + O2 = an oleoyl-ACP + an oxidized ferredoxin + 2 H2O acyl-ACP desaturation pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 a D-3-hydroxyacyl-CoA = a trans-2-enoyl-CoA + H2O fatty acid beta-oxidation II (unsaturated, even number)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.3 leucopelargonidin + NADPH = afzelechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.17.1.3 leucocyanidin + NADPH = 2,3-trans-catechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O flavonol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O leucopelargonidin and leucocyanidin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O phenylpropanoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.21.6 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.-.-.- pheophorbide a + 2 O2 = RCC + 2 H2O chlorophyll a degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.17 a 3-hydroxyacyl-CoA = a trans-2-enoyl-CoA + H2O very long chain fatty acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] 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] 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] 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] 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] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA8 + alpha-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA29 + alpha-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA51 + alpha-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA34 + alpha-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- GA15 + O2 + alpha-ketoglutarate = GA24 + H2O + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O GA12 biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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 GA12 biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ GA12 biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.13.99.1 O2 + myo-inositol -> H2O + glucuronate inositol oxidation pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.-.- campestanol + O2 + a reduced acceptor = (6alpha)-hydroxycampestanol + H2O + an acceptor brassinosteroid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.-.- cathasterone + O2 + a reduced acceptor = teasterone + H2O + an acceptor brassinosteroid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.-.- typhasterol + O2 + a reduced acceptor = castasterone + H2O + an acceptor brassinosteroid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.4 1.5 O2 + protoporphyrinogen IX = 3 H2O + protoporphyrin IX heme biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.3.3.4 1.5 O2 + protoporphyrinogen IX = 3 H2O + protoporphyrin IX chlorophyllide a biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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 GA12 biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] 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] 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] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.91 L-arogenate = CO2 + H2O + L-phenylalanine phenylalanine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 R145-RXN 5-methylthioribulose-1-phosphate = 2,3-diketo-5-methylthio-1-phosphopentane + H2O methionine salvage pathway
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-527 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN1F-93 dihydrokaempferol + alpha-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O GA12 biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O GA12 biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-6423 4-aminobutanal = 1-pyrroline + H2O beta-alanine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-6424 1-(3-aminopropyl)-4-aminobutanal = 1-(3-aminopropyl)-pyrrolinium + H2O beta-alanine biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- L-phenylalanine + NADPH + O2 = phenylacetaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from phenylalanine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4603 phenylacetaldoxime + NADPH + O2 + L-cysteine = S-(phenylacetothiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from phenylalanine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2944 indole-3-acetate + L-alanine = indole-3-acetyl-ala + H2O IAA conjugate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2945 indole-3-acetate + L-leucine = indole-3-acetyl-leu + H2O IAA conjugate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2946 indole-3-acetate + L-aspartate = indole-3-acetyl-asp + H2O IAA conjugate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2947 indole-3-acetate + L-glutamate = indole-3-acetyl-glu + H2O IAA conjugate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2948 indole-3-acetate + L-glutamine = indole-3-acetyl-gln + H2O IAA conjugate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.11.- leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.-.- 6-deoxocathasterone + O2 = 6-deoxoteasterone + H2O brassinosteroid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-777 6-deoxotyphasterol + O2 = 6-deoxocastasterone + H2O brassinosteroid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-778 6-deoxocastasterone + O2 = 6alpha-hydroxy-castasterone + H2O brassinosteroid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-4241 6-deoxotyphasterol + O2 = typhasterol + H2O brassinosteroid biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.55 H2O + crotonyl-CoA = 3-hydroxybutyryl-CoA lysine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.55 H2O + crotonyl-CoA = 3-hydroxybutyryl-CoA tryptophan degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- palmitate + NADPH + O2 = 16-hydroxypalmitate + NADP+ + H2O cutin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1062 16-hydroxypalmitate + NADPH + O2 = 10,16-dihydroxypalmitate + NADP+ + H2O cutin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1064 18-hydroxyoleate + NADPH + O2 = 9,10-epoxy-18-hydroxystearate + NADP+ + H2O cutin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- homomethionine + NADPH + O2 = 4-methylthiobutanaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from homomethionine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-2207 4-methylthiobutanaldoxime + NADPH + O2 + L-cysteine = S-(4-methylthiobutylhydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from homomethionine
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1441 indole-3-acetaldoxime + NADPH + O2 + L-cysteine = S-(indolylmethylthiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from tryptophan
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.99.1.6 indole-3-acetaldoxime = indole-3-acetonitrile + H2O IAA biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1405 tryptamine + O2 + NADPH = N-hydroxyl-tryptamine + H2O + NADP+ IAA biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.9 2,3-dihydroxy-3-methylvalerate = 2-keto-3-methyl-valerate + H2O isoleucine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 SPONTPRO-RXN L-glutamate gamma-semialdehyde = H2O + pyrroline 5-carboxylate arginine degradation II
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-724 UTP = dUTP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-723 CTP = dCTP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.18 H2O + 3-methylglutaconyl-CoA = 3-hydroxy-3-methyl-glutaryl-CoA leucine degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ free phenylpropanoid acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O cutin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 O-SUCCINYLBENZOATE-COA-SYN-RXN 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate = O-succinylbenzoate + H2O phylloquinone biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 O-SUCCINYLBENZOATE-COA-SYN-RXN 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate = O-succinylbenzoate + H2O menaquinone biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O ferulate and sinapate biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-745 ATP = dATP + H2O de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-746 GTP = dGTP + H2O de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-747 ADP + reduced glutaredoxin = dADP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN0-748 GDP + reduced glutaredoxin = dGDP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.75 hydroxymethylbilane = uroporphyrinogen-III + H2O tetrapyrrole biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone-phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis (from aspartate)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 3.13.1.1 UDP-D-glucose + sulfite = UDP-sulfoquinovose + H2O sulfolipid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 RXN-1121 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ free phenylpropanoid acid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.99.30 O2 + a reduced acceptor + neurosporene = 2 H2O + an acceptor + trans-lycopene carotenoid biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.19 D-erythro-imidazole-glycerol-phosphate = imidazole acetol-phosphate + H2O histidine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle -- aerobic respiration
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.3 citrate = cis-aconitate + H2O glyoxylate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.11 O2 + NADPH + trans-cinnamate = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.11 O2 + NADPH + trans-cinnamate = H2O + NADP+ + 4-coumarate suberin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis II (plant plastids)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis I (plant cytosol)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glyceraldehyde 3-phosphate degradation
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.2 fumarate + H2O = malate TCA cycle -- aerobic respiration
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.2 fumarate + H2O = malate superpathway of glyoxylate cycle
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.24 2 5-amino-levulinate = 2 H2O + porphobilinogen tetrapyrrole biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-D-rhamnose biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] 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] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O camalexin biosynthesis
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O glucosinolate biosynthesis from tryptophan
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA biosynthesis I
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 1.11.1.6 2 H2O2 = 2 H2O + O2 removal of superoxide radicals
H2O H20*hydrogen oxide*water 18.015 H2 O1 [OH2] LIGAND-CPD:C00001*CAS:7732-18-5 4.2.1.1 H2O + CO2 = H2CO3 cyanate degradation
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.1.5 H2O + urea = 2 ammonia + CO2 ureide degradation
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.4 H2O + allantoate = (S)-ureidoglycolate + urea ureide 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 ureide degradation
urea bromisovalum*carmol*basodexan*carbamide 60.055 C1 H4 N2 O1 C(N)(N)=O LIGAND-CPD:C00086*CAS:57-13-6 3.5.3.11 H2O + agmatine = urea + putrescine putrescine 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 II
kinetin-9-N-glucoside 377.356 C16 H19 N5 O6 c1(c2(c(ncn1)N(C=N2)C3(OC(CO)C(O)C(O)C(O)3)))(NCc4(occc4)) 2.4.1.- kinetin + UDP-D-glucose = kinetin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
13(S)-hydroperoxyoctadeca-9,11-dienoate 13(S)-hydroperoxyoctadeca-9,11-dienoate*(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate 312.448 C18 H32 O4 CCCCCC(OO)C=CC=CCCCCCCCC(O)=O HYDROHEX-RXN 13(S)-hydroperoxyoctadeca-9,11-dienoate = 12-oxo-cis-9-dodecenoate + hexanal 13-LOX and 13-HPL pathway
13(S)-hydroperoxyoctadeca-9,11-dienoate 13(S)-hydroperoxyoctadeca-9,11-dienoate*(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate 312.448 C18 H32 O4 CCCCCC(OO)C=CC=CCCCCCCCC(O)=O 1.13.11.12 linoleate + O2 = 13(S)-hydroperoxyoctadeca-9,11-dienoate 13-LOX and 13-HPL pathway
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 6.3.5.8 L-glutamine + chorismate = 4-amino-4-deoxychorismate + L-glutamate tetrahydrofolate biosynthesis
quercetin 3-O-rhamnoside-7-O-glucoside 610.524 C27 H30 O16 C1(C(O)C(O)C(O)C(O1)C)Oc4(c(c2(cc(O)c(O)cc2))oc3(cc(cc(O)c3c(=O)4)OC5(OC(CO)C(O)C(O)C(O)5))) 2.4.1.- quercetin 3-O-rhamnoside + UDP-D-glucose = quercetin 3-O-rhamnoside-7-O-glucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
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) 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) 1.14.99.- beta-carotene + O2 + a reduced acceptor = beta-cryptoxanthin + H2O + an acceptor carotenoid biosynthesis
NO3- NO3*nitrate 62.005 N1 O3 [N+1]([O-1])([O-1])=O LIGAND-CPD:C00244*CAS:14797-55-8 1.7.1.1 NO3- + NADH = nitrite + H2O + NAD+ nitrate assimilation pathway
coumaryl-alcohol 150.177 C9 H10 O2 C(O)C=Cc1(ccc(O)cc1) 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ phenylpropanoid biosynthesis
coniferaldehyde glucoside coniferyl aldehyde-4-O-β-D-glucopyranoside 340.329 C16 H20 O8 C(=O)C=Cc1(cc(OC)c(cc1)OC2(OC(CO)C(O)C(O)C(O)2)) 2.4.1.- coniferyl aldehyde + UDP-D-glucose = coniferaldehyde glucoside + UDP monolignol glucosides biosynthesis
cyanidin 287.248 C15 H11 O6 C3(=C(O)C(c1(ccc(O)c(c1)O))=Oc2(cc(O)cc(c23)O)) 2.4.1.115 UDP-D-glucose + cyanidin = UDP + cyanidin-3-O-beta-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
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.- leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
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 reduced glutaredoxin 1 = dCDP + an oxidized glutaredoxin 1 + 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 CDP + a reduced thioredoxin = dCDP + a thioredoxin disulfide + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
D-myo-inositol (2,3,4) trisphosphate 1D-myo-inositol (2,3,4) trisphosphate*myo-inositol (2,3,4) trisphosphate*Ins(2,3,4)P3*I(2,3,4)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) RXN-7304 D-myo-inositol (2,3,4) trisphosphate + H2O = D-myo-inositol (2,4) bisphosphate + phosphate phytate degradation II
D-myo-inositol (2,3,4) trisphosphate 1D-myo-inositol (2,3,4) trisphosphate*myo-inositol (2,3,4) trisphosphate*Ins(2,3,4)P3*I(2,3,4)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) RXN-7303 D-myo-inositol (1,2,3,4) tetrakisphosphate + H2O = D-myo-inositol (2,3,4) trisphosphate + phosphate phytate degradation II
reduced ferredoxin andrenodoxin*B2525*reduced ferredoxin*ferredoxin*Fdx UNIPROT:P25528*SWISSMODEL:P25528*PIRE:b2525*MODBASE:P25528 METLENETHFRED-FERRE-RXN 5,10-methylene-THF + reduced ferredoxin = 5-methyl-THF + oxidized ferredoxin carbon monoxide dehydrogenase pathway
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 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 1.14.99.- phytofluene + O2 + a reduced acceptor = zeta-carotene + 2 H2O + an acceptor carotenoid biosynthesis
3,4-dihydroxy-2-butanone-4-P 3,4-dihydroxy-2-butanone-4-phosphate*tetrolose phosphate 184.085 C4 H9 O6 P1 CC(=O)C(O)COP(O)(O)=O LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + O2 riboflavin and FMN and FAD biosynthesis
3,4-dihydroxy-2-butanone-4-P 3,4-dihydroxy-2-butanone-4-phosphate*tetrolose phosphate 184.085 C4 H9 O6 P1 CC(=O)C(O)COP(O)(O)=O DIOHBUTANONEPSYN-RXN D-ribulose-5-phosphate = 3,4-dihydroxy-2-butanone-4-P + formate riboflavin and FMN and FAD biosynthesis
D-myo-inositol (1,2,3,4,5)-pentakisphosphate 1-myo-inositol (1,2,3,4,5)-pentakisphosphate*inositol (1,2,3,4,5)-pentakisphosphate*myo-inositol (1,2,3,4,5)-pentakisphosphate*1L-myo-inositol (1,2,3,4,5)-pentakisphosphate*1D-myo-inositol (1,2,3,4,5)-pentakisphosphate*I(1,2,3,4,5)P5*Ins(1,2,3,4,5)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) LIGAND-CPD:C04579 RXN-7301 D-myo-inositol (1,2,3,4,5)-pentakisphosphate + H2O = D-myo-inositol (1,2,3,4) tetrakisphosphate + phosphate phytate degradation II
D-myo-inositol (1,2,3,4,5)-pentakisphosphate 1-myo-inositol (1,2,3,4,5)-pentakisphosphate*inositol (1,2,3,4,5)-pentakisphosphate*myo-inositol (1,2,3,4,5)-pentakisphosphate*1L-myo-inositol (1,2,3,4,5)-pentakisphosphate*1D-myo-inositol (1,2,3,4,5)-pentakisphosphate*I(1,2,3,4,5)P5*Ins(1,2,3,4,5)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) LIGAND-CPD:C04579 3.1.3.26 H2O + phytate = phosphate + D-myo-inositol (1,2,3,4,5)-pentakisphosphate phytate degradation II
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
ureidoglycine 133.107 C3 H7 N3 O3 C(N)(C(=O)O)NC(=O)N 3.5.3.- ureidoglycine + H2O = ammonia + (S)-ureidoglycolate ureide degradation
ureidoglycine 133.107 C3 H7 N3 O3 C(N)(C(=O)O)NC(=O)N 3.5.3.9 allantoate + H2O = ureidoglycine + ammonia + CO2 ureide degradation
a glucosylceramide a glucosylceramide C26 H50 N1 O8 R11 C([R1])C(=O)NC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)CCCCCCCCCCCCCCC 2.4.1.- a plant ceramide (I) + an O-glucosylsterol = a glucosylceramide + a sterol sphingolipid biosynthesis (plants)
a glucosylceramide a glucosylceramide C26 H50 N1 O8 R11 C([R1])C(=O)NC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)CCCCCCCCCCCCCCC 2.4.1.80 a plant ceramide (I) + UDP-D-glucose = a glucosylceramide + UDP sphingolipid biosynthesis (plants)
D-myo-inositol (1,4,5,6)-tetrakisphosphate inositol (1,4,5,6)-tetrakisphosphate*1D-myo-inositol (1,4,5,6)-tetrakisphosphate*Ins(1,4,5,6)P4*I(1,4,5,6)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(O) 2.7.1.- D-myo-inositol (1,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
D-myo-inositol (1,4,5,6)-tetrakisphosphate inositol (1,4,5,6)-tetrakisphosphate*1D-myo-inositol (1,4,5,6)-tetrakisphosphate*Ins(1,4,5,6)P4*I(1,4,5,6)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(O) 2.7.1.- D-myo-inositol (1,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,2,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
D-myo-inositol (1,4,5,6)-tetrakisphosphate inositol (1,4,5,6)-tetrakisphosphate*1D-myo-inositol (1,4,5,6)-tetrakisphosphate*Ins(1,4,5,6)P4*I(1,4,5,6)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(O) 2.7.1.151 D-myo-inositol (1,4,5)-trisphosphate + ATP = D-myo-inositol (1,4,5,6)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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 CTP + ADP = CDP + ATP 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 CDP + a reduced thioredoxin = dCDP + a thioredoxin disulfide + 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 1.17.4.- CDP + a reduced glutaredoxin 1 = dCDP + an oxidized glutaredoxin 1 + 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.- phytol + CTP = phytyl monophosphate + CDP phytol salvage pathway
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
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-methenyl-THF + ADP + phosphate formylTHF biosynthesis
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-methenyl-THF + H2O = N5-formyl-THF formylTHF biosynthesis
18:2-18:1-PC 1-18:2-2-18:1-phosphatidylcholine 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-18:1-PC = 18:3-18:1-PC phospholipid desaturation
18:2-18:1-PC 1-18:2-2-18:1-phosphatidylcholine 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-18:1-PC = 18:2-18:2-PC phospholipid desaturation
18:2-18:1-PC 1-18:2-2-18:1-phosphatidylcholine 785.115 C44 H83 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:1-18:1-PC = 18:2-18:1-PC phospholipid desaturation
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate (E)-4-hydroxy-3-methylbut-2-en-1-yl 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 + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide methylerythritol phosphate pathway
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate (E)-4-hydroxy-3-methylbut-2-en-1-yl 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 + NAD(P)H + H+ = dimethylallyl-pyrophosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate (E)-4-hydroxy-3-methylbut-2-en-1-yl 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 + NAD(P)H + H+ = delta3-isopentenyl-PP + NAD(P)+ + H2O methylerythritol phosphate pathway
ajugose α-D-Galp-(1->6)-α-D-Galp-(1->6)-α-D-Galp-(1-.6)-α-D-Galp-(1->6)-α-D-Glcp-(1->2)-β-D-Fruf 990.867 C36 H62 O31 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(C(O)C(O)C3O)COC4(OC(C(O)C(O)C4O)COC5(OC(C(O)C(O)C5O)COC6(C(O)C(O)C(O)C(O6)CO)))))) 2.4.1.- verbascose + galactinol = ajugose + myo-inositol ajugose biosynthesis I (galactinol-dependent)
3-methylglutaconyl-CoA trans-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 + 3-methylglutaconyl-CoA + ADP leucine degradation
3-methylglutaconyl-CoA trans-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 + 3-methylglutaconyl-CoA = 3-hydroxy-3-methyl-glutaryl-CoA leucine degradation
D-myo-inositol (1,2,3,6) tetrakisphosphate 1D-myo-inositol (1,2,3,6) tetrakisphosphate*Ins(1,2,3,6)P4*I(1,2,3,6)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7248 D-myo-inositol (1,2,3,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,3) trisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,3,6) tetrakisphosphate 1D-myo-inositol (1,2,3,6) tetrakisphosphate*Ins(1,2,3,6)P4*I(1,2,3,6)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7249 D-myo-inositol (1,2,3,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,6) trisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,3,6) tetrakisphosphate 1D-myo-inositol (1,2,3,6) tetrakisphosphate*Ins(1,2,3,6)P4*I(1,2,3,6)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7247 D-myo-inositol (1,2,3,5,6) pentakisphosphate + H2O = D-myo-inositol (1,2,3,6) tetrakisphosphate + phosphate phytate degradation I
indole-3-acetyl-leu indole-3-acetyl-leucine 288.346 C16 H20 N2 O3 C(=O)(NC(C(O)=O)CC(C)C)Cc2(c[nH]c1(ccccc12)) 3.5.1.- indole-3-acetyl-leu + H2O = indole-3-acetate + L-leucine IAA biosynthesis II
indole-3-acetyl-leu indole-3-acetyl-leucine 288.346 C16 H20 N2 O3 C(=O)(NC(C(O)=O)CC(C)C)Cc2(c[nH]c1(ccccc12)) RXN-2945 indole-3-acetate + L-leucine = indole-3-acetyl-leu + H2O IAA conjugate 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 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 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
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 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
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 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 2.7.1.40 ADP + phosphoenolpyruvate = pyruvate + ATP glycolysis II (plant plastids)
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 2.7.1.40 ADP + phosphoenolpyruvate = pyruvate + ATP glycolysis I (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 2.7.1.40 ADP + phosphoenolpyruvate = 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 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 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 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 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 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glyceraldehyde 3-phosphate degradation
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 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis II (plant plastids)
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 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glycolysis I (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 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 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 4.2.1.11 2-phosphoglycerate = phosphoenolpyruvate + H2O glyceraldehyde 3-phosphate degradation
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
prenyl-tRNA RXN-4544 prenyl-tRNA = cis-prenyl-tRNA cis-zeatin biosynthesis
prenyl-tRNA 2.5.1.8 a tRNA + dimethylallyl-pyrophosphate = prenyl-tRNA + diphosphate cis-zeatin biosynthesis
beta-L-arabinose 1-phosphate β-L-arabinose 1-P 230.111 C5 H11 O8 P1 C1(OC(OP(O)(=O)O)C(O)C(O)C(O)1) 2.7.7.37 beta-L-arabinose 1-phosphate + UTP = UDP-L-arabinose + diphosphate UDP-L-arabinose biosynthesis II (from L-arabinose)
beta-L-arabinose 1-phosphate β-L-arabinose 1-P 230.111 C5 H11 O8 P1 C1(OC(OP(O)(=O)O)C(O)C(O)C(O)1) 2.7.1.46 L-arabinose + ATP = beta-L-arabinose 1-phosphate + ADP UDP-L-arabinose biosynthesis II (from L-arabinose)
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
18:3-18:3-MGDG 1-18:3-2-18:3-monogalactosyldiacylglycerol*1,2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 791.073 C45 H74 O11 C(OC1(C(O)C(O)C(OO)C(O1)CO))C(OC(=O)CCCCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5771744 1.14.99.- 18:3-18:2-MGDG = 18:3-18:3-MGDG glycolipid desaturation
18:3-18:3-MGDG 1-18:3-2-18:3-monogalactosyldiacylglycerol*1,2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 791.073 C45 H74 O11 C(OC1(C(O)C(O)C(OO)C(O1)CO))C(OC(=O)CCCCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCC=CCC PUBCHEM:5771744 1.14.99.- 18:2-18:3-MGDG = 18:3-18:3-MGDG glycolipid desaturation
myo-inositol meso-inositol*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 2.7.8.11 a CDP-diacylglycerol + myo-inositol = an L-1-phosphatidyl-inositol + CMP phospholipid biosynthesis
myo-inositol meso-inositol*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 2.7.1.64 myo-inositol + ATP = D-myo-inositol (3)-monophosphate + ADP lipid-independent phytate biosynthesis
myo-inositol meso-inositol*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 1.13.99.1 O2 + myo-inositol -> H2O + glucuronate inositol oxidation pathway
myo-inositol meso-inositol*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 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose biosynthesis
myo-inositol meso-inositol*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 2.4.1.- stachyose + galactinol = verbascose + myo-inositol ajugose biosynthesis I (galactinol-dependent)
myo-inositol meso-inositol*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 2.4.1.- verbascose + galactinol = ajugose + myo-inositol ajugose biosynthesis I (galactinol-dependent)
myo-inositol meso-inositol*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 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
myo-inositol meso-inositol*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 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
myo-inositol meso-inositol*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 RXN-7253 D-myo-inositol (2) monophosphate + H2O = myo-inositol + phosphate phytate degradation I
myo-inositol meso-inositol*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 RXN-7252 D-myo-Inositol (1)-monophosphate + H2O = myo-inositol + phosphate phytate degradation I
a thiohydroximate-O-sulfate C1 H1 N1 O4 R11 S2 C(S)([R1])=NOS(=O)(=O)[O-1] RXN-8137 a thiohydroximate-O-sulfate = an epithionitrile glucosinolate breakdown
a thiohydroximate-O-sulfate C1 H1 N1 O4 R11 S2 C(S)([R1])=NOS(=O)(=O)[O-1] RXN-8136 a thiohydroximate-O-sulfate = a nitrile glucosinolate breakdown
a thiohydroximate-O-sulfate C1 H1 N1 O4 R11 S2 C(S)([R1])=NOS(=O)(=O)[O-1] RXN-8135 a thiohydroximate-O-sulfate = an isothiocyanate glucosinolate breakdown
a thiohydroximate-O-sulfate C1 H1 N1 O4 R11 S2 C(S)([R1])=NOS(=O)(=O)[O-1] 3.2.1.147 a glucosinolate + H2O = a thiohydroximate-O-sulfate + alpha-D-glucose glucosinolate breakdown
indole-3-acetyl-beta-1-D-glucose 1-O-indol-3-ylacetyl-β-D-glucose 337.329 C16 H19 N1 O7 c1(c(c2(c([nH]1)cccc2))CC(=O)OC3(C(O)C(O)C(O)C(O3)CO)) 2.4.1.121 indole-3-acetate + UDP-D-glucose = indole-3-acetyl-beta-1-D-glucose + UDP IAA conjugate biosynthesis
quercetin 7-O-glucoside quercimeritrin 464.382 C21 H20 O12 C1(C(O)C(O)C(O)C(O1)CO)Oc3(cc(O)c2(c(=O)c(O)c(oc2c3)c4(ccc(O)c(O)c4))) 2.4.1.237 quercetin + UDP-D-glucose = quercetin 7-O-glucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
(-)-(1S)-sabinene 136.236 C10 H16 C=C2(C1(C(C(C)C)(C1)CC2)) RXN-5103 geranyl-PP = (-)-(1S)-sabinene + diphosphate monoterpene 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.- quercetin + UDP-L-rhamnose = quercetin 3-O-rhamnoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
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-5481 UDP-4-dehydro-6-deoxy-D-glucose + NADPH = UDP-L-rhamnose + NADP+ UDP-L-rhamnose biosynthesis
3-deoxy-D-manno-octulosonate deoxy-manno-octulosonate*2-dehydro-3-deoxy-D-octonate*KDO*ketodeoxyoctonate 238.194 C8 H14 O8 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)CO LIGAND-CPD:C01187 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
3-deoxy-D-manno-octulosonate deoxy-manno-octulosonate*2-dehydro-3-deoxy-D-octonate*KDO*ketodeoxyoctonate 238.194 C8 H14 O8 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)CO LIGAND-CPD:C01187 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
3-deoxy-D-manno-octulosonate deoxy-manno-octulosonate*2-dehydro-3-deoxy-D-octonate*KDO*ketodeoxyoctonate 238.194 C8 H14 O8 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)CO LIGAND-CPD:C01187 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
3-deoxy-D-manno-octulosonate deoxy-manno-octulosonate*2-dehydro-3-deoxy-D-octonate*KDO*ketodeoxyoctonate 238.194 C8 H14 O8 C(O)(=O)C(=O)CC(O)C(O)C(O)C(O)CO LIGAND-CPD:C01187 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
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
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 + 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
dihydrozeatin-9-N-glucoside-O-glucoside 545.545 C22 H35 N5 O11 c1(c2(c(ncn1)N(C=N2)C3(OC(CO)C(O)C(O)C(O)3)))(NCCC(C)COC4(OC(CO)C(O)C(O)C(O)4)) 2.4.1.- dihydrozeatin-9-N-glucoside + UDP-D-glucose = dihydrozeatin-9-N-glucoside-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
a tRNA tRNA 2.5.1.8 a tRNA + dimethylallyl-pyrophosphate = prenyl-tRNA + diphosphate cis-zeatin biosynthesis
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
ent-kaurenoate ent-kaur-16-en-19-oate*ent-kaurenoic acid 302.456 C20 H30 O2 CC3(C(O)=O)(CCCC4(C)([CH]1(C2(CC(CC1)C(C2)=C)(CC[CH]34)))) 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ GA12 biosynthesis
ent-kaurenoate ent-kaur-16-en-19-oate*ent-kaurenoic acid 302.456 C20 H30 O2 CC3(C(O)=O)(CCCC4(C)([CH]1(C2(CC(CC1)C(C2)=C)(CC[CH]34)))) 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O GA12 biosynthesis
palmitate Hexadecanoate (n-C16:0)*palmitic acid*hexadecanoate 256.428 C16 H32 O2 C(=O)(O)CCCCCCCCCCCCCCC PUBCHEM:985*LIGAND-CPD:C00249*CAS:57-10-3 1.14.13.- palmitate + NADPH + O2 = 16-hydroxypalmitate + NADP+ + H2O cutin 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 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides I
18:2-18:3-PC 1-18:2-2-18:3-phosphatidylcholine*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 781.084 C44 H79 N1 O8 P1 C(OC(=O)CCCCCCCC=CCC=CCCCCC)C(COP(O)(=O)OCC[N+1](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-18:3-PC = 18:3-18:3-PC phospholipid desaturation
18:2-18:3-PC 1-18:2-2-18:3-phosphatidylcholine*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 781.084 C44 H79 N1 O8 P1 C(OC(=O)CCCCCCCC=CCC=CCCCCC)C(COP(O)(=O)OCC[N+1](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-18:2-PC = 18:2-18:3-PC phospholipid desaturation
18:2-18:3-PC 1-18:2-2-18:3-phosphatidylcholine*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 781.084 C44 H79 N1 O8 P1 C(OC(=O)CCCCCCCC=CCC=CCCCCC)C(COP(O)(=O)OCC[N+1](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:1-18:3-PC = 18:2-18:3-PC phospholipid desaturation
6-deoxotyphasterol deoxotyphasterol 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)))) RXN-4241 6-deoxotyphasterol + O2 = typhasterol + H2O brassinosteroid biosynthesis I
6-deoxotyphasterol deoxotyphasterol 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)))) RXN-777 6-deoxotyphasterol + O2 = 6-deoxocastasterone + H2O brassinosteroid biosynthesis I
6-deoxotyphasterol deoxotyphasterol 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)))) RXN-776 3-dehydro-6-deoxoteasterone = 6-deoxotyphasterol brassinosteroid 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 XANTHOSINEPHOSPHORY-RXN xanthosine + phosphate = ribose-1-phosphate + xanthine ureide biosynthesis
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
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 1.1.1.29 NADH + hydroxypyruvate = NAD+ + glycerate photorespiration
cis-prenyl-tRNA RXN-4545 cis-prenyl-tRNA = cis-zeatin riboside monophosphate cis-zeatin biosynthesis
cis-prenyl-tRNA RXN-4544 prenyl-tRNA = cis-prenyl-tRNA cis-zeatin biosynthesis
D-myo-inositol (1,3,4,5,6)-pentakisphosphate Ins(1,3,4,5,6)P5*1D-myo-inositol (1,3,4,5,6)-pentakisphosphate*inositol (1,3,4,5,6)-pentakisphosphate*I(1,3,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-independent phytate biosynthesis
D-myo-inositol (1,3,4,5,6)-pentakisphosphate Ins(1,3,4,5,6)P5*1D-myo-inositol (1,3,4,5,6)-pentakisphosphate*inositol (1,3,4,5,6)-pentakisphosphate*I(1,3,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
D-myo-inositol (1,3,4,5,6)-pentakisphosphate Ins(1,3,4,5,6)P5*1D-myo-inositol (1,3,4,5,6)-pentakisphosphate*inositol (1,3,4,5,6)-pentakisphosphate*I(1,3,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
D-myo-inositol (1,3,4,5,6)-pentakisphosphate Ins(1,3,4,5,6)P5*1D-myo-inositol (1,3,4,5,6)-pentakisphosphate*inositol (1,3,4,5,6)-pentakisphosphate*I(1,3,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.134 D-myo-inositol (3,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-independent phytate biosynthesis
D-myo-inositol (1,3,4,5,6)-pentakisphosphate Ins(1,3,4,5,6)P5*1D-myo-inositol (1,3,4,5,6)-pentakisphosphate*inositol (1,3,4,5,6)-pentakisphosphate*I(1,3,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.140 D-myo-inositol (1,3,4,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
D-myo-inositol (1,3,4,5,6)-pentakisphosphate Ins(1,3,4,5,6)P5*1D-myo-inositol (1,3,4,5,6)-pentakisphosphate*inositol (1,3,4,5,6)-pentakisphosphate*I(1,3,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.- D-myo-inositol (1,3,4,5)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
D-myo-inositol (1,3,4,5,6)-pentakisphosphate Ins(1,3,4,5,6)P5*1D-myo-inositol (1,3,4,5,6)-pentakisphosphate*inositol (1,3,4,5,6)-pentakisphosphate*I(1,3,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.- D-myo-inositol (1,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
thiamin thiamine*vitamin B1 265.352 C12 H17 N4 O1 S1 c1(c(cnc(C)n1)C[n+1]2(c(C)c(sc2)CCO))(N) CAS:67-03-8*LIGAND-CPD:C00378*CAS:59-43-8 2.7.1.89 thiamin + 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 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose 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 2.4.1.241 a monogalactosyldiacylgycerol + UDP-galactose = a digalactosyldiacylglycerol + UDP glycolipid 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 = a monogalactosyldiacylgycerol + UDP glycolipid 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 2.7.7.12 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 2.7.7.12 UDP-D-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose galactose degradation II
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 + diphosphate 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 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 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 galactose degradation II
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
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))) LIGAND-CPD:C06362 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))) LIGAND-CPD:C06362 RXN-2002 (E)-cinnamoyl-CoA + H2O = hydroxycinnamoyl-CoA salicylic acid biosynthesis
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 + diphosphate + 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 = L-glutamate + 2-keto-isovalerate 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 = L-glutamate + 2-keto-isovalerate valine biosynthesis
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 = L-glutamate + 2-keto-isovalerate valine degradation
an acceptor an oxidized electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO carbon monoxide dehydrogenase pathway
an acceptor an oxidized electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle -- aerobic respiration
an acceptor an oxidized electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.5.99.6 H2O + an acceptor + spermidine = a reduced acceptor + 4-aminobutanal + 1,3-diaminopropane beta-alanine biosynthesis I
an acceptor an oxidized electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.5.99.8 L-proline + an acceptor = pyrroline 5-carboxylate + a reduced acceptor proline degradation
an acceptor an oxidized electron acceptor*an 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 electron acceptor*an 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 electron acceptor*an 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 electron acceptor*an 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 electron acceptor*an 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 electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.-.- campestanol + O2 + a reduced acceptor = (6alpha)-hydroxycampestanol + H2O + an acceptor brassinosteroid biosynthesis I
an acceptor an oxidized electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.-.- cathasterone + O2 + a reduced acceptor = teasterone + H2O + an acceptor brassinosteroid biosynthesis I
an acceptor an oxidized electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.-.- typhasterol + O2 + a reduced acceptor = castasterone + H2O + an acceptor brassinosteroid biosynthesis I
an acceptor an oxidized electron acceptor*an 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 electron acceptor*an oxidized donor*A 0.0 LIGAND-CPD:C00028 1.14.99.30 O2 + a reduced acceptor + neurosporene = 2 H2O + an acceptor + trans-lycopene carotenoid biosynthesis
cis-zeatin-O-glucoside 381.388 C16 H23 N5 O6 c2(c1(c(N=CN1)ncn2))NCC=C(C)COC3(OC(CO)C(O)C(O)C(O)3) 2.4.1.215 cis-zeatin + UDP-D-glucose = cis-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
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
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
crinosterol 398.671 C28 H46 O1 CC(C(C)C)C=CC(C)C1(C2(C(CC1)C3(C(CC2)C4(C(=CC3)CC(O)CC4)(C)))(C)) 1.3.1.- campesterol + NADP+ = crinosterol + NADPH sterol biosynthesis
riboflavin vitamin B2 376.368 C17 H20 N4 O6 C(O)C(O)C(O)C(O)Cn2(c1(c(C(=O)NC(N=1)=O)=nc3(c2cc(C)c(C)c3))) PUBCHEM:6759*LIGAND-CPD:C00255*CAS:83-88-5 2.7.1.26 riboflavin + ATP = FMN + ADP riboflavin and FMN and FAD biosynthesis
riboflavin vitamin B2 376.368 C17 H20 N4 O6 C(O)C(O)C(O)C(O)Cn2(c1(c(C(=O)NC(N=1)=O)=nc3(c2cc(C)c(C)c3))) PUBCHEM:6759*LIGAND-CPD:C00255*CAS:83-88-5 2.5.1.9 2 6,7-dimethyl-8-(1-D-ribityl)lumazine = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + riboflavin riboflavin and FMN and FAD biosynthesis
N-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 = N-carbamoyl-L-aspartate + phosphate de novo biosynthesis of pyrimidine ribonucleotides
N-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 N-carbamoyl-L-aspartate = dihydroorotate + H2O de novo biosynthesis of pyrimidine ribonucleotides
18:3-16:1-MGDG 1-18:3-2-16:1-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-16:1-MGDG = 18:3-16:2-MGDG glycolipid desaturation
18:3-16:1-MGDG 1-18:3-2-16:1-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-16:0-MGDG = 18:3-16:1-MGDG glycolipid desaturation
18:3-16:1-MGDG 1-18:3-2-16:1-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-16:1-MGDG = 18:3-16:1-MGDG glycolipid desaturation
cis-zeatin-7-N-glucoside 381.388 C16 H23 N5 O6 c2(c1(N(C=Nc1ncn2)C3(OC(CO)C(O)C(O)C(O)3)))(NCC=C(C)CO) 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
GA13 GA13*gibberellin A13*gibberellin A13 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)
18:1-18:1-PC 1-18:1-2-18:1-sn-glycerol-3-phosphocholine*1,2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine 787.131 C44 H85 N1 O8 P1 C(OP(O)(=O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313476 1.14.99.- 18:1-18:1-PC = 18:1-18:2-PC phospholipid desaturation
18:1-18:1-PC 1-18:1-2-18:1-sn-glycerol-3-phosphocholine*1,2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine 787.131 C44 H85 N1 O8 P1 C(OP(O)(=O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313476 1.14.99.- 18:1-18:1-PC = 18:2-18:1-PC phospholipid desaturation
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
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
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
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 cardiolipin biosynthesis
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 + sn-glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid biosynthesis
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 + sn-glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP cardiolipin biosynthesis
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine*4-(1-D-ribitylamino)-5-aminouracil*compound 6 276.249 C9 H16 N4 O6 C(O)C(O)C(O)C(O)CNc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04732 LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + O2 riboflavin and FMN and FAD biosynthesis
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine*4-(1-D-ribitylamino)-5-aminouracil*compound 6 276.249 C9 H16 N4 O6 C(O)C(O)C(O)C(O)CNc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04732 RIBOPHOSPHAT-RXN 5-amino-6-(5'-phosphoribitylamino)uracil + H2O = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + phosphate riboflavin and FMN and FAD biosynthesis
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine*4-(1-D-ribitylamino)-5-aminouracil*compound 6 276.249 C9 H16 N4 O6 C(O)C(O)C(O)C(O)CNc1(c(N)c(=O)[nH]c([nH]1)=O) LIGAND-CPD:C04732 2.5.1.9 2 6,7-dimethyl-8-(1-D-ribityl)lumazine = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + riboflavin riboflavin and FMN and FAD biosynthesis
teasterone 448.685 C28 H48 O4 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)CC4)(C)))) RXN-717 teasterone = 3-dehydroteasterone brassinosteroid biosynthesis I
teasterone 448.685 C28 H48 O4 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)CC4)(C)))) 1.14.-.- cathasterone + O2 + a reduced acceptor = teasterone + H2O + an acceptor brassinosteroid biosynthesis I
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
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 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation
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 threonine degradation
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
(R)-3-hydroxymyristoyl-ACP B1094*AcpP*3-hydroxytetradecanoyl-ACP UNIPROT:P02901*MODBASE:P02901 2.3.1.- UDP-3-O-(3-hydroxymyristoyl)glucosamine + (R)-3-hydroxymyristoyl-ACP = UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + acyl carrier protein lipid-A-precursor biosynthesis
(R)-3-hydroxymyristoyl-ACP B1094*AcpP*3-hydroxytetradecanoyl-ACP UNIPROT:P02901*MODBASE:P02901 2.3.1.129 (R)-3-hydroxymyristoyl-ACP + UDP-N-acetyl-D-glucosamine = UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine + acyl carrier protein lipid-A-precursor 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 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-D-rhamnose 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 5.1.3.- GDP-D-mannose = GDP-L-gulose 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 5.1.3.- GDP-D-mannose = GDP-L-gulose GDP-L-galactose 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate GDP-D-rhamnose 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)C1O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c4(c(nc3)c(=O)[nH]c(n4)N)))) LIGAND-CPD:C00096 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + diphosphate ascorbate biosynthesis
indole-3-acetyl-glu indole-3-acetyl-glutamate 304.302 C15 H16 N2 O5 C(NC(C(O)=O)CCC(O)=O)(=O)Cc1(c2(c([nH]c1)cccc2)) RXN-2947 indole-3-acetate + L-glutamate = indole-3-acetyl-glu + H2O IAA conjugate biosynthesis
tryptamine 3-(2-aminoethyl)indole 160.218 C10 H12 N2 C(N)Cc1(c2(c([nH]c1)cccc2)) CAS:61-54-1 RXN-1405 tryptamine + O2 + NADPH = N-hydroxyl-tryptamine + H2O + NADP+ IAA biosynthesis I
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 IAA biosynthesis I
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 IAA 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 2.7.4.9 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 formylTHF biosynthesis
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
a 1-lyso-2-acyl-sn-glycero-3-phosphocholine a L-1-lysolecithin*a 1-lysophosphatidylcholine*a 1-lysolecithin*a β-lysophosphatidylcholine*a 2-acylglycerophosphocholine*a 2-acyl-sn-glycero-3-phosphocholine C9 H20 N1 O7 R11 P1 C([N+1](C)(C)C)COP(=O)(O)OCC(CO)OC(=O)[R1] 3.1.1.32 a phosphatidylcholine + H2O = a 1-lyso-2-acyl-sn-glycero-3-phosphocholine + a carboxylate phospholipases
mannitol D-mannitol*mitobronitol 182.173 C6 H14 O6 C(O)C(O)C(O)C(O)C(O)CO LIGAND-CPD:C00392*CAS:69-65-8 1.1.1.255 NAD+ + mannitol = NADH + mannose mannitol degradation
mannitol D-mannitol*mitobronitol 182.173 C6 H14 O6 C(O)C(O)C(O)C(O)C(O)CO LIGAND-CPD:C00392*CAS:69-65-8 3.1.3.22 H2O + mannitol-1-phosphate = phosphate + mannitol mannitol biosynthesis
3-(2'-methylthio)ethylmalic-acid 208.229 C7 H12 O5 S1 C(SC)CC(C(O)=O)C(O)C(=O)O 1.1.1.- 3-(2'-methylthio)ethylmalic-acid = 2-oxo-5-methylthiopentanoic-acid + CO2 homomethionine biosynthesis
3-(2'-methylthio)ethylmalic-acid 208.229 C7 H12 O5 S1 C(SC)CC(C(O)=O)C(O)C(=O)O 5.4.4.- 2-(2'-methylthio)ethylmalic-acid = 3-(2'-methylthio)ethylmalic-acid homomethionine biosynthesis
L-glutamyl-tRNAGlu L-glutamyl-tRNAglt*L-GLUTAMYL-TRNA(GLT) LIGAND-CPD:C02987 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis
L-glutamyl-tRNAGlu L-glutamyl-tRNAglt*L-GLUTAMYL-TRNA(GLT) LIGAND-CPD:C02987 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole biosynthesis
L-glutamyl-tRNAGlu L-glutamyl-tRNAglt*L-GLUTAMYL-TRNA(GLT) LIGAND-CPD:C02987 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tRNA charging pathway
adenosine 5'-phosphosulfate adenylyl-sulfate*APS*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))) PUBCHEM:10238*LIGAND-CPD:C00224*CAS:485-84-7 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate activation for sulfonation
adenosine 5'-phosphosulfate adenylyl-sulfate*APS*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))) PUBCHEM:10238*LIGAND-CPD:C00224*CAS:485-84-7 1.8.4.9 2 glutathione + adenosine 5'-phosphosulfate = AMP + glutathione disulfide + sulfite sulfate reduction (assimilatory)
adenosine 5'-phosphosulfate adenylyl-sulfate*APS*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))) PUBCHEM:10238*LIGAND-CPD:C00224*CAS:485-84-7 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction (assimilatory)
adenosine 5'-phosphosulfate adenylyl-sulfate*APS*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))) PUBCHEM:10238*LIGAND-CPD:C00224*CAS:485-84-7 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate activation for sulfonation
a monogalactosyldiacylgycerol a D-galactosyldiacylglycerol*a 3-(β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3-β-D-galactosyl-1,2-diacylglycerol*a
monogalactosyldiglyceride*MGDG*a Galβ1->3acyl2Gro*a mono-β-D-galactosyldiacylglycerol C11 H16 O10 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OCC(OC([R2])=O)COC([R1])=O) 2.4.1.184 2 a monogalactosyldiacylgycerol = a digalactosyldiacylglycerol + a 1,2-diacylglycerol glycolipid biosynthesis
a monogalactosyldiacylgycerol a D-galactosyldiacylglycerol*a 3-(β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3-β-D-galactosyl-1,2-diacylglycerol*a
monogalactosyldiglyceride*MGDG*a Galβ1->3acyl2Gro*a mono-β-D-galactosyldiacylglycerol C11 H16 O10 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OCC(OC([R2])=O)COC([R1])=O) 2.4.1.241 a monogalactosyldiacylgycerol + UDP-galactose = a digalactosyldiacylglycerol + UDP glycolipid biosynthesis
a monogalactosyldiacylgycerol a D-galactosyldiacylglycerol*a 3-(β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3-β-D-galactosyl-1,2-diacylglycerol*a
monogalactosyldiglyceride*MGDG*a Galβ1->3acyl2Gro*a mono-β-D-galactosyldiacylglycerol C11 H16 O10 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OCC(OC([R2])=O)COC([R1])=O) 2.4.1.46 a 1,2-diacylglycerol + UDP-galactose = a monogalactosyldiacylgycerol + UDP glycolipid biosynthesis
a diacylglycerol 3.1.1.- a diacylglycerol + H2O = 2-monoacylglycerol + a fatty acid triacylglycerol degradation
a diacylglycerol 3.1.1.3 a triacylglycerol + H2O = a fatty acid + a diacylglycerol triacylglycerol degradation
a methylated corrinoid Fe-S protein 2.1.1.- 5-methyl-THF + a corrinoid Fe-S protein = tetrahydrofolate + a methylated corrinoid Fe-S protein carbon monoxide dehydrogenase pathway
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 diphosphate = geranylgeranyl-chlorophyll a + diphosphate chlorophyll a 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 RXN-5461 dTDP-4-dehydro-6-deoxy-D-glucose + NADPH = dTDP-alpha-L-rhamnose + NADP+ dTDP-L-rhamnose biosynthesis
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
dTDP-D-glucose dTDP-glucose 564.333 C16 H26 N2 O16 P2 Cc1(cn(c(=O)[nH]c(=O)1)C2(OC(C(O)C2)COP(O)(=O)OP(O)(=O)OC3(OC(CO)C(O)C(O)C(O)3))) 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
trans-zeatin-O-glucoside O-β-D-Glucosylzeatin 381.388 C16 H23 N5 O6 c2(c1(c(NC=N1)ncn2))NCC=C(C)COC3(OC(CO)C(O)C(O)C(O)3) 2.4.1.- trans-zeatin-O-glucoside + UDP-D-glucose = trans-zeatin-O-glucoside-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
trans-zeatin-O-glucoside O-β-D-Glucosylzeatin 381.388 C16 H23 N5 O6 c2(c1(c(NC=N1)ncn2))NCC=C(C)COC3(OC(CO)C(O)C(O)C(O)3) 2.4.1.203 trans-zeatin + UDP-D-glucose = trans-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
L-phenylalanyl-tRNAphe L-PHENYLALANYL-TRNA(PHE) 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + AMP tRNA charging pathway
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 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine (deoxy)ribose phosphate degradation
isopentenyladenine N6-Δ2-isopentenyladenine*iP 202.238 C10 H12 N5 c2(ncnc1(c(ncn1)2))(NCC=C(C)C) CAS:2365-40-4*NCI:|106958| RXN-4317 isopentenyladenine + H2O = trans-zeatin + 2 H+ trans-zeatin biosynthesis
isopentenyladenine N6-Δ2-isopentenyladenine*iP 202.238 C10 H12 N5 c2(ncnc1(c(ncn1)2))(NCC=C(C)C) CAS:2365-40-4*NCI:|106958| 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
isopentenyladenine N6-Δ2-isopentenyladenine*iP 202.238 C10 H12 N5 c2(ncnc1(c(ncn1)2))(NCC=C(C)C) CAS:2365-40-4*NCI:|106958| 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
isopentenyladenine N6-Δ2-isopentenyladenine*iP 202.238 C10 H12 N5 c2(ncnc1(c(ncn1)2))(NCC=C(C)C) CAS:2365-40-4*NCI:|106958| 1.5.99.12 isopentenyladenine + FAD + H2O = 3-methyl-2-butenal + adenine + FADH2 cytokinins degradation
isopentenyladenine N6-Δ2-isopentenyladenine*iP 202.238 C10 H12 N5 c2(ncnc1(c(ncn1)2))(NCC=C(C)C) CAS:2365-40-4*NCI:|106958| RXN-4315 isopentenyl adenosine + H2O = isopentenyladenine + D-ribose trans-zeatin biosynthesis
2-propenyl-glucosinolate sinigrin 359.366 C10 H17 N1 O9 S2 C1(OC(C(CO)C(O)C(O)1)SC(CC=C)=NOS(O)(=O)=O)(O) RXN-2222 3-methylsulfinylpropyl-glucosinolate = 2-propenyl-glucosinolate glucosinolate biosynthesis from homomethionine
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*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 4.2.1.17 H2O + a trans-2-enoyl-CoA = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 4.2.1.17 H2O + a trans-2-enoyl-CoA = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 4.2.1.17 H2O + a trans-2-enoyl-CoA = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation I (saturated)
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 1.3.1.38 a trans-2-enoyl-CoA + NADPH = fatty acyln+2-CoA + NADP+ very long chain fatty acid biosynthesis
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 5.3.3.8 a cis-3-enoyl-CoA = a trans-2-enoyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 5.3.3.8 a trans-3-enoyl-CoA = a trans-2-enoyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 4.2.1.17 a D-3-hydroxyacyl-CoA = a trans-2-enoyl-CoA + H2O fatty acid beta-oxidation II (unsaturated, even number)
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 4.2.1.17 a 3-hydroxyacyl-CoA = a trans-2-enoyl-CoA + H2O very long chain fatty acid biosynthesis
a trans-2-enoyl-CoA trans-2,3-didehydroacyl-CoA*trans-2,3-dehydroacyl-CoA*trans-Δ2-enoyl-CoA*trans-didehydroacyl-CoA C24 H37 N7 O17 R1 P3 S1 1.3.3.6 an acyl-CoA + O2 = a trans-2-enoyl-CoA + H2O2 fatty acid beta-oxidation I (saturated)
8'-hydroxyabscisate 8´-HOABA 280.32 C15 H20 O5 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC(=O)O)(CO) RXN-8153 8'-hydroxyabscisate = phaseic acid phaseic acid biosynthesis
8'-hydroxyabscisate 8´-HOABA 280.32 C15 H20 O5 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC(=O)O)(CO) 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
a long-linear glucan 2.4.1.1 a long-linear glucan + phosphate = alpha-D-glucose 1-phosphate starch degradation
a long-linear glucan 3.2.1.1 a long-linear glucan = n a short glucan starch degradation
a long-linear glucan 2.4.1.25 a short glucan + a short glucan = a long-linear glucan + alpha-D-glucose starch degradation
a long-linear glucan 3.2.1.41 a large-branched glucan = a long-linear glucan starch degradation
(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 isoleucine degradation
(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 valine degradation
(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 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA isoleucine degradation
(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 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA valine degradation
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 1.17.4.1 UDP + a reduced thioredoxin = dUDP + a thioredoxin disulfide + 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.- UDP + a reduced glutaredoxin 1 = dUDP + an oxidized glutaredoxin 1 + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
(6alpha)-hydroxycampestanol hydroxycampestanol 418.702 C28 H50 O2 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(O)C3)CC(O)CC4)(C)))) RXN-714 (6alpha)-hydroxycampestanol = 6-oxocampestanol brassinosteroid biosynthesis I
(6alpha)-hydroxycampestanol hydroxycampestanol 418.702 C28 H50 O2 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(O)C3)CC(O)CC4)(C)))) 1.14.-.- campestanol + O2 + a reduced acceptor = (6alpha)-hydroxycampestanol + H2O + an acceptor brassinosteroid biosynthesis I
2-aminoadipate-6-semialdehyde L-2-aminoadipate 6-semialdehyde*2-aminoadipate 6-semialdehyde*α-aminoadipate 6-semialdehyde*2-aminoadipate semialdehyde*allysine 145.158 C6 H11 N1 O3 C(=O)(O)C(N)CCCC=O CAS:1962-83-0 1.2.1.31 H2O + 2-aminoadipate-6-semialdehyde + NAD+ = alpha-aminoadipate + NADH lysine degradation II
2-aminoadipate-6-semialdehyde L-2-aminoadipate 6-semialdehyde*2-aminoadipate 6-semialdehyde*α-aminoadipate 6-semialdehyde*2-aminoadipate semialdehyde*allysine 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 + 2-aminoadipate-6-semialdehyde + L-glutamate lysine degradation II
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 = D-glucosamine 1-phosphate UDP-N-acetyl-D-glucosamine 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 UDP-N-acetyl-D-glucosamine 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 + diphosphate + 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
phosphoryl-choline choline phosphate*phosphocholine*N-Trimethyl-2-aminoethylphosphonate*O-Phosphocholine 184.152 C5 H15 N1 O4 P1 C([N+1](C)(C)C)COP(O)(=O)O CAS:107-73-3 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate phospholipid biosynthesis
phosphoryl-choline choline phosphate*phosphocholine*N-Trimethyl-2-aminoethylphosphonate*O-Phosphocholine 184.152 C5 H15 N1 O4 P1 C([N+1](C)(C)C)COP(O)(=O)O CAS:107-73-3 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate choline biosynthesis III
phosphoryl-choline choline phosphate*phosphocholine*N-Trimethyl-2-aminoethylphosphonate*O-Phosphocholine 184.152 C5 H15 N1 O4 P1 C([N+1](C)(C)C)COP(O)(=O)O CAS:107-73-3 3.1.3.75 phosphoryl-choline + H2O = choline + phosphate choline biosynthesis I
phosphoryl-choline choline phosphate*phosphocholine*N-Trimethyl-2-aminoethylphosphonate*O-Phosphocholine 184.152 C5 H15 N1 O4 P1 C([N+1](C)(C)C)COP(O)(=O)O CAS:107-73-3 2.1.1.103 N-dimethylethanolamine phosphate + S-adenosyl-L-methionine = phosphoryl-choline + S-adenosyl-L-homocysteine choline biosynthesis I
phosphoryl-choline choline phosphate*phosphocholine*N-Trimethyl-2-aminoethylphosphonate*O-Phosphocholine 184.152 C5 H15 N1 O4 P1 C([N+1](C)(C)C)COP(O)(=O)O CAS:107-73-3 2.7.1.32 choline + ATP = phosphoryl-choline + ADP phospholipid biosynthesis
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 RXN-5985 9-mercaptodethiobiotin = biotin biotin biosynthesis
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
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 (deoxy)ribose phosphate degradation
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*NCI:46709*CAS:61-90-5 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + 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*NCI:46709*CAS:61-90-5 RXN-2945 indole-3-acetate + L-leucine = indole-3-acetyl-leu + H2O IAA conjugate biosynthesis
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*NCI:46709*CAS:61-90-5 2.6.1.42 L-leucine + alpha-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine biosynthesis
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*NCI:46709*CAS:61-90-5 2.6.1.42 L-leucine + alpha-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine degradation
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*NCI:46709*CAS:61-90-5 3.5.1.- indole-3-acetyl-leu + H2O = indole-3-acetate + L-leucine IAA biosynthesis II
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
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
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
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 de novo biosynthesis of purine nucleotides 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 + reduced glutaredoxin = dGDP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides 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 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 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate GDP-D-rhamnose 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 2.7.6.5 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 1.17.4.1 GDP + a reduced thioredoxin = dGDP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides 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 2.4.1.132 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 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 3.1.7.2 guanosine 5'-diphosphate,3'-diphosphate + H2O = diphosphate + 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 2.4.1.142 (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 2.7.4.8 GMP + ATP = GDP + ADP de novo biosynthesis of purine nucleotides 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 2.4.1.83 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 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides 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 + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides I
sphinganine dihydrosphingosine*sphinganine*erythro-D-sphinganine*DHS 301.512 C18 H39 N1 O2 CCCCCCCCCCCCCCCC(O)C(N)CO CAS:764-22-7 1.1.1.102 NADPH + 3-dehydrosphinganine = NADP+ + sphinganine sphingolipid biosynthesis (plants)
sphinganine dihydrosphingosine*sphinganine*erythro-D-sphinganine*DHS 301.512 C18 H39 N1 O2 CCCCCCCCCCCCCCCC(O)C(N)CO CAS:764-22-7 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid biosynthesis (plants)
sphinganine dihydrosphingosine*sphinganine*erythro-D-sphinganine*DHS 301.512 C18 H39 N1 O2 CCCCCCCCCCCCCCCC(O)C(N)CO CAS:764-22-7 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
sphinganine dihydrosphingosine*sphinganine*erythro-D-sphinganine*DHS 301.512 C18 H39 N1 O2 CCCCCCCCCCCCCCCC(O)C(N)CO CAS:764-22-7 2.3.1.- sphinganine + a fatty acyl CoA = a plant ceramide (I) + coenzyme A sphingolipid biosynthesis (plants)
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.- kaempferol-3-glucoside + UDP-D-glucose = kaempferol 3,7-O-diglucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
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 kaempferol glucoside biosynthesis (Arabidopsis)
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 kaempferol glucoside biosynthesis (Arabidopsis)
16:0-18:3-DGDG 1-16:0-2-18:3-digalactosyldiacylglycerol*1-hexadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 915.209 C49 H86 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 16:0-18:2-DGDG = 16:0-18:3-DGDG glycolipid desaturation
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 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+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.15.1.1 2 O2- + 2 H+ = H2O2 + O2 removal of superoxide radicals
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 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
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O GA12 biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 RXN-924 2 NAD(P)+ + 2 H+ + 4 e- = 2 NAD(P)H photosynthesis, light reaction
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + 2 H2O GA12 biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O GA12 biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 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
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + 2 H2O chlorophyllide a biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.-.-.- RCC + 2 H+ = pFCC chlorophyll a degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.3.3.3 coproporphyrinogen III + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 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+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-pyrophosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = delta3-isopentenyl-PP + NAD(P)+ + H2O methylerythritol phosphate pathway
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O xanthophyll cycle
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 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+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O xanthophyll cycle
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 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+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.1.1.288 xanthoxin + NAD+ = abscisic aldehyde + NADH + H+ abscisic acid biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.1.1.86 2-acetolactate + NADPH + H+ = 2,3-dihydroxy-isovalerate + NADP+ valine biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.1.1.187 NAD(P)H + GDP-4-dehydro-6-deoxy-D-mannose + H+ = NAD(P)+ + GDP-D-rhamnose GDP-D-rhamnose biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + H+ oxidative branch of the pentose phosphate pathway
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.1.1.3 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ homoserine biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ riboflavin and FMN and FAD biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.17.1.4 H2O + NAD+ + xanthine = urate + NADH + H+ ureide biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.17.1.4 H2O + NAD+ + xanthine = urate + NADH + H+ purine degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.2.1.19 4-aminobutanal + NAD+ + H2O = 4-aminobutyrate + NADH + 2 H+ arginine degradation I
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 4.1.1.39 H2O + CO2 + D-ribulose-1,5-bisphosphate = 2 3-phosphoglycerate + 2 H+ Calvin cycle
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.8.1.4 enzyme N6-(dihydrolipoyl)lysine + NAD+ = enzyme N6-(lipoyl)lysine + NADH + H+ acetyl-CoA biosynthesis (from pyruvate)
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.2.1.68 NAD(P)+ + coniferyl aldehyde + H2O = ferulate + NAD(P)H + 2 H+ ferulate and sinapate biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.5.1.20 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ arginine degradation II
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.8.1.7 glutathione disulfide + NADPH + H+ = 2 glutathione + NADP+ ascorbate glutathione cycle
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 1.5.1.12 pyrroline 5-carboxylate + NAD(P)+ + H2O = L-glutamate + NAD(P)H + H+ proline degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 RXN-4316 isopentenyl adenosine + H2O = trans-zeatin riboside + 2 H+ trans-zeatin biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 RXN-4317 isopentenyladenine + H2O = trans-zeatin + 2 H+ trans-zeatin biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 PSII-RXN 2 H2O = 4 H+ + 4 e- + O2 photosynthesis, light reaction
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 3.5.1.4 acrylamide + H2O = ammonia + acrylate + H+ acrylonitrile degradation
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + 2 H+ photorespiration
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 4.99.1.4 sirohydrochlorin + Fe2+ = siroheme + 2 H+ siroheme biosynthesis
H+ hydrogen ion*proton*H 1.008 H1 [H+1] LIGAND-CPD:C00080*CAS:12408-02-5 4.99.1.1 Fe2+ + protoporphyrin IX = 2 H+ + protoheme IX heme biosynthesis
GA8 2β-hydroxygibberellin 1*gibberellin A8*gibberellin A8*GA8 364.394 C19 H24 O7 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)C(O)C3)(C)[CH]4C5C(=O)O)))(O)) 1.14.11.- GA8 + alpha-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
GA8 2β-hydroxygibberellin 1*gibberellin A8*gibberellin A8*GA8 364.394 C19 H24 O7 C=C1(C2(CC5(C1)([CH](CC2)C34(OC(=O)C(C(O)C(O)C3)(C)[CH]4C5C(=O)O)))(O)) 1.14.11.13 GA1 + alpha-ketoglutarate + O2 = GA8 + succinate + CO2 gibberellin inactivation
L-isoleucyl-tRNAile L-ISOLEUCYL-TRNA(ILE) 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + AMP tRNA charging pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis II (plant plastids)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I (plant cytosol)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glyceraldehyde 3-phosphate degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A carbon monoxide dehydrogenase pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 an N10-formyl-tetrahydrofolate + ADP + phosphate = H4PteGlu(n) + ATP + formate tetrahydrofolate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetyl-L-glutamate 5-semialdehyde + NADP+ + phosphate arginine biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetyl-L-glutamate 5-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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.15 L-histidinol-phosphate + H2O = histidinol + phosphate histidine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside + phosphate pyridine nucleotide cycling (plants)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.4.2.1 nicotinate + D-ribulose-1-phosphate = nicotinate riboside + phosphate pyridine nucleotide cycling (plants)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.2 ATP + UTP + ammonia = ADP + phosphate + CTP de novo biosynthesis of pyrimidine ribonucleotides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-4542 cis-zeatin riboside monophosphate + H2O = cis-zeatin riboside + phosphate cis-zeatin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate purine degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate salvage pathways of purine nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 GMP + H2O = guanosine + phosphate salvage pathways of purine nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 AMP + H2O = adenosine + phosphate salvage pathways of purine nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7304 D-myo-inositol (2,3,4) trisphosphate + H2O = D-myo-inositol (2,4) bisphosphate + phosphate phytate degradation II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7303 D-myo-inositol (1,2,3,4) tetrakisphosphate + H2O = D-myo-inositol (2,3,4) trisphosphate + phosphate phytate degradation II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7302 D-myo-inositol (1,2,3,4) tetrakisphosphate + H2O = D-myo-inositol (1,2,3) trisphosphate + phosphate phytate degradation II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7301 D-myo-inositol (1,2,3,4,5)-pentakisphosphate + H2O = D-myo-inositol (1,2,3,4) tetrakisphosphate + phosphate phytate degradation II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.26 H2O + phytate = phosphate + D-myo-inositol (1,2,3,4,5)-pentakisphosphate phytate degradation II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7305 D-myo-inositol (2,4) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7251 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-Inositol (1)-monophosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7253 D-myo-inositol (2) monophosphate + H2O = myo-inositol + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7252 D-myo-Inositol (1)-monophosphate + H2O = myo-inositol + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7250 D-myo-inositol (1,2,3) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7250 D-myo-inositol (1,2,3) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7249 D-myo-inositol (1,2,3,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,6) trisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7248 D-myo-inositol (1,2,3,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,3) trisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7247 D-myo-inositol (1,2,3,5,6) pentakisphosphate + H2O = D-myo-inositol (1,2,3,6) tetrakisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7246 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7246 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7245 D-myo-inositol (1,2,6) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7244 D-myo-inositol (1,2,5,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,6) trisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7243 D-myo-inositol (1,2,4,5,6)-pentakisphosphate + H2O = D-myo-inositol (1,2,5,6) tetrakisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-7242 D-myo-inositol (1,2,3,5,6) pentakisphosphate + H2O = D-myo-inositol (1,2,5,6) tetrakisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.26 phytate + H2O = D-myo-inositol (1,2,3,5,6) pentakisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.8 phytate + H2O = D-myo-inositol (1,2,4,5,6)-pentakisphosphate + phosphate phytate degradation I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 LUMAZINESYN-RXN 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + O2 riboflavin and FMN and FAD biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 PROLINE-MULTI L-glutamate + ATP + NADPH = ADP + L-glutamate gamma-semialdehyde + NADP+ + phosphate proline biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate tetrahydrofolate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.75 phosphoryl-choline + H2O = choline + phosphate choline biosynthesis I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.22 H2O + mannitol-1-phosphate = phosphate + mannitol mannitol biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-4309 isopentenyladenosine-5'-triphosphate + H2O = isopentenyladenosine-5'-diphosphate + phosphate trans-zeatin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-4310 trans-zeatin riboside triphosphate + H2O = trans-zeatin riboside diphosphate + phosphate trans-zeatin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-4312 trans-zeatin riboside diphosphate + H2O = trans-zeatin riboside monophosphate + phosphate trans-zeatin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-4311 isopentenyladenosine-5'-diphosphate + H2O = isopentenyladenosine-5'-monophosphate + phosphate trans-zeatin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-4314 trans-zeatin riboside monophosphate + H2O = trans-zeatin riboside + phosphate trans-zeatin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN-4313 isopentenyladenosine-5'-monophosphate + H2O = isopentenyl adenosine + phosphate trans-zeatin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate ureide biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate purine degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate salvage pathways of purine nucleosides
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.27 an L-1-phosphatidylglycerol-phosphate + H2O = an L-1-phosphatidyl-glycerol + phosphate cardiolipin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + 3-methylglutaconyl-CoA + ADP leucine degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.4.1.3 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA isoleucine degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.4.1.3 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA valine degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle -- aerobic respiration
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine + phosphate methionine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.6.1.1 H2O + diphosphate = 2 phosphate UDP-glucose conversion
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate GDP-D-rhamnose biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.1.90 D-fructose-6-phosphate + diphosphate = phosphate + fructose-1,6-bisphosphate glycolysis I (plant cytosol)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.3.2 L-aspartate + carbamoyl-phosphate = N-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-1])([O-1])(=O)[O-1] 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 de novo biosynthesis of purine nucleotides II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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 de novo biosynthesis of purine nucleotides I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = phosphate + 5'-phosphoribosyl-N-formylglycineamide + ADP de novo biosynthesis of purine nucleotides I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RXN0-742 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate de novo biosynthesis of purine nucleotides I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 RIBOPHOSPHAT-RXN 5-amino-6-(5'-phosphoribitylamino)uracil + H2O = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + phosphate riboflavin and FMN and FAD biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyl-THF + ADP + phosphate formylTHF biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 QUINOLINATE-SYNTHA-RXN iminoaspartate + dihydroxy-acetone-phosphate = quinolinate + 2 H2O + phosphate NAD biosynthesis (from aspartate)
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide de novo biosynthesis of purine nucleotides II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide de novo biosynthesis of purine nucleotides I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.12 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.13 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.13 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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 de novo biosynthesis of purine nucleotides II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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 de novo biosynthesis of purine nucleotides I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.4 H2O + an L-phosphatidate = phosphate + a 1,2-diacylglycerol phospholipid biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.7.9.2 H2O + pyruvate + ATP = phosphate + phosphoenolpyruvate + AMP glyceraldehyde 3-phosphate degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine SAM cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine adenosylmethionine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine salvage pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine nitrate assimilation pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine glutamine biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine ammonia assimilation cycle
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine degradation
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF carbon monoxide dehydrogenase pathway
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides II
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides I
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] 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-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + phosphate + ADP formylTHF biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 6.3.2.17 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + phosphate + ADP tetrahydrofolate biosynthesis
phosphate inorganic phosphate*phosphate-inorganic*Pi*orthophosphate*PO43-*HPO42-*HPO4-2 94.971 O4 P1 P([O-1])([O-1])(=O)[O-1] LIGAND-CPD:C00009*CAS:14265-44-2 3.1.3.12 trehalose 6-phosphate + H2O = trehalose + phosphate trehalose biosynthesis
an O-glucosylsterol a sterol 3-β-D-glucoside*a sterol 3-b-D-glucoside C25 H41 O6 R11 CC23(CCC1(C4(C(CCC1C2CCC([R1])3)CC(CC4)OC5(OC(CO)C(O)C(O)C(O)5))(C))) 2.4.1.- a plant ceramide (I) + an O-glucosylsterol = a glucosylceramide + a sterol sphingolipid biosynthesis (plants)
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
polypeptide LIGAND-CPD:C00403 RXN-2942 indole-3-acetate + polypeptide = indole-3-acetyl-polypeptide IAA conjugate biosynthesis
18:2-18:2-MGDG 1-18:2-2-18:2-monogalactosyldiacylglycerol*1,2-(9Z,12Z-octadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 795.105 C45 H78 O11 C(OC1(C(O)C(O)C(OO)C(O1)CO))C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-18:2-MGDG = 18:3-18:2-MGDG glycolipid desaturation
18:2-18:2-MGDG 1-18:2-2-18:2-monogalactosyldiacylglycerol*1,2-(9Z,12Z-octadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 795.105 C45 H78 O11 C(OC1(C(O)C(O)C(OO)C(O1)CO))C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-18:2-MGDG = 18:2-18:3-MGDG glycolipid desaturation
an alkane RXN-1022 an alkane = a secondary alcohol epicuticular wax biosynthesis
an alkane RXN-4443 an alkane = a fatty alcohol fatty acid omega-oxidation
an alkane 4.1.99.5 a fatty aldehyde = an alkane + CO epicuticular wax 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+1]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 H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF 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+1]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 H2O + 5,10-methenyl-THF = N10-formyl-THF glycine degradation
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+1]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 H2O + 5,10-methenyl-THF = N10-formyl-THF carbon monoxide dehydrogenase 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+1]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-methenyl-THF + H2O = N5-formyl-THF formylTHF 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+1]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
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+1]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+ = NADPH + 5,10-methenyl-THF formylTHF 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+1]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+ = NADPH + 5,10-methenyl-THF carbon monoxide dehydrogenase 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+1]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-methenyl-THF + ADP + phosphate formylTHF biosynthesis
dihydroxyphaseic acid (-)-dihydroxyphaseic acid*DPA 282.336 C15 H22 O5 CC12(C(C(C)(OC1)CC(O)C2)(O)C=CC(C)=CC(=O)O) 1.-.-.- phaseic acid + a reduced acceptor = dihydroxyphaseic acid + an oxidized acceptor phaseic acid 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 ADOMET-DMK-METHYLTRANSFER-RXN demethylmenaquinone-8 + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + menaquinone-8 menaquinone biosynthesis
tRNAgly TRNA(GLY) 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + AMP tRNA charging pathway
D-myo-inositol (1,2,4,5,6)-pentakisphosphate 1D-myo-inositol 1,2,4,5,6-pentakisphosphate*myo-inositol 1,2,4,5,6-pentakisphosphate*inositol 1,2,4,5,6-pentakisphosphate*Ins(1,2,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C1OP(O)([O-1])=O)(O) CAS:20298-95-7 RXN-7243 D-myo-inositol (1,2,4,5,6)-pentakisphosphate + H2O = D-myo-inositol (1,2,5,6) tetrakisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,4,5,6)-pentakisphosphate 1D-myo-inositol 1,2,4,5,6-pentakisphosphate*myo-inositol 1,2,4,5,6-pentakisphosphate*inositol 1,2,4,5,6-pentakisphosphate*Ins(1,2,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C1OP(O)([O-1])=O)(O) CAS:20298-95-7 3.1.3.8 phytate + H2O = D-myo-inositol (1,2,4,5,6)-pentakisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,4,5,6)-pentakisphosphate 1D-myo-inositol 1,2,4,5,6-pentakisphosphate*myo-inositol 1,2,4,5,6-pentakisphosphate*inositol 1,2,4,5,6-pentakisphosphate*Ins(1,2,4,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C1OP(O)([O-1])=O)(O) CAS:20298-95-7 2.7.1.- D-myo-inositol (1,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,2,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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 1.6.5.3 ubiquinol-8 + NAD+ = ubiquinone-8 + NADH NAD/NADH phosphorylation and dephosphorylation
1,8-cineole cineole*1,8-epoxy-p-menthane*1,8-oxido-p-menthane*eucalyptol*cajeputol 154.252 C10 H18 O1 CC12(CCC(C(C)(O1)C)CC2) RXN-5102 (-)-(4S)-alpha-terpineol = 1,8-cineole monoterpene biosynthesis
5-methylthioribose S5-methyl-5-thio-D-ribose*5-methylthio-D-ribose*MTR*S-methyl-5-thio-D-ribose 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
5-methylthioribose S5-methyl-5-thio-D-ribose*5-methylthio-D-ribose*MTR*S-methyl-5-thio-D-ribose 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
a D-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 4.2.1.17 a D-3-hydroxyacyl-CoA = a trans-2-enoyl-CoA + H2O fatty acid beta-oxidation II (unsaturated, even number)
a D-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 a D-3-hydroxyacyl-CoA = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
a D-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 4.2.1.17 a cis-2-enoyl-CoA + H2O = a D-3-hydroxyacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
quercetin 3,5-O-diglucoside 626.524 C27 H30 O17 C1(C(O)C(O)C(O)C(O1)CO)Oc2(cc3(c(c(O)c2)c(=O)c(c(o3)c4(ccc(O)c(O)c4))OC5(C(O)C(O)C(O)C(O5)CO))) 2.4.1.- quercetin-3-glucoside + UDP-D-glucose = quercetin 3,5-O-diglucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
GA29-catabolite gibberellin A29-catabolite*gibberellin A29-catabolite*GA29-catabolite 346.379 C19 H22 O6 CC1([CH]4(C(=CC(=O)C1)[CH]3(C2(CC(C(=C)C2)(O)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA29 + alpha-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
an oxidized acceptor 1.-.-.- phaseic acid + a reduced acceptor = dihydroxyphaseic acid + an oxidized acceptor phaseic 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) 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
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-L-homocysteine free phenylpropanoid acid 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+ free phenylpropanoid acid biosynthesis
UDP-3-O-(3-hydroxymyristoyl)glucosamine UDP-3-O-(3-hydroxytetradecanoyl)-D-glucosamine*UDP-3-O-(3-hydroxytetradecanoyl)glucosamine 791.679 C29 H51 N3 O18 P2 CCCCCCCCCCCC(O)CC(=O)OC1(C(N)C(OC(C1O)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) LIGAND-CPD:C06022 2.3.1.- UDP-3-O-(3-hydroxymyristoyl)glucosamine + (R)-3-hydroxymyristoyl-ACP = UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + acyl carrier protein lipid-A-precursor biosynthesis
UDP-3-O-(3-hydroxymyristoyl)glucosamine UDP-3-O-(3-hydroxytetradecanoyl)-D-glucosamine*UDP-3-O-(3-hydroxytetradecanoyl)glucosamine 791.679 C29 H51 N3 O18 P2 CCCCCCCCCCCC(O)CC(=O)OC1(C(N)C(OC(C1O)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) LIGAND-CPD:C06022 UDPACYLGLCNACDEACETYL-RXN UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine + H2O = UDP-3-O-(3-hydroxymyristoyl)glucosamine + acetate lipid-A-precursor biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 II
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 I
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate galactose degradation I
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate colanic acid building blocks biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 1.1.1.22 H2O + 2 NAD+ + UDP-D-glucose = 2 NADH + UDP-D-glucuronate UDP-D-xylose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.121 indole-3-acetate + UDP-D-glucose = indole-3-acetyl-beta-1-D-glucose + UDP IAA conjugate biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 3.13.1.1 UDP-D-glucose + sulfite = UDP-sulfoquinovose + H2O sulfolipid biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- trans-zeatin-O-glucoside + UDP-D-glucose = trans-zeatin-O-glucoside-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- kinetin + UDP-D-glucose = kinetin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-7-N-dihydrozeatin + UDP cytokinins 7-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- kinetin + UDP-D-glucose = kinetin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 kaempferol glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 quercetin glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- dihydrozeatin-9-N-glucoside + UDP-D-glucose = dihydrozeatin-9-N-glucoside-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.203 trans-zeatin + UDP-D-glucose = trans-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 II
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.120 sinapate + UDP-D-glucose = 1-O-sinapoyl-beta-D-glucose + UDP sinapate ester biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.215 cis-zeatin + UDP-D-glucose = cis-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- dihydroconiferyl alcohol + UDP-D-glucose = dihydroconiferyl alcohol glucoside + UDP monolignol glucosides biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- sinapaldehyde + UDP-D-glucose = sinapaldehyde glucoside + UDP monolignol glucosides biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- coniferyl aldehyde + UDP-D-glucose = coniferaldehyde glucoside + UDP monolignol glucosides biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.111 sinapyl-alcohol + UDP-D-glucose = syringin + UDP monolignol glucosides biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.111 coniferyl alcohol + UDP-D-glucose = coniferin + UDP coniferin metabolism
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.115 UDP-D-glucose + cyanidin = UDP + cyanidin-3-O-beta-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.115 UDP-D-glucose + pelargonidin = UDP + pelargonidin-3-O-beta-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.195 4-methylthiobutylhydroximate + UDP-D-glucose = 3-methylthiopropyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from homomethionine
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.195 phenylacetothiohydroximate + UDP-D-glucose = benzyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from phenylalanine
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.195 indolylmethylthiohydroximate + UDP-D-glucose = indolylmethyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from tryptophan
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.80 a plant ceramide (I) + UDP-D-glucose = a glucosylceramide + UDP sphingolipid biosynthesis (plants)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- (+)-abscisate + UDP-D-glucose = abscisic acid glucose ester + UDP abscisic acid glucose ester biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 4.2.1.76 UDP-D-glucose = H2O + UDP-4-dehydro-6-deoxy-D-glucose UDP-L-rhamnose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- kaempferol-3-glucoside + UDP-D-glucose = kaempferol 3,7-O-diglucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- kaempferol-3-rhamnoside + UDP-D-glucose = kaempferol 3-O-rhamnoside-7-O-glucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.237 kaempferol + UDP-D-glucose = kaempferol 7-O-glucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 kaempferol glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- quercetin-3-glucoside + UDP-D-glucose = quercetin 3,7-O-diglucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- quercetin 3-O-rhamnoside + UDP-D-glucose = quercetin 3-O-rhamnoside-7-O-glucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.- quercetin-3-glucoside + UDP-D-glucose = quercetin 3,5-O-diglucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.237 quercetin + UDP-D-glucose = quercetin 7-O-glucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3)) LIGAND-CPD:C00029*CAS:133-89-1 2.4.1.114 2-coumarate + UDP-D-glucose = trans-beta-D-Glucosyl-2-hydroxycinnamate + UDP coumarin biosynthesis (via 2-coumarate)
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 + diphosphate sucrose degradation
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 + diphosphate galactose degradation I
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 + diphosphate colanic acid building blocks biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 + diphosphate sucrose biosynthesis
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 + diphosphate galactose degradation II
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 + diphosphate UDP-glucose conversion
UDP-D-glucose UDPG*UDP-glucose 566.305 C15 H24 N2 O17 P2 C1(OC(CO)C(O)C(O)C(O)1)OP(=O)(O)OP(O)(=O)OCC2(OC(C(O)C2O)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 + diphosphate sucrose degradation to ethanol and lactate (anaerobic)
trans-2-hexenal 98.144 C6 H10 O1 CCCC=CC=O CAS:6728-26-3 RXN-1348 trans-2-hexenal = trans-2-hexenol 13-LOX and 13-HPL pathway
trans-2-hexenal 98.144 C6 H10 O1 CCCC=CC=O CAS:6728-26-3 RXN-1346 cis-3-hexenal = trans-2-hexenal 13-LOX and 13-HPL pathway
a ubiquinol ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone*QH2 1.10.2.2 2 oxidized cytochrome c + a ubiquinol = 2 reduced cytochrome c + a ubiquinone aerobic respiration
a ubiquinol ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone*QH2 1.6.5.3 a ubiquinone + NADH = a ubiquinol + NAD+ aerobic respiration
a ubiquinol ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone*QH2 1.3.5.1 a ubiquinone + succinate = a ubiquinol + fumarate TCA cycle -- aerobic respiration
a ubiquinol ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone*QH2 1.3.5.1 a ubiquinone + succinate = a ubiquinol + fumarate aerobic respiration
a ubiquinol ubiquinols*ubiquinol*dihydroubiquinone*reduced ubiquinone*QH2 1.3.5.1 a ubiquinone + succinate = a ubiquinol + fumarate superpathway of glyoxylate cycle
C25-allenic-apo-aldehyde 384.558 C25 H36 O3 CC(=CC=CC=C(C)CO)C=CC=C(C)C=C=C1(C(C)(C)CC(O)CC(C)(O)1) 1.13.11.51 9'-cis-neoxanthin + O2 = xanthoxin + C25-allenic-apo-aldehyde abscisic acid 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-1])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-1])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-1])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.17.1.4 H2O + NAD+ + xanthine = urate + NADH + H+ 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-1])nc1([nH]c(=O)[nH]c12)) LIGAND-CPD:C00366*CAS:69-93-2 1.17.1.4 H2O + NAD+ + xanthine = urate + NADH + H+ purine 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 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 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 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
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 -- aerobic respiration
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 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 = 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 1.1.99.16 an acceptor + malate = a reduced acceptor + oxaloacetate TCA cycle -- aerobic respiration
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 -- aerobic respiration
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 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 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 2.6.1.1 oxaloacetate + L-glutamate = L-aspartate + alpha-ketoglutarate asparagine 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 2.6.1.1 oxaloacetate + L-glutamate = L-aspartate + alpha-ketoglutarate aspartate biosynthesis and degradation
uroporphyrinogen-III 836.805 C40 H44 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 heme biosynthesis
uroporphyrinogen-III 836.805 C40 H44 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 H44 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 2.1.1.107 uroporphyrinogen-III + 2 S-adenosyl-L-methionine = 2 S-adenosyl-L-homocysteine + precorrin-2 siroheme biosynthesis
uroporphyrinogen-III 836.805 C40 H44 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 tetrapyrrole biosynthesis
a sterol C19 H31 O1 R1 2.4.1.- a plant ceramide (I) + an O-glucosylsterol = a glucosylceramide + a sterol sphingolipid biosynthesis (plants)
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
D-myo-inositol (1,2,3) trisphosphate 1D-myo-inositol (1,2,3) trisphosphate*Ins(1,2,3)P3*I(1,2,3)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7250 D-myo-inositol (1,2,3) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation II
D-myo-inositol (1,2,3) trisphosphate 1D-myo-inositol (1,2,3) trisphosphate*Ins(1,2,3)P3*I(1,2,3)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7250 D-myo-inositol (1,2,3) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,3) trisphosphate 1D-myo-inositol (1,2,3) trisphosphate*Ins(1,2,3)P3*I(1,2,3)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7302 D-myo-inositol (1,2,3,4) tetrakisphosphate + H2O = D-myo-inositol (1,2,3) trisphosphate + phosphate phytate degradation II
D-myo-inositol (1,2,3) trisphosphate 1D-myo-inositol (1,2,3) trisphosphate*Ins(1,2,3)P3*I(1,2,3)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7248 D-myo-inositol (1,2,3,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,3) trisphosphate + phosphate phytate degradation I
benzylbenzoate 212.248 C14 H12 O2 C(c1(ccccc1))(=O)OCc2(ccccc2) RXN-6724 benzyl alcohol + benzoyl-CoA = benzylbenzoate + coenzyme A volatile benzenoid ester 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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 RXN-8141 a CDP-diacylglycerol + an L-1-phosphatidyl-glycerol = cardiolipin + CMP cardiolipin 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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 2.7.8.11 a CDP-diacylglycerol + myo-inositol = an L-1-phosphatidyl-inositol + CMP phospholipid 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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + 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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 2.-.-.- (KDO)-lipid IVA + CMP-3-deoxy-D-manno-octulosonate = KDO2-lipid IVA + CMP KDO transfer to lipid IVA
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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 2.7.8.2 a 1,2-diacylglycerol + CDP-choline = a phosphatidylcholine + CMP choline biosynthesis III
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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 2.-.-.- lipid IVA + CMP-3-deoxy-D-manno-octulosonate = (KDO)-lipid IVA + CMP KDO transfer to lipid IVA
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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 2.7.8.2 a 1,2-diacylglycerol + CDP-choline = a phosphatidylcholine + CMP phospholipid 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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 2.7.8.1 a 1,2-diacylglycerol + CDP-ethanolamine = an L-1-phosphatidyl-ethanolamine + CMP phospholipid 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)) LIGAND-CPD:C00055*CAS:84-52-6*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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 2.7.8.8 a CDP-diacylglycerol + L-serine = CMP + an L-1-phosphatidylserine phospholipid 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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 2.7.8.5 a CDP-diacylglycerol + sn-glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP phospholipid 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)) LIGAND-CPD:C00055*CAS:84-52-6*CAS:63-37-6*PUBCHEM:6131 2.7.8.5 a CDP-diacylglycerol + sn-glycerol-3-phosphate = an L-1-phosphatidylglycerol-phosphate + CMP cardiolipin 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
D-myo-inositol (2) monophosphate 1D-myo-inositol (2) monophosphate*Ins(2)P1*Ins(2)P*Ins2P 259.129 C6 H12 O9 P1 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C(O)1)(O) RXN-7253 D-myo-inositol (2) monophosphate + H2O = myo-inositol + phosphate phytate degradation I
D-myo-inositol (2) monophosphate 1D-myo-inositol (2) monophosphate*Ins(2)P1*Ins(2)P*Ins2P 259.129 C6 H12 O9 P1 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C(O)1)(O) RXN-7305 D-myo-inositol (2,4) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation II
D-myo-inositol (2) monophosphate 1D-myo-inositol (2) monophosphate*Ins(2)P1*Ins(2)P*Ins2P 259.129 C6 H12 O9 P1 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C(O)1)(O) RXN-7246 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation II
D-myo-inositol (2) monophosphate 1D-myo-inositol (2) monophosphate*Ins(2)P1*Ins(2)P*Ins2P 259.129 C6 H12 O9 P1 C1(C(OP(O)([O-1])=O)C(O)C(O)C(O)C(O)1)(O) RXN-7246 D-myo-inositol (1,2) bisphosphate + H2O = D-myo-inositol (2) monophosphate + phosphate phytate degradation I
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O CAS:585-84-2 4.2.1.3 cis-aconitate + H2O = isocitrate TCA cycle -- aerobic respiration
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O CAS:585-84-2 4.2.1.3 cis-aconitate + H2O = isocitrate glyoxylate cycle
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O CAS:585-84-2 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle -- aerobic respiration
cis-aconitate 174.11 C6 H6 O6 C(=O)(O)CC(C(=O)O)=CC(O)=O CAS:585-84-2 4.2.1.3 citrate = cis-aconitate + H2O glyoxylate cycle
protoporphyrinogen IX protoporphyrinogen 568.714 C34 H40 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 IX = 3 H2O + protoporphyrin IX heme biosynthesis
protoporphyrinogen IX protoporphyrinogen 568.714 C34 H40 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 IX = 3 H2O + protoporphyrin IX chlorophyllide a biosynthesis
protoporphyrinogen IX protoporphyrinogen 568.714 C34 H40 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 1.3.99.22 coproporphyrinogen III + 2 S-adenosyl-L-methionine = protoporphyrinogen IX + 2 CO2 + 2 L-methionine + 2 5'-deoxyadenosine heme biosynthesis
protoporphyrinogen IX protoporphyrinogen 568.714 C34 H40 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 + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O heme biosynthesis
protoporphyrinogen IX protoporphyrinogen 568.714 C34 H40 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 + O2 + 2 H+ = protoporphyrinogen IX + 2 CO2 + 2 H2O chlorophyllide a 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides 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 + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides I
a triacylglycerol C6 H5 O6 R11 R21 R31 C(OC(=O)[R3])C(OC([R2])=O)COC([R1])=O 3.1.1.3 a triacylglycerol + H2O = a fatty acid + a diacylglycerol triacylglycerol degradation
a triacylglycerol C6 H5 O6 R11 R21 R31 C(OC(=O)[R3])C(OC([R2])=O)COC([R1])=O 2.3.1.158 a phosphatidylcholine + a 1,2-diacylglycerol = a triacylglycerol triacylglycerol biosynthesis
a triacylglycerol C6 H5 O6 R11 R21 R31 C(OC(=O)[R3])C(OC([R2])=O)COC([R1])=O 2.3.1.20 an acyl-CoA + a 1,2-diacylglycerol = a triacylglycerol + coenzyme A triacylglycerol biosynthesis
nicotinamide riboside N-ribosyl-nicotinamide*nicotinamide ribonucleoside*nicotinamide ribose*nicotinamide-β-riboside*ribosylnicotinamide 255.25 C11 H15 N2 O5 c1([n+1](cccc1C(N)=O)[CH]2([CH](O)[CH](O)[CH](O2)CO)) CAS:1341-23-7 3.2.2.1 nicotinamide riboside + H2O = nicotinamide + D-ribose pyridine nucleotide cycling (plants)
nicotinamide riboside N-ribosyl-nicotinamide*nicotinamide ribonucleoside*nicotinamide ribose*nicotinamide-β-riboside*ribosylnicotinamide 255.25 C11 H15 N2 O5 c1([n+1](cccc1C(N)=O)[CH]2([CH](O)[CH](O)[CH](O2)CO)) CAS:1341-23-7 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside + phosphate pyridine nucleotide cycling (plants)
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
6-carboxyhexanoyl-CoA pimelyl-CoA*6-carboxyhexanoyl-CoA*pimeloyl-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 + 6-carboxyhexanoyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis
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 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 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + diphosphate sterol biosynthesis
NAD(P)H 2.016 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + diphosphate cholesterol biosynthesis
NAD(P)H 2.016 1.2.1.16 succinate semialdehyde + NAD(P)H = 4-hydroxybutyrate + NAD(P)+ glutamate degradation II
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 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 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 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-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 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 1.14.21.6 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
NAD(P)H 2.016 RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
NAD(P)H 2.016 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-pyrophosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
NAD(P)H 2.016 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = delta3-isopentenyl-PP + NAD(P)+ + H2O methylerythritol phosphate pathway
NAD(P)H 2.016 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O xanthophyll cycle
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 xanthophyll cycle
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 1.1.1.187 NAD(P)H + GDP-4-dehydro-6-deoxy-D-mannose + H+ = NAD(P)+ + GDP-D-rhamnose GDP-D-rhamnose biosynthesis
NAD(P)H 2.016 1.1.1.3 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ homoserine biosynthesis
NAD(P)H 2.016 1.2.1.68 NAD(P)+ + coniferyl aldehyde + H2O = ferulate + NAD(P)H + 2 H+ ferulate and sinapate biosynthesis
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 1.1.1.44 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 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis
NAD(P)H 2.016 1.5.1.20 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis
NAD(P)H 2.016 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ proline biosynthesis
NAD(P)H 2.016 1.5.1.2 pyrroline 5-carboxylate + NAD(P)H + H+ = L-proline + NAD(P)+ arginine degradation II
NAD(P)H 2.016 RXN-924 2 NAD(P)+ + 2 H+ + 4 e- = 2 NAD(P)H photosynthesis, light reaction
NAD(P)H 2.016 1.5.1.12 pyrroline 5-carboxylate + NAD(P)+ + H2O = L-glutamate + NAD(P)H + H+ proline degradation
NAD(P)H 2.016 1.2.1.3 3-aminopropionaldehyde + NAD(P)+ + H2O = beta-alanine + NAD(P)H beta-alanine biosynthesis I
NAD(P)H 2.016 1.1.1.51 campesterol + NAD(P)+ = campest-4-en-3-one + NAD(P)H brassinosteroid biosynthesis III
NAD(P)H 2.016 1.2.1.59 NAD(P)H + 1,3-diphosphateglycerate = NAD(P)+ + D-glyceraldehyde-3-phosphate + phosphate Calvin cycle
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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate sucrose 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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 5.3.1.9 beta-D-glucose-6-phosphate = D-fructose-6-phosphate glycolysis II (plant plastids)
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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 5.5.1.4 beta-D-glucose-6-phosphate = D-myo-inositol (3)-monophosphate lipid-independent phytate 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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + 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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate sucrose 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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate starch 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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 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(O)(OC(C(O)C(O)C1O)COP(O)(O)=O) LIGAND-CPD:C01172 5.1.3.15 alpha-D-glucose-6-phosphate = beta-D-glucose-6-phosphate starch biosynthesis
an L-1-phosphatidyl-inositol a phosphatidylinositol*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 RXN-7795 an L-1-phosphatidyl-inositol + a plant ceramide (I) = an inositolphosphorylceramide + a 1,2-diacylglycerol sphingolipid biosynthesis (plants)
an L-1-phosphatidyl-inositol a phosphatidylinositol*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
demethylmenaquinone-8 DMK-8*demethylmenaquinone 703.102 C50 H70 O2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(=O)c2(c(C(C=1)=O)cccc2)) LIGAND-CPD:C05818 ADOMET-DMK-METHYLTRANSFER-RXN demethylmenaquinone-8 + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + menaquinone-8 menaquinone biosynthesis
demethylmenaquinone-8 DMK-8*demethylmenaquinone 703.102 C50 H70 O2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1(C(=O)c2(c(C(C=1)=O)cccc2)) LIGAND-CPD:C05818 DMK-RXN 1,4-dihydroxy-2-naphthoate + octaprenyl diphosphate = demethylmenaquinone-8 + diphosphate + CO2 menaquinone biosynthesis
phaseic acid 5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-7-oxabicyclo[3.2.1]oct-8-yl]-3-methyl-penta-2,4-dienoic acid*(-)-phaseic acid*PA 280.32 C15 H20 O5 CC12(C(C(C)(OC1)CC(=O)C2)(O)C=CC(C)=CC(=O)O) PUBCHEM:442386 1.-.-.- phaseic acid + a reduced acceptor = dihydroxyphaseic acid + an oxidized acceptor phaseic acid biosynthesis
phaseic acid 5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-7-oxabicyclo[3.2.1]oct-8-yl]-3-methyl-penta-2,4-dienoic acid*(-)-phaseic acid*PA 280.32 C15 H20 O5 CC12(C(C(C)(OC1)CC(=O)C2)(O)C=CC(C)=CC(=O)O) PUBCHEM:442386 RXN-8153 8'-hydroxyabscisate = phaseic acid phaseic acid biosynthesis
pFCC primary fluorescent catabolite 628.724 C35 H40 N4 O7 CCc1(c(nc([CH]=O)c(C)1)Cc2(c(C)c3(c(n2)C(C(C(=O)3)C(=O)OC)=C4(N=C(C(C)C4CCC(=O)O)CC5(C(C)=C(C=C)C(=O)N5))))) 1.-.-.- RCC + 2 H+ = pFCC chlorophyll a degradation
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*3-deoxy-D-arabino-hept-2-ulosonate-7-phosphate*3-deoxy-arabino-heptulonate 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
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*3-deoxy-D-arabino-hept-2-ulosonate-7-phosphate*3-deoxy-arabino-heptulonate 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
7,8-dihydroneopterin 3'-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*dihydroneopterin 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.- 7,8-dihydroneopterin 3'-triphosphate + H2O = dihydroneopterin phosphate + diphosphate tetrahydrofolate biosynthesis
7,8-dihydroneopterin 3'-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*dihydroneopterin 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 GTP + H2O = formate + 7,8-dihydroneopterin 3'-triphosphate tetrahydrofolate biosynthesis
indole-3-acetyl-gln indole-3-acetyl-glutamine 303.317 C15 H17 N3 O4 C(=O)(NC(C(=O)O)CCC(N)=O)Cc1(c[nH]c2(c1cccc2)) RXN-2948 indole-3-acetate + L-glutamine = indole-3-acetyl-gln + H2O IAA conjugate biosynthesis
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 + hydrogen sulfide = L-cysteine + acetate cysteine biosynthesis
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
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+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis
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
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 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA isoleucine degradation
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 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA valine degradation
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 + diphosphate + AMP 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 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 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation
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
3-benzoyloxypropyl-glucosinolate glucomalcommin 481.489 C17 H23 N1 O11 S2 C(=NOS(O)(=O)=O)(SC1(C(CO)C(O)C(O)C(O1)O))CCCOC(=O)c2(ccccc2) RXN-2224 3-hydroxypropyl-glucosinolate = 3-benzoyloxypropyl-glucosinolate glucosinolate biosynthesis from homomethionine
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
phenylacetothiohydroximate phenylacetothiohydroxamic acid 167.225 C8 H9 N1 O1 S1 C(S)(=NO)Cc1(ccccc1) 2.4.1.195 phenylacetothiohydroximate + UDP-D-glucose = benzyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from phenylalanine
phenylacetothiohydroximate phenylacetothiohydroxamic acid 167.225 C8 H9 N1 O1 S1 C(S)(=NO)Cc1(ccccc1) 4.4.1.- S-(phenylacetothiohydroximoyl)-L-cysteine = phenylacetothiohydroximate + pyruvate + ammonia glucosinolate biosynthesis from phenylalanine
pheophorbide a pheide a 592.693 C35 H36 N4 O5 CCC6(=C(C)C5(=Cc1(nc(c(C)c1C=C)C=C2(N=C(C(C(C)2)CCC(=O)O)C3(C(C(=O)OC)C(=O)c4(c(C)c(nc=34)=CC(=N5)6)))))) 1.-.-.- pheophorbide a + 2 O2 = RCC + 2 H2O chlorophyll a degradation
pheophorbide a pheide a 592.693 C35 H36 N4 O5 CCC6(=C(C)C5(=Cc1(nc(c(C)c1C=C)C=C2(N=C(C(C(C)2)CCC(=O)O)C3(C(C(=O)OC)C(=O)c4(c(C)c(nc=34)=CC(=N5)6)))))) RXN-7739 chlorophyllide a = pheophorbide a + Mg2+ chlorophyll a degradation
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 c3(c2(O=C(c1(ccc(O)cc1))C(O)=Cc2c(O)cc(O)3)) CAS:134-04-3 2.4.1.115 UDP-D-glucose + pelargonidin = UDP + pelargonidin-3-O-beta-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
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 c3(c2(O=C(c1(ccc(O)cc1))C(O)=Cc2c(O)cc(O)3)) CAS:134-04-3 1.14.11.- leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
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 (plant plastids)
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 (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 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 glyceraldehyde 3-phosphate 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 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis II (plant plastids)
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 (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 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 glyceraldehyde 3-phosphate degradation
indole-3-acetyl-polypeptide RXN-2942 indole-3-acetate + polypeptide = indole-3-acetyl-polypeptide IAA conjugate biosynthesis
leucopelargonidin cis 3,4-leucopelargonidin 290.272 C15 H14 O6 c3(c2(OC(c1(ccc(O)cc1))C(O)C(O)c2c(O)cc(O)3)) 1.14.11.- leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
leucopelargonidin cis 3,4-leucopelargonidin 290.272 C15 H14 O6 c3(c2(OC(c1(ccc(O)cc1))C(O)C(O)c2c(O)cc(O)3)) 1.17.1.3 leucopelargonidin + NADPH = afzelechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
leucopelargonidin cis 3,4-leucopelargonidin 290.272 C15 H14 O6 c3(c2(OC(c1(ccc(O)cc1))C(O)C(O)c2c(O)cc(O)3)) 1.1.1.219 dihydrokaempferol + NADPH = leucopelargonidin + NADP+ leucopelargonidin and leucocyanidin 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 fatty acid + O2 = a 2(R)-hydroperoxy fatty acid fatty acid alpha-oxidation
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
isopentenyladenine-7-N-glucoside 365.388 C16 H23 N5 O5 c2(c1(N(C=Nc1ncn2)C3(OC(CO)C(O)C(O)C(O)3)))(NCC=C(C)C) 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
enzyme N6-(S-acetyldihydrolipoyl)lysine 1.2.4.1 enzyme N6-(lipoyl)lysine + pyruvate = enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 acetyl-CoA biosynthesis (from pyruvate)
enzyme N6-(S-acetyldihydrolipoyl)lysine 2.3.1.12 coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine acetyl-CoA biosynthesis (from pyruvate)
isopentenyl adenosine iPA 335.362 C15 H21 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(ncn3)NCC=C(C)C)) RXN-4315 isopentenyl adenosine + H2O = isopentenyladenine + D-ribose trans-zeatin biosynthesis
isopentenyl adenosine iPA 335.362 C15 H21 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(ncn3)NCC=C(C)C)) RXN-4316 isopentenyl adenosine + H2O = trans-zeatin riboside + 2 H+ trans-zeatin biosynthesis
isopentenyl adenosine iPA 335.362 C15 H21 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(ncn3)NCC=C(C)C)) 1.5.99.12 isopentenyl adenosine + H2O + FAD = adenosine + 3-methyl-2-butenal + FADH2 cytokinins degradation
isopentenyl adenosine iPA 335.362 C15 H21 N5 O4 C1(C(O)C(O)C(O1)CO)n2(c3(c(nc2)c(ncn3)NCC=C(C)C)) RXN-4313 isopentenyladenosine-5'-monophosphate + H2O = isopentenyl adenosine + phosphate trans-zeatin biosynthesis
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
18:3-18:2-PC 1-18:3-2-18:2-phosphatidylcholine 781.084 C44 H79 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-18:2-PC = 18:3-18:3-PC phospholipid desaturation
18:3-18:2-PC 1-18:3-2-18:2-phosphatidylcholine 781.084 C44 H79 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-18:1-PC = 18:3-18:2-PC phospholipid desaturation
18:3-18:2-PC 1-18:3-2-18:2-phosphatidylcholine 781.084 C44 H79 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-18:2-PC = 18:3-18:2-PC phospholipid desaturation
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 + a non methylated acceptor = avenasterol + a methylated acceptor 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-L-homocysteine sterol biosynthesis
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*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 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*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 + a corrinoid Fe-S protein = tetrahydrofolate + a methylated corrinoid Fe-S protein carbon monoxide dehydrogenase pathway
5-methyl-THF N5-methyltetrahydropteroyl mono-L-glutamate*5-methyl-tetrahydrofolate*5-methyl-5,6,7,8-tetrahydrofolate*n5-methyltetrahydrofolate*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 carbon monoxide dehydrogenase pathway
an oleoyl-ACP 1.14.19.2 a stearoyl-ACP + a reduced ferredoxin + O2 = an oleoyl-ACP + an oxidized ferredoxin + 2 H2O acyl-ACP desaturation 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-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
7,8-diaminononanoate 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
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 1.13.11.54 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway
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
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 + 3-methylglutaconyl-CoA + ADP leucine degradation
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
oxidized cytochrome c a Cytochrome C protein*Cytochrome C protein 1.3.2.3 2 oxidized cytochrome c + L-galactono-1,4-lactone = 2 reduced cytochrome c + L-ascorbate ascorbate biosynthesis
oxidized cytochrome c a Cytochrome C protein*Cytochrome C protein 1.10.2.2 2 oxidized cytochrome c + a ubiquinol = 2 reduced cytochrome c + a ubiquinone aerobic respiration
oxidized cytochrome 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
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 phenylpropanoid 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 phenylpropanoid biosynthesis
an isothiocyanate C1 N1 R11 S1 C(=S)=N[R1] RXN-8135 a thiohydroximate-O-sulfate = an isothiocyanate glucosinolate breakdown
18:3-18:3-PC 1-18:3-2-18:3-phosphatidylcholine*1-18:3-2-18:3-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 779.068 C44 H77 N1 O8 P1 C(C(=C)CCCCCCCC=OCC=CCC=CCC)P(COC(C)(=C)COC[C+1](C)(C)C)OOO(=C)OCCCCCCC=CCO=CCC=CCN PUBCHEM:5313540 1.14.99.- 18:3-18:2-PC = 18:3-18:3-PC phospholipid desaturation
18:3-18:3-PC 1-18:3-2-18:3-phosphatidylcholine*1-18:3-2-18:3-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 779.068 C44 H77 N1 O8 P1 C(C(=C)CCCCCCCC=OCC=CCC=CCC)P(COC(C)(=C)COC[C+1](C)(C)C)OOO(=C)OCCCCCCC=CCO=CCC=CCN PUBCHEM:5313540 1.14.99.- 18:2-18:3-PC = 18:3-18:3-PC phospholipid desaturation
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 RXN-2541 homogentisate + phytyl-PP = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E 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 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + diphosphate 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 + diphosphate 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.- 1,4-dihydroxy-2-naphthoate + phytyl-PP = demethylphylloquinone + CO2 + diphosphate phylloquinone 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 + diphosphate 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 1.3.1.- tetrahydrogeranylgeranyl-PP + NADPH = phytyl-PP + NADP+ phytyl-PP 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 2.7.4.- phytyl monophosphate + a nucleoside triphosphate = phytyl-PP + a nucleoside diphosphate phytol salvage pathway
Mg2+ magnesium*Mg+2*Mg++*magnesium ion 24.305 MG1 [Mg+2] LIGAND-CPD:C00305 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis
Mg2+ magnesium*Mg+2*Mg++*magnesium ion 24.305 MG1 [Mg+2] LIGAND-CPD:C00305 RXN-7739 chlorophyllide a = pheophorbide a + Mg2+ chlorophyll a degradation
indolylmethylthiohydroximate indolylmethylthiohydroximic acid 206.262 C10 H10 N2 O1 S1 C([SH])(=NO)Cc1(c[nH]c2(c1cccc2)) 2.4.1.195 indolylmethylthiohydroximate + UDP-D-glucose = indolylmethyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from tryptophan
indolylmethylthiohydroximate indolylmethylthiohydroximic acid 206.262 C10 H10 N2 O1 S1 C([SH])(=NO)Cc1(c[nH]c2(c1cccc2)) 4.4.1.- S-(indolylmethylthiohydroximoyl)-L-cysteine = indolylmethylthiohydroximate + pyruvate + ammonia glucosinolate biosynthesis from tryptophan
2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate (1S,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate 240.212 C11 H12 O6 C(=O)(O)CCC(=O)C1(C(C(O)=O)C(O)C=CC=1) LIGAND-CPD:C05817 O-SUCCINYLBENZOATE-COA-SYN-RXN 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate = O-succinylbenzoate + H2O phylloquinone biosynthesis
2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate (1S,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate 240.212 C11 H12 O6 C(=O)(O)CCC(=O)C1(C(C(O)=O)C(O)C=CC=1) LIGAND-CPD:C05817 O-SUCCINYLBENZOATE-COA-SYN-RXN 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate = O-succinylbenzoate + H2O menaquinone biosynthesis
2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate (1S,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate 240.212 C11 H12 O6 C(=O)(O)CCC(=O)C1(C(C(O)=O)C(O)C=CC=1) LIGAND-CPD:C05817 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate phylloquinone biosynthesis
2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate (1S,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate 240.212 C11 H12 O6 C(=O)(O)CCC(=O)C1(C(C(O)=O)C(O)C=CC=1) LIGAND-CPD:C05817 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate menaquinone 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+1](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 polyamine 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+1](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+1](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+1](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 polyamine 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+1](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
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+1](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
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 glutathione biosynthesis
GA20 gibberellin 20*GA20*gibberellin A20*gibberellin A20 332.396 C19 H24 O5 C=C5(C1(O)(CC2(C(C(O)=O)[CH]3(C4([CH](CC1)2)(CCCC(C)3C(O4)=O)))(C5))) 1.14.11.- GA20 + alpha-ketoglutarate + O2 = GA29 + succinate + CO2 gibberellin inactivation
GA20 gibberellin 20*GA20*gibberellin A20*gibberellin A20 332.396 C19 H24 O5 C=C5(C1(O)(CC2(C(C(O)=O)[CH]3(C4([CH](CC1)2)(CCCC(C)3C(O4)=O)))(C5))) 1.14.11.15 GA20 + alpha-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA20 gibberellin 20*GA20*gibberellin A20*gibberellin A20 332.396 C19 H24 O5 C=C5(C1(O)(CC2(C(C(O)=O)[CH]3(C4([CH](CC1)2)(CCCC(C)3C(O4)=O)))(C5))) 1.14.11.- GA19 + alpha-ketoglutarate + O2 = GA20 + succinate + 2 CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
4-hydroxy-3-indolylmethyl-glucosinolate 4-hydroxyindol-3-ylmethylglucosinolate*4-hydroxyglucobrassicin 464.461 C16 H20 N2 O10 S2 c1(c(c2(c(O)cccc([nH]1)2))CC(=NOS(O)(=O)=O)SC3(C(CO)C(O)C(O)C(O3)O)) RXN-2163 4-hydroxy-3-indolylmethyl-glucosinolate = 4-methoxy-3-indolylmethyl-glucosinolate glucosinolate biosynthesis from tryptophan
4-hydroxy-3-indolylmethyl-glucosinolate 4-hydroxyindol-3-ylmethylglucosinolate*4-hydroxyglucobrassicin 464.461 C16 H20 N2 O10 S2 c1(c(c2(c(O)cccc([nH]1)2))CC(=NOS(O)(=O)=O)SC3(C(CO)C(O)C(O)C(O3)O)) RXN-2162 indolylmethyl-glucosinolate = 4-hydroxy-3-indolylmethyl-glucosinolate glucosinolate biosynthesis from tryptophan
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 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ 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 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose 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 3.2.2.2 inosine + H2O = hypoxanthine + D-ribose 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 = diphosphate + inosine-5'-phosphate salvage pathways of purine nucleosides
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
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 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 5.1.3.15 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 5.1.3.15 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 2.4.1.15 UDP-D-glucose + alpha-D-glucose-6-phosphate = UDP + trehalose 6-phosphate trehalose 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 5.3.1.9 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 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP sucrose 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 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP starch 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
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 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 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 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 sucrose degradation to ethanol and lactate (anaerobic)
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
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 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine 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
2-monoacylglycerol 2-glyceride*2-acylglycerol C4 H7 O4 R1 RXN-1603 2-monoacylglycerol = 1-monoacylglycerol triacylglycerol degradation
2-monoacylglycerol 2-glyceride*2-acylglycerol C4 H7 O4 R1 3.1.1.- a diacylglycerol + H2O = 2-monoacylglycerol + a fatty acid triacylglycerol degradation
H-protein-(lipoyl)lysine C8 H13 O1 |Apo-GcvH|1 S2 C1(CC(SS1)CCCCC(=O)[Apo-GcvH]) 1.4.4.2 H-protein-(lipoyl)lysine + glycine = CO2 + S-aminomethyldihydrolipoyl-GcvH-protein glycine degradation
D-galactose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O)O1) 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation I
D-galactose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O)O1) 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP colanic acid building blocks biosynthesis
D-galactose 180.157 C6 H12 O6 C(O)C1(C(O)C(O)C(O)C(O)O1) 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation II
hydrogen sulfide sulfide*H2S 34.076 H2 S1 [SH2] LIGAND-CPD:C00283*CAS:06/04/7783 2.5.1.47 O-acetyl-L-serine + hydrogen sulfide = L-cysteine + acetate cysteine biosynthesis
hydrogen sulfide sulfide*H2S 34.076 H2 S1 [SH2] LIGAND-CPD:C00283*CAS:06/04/7783 1.8.7.1 sulfite + 3 a reduced ferredoxin = hydrogen sulfide + 3 an oxidized ferredoxin + 3 H2O sulfate reduction (assimilatory)
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 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA tryptophan degradation
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
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
18:3-16:2-MGDG 1-18:3-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 749.036 C43 H72 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-16:2-MGDG = 18:3-16:3-MGDG glycolipid desaturation
18:3-16:2-MGDG 1-18:3-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 749.036 C43 H72 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-16:1-MGDG = 18:3-16:2-MGDG glycolipid desaturation
18:3-16:2-MGDG 1-18:3-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 749.036 C43 H72 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-16:2-MGDG = 18:3-16:2-MGDG glycolipid desaturation
GDP-L-gulose 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)))) 5.1.3.- GDP-L-gulose = GDP-L-galactose ascorbate biosynthesis
GDP-L-gulose 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)))) 5.1.3.- GDP-L-gulose = GDP-L-galactose GDP-L-galactose biosynthesis
GDP-L-gulose 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)))) 5.1.3.- GDP-D-mannose = GDP-L-gulose ascorbate biosynthesis
GDP-L-gulose 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)))) 5.1.3.- GDP-D-mannose = GDP-L-gulose GDP-L-galactose biosynthesis
a cis-3-enoyl-CoA cis-Δ3-enoyl-CoA C25 H35 N7 O17 R11 P3 S1 C(=O)(CC=C[R1])SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)([O-1])OP(=O)([O-1])OCC1(OC(C(O)C1OP([O-1])([O-1])=O)n2(c3(c(nc2)c(N)ncn3))) 5.3.3.8 a cis-3-enoyl-CoA = a trans-2-enoyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
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-L-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 + a non methylated acceptor = episterol + a methylated acceptor 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
tetrahydrogeranylgeranyl-PP tetrahydroGGPP*tetrahydrogeranylgeranyl pyrophosphate*tetrahydrogeranylgeranyl diphosphate 454.479 C20 H40 O7 P2 CC(C)=CCCC(C)CCCC(C)CCCC(C)=CCOP(O)(=O)OP(=O)(O)O 1.3.1.- tetrahydrogeranylgeranyl-PP + NADPH = phytyl-PP + NADP+ phytyl-PP biosynthesis
tetrahydrogeranylgeranyl-PP tetrahydroGGPP*tetrahydrogeranylgeranyl pyrophosphate*tetrahydrogeranylgeranyl diphosphate 454.479 C20 H40 O7 P2 CC(C)=CCCC(C)CCCC(C)CCCC(C)=CCOP(O)(=O)OP(=O)(O)O 1.3.1.- dihydrogeranylgeranyl-PP + NADPH = tetrahydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
6-oxocampestanol oxocampestanol 416.686 C28 H48 O2 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)CC4)(C)))) 1.14.13.- 6-oxocampestanol + O2 + NADPH = cathasterone + H2O + NADP+ brassinosteroid biosynthesis I
6-oxocampestanol oxocampestanol 416.686 C28 H48 O2 CC(C)C(C)CCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(=O)C3)CC(O)CC4)(C)))) RXN-714 (6alpha)-hydroxycampestanol = 6-oxocampestanol brassinosteroid biosynthesis I
a stearoyl-ACP 1.14.19.2 a stearoyl-ACP + a reduced ferredoxin + O2 = an oleoyl-ACP + an oxidized ferredoxin + 2 H2O acyl-ACP desaturation pathway
4-hydroxysphinganine phytosphingosine*PHS 317.511 C18 H39 N1 O3 CCCCCCCCCCCCCCC(O)C(O)C(N)CO 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
7-dehydro-cholesterol 7-dehydro-cholesterol*cholesta-5,7-dien-3 β-ol*cholesta-5,7-dienol*7-dehydrocholesterol*cholesta-5,7-dien-3β-ol 384.644 C27 H44 O1 CC(C)CCCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(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 7-dehydro-cholesterol*cholesta-5,7-dien-3 β-ol*cholesta-5,7-dienol*7-dehydrocholesterol*cholesta-5,7-dien-3β-ol 384.644 C27 H44 O1 CC(C)CCCC(C)C1(C2(C)(C(CC1)C3(C(CC2)C4(C(=CC=3)CC(O)CC4)(C)))) CAS:434-16-2 1.14.21.6 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + H2O cholesterol biosynthesis
a protein disulfide R11 |Protein|2 R21 R31 S2 1.17.4.3 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + a protein dithiol = 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O + a protein disulfide methylerythritol phosphate pathway
2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate 2,3-diacyl-glucosamine 1-phosphate*2,3-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl 1-phosphate*2,3-bis(β-hydroxymyristoyl)-β-D-glucosaminyl 1-phosphate*lipid X 711.869 C34 H66 N1 O12 P1 CCCCCCCCCCCC(O)CC(=O)NC1(C(C(O)C(CO)OC1OP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC) LIGAND-CPD:C04824 2.4.1.182 2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate + UDP-2,3-bis(3-hydroxymyristoyl)glucosamine = lipid A disaccharide + UDP lipid-A-precursor biosynthesis
2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate 2,3-diacyl-glucosamine 1-phosphate*2,3-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl 1-phosphate*2,3-bis(β-hydroxymyristoyl)-β-D-glucosaminyl 1-phosphate*lipid X 711.869 C34 H66 N1 O12 P1 CCCCCCCCCCCC(O)CC(=O)NC1(C(C(O)C(CO)OC1OP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC) LIGAND-CPD:C04824 LIPIDXSYNTHESIS-RXN H2O + UDP-2,3-bis(3-hydroxymyristoyl)glucosamine = 2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate + UMP lipid-A-precursor biosynthesis
sinapate 224.213 C11 H12 O5 C(O)(=O)C=CC1(=CC(OC)=C(O)C(=C1)OC) NCI:59261*CAS:530-59-6 2.4.1.120 sinapate + UDP-D-glucose = 1-O-sinapoyl-beta-D-glucose + UDP sinapate ester biosynthesis
sinapate 224.213 C11 H12 O5 C(O)(=O)C=CC1(=CC(OC)=C(O)C(=C1)OC) NCI:59261*CAS:530-59-6 3.1.1.49 H2O + O-sinapoylcholine = choline + sinapate sinapate ester biosynthesis
sinapate 224.213 C11 H12 O5 C(O)(=O)C=CC1(=CC(OC)=C(O)C(=C1)OC) NCI:59261*CAS:530-59-6 1.2.1.68 sinapaldehyde + NADP+ + H2O = sinapate + NADPH ferulate and sinapate biosynthesis
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-L-homocysteine free phenylpropanoid acid biosynthesis
dihydrolipoyl-GcvH-protein B2904*Gcv*GcvH*dihydrolipoylprotein 2.1.2.10 S-aminomethyldihydrolipoyl-GcvH-protein + tetrahydrofolate = ammonia + dihydrolipoyl-GcvH-protein + 5,10-methylene-THF glycine degradation
a 1,4-beta-D-glucan (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
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 = sn-glycerol-3-phosphate + ADP glycerol 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 3.1.1.23 H2O + 1-monoacylglycerol = a fatty acid + glycerol triacylglycerol degradation
L-tryptophanyl-tRNAtrp L-TRYPTOPHANYL-TRNA(TRP) 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + diphosphate + AMP tRNA charging pathway
phosphoadenosine-5'-phosphosulfate PAPS*phosphoadenosine phosphosulfate*3'-phosphoadenosine-5'-phosphosulfate*3'-phosphoadenylyl-sulfate 507.262 C10 H15 N5 O13 P2 S1 [CH]1(O[CH](C(C(O)1)OP(=O)(O)O)COP(O)(=O)OS(O)(=O)=O)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00053*CAS:482-67-7 2.8.2.- benzyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = benzyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from phenylalanine
phosphoadenosine-5'-phosphosulfate PAPS*phosphoadenosine phosphosulfate*3'-phosphoadenosine-5'-phosphosulfate*3'-phosphoadenylyl-sulfate 507.262 C10 H15 N5 O13 P2 S1 [CH]1(O[CH](C(C(O)1)OP(=O)(O)O)COP(O)(=O)OS(O)(=O)=O)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00053*CAS:482-67-7 2.8.2.- 3-methylthiopropyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = 3-methylthiopropyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from homomethionine
phosphoadenosine-5'-phosphosulfate PAPS*phosphoadenosine phosphosulfate*3'-phosphoadenosine-5'-phosphosulfate*3'-phosphoadenylyl-sulfate 507.262 C10 H15 N5 O13 P2 S1 [CH]1(O[CH](C(C(O)1)OP(=O)(O)O)COP(O)(=O)OS(O)(=O)=O)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00053*CAS:482-67-7 2.8.2.- indolylmethyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = indolylmethyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from tryptophan
phosphoadenosine-5'-phosphosulfate PAPS*phosphoadenosine phosphosulfate*3'-phosphoadenosine-5'-phosphosulfate*3'-phosphoadenylyl-sulfate 507.262 C10 H15 N5 O13 P2 S1 [CH]1(O[CH](C(C(O)1)OP(=O)(O)O)COP(O)(=O)OS(O)(=O)=O)n2(c3(c(nc2)c(N)ncn3)) LIGAND-CPD:C00053*CAS:482-67-7 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate activation for sulfonation
trans-neoxanthin 600.88 C40 H56 O4 CC(C=C=C1(C(C)(O)CC(O)CC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC23(C(C)(O2)CC(O)CC(C)(C)3) RXN-8074 trans-neoxanthin = 9'-cis-neoxanthin abscisic acid biosynthesis
trans-neoxanthin 600.88 C40 H56 O4 CC(C=C=C1(C(C)(O)CC(O)CC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC23(C(C)(O2)CC(O)CC(C)(C)3) 5.3.99.9 violaxanthin = trans-neoxanthin carotenoid biosynthesis
GA19 GA19*gibberellin A19*gibberellin A19 362.422 C20 H26 O6 CC1(C(O)=O)([CH]2(C(C=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.- GA19 + alpha-ketoglutarate + O2 = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA19 GA19*gibberellin A19*gibberellin A19 362.422 C20 H26 O6 CC1(C(O)=O)([CH]2(C(C=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.- GA19 + alpha-ketoglutarate + O2 = GA20 + succinate + 2 CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA19 GA19*gibberellin A19*gibberellin A19 362.422 C20 H26 O6 CC1(C(O)=O)([CH]2(C(C=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.12 GA44 + alpha-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
L-prolyl-tRNApro L-PROLYL-TRNA(PRO) 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + AMP tRNA charging pathway
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 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)) 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
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)) 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A suberin biosynthesis
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)) 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + diphosphate suberin biosynthesis
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)) 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + feruloyl-CoA phenylpropanoid biosynthesis
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)) 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + feruloyl-CoA suberin biosynthesis
N-dimethylethanolamine 89.137 C4 H11 N1 O1 C(CO)N(C)C 2.1.1.- N-dimethylethanolamine + S-adenosyl-L-methionine = choline + S-adenosyl-L-homocysteine choline biosynthesis II
N-dimethylethanolamine 89.137 C4 H11 N1 O1 C(CO)N(C)C 2.1.1.- N-monomethylethanolamine + S-adenosyl-L-methionine = N-dimethylethanolamine + S-adenosyl-L-homocysteine choline biosynthesis II
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
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
lupeol lupenol*farganasterol*clerodol*monogynol B 426.724 C30 H50 O1 CC(=C)C1([CH]2(C(CC1)(C)CCC3(C4([CH](CC[CH]23)C5([CH](CC4)C(C)(C)C(O)CC5)(C))(C))(C))) 5.4.99.- (S)-2,3-Epoxysqualene = lupeol lupeol 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 = urate + NADH + H+ 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 = urate + NADH + H+ 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 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 3.2.2.1 xanthosine + H2O = xanthine + D-ribose 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 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 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 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ 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
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
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
2-methyl-6-solanyl-1,4-benzoquinone 739.219 C52 H82 O2 CC(=CCCC(C)=CCCC(C)=CCC1(C(O)C(C)=CC(C=1)O))CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C 2.1.1.- 2-methyl-6-solanyl-1,4-benzoquinone + S-adenosyl-L-methionine = plastoquinone-9 + S-adenosyl-L-homocysteine plastoquinone biosynthesis
2-methyl-6-solanyl-1,4-benzoquinone 739.219 C52 H82 O2 CC(=CCCC(C)=CCCC(C)=CCC1(C(O)C(C)=CC(C=1)O))CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
tRNAasp TRNA(ASP) 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
esculetin 178.144 C9 H6 O4 c1(=O)(ccc2(c(o1)cc(O)c(c2)O)) RXN-8335 3,4,6-trihydroxy-cis-cinnamate = esculetin + H2O esculetin 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)))) 1.3.-.- 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)))) 1.3.-.- 24-methyldesmosterol = 24-epi-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
(-)-(4S)-alpha-terpineol 154.252 C10 H18 O1 CC1(=CCC(C(C)(C)O)CC1) RXN-5102 (-)-(4S)-alpha-terpineol = 1,8-cineole monoterpene biosynthesis
(-)-(4S)-alpha-terpineol 154.252 C10 H18 O1 CC1(=CCC(C(C)(C)O)CC1) RXN-5101 geranyl-PP + H2O = (-)-(4S)-alpha-terpineol + diphosphate monoterpene biosynthesis
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
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
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 carbon monoxide dehydrogenase pathway
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 de novo biosynthesis of purine nucleotides I
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 1.2.1.43 NADPH + CO2 = NADP+ + formate carbon monoxide dehydrogenase pathway
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 1.2.2.1 ferricytochrome b1 + formate = ferrocytochrome b1 + CO2 glycine degradation
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 3.5.4.16 GTP + H2O = formate + 7,8-dihydroneopterin 3'-triphosphate tetrahydrofolate biosynthesis
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 = H4PteGlu(n) + ATP + formate tetrahydrofolate 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
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 1.13.11.54 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway
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
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate riboflavin and FMN and FAD biosynthesis
formate formic acid 46.026 C1 H2 O2 [CH](=O)O LIGAND-CPD:C00058*CAS:64-18-6 DIOHBUTANONEPSYN-RXN D-ribulose-5-phosphate = 3,4-dihydroxy-2-butanone-4-P + formate riboflavin and FMN and FAD biosynthesis
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(O)O1) 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 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(O)O1) LIGAND-CPD:C00275*CAS:3672-15-9 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate ascorbate biosynthesis
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(O)O1) LIGAND-CPD:C00275*CAS:3672-15-9 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate mannitol degradation
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(O)O1) LIGAND-CPD:C00275*CAS:3672-15-9 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate mannitol biosynthesis
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(O)O1) LIGAND-CPD:C00275*CAS:3672-15-9 5.3.1.8 mannose-6-phosphate = D-fructose-6-phosphate GDP-D-rhamnose biosynthesis
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(O)O1) LIGAND-CPD:C00275*CAS:3672-15-9 1.1.1.224 NADPH + mannose-6-phosphate = NADP+ + mannitol-1-phosphate mannitol biosynthesis
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(O)O1) LIGAND-CPD:C00275*CAS:3672-15-9 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP mannitol degradation
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(O)O1) LIGAND-CPD:C00275*CAS:3672-15-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate colanic acid building blocks biosynthesis
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(O)O1) LIGAND-CPD:C00275*CAS:3672-15-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate ascorbate biosynthesis
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(O)O1) LIGAND-CPD:C00275*CAS:3672-15-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate GDP-D-rhamnose 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
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
an L-1-phosphatidyl-glycerol Phosphatidylglycerol (Ecoli)*3-(3-sn-phosphatidyl)glycerol*3(3-phosphatidyl-)glycerol*1-phosphatidylglycerol*phosphatidylglycerol C8 H13 O10 R12 P1 C(OC(=O)[R1])C(OC(=O)[R1])COP(O)(=O)OCC(O)CO LIGAND-CPD:C00344 RXN-8141 a CDP-diacylglycerol + an L-1-phosphatidyl-glycerol = cardiolipin + CMP cardiolipin biosynthesis
an L-1-phosphatidyl-glycerol Phosphatidylglycerol (Ecoli)*3-(3-sn-phosphatidyl)glycerol*3(3-phosphatidyl-)glycerol*1-phosphatidylglycerol*phosphatidylglycerol C8 H13 O10 R12 P1 C(OC(=O)[R1])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
an L-1-phosphatidyl-glycerol Phosphatidylglycerol (Ecoli)*3-(3-sn-phosphatidyl)glycerol*3(3-phosphatidyl-)glycerol*1-phosphatidylglycerol*phosphatidylglycerol C8 H13 O10 R12 P1 C(OC(=O)[R1])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 cardiolipin biosynthesis
delta-carotene ε,ψ-carotene 536.882 C40 H56 CC(C=CC1(C(C)=CCCC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C 5.5.1.- delta-carotene = alpha-carotene carotenoid biosynthesis
delta-carotene ε,ψ-carotene 536.882 C40 H56 CC(C=CC1(C(C)=CCCC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C 5.5.1.- trans-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
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 + diphosphate coenzyme A biosynthesis
a trans-polyisoprenyln-PP 2.5.1.- a trans-polyisoprenyln-PP + delta3-isopentenyl-PP = trans-polyisoprenyln+1-PP + diphosphate polyisoprenoid biosynthesis
UDP-sulfoquinovose UDP-6-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 sulfolipid biosynthesis
UDP-sulfoquinovose UDP-6-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 + sulfite = UDP-sulfoquinovose + H2O sulfolipid biosynthesis
16-hydroxypalmitate 272.427 C16 H32 O3 C(O)(=O)CCCCCCCCCCCCCCCO RXN-1062 16-hydroxypalmitate + NADPH + O2 = 10,16-dihydroxypalmitate + NADP+ + H2O cutin biosynthesis
16-hydroxypalmitate 272.427 C16 H32 O3 C(O)(=O)CCCCCCCCCCCCCCCO 1.14.13.- palmitate + NADPH + O2 = 16-hydroxypalmitate + NADP+ + H2O cutin 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
protoporphyrin IX protoporphyrin 562.667 C34 H34 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 4.99.1.1 Fe2+ + protoporphyrin IX = 2 H+ + protoheme IX heme biosynthesis
protoporphyrin IX protoporphyrin 562.667 C34 H34 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 + phosphate + ADP + 2 H+ chlorophyllide a biosynthesis
protoporphyrin IX protoporphyrin 562.667 C34 H34 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 IX = 3 H2O + protoporphyrin IX heme biosynthesis
protoporphyrin IX protoporphyrin 562.667 C34 H34 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 IX = 3 H2O + protoporphyrin IX chlorophyllide a 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 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetyl-L-glutamate 5-semialdehyde + NADP+ + phosphate arginine biosynthesis I
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-acetyl-L-glutamate 5-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 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP arginine biosynthesis I
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)
homomethionine 163.234 C6 H13 N1 O2 S1 C(O)(=O)C(N)CCCSC 1.14.13.- homomethionine + NADPH + O2 = 4-methylthiobutanaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from homomethionine
homomethionine 163.234 C6 H13 N1 O2 S1 C(O)(=O)C(N)CCCSC 2.6.1.- 2-oxo-5-methylthiopentanoic-acid + a standard alpha amino acid = homomethionine + a 2-oxo acid homomethionine biosynthesis
(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)))) 1.14.13.- campest-4-en-3-one + O2 + NADPH = (22alpha)-hydroxy-campest-4-en-3-one + H2O + 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
a very long chain fatty acyl-CoA a very long-chain fatty 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
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 = dGTP + H2O de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides I
GA53 GA53*gibberellin A53*gibberellin A53 348.438 C20 H28 O5 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.- GA53 + alpha-ketoglutarate + O2 = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
GA53 GA53*gibberellin A53*gibberellin A53 348.438 C20 H28 O5 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 1.14.11.- GA53 + alpha-ketoglutarate + O2 = GA97 + succinate + CO2 gibberellin inactivation
GA53 GA53*gibberellin A53*gibberellin A53 348.438 C20 H28 O5 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C(O)=O)(CC(O)(CC3)C(C4)=C)))) 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.11 N-acetyl-L-glutamate 5-semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate arginine 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.11 N-acetyl-L-glutamate 5-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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.1 oxaloacetate + L-glutamate = L-aspartate + alpha-ketoglutarate asparagine 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.1 oxaloacetate + L-glutamate = L-aspartate + alpha-ketoglutarate 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 LIGAND-CPD:C00026*CAS:328-50-7 4.1.1.71 alpha-ketoglutarate + thiamine diphosphate = succinate-semialdehyde-thiamine PPi + CO2 menaquinone 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 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde proline 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.13 L-ornithine + alpha-ketoglutarate = L-glutamate + L-glutamate gamma-semialdehyde arginine 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 LIGAND-CPD:C00026*CAS:328-50-7 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle -- aerobic respiration
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 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.19 alpha-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.19 alpha-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde arginine 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 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 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.27 alpha-ketoglutarate + L-tryptophan = L-glutamate + indole-3-pyruvate IAA 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine 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 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA4 + alpha-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
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 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 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 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 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA19 + alpha-ketoglutarate + O2 = 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA25 + 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 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 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 LIGAND-CPD:C00026*CAS:328-50-7 RXN1F-93 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 LIGAND-CPD:C00026*CAS:328-50-7 RXN-527 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 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA15 + 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA15 + O2 + alpha-ketoglutarate = GA24 + H2O + 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA9 + succinate + 2 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 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 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 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 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA53 + alpha-ketoglutarate + O2 = 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA19 + alpha-ketoglutarate + O2 = GA20 + succinate + 2 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA53 + alpha-ketoglutarate + O2 = GA97 + succinate + CO2 gibberellin inactivation
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA34 + alpha-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA51 + alpha-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA51 + succinate + CO2 gibberellin inactivation
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA29 + alpha-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA8 + alpha-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.- GA20 + alpha-ketoglutarate + O2 = GA29 + succinate + CO2 gibberellin inactivation
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 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 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.9 eriodictyol + O2 + alpha-ketoglutarate = dihydroquercetin + CO2 + succinate leucopelargonidin and leucocyanidin 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-valine + alpha-ketoglutarate = L-glutamate + 2-keto-isovalerate 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-valine + alpha-ketoglutarate = L-glutamate + 2-keto-isovalerate 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-valine + alpha-ketoglutarate = L-glutamate + 2-keto-isovalerate valine 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-leucine + alpha-ketoglutarate = L-glutamate + 2-ketoisocaproate 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-leucine + alpha-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-isoleucine + alpha-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.42 L-isoleucine + alpha-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine 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 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 LIGAND-CPD:C00026*CAS:328-50-7 1.14.11.13 GA1 + alpha-ketoglutarate + O2 = GA8 + succinate + CO2 gibberellin inactivation
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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.5 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 LIGAND-CPD:C00026*CAS:328-50-7 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate ammonia assimilation 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 LIGAND-CPD:C00026*CAS:328-50-7 1.4.7.1 2 a reduced ferredoxin + alpha-ketoglutarate + L-glutamine = 2 an oxidized ferredoxin + 2 L-glutamate glutamate 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + alpha-ketoglutarate lysine 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 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.79 prephenate + L-glutamate = L-arogenate + alpha-ketoglutarate tyrosine 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.79 prephenate + L-glutamate = L-arogenate + 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 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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.57 p-hydroxyphenylpyruvate + L-glutamate = L-tyrosine + alpha-ketoglutarate tyrosine 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 LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate ammonia assimilation 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 LIGAND-CPD:C00026*CAS:328-50-7 1.4.1.14 NADH + alpha-ketoglutarate + L-glutamine = NAD+ + 2 L-glutamate glutamate 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 LIGAND-CPD:C00026*CAS:328-50-7 1.1.1.42 isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle -- aerobic respiration
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 LIGAND-CPD:C00026*CAS:328-50-7 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + alpha-ketoglutarate histidine biosynthesis
18:2-18:3-DGDG 1-18:2-2-18:3-digalactosyldiacylglycerol*1-(9Z,12Z-octadecenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 939.231 C51 H86 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:2-18:3-DGDG = 18:3-18:3-DGDG glycolipid desaturation
18:2-18:3-DGDG 1-18:2-2-18:3-digalactosyldiacylglycerol*1-(9Z,12Z-octadecenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 939.231 C51 H86 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:2-18:2-DGDG = 18:2-18:3-DGDG glycolipid desaturation
lipid A disaccharide 2,3-bis-(3-hydroxytetradecanoyl)-D-glucosaminyl-(β-D-1,6)-2,3-bis-(3-hydroxytetradecanoyl)-D-glucosaminyl-β-phosphate*2,3-bis(3-hydroxymyristoyl)-D-glucosaminyl-1,6-β-D-2,3-bis(3-hydroxymyristoyl)-β-D-glucosaminyl 1-phosphate*2'-3'-diacyl-GlcN(β-1'-6)2,3-diacyl-GlcN-1-P*2,3,2',3'-tetrakis(3-hydroxymyristoyl)-D-glucosaminyl-1,6-β-D-glucosamine 1-phosphate*2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-β-D-2,3-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl 1-phosphate*[2-N,3-O-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl]-(1 => 6)-[2-N,3-O-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl phosphate] 1325.742 C68 H129 N2 O20 P1 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(C(O)C(O2)CO)OC(=O)CC(O)CCCCCCCCCCC)) LIGAND-CPD:C04932 2.7.1.130 lipid A disaccharide + ATP = lipid IVA + ADP lipid-A-precursor biosynthesis
lipid A disaccharide 2,3-bis-(3-hydroxytetradecanoyl)-D-glucosaminyl-(β-D-1,6)-2,3-bis-(3-hydroxytetradecanoyl)-D-glucosaminyl-β-phosphate*2,3-bis(3-hydroxymyristoyl)-D-glucosaminyl-1,6-β-D-2,3-bis(3-hydroxymyristoyl)-β-D-glucosaminyl 1-phosphate*2'-3'-diacyl-GlcN(β-1'-6)2,3-diacyl-GlcN-1-P*2,3,2',3'-tetrakis(3-hydroxymyristoyl)-D-glucosaminyl-1,6-β-D-glucosamine 1-phosphate*2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-β-D-2,3-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl 1-phosphate*[2-N,3-O-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl]-(1 => 6)-[2-N,3-O-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl phosphate] 1325.742 C68 H129 N2 O20 P1 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(C(O)C(O2)CO)OC(=O)CC(O)CCCCCCCCCCC)) LIGAND-CPD:C04932 2.4.1.182 2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate + UDP-2,3-bis(3-hydroxymyristoyl)glucosamine = lipid A disaccharide + UDP lipid-A-precursor biosynthesis
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
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
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 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 5.4.4.2 chorismate = isochorismate phylloquinone 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 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 5.4.4.2 chorismate = isochorismate menaquinone 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 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 5.4.99.5 chorismate = prephenate tyrosine 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 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 5.4.99.5 chorismate = prephenate tyrosine 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 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 4.2.3.5 5-enolpyruvyl-shikimate-3-phosphate = phosphate + chorismate chorismate 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) 2.4.1.18 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) 3.2.1.2 (1,4-alpha-D-glucosyl)(n+1) + H2O = alpha-maltose + (1,4-alpha-D-glucosyl)(n-1) starch 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) 2.4.1.21 (1,4-alpha-D-glucosyl)(n) + ADP-D-glucose = ADP + (1,4-alpha-D-glucosyl)(n+1) starch biosynthesis
tetrahydrodipicolinate 2,3,4,5-Tetrahydrodipicolinate*L-2,3,4,5-tetrahydrodipicolinate*Δ1-piperideine-2,6-dicarboxylate 171.152 C7 H9 N1 O4 C(O)(=O)C1(=NC(C(=O)O)CCC1) LIGAND-CPD:C03972*PUBCHEM:440179*CAS:52-52-8 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis
tetrahydrodipicolinate 2,3,4,5-Tetrahydrodipicolinate*L-2,3,4,5-tetrahydrodipicolinate*Δ1-piperideine-2,6-dicarboxylate 171.152 C7 H9 N1 O4 C(O)(=O)C1(=NC(C(=O)O)CCC1) LIGAND-CPD:C03972*PUBCHEM:440179*CAS:52-52-8 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + alpha-ketoglutarate lysine biosynthesis
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 GA12 biosynthesis
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 GA12 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-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
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 PUBCHEM:439190*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 PUBCHEM:439190*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 PUBCHEM:439190*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 PUBCHEM:439190*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 PUBCHEM:439190*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 PUBCHEM:439190*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 PUBCHEM:439190*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 PUBCHEM:439190*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 PUBCHEM:439190*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
3-(2-propenoic acid)-o-benzoquinone 178.144 C9 H6 O4 C(O)(=O)C=CC1(C=CC(=O)C(C=1)=O) RXN-8333 3-(2-propenoic acid)-o-benzoquinone + H2O = 3-(2-propenoic acid)-4,6-hydroxy cyclohexa-2,5-dienone esculetin biosynthesis
3-(2-propenoic acid)-o-benzoquinone 178.144 C9 H6 O4 C(O)(=O)C=CC1(C=CC(=O)C(C=1)=O) 1.10.3.1 2 cis-caffeate + O2 = 2 3-(2-propenoic acid)-o-benzoquinone + 2 H2O esculetin 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 oxidized cytochrome c + L-galactono-1,4-lactone = 2 reduced cytochrome 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
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
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
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
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 1.5.99.12 isopentenyl adenosine + H2O + FAD = adenosine + 3-methyl-2-butenal + FADH2 cytokinins degradation
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 1.5.99.12 trans-zeatin riboside + H2O + FAD = adenosine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
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-L-homocysteine + H2O = L-homocysteine + adenosine SAM 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 1.14.11.22 naringenin + alpha-ketoglutarate + O2 = apigenin + succinate + CO2 + 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
18:3-18:2-DGDG 1-18:3-2-18:2-digalactosyldiacylglycerol 939.231 C51 H86 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:3-18:2-DGDG = 18:3-18:3-DGDG glycolipid desaturation
18:3-18:2-DGDG 1-18:3-2-18:2-digalactosyldiacylglycerol 939.231 C51 H86 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:2-18:2-DGDG = 18:3-18:2-DGDG glycolipid desaturation
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(OP(O)(=O)O)C(O)C(O)C=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(OP(O)(=O)O)C(O)C(O)C=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(OP(O)(=O)O)C(O)C(O)C=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(OP(O)(=O)O)C(O)C(O)C=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(OP(O)(=O)O)C(O)C(O)C=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
lipid IVA 2,3,2'3'-Tetrakis(β-hydroxymyristoyl)-D-glucosaminyl-1,6-β-D-glucosamine 1,4'-bisphosphate*2,3,2',3'-tetrakis(3-hydroxymyristoyl)-D-glucosaminyl-1,6-β-D-glucosamine 1,4'-bisphosphate*2,3,2',3'-tetrakis-(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-β-D-glucosamine-1,4'-bisphosphate*[2-N,3-O-bis(3-hydroxytetradecanoyl)-4-O-phosphono-β-D-glucosaminyl]-(1 => 6)-[2-N,3-O-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl phosphate] 1405.722 C68 H130 N2 O23 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(C(C(O2)CO)OP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC)) 2.-.-.- lipid IVA + CMP-3-deoxy-D-manno-octulosonate = (KDO)-lipid IVA + CMP KDO transfer to lipid IVA
lipid IVA 2,3,2'3'-Tetrakis(β-hydroxymyristoyl)-D-glucosaminyl-1,6-β-D-glucosamine 1,4'-bisphosphate*2,3,2',3'-tetrakis(3-hydroxymyristoyl)-D-glucosaminyl-1,6-β-D-glucosamine 1,4'-bisphosphate*2,3,2',3'-tetrakis-(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-β-D-glucosamine-1,4'-bisphosphate*[2-N,3-O-bis(3-hydroxytetradecanoyl)-4-O-phosphono-β-D-glucosaminyl]-(1 => 6)-[2-N,3-O-bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl phosphate] 1405.722 C68 H130 N2 O23 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(C(C(O2)CO)OP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC)) 2.7.1.130 lipid A disaccharide + ATP = lipid IVA + ADP lipid-A-precursor 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)) 2.4.1.142 (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
18:1-16:1-MGDG 1-18:1-2-16:1-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol, 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.- 18:1-16:1-MGDG = 18:2-16:1-MGDG glycolipid desaturation
18:1-16:1-MGDG 1-18:1-2-16:1-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol, 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.- 18:1-16:1-MGDG = 18:1-16:2-MGDG glycolipid desaturation
18:1-16:1-MGDG 1-18:1-2-16:1-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol, 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.- 18:1-16:0-MGDG = 18:1-16:1-MGDG glycolipid desaturation
GA38 GA38*gibberellin A38*gibberellin A38 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)
p-hydroxyphenylpyruvate p-hydroxyphenylpyruvic acid*3-(4-hydroxyphenyl)pyruvate*hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8*PUBCHEM:979*LIGAND-CPD:C01179 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate vitamin E biosynthesis
p-hydroxyphenylpyruvate p-hydroxyphenylpyruvic acid*3-(4-hydroxyphenyl)pyruvate*hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8*PUBCHEM:979*LIGAND-CPD:C01179 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate tyrosine degradation
p-hydroxyphenylpyruvate p-hydroxyphenylpyruvic acid*3-(4-hydroxyphenyl)pyruvate*hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8*PUBCHEM:979*LIGAND-CPD:C01179 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate plastoquinone biosynthesis
p-hydroxyphenylpyruvate p-hydroxyphenylpyruvic acid*3-(4-hydroxyphenyl)pyruvate*hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8*PUBCHEM:979*LIGAND-CPD:C01179 2.6.1.57 p-hydroxyphenylpyruvate + L-glutamate = L-tyrosine + alpha-ketoglutarate tyrosine biosynthesis I
p-hydroxyphenylpyruvate p-hydroxyphenylpyruvic acid*3-(4-hydroxyphenyl)pyruvate*hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8*PUBCHEM:979*LIGAND-CPD:C01179 1.3.1.12 prephenate + NAD+ = p-hydroxyphenylpyruvate + CO2 + NADH tyrosine biosynthesis I
p-hydroxyphenylpyruvate p-hydroxyphenylpyruvic acid*3-(4-hydroxyphenyl)pyruvate*hydroxyphenylpyruvate*4-hydroxyphenylpyruvate 180.16 C9 H8 O4 C(=O)(O)C(=O)Cc1(ccc(O)cc1) CAS:156-39-8*PUBCHEM:979*LIGAND-CPD:C01179 2.6.1.5 L-tyrosine + alpha-ketoglutarate = L-glutamate + p-hydroxyphenylpyruvate tyrosine degradation
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
a digalactosyldiacylglycerol a (α-D-galactosyl-(1->6)-β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3(α-D-galactosyl-(1->6)-β-D-galactosyl)-1,2-diacyl-sn-glycerol*DGDG*an α-D-galactosyl-β-D-galactosyldiacylglycerol C17 H26 O15 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 2.4.1.241 a monogalactosyldiacylgycerol + UDP-galactose = a digalactosyldiacylglycerol + UDP glycolipid biosynthesis
a digalactosyldiacylglycerol a (α-D-galactosyl-(1->6)-β-D-galactosyl)-1,2-diacyl-sn-glycerol*a 3(α-D-galactosyl-(1->6)-β-D-galactosyl)-1,2-diacyl-sn-glycerol*DGDG*an α-D-galactosyl-β-D-galactosyldiacylglycerol C17 H26 O15 R11 R21 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 2.4.1.184 2 a monogalactosyldiacylgycerol = a digalactosyldiacylglycerol + a 1,2-diacylglycerol glycolipid biosynthesis
N-acetyl-L-glutamate 5-semialdehyde N-acetylglutamate γ-semialdehyde*N-acetyl-L-glutamate-5-semialdehyde*N-acetyl-L-glutamate semialdehyde*N-acetylglutamate semialdehyde*2-acetamido-5-oxopentanoate 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-acetyl-L-glutamate 5-semialdehyde + NADP+ + phosphate arginine biosynthesis I
N-acetyl-L-glutamate 5-semialdehyde N-acetylglutamate γ-semialdehyde*N-acetyl-L-glutamate-5-semialdehyde*N-acetyl-L-glutamate semialdehyde*N-acetylglutamate semialdehyde*2-acetamido-5-oxopentanoate 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-acetyl-L-glutamate 5-semialdehyde + NADP+ + phosphate arginine biosynthesis II (acetyl cycle)
N-acetyl-L-glutamate 5-semialdehyde N-acetylglutamate γ-semialdehyde*N-acetyl-L-glutamate-5-semialdehyde*N-acetyl-L-glutamate semialdehyde*N-acetylglutamate semialdehyde*2-acetamido-5-oxopentanoate 173.168 C7 H11 N1 O4 C(=O)CCC(C(=O)O)NC(C)=O LIGAND-CPD:C01250 2.6.1.11 N-acetyl-L-glutamate 5-semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate arginine biosynthesis I
N-acetyl-L-glutamate 5-semialdehyde N-acetylglutamate γ-semialdehyde*N-acetyl-L-glutamate-5-semialdehyde*N-acetyl-L-glutamate semialdehyde*N-acetylglutamate semialdehyde*2-acetamido-5-oxopentanoate 173.168 C7 H11 N1 O4 C(=O)CCC(C(=O)O)NC(C)=O LIGAND-CPD:C01250 2.6.1.11 N-acetyl-L-glutamate 5-semialdehyde + L-glutamate = N-acetyl-L-ornithine + alpha-ketoglutarate arginine biosynthesis II (acetyl cycle)
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 + 2-aminoadipate-6-semialdehyde + 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
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 1.1.99.5 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation
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 1.5.99.12 isopentenyladenine + FAD + H2O = 3-methyl-2-butenal + adenine + FADH2 cytokinins degradation
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 1.5.99.12 isopentenyl adenosine + H2O + FAD = adenosine + 3-methyl-2-butenal + FADH2 cytokinins degradation
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 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
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 1.5.99.12 cis-zeatin + H2O + FAD = 3-methyl-4-cis-hydroxy-2-butenal + adenine + FADH2 cytokinins degradation
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 1.5.99.12 trans-zeatin riboside + H2O + FAD = adenosine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
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 GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 tryptophan degradation
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
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
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
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-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation
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
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
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 + diphosphate + 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 + diphosphate + 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 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 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 arginine biosynthesis II (acetyl cycle)
isopentenyladenosine-5'-triphosphate iPTP*isopentenyladenosine riboside-5'-triphosphate*iPRTP 575.302 C15 H24 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(ncn3)NCC=C(C)C))) RXN-4309 isopentenyladenosine-5'-triphosphate + H2O = isopentenyladenosine-5'-diphosphate + phosphate trans-zeatin biosynthesis
isopentenyladenosine-5'-triphosphate iPTP*isopentenyladenosine riboside-5'-triphosphate*iPRTP 575.302 C15 H24 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(ncn3)NCC=C(C)C))) RXN-4304 isopentenyladenosine-5'-triphosphate + NADPH + H2O = trans-zeatin riboside triphosphate + NADP+ trans-zeatin biosynthesis
isopentenyladenosine-5'-triphosphate iPTP*isopentenyladenosine riboside-5'-triphosphate*iPRTP 575.302 C15 H24 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(ncn3)NCC=C(C)C))) 2.5.1.- dimethylallyl-pyrophosphate + ATP = isopentenyladenosine-5'-triphosphate + diphosphate trans-zeatin biosynthesis
a cis-2-enoyl-CoA C24 H33 N7 O17 R11 P3 S1 C(C=C[R1])(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-1])(=O)OP([O-1])(=O)OCC1(OC(C(O)C1OP([O-1])(=O)[O-1])n2(c3(c(nc2)c(N)ncn3))) 4.2.1.17 a cis-2-enoyl-CoA + H2O = a D-3-hydroxyacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
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) LIGAND-CPD:C00399*CAS:1339-63-5 1.6.5.3 ubiquinol-8 + NAD+ = ubiquinone-8 + NADH NAD/NADH phosphorylation and dephosphorylation
L-arginyl-tRNAarg L-ARGINYL-TRNA(ARG) 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + AMP tRNA charging pathway
a methylated acceptor 2.1.1.- 24-methylenecycloartenol + a non methylated acceptor = cycloeucalenol + a methylated acceptor sterol biosynthesis
a methylated acceptor 2.1.1.- 24-methylenelophenol + a non methylated acceptor = episterol + a methylated acceptor sterol biosynthesis
a methylated acceptor 2.1.1.- 24-ethylidenelophenol + a non methylated acceptor = avenasterol + a methylated acceptor sterol biosynthesis
a plant ceramide (IV) a plant ceramide (IV) C20 H38 N1 O4 R11 CCCCCCCCCC=CCCCC(O)C(O)C(CO)NC(=O)C[R1] RXN-7798 a plant ceramide (III) = a plant ceramide (IV) sphingolipid biosynthesis (plants)
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 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a fatty acidn-1 + NADH fatty acid omega-oxidation
a fatty aldehyde C2 H3 O1 R1 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a fatty acidn-1 + NADH fatty acid alpha-oxidation
a fatty aldehyde C2 H3 O1 R1 RXN-4444 a fatty alcohol + O2 = a fatty aldehyde + H2O2 fatty acid omega-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
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
a plant ceramide 1-phosphate a plant ceramide 1-phosphate C20 H41 N1 O6 R11 P1 CCCCCCCCCCCCCCCC(O)C(NC(=O)C[R1])COP(O)(=O)O 2.7.1.138 a plant ceramide (I) + ATP = a plant ceramide 1-phosphate + ADP sphingolipid biosynthesis (plants)
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.42 isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle -- aerobic respiration
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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.9 H2O + NADP+ + D-glyceraldehyde-3-phosphate = 3-phosphoglycerate + NADPH glycolysis I (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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyl-THF formylTHF 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyl-THF carbon monoxide dehydrogenase 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.43 NADPH + CO2 = NADP+ + formate carbon monoxide dehydrogenase 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.16 succinate semialdehyde + NADP+ + H2O = NADPH + succinate arginine degradation 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.2 NADPH + uracil = NADP+ + dihydrouracil beta-alanine biosynthesis III
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.224 NADPH + mannose-6-phosphate = NADP+ + mannitol-1-phosphate mannitol 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.43 L-arogenate + NADP+ = L-tyrosine + NADPH + CO2 tyrosine 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.68 sinapaldehyde + NADP+ + H2O = sinapate + NADPH ferulate and sinapate 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.102 NADPH + 3-dehydrosphinganine = NADP+ + sphinganine sphingolipid biosynthesis (plants)
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetyl-L-glutamate 5-semialdehyde + NADP+ + phosphate arginine 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetyl-L-glutamate 5-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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ riboflavin and FMN and FAD 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + H+ oxidative branch of the pentose 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.86 2-acetolactate + NADPH + H+ = 2,3-dihydroxy-isovalerate + NADP+ valine 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- 24-epi-campesterol + NADP+ = brassicasterol + NADPH 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- sitosterol + NADP+ = stigmasterol + NADPH 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- campesterol + NADP+ = crinosterol + NADPH 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.14 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 2-coumarate coumarin biosynthesis (via 2-coumarate)
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.99.- 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.99.- 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.219 dihydrokaempferol + NADPH = leucopelargonidin + NADP+ leucopelargonidin and leucocyanidin 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- campesterol + O2 + NADPH = (22alpha)-hydroxy-campesterol + H2O + 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- (5alpha)-campestan-3-one + O2 + NADPH = (22alpha)-hydroxy-5alpha-campestan-3-one + H2O + 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- campest-4-en-3-one + O2 + NADPH = (22alpha)-hydroxy-campest-4-en-3-one + H2O + 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- 6-oxocampestanol + O2 + NADPH = cathasterone + H2O + NADP+ brassinosteroid 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ brassinosteroid 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.34 a 2-trans-4-cis-dienoyl-CoA + NADPH = a trans-3-enoyl-CoA + NADP+ fatty acid beta-oxidation II (unsaturated, even number)
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.17.1.3 leucopelargonidin + NADPH = afzelechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.17.1.3 leucocyanidin + NADPH = 2,3-trans-catechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O flavonol 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O leucopelargonidin and leucocyanidin 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- tetrahydrogeranylgeranyl-PP + NADPH = phytyl-PP + NADP+ phytyl-PP 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- dihydrogeranylgeranyl-PP + NADPH = tetrahydrogeranylgeranyl-PP + NADP+ phytyl-PP 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.- geranylgeranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-5481 UDP-4-dehydro-6-deoxy-D-glucose + NADPH = UDP-L-rhamnose + NADP+ UDP-L-rhamnose 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.36 a 3-ketoacyl-CoA + NADPH = a 3-hydroxyacyl-CoA + NADP+ very long chain fatty 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.1.38 a trans-2-enoyl-CoA + NADPH = fatty acyln+2-CoA + NADP+ very long chain fatty 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O GA12 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+1]5(cc(C(N)=O)ccc5)) 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 GA12 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ GA12 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.99.- campest-4-en-3-one + NADPH = (5alpha)-campestan-3-one + NADP+ brassinosteroid biosynthesis III
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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.3.99.- campest-4-en-3-one + NADPH = (5alpha)-campestan-3-one + NADP+ brassinosteroid 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-4304 isopentenyladenosine-5'-triphosphate + NADPH + H2O = trans-zeatin riboside triphosphate + NADP+ trans-zeatin 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-4306 isopentenyladenosine-5'-diphosphate + NADPH + H2O = trans-zeatin riboside diphosphate + NADP+ trans-zeatin 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-4308 isopentenyladenosine-5'-monophosphate + NADPH + H2O = trans-zeatin riboside monophosphate + NADP+ trans-zeatin 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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 GA12 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 PROLINE-MULTI L-glutamate + ATP + NADPH = ADP + L-glutamate gamma-semialdehyde + NADP+ + phosphate proline 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O GA12 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O GA12 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+1]5(cc(C(N)=O)ccc5)) 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
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- L-phenylalanine + NADPH + O2 = phenylacetaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from phenylalanine
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-4603 phenylacetaldoxime + NADPH + O2 + L-cysteine = S-(phenylacetothiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from phenylalanine
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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.219 dihydroquercetin + NADPH = leucocyanidin + NADP+ leucopelargonidin and leucocyanidin 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- palmitate + NADPH + O2 = 16-hydroxypalmitate + NADP+ + H2O cutin 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-1062 16-hydroxypalmitate + NADPH + O2 = 10,16-dihydroxypalmitate + NADP+ + H2O cutin 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-1064 18-hydroxyoleate + NADPH + O2 = 9,10-epoxy-18-hydroxystearate + NADP+ + H2O cutin 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- homomethionine + NADPH + O2 = 4-methylthiobutanaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from homomethionine
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-2207 4-methylthiobutanaldoxime + NADPH + O2 + L-cysteine = S-(4-methylthiobutylhydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from homomethionine
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-1441 indole-3-acetaldoxime + NADPH + O2 + L-cysteine = S-(indolylmethylthiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from tryptophan
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-1405 tryptamine + O2 + NADPH = N-hydroxyl-tryptamine + H2O + NADP+ IAA 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+1]5(cc(C(N)=O)ccc5)) 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
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ free phenylpropanoid 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O cutin 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.44 coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O ferulate and sinapate 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 RXN-1121 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ free phenylpropanoid 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.11 O2 + NADPH + trans-cinnamate = 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.11 O2 + NADPH + trans-cinnamate = 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+1]5(cc(C(N)=O)ccc5)) 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O camalexin 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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O glucosinolate biosynthesis from tryptophan
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+1]5(cc(C(N)=O)ccc5)) LIGAND-CPD:C00006*CAS:53-59-8 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA biosynthesis I
18:3-16:3-MGDG 1-18:3-2-16:3-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(7Z,10Z,13Z-hexadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 747.02 C43 H70 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-16:2-MGDG = 18:3-16:3-MGDG glycolipid desaturation
18:3-16:3-MGDG 1-18:3-2-16:3-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(7Z,10Z,13Z-hexadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 747.02 C43 H70 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-16:3-MGDG = 18:3-16:3-MGDG glycolipid desaturation
4-hydroxybutyrate 4-hydroxybutanoate*4-OH-but*4-hydroxybutanoic acid*4-hydroxybutyric acid 104.105 C4 H8 O3 C(O)(=O)CCCO CAS:591-81-1 1.2.1.16 succinate semialdehyde + NAD(P)H = 4-hydroxybutyrate + NAD(P)+ glutamate degradation II
18:3-18:3-DGDG 1-18:3-2-18:3-digalactosyldiacylglycerol*1,2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 937.216 C51 H84 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:2-18:3-DGDG = 18:3-18:3-DGDG glycolipid desaturation
18:3-18:3-DGDG 1-18:3-2-18:3-digalactosyldiacylglycerol*1,2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 937.216 C51 H84 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:3-18:2-DGDG = 18:3-18:3-DGDG glycolipid desaturation
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
a reduced thioredoxin 1.17.4.1 ADP + a reduced thioredoxin = dADP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides I
a reduced thioredoxin 1.17.4.1 CDP + a reduced thioredoxin = dCDP + a thioredoxin disulfide + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
a reduced thioredoxin 1.17.4.1 GDP + a reduced thioredoxin = dGDP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides I
a reduced thioredoxin 1.17.4.1 UDP + a reduced thioredoxin = dUDP + a thioredoxin disulfide + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
indole-3-glycerol-phosphate C1-(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 C1-(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 RXN-1407 indole-3-glycerol-phosphate = indole + sn-glycerol-3-phosphate IAA biosynthesis I
indole-3-glycerol-phosphate C1-(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
3-hydroxypropyl-glucosinolate 377.381 C10 H19 N1 O10 S2 C(O)CCC(=NOS(O)(=O)=O)SC1(C(CO)C(O)C(O)C(O1)O) RXN-2224 3-hydroxypropyl-glucosinolate = 3-benzoyloxypropyl-glucosinolate glucosinolate biosynthesis from homomethionine
3-hydroxypropyl-glucosinolate 377.381 C10 H19 N1 O10 S2 C(O)CCC(=NOS(O)(=O)=O)SC1(C(CO)C(O)C(O)C(O1)O) RXN-2223 3-methylsulfinylpropyl-glucosinolate = 3-hydroxypropyl-glucosinolate glucosinolate biosynthesis from homomethionine
S-(4-methylthiobutylhydroximoyl)-L-cysteine 4.4.1.- S-(4-methylthiobutylhydroximoyl)-L-cysteine = 4-methylthiobutylhydroximate + pyruvate + ammonia glucosinolate biosynthesis from homomethionine
S-(4-methylthiobutylhydroximoyl)-L-cysteine RXN-2207 4-methylthiobutanaldoxime + NADPH + O2 + L-cysteine = S-(4-methylthiobutylhydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from homomethionine
thiamine diphosphate thiamine pyrophosphate*Thaimine pyrophosphate*TPP*thiamin-PPi*thiamin pyrophosphate*thiamin diphosphate*thiamine-PPi*ThPP 425.312 C12 H19 N4 O7 P2 S1 C(c1(c(N)nc(C)nc1))[n+1]2(c(C)c(sc2)CCOP(O)(=O)OP(O)(=O)O) LIGAND-CPD:C00068*CAS:154-87-0 4.1.1.71 alpha-ketoglutarate + thiamine diphosphate = succinate-semialdehyde-thiamine PPi + CO2 menaquinone biosynthesis
thiamine diphosphate thiamine pyrophosphate*Thaimine pyrophosphate*TPP*thiamin-PPi*thiamin pyrophosphate*thiamin diphosphate*thiamine-PPi*ThPP 425.312 C12 H19 N4 O7 P2 S1 C(c1(c(N)nc(C)nc1))[n+1]2(c(C)c(sc2)CCOP(O)(=O)OP(O)(=O)O) LIGAND-CPD:C00068*CAS:154-87-0 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate phylloquinone biosynthesis
thiamine diphosphate thiamine pyrophosphate*Thaimine pyrophosphate*TPP*thiamin-PPi*thiamin pyrophosphate*thiamin diphosphate*thiamine-PPi*ThPP 425.312 C12 H19 N4 O7 P2 S1 C(c1(c(N)nc(C)nc1))[n+1]2(c(C)c(sc2)CCOP(O)(=O)OP(O)(=O)O) LIGAND-CPD:C00068*CAS:154-87-0 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate menaquinone biosynthesis
thiamine diphosphate thiamine pyrophosphate*Thaimine pyrophosphate*TPP*thiamin-PPi*thiamin pyrophosphate*thiamin diphosphate*thiamine-PPi*ThPP 425.312 C12 H19 N4 O7 P2 S1 C(c1(c(N)nc(C)nc1))[n+1]2(c(C)c(sc2)CCOP(O)(=O)OP(O)(=O)O) LIGAND-CPD:C00068*CAS:154-87-0 2.7.4.16 thiamine-phosphate + ATP = thiamine diphosphate + ADP thiamin biosynthesis
D-myo-inositol (3,4,6)-trisphosphate 1D-myo-inositol (3,4,6)-trisphosphate*Ins(3,4,6)P3*I(3,4,6)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(O)C(OP(O)([O-1])=O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7204 D-myo-inositol (3,4,6)-trisphosphate + ATP = D-myo-inositol (3,4,5,6)-tetrakisphosphate + ADP lipid-independent phytate biosynthesis
D-myo-inositol (3,4,6)-trisphosphate 1D-myo-inositol (3,4,6)-trisphosphate*Ins(3,4,6)P3*I(3,4,6)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(O)C(OP(O)([O-1])=O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7203 D-myo-inositol (3,4)-bisphosphate + ATP = D-myo-inositol (3,4,6)-trisphosphate + ADP lipid-independent phytate biosynthesis
coumarinic acid-beta-D-glucoside coumarinic acid glucoside*coumarinate glucoside 326.302 C15 H18 O8 C1(C(O)C(O)C(O)C(O1)CO)Oc2(c(C=CC(O)=O)cccc2) 3.2.1.21 coumarinic acid-beta-D-glucoside + H2O = coumarinate + beta-D-glucose coumarin biosynthesis (via 2-coumarate)
coumarinic acid-beta-D-glucoside coumarinic acid glucoside*coumarinate glucoside 326.302 C15 H18 O8 C1(C(O)C(O)C(O)C(O1)CO)Oc2(c(C=CC(O)=O)cccc2) 5.2.1.- trans-beta-D-Glucosyl-2-hydroxycinnamate = coumarinic acid-beta-D-glucoside coumarin biosynthesis (via 2-coumarate)
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 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 3.5.2.5 H2O + allantoin = allantoate ureide degradation
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 = 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
18:1-16:0-PG 1-18:1-2-16:0-phosphatidylglycerol 749.016 C40 H77 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 18:1-16:0-PG = 18:1-t16:1-PG phospholipid desaturation
18:1-16:0-PG 1-18:1-2-16:0-phosphatidylglycerol 749.016 C40 H77 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC 1.14.99.- 18:1-16:0-PG = 18:2-16:0-PG phospholipid desaturation
O-acetyl-L-homoserine acetylhomoserine*O-acetylhomoserine 161.157 C6 H11 N1 O4 C(C)(=O)OCCC(N)C(=O)O RXN-721 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
L-glutaminyl-tRNAgln L-GLUTAMINYL-TRNA(GLN) 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + diphosphate + AMP tRNA charging pathway
L-histidyl-tRNAhis L-HISTIDYL-TRNA(HIS) 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + AMP tRNA charging pathway
L-tryptophan 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:73-22-3 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O camalexin biosynthesis
L-tryptophan 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:73-22-3 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O glucosinolate biosynthesis from tryptophan
L-tryptophan 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:73-22-3 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA biosynthesis I
L-tryptophan 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:73-22-3 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + diphosphate + AMP tRNA charging pathway
L-tryptophan 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:73-22-3 4.1.1.28 L-tryptophan = CO2 + tryptamine IAA biosynthesis I
L-tryptophan 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:73-22-3 2.6.1.27 alpha-ketoglutarate + L-tryptophan = L-glutamate + indole-3-pyruvate IAA biosynthesis I
L-tryptophan 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:73-22-3 1.13.11.11 O2 + L-tryptophan = N-formylkynurenine tryptophan degradation
L-tryptophan 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:73-22-3 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
dihydroquercetin (+)-taxifolin*(+)-dihydroquercetin*taxifolin 304.256 C15 H12 O7 c1(cc(cc(O)c1O)C2(C(O)C(=O)c3(c(O2)cc(O)cc3O))) CAS:480-18-2*LIGAND-CPD:C01617 1.1.1.219 dihydroquercetin + NADPH = leucocyanidin + NADP+ leucopelargonidin and leucocyanidin biosynthesis
dihydroquercetin (+)-taxifolin*(+)-dihydroquercetin*taxifolin 304.256 C15 H12 O7 c1(cc(cc(O)c1O)C2(C(O)C(=O)c3(c(O2)cc(O)cc3O))) CAS:480-18-2*LIGAND-CPD:C01617 RXN-527 dihydroquercetin + alpha-ketoglutarate + O2 = quercetin + succinate + CO2 + H2O flavonol biosynthesis
dihydroquercetin (+)-taxifolin*(+)-dihydroquercetin*taxifolin 304.256 C15 H12 O7 c1(cc(cc(O)c1O)C2(C(O)C(=O)c3(c(O2)cc(O)cc3O))) CAS:480-18-2*LIGAND-CPD:C01617 1.14.11.9 eriodictyol + O2 + alpha-ketoglutarate = dihydroquercetin + CO2 + succinate leucopelargonidin and leucocyanidin biosynthesis
dihydroquercetin (+)-taxifolin*(+)-dihydroquercetin*taxifolin 304.256 C15 H12 O7 c1(cc(cc(O)c1O)C2(C(O)C(=O)c3(c(O2)cc(O)cc3O))) CAS:480-18-2*LIGAND-CPD:C01617 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O flavonol biosynthesis
dihydroquercetin (+)-taxifolin*(+)-dihydroquercetin*taxifolin 304.256 C15 H12 O7 c1(cc(cc(O)c1O)C2(C(O)C(=O)c3(c(O2)cc(O)cc3O))) CAS:480-18-2*LIGAND-CPD:C01617 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O leucopelargonidin and leucocyanidin biosynthesis
benzyl-glucosinolate glucotropaeolin 409.425 C14 H19 N1 O9 S2 C1(OC(C(CO)C(O)C(O)1)SC(=NOS(=O)(O)=O)cc2(ccccc2))(O) 2.8.2.- benzyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = benzyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from phenylalanine
18:3-16:0-DGDG 1-18:3-2-16:0-digalactosyldiacylglycerol 915.209 C49 H86 O15 C(O)C1(OC(C(O)C(O)C1O)OC2(C(CO)OC(C(O)C2O)OC(COC([R1])=O)COC([R2])=O)) 1.14.99.- 18:2-16:0-DGDG = 18:3-16:0-DGDG glycolipid desaturation
3-methylthiopropyl-desulfoglucosinolate 327.41 C11 H21 N1 O6 S2 C1(OC(C(CO)C(O)C(O)1)SC(=NO)CCCSC)(O) 2.8.2.- 3-methylthiopropyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = 3-methylthiopropyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from homomethionine
3-methylthiopropyl-desulfoglucosinolate 327.41 C11 H21 N1 O6 S2 C1(OC(C(CO)C(O)C(O)1)SC(=NO)CCCSC)(O) 2.4.1.195 4-methylthiobutylhydroximate + UDP-D-glucose = 3-methylthiopropyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from homomethionine
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-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-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 2-lysophosphatidylcholine a lyso-phosphatidylcholine*2-Lysophosphatidylcholine*a 1-acylglycero-3-phosphocholine*a 1-acyl-2-lyso-phosphatidylcholine*1-acyl-2-lyso-glycerophosphocholine*an L-2-lysolecithin*a 2-lysolecithin*a lysolecithin*a 1-acylglycerophosphocholine*an α'-acylglycerophosphocholine C9 H19 N1 O7 R1 P1 3.1.1.4 a phosphatidylcholine + H2O = a 2-lysophosphatidylcholine + (9,12,15)-linolenate jasmonic acid biosynthesis
a 2-lysophosphatidylcholine a lyso-phosphatidylcholine*2-Lysophosphatidylcholine*a 1-acylglycero-3-phosphocholine*a 1-acyl-2-lyso-phosphatidylcholine*1-acyl-2-lyso-glycerophosphocholine*an L-2-lysolecithin*a 2-lysolecithin*a lysolecithin*a 1-acylglycerophosphocholine*an α'-acylglycerophosphocholine C9 H19 N1 O7 R1 P1 3.1.1.4 a phosphatidylcholine + H2O = a 2-lysophosphatidylcholine + a carboxylate phospholipases
an L-1-phosphatidylserine an O-sn-phosphatidyl-L-serine*a phosphatidyl-serine*a 3-O-sn-phosphatidyl-L-serine*a phosphatidyl-L-serine*a 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
an L-1-phosphatidylserine an O-sn-phosphatidyl-L-serine*a phosphatidyl-serine*a 3-O-sn-phosphatidyl-L-serine*a phosphatidyl-L-serine*a 1-phosphatidyl-serine C8 H12 N1 O10 R2 P1 LIGAND-CPD:C02737 2.7.8.- an L-1-phosphatidyl-ethanolamine + L-serine = an L-1-phosphatidylserine + ethanolamine phospholipid biosynthesis
an L-1-phosphatidylserine an O-sn-phosphatidyl-L-serine*a phosphatidyl-serine*a 3-O-sn-phosphatidyl-L-serine*a phosphatidyl-L-serine*a 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
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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 2.1.2.10 S-aminomethyldihydrolipoyl-GcvH-protein + tetrahydrofolate = ammonia + dihydrolipoyl-GcvH-protein + 5,10-methylene-THF glycine 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF carbon monoxide dehydrogenase 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 GCVMULTI-RXN glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 2.1.1.- 5-methyl-THF + a corrinoid Fe-S protein = tetrahydrofolate + a methylated corrinoid Fe-S protein carbon monoxide dehydrogenase 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide de novo biosynthesis of purine nucleotides 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide de novo biosynthesis of purine nucleotides 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide de novo biosynthesis of purine nucleotides 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 445.434 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)) LIGAND-CPD:C00101*CAS:135-16-0*CAS:29347-89-5 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide de novo biosynthesis of purine nucleotides I
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 III
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)))) 1.1.1.145 campest-4-en-3beta-ol = campest-4-en-3-one brassinosteroid biosynthesis I
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 III
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
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 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)) 2.4.1.- kaempferol-3-rhamnoside + UDP-D-glucose = kaempferol 3-O-rhamnoside-7-O-glucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
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 kaempferol glucoside biosynthesis (Arabidopsis)
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)) 2.4.1.- kaempferol + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside + dTDP kaempferol glucoside biosynthesis (Arabidopsis)
a nucleoside diphosphate NDP C5 H11 O10 R1 P2 2.7.4.- phytyl monophosphate + a nucleoside triphosphate = phytyl-PP + a nucleoside diphosphate phytol salvage pathway
N-dimethylethanolamine phosphate P-DME 169.117 C4 H12 N1 O4 P1 C(CN(C)C)OP(=O)(O)O 2.1.1.103 N-dimethylethanolamine phosphate + S-adenosyl-L-methionine = phosphoryl-choline + S-adenosyl-L-homocysteine choline biosynthesis I
N-dimethylethanolamine phosphate P-DME 169.117 C4 H12 N1 O4 P1 C(CN(C)C)OP(=O)(O)O 2.1.1.103 N-methylethanolamine phosphate + S-adenosyl-L-methionine = N-dimethylethanolamine phosphate + S-adenosyl-L-homocysteine choline biosynthesis I
2-oxo-5-methylthiopentanoic-acid 2-oxo-5-methylthiopentanoate*5-methylthio-2-oxopentanoate 162.203 C6 H10 O3 S1 C(=O)(O)C(=O)CCCSC 2.6.1.- 2-oxo-5-methylthiopentanoic-acid + a standard alpha amino acid = homomethionine + a 2-oxo acid homomethionine biosynthesis
2-oxo-5-methylthiopentanoic-acid 2-oxo-5-methylthiopentanoate*5-methylthio-2-oxopentanoate 162.203 C6 H10 O3 S1 C(=O)(O)C(=O)CCCSC 1.1.1.- 3-(2'-methylthio)ethylmalic-acid = 2-oxo-5-methylthiopentanoic-acid + CO2 homomethionine 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-1])=O)[NH]C(=O)N=1)(NC(N)=O) RXN-6201 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = 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-1])=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
16:0-18:2-PC 1-16:0-2-18:2-phosphatidylcholine*1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 759.078 C42 H81 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313191 RXN-8361 16:0-18:2-PC = 16:0-18:3-PC phospholipid desaturation
16:0-18:2-PC 1-16:0-2-18:2-phosphatidylcholine*1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 759.078 C42 H81 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC PUBCHEM:5313191 1.14.99.- 16:0-18:1-PC = 16:0-18:2-PC phospholipid desaturation
ferrocytochrome b1 reduced cytochrome b1*cytochrome b1 reduced 1.2.2.1 ferricytochrome b1 + formate = ferrocytochrome b1 + CO2 glycine degradation
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)) CAS:87-51-4 2.4.1.121 indole-3-acetate + UDP-D-glucose = indole-3-acetyl-beta-1-D-glucose + UDP IAA conjugate biosynthesis
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)) CAS:87-51-4 RXN-2947 indole-3-acetate + L-glutamate = indole-3-acetyl-glu + H2O IAA conjugate biosynthesis
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)) CAS:87-51-4 RXN-2946 indole-3-acetate + L-aspartate = indole-3-acetyl-asp + H2O IAA conjugate biosynthesis
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)) CAS:87-51-4 RXN-2945 indole-3-acetate + L-leucine = indole-3-acetyl-leu + H2O IAA conjugate biosynthesis
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)) CAS:87-51-4 RXN-2944 indole-3-acetate + L-alanine = indole-3-acetyl-ala + H2O IAA conjugate biosynthesis
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)) CAS:87-51-4 RXN-2942 indole-3-acetate + polypeptide = indole-3-acetyl-polypeptide IAA conjugate biosynthesis
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)) CAS:87-51-4 RXN-2948 indole-3-acetate + L-glutamine = indole-3-acetyl-gln + H2O IAA conjugate biosynthesis
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)) CAS:87-51-4 1.2.3.7 2 indole acetaldehyde + O2 + 2 H2O = 2 indole-3-acetate + H2O2 IAA biosynthesis 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)) CAS:87-51-4 3.5.1.- indole-3-acetyl-ala + H2O = indole-3-acetate + L-alanine IAA biosynthesis II
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)) CAS:87-51-4 3.5.1.- indole-3-acetyl-leu + H2O = indole-3-acetate + L-leucine IAA biosynthesis II
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)) CAS:87-51-4 3.5.5.1 indole-3-acetonitrile + 2 H2O = ammonia + indole-3-acetate IAA biosynthesis 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)) CAS:87-51-4 RXN-1408 indole + acetate = indole-3-acetate IAA biosynthesis I
a short glucan 2.4.1.25 a short glucan + a short glucan = a long-linear glucan + alpha-D-glucose starch degradation
a short glucan 3.2.1.1 a long-linear glucan = n 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 kaempferol glucoside biosynthesis (Arabidopsis)
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 kaempferol glucoside biosynthesis (Arabidopsis)
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
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 isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle -- aerobic respiration
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 glyoxylate 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 = isocitrate TCA cycle -- aerobic respiration
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 = isocitrate glyoxylate cycle
benzylacetate 150.177 C9 H10 O2 C(OC(C)=O)c1(ccccc1) 2.3.1.84 benzyl alcohol + acetyl-CoA = benzylacetate + coenzyme A volatile benzenoid ester 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 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + 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 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 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 1.3.1.43 L-arogenate + NADP+ = L-tyrosine + NADPH + CO2 tyrosine biosynthesis II
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 1.3.1.43 NAD+ + L-arogenate = L-tyrosine + CO2 + NADH tyrosine biosynthesis II
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 2.6.1.57 p-hydroxyphenylpyruvate + L-glutamate = L-tyrosine + alpha-ketoglutarate tyrosine biosynthesis 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 2.4.1.21 (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 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate starch biosynthesis
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-1])cnc2)) RXN0-743 N5-carboxyaminoimidazole ribonucleotide = 4-carboxyaminoimidazole ribonucleotide de novo biosynthesis of purine nucleotides 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-1])cnc2)) RXN0-742 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate de novo biosynthesis of purine nucleotides I
oxidized ferredoxin Fdx METLENETHFRED-FERRE-RXN 5,10-methylene-THF + reduced ferredoxin = 5-methyl-THF + oxidized ferredoxin carbon monoxide dehydrogenase 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 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis II (plant plastids)
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 (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 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 glyceraldehyde 3-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 1.2.1.9 H2O + NADP+ + D-glyceraldehyde-3-phosphate = 3-phosphoglycerate + NADPH glycolysis I (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 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 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis II (plant plastids)
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 (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 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 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 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 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 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 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 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 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 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 2.2.1.1 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 (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 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 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 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis II (plant plastids)
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 (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 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 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
abscisic aldehyde ABA aldehyde*abscisic acid aldehyde 248.321 C15 H20 O3 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC=O)(C) 1.2.3.14 abscisic aldehyde + H2O + O2 = (+)-abscisate + H2O2 abscisic acid biosynthesis
abscisic aldehyde ABA aldehyde*abscisic acid aldehyde 248.321 C15 H20 O3 CC1(C(C(C)=CC(=O)C1)(O)C=CC(C)=CC=O)(C) 1.1.1.288 xanthoxin + NAD+ = abscisic aldehyde + NADH + H+ abscisic acid biosynthesis
homogentisate 2,5-dihydroxyphenylacetate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) RXN-2541 homogentisate + phytyl-PP = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
homogentisate 2,5-dihydroxyphenylacetate 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 2,5-dihydroxyphenylacetate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
homogentisate 2,5-dihydroxyphenylacetate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate vitamin E biosynthesis
homogentisate 2,5-dihydroxyphenylacetate 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 2,5-dihydroxyphenylacetate 168.149 C8 H8 O4 C(O)(=O)Cc1(c(O)ccc(O)c1) 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate plastoquinone biosynthesis
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+1](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 + diphosphate + NAD+ + L-glutamate NAD biosynthesis (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+1](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 + diphosphate + NAD+ + L-glutamate pyridine nucleotide cycling (plants)
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+1](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 + diphosphate + NAD+ NAD biosynthesis (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+1](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 = diphosphate + deamido-NAD NAD biosynthesis (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+1](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 = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
porphobilinogen 226.232 C10 H14 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 tetrapyrrole biosynthesis
porphobilinogen 226.232 C10 H14 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 tetrapyrrole 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
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 4.2.1.52 pyruvate + L-aspartate-semialdehyde = 2 H2O + L-2,3-dihydrodipicolinate lysine 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 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ 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(OP(O)(=O)O)C(O)C(=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(OP(O)(=O)O)C(O)C(=O)O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis II (plant plastids)
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(OP(O)(=O)O)C(O)C(=O)O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glycolysis I (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(OP(O)(=O)O)C(O)C(=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(OP(O)(=O)O)C(O)C(=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(OP(O)(=O)O)C(O)C(=O)O LIGAND-CPD:C00197*CAS:820-11-1 5.4.2.1 3-phosphoglycerate = 2-phosphoglycerate glyceraldehyde 3-phosphate degradation
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(OP(O)(=O)O)C(O)C(=O)O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis II (plant plastids)
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(OP(O)(=O)O)C(O)C(=O)O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I (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(OP(O)(=O)O)C(O)C(=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(OP(O)(=O)O)C(O)C(=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(OP(O)(=O)O)C(O)C(=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(OP(O)(=O)O)C(O)C(=O)O LIGAND-CPD:C00197*CAS:820-11-1 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glyceraldehyde 3-phosphate degradation
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(OP(O)(=O)O)C(O)C(=O)O LIGAND-CPD:C00197*CAS:820-11-1 4.1.1.39 H2O + CO2 + D-ribulose-1,5-bisphosphate = 2 3-phosphoglycerate + 2 H+ 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(OP(O)(=O)O)C(O)C(=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(OP(O)(=O)O)C(O)C(=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(OP(O)(=O)O)C(O)C(=O)O LIGAND-CPD:C00197*CAS:820-11-1 1.2.1.9 H2O + NADP+ + D-glyceraldehyde-3-phosphate = 3-phosphoglycerate + NADPH glycolysis I (plant cytosol)
benzyladenine 225.252 C12 H11 N5 c2(ncnc1(c(N=CN1)2))(NCc3(ccccc3)) 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
benzyladenine 225.252 C12 H11 N5 c2(ncnc1(c(N=CN1)2))(NCc3(ccccc3)) 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
a 2-oxo acid 2-oxo acid C2 H1 O3 R1 2.6.1.- L-methionine + a 2-oxo acid = 2-oxo-4-methylthiobutanoate + a standard alpha amino acid homomethionine biosynthesis
a 2-oxo acid 2-oxo acid C2 H1 O3 R1 2.6.1.- 2-oxo-5-methylthiopentanoic-acid + a standard alpha amino acid = homomethionine + a 2-oxo acid homomethionine biosynthesis
alpha-D-glucose α-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) 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP sucrose degradation
alpha-D-glucose α-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) 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP starch degradation
alpha-D-glucose α-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) 2.4.1.25 a short glucan + a short glucan = a long-linear glucan + alpha-D-glucose starch degradation
alpha-D-glucose α-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) 3.2.1.20 alpha-maltose + H2O = 2 alpha-D-glucose starch degradation
alpha-D-glucose α-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) 3.2.1.147 a glucosinolate + H2O = a thiohydroximate-O-sulfate + alpha-D-glucose glucosinolate breakdown
alpha-D-glucose α-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) 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation
quercetin 3,7-O-diglucoside 626.524 C27 H30 O17 C1(C(O)C(O)C(O)C(O1)CO)Oc2(cc3(c(c(O)c2)c(=O)c(c(o3)c4(ccc(O)c(O)c4))OC5(OC(CO)C(O)C(O)C(O)5))) 2.4.1.- quercetin-3-glucoside + UDP-D-glucose = quercetin 3,7-O-diglucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
a 2-lysophosphatidate a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P C4 H8 O7 R1 P1 2.3.1.51 a fatty acyl CoA + a 2-lysophosphatidate = an L-phosphatidate + coenzyme A phospholipid biosynthesis
a 2-lysophosphatidate a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P 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 a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P C4 H8 O7 R1 P1 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A phospholipid biosynthesis
a 2-lysophosphatidate a 1-acyl-sn-glycerol-3-phosphate*an acyl-sn-glycerol-3P*an acyl-sn-glycerol-3-phosphate*a 1-acyl-sn-glycerol-3P C4 H8 O7 R1 P1 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A triacylglycerol biosynthesis
L-seryl-tRNAser L-SERYL-TRNA(SER) 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + AMP tRNA charging pathway
1,4-alpha-D-galacturonosyl 1,4-α-poly-D-galacturonate*homogalacturonan 546.392 C18 H26 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(O)=O)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 2.1.1.- 1,4-alpha-D-galacturonosyl + S-adenosyl-L-methionine = methylesterified 1,4-alpha-D-galacturonosyl + S-adenosyl-L-homocysteine homogalacturonan biosynthesis
1,4-alpha-D-galacturonosyl 1,4-α-poly-D-galacturonate*homogalacturonan 546.392 C18 H26 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(O)=O)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 2.4.1.43 (1,4-alpha-D-galacturonosyl)(N) + UDP-D-galacturonate = (1,4-alpha-D-galacturonosyl)(n+1) + UDP homogalacturonan biosynthesis
1,4-alpha-D-galacturonosyl 1,4-α-poly-D-galacturonate*homogalacturonan 546.392 C18 H26 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(O)=O)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 3.1.1.11 methylesterified 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl + methanol homogalacturonan degradation
1,4-alpha-D-galacturonosyl 1,4-α-poly-D-galacturonate*homogalacturonan 546.392 C18 H26 O19 C1(OC(C(=O)O)C(O)C(O)C(O)1)OC2(C(O)C(O)C(OC2C(O)=O)OC3(C(C(O)=O)OC(O)C(O)C(O)3)) 3.2.1.15 1,4-alpha-D-galacturonosyl + H2O = 1,4-alpha-D-galacturonosyl homogalacturonan degradation
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) GLUTARYL-COA-DEHYDROG-RXN glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 tryptophan degradation
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
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
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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 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 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 1.3.5.1 a ubiquinone + succinate = a ubiquinol + fumarate TCA cycle -- aerobic respiration
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 a ubiquinone + succinate = a ubiquinol + fumarate aerobic respiration
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 a ubiquinone + succinate = a ubiquinol + 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 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 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + AICAR de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 fumarate + H2O = malate TCA cycle -- aerobic respiration
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 fumarate + H2O = malate superpathway of glyoxylate cycle
2,3-trans-catechin Cianidanol*catechin 290.272 C15 H14 O6 c3(c2(OC(c1(cc(O)c(O)cc1))C(O)Cc2c(O)cc(O)3)) RXN-1485 afzelechin + 2,3-trans-catechin = 2,3-cis-proanthocyanidin proanthocyanidin biosynthesis from flavanols
2,3-trans-catechin Cianidanol*catechin 290.272 C15 H14 O6 c3(c2(OC(c1(cc(O)c(O)cc1))C(O)Cc2c(O)cc(O)3)) 1.17.1.3 leucocyanidin + NADPH = 2,3-trans-catechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
(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))) 6.2.1.- trans-cinnamate + coenzyme A = (E)-cinnamoyl-CoA + H2O salicylic acid 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) 1.14.99.- 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) 5.5.1.- delta-carotene = alpha-carotene carotenoid biosynthesis
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 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(=O) 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 C1(OC(COP(O)(=O)O)C(O)C(O)C(O)1)(=O) LIGAND-CPD:C01236*CAS:2641-81-8 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + H+ oxidative branch of the pentose phosphate pathway
phytate phytic acid*myo-inositol hexakisphosphate*1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*myo-Inositol 1,2,3,4,5,6-hexakisphosphate*Inositol 1,2,3,4,5,6-hexakisphosphate*InsP6 653.989 C6 H12 O24 P6 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) LIGAND-CPD:C01204 3.1.3.8 phytate + H2O = D-myo-inositol (1,2,4,5,6)-pentakisphosphate + phosphate phytate degradation I
phytate phytic acid*myo-inositol hexakisphosphate*1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*myo-Inositol 1,2,3,4,5,6-hexakisphosphate*Inositol 1,2,3,4,5,6-hexakisphosphate*InsP6 653.989 C6 H12 O24 P6 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) LIGAND-CPD:C01204 3.1.3.26 phytate + H2O = D-myo-inositol (1,2,3,5,6) pentakisphosphate + phosphate phytate degradation I
phytate phytic acid*myo-inositol hexakisphosphate*1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*myo-Inositol 1,2,3,4,5,6-hexakisphosphate*Inositol 1,2,3,4,5,6-hexakisphosphate*InsP6 653.989 C6 H12 O24 P6 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) LIGAND-CPD:C01204 3.1.3.26 H2O + phytate = phosphate + D-myo-inositol (1,2,3,4,5)-pentakisphosphate phytate degradation II
phytate phytic acid*myo-inositol hexakisphosphate*1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*myo-Inositol 1,2,3,4,5,6-hexakisphosphate*Inositol 1,2,3,4,5,6-hexakisphosphate*InsP6 653.989 C6 H12 O24 P6 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) LIGAND-CPD:C01204 2.7.1.- D-myo-inositol (1,2,3,4,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
phytate phytic acid*myo-inositol hexakisphosphate*1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*myo-Inositol 1,2,3,4,5,6-hexakisphosphate*Inositol 1,2,3,4,5,6-hexakisphosphate*InsP6 653.989 C6 H12 O24 P6 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) LIGAND-CPD:C01204 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-independent phytate biosynthesis
phytate phytic acid*myo-inositol hexakisphosphate*1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*myo-Inositol 1,2,3,4,5,6-hexakisphosphate*Inositol 1,2,3,4,5,6-hexakisphosphate*InsP6 653.989 C6 H12 O24 P6 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) LIGAND-CPD:C01204 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
phytate phytic acid*myo-inositol hexakisphosphate*1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate*myo-Inositol 1,2,3,4,5,6-hexakisphosphate*Inositol 1,2,3,4,5,6-hexakisphosphate*InsP6 653.989 C6 H12 O24 P6 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) LIGAND-CPD:C01204 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
kinetin-7-N-glucoside 377.356 C16 H19 N5 O6 c2(c1(N(C=Nc1ncn2)C3(OC(CO)C(O)C(O)C(O)3)))(NCc4(occc4)) 2.4.1.- kinetin + UDP-D-glucose = kinetin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
5-methyltetrahydropteroyltri-L-glutamate 701.692 C30 H39 N9 O11 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(=O)NC(C(O)=O)CCC(=O)NC(C(O)=O)CCC=O) LIGAND-CPD:C04489 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine SAM cycle
5-methyltetrahydropteroyltri-L-glutamate 701.692 C30 H39 N9 O11 C(C1(N(C)c2(c(NC1)nc(N)[nH]c2=O)))Nc3(ccc(cc3)C(=O)NC(C(O)=O)CCC(=O)NC(C(O)=O)CCC(=O)NC(C(O)=O)CCC=O) LIGAND-CPD:C04489 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis
an N10-formyl-tetrahydrofolate C8 H11 N6 O2 R1 6.3.4.3 an N10-formyl-tetrahydrofolate + ADP + phosphate = H4PteGlu(n) + ATP + formate tetrahydrofolate biosynthesis
an N10-formyl-tetrahydrofolate C8 H11 N6 O2 R1 3.5.4.9 5,10-methenyl-H4PteGlu(n) + H2O = an N10-formyl-tetrahydrofolate tetrahydrofolate biosynthesis
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
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
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
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 de novo biosynthesis of purine nucleotides 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 ADP + a reduced thioredoxin = dADP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides 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 + reduced glutaredoxin = dADP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides 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 = inosine-5'-phosphate + H2O de novo biosynthesis of purine nucleotides 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 = inosine-5'-phosphate + H2O de novo biosynthesis of purine nucleotides 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 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides I
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] 2.4.1.80 a plant ceramide (I) + UDP-D-glucose = a glucosylceramide + UDP sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] RXN-7795 an L-1-phosphatidyl-inositol + a plant ceramide (I) = an inositolphosphorylceramide + a 1,2-diacylglycerol sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] RXN-7796 a plant ceramide (I) = a plant ceramide (II) sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] 2.7.1.138 a plant ceramide (I) + ATP = a plant ceramide 1-phosphate + ADP sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] 2.4.1.- a plant ceramide (I) + an O-glucosylsterol = a glucosylceramide + a sterol sphingolipid biosynthesis (plants)
a plant ceramide (I) C20 H40 N1 O3 R11 CCCCCCCCCCCCCCCC(O)C(CO)NC(=O)C[R1] 2.3.1.- sphinganine + a fatty acyl CoA = a plant ceramide (I) + coenzyme A sphingolipid biosynthesis (plants)
beta-tocopherol 416.686 C28 H48 O2 CC(C)CCCC(C)CCCC(C)CCCC1(C)(OC2(C(CC1)=C(C)C(O)=CC=2C)) 2.1.1.95 delta-tocopherol + S-adenosyl-L-methionine = beta-tocopherol + S-adenosyl-L-homocysteine vitamin E biosynthesis
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 2.4.1.111 coniferyl alcohol + UDP-D-glucose = coniferin + UDP coniferin metabolism
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 3.2.1.126 H2O + coniferin = coniferyl alcohol + beta-D-glucose coniferin metabolism
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+ phenylpropanoid biosynthesis
dihydroconiferyl alcohol glucoside dihydroconiferyl alcohol-4-O-β-D-glucopyranoside 344.361 C16 H24 O8 C1(C(O)C(O)C(O)C(O1)CO)Oc2(c(OC)cc(cc2)CCCO) 2.4.1.- dihydroconiferyl alcohol + UDP-D-glucose = dihydroconiferyl alcohol glucoside + UDP monolignol glucosides biosynthesis
3-dehydro-6-deoxoteasterone dehydro-deoxoteasterone 432.685 C28 H48 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)))) RXN-776 3-dehydro-6-deoxoteasterone = 6-deoxotyphasterol brassinosteroid biosynthesis I
3-dehydro-6-deoxoteasterone dehydro-deoxoteasterone 432.685 C28 H48 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)))) RXN-775 6-deoxoteasterone = 3-dehydro-6-deoxoteasterone brassinosteroid biosynthesis I
trans-beta-D-Glucosyl-2-hydroxycinnamate β-D-Glucosyl-2-coumarate 326.302 C15 H18 O8 C1(C(O)C(O)C(O)C(O1)CO)Oc2(c(C=CC(=O)O)cccc2) 5.2.1.- trans-beta-D-Glucosyl-2-hydroxycinnamate = coumarinic acid-beta-D-glucoside coumarin biosynthesis (via 2-coumarate)
trans-beta-D-Glucosyl-2-hydroxycinnamate β-D-Glucosyl-2-coumarate 326.302 C15 H18 O8 C1(C(O)C(O)C(O)C(O1)CO)Oc2(c(C=CC(=O)O)cccc2) 2.4.1.114 2-coumarate + UDP-D-glucose = trans-beta-D-Glucosyl-2-hydroxycinnamate + UDP coumarin biosynthesis (via 2-coumarate)
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
18:3-18:2-MGDG 1-18:3-2-18:2-monogalactosyldiacylglycerol 793.089 C45 H76 O11 C(OC1(C(O)C(O)C(OO)C(O1)CO))C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-18:2-MGDG = 18:3-18:3-MGDG glycolipid desaturation
18:3-18:2-MGDG 1-18:3-2-18:2-monogalactosyldiacylglycerol 793.089 C45 H76 O11 C(OC1(C(O)C(O)C(OO)C(O1)CO))C(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-18:2-MGDG = 18:3-18:2-MGDG glycolipid desaturation
3-methyl-4-cis-hydroxy-2-butenal 100.117 C5 H8 O2 C(=O)C=C(C)CO 1.5.99.12 cis-zeatin + H2O + FAD = 3-methyl-4-cis-hydroxy-2-butenal + adenine + FADH2 cytokinins degradation
myrcene 136.236 C10 H16 C=CC(=C)CCC=C(C)C 4.2.3.15 geranyl-PP = myrcene + diphosphate monoterpene 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 4.2.1.3 citrate = cis-aconitate + H2O TCA cycle -- aerobic respiration
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 glyoxylate 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 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle -- aerobic respiration
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 glyoxylate 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 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
isopentenyladenosine-5'-diphosphate iPDP*isopentenyladenosine riboside-5'-diphosphate*iPRDP 495.322 C15 H23 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(ncn3)NCC=C(C)C))) RXN-4311 isopentenyladenosine-5'-diphosphate + H2O = isopentenyladenosine-5'-monophosphate + phosphate trans-zeatin biosynthesis
isopentenyladenosine-5'-diphosphate iPDP*isopentenyladenosine riboside-5'-diphosphate*iPRDP 495.322 C15 H23 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(ncn3)NCC=C(C)C))) RXN-4306 isopentenyladenosine-5'-diphosphate + NADPH + H2O = trans-zeatin riboside diphosphate + NADP+ trans-zeatin biosynthesis
isopentenyladenosine-5'-diphosphate iPDP*isopentenyladenosine riboside-5'-diphosphate*iPRDP 495.322 C15 H23 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(ncn3)NCC=C(C)C))) 2.5.1.- dimethylallyl-pyrophosphate + ADP = isopentenyladenosine-5'-diphosphate + diphosphate trans-zeatin biosynthesis
isopentenyladenosine-5'-diphosphate iPDP*isopentenyladenosine riboside-5'-diphosphate*iPRDP 495.322 C15 H23 N5 O10 P2 C(OP(O)(=O)OP(O)(O)=O)C1(OC(C(O)C(O)1)n2(c3(c(nc2)c(ncn3)NCC=C(C)C))) RXN-4309 isopentenyladenosine-5'-triphosphate + H2O = isopentenyladenosine-5'-diphosphate + phosphate trans-zeatin biosynthesis
D-myo-inositol (1,2,3,5,6) pentakisphosphate 1D-myo-inositol (1,2,3,5,6) pentakisphosphate*Ins(1,2,3,5,6)P5*I(1,2,3,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) RXN-7242 D-myo-inositol (1,2,3,5,6) pentakisphosphate + H2O = D-myo-inositol (1,2,5,6) tetrakisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,3,5,6) pentakisphosphate 1D-myo-inositol (1,2,3,5,6) pentakisphosphate*Ins(1,2,3,5,6)P5*I(1,2,3,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) RXN-7247 D-myo-inositol (1,2,3,5,6) pentakisphosphate + H2O = D-myo-inositol (1,2,3,6) tetrakisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,3,5,6) pentakisphosphate 1D-myo-inositol (1,2,3,5,6) pentakisphosphate*Ins(1,2,3,5,6)P5*I(1,2,3,5,6)P5 575.017 C6 H12 O21 P5 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 3.1.3.26 phytate + H2O = D-myo-inositol (1,2,3,5,6) pentakisphosphate + phosphate phytate degradation I
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 putrescine biosynthesis
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
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 polyamine biosynthesis
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 I
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 polyamine biosynthesis
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 putrescine biosynthesis
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 I
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 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 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 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation
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 = 2-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 2.6.1.42 L-valine + alpha-ketoglutarate = L-glutamate + 2-keto-isovalerate 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 = L-glutamate + 2-keto-isovalerate 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 2.6.1.42 L-valine + alpha-ketoglutarate = L-glutamate + 2-keto-isovalerate valine degradation
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
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A carbon monoxide dehydrogenase pathway
acetylphosphate acetyl-P 140.032 C2 H5 O5 P1 CC(=O)OP(=O)(O)O CAS:19926-71-7*LIGAND-CPD:C00227 2.7.2.1 acetylphosphate + ADP = acetate + ATP carbon monoxide dehydrogenase pathway
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 1.1.1.51 campesterol + NAD(P)+ = campest-4-en-3-one + NAD(P)H brassinosteroid biosynthesis III
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.2.1.3 3-aminopropionaldehyde + NAD(P)+ + H2O = beta-alanine + NAD(P)H beta-alanine biosynthesis I
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.12 pyrroline 5-carboxylate + NAD(P)+ + H2O = L-glutamate + NAD(P)H + H+ proline degradation
NAD(P)+ NAD(P)*NAD(P)+ 0.0 RXN-924 2 NAD(P)+ + 2 H+ + 4 e- = 2 NAD(P)H photosynthesis, light reaction
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
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 II
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.5.1.20 5,10-methylene-THF + NAD(P)H + H+ = 5-methyl-THF + NAD(P)+ formylTHF biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.3.1.26 L-2,3-dihydrodipicolinate + NAD(P)H + H+ = tetrahydrodipicolinate + NAD(P)+ lysine biosynthesis
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 1.1.1.170 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 1.2.1.68 NAD(P)+ + coniferyl aldehyde + H2O = ferulate + NAD(P)H + 2 H+ ferulate and sinapate biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.3 L-aspartate-semialdehyde + NAD(P)H + H+ = homoserine + NAD(P)+ homoserine biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.1.1.187 NAD(P)H + GDP-4-dehydro-6-deoxy-D-mannose + H+ = NAD(P)+ + GDP-D-rhamnose GDP-D-rhamnose biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O xanthophyll cycle
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 xanthophyll cycle
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O carotenoid biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = delta3-isopentenyl-PP + NAD(P)+ + H2O methylerythritol phosphate pathway
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = dimethylallyl-pyrophosphate + NAD(P)+ + H2O methylerythritol phosphate pathway
NAD(P)+ NAD(P)*NAD(P)+ 0.0 RXN-7797 a plant ceramide (I) + NAD(P)H = a plant ceramide (III) + NAD(P)+ + H2O sphingolipid biosynthesis (plants)
NAD(P)+ NAD(P)*NAD(P)+ 0.0 1.14.21.6 lathosterol + NAD(P)H + O2 = 7-dehydro-cholesterol + NAD(P)+ + 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 1.14.13.72 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 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-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 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 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 1.2.1.16 succinate semialdehyde + NAD(P)H = 4-hydroxybutyrate + NAD(P)+ glutamate degradation II
NAD(P)+ NAD(P)*NAD(P)+ 0.0 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + diphosphate sterol biosynthesis
NAD(P)+ NAD(P)*NAD(P)+ 0.0 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + diphosphate cholesterol biosynthesis
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
cyclic pyranopterin monophosphate cPMP*precursor Z 362.215 C10 H13 N5 O8 P1 c12(c(c(=O)nc(N)n1)NC3(C(N2)OC4(C(C(O)(O)3)OP(=O)([O-1])OC4))) 2.8.1.- cyclic pyranopterin monophosphate + 2 S2- = molybdopterin + 2 H2O molybdenum cofactor biosynthesis
cyclic pyranopterin monophosphate cPMP*precursor Z 362.215 C10 H13 N5 O8 P1 c12(c(c(=O)nc(N)n1)NC3(C(N2)OC4(C(C(O)(O)3)OP(=O)([O-1])OC4))) 3.5.4.- GTP + H2O = cyclic pyranopterin monophosphate + diphosphate molybdenum cofactor biosynthesis
D-ribulose-1-phosphate D-ribulose-1-P 230.111 C5 H11 O8 P1 C(O)C(O)C(O)C(=O)COP(O)(O)=O 2.4.2.1 nicotinate + D-ribulose-1-phosphate = nicotinate riboside + phosphate pyridine nucleotide cycling (plants)
terpinolene 136.236 C10 H16 CC1(=CCC(=C(C)C)CC1) RXN-5108 geranyl-PP = terpinolene + diphosphate monoterpene biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O xanthophyll cycle
antheraxanthin 584.881 C40 H56 O3 CC(C=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) 1.14.13.90 antheraxanthin + NAD(P)H + H+ + O2 = violaxanthin + NAD(P)+ + H2O carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O xanthophyll cycle
antheraxanthin 584.881 C40 H56 O3 CC(C=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O xanthophyll cycle
antheraxanthin 584.881 C40 H56 O3 CC(C=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
antheraxanthin 584.881 C40 H56 O3 CC(C=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O xanthophyll cycle
antheraxanthin 584.881 C40 H56 O3 CC(C=CC12(C(C)(C)CC(O)CC(C)(O1)2))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC3(C(C)(C)CC(O)CC(C)=3) 1.14.13.90 zeaxanthin + NAD(P)H + H+ + O2 = antheraxanthin + NAD(P)+ + H2O carotenoid biosynthesis
18:2-16:3-MGDG 1-18:2-2-16:3-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z,13Z-hexadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 749.036 C43 H72 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:3-MGDG = 18:3-16:3-MGDG glycolipid desaturation
18:2-16:3-MGDG 1-18:2-2-16:3-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z,13Z-hexadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 749.036 C43 H72 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:2-MGDG = 18:2-16:3-MGDG glycolipid desaturation
18:2-16:3-MGDG 1-18:2-2-16:3-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z,13Z-hexadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 749.036 C43 H72 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCC=CCC=CCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:1-16:3-MGDG = 18:2-16:3-MGDG glycolipid desaturation
fructose-1,6-bisphosphate FBP*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis II (plant plastids)
fructose-1,6-bisphosphate FBP*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) LIGAND-CPD:C00354*CAS:488-69-7 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis I (plant cytosol)
fructose-1,6-bisphosphate FBP*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) 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-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) 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-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) 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-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) 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-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) 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-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis II (plant plastids)
fructose-1,6-bisphosphate FBP*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis I (plant cytosol)
fructose-1,6-bisphosphate FBP*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate sucrose degradation to ethanol and lactate (anaerobic)
fructose-1,6-bisphosphate FBP*fructose-1,6-biphosphate*fructose-1,6-diphosphate*α-D-fructose-1,6-diphosphate*D-fructose-1,6-diphosphate*D-fructose-1,6-bisphosphate*fructose 1,6-bisphosphate 340.117 C6 H14 O12 P2 C(OP(O)(=O)O)C1(OC(C(O)C(O)1)(O)COP(O)(=O)O) LIGAND-CPD:C00354*CAS:488-69-7 2.7.1.90 D-fructose-6-phosphate + diphosphate = phosphate + fructose-1,6-bisphosphate glycolysis I (plant cytosol)
enzyme N6-(lipoyl)lysine 1.2.4.1 enzyme N6-(lipoyl)lysine + pyruvate = enzyme N6-(S-acetyldihydrolipoyl)lysine + CO2 acetyl-CoA biosynthesis (from pyruvate)
enzyme N6-(lipoyl)lysine 1.8.1.4 enzyme N6-(dihydrolipoyl)lysine + NAD+ = enzyme N6-(lipoyl)lysine + NADH + H+ acetyl-CoA biosynthesis (from pyruvate)
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
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
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 RXN0-747 ADP + reduced glutaredoxin = dADP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.5.1.- dimethylallyl-pyrophosphate + ADP = isopentenyladenosine-5'-diphosphate + diphosphate trans-zeatin 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.3.3.8 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.4.3 an N10-formyl-tetrahydrofolate + ADP + phosphate = H4PteGlu(n) + ATP + formate 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.130 lipid A disaccharide + ATP = lipid IVA + ADP lipid-A-precursor 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 1.17.4.1 ADP + a reduced thioredoxin = dADP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis II (plant plastids)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis I (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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.11 ATP + D-fructose-6-phosphate = ADP + fructose-1,6-bisphosphate 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.40 ADP + phosphoenolpyruvate = pyruvate + ATP glycolysis II (plant plastids)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.40 ADP + phosphoenolpyruvate = pyruvate + ATP glycolysis I (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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.40 ADP + phosphoenolpyruvate = 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.4.3 AMP + ATP = 2 ADP de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.4.2 ATP + UTP + ammonia = ADP + phosphate + CTP 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + phosphate + ADP + 2 H+ 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid biosynthesis (plants)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.138 a plant ceramide (I) + ATP = a plant ceramide 1-phosphate + ADP sphingolipid biosynthesis (plants)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate activation for sulfonation
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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.73 inosine + ATP = inosine-5'-phosphate + 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.52 L-fucose + ATP = beta-L-fucose 1-phosphate + ADP GDP-L-fucose biosynthesis II (from L-fucose)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.46 L-arabinose + ATP = beta-L-arabinose 1-phosphate + ADP UDP-L-arabinose biosynthesis II (from L-arabinose)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.43 glucuronate + ATP = alpha-D-glucuronate 1-phosphate + ADP inositol 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.44 galacturonate + ATP = alpha-D-galacturonate 1-phosphate + ADP UDP-D-galacturonate biosynthesis II (from D-galacturonate)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 RXN-7204 D-myo-inositol (3,4,6)-trisphosphate + ATP = D-myo-inositol (3,4,5,6)-tetrakisphosphate + ADP lipid-independent phytate 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 RXN-7203 D-myo-inositol (3,4)-bisphosphate + ATP = D-myo-inositol (3,4,6)-trisphosphate + ADP lipid-independent phytate 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.134 D-myo-inositol (3,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-independent phytate 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 RXN-7202 D-myo-inositol (3)-monophosphate + ATP = D-myo-inositol (3,4)-bisphosphate + ADP lipid-independent phytate 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.64 myo-inositol + ATP = D-myo-inositol (3)-monophosphate + ADP lipid-independent phytate 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.134 D-myo-inositol (1,3,4)-trisphosphate + ATP = D-myo-inositol (1,3,4,5)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.140 D-myo-inositol (1,3,4,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.134 D-myo-inositol (1,3,4)-trisphosphate + ATP = D-myo-inositol (1,3,4,6)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.- D-myo-inositol (1,3,4,5)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.- D-myo-inositol (1,2,3,4,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.- D-myo-inositol (1,3,4,6)-tetrakisphosphate + ATP = D-myo-inositol (1,2,3,4,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-independent phytate 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.- D-myo-inositol (1,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.151 D-myo-inositol (1,4,5)-trisphosphate + ATP = D-myo-inositol (1,4,5,6)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.- D-myo-inositol (1,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,2,4,5,6)-pentakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 PROLINE-MULTI L-glutamate + ATP + NADPH = ADP + L-glutamate gamma-semialdehyde + NADP+ + phosphate proline 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.100 5-methylthioribose + ATP = 5-methylthioribose-1-phosphate + ADP methionine 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP + phosphate 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP phospholipid 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP sucrose 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.1 alpha-D-glucose + ATP = alpha-D-glucose-6-phosphate + ADP starch 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.89 thiamin + 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.4.16 thiamine-phosphate + ATP = thiamine 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.4.1.4 HCO3- + 3-methylcrotonyl-CoA + ATP = phosphate + 3-methylglutaconyl-CoA + ADP leucine 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.4.1.3 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA isoleucine 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.4.1.3 ATP + HCO3- + propionyl-CoA = ADP + phosphate + (S)-methyl-malonyl-CoA valine 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle -- aerobic respiration
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP mannitol 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.2.1 acetylphosphate + ADP = acetate + ATP carbon monoxide dehydrogenase 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.2.17 an N10-formyl-tetrahydrofolate + L-glutamate + ATP = 10-formyl-H4PteGlu(n+1) + ADP + phosphate formylTHF 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.4.6 CTP + ADP = CDP + ATP 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = ADP + phosphate + 5-phosphoribosyl-N-formylglycineamidine + L-glutamate de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = phosphate + 5'-phosphoribosyl-N-formylglycineamide + ADP de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 RXN0-742 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.4.6 dGDP + ATP = dGTP + ADP de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.4.6 dADP + ATP = dATP + ADP de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyl-THF + ADP + phosphate formylTHF 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.3.3 CO2 + 7,8-diaminononanoate + ATP = dethiobiotin + phosphate + ADP biotin 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.26 riboflavin + ATP = FMN + ADP riboflavin and FMN and FAD 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.4.6 GDP + ATP = GTP + ADP de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + phosphate + 5-aminoimidazole ribonucleotide de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.20 adenosine + ATP = AMP + 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.2.12 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.4.8 GMP + ATP = GDP + ADP de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.4.13 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.4.13 ATP + 5-phospho-beta-D-ribosyl-amine + glycine = ADP + phosphate + 5-phospho-ribosyl-glycineamide de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.5.5 2 ATP + L-glutamine + CO2 + 2 H2O = 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.4 fructose + ATP = D-fructose-6-phosphate + ADP sucrose 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + phosphate + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole de novo biosynthesis of purine nucleotides 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis II (plant plastids)
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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I (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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glyceraldehyde 3-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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine nitrate assimilation 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine glutamine 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.1.2 ammonia + L-glutamate + ATP = ADP + phosphate + L-glutamine ammonia assimilation 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.6 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.6 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF formylTHF 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF glycine 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + phosphate + N10-formyl-THF carbon monoxide dehydrogenase 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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.2.17 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + phosphate + ADP formylTHF 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 6.3.2.17 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + 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))) LIGAND-CPD:C00008*CAS:20398-34-9*CAS:58-64-0 2.7.1.32 choline + ATP = phosphoryl-choline + ADP phospholipid biosynthesis
N-feruloyltyramine 313.352 C18 H19 N1 O4 C(Cc1(ccc(O)cc1))NC(=O)C=Cc2(cc(OC)c(O)cc2) 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A suberin biosynthesis
D-myo-inositol (1,2,5,6) tetrakisphosphate 1D-myo-inositol (1,2,5,6) tetrakisphosphate*Ins(1,2,5,6)P4*I(1,2,5,6)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(O) RXN-7244 D-myo-inositol (1,2,5,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,6) trisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,5,6) tetrakisphosphate 1D-myo-inositol (1,2,5,6) tetrakisphosphate*Ins(1,2,5,6)P4*I(1,2,5,6)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(O) RXN-7243 D-myo-inositol (1,2,4,5,6)-pentakisphosphate + H2O = D-myo-inositol (1,2,5,6) tetrakisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,5,6) tetrakisphosphate 1D-myo-inositol (1,2,5,6) tetrakisphosphate*Ins(1,2,5,6)P4*I(1,2,5,6)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(C(O)1)OP(O)([O-1])=O)(O) RXN-7242 D-myo-inositol (1,2,3,5,6) pentakisphosphate + H2O = D-myo-inositol (1,2,5,6) tetrakisphosphate + phosphate phytate degradation I
S-methyl-L-methionine S-methylmethionine 164.242 C6 H14 N1 O2 S1 C(=O)(O)C(N)CC[S+1](C)C CAS:4289-98-9*LIGAND-CPD:C03172*CAS:4727-40-6 2.1.1.- S-methyl-L-methionine + L-homocysteine = 2 L-methionine S-methylmethionine cycle
S-methyl-L-methionine S-methylmethionine 164.242 C6 H14 N1 O2 S1 C(=O)(O)C(N)CC[S+1](C)C CAS:4289-98-9*LIGAND-CPD:C03172*CAS:4727-40-6 2.1.1.- S-methyl-L-methionine + L-homocysteine = 2 L-methionine methionine biosynthesis
S-methyl-L-methionine S-methylmethionine 164.242 C6 H14 N1 O2 S1 C(=O)(O)C(N)CC[S+1](C)C CAS:4289-98-9*LIGAND-CPD:C03172*CAS:4727-40-6 2.1.1.12 L-methionine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + S-methyl-L-methionine S-methylmethionine cycle
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
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
(S)-2,3-Epoxysqualene oxidosqualene*2,3-epoxisqualene*2,3-EDSQ*Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide 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 oxidosqualene*2,3-epoxisqualene*2,3-EDSQ*Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide 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.- (S)-2,3-Epoxysqualene = lupeol lupeol biosynthesis
(S)-2,3-Epoxysqualene oxidosqualene*2,3-epoxisqualene*2,3-EDSQ*Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide 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 oxidosqualene*2,3-epoxisqualene*2,3-EDSQ*Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide 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.- (S)-2,3-Epoxysqualene = alpha-amyrin alpha-amyrin biosynthesis
(S)-2,3-Epoxysqualene oxidosqualene*2,3-epoxisqualene*2,3-EDSQ*Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide 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)-2,3-Epoxysqualene oxidosqualene*2,3-epoxisqualene*2,3-EDSQ*Squalene 2,3-epoxide*Squalene 2,3-oxide*(S)-Squalene-2,3-epoxide 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
a standard alpha amino acid amino acid*L-amino acid*protein-building amino acid*proteinogenic amino acid C2 H4 N1 O2 R1 2.6.1.5 2-oxo-4-methylthiobutanoate + a standard alpha amino acid = L-methionine + a keto acid methionine salvage pathway
a standard alpha amino acid amino acid*L-amino acid*protein-building amino acid*proteinogenic amino acid C2 H4 N1 O2 R1 2.6.1.- 2-oxo-5-methylthiopentanoic-acid + a standard alpha amino acid = homomethionine + a 2-oxo acid homomethionine biosynthesis
a standard alpha amino acid amino acid*L-amino acid*protein-building amino acid*proteinogenic amino acid C2 H4 N1 O2 R1 2.6.1.- L-methionine + a 2-oxo acid = 2-oxo-4-methylthiobutanoate + a standard alpha amino acid homomethionine biosynthesis
L-alanyl-tRNAala L-ALANYL-TRNA(ALA) 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + AMP tRNA charging pathway
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(C(O)C(O)C(O1)CO)OC2(OC(CO)C(O)C(O)C2O) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 3.2.1.26 sucrose + H2O = alpha-D-glucose + fructose sucrose degradation
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(C(O)C(O)C(O1)CO)OC2(OC(CO)C(O)C(O)C2O) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(C(O)C(O)C(O1)CO)OC2(OC(CO)C(O)C(O)C2O) 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(C(O)C(O)C(O1)CO)OC2(OC(CO)C(O)C(O)C2O) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP sucrose degradation
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(C(O)C(O)C(O1)CO)OC2(OC(CO)C(O)C(O)C2O) LIGAND-CPD:C00089*CAS:57-50-1*NCI:406942 2.4.1.13 fructose + UDP-D-glucose = sucrose + UDP galactose degradation I
sucrose saccharose*Glc(α1<->2β)Fru*α-D-glucopyranosyl β-D-fructofuranoside 342.299 C12 H22 O11 C(O)C1(C(O)C(O)C(O1)CO)OC2(OC(CO)C(O)C(O)C2O) 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(C(O)C(O)C(O1)CO)OC2(OC(CO)C(O)C(O)C2O) 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)
D-myo-inositol (1,3,4)-trisphosphate Ins(1,3,4)P3*1-D-myo-inositol (1,3,4)-trisphosphate*inositol 1,3,4-trisphosphate 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(O)C(O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.134 D-myo-inositol (1,3,4)-trisphosphate + ATP = D-myo-inositol (1,3,4,6)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
D-myo-inositol (1,3,4)-trisphosphate Ins(1,3,4)P3*1-D-myo-inositol (1,3,4)-trisphosphate*inositol 1,3,4-trisphosphate 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(O)C(O)C(C(O)1)OP(O)([O-1])=O)(OP(O)([O-1])=O) 2.7.1.134 D-myo-inositol (1,3,4)-trisphosphate + ATP = D-myo-inositol (1,3,4,5)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis II (via Ins(1,3,4)P3)
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-6722 benzoate + S-adenosyl-L-methionine = methylbenzoate + S-adenosyl-L-homocysteine volatile benzenoid ester 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
hexanal 100.16 C6 H12 O1 CCCCC[CH]=O CAS:66-25-1 HYDROHEX-RXN 13(S)-hydroperoxyoctadeca-9,11-dienoate = 12-oxo-cis-9-dodecenoate + hexanal 13-LOX and 13-HPL 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 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
an acetoacetyl-ACP 2.3.1.- acetyl-CoA + malonyl-ACP = an acetoacetyl-ACP + coenzyme A + CO2 fatty acid biosynthesis - initial steps
succinate-semialdehyde-thiamine PPi Succinate semialdehyde-thiamin diphosphate anion*succinate-semialdehyde-thiamine pyrophosphate*succinate-semialdehyde-thiamin pyrophosphate*succinate-semialdehyde-thiamin PPi 527.402 C16 H25 N4 O10 P2 S1 c1(c(c(N)nc(n1)C)C[n+1]2(c(C)c(sc2)CCOP(=O)(O)OP(O)(=O)OC(O)CCC(=O)O)) LIGAND-CPD:C05816 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate phylloquinone biosynthesis
succinate-semialdehyde-thiamine PPi Succinate semialdehyde-thiamin diphosphate anion*succinate-semialdehyde-thiamine pyrophosphate*succinate-semialdehyde-thiamin pyrophosphate*succinate-semialdehyde-thiamin PPi 527.402 C16 H25 N4 O10 P2 S1 c1(c(c(N)nc(n1)C)C[n+1]2(c(C)c(sc2)CCOP(=O)(O)OP(O)(=O)OC(O)CCC(=O)O)) LIGAND-CPD:C05816 SHCHCSYNTH-RXN succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate menaquinone biosynthesis
succinate-semialdehyde-thiamine PPi Succinate semialdehyde-thiamin diphosphate anion*succinate-semialdehyde-thiamine pyrophosphate*succinate-semialdehyde-thiamin pyrophosphate*succinate-semialdehyde-thiamin PPi 527.402 C16 H25 N4 O10 P2 S1 c1(c(c(N)nc(n1)C)C[n+1]2(c(C)c(sc2)CCOP(=O)(O)OP(O)(=O)OC(O)CCC(=O)O)) LIGAND-CPD:C05816 4.1.1.71 alpha-ketoglutarate + thiamine diphosphate = succinate-semialdehyde-thiamine PPi + CO2 menaquinone biosynthesis
quercetin 3-O-rhamnoside 448.382 C21 H20 O11 C1(C(O)C(O)C(O)C(O1)C)Oc3(c(c2(cc(O)c(O)cc2))oc4(c(c(=O)3)c(O)cc(c4)O)) 2.4.1.- quercetin 3-O-rhamnoside + UDP-D-glucose = quercetin 3-O-rhamnoside-7-O-glucoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
quercetin 3-O-rhamnoside 448.382 C21 H20 O11 C1(C(O)C(O)C(O)C(O1)C)Oc3(c(c2(cc(O)c(O)cc2))oc4(c(c(=O)3)c(O)cc(c4)O)) 2.4.1.- quercetin + UDP-L-rhamnose = quercetin 3-O-rhamnoside + UDP quercetin glucoside biosynthesis (Arabidopsis)
UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine UDP-3-O-(3-hydroxytetradecanoyl)-N-acetylglucosamine 833.716 C31 H53 N3 O19 P2 CCCCCCCCCCCC(O)CC(=O)OC1(C(NC(=O)C)C(OC(C1O)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) LIGAND-CPD:C04738 UDPACYLGLCNACDEACETYL-RXN UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine + H2O = UDP-3-O-(3-hydroxymyristoyl)glucosamine + acetate lipid-A-precursor biosynthesis
UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine UDP-3-O-(3-hydroxytetradecanoyl)-N-acetylglucosamine 833.716 C31 H53 N3 O19 P2 CCCCCCCCCCCC(O)CC(=O)OC1(C(NC(=O)C)C(OC(C1O)CO)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) LIGAND-CPD:C04738 2.3.1.129 (R)-3-hydroxymyristoyl-ACP + UDP-N-acetyl-D-glucosamine = UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine + acyl carrier protein lipid-A-precursor biosynthesis
indole-3-pyruvate indole-pyr*indolepyruvic acid*(indol-3-yl)pyruvate*indolepyruvate*3-(indol-3-yl)pyruvate 203.197 C11 H9 N1 O3 C(O)(=O)C(=O)Cc2(c[nH]c1(ccccc12)) CAS:35656-49-6 4.1.1.74 indole-3-pyruvate = CO2 + indole acetaldehyde IAA biosynthesis I
indole-3-pyruvate indole-pyr*indolepyruvic acid*(indol-3-yl)pyruvate*indolepyruvate*3-(indol-3-yl)pyruvate 203.197 C11 H9 N1 O3 C(O)(=O)C(=O)Cc2(c[nH]c1(ccccc12)) CAS:35656-49-6 2.6.1.27 alpha-ketoglutarate + L-tryptophan = L-glutamate + indole-3-pyruvate IAA biosynthesis I
2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate 2,5-diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine*DARP 353.228 C9 H16 N5 O8 P1 c1(=O)(c(N)c(nc([nH]1)N)NC2(OC(C(O)C2O)COP(O)(O)=O)) 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia riboflavin and FMN and FAD biosynthesis
2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate 2,5-diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine*DARP 353.228 C9 H16 N5 O8 P1 c1(=O)(c(N)c(nc([nH]1)N)NC2(OC(C(O)C2O)COP(O)(O)=O)) 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate riboflavin and FMN and FAD 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)C(O)1) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + diphosphate 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)C(O)1) 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)C(O)1) 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 II
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)C(O)1) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.1.6 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)C(O)1) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP 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)C(O)1) LIGAND-CPD:C00446*CAS:2255-14-3 2.7.1.6 D-galactose + ATP = alpha-D-galactose 1-phosphate + ADP galactose degradation II
indole-3-acetonitrile indole-3-ylacetonitrile*3-indoleacetonitrile*(indole-3-yl)acetonitrile 156.187 C10 H8 N2 c1(c(CC#N)c2(c([nH]1)cccc2)) 3.5.5.1 indole-3-acetonitrile + 2 H2O = ammonia + indole-3-acetate IAA biosynthesis I
indole-3-acetonitrile indole-3-ylacetonitrile*3-indoleacetonitrile*(indole-3-yl)acetonitrile 156.187 C10 H8 N2 c1(c(CC#N)c2(c([nH]1)cccc2)) 4.99.1.6 indole-3-acetaldoxime = indole-3-acetonitrile + H2O IAA biosynthesis I
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 + H+ = 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
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
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 2.7.7.14 phosphoryl-ethanolamine + CTP = CDP-ethanolamine + diphosphate phospholipid 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 1.1.1.35 3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH 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 1.1.1.35 3-hydroxybutyryl-CoA + NAD+ = acetoacetyl-CoA + NADH tryptophan 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 2.3.3.10 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA 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 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 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 tryptophan degradation
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 + diphosphate 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
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-L-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
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
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)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)C1(OC(C(O)C1O)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
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate purine degradation
inosine hypoxanthine-ribose*iso-prinosine*riboxine 268.229 C10 H12 N4 O5 C(O)C1(OC(C(O)C1O)n2(c3(c(nc2)c(=O)[nH]cn3))) LIGAND-CPD:C00294*CAS:58-63-9 3.1.3.5 inosine-5'-phosphate + H2O = inosine + phosphate salvage pathways of purine nucleosides
D-myo-inositol (1,2,3,4) tetrakisphosphate 1D-myo-inositol (1,2,3,4) tetrakisphosphate*myo-inositol (1,2,3,4) tetrakisphosphate*Ins(1,2,3,4)P4*I(1,2,3,4)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) RXN-7302 D-myo-inositol (1,2,3,4) tetrakisphosphate + H2O = D-myo-inositol (1,2,3) trisphosphate + phosphate phytate degradation II
D-myo-inositol (1,2,3,4) tetrakisphosphate 1D-myo-inositol (1,2,3,4) tetrakisphosphate*myo-inositol (1,2,3,4) tetrakisphosphate*Ins(1,2,3,4)P4*I(1,2,3,4)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) RXN-7303 D-myo-inositol (1,2,3,4) tetrakisphosphate + H2O = D-myo-inositol (2,3,4) trisphosphate + phosphate phytate degradation II
D-myo-inositol (1,2,3,4) tetrakisphosphate 1D-myo-inositol (1,2,3,4) tetrakisphosphate*myo-inositol (1,2,3,4) tetrakisphosphate*Ins(1,2,3,4)P4*I(1,2,3,4)P4 496.045 C6 H12 O18 P4 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)C(OP(O)([O-1])=O)1)(OP(O)([O-1])=O) RXN-7301 D-myo-inositol (1,2,3,4,5)-pentakisphosphate + H2O = D-myo-inositol (1,2,3,4) tetrakisphosphate + phosphate phytate degradation II
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 2.7.8.15 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 2.7.1.108 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-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-5472 (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-glucosyl phosphate = oligosaccharide-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-5467 (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl beta-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
L-leucyl-tRNAleu L-leucyl-tRNA*L-LEUCYL-TRNA(LEU) 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + AMP tRNA charging pathway
(KDO)-lipid IVA 3-Deoxy-D-manno-octulosonyl-lipid IV(A) 1625.901 C76 H142 N2 O30 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OC(=O)CC(O)CCCCCCCCCCC)C(O)C(OC1OP(O)(O)=O)COC2(C(NC(=O)CC(O)CCCCCCCCCCC)C(C(OP(O)(O)=O)C(O2)COC3(OC(C(O)C(C3)O)C(O)CO)(C(O)=O))OC(=O)CC(O)CCCCCCCCCCC)) LIGAND-CPD:C06024 2.-.-.- (KDO)-lipid IVA + CMP-3-deoxy-D-manno-octulosonate = KDO2-lipid IVA + CMP KDO transfer to lipid IVA
(KDO)-lipid IVA 3-Deoxy-D-manno-octulosonyl-lipid IV(A) 1625.901 C76 H142 N2 O30 P2 CCCCCCCCCCCC(O)CC(=O)NC1(C(OC(=O)CC(O)CCCCCCCCCCC)C(O)C(OC1OP(O)(O)=O)COC2(C(NC(=O)CC(O)CCCCCCCCCCC)C(C(OP(O)(O)=O)C(O2)COC3(OC(C(O)C(C3)O)C(O)CO)(C(O)=O))OC(=O)CC(O)CCCCCCCCCCC)) LIGAND-CPD:C06024 2.-.-.- lipid IVA + CMP-3-deoxy-D-manno-octulosonate = (KDO)-lipid IVA + CMP KDO transfer to lipid IVA
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine*UDP-2,3-diacyl-glucosamine 1018.037 C43 H77 N3 O20 P2 CCCCCCCCCCCC(O)CC(=O)NC3(C(OP(O)(=O)OP(O)(=O)OCC1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OC(CO)C(O)C3OC(=O)CC(O)CCCCCCCCCCC) LIGAND-CPD:C04652 LIPIDXSYNTHESIS-RXN H2O + UDP-2,3-bis(3-hydroxymyristoyl)glucosamine = 2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate + UMP lipid-A-precursor biosynthesis
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine*UDP-2,3-diacyl-glucosamine 1018.037 C43 H77 N3 O20 P2 CCCCCCCCCCCC(O)CC(=O)NC3(C(OP(O)(=O)OP(O)(=O)OCC1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OC(CO)C(O)C3OC(=O)CC(O)CCCCCCCCCCC) LIGAND-CPD:C04652 2.4.1.182 2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate + UDP-2,3-bis(3-hydroxymyristoyl)glucosamine = lipid A disaccharide + UDP lipid-A-precursor biosynthesis
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine*UDP-2,3-diacyl-glucosamine 1018.037 C43 H77 N3 O20 P2 CCCCCCCCCCCC(O)CC(=O)NC3(C(OP(O)(=O)OP(O)(=O)OCC1(OC(C(O)C(O)1)n2(c(=O)[nH]c(=O)cc2)))OC(CO)C(O)C3OC(=O)CC(O)CCCCCCCCCCC) LIGAND-CPD:C04652 2.3.1.- UDP-3-O-(3-hydroxymyristoyl)glucosamine + (R)-3-hydroxymyristoyl-ACP = UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + acyl carrier protein lipid-A-precursor biosynthesis
18:2-16:0-MGDG 1-18:2-2-16:0-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 755.083 C43 H78 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:0-MGDG = 18:3-16:0-MGDG glycolipid desaturation
18:2-16:0-MGDG 1-18:2-2-16:0-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 755.083 C43 H78 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:0-MGDG = 18:2-16:1-MGDG glycolipid desaturation
18:2-16:0-MGDG 1-18:2-2-16:0-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 755.083 C43 H78 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:1-16:0-MGDG = 18:2-16:0-MGDG glycolipid desaturation
1,4-dihydroxy-2-naphthoate DHNA 204.182 C11 H8 O4 C(=O)(O)c1(c(O)c2(c(c(O)c1)cccc2)) LIGAND-CPD:C03657 DMK-RXN 1,4-dihydroxy-2-naphthoate + octaprenyl diphosphate = demethylmenaquinone-8 + diphosphate + CO2 menaquinone biosynthesis
1,4-dihydroxy-2-naphthoate DHNA 204.182 C11 H8 O4 C(=O)(O)c1(c(O)c2(c(c(O)c1)cccc2)) LIGAND-CPD:C03657 2.5.1.- 1,4-dihydroxy-2-naphthoate + phytyl-PP = demethylphylloquinone + CO2 + diphosphate phylloquinone biosynthesis
1,4-dihydroxy-2-naphthoate DHNA 204.182 C11 H8 O4 C(=O)(O)c1(c(O)c2(c(c(O)c1)cccc2)) LIGAND-CPD:C03657 4.1.3.36 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA = coenzyme A + 1,4-dihydroxy-2-naphthoate phylloquinone biosynthesis
1,4-dihydroxy-2-naphthoate DHNA 204.182 C11 H8 O4 C(=O)(O)c1(c(O)c2(c(c(O)c1)cccc2)) LIGAND-CPD:C03657 4.1.3.36 O-succinylbenzoyl-CoA = coenzyme A + 1,4-dihydroxy-2-naphthoate menaquinone biosynthesis
indolylmethyl-desulfoglucosinolate 368.404 C16 H20 N2 O6 S1 C(O)C1(C(OC(O)C(O)C(O)1)SC(=NO)Cc2(c3(c([nH]c2)cccc3))) 2.8.2.- indolylmethyl-desulfoglucosinolate + phosphoadenosine-5'-phosphosulfate = indolylmethyl-glucosinolate + adenosine-3',5'-bisphosphate glucosinolate biosynthesis from tryptophan
indolylmethyl-desulfoglucosinolate 368.404 C16 H20 N2 O6 S1 C(O)C1(C(OC(O)C(O)C(O)1)SC(=NO)Cc2(c3(c([nH]c2)cccc3))) 2.4.1.195 indolylmethylthiohydroximate + UDP-D-glucose = indolylmethyl-desulfoglucosinolate + UDP glucosinolate biosynthesis from tryptophan
tRNAala TRNA(ALA) 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + AMP tRNA charging pathway
alpha-amyrin viminalol*alpha-Amyrenol 426.724 C30 H50 O1 CC1(C)(C2(C(C)(CCC1O)C3(C(C)(CC2)C4(C)(C(=CC3)C5(C(C)(CC4)CCC(C)C5C))))) PUBCHEM:73170 5.4.99.- (S)-2,3-Epoxysqualene = alpha-amyrin alpha-amyrin biosynthesis
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 RXN-1408 indole + acetate = indole-3-acetate IAA biosynthesis I
indole 117.15 C8 H7 N1 c1([nH]c2(c(c1)cccc2)) LIGAND-CPD:C00463*CAS:120-72-9 RXN-1407 indole-3-glycerol-phosphate = indole + sn-glycerol-3-phosphate IAA biosynthesis I
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
L-valyl-tRNAval L-VALYL-TRNA(VAL) 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + diphosphate + AMP tRNA charging pathway
GA9 GA9*gibberellin A9*gibberellin A9 316.396 C19 H24 O4 C=C5(C1(CC2(C(C(O)=O)[CH]3(C4([CH](CC1)2)(CCCC(C)3C(O4)=O)))(C5))) 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA9 GA9*gibberellin A9*gibberellin A9 316.396 C19 H24 O4 C=C5(C1(CC2(C(C(O)=O)[CH]3(C4([CH](CC1)2)(CCCC(C)3C(O4)=O)))(C5))) 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA51 + succinate + CO2 gibberellin inactivation
GA9 GA9*gibberellin A9*gibberellin A9 316.396 C19 H24 O4 C=C5(C1(CC2(C(C(O)=O)[CH]3(C4([CH](CC1)2)(CCCC(C)3C(O4)=O)))(C5))) 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA9 + succinate + 2 CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
S-adenosyl-4-methylthio-2-oxobutanoate 398.413 C15 H20 N5 O6 S1 C(CC(=O)C(=O)O)[S+1](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
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 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 1.14.13.21 apigenin + NADPH + O2 = luteolin + NADP+ + H2O luteolin biosynthesis
UDP-L-arabinose UDP-β-L-arabinose*UDP-arabinose 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))) 5.1.3.5 UDP-D-xylose = UDP-L-arabinose UDP-L-arabinose biosynthesis I (from UDP-xylose)
UDP-L-arabinose UDP-β-L-arabinose*UDP-arabinose 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))) 2.7.7.37 beta-L-arabinose 1-phosphate + UTP = UDP-L-arabinose + diphosphate UDP-L-arabinose biosynthesis II (from L-arabinose)
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + H2O = L-homocysteine + adenosine SAM cycle
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 2.1.1.12 L-methionine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + S-methyl-L-methionine S-methylmethionine cycle
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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.- quercetin + S-adenosyl-L-methionine = isorhamnetin + S-adenosyl-L-homocysteine flavonol biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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.- 1,4-alpha-D-galacturonosyl + S-adenosyl-L-methionine = methylesterified 1,4-alpha-D-galacturonosyl + S-adenosyl-L-homocysteine homogalacturonan biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + N-methylated acceptor SAM cycle
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-6722 benzoate + S-adenosyl-L-methionine = methylbenzoate + S-adenosyl-L-homocysteine volatile benzenoid ester biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-6723 salicylate + S-adenosyl-L-methionine = methylsalicylate + S-adenosyl-L-homocysteine volatile benzenoid ester biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-7569 demethylphylloquinone + S-adenosyl-L-methionine = phylloquinone + S-adenosyl-L-homocysteine phylloquinone biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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.- ethanolamine + S-adenosyl-L-methionine = N-monomethylethanolamine + S-adenosyl-L-homocysteine choline biosynthesis II
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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.- N-monomethylethanolamine + S-adenosyl-L-methionine = N-dimethylethanolamine + S-adenosyl-L-homocysteine choline biosynthesis II
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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.- N-dimethylethanolamine + S-adenosyl-L-methionine = choline + S-adenosyl-L-homocysteine choline biosynthesis II
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine sterol biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 2.1.1.79 oleate + S-adenosyl-L-methionine = dihydrosterculate + S-adenosyl-L-homocysteine cyclopropane and cyclopropene fatty acid biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 2.1.1.103 N-methylethanolamine phosphate + S-adenosyl-L-methionine = N-dimethylethanolamine phosphate + S-adenosyl-L-homocysteine choline biosynthesis I
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 2.1.1.103 N-dimethylethanolamine phosphate + S-adenosyl-L-methionine = phosphoryl-choline + S-adenosyl-L-homocysteine choline biosynthesis I
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine free phenylpropanoid acid biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine sterol biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-methyl-6-solanyl-1,4-benzoquinone + S-adenosyl-L-methionine = plastoquinone-9 + S-adenosyl-L-homocysteine plastoquinone biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + ferulate free phenylpropanoid acid biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + ferulate suberin biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 ADOMET-DMK-METHYLTRANSFER-RXN demethylmenaquinone-8 + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + menaquinone-8 menaquinone biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 2.1.1.107 uroporphyrinogen-III + 2 S-adenosyl-L-methionine = 2 S-adenosyl-L-homocysteine + precorrin-2 siroheme biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + sinapaldehyde phenylpropanoid biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + sinapaldehyde ferulate and sinapate biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 2.1.1.95 delta-tocopherol + S-adenosyl-L-methionine = beta-tocopherol + S-adenosyl-L-homocysteine vitamin E biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + feruloyl-CoA phenylpropanoid biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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-L-homocysteine + feruloyl-CoA suberin biosynthesis
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline biosynthesis I
S-adenosyl-L-homocysteine AdoHcy*2-S-adenosyl-L-homocysteine*S-adenosyl-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 2.1.1.95 gamma-tocopherol + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + alpha-tocopherol vitamin E biosynthesis
mannitol-1-phosphate D-mannitol-6-phosphate*mannitol-6-P*mannitol-1-P*D-mannitol-1-phosphate 262.153 C6 H15 O9 P1 C(OP(O)(O)=O)C(O)C(O)C(O)C(O)CO LIGAND-CPD:C00644*CAS:15806-48-1 1.1.1.224 NADPH + mannose-6-phosphate = NADP+ + mannitol-1-phosphate mannitol biosynthesis
mannitol-1-phosphate D-mannitol-6-phosphate*mannitol-6-P*mannitol-1-P*D-mannitol-1-phosphate 262.153 C6 H15 O9 P1 C(OP(O)(O)=O)C(O)C(O)C(O)C(O)CO LIGAND-CPD:C00644*CAS:15806-48-1 3.1.3.22 H2O + mannitol-1-phosphate = phosphate + mannitol mannitol 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.-.-.- (KDO)-lipid IVA + CMP-3-deoxy-D-manno-octulosonate = KDO2-lipid IVA + CMP KDO transfer to lipid IVA
methanethiol methyl-mercaptan*methanethiol*methylmercaptan*mercaptomethane*thiomethane*methyl sulfhydrate*thiomethyl alcohol 48.103 C1 H4 S1 CS PUBCHEM:878 4.4.1.11 L-methionine + H2O = ammonia + 2-oxobutanoate + methanethiol methionine 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 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 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 DIOHBUTANONEPSYN-RXN D-ribulose-5-phosphate = 3,4-dihydroxy-2-butanone-4-P + formate riboflavin and FMN and FAD 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 5.3.1.13 D-ribulose-5-phosphate = D-arabinose 5-phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
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 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 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 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
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 + diphosphate phospholipid 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 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate cardiolipin 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 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
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 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
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 2.7.7.14 phosphoryl-ethanolamine + CTP = CDP-ethanolamine + diphosphate phospholipid 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 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate phospholipid 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 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate choline biosynthesis III
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 + diphosphate 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 = dCTP + 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 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 2.7.1.- phytol + CTP = phytyl monophosphate + CDP phytol salvage 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 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + 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 6.3.4.2 ATP + UTP + ammonia = ADP + phosphate + CTP 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 CTP + ADP = CDP + ATP de novo biosynthesis of pyrimidine ribonucleotides
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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O camalexin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O glucosinolate biosynthesis from tryptophan
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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.11 O2 + NADPH + trans-cinnamate = 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.11 O2 + NADPH + trans-cinnamate = 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-1121 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ free phenylpropanoid 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O ferulate and sinapate 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.44 coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- oleate + 2 NADPH + O2 = 18-hydroxyoleate + 2 NADP+ + H2O cutin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-1103 4-coumarate + NADPH + O2 = H2O + caffeate + NADP+ free phenylpropanoid 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-1405 tryptamine + O2 + NADPH = N-hydroxyl-tryptamine + H2O + NADP+ IAA 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-1441 indole-3-acetaldoxime + NADPH + O2 + L-cysteine = S-(indolylmethylthiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from tryptophan
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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-2207 4-methylthiobutanaldoxime + NADPH + O2 + L-cysteine = S-(4-methylthiobutylhydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from homomethionine
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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- homomethionine + NADPH + O2 = 4-methylthiobutanaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from homomethionine
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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-1064 18-hydroxyoleate + NADPH + O2 = 9,10-epoxy-18-hydroxystearate + NADP+ + H2O cutin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-1062 16-hydroxypalmitate + NADPH + O2 = 10,16-dihydroxypalmitate + NADP+ + H2O cutin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- palmitate + NADPH + O2 = 16-hydroxypalmitate + NADP+ + H2O cutin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.219 dihydroquercetin + NADPH = leucocyanidin + NADP+ leucopelargonidin and leucocyanidin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-4603 phenylacetaldoxime + NADPH + O2 + L-cysteine = S-(phenylacetothiohydroximoyl)-L-cysteine + NADP+ + H2O glucosinolate biosynthesis from phenylalanine
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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- L-phenylalanine + NADPH + O2 = phenylacetaldoxime + NADP+ + H2O + CO2 glucosinolate biosynthesis from phenylalanine
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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-5461 dTDP-4-dehydro-6-deoxy-D-glucose + NADPH = dTDP-alpha-L-rhamnose + NADP+ dTDP-L-rhamnose 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O GA12 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O GA12 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)) LIGAND-CPD:C00005*CAS:2646-71-1 PROLINE-MULTI L-glutamate + ATP + NADPH = ADP + L-glutamate gamma-semialdehyde + NADP+ + phosphate proline 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol GA12 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-4308 isopentenyladenosine-5'-monophosphate + NADPH + H2O = trans-zeatin riboside monophosphate + NADP+ trans-zeatin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-4306 isopentenyladenosine-5'-diphosphate + NADPH + H2O = trans-zeatin riboside diphosphate + NADP+ trans-zeatin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-4304 isopentenyladenosine-5'-triphosphate + NADPH + H2O = trans-zeatin riboside triphosphate + NADP+ trans-zeatin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.99.- campest-4-en-3-one + NADPH = (5alpha)-campestan-3-one + NADP+ brassinosteroid biosynthesis III
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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.99.- campest-4-en-3-one + NADPH = (5alpha)-campestan-3-one + NADP+ brassinosteroid 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-alpha-hydroxykaurenoate + H2O + NADP+ GA12 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + 2 H2O GA12 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O GA12 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.38 a trans-2-enoyl-CoA + NADPH = fatty acyln+2-CoA + NADP+ very long chain fatty 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.36 a 3-ketoacyl-CoA + NADPH = a 3-hydroxyacyl-CoA + NADP+ very long chain fatty 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)) LIGAND-CPD:C00005*CAS:2646-71-1 RXN-5481 UDP-4-dehydro-6-deoxy-D-glucose + NADPH = UDP-L-rhamnose + NADP+ UDP-L-rhamnose 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.- geranylgeranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.- dihydrogeranylgeranyl-PP + NADPH = tetrahydrogeranylgeranyl-PP + NADP+ phytyl-PP 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.- tetrahydrogeranylgeranyl-PP + NADPH = phytyl-PP + NADP+ phytyl-PP 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O flavonol 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O leucopelargonidin and leucocyanidin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.17.1.3 leucocyanidin + NADPH = 2,3-trans-catechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.17.1.3 leucopelargonidin + NADPH = afzelechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid biosynthesis (plants)
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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.34 a 2-trans-4-cis-dienoyl-CoA + NADPH = a trans-3-enoyl-CoA + NADP+ fatty acid beta-oxidation II (unsaturated, even number)
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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ brassinosteroid 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- 6-oxocampestanol + O2 + NADPH = cathasterone + H2O + NADP+ brassinosteroid 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- campest-4-en-3-one + O2 + NADPH = (22alpha)-hydroxy-campest-4-en-3-one + H2O + 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- (5alpha)-campestan-3-one + O2 + NADPH = (22alpha)-hydroxy-5alpha-campestan-3-one + H2O + 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.- campesterol + O2 + NADPH = (22alpha)-hydroxy-campesterol + H2O + 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.219 dihydrokaempferol + NADPH = leucopelargonidin + NADP+ leucopelargonidin and leucocyanidin 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.99.- 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.99.- 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.14.13.14 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 2-coumarate coumarin biosynthesis (via 2-coumarate)
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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.- campesterol + NADP+ = crinosterol + NADPH 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.- sitosterol + NADP+ = stigmasterol + NADPH 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.- 24-epi-campesterol + NADP+ = brassicasterol + NADPH 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.86 2-acetolactate + NADPH + H+ = 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.49 beta-D-glucose-6-phosphate + NADP+ = D-glucono-delta-lactone-6-phosphate + NADPH + H+ oxidative branch of the pentose 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.193 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ = 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ riboflavin and FMN and FAD 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetyl-L-glutamate 5-semialdehyde + NADP+ + phosphate arginine 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.38 N-acetylglutamyl-phosphate + NADPH = N-acetyl-L-glutamate 5-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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.102 NADPH + 3-dehydrosphinganine = NADP+ + sphinganine sphingolipid biosynthesis (plants)
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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.68 sinapaldehyde + NADP+ + H2O = sinapate + NADPH ferulate and sinapate 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.43 L-arogenate + NADP+ = L-tyrosine + NADPH + CO2 tyrosine 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.224 NADPH + mannose-6-phosphate = NADP+ + mannitol-1-phosphate mannitol 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.2 NADPH + uracil = NADP+ + dihydrouracil beta-alanine biosynthesis III
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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.16 succinate semialdehyde + NADP+ + H2O = NADPH + succinate arginine degradation 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.43 NADPH + CO2 = NADP+ + formate carbon monoxide dehydrogenase 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyl-THF formylTHF 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyl-THF carbon monoxide dehydrogenase 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.5.1.3 NADPH + 7,8-dihydrofolate = NADP+ + tetrahydrofolate formylTHF 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.9 H2O + NADP+ + D-glyceraldehyde-3-phosphate = 3-phosphoglycerate + NADPH glycolysis I (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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.271 NADPH + GDP-4-dehydro-6-deoxy-D-mannose = NADP+ + GDP-L-fucose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.2.1.11 NADPH + L-aspartyl-4-phosphate = NADP+ + phosphate + L-aspartate-semialdehyde lysine 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.3.1.42 NADPH + 12-oxo-cis-10,15-phytodienoate = NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate jasmonic 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)) LIGAND-CPD:C00005*CAS:2646-71-1 1.1.1.42 isocitrate + NADP+ = NADPH + alpha-ketoglutarate + CO2 TCA cycle -- aerobic respiration
6alpha-hydroxy-castasterone hydroxydeoxocastasterone*6α-hydroxy-6-deoxocastasterone 466.7 C28 H50 O5 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(O)C3)CC(O)C(O)C4)(C)))) RXN-779 6alpha-hydroxy-castasterone = castasterone brassinosteroid biosynthesis I
6alpha-hydroxy-castasterone hydroxydeoxocastasterone*6α-hydroxy-6-deoxocastasterone 466.7 C28 H50 O5 CC(C)C(C)C(O)C(O)C(C)C1(C2(C)(C(CC1)C3(C(CC2)C4([CH](C(O)C3)CC(O)C(O)C4)(C)))) RXN-778 6-deoxocastasterone + O2 = 6alpha-hydroxy-castasterone + H2O brassinosteroid biosynthesis I
Fe2+ Fe+2*Fe++*ferrous iron*Fe+2*Fe2+ 55.847 FE1 [Fe+2] LIGAND-CPD:C00023 4.99.1.1 Fe2+ + protoporphyrin IX = 2 H+ + protoheme IX heme biosynthesis
Fe2+ Fe+2*Fe++*ferrous iron*Fe+2*Fe2+ 55.847 FE1 [Fe+2] LIGAND-CPD:C00023 4.99.1.4 sirohydrochlorin + Fe2+ = siroheme + 2 H+ siroheme biosynthesis
GA24 GA24*gibberellin A24*gibberellin A24 346.422 C20 H26 O5 CC1(C(O)=O)([CH]2(C(C=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA9 + succinate + 2 CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA24 GA24*gibberellin A24*gibberellin A24 346.422 C20 H26 O5 CC1(C(O)=O)([CH]2(C(C=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA24 GA24*gibberellin A24*gibberellin A24 346.422 C20 H26 O5 CC1(C(O)=O)([CH]2(C(C=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA25 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA24 GA24*gibberellin A24*gibberellin A24 346.422 C20 H26 O5 CC1(C(O)=O)([CH]2(C(C=O)(CCC1)[CH]3(C4(C2C(O)=O)(CC(CC3)C(C4)=C)))) 1.14.11.- GA15 + O2 + alpha-ketoglutarate = GA24 + H2O + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
gamma-carotene β,ψ-carotene 536.882 C40 H56 CC(C=CC1(=C(C)CCCC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C 5.5.1.- gamma-carotene = beta-carotene carotenoid biosynthesis
gamma-carotene β,ψ-carotene 536.882 C40 H56 CC(C=CC1(=C(C)CCCC(C)(C)1))=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C 5.5.1.- trans-lycopene = gamma-carotene carotenoid biosynthesis
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 13-LOX and 13-HPL pathway
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
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
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
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) 1.14.99.- 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) 1.14.99.- 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 de novo biosynthesis of purine nucleotides 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 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 3.1.3.5 GMP + H2O = guanosine + phosphate 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 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 2.7.1.73 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 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + 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 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP de novo biosynthesis of purine nucleotides 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 2.4.2.8 guanine + 5-phosphoribosyl 1-pyrophosphate = diphosphate + 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 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides 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 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides I
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 + NADPH + O2 = dihydroquercetin + NADP+ + 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 + NADPH + O2 = dihydroquercetin + NADP+ + H2O leucopelargonidin and leucocyanidin 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 RXN1F-93 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 dihydrokaempferol + NADPH = leucopelargonidin + NADP+ leucopelargonidin and leucocyanidin 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
uracil 112.088 C4 H4 N2 O2 c1(=O)(cc[nH]c([nH]1)=O) LIGAND-CPD:C00106*CAS:66-22-8 1.3.1.2 NADPH + uracil = NADP+ + dihydrouracil beta-alanine biosynthesis III
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 (deoxy)ribose phosphate degradation
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
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
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)C(O)1) 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)C(O)1) 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)C(O)1) LIGAND-CPD:C03812*CAS:27251-84-9 5.4.2.8 mannose-6-phosphate = alpha-D-mannose 1-phosphate GDP-D-rhamnose 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)C(O)1) 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)C(O)1) LIGAND-CPD:C03812*CAS:27251-84-9 2.7.7.22 alpha-D-mannose 1-phosphate + GDP = GDP-D-mannose + phosphate GDP-D-rhamnose 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)C(O)1) LIGAND-CPD:C03812*CAS:27251-84-9 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + diphosphate ascorbate biosynthesis
benzyl alcohol α-hydroxytoluene*benzenemethanol*phenylmethanol*phenylcarbinol*hydroxymethylbenzene 108.14 C7 H8 O1 C(O)c1(ccccc1) CAS:100-51-6 2.3.1.84 benzyl alcohol + acetyl-CoA = benzylacetate + coenzyme A volatile benzenoid ester biosynthesis
benzyl alcohol α-hydroxytoluene*benzenemethanol*phenylmethanol*phenylcarbinol*hydroxymethylbenzene 108.14 C7 H8 O1 C(O)c1(ccccc1) CAS:100-51-6 RXN-6724 benzyl alcohol + benzoyl-CoA = benzylbenzoate + coenzyme A volatile benzenoid ester 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 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 + diphosphate + CMP coenzyme A biosynthesis
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
CO carbon monoxide*carbon monooxide 28.01 C1 O1 [C-1]#[O+1] CAS:630-08-0 ACETYLSYNCLTH-RXN CO + [Co-E-CH3] + coenzyme A = acetyl-CoA + [Co-E] carbon monoxide dehydrogenase pathway
CO carbon monoxide*carbon monooxide 28.01 C1 O1 [C-1]#[O+1] CAS:630-08-0 1.2.99.2 a reduced acceptor + CO2 = an acceptor + H2O + CO carbon monoxide dehydrogenase pathway
CO carbon monoxide*carbon monooxide 28.01 C1 O1 [C-1]#[O+1] CAS:630-08-0 4.1.99.5 a fatty aldehyde = an alkane + CO epicuticular wax biosynthesis
1,2-bis-O-sinapoyl-beta-D-glucoside 1,2-bis-O-sinapoyl-β-D-glucoside 592.552 C28 H34 O14 C(O)C2(OC(OC(=O)CCc1(cc(OC)c(O)c(c1)OC))C(C(O)C2O)OC(=O)C=Cc3(cc(OC)c(O)c(c3)OC)) PUBCHEM:440280 2.3.1.103 2 1-O-sinapoyl-beta-D-glucose = 1,2-bis-O-sinapoyl-beta-D-glucoside + beta-D-glucose sinapate ester biosynthesis
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
dihydrozeatin-9-N-glucoside 383.403 C16 H25 N5 O6 c1(c2(c(ncn1)N(C=N2)C3(OC(CO)C(O)C(O)C(O)3)))(NCCC(C)CO) 2.4.1.- dihydrozeatin-9-N-glucoside + UDP-D-glucose = dihydrozeatin-9-N-glucoside-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
dihydrozeatin-9-N-glucoside 383.403 C16 H25 N5 O6 c1(c2(c(ncn1)N(C=N2)C3(OC(CO)C(O)C(O)C(O)3)))(NCCC(C)CO) 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
N-methylethanolamine phosphate P-MME 155.09 C3 H10 N1 O4 P1 C(NC)COP(O)(O)=O 2.1.1.103 N-methylethanolamine phosphate + S-adenosyl-L-methionine = N-dimethylethanolamine phosphate + S-adenosyl-L-homocysteine choline biosynthesis I
N-methylethanolamine phosphate P-MME 155.09 C3 H10 N1 O4 P1 C(NC)COP(O)(O)=O 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline biosynthesis I
alpha-tocopherol 430.713 C29 H50 O2 CC2(=C1(OC(CCC1=C(C)C(O)=C2C)(C)CCCC(C)CCCC(C)CCCC(C)C)) NCI:82623*CAS:2074-53-5 2.1.1.95 gamma-tocopherol + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + alpha-tocopherol vitamin E biosynthesis
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 2 indole acetaldehyde + O2 + 2 H2O = 2 indole-3-acetate + H2O2 IAA biosynthesis I
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 4.1.1.74 indole-3-pyruvate = CO2 + indole acetaldehyde IAA biosynthesis I
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 IAA biosynthesis I
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + diphosphate + AMP fatty acid beta-oxidation I (saturated)
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 1.13.11.- a fatty acid + O2 = a 2(R)-hydroperoxy fatty acid fatty acid alpha-oxidation
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 RXN-4464 a fatty acid = a omega-hydroxy fatty acid fatty acid omega-oxidation
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 6.2.1.3 a fatty acid + coenzyme A + ATP = a fatty acyl CoA + diphosphate + AMP acyl-CoA synthetase pathway
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 3.1.2.2 an acyl-CoA + H2O = a fatty acid + coenzyme A acyl-CoA thioesterase pathway
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 3.1.2.14 an acyl-ACP + H2O = a fatty acid + acyl carrier protein acyl-ACP thioesterase pathway
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 3.1.1.23 H2O + 1-monoacylglycerol = a fatty acid + glycerol triacylglycerol degradation
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 3.1.1.- a diacylglycerol + H2O = 2-monoacylglycerol + a fatty acid triacylglycerol degradation
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a fatty acidn-1 + NADH fatty acid omega-oxidation
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 1.2.1.3 a fatty aldehyde + NAD+ + H2O = a fatty acidn-1 + NADH fatty acid alpha-oxidation
a fatty acid free fatty acid*a fatty acid anion C2 H3 O2 R1 3.1.1.3 a triacylglycerol + H2O = a fatty acid + a diacylglycerol triacylglycerol degradation
N-acetyl-L-glutamate N-acetylglutamic acid*acetyl-glu*N-acetyl-glutamate*acetyl-glutamate*N-acetyl L-glutamic acid*NAG 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 I
N-acetyl-L-glutamate N-acetylglutamic acid*acetyl-glu*N-acetyl-glutamate*acetyl-glutamate*N-acetyl L-glutamic acid*NAG 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*NAG 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*NAG 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 I
N-acetyl-L-glutamate N-acetylglutamic acid*acetyl-glu*N-acetyl-glutamate*acetyl-glutamate*N-acetyl L-glutamic acid*NAG 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)
D-ribose 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-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 nicotinamide riboside + H2O = nicotinamide + D-ribose pyridine nucleotide cycling (plants)
D-ribose 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 RXN-4541 cis-zeatin riboside + H2O = cis-zeatin + D-ribose cis-zeatin biosynthesis
D-ribose 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
D-ribose 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-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
D-ribose 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-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
D-ribose 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
D-ribose 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
D-ribose 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 RXN-4315 isopentenyl adenosine + H2O = isopentenyladenine + D-ribose trans-zeatin biosynthesis
D-ribose 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 RXN-4318 trans-zeatin riboside + H2O = trans-zeatin + D-ribose trans-zeatin biosynthesis
sulfate sulphate*SO4-2*SO42-*SO4-- 96.058 O4 S1 O=S([O-1])([O-1])=O LIGAND-CPD:C00059*CAS:7664-93-9*CAS:14808-79-8 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction (assimilatory)
sulfate sulphate*SO4-2*SO42-*SO4-- 96.058 O4 S1 O=S([O-1])([O-1])=O LIGAND-CPD:C00059*CAS:7664-93-9*CAS:14808-79-8 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate activation for sulfonation
sulfate sulphate*SO4-2*SO42-*SO4-- 96.058 O4 S1 O=S([O-1])([O-1])=O LIGAND-CPD:C00059*CAS:7664-93-9*CAS:14808-79-8 1.8.3.1 O2 + H2O + sulfite = H2O2 + sulfate sulfite oxidation
syringin sinapyl alcohol-4-O-β-D-glucopyranoside 372.371 C17 H24 O9 C(O)C=Cc1(cc(OC)c(c(c1)OC)OC2(OC(CO)C(O)C(O)C(O)2)) 2.4.1.111 sinapyl-alcohol + UDP-D-glucose = syringin + UDP monolignol glucosides biosynthesis
hydroxymethylbilane 854.82 C40 H46 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 tetrapyrrole biosynthesis
hydroxymethylbilane 854.82 C40 H46 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 tetrapyrrole 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 ureide degradation
(S)-ureidoglycolate (-)-ureidoglycolate*ureidoglycolate 134.091 C3 H6 N2 O4 C(C(=O)O)(O)NC(N)=O LIGAND-CPD:C00603*CAS:2017665 3.5.3.19 H2O + (S)-ureidoglycolate = 2 ammonia + CO2 + glyoxylate ureide degradation
(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 ureide degradation
(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.- ureidoglycine + H2O = ammonia + (S)-ureidoglycolate ureide degradation
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 kaempferol glucoside biosynthesis (Arabidopsis)
choline 104.172 C5 H14 N1 O1 C(O)C[N+1](C)(C)C CAS:123-41-1*LIGAND-CPD:C00114 2.7.1.32 choline + ATP = phosphoryl-choline + ADP phospholipid biosynthesis
choline 104.172 C5 H14 N1 O1 C(O)C[N+1](C)(C)C CAS:123-41-1*LIGAND-CPD:C00114 2.3.1.91 1-O-sinapoyl-beta-D-glucose + choline = O-sinapoylcholine + beta-D-glucose sinapate ester biosynthesis
choline 104.172 C5 H14 N1 O1 C(O)C[N+1](C)(C)C CAS:123-41-1*LIGAND-CPD:C00114 3.1.1.49 H2O + O-sinapoylcholine = choline + sinapate sinapate ester biosynthesis
choline 104.172 C5 H14 N1 O1 C(O)C[N+1](C)(C)C CAS:123-41-1*LIGAND-CPD:C00114 2.1.1.- N-dimethylethanolamine + S-adenosyl-L-methionine = choline + S-adenosyl-L-homocysteine choline biosynthesis II
choline 104.172 C5 H14 N1 O1 C(O)C[N+1](C)(C)C CAS:123-41-1*LIGAND-CPD:C00114 3.1.3.75 phosphoryl-choline + H2O = choline + phosphate choline biosynthesis I
choline 104.172 C5 H14 N1 O1 C(O)C[N+1](C)(C)C CAS:123-41-1*LIGAND-CPD:C00114 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline phospholipases
choline 104.172 C5 H14 N1 O1 C(O)C[N+1](C)(C)C CAS:123-41-1*LIGAND-CPD:C00114 3.1.4.4 a phosphatidylcholine + H2O = an L-phosphatidate + choline choline biosynthesis III
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 + diphosphate 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
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
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.3.5.1 a ubiquinone + succinate = a ubiquinol + fumarate TCA cycle -- aerobic respiration
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.3.5.1 a ubiquinone + succinate = a ubiquinol + fumarate aerobic respiration
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.3.5.1 a ubiquinone + succinate = a ubiquinol + fumarate superpathway of glyoxylate cycle
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.6.5.3 a ubiquinone + NADH = a ubiquinol + NAD+ aerobic respiration
a ubiquinone ubiquinones*coenzyme-Qn*ubiquinone*Q 1.10.2.2 2 oxidized cytochrome c + a ubiquinol = 2 reduced cytochrome c + a ubiquinone aerobic respiration
L-dehydro-ascorbate dehydroascorbate 174.11 C6 H6 O6 C1(OC(C(O)CO)C(=O)C(=O)1)(=O) 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) 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O xanthophyll cycle
L-dehydro-ascorbate dehydroascorbate 174.11 C6 H6 O6 C1(OC(C(O)CO)C(=O)C(=O)1)(=O) 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) 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O xanthophyll cycle
L-dehydro-ascorbate dehydroascorbate 174.11 C6 H6 O6 C1(OC(C(O)CO)C(=O)C(=O)1)(=O) 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) 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-dehydro-ascorbate dehydroascorbate 174.11 C6 H6 O6 C1(OC(C(O)CO)C(=O)C(=O)1)(=O) RXN-3523 2 monodehydroascorbate = L-ascorbate + L-dehydro-ascorbate ascorbate glutathione cycle
GA34-catabolite gibberellin A34-catabolite*gibberellin A34-catabolite*GA34-catabolite 346.379 C19 H22 O6 CC1([CH]4(C(=CC(=O)C(O)1)[CH]3(C2(CC(C(=C)C2)CC3)(C4C(=O)O))))(C(=O)O) 1.14.11.- GA34 + alpha-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
alpha-D-glucuronate 1-phosphate glucuronate-1-P*glucuronate-1-phosphate*D-glucuronate-1-P*D-glucuronate-1-phosphate*1-phospho-α-D-glucuronate 274.121 C6 H11 O10 P1 C1(OC(C(=O)O)C(O)C(O)C(O)1)(OP(O)(=O)O) CAS:583-08-4*LIGAND-CPD:C05385 2.7.7.44 alpha-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate inositol oxidation pathway
alpha-D-glucuronate 1-phosphate glucuronate-1-P*glucuronate-1-phosphate*D-glucuronate-1-P*D-glucuronate-1-phosphate*1-phospho-α-D-glucuronate 274.121 C6 H11 O10 P1 C1(OC(C(=O)O)C(O)C(O)C(O)1)(OP(O)(=O)O) CAS:583-08-4*LIGAND-CPD:C05385 2.7.1.43 glucuronate + ATP = alpha-D-glucuronate 1-phosphate + ADP inositol oxidation pathway
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 RXN1F-443 kaempferol-3-glucoside + dTDP-alpha-L-rhamnose = kaempferol-3-glucoside-7-rhamnoside + dTDP kaempferol glucoside biosynthesis (Arabidopsis)
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 kaempferol glucoside biosynthesis (Arabidopsis)
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 2.4.1.- kaempferol + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside + dTDP kaempferol glucoside biosynthesis (Arabidopsis)
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
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 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + 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 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 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + diphosphate + AMP asparagine 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
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 2.7.4.- 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 LIPIDXSYNTHESIS-RXN H2O + UDP-2,3-bis(3-hydroxymyristoyl)glucosamine = 2,3-bis(3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate + UMP lipid-A-precursor 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 4.1.1.23 orotidine-5'-phosphate = CO2 + UMP 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
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
a D-3-hydroxy-acyl-ACP a β-hydroxy-acyl-ACP*a β-OH-acyl-ACP*a (3R)-3-hydroxyacyl-[acyl-carrier protein]*(3R)-3-hydroxyacyl-[acyl-carrier protein]*CH3(CH2)xCHOHCH2CO-S-ACP*beta-OH-acyl-ACP*beta-hydroxy-acyl-ACP 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 a β-hydroxy-acyl-ACP*a β-OH-acyl-ACP*a (3R)-3-hydroxyacyl-[acyl-carrier protein]*(3R)-3-hydroxyacyl-[acyl-carrier protein]*CH3(CH2)xCHOHCH2CO-S-ACP*beta-OH-acyl-ACP*beta-hydroxy-acyl-ACP 4.2.1.60 a D-3-hydroxy-acyl-ACP = a trans-delta2-enoyl-acyl-ACP + H2O fatty acid elongation -- saturated
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
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 + diphosphate histidine biosynthesis
coniferin coniferyl alcohol-4-O-β-D-glucopyranoside 342.345 C16 H22 O8 C(O)C=Cc1(cc(OC)c(cc1)OC2(C(O)C(O)C(O)C(O2)CO)) 3.2.1.126 H2O + coniferin = coniferyl alcohol + beta-D-glucose coniferin metabolism
coniferin coniferyl alcohol-4-O-β-D-glucopyranoside 342.345 C16 H22 O8 C(O)C=Cc1(cc(OC)c(cc1)OC2(C(O)C(O)C(O)C(O2)CO)) 2.4.1.111 coniferyl alcohol + UDP-D-glucose = coniferin + UDP coniferin metabolism
indole-3-acetyl-asp indole-3-acetyl-aspartic acid*indole-3-acetyl-aspartate 290.275 C14 H14 N2 O5 C(=O)(O)CC(C(=O)O)NC(=O)Cc1(c2(c([nH]c1)cccc2)) RXN-2946 indole-3-acetate + L-aspartate = indole-3-acetyl-asp + H2O IAA conjugate biosynthesis
1-(3-aminopropyl)-pyrrolinium 127.209 C7 H15 N2 C(N)CC[N+1]1(CCCC=1) RXN-6425 1-(3-aminopropyl)-pyrrolinium = 1,5-diazabicyclononane beta-alanine biosynthesis I
1-(3-aminopropyl)-pyrrolinium 127.209 C7 H15 N2 C(N)CC[N+1]1(CCCC=1) RXN-6424 1-(3-aminopropyl)-4-aminobutanal = 1-(3-aminopropyl)-pyrrolinium + H2O beta-alanine biosynthesis 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 4.2.1.17 tiglyl-CoA + H2O = 2-methyl-3-hydroxybutyryl-CoA isoleucine degradation
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
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 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 1.14.99.- phytoene + O2 + a reduced acceptor = phytofluene + 2 H2O + an acceptor carotenoid biosynthesis
L-cysteinyl-tRNAcys L-CYSTEINYL-TRNA(CYS) 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + 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 2.4.2.4 phosphate + thymidine = deoxyribose-1-phosphate + thymine (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 URA-PHOSPH-RXN phosphate + deoxyuridine = deoxyribose-1-phosphate + uracil (deoxy)ribose phosphate degradation
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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 + CO2 = 4-carboxyaminoimidazole ribonucleotide de novo biosynthesis of purine nucleotides 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 RXN0-743 N5-carboxyaminoimidazole ribonucleotide = 4-carboxyaminoimidazole ribonucleotide de novo biosynthesis of purine nucleotides I
benzyladenine-7-N-glucoside 387.394 C18 H21 N5 O5 c2(c1(N(C=Nc1ncn2)C3(OC(CO)C(O)C(O)C(O)3)))(NCc4(ccccc4)) 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
an L-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+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
an L-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+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
an L-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+ + an L-3-hydroxyacyl-CoA = NADH + a 3-ketoacyl-CoA fatty acid beta-oxidation I (saturated)
an L-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 a D-3-hydroxyacyl-CoA = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
an L-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 = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
an L-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 = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
an L-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 = an L-3-hydroxyacyl-CoA fatty acid beta-oxidation I (saturated)
glycyl-tRNAgly GLYCYL-TRNA(GLY) 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + AMP tRNA charging pathway
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 1.2.1.12 D-glyceraldehyde-3-phosphate + phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis II (plant plastids)
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 (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 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 glyceraldehyde 3-phosphate degradation
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 II (plant plastids)
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 (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 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 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 glyceraldehyde 3-phosphate degradation
2-amino-3-oxobutanoate 2-amino-acetoacetate*2-amino-3-ketobutyrate*2-amino-3-oxobutyrate*α-amino-β-ketobutyrate*L-2-amino-3-oxobutanoate 117.104 C4 H7 N1 O3 C(O)(=O)C(N)C(=O)C LIGAND-CPD:C03508 THREOSPON-RXN 2-amino-3-oxobutanoate = aminoacetone + CO2 threonine degradation
2-amino-3-oxobutanoate 2-amino-acetoacetate*2-amino-3-ketobutyrate*2-amino-3-oxobutyrate*α-amino-β-ketobutyrate*L-2-amino-3-oxobutanoate 117.104 C4 H7 N1 O3 C(O)(=O)C(N)C(=O)C LIGAND-CPD:C03508 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation
D-xylose xylose*α-D-xylose*wood sugar 150.131 C5 H10 O5 C1(C(O)C(O)C(O)C(O1)O) PUBCHEM:6027*LIGAND-CPD:C00181*CAS:58-86-6 5.3.1.5 D-xylose = xylulose xylose degradation
18:3-t16:1-PG 1-18:3-2-trans-16:1-phosphatidylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 742.969 C40 H71 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-16:0-PG = 18:3-t16:1-PG phospholipid desaturation
18:3-t16:1-PG 1-18:3-2-trans-16:1-phosphatidylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 742.969 C40 H71 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CC=CCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-t16:1-PG = 18:3-t16:1-PG phospholipid desaturation
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 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + phosphate + ADP formylTHF 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 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 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + diphosphate tetrahydrofolate biosynthesis
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 1.3.1.12 prephenate + NAD+ = p-hydroxyphenylpyruvate + CO2 + NADH tyrosine 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 2.6.1.79 prephenate + L-glutamate = L-arogenate + alpha-ketoglutarate tyrosine 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 2.6.1.79 prephenate + L-glutamate = L-arogenate + alpha-ketoglutarate 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 tyrosine 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
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 tyrosine biosynthesis I
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 guanine + 5-phosphoribosyl 1-pyrophosphate = diphosphate + 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 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 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 3.2.2.1 guanosine + H2O = guanine + D-ribose 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 3.2.2.1 guanosine + H2O = guanine + D-ribose salvage pathways of purine nucleosides
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
coumarinate coumarinic acid 164.16 C9 H8 O3 C(=O)(O)C=Cc1(c(O)cccc1) RXN-8037 coumarinate = coumarin + H2O coumarin biosynthesis (via 2-coumarate)
coumarinate coumarinic acid 164.16 C9 H8 O3 C(=O)(O)C=Cc1(c(O)cccc1) 3.2.1.21 coumarinic acid-beta-D-glucoside + H2O = coumarinate + beta-D-glucose coumarin biosynthesis (via 2-coumarate)
alpha-pinene (-)-(1S,5S)-α-pinene 136.236 C10 H16 CC1(C2(CC1C(C)=CC2))(C) 4.2.3.14 geranyl-PP = alpha-pinene + diphosphate monoterpene 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-L-homocysteine + sinapaldehyde phenylpropanoid 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-L-homocysteine + sinapaldehyde ferulate and sinapate biosynthesis
5-hydroxy-coniferaldehyde 194.187 C10 H10 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)O) 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
5-hydroxy-coniferaldehyde 194.187 C10 H10 O4 C(=O)C=Cc1(cc(OC)c(O)c(c1)O) 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O ferulate and sinapate 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 = diphosphate + trans, trans-farnesyl diphosphate trans,trans-farnesyl diphosphate 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 = diphosphate + trans, trans-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
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 = diphosphate + 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 2.5.1.29 delta3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis I (cytosolic)
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 2.5.1.29 delta3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
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 + 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 UPPSYN-RXN a cis,trans-polyisoprenyln-PP + delta3-isopentenyl-PP = diphosphate + 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 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = diphosphate + geranyl-PP geranyldiphosphate 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 = diphosphate + geranyl-PP trans,trans-farnesyl diphosphate 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 = diphosphate + geranyl-PP geranylgeranyldiphosphate biosynthesis II (plastidic)
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 = diphosphate + 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 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 5.3.3.2 delta3-isopentenyl-PP = dimethylallyl-pyrophosphate 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 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 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + NAD(P)H + H+ = delta3-isopentenyl-PP + NAD(P)+ + 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
trans-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 5.5.1.- trans-lycopene = gamma-carotene carotenoid biosynthesis
trans-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 5.5.1.- trans-lycopene = delta-carotene carotenoid biosynthesis
trans-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 1.14.99.30 O2 + a reduced acceptor + neurosporene = 2 H2O + an acceptor + trans-lycopene carotenoid biosynthesis
coumaraldehyde 148.161 C9 H8 O2 C(=O)C=Cc1(ccc(O)cc1) 1.1.1.195 coumaraldehyde + NADPH = coumaryl-alcohol + NADP+ phenylpropanoid 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 phenylpropanoid 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
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
18:3-18:1-PC 1-18:3-2-18:1-phosphatidylcholine 783.1 C44 H81 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:3-18:1-PC = 18:3-18:2-PC phospholipid desaturation
18:3-18:1-PC 1-18:3-2-18:1-phosphatidylcholine 783.1 C44 H81 N1 O8 P1 C(OP(=O)(O)OCC[N+1](C)(C)C)C(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCC=CCC 1.14.99.- 18:2-18:1-PC = 18:3-18:1-PC phospholipid desaturation
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
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 RXN0-742 5-aminoimidazole ribonucleotide + ATP + H2O + CO2 = N5-carboxyaminoimidazole ribonucleotide + ADP + phosphate de novo biosynthesis of purine nucleotides 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 4.1.1.21 5-aminoimidazole ribonucleotide + CO2 = 4-carboxyaminoimidazole ribonucleotide de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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 de novo biosynthesis of purine nucleotides 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
molybdopterin MPT 393.328 C10 H12 N5 O6 P1 S2 c12(c(c(=O)nc(N)n1)NC3(C(N2)OC(C(S)=C(S)3)COP(=O)([O-1])[O-1])) LIGAND-CPD:c05924 2.7.7.- molybdopterin + ATP = molybdopterin-AMP + diphosphate molybdenum cofactor biosynthesis
molybdopterin MPT 393.328 C10 H12 N5 O6 P1 S2 c12(c(c(=O)nc(N)n1)NC3(C(N2)OC(C(S)=C(S)3)COP(=O)([O-1])[O-1])) LIGAND-CPD:c05924 2.8.1.- cyclic pyranopterin monophosphate + 2 S2- = molybdopterin + 2 H2O molybdenum cofactor 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+1]2(c(C)c(sc2)CCOP(=O)(O)O))(N) CAS:532-40-1*LIGAND-CPD:C01081 2.7.4.16 thiamine-phosphate + ATP = thiamine 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+1]2(c(C)c(sc2)CCOP(=O)(O)O))(N) CAS:532-40-1*LIGAND-CPD:C01081 2.7.1.89 thiamin + 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+1]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 + diphosphate thiamin biosynthesis
tRNAtrp TRNA(TRP) 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + diphosphate + AMP tRNA charging pathway
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
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 polyamine biosynthesis
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 I
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
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 polyamine biosynthesis
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 I
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 1.3.99.22 coproporphyrinogen III + 2 S-adenosyl-L-methionine = protoporphyrinogen IX + 2 CO2 + 2 L-methionine + 2 5'-deoxyadenosine heme biosynthesis
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-1])=O)cn1) LIGAND-CPD:C00253*CAS:59-67-6 2.4.2.1 nicotinate + D-ribulose-1-phosphate = nicotinate riboside + phosphate pyridine nucleotide cycling (plants)
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-1])=O)cn1) LIGAND-CPD:C00253*CAS:59-67-6 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
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-1])=O)cn1) LIGAND-CPD:C00253*CAS:59-67-6 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
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-1])=O)cn1) LIGAND-CPD:C00253*CAS:59-67-6 2.4.2.11 nicotinate + 5-phosphoribosyl 1-pyrophosphate = nicotinate nucleotide + diphosphate pyridine nucleotide cycling (plants)
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-1])=O)cn1) LIGAND-CPD:C00253*CAS:59-67-6 3.5.1.4 nicotinamide + H2O = ammonia + nicotinate aldoxime degradation
a nitrile nitrile*R-CN*a nitrile C1 N1 R1 RXN-8136 a thiohydroximate-O-sulfate = a nitrile glucosinolate breakdown
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 + diphosphate 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
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)))) 1.14.-.- campestanol + O2 + a reduced acceptor = (6alpha)-hydroxycampestanol + H2O + an acceptor brassinosteroid biosynthesis I
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)))) 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ 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)))) 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ brassinosteroid biosynthesis I
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
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 I
kaempferol 7-O-glucoside 448.382 C21 H20 O11 C1(C(O)C(O)C(O)C(O1)CO)Oc3(cc(O)c2(c(=O)c(O)c(oc2c3)c4(ccc(O)cc4))) 2.4.1.237 kaempferol + UDP-D-glucose = kaempferol 7-O-glucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
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 (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 (from aspartate)
UDP-4-dehydro-6-deoxy-D-glucose UDP-4-keto-6-deoxy-D-glucose*UDP-4-oxo-6-deoxy-D-glucose 548.29 C15 H22 N2 O16 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) RXN-5481 UDP-4-dehydro-6-deoxy-D-glucose + NADPH = UDP-L-rhamnose + NADP+ UDP-L-rhamnose biosynthesis
UDP-4-dehydro-6-deoxy-D-glucose UDP-4-keto-6-deoxy-D-glucose*UDP-4-oxo-6-deoxy-D-glucose 548.29 C15 H22 N2 O16 P2 CC1(OC(C(O)C(O)C1=O)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C2O)n3(c(=O)[nH]c(=O)cc3))) 4.2.1.76 UDP-D-glucose = H2O + UDP-4-dehydro-6-deoxy-D-glucose UDP-L-rhamnose biosynthesis
a trans-3-enoyl-CoA C25 H35 N7 O17 R11 P3 S1 C(CC=C[R1])(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-1])(=O)OP([O-1])(=O)OCC1(OC(C(O)C1OP([O-1])(=O)[O-1])n2(c3(c(nc2)c(N)ncn3))) 5.3.3.8 a trans-3-enoyl-CoA = a trans-2-enoyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
a trans-3-enoyl-CoA C25 H35 N7 O17 R11 P3 S1 C(CC=C[R1])(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-1])(=O)OP([O-1])(=O)OCC1(OC(C(O)C1OP([O-1])(=O)[O-1])n2(c3(c(nc2)c(N)ncn3))) 1.3.1.34 a 2-trans-4-cis-dienoyl-CoA + NADPH = a trans-3-enoyl-CoA + NADP+ fatty acid beta-oxidation II (unsaturated, even number)
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 3.2.2.1 xanthosine + H2O = xanthine + D-ribose salvage pathways of purine nucleosides
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 3.5.4.15 H2O + guanosine = ammonia + xanthosine 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
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 xanthosine-5-phosphate + 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 xanthosine-5-phosphate + 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 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine + phosphate salvage pathways of purine nucleosides
1-monoacylglycerol monoglyceride*1-acylglycerol C4 H7 O4 R1 3.1.1.23 H2O + 1-monoacylglycerol = a fatty acid + glycerol triacylglycerol degradation
1-monoacylglycerol monoglyceride*1-acylglycerol C4 H7 O4 R1 RXN-1603 2-monoacylglycerol = 1-monoacylglycerol triacylglycerol degradation
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
a omega-oxo fatty acid RXN-4466 a omega-oxo fatty acid + H2O + NAD+ = a dicarboxylate + NADH fatty acid omega-oxidation
a omega-oxo fatty acid RXN-4465 a omega-hydroxy fatty acid + O2 = a omega-oxo fatty acid + H2O2 fatty acid omega-oxidation
O-succinylbenzoate 2-succinylbenzoate*succinylbenzoate 222.197 C11 H10 O5 C(=O)(O)CCC(=O)c1(c(C(O)=O)cccc1) LIGAND-CPD:C02730 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = AMP + diphosphate + O-succinylbenzoyl-CoA menaquinone biosynthesis
O-succinylbenzoate 2-succinylbenzoate*succinylbenzoate 222.197 C11 H10 O5 C(=O)(O)CCC(=O)c1(c(C(O)=O)cccc1) LIGAND-CPD:C02730 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA + AMP + diphosphate phylloquinone biosynthesis
O-succinylbenzoate 2-succinylbenzoate*succinylbenzoate 222.197 C11 H10 O5 C(=O)(O)CCC(=O)c1(c(C(O)=O)cccc1) LIGAND-CPD:C02730 O-SUCCINYLBENZOATE-COA-SYN-RXN 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate = O-succinylbenzoate + H2O phylloquinone biosynthesis
O-succinylbenzoate 2-succinylbenzoate*succinylbenzoate 222.197 C11 H10 O5 C(=O)(O)CCC(=O)c1(c(C(O)=O)cccc1) LIGAND-CPD:C02730 O-SUCCINYLBENZOATE-COA-SYN-RXN 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate = O-succinylbenzoate + H2O menaquinone biosynthesis
pyridoxamine 5'-phosphate 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 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 GA37*gibberellin A37*gibberellin A37 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 GA37*gibberellin A37*gibberellin A37 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)
GA37 GA37*gibberellin A37*gibberellin A37 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)
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 1.5.99.6 H2O + an acceptor + spermidine = a reduced acceptor + 4-aminobutanal + 1,3-diaminopropane beta-alanine biosynthesis I
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 polyamine 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 spermidine biosynthesis
trans-zeatin-O-glucoside-7-N-glucoside 543.53 C22 H33 N5 O11 c1(c2(c(ncn1)N(C=N2)C3(OC(CO)C(O)C(O)C(O)3)))(NCC=C(C)COC4(OC(CO)C(O)C(O)C(O)4)) 2.4.1.- trans-zeatin-O-glucoside + UDP-D-glucose = trans-zeatin-O-glucoside-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
D-myo-inositol (1,2,6) trisphosphate 1D-myo-inositol (1,2,6) trisphosphate*Ins(1,2,6)P3*I(1,2,6)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)1)(O) RXN-7245 D-myo-inositol (1,2,6) trisphosphate + H2O = D-myo-inositol (1,2) bisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,6) trisphosphate 1D-myo-inositol (1,2,6) trisphosphate*Ins(1,2,6)P3*I(1,2,6)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)1)(O) RXN-7249 D-myo-inositol (1,2,3,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,6) trisphosphate + phosphate phytate degradation I
D-myo-inositol (1,2,6) trisphosphate 1D-myo-inositol (1,2,6) trisphosphate*Ins(1,2,6)P3*I(1,2,6)P3 417.073 C6 H12 O15 P3 C1(C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(OP(O)([O-1])=O)C(O)C(O)1)(O) RXN-7244 D-myo-inositol (1,2,5,6) tetrakisphosphate + H2O = D-myo-inositol (1,2,6) trisphosphate + phosphate phytate degradation I
methylbenzoate 136.15 C8 H8 O2 C(OC)(=O)c1(ccccc1) RXN-6722 benzoate + S-adenosyl-L-methionine = methylbenzoate + S-adenosyl-L-homocysteine volatile benzenoid ester biosynthesis
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 6.2.1.12 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + AMP phenylpropanoid 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 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + 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 2.3.1.9 2-methylacetoacetyl-CoA + coenzyme A = propionyl-CoA + acetyl-CoA isoleucine 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 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 ACETYLSYNCLTH-RXN CO + [Co-E-CH3] + coenzyme A = acetyl-CoA + [Co-E] carbon monoxide dehydrogenase 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 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid 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.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid 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-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 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = AMP + diphosphate + O-succinylbenzoyl-CoA menaquinone 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 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + diphosphate 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 + diphosphate 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 2OXOGLUTARATEDEH-RXN alpha-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle -- aerobic respiration
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 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle -- aerobic respiration
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 + diphosphate + AMP fatty acid beta-oxidation I (saturated)
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
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
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
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-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine 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-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 2-KETO-ADIPATE-DEHYDROG-RXN alpha-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan 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 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + diphosphate + 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 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA + AMP + diphosphate phylloquinone 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 6.2.1.3 a fatty acid + coenzyme A + ATP = a fatty acyl CoA + diphosphate + AMP acyl-CoA synthetase 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.- acetyl-CoA + malonyl-ACP = an 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 2.3.1.16 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation III (unsaturated, odd number)
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 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation II (unsaturated, even number)
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 a 3-ketoacyl-CoA + coenzyme A = an acyl-CoA + acetyl-CoA fatty acid beta-oxidation I (saturated)
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 = 2-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 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle -- aerobic respiration
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 glyoxylate 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 2.3.3.10 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 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A glyoxylate 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 2.3.1.12 coenzyme A + enzyme N6-(S-acetyldihydrolipoyl)lysine = acetyl-CoA + enzyme N6-(dihydrolipoyl)lysine acetyl-CoA biosynthesis (from pyruvate)
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 citrate + coenzyme A + ATP = oxaloacetate + acetyl-CoA + phosphate + ADP acetyl-CoA biosynthesis (from citrate)
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 3.1.2.2 an acyl-CoA + H2O = a fatty acid + coenzyme A acyl-CoA thioesterase 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.- sphinganine + a fatty acyl CoA = a plant ceramide (I) + coenzyme A sphingolipid biosynthesis (plants)
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 phospholipid 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 2.7.1.24 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.- a fatty acyl CoA + malonyl-CoA = a 3-ketoacyl-CoA + CO2 + coenzyme A very long chain fatty 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-6724 benzyl alcohol + benzoyl-CoA = benzylbenzoate + coenzyme A volatile benzenoid ester 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 2.3.1.84 benzyl alcohol + acetyl-CoA = benzylacetate + coenzyme A volatile benzenoid ester 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 4.1.3.36 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA = coenzyme A + 1,4-dihydroxy-2-naphthoate phylloquinone 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 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 2.3.1.74 coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 3 CO2 + 4 coenzyme A 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 2.3.1.15 a fatty acyl CoA + sn-glycerol-3-phosphate = a 2-lysophosphatidate + coenzyme A phospholipid 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 2.3.1.15 a fatty acyl CoA + sn-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 2.3.1.110 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 2.3.1.157-RXN D-glucosamine 1-phosphate + acetyl-CoA = N-acetyl-glucosamine-1-phosphate + coenzyme A UDP-N-acetyl-D-glucosamine 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-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 1.2.1.44 coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A phenylpropanoid 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 phenylpropanoid 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 phenylpropanoid 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 phenylpropanoid 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 2.3.1.8 phosphate + acetyl-CoA = acetylphosphate + coenzyme A carbon monoxide dehydrogenase 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 2.3.3.- 2-oxo-4-methylthiobutanoate + acetyl-CoA + H2O = 2-(2'-methylthio)ethylmalic-acid + coenzyme A homomethionine 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 2.3.1.9 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 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 tryptophan 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 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid biosynthesis (plants)
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 = a 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 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A arginine 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 2.3.1.1 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 2.3.1.39 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 4.1.3.36 O-succinylbenzoyl-CoA = coenzyme A + 1,4-dihydroxy-2-naphthoate menaquinone 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 H2O + 3-hydroxy-isobutyryl-CoA = 3-hydroxy-isobutyrate + coenzyme A valine 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 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine 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 + 6-carboxyhexanoyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin 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
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
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 homocysteine and cysteine interconversion
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 4.4.1.11 L-methionine + H2O = ammonia + 2-oxobutanoate + methanethiol methionine degradation
18:2-16:0-PG 1-18:2-2-16:0-phosphatidylglycerol*1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:0-PG = 18:3-16:0-PG phospholipid desaturation
18:2-16:0-PG 1-18:2-2-16:0-phosphatidylglycerol*1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:0-PG = 18:2-t16:1-PG phospholipid desaturation
18:2-16:0-PG 1-18:2-2-16:0-phosphatidylglycerol*1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 747.0 C40 H75 O10 P1 C(OP(=O)(O)OCC(O)CO)C(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:1-16:0-PG = 18:2-16:0-PG phospholipid desaturation
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 phenylpropanoid 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 phenylpropanoid 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 phenylpropanoid 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))) 2.3.1.74 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))) 6.2.1.12 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + AMP phenylpropanoid 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 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + 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 + diphosphate + 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 = pyrroline 5-carboxylate + a reduced acceptor proline degradation
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
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 II
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 = diphosphate + 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 2.7.4.6 dUDP + ATP = dUTP + ADP 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 = dUTP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
D-myo-inositol (3)-monophosphate 1-L-myo-inositol-1-p*L-myo-inositol 1-phosphate*inositol 1-phosphate*myo-inositol 1-phosphate*1D-myo-inositol 3-phosphate*Ins(3)P1*1D-myo-inositol 3-monophosphate*myo-inositol 1-monophosphate*Ins3P*1L-myo-inositol 1-phosphate*myo-inositol phosphate 259.129 C6 H12 O9 P1 C1(C(O)C(O)C(O)C(O)C(O)1)(OP(O)([O-1])=O) RXN-7202 D-myo-inositol (3)-monophosphate + ATP = D-myo-inositol (3,4)-bisphosphate + ADP lipid-independent phytate biosynthesis
D-myo-inositol (3)-monophosphate 1-L-myo-inositol-1-p*L-myo-inositol 1-phosphate*inositol 1-phosphate*myo-inositol 1-phosphate*1D-myo-inositol 3-phosphate*Ins(3)P1*1D-myo-inositol 3-monophosphate*myo-inositol 1-monophosphate*Ins3P*1L-myo-inositol 1-phosphate*myo-inositol phosphate 259.129 C6 H12 O9 P1 C1(C(O)C(O)C(O)C(O)C(O)1)(OP(O)([O-1])=O) 2.7.1.64 myo-inositol + ATP = D-myo-inositol (3)-monophosphate + ADP lipid-independent phytate biosynthesis
D-myo-inositol (3)-monophosphate 1-L-myo-inositol-1-p*L-myo-inositol 1-phosphate*inositol 1-phosphate*myo-inositol 1-phosphate*1D-myo-inositol 3-phosphate*Ins(3)P1*1D-myo-inositol 3-monophosphate*myo-inositol 1-monophosphate*Ins3P*1L-myo-inositol 1-phosphate*myo-inositol phosphate 259.129 C6 H12 O9 P1 C1(C(O)C(O)C(O)C(O)C(O)1)(OP(O)([O-1])=O) 5.5.1.4 beta-D-glucose-6-phosphate = D-myo-inositol (3)-monophosphate lipid-independent phytate biosynthesis
pelargonidin-3-O-beta-D-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(O)c4)) 2.4.1.115 UDP-D-glucose + pelargonidin = UDP + pelargonidin-3-O-beta-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
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 13-LOX and 13-HPL pathway
leucocyanidin a flavan-3,4-diol*2,3-trans-3,4-cis-leucocyanidin 306.271 C15 H14 O7 c3(c2(OC(c1(cc(O)c(O)cc1))C(O)C(O)c2c(O)cc(O)3)) 1.14.11.- leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
leucocyanidin a flavan-3,4-diol*2,3-trans-3,4-cis-leucocyanidin 306.271 C15 H14 O7 c3(c2(OC(c1(cc(O)c(O)cc1))C(O)C(O)c2c(O)cc(O)3)) 1.17.1.3 leucocyanidin + NADPH = 2,3-trans-catechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
leucocyanidin a flavan-3,4-diol*2,3-trans-3,4-cis-leucocyanidin 306.271 C15 H14 O7 c3(c2(OC(c1(cc(O)c(O)cc1))C(O)C(O)c2c(O)cc(O)3)) 1.1.1.219 dihydroquercetin + NADPH = leucocyanidin + NADP+ leucopelargonidin and leucocyanidin biosynthesis
verbascose α-D-Galp-(1->6)-α-D-Galp-(1-.6)-α-D-Galp-(1->6)-α-D-Glcp-(1->2)-β-D-Fruf 828.725 C30 H52 O26 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(C(O)C(O)C3O)COC4(OC(C(O)C(O)C4O)COC5(C(O)C(O)C(O)C(O5)CO))))) 2.4.1.- verbascose + galactinol = ajugose + myo-inositol ajugose biosynthesis I (galactinol-dependent)
verbascose α-D-Galp-(1->6)-α-D-Galp-(1-.6)-α-D-Galp-(1->6)-α-D-Glcp-(1->2)-β-D-Fruf 828.725 C30 H52 O26 C(O)C1(OC(CO)(C(O)C1O)OC2(OC(C(O)C(O)C2O)COC3(OC(C(O)C(O)C3O)COC4(OC(C(O)C(O)C4O)COC5(C(O)C(O)C(O)C(O5)CO))))) 2.4.1.- stachyose + galactinol = verbascose + myo-inositol ajugose biosynthesis I (galactinol-dependent)
dihydrosterculate dihydrosterculic acid 296.492 C19 H36 O2 CCCCCCCCC1(C(C1)CCCCCCCC(O)=O) RXN-7422 dihydrosterculate = sterculate cyclopropane and cyclopropene fatty acid biosynthesis
dihydrosterculate dihydrosterculic acid 296.492 C19 H36 O2 CCCCCCCCC1(C(C1)CCCCCCCC(O)=O) 2.1.1.79 oleate + S-adenosyl-L-methionine = dihydrosterculate + S-adenosyl-L-homocysteine cyclopropane and cyclopropene fatty acid 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
GA12-aldehyde GA12-aldehyde*gibberellin A12-aldehyde*gibberellin A12-aldehyde 316.439 C20 H28 O3 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C=O)(CC(CC3)C(C4)=C)))) 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O GA12 biosynthesis
GA12-aldehyde GA12-aldehyde*gibberellin A12-aldehyde*gibberellin A12-aldehyde 316.439 C20 H28 O3 CC1(C(O)=O)([CH]2(C(C)(CCC1)[CH]3(C4(C2C=O)(CC(CC3)C(C4)=C)))) 1.14.13.79 ent-7-alpha-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + 2 H2O GA12 biosynthesis
gamma-tocopherol 416.686 C28 H48 O2 Cc2(c1(OC(C)(CCc1cc(O)c(C)2)CCCC(C)CCCC(C)CCCC(C)C)) 2.1.1.95 gamma-tocopherol + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + alpha-tocopherol vitamin E biosynthesis
gamma-tocopherol 416.686 C28 H48 O2 Cc2(c1(OC(C)(CCc1cc(O)c(C)2)CCCC(C)CCCC(C)CCCC(C)C)) RXN-2543 2,3-dimethyl-6-phytyl-1,4-benzoquinone = gamma-tocopherol vitamin E biosynthesis
heme o 838.868 C49 H58 N4 O5 FE1 Cc8(c3(n7([Fe]25(n4(c(=CC1(C(C)=C(C(N=12)=C3)C=C))c(c(C)c4=CC6(=N5C(C(=C6C)CCC(=O)O)=Cc7c8CCC(=O)O))C(O)CCC=C(C)CCC=C(C)CCC=C(C)C))))) 2.5.1.- protoheme IX + trans, trans-farnesyl diphosphate + H2O = heme o + diphosphate superpathway of proto- and siroheme 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 2.4.2.18 anthranilate + 5-phosphoribosyl 1-pyrophosphate = N-(5'-phosphoribosyl)-anthranilate + diphosphate 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 2.3.1.39 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 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 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.- a fatty acyl CoA + malonyl-CoA = a 3-ketoacyl-CoA + CO2 + coenzyme A very long chain fatty acid 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 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(O[CH](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(O[CH](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(O[CH](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(O[CH](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 xanthophyll cycle
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(O[CH](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(O[CH](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 xanthophyll cycle
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(O[CH](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(O[CH](C(O)CO)C(=O)C(O)=1)(O) LIGAND-CPD:C00072*CAS:50-81-7 1.3.2.3 2 oxidized cytochrome c + L-galactono-1,4-lactone = 2 reduced cytochrome c + L-ascorbate ascorbate biosynthesis
L-ascorbate vitamin C*ascorbate*L-ascorbate (vitamin C)*ascorbic acid 176.126 C6 H8 O6 C1(O[CH](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(O[CH](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(O[CH](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-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
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
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 kaempferol glucoside biosynthesis (Arabidopsis)
kaempferol 286.24 C15 H10 O6 c1(O)(ccc(cc1)C2(=C(O)C(=O)c3(c(O2)cc(O)cc3O))) 2.4.1.237 kaempferol + UDP-D-glucose = kaempferol 7-O-glucoside + UDP kaempferol glucoside biosynthesis (Arabidopsis)
kaempferol 286.24 C15 H10 O6 c1(O)(ccc(cc1)C2(=C(O)C(=O)c3(c(O2)cc(O)cc3O))) 2.4.1.- kaempferol + dTDP-alpha-L-rhamnose = kaempferol-3-rhamnoside + dTDP kaempferol glucoside biosynthesis (Arabidopsis)
kaempferol 286.24 C15 H10 O6 c1(O)(ccc(cc1)C2(=C(O)C(=O)c3(c(O2)cc(O)cc3O))) RXN1F-93 dihydrokaempferol + alpha-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol 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
a omega-hydroxy fatty acid RXN-4465 a omega-hydroxy fatty acid + O2 = a omega-oxo fatty acid + H2O2 fatty acid omega-oxidation
a omega-hydroxy fatty acid RXN-4464 a fatty acid = a omega-hydroxy fatty acid fatty acid omega-oxidation
GDP-D-rhamnose GDP-6-deoxy-D-mannose 589.345 C16 H25 N5 O15 P2 CC1(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)))) 1.1.1.187 NAD(P)H + GDP-4-dehydro-6-deoxy-D-mannose + H+ = NAD(P)+ + GDP-D-rhamnose GDP-D-rhamnose biosynthesis
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-1])=O)C(OP(O)([O-1])=O)C(O)C(C(O)1)OP(O)([O-1])=O)(O) CAS:85166-31-0*CAS:88269-39-0 2.7.1.151 D-myo-inositol (1,4,5)-trisphosphate + ATP = D-myo-inositol (1,4,5,6)-tetrakisphosphate + ADP lipid-dependent phytate biosynthesis I (via Ins(1,4,5)P3)
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-1])=O)C(OP(O)([O-1])=O)C(O)C(C(O)1)OP(O)([O-1])=O)(O) CAS:85166-31-0*CAS:88269-39-0 3.1.4.11 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H2O = a 1,2-diacylglycerol + D-myo-inositol (1,4,5)-trisphosphate phospholipases
2,3-cis-proanthocyanidin proanthocyanidin 578.528 C30 H26 O12 c1(c2(c(c(O)cc(O)1)C(C(O)C(O2)c3(cc(O)c(O)cc3))c6(c5(OC(c4(cc(O)c(O)cc4))C(O)Cc5c(O)cc(O)6)))) RXN-1485 afzelechin + 2,3-trans-catechin = 2,3-cis-proanthocyanidin proanthocyanidin biosynthesis from flavanols
cis-zeatin riboside cZR 351.361 C15 H21 N5 O5 C1(O[CH](CO)C(O)C(O)1)N2(c3(c(N=C2)c(ncn3)NCC=C(C)CO)) RXN-4541 cis-zeatin riboside + H2O = cis-zeatin + D-ribose cis-zeatin biosynthesis
cis-zeatin riboside cZR 351.361 C15 H21 N5 O5 C1(O[CH](CO)C(O)C(O)1)N2(c3(c(N=C2)c(ncn3)NCC=C(C)CO)) RXN-4542 cis-zeatin riboside monophosphate + H2O = cis-zeatin riboside + phosphate cis-zeatin biosynthesis
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:56-41-7 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + 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:56-41-7 2.3.1.47 L-alanine + 6-carboxyhexanoyl-CoA = CO2 + coenzyme A + 8-amino-7-oxononanoate biotin biosynthesis
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:56-41-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:56-41-7 2.6.1.2 alpha-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:56-41-7 RXN-2944 indole-3-acetate + L-alanine = indole-3-acetyl-ala + H2O IAA conjugate biosynthesis
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*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:56-41-7 2.8.1.- molybdenum cofactor (dioxyo) + L-cysteine = molybdenum cofactor (sulfide) + L-alanine + H2O molybdenum cofactor biosynthesis
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:56-41-7 2.6.1.19 4-aminobutyrate + pyruvate = succinate semialdehyde + L-alanine glutamate degradation II
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:56-41-7 3.5.1.- indole-3-acetyl-ala + H2O = indole-3-acetate + L-alanine IAA biosynthesis II
L-alanine alanine*L-α-alanine 89.094 C3 H7 N1 O2 C(O)(=O)C(N)C LIGAND-CPD:C00041*CAS:56-41-7 3.7.1.3 3-hydroxy-L-kynurenine + H2O = 3-hydroxy-anthranilate + L-alanine tryptophan degradation
5-methylthioribose-1-phosphate S5-methyl-5-thio-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*S-methyl-5-thio-α-D-ribose 1-phosphate*S-methyl-5-thio-D-ribose 1-phosphate 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
5-methylthioribose-1-phosphate S5-methyl-5-thio-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*S-methyl-5-thio-α-D-ribose 1-phosphate*S-methyl-5-thio-D-ribose 1-phosphate 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
FMN flavin mononucleotide 456.348 C17 H21 N4 O9 P1 C1(c2(c(=NC(=O)N1)n(c3(c(n2)cc(C)c(c3)C))CC(O)C(O)C(O)COP(=O)(O)O))(=O) PUBCHEM:710*PUBCHEM:710*LIGAND-CPD:C00061*CAS:146-17-8 2.7.7.2 FMN + ATP = FAD + diphosphate riboflavin and FMN and FAD biosynthesis
FMN flavin mononucleotide 456.348 C17 H21 N4 O9 P1 C1(c2(c(=NC(=O)N1)n(c3(c(n2)cc(C)c(c3)C))CC(O)C(O)C(O)COP(=O)(O)O))(=O) PUBCHEM:710*PUBCHEM:710*LIGAND-CPD:C00061*CAS:146-17-8 2.7.1.26 riboflavin + ATP = FMN + ADP riboflavin and FMN and FAD biosynthesis
Mg-protoporphyrin monomethyl ester magnesium-protoporphyrin IX 13-monomethyl ester*Mg-protoporphyrin monomethyl ester*magnesium protoporphyrin monomethyl ester*MgPMME*magnesium-protoporphyrin IX 13-methyl ester*MgP monomethyl ester 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*magnesium-protoporphyrin IX 13-methyl ester*MgP monomethyl ester 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-L-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis
GA51 gibberellin A51*gibberellin A51*GA51 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.- GA51 + alpha-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
GA51 gibberellin A51*gibberellin A51*GA51 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 + alpha-ketoglutarate + O2 = GA51 + succinate + CO2 gibberellin inactivation
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 + diphosphate carotenoid biosynthesis
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 2 geranylgeranyl diphosphate = prephytoene diphosphate + diphosphate carotenoid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.7 5-phosphoribosyl 1-pyrophosphate + adenine = AMP + diphosphate salvage pathways of purine nucleosides
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.17 ATP + 5-phosphoribosyl 1-pyrophosphate = phosphoribosyl-ATP + diphosphate histidine biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.10 5-phosphoribosyl 1-pyrophosphate + orotate = orotidine-5'-phosphate + diphosphate de novo biosynthesis of pyrimidine ribonucleotides
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.19 5-phosphoribosyl 1-pyrophosphate + quinolinate = CO2 + diphosphate + nicotinate nucleotide NAD biosynthesis (from aspartate)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.1.90 D-fructose-6-phosphate + diphosphate = phosphate + fructose-1,6-bisphosphate glycolysis I (plant cytosol)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 3.6.1.1 H2O + diphosphate = 2 phosphate UDP-glucose conversion
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = diphosphate + inosine-5'-phosphate salvage pathways of purine nucleosides
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.18 anthranilate + 5-phosphoribosyl 1-pyrophosphate = N-(5'-phosphoribosyl)-anthranilate + diphosphate tryptophan biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides II
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.14 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O = 5-phospho-beta-D-ribosyl-amine + diphosphate + L-glutamate de novo biosynthesis of purine nucleotides I
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.11 nicotinate + 5-phosphoribosyl 1-pyrophosphate = nicotinate nucleotide + diphosphate pyridine nucleotide cycling (plants)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 4.2.3.15 geranyl-PP = myrcene + diphosphate monoterpene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis (from aspartate)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 3.5.4.- GTP + H2O = cyclic pyranopterin monophosphate + diphosphate molybdenum cofactor biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.- molybdopterin + ATP = molybdopterin-AMP + diphosphate molybdenum cofactor biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.32 prephytoene diphosphate = phytoene + diphosphate carotenoid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.10 alpha-D-galactose 1-phosphate + UTP = UDP-galactose + diphosphate galactose degradation I
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.2.1.3 a fatty acid + coenzyme A + ATP = a fatty acyl CoA + diphosphate + AMP acyl-CoA synthetase pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + diphosphate coenzyme A biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + CMP coenzyme A biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.- chlorophyllide b + phytyl-PP = chlorophyll b + diphosphate chlorophyll cycle
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.- chlorophyllide a + geranylgeranyl diphosphate = geranylgeranyl-chlorophyll a + diphosphate chlorophyll a biosynthesis II
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.- 1,4-dihydroxy-2-naphthoate + phytyl-PP = demethylphylloquinone + CO2 + diphosphate phylloquinone biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA + AMP + diphosphate phylloquinone biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.30 beta-L-fucose 1-phosphate + GTP = GDP-L-fucose + diphosphate GDP-L-fucose biosynthesis II (from L-fucose)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.37 beta-L-arabinose 1-phosphate + UTP = UDP-L-arabinose + diphosphate UDP-L-arabinose biosynthesis II (from L-arabinose)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.44 alpha-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate inositol oxidation pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 RXN-3 alpha-D-galacturonate 1-phosphate + UTP = UDP-D-galacturonate + diphosphate UDP-D-galacturonate biosynthesis II (from D-galacturonate)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + diphosphate + AMP beta-alanine biosynthesis II
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.8 a tRNA + dimethylallyl-pyrophosphate = prenyl-tRNA + diphosphate cis-zeatin biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 4.2.3.14 geranyl-PP = alpha-pinene + diphosphate monoterpene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 RXN-5109 geranyl-PP = (E)-beta-ocimene + diphosphate monoterpene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 4.2.3.16 geranyl-PP = limonene + diphosphate monoterpene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 RXN-5108 geranyl-PP = terpinolene + diphosphate monoterpene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 4.2.3.14 geranyl-PP = (-)-(1S,5S)-beta-pinene + diphosphate monoterpene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 RXN-5103 geranyl-PP = (-)-(1S)-sabinene + diphosphate monoterpene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 RXN-5101 geranyl-PP + H2O = (-)-(4S)-alpha-terpineol + diphosphate monoterpene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 RXN-5123 geranyl-PP = (Z)-beta-ocimene + diphosphate monoterpene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.- dimethylallyl-pyrophosphate + ATP = isopentenyladenosine-5'-triphosphate + diphosphate trans-zeatin biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.- dimethylallyl-pyrophosphate + ADP = isopentenyladenosine-5'-diphosphate + diphosphate trans-zeatin biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.27 dimethylallyl-pyrophosphate + AMP = isopentenyladenosine-5'-monophosphate + diphosphate trans-zeatin biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + diphosphate sterol biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.21 presqualene diphosphate + NAD(P)H = squalene + NAD(P)+ + diphosphate cholesterol biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 RXN-2761 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.5.4 H2O + L-glutamine + L-aspartate + ATP = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 3.1.7.2 guanosine 5'-diphosphate,3'-diphosphate + H2O = diphosphate + GDP ppGpp biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.3 4-methyl-5-(beta-hydroxyethyl)thiazole phosphate + 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate = thiamine-phosphate + diphosphate thiamin biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*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 + diphosphate methylerythritol phosphate pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.2.1.3 coenzyme A + a fatty acid + ATP = an acyl-CoA + diphosphate + AMP fatty acid beta-oxidation I (saturated)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + diphosphate suberin biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.2.1.12 caffeate + coenzyme A + ATP = caffeoyl-CoA + AMP + diphosphate suberin biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 UPPSYN-RXN a cis,trans-polyisoprenyln-PP + delta3-isopentenyl-PP = diphosphate + cis,trans-polyisoprenyln+1-PP polyisoprenoid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.- a trans-polyisoprenyln-PP + delta3-isopentenyl-PP = trans-polyisoprenyln+1-PP + diphosphate polyisoprenoid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = diphosphate + geranyl-PP geranyldiphosphate biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = diphosphate + geranyl-PP trans,trans-farnesyl diphosphate biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = diphosphate + geranyl-PP geranylgeranyldiphosphate biosynthesis II (plastidic)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.1 dimethylallyl-pyrophosphate + delta3-isopentenyl-PP = diphosphate + geranyl-PP polyisoprenoid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 DMK-RXN 1,4-dihydroxy-2-naphthoate + octaprenyl diphosphate = demethylmenaquinone-8 + diphosphate + CO2 menaquinone biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = AMP + diphosphate + O-succinylbenzoyl-CoA menaquinone biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 3.6.1.- 7,8-dihydroneopterin 3'-triphosphate + H2O = dihydroneopterin phosphate + diphosphate tetrahydrofolate biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP de novo biosynthesis of purine nucleotides I
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis (from aspartate)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.2 FMN + ATP = FAD + diphosphate riboflavin and FMN and FAD biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.32 2 geranylgeranyl diphosphate = prephytoene diphosphate + diphosphate carotenoid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis II
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.21 2 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate sterol biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.21 2 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate cholesterol biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis I
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis II (acetyl cycle)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.- protoheme IX + trans, trans-farnesyl diphosphate + H2O = heme o + diphosphate superpathway of proto- and siroheme biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.12 tRNAasp + L-aspartate + ATP = L-aspartyl-tRNAasp + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 3.6.1.23 H2O + dUTP = diphosphate + dUMP de novo biosynthesis of pyrimidine deoxyribonucleotides
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.21 tRNAhis + L-histidine + ATP = L-histidyl-tRNAhis + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.6 tRNAlys + L-lysine + ATP = L-lysyl-tRNAlys + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.16 tRNAcys + L-cysteine + ATP = L-cysteinyl-tRNAcys + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + diphosphate chlorophyll cycle
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + diphosphate chlorophyll a biosynthesis I
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.13 alpha-D-mannose 1-phosphate + GTP = GDP-D-mannose + diphosphate ascorbate biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate phospholipid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate choline biosynthesis III
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate riboflavin and FMN and FAD biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.14 phosphoryl-ethanolamine + CTP = CDP-ethanolamine + diphosphate phospholipid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 RXN-2541 homogentisate + phytyl-PP = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + diphosphate + NAD+ + L-glutamate NAD biosynthesis (from aspartate)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = AMP + diphosphate + NAD+ + L-glutamate pyridine nucleotide cycling (plants)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.2 tRNAtrp + L-tryptophan + ATP = L-tryptophanyl-tRNAtrp + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.1 L-tyrosine + tRNAtyr + ATP = L-tyrosyl-tRNAtyr + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + diphosphate histidine biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.27 alpha-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate starch biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.29 delta3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis I (cytosolic)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.29 delta3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction (assimilatory)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate activation for sulfonation
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.4.2.8 guanine + 5-phosphoribosyl 1-pyrophosphate = diphosphate + GMP salvage pathways of purine nucleosides
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.3 tRNAthr + L-threonine + ATP = L-threonyl-tRNAthr + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.20 tRNAphe + L-phenylalanine + ATP = L-phenylalanyl-tRNAphe + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine SAM cycle
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine adenosylmethionine biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.6 ATP + L-methionine + H2O = phosphate + diphosphate + S-adenosyl-L-methionine methionine salvage pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate phospholipid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.41 CTP + an L-phosphatidate = a CDP-diacylglycerol + diphosphate cardiolipin biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 4.2.3.19 ent-copalyl diphosphate = diphosphate + ent-kaur-16-ene ent-kaurene biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = diphosphate + trans, trans-farnesyl diphosphate trans,trans-farnesyl diphosphate biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = diphosphate + trans, trans-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.10 geranyl-PP + delta3-isopentenyl-PP = diphosphate + trans, trans-farnesyl diphosphate polyisoprenoid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.11 tRNAser + L-serine + ATP = L-seryl-tRNAser + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.18 tRNAgln + L-glutamine + ATP = L-glutaminyl-tRNAgln + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.5 tRNAile + L-isoleucine + ATP = L-isoleucyl-tRNAile + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.4 L-leucine + tRNAleu + ATP = L-leucyl-tRNAleu + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.10 tRNAmet + L-methionine + ATP = L-methionyl-tRNAmet + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.9 tRNAval + L-valine + ATP = L-valyl-tRNAval + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + diphosphate UDP-N-acetyl-D-glucosamine biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate galactose degradation I
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate colanic acid building blocks biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate galactose degradation II
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate UDP-glucose conversion
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.7.7.9 alpha-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation to ethanol and lactate (anaerobic)
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.14 tRNAgly + glycine + ATP = glycyl-tRNAgly + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.15 L-proline + tRNApro + ATP = L-prolyl-tRNApro + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + diphosphate tetrahydrofolate biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.7 tRNAala + L-alanine + ATP = L-alanyl-tRNAala + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.19 tRNAarg + L-arginine + ATP = L-arginyl-tRNAarg + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.1.1.22 tRNAasn + L-asparagine + ATP = L-asparaginyl-tRNAasn + diphosphate + AMP tRNA charging pathway
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.2.1.12 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.2.1.12 4-coumarate + coenzyme A + ATP = coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides II
diphosphate PPi*PP*pyrophosphate 177.975 H4 O7 P2 O(P(O)(O)=O)P(O)(=O)O LIGAND-CPD:C00013*CAS:09/03/2466*CAS:2466-09-3 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP de novo biosynthesis of purine nucleotides 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 5.3.1.16 phosphoribosylformiminoAICAR-phosphate = phosphoribulosylformimino-AICAR-P histidine 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 3.5.4.19 phosphoribosyl-AMP + H2O = phosphoribosylformiminoAICAR-phosphate histidine 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 de novo biosynthesis of purine nucleotides 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 GDP + a reduced thioredoxin = dGDP + a thioredoxin disulfide + H2O de novo biosynthesis of purine nucleotides 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 + reduced glutaredoxin = dGDP + oxidized glutaredoxin + H2O de novo biosynthesis of purine nucleotides I
pantothenate (R)-pantothenate*vitamin B5*pantothenic acid*D-pantothenic acid 219.237 C9 H17 N1 O5 CC(CO)(C)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(CO)(C)C(O)C(=O)NCCC(=O)O LIGAND-CPD:C00864*CAS:79-83-4 6.3.2.1 beta-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis II
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
tRNAGlu tRNAglt*TRNA(GLT) LIGAND-CPD:C01641 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tetrapyrrole biosynthesis
tRNAGlu tRNAglt*TRNA(GLT) LIGAND-CPD:C01641 6.1.1.17 tRNAGlu + L-glutamate + ATP = L-glutamyl-tRNAGlu + diphosphate + AMP tRNA charging pathway
tRNAGlu tRNAglt*TRNA(GLT) LIGAND-CPD:C01641 1.2.1.70 L-glutamyl-tRNAGlu + NADPH + H+ = glutamate-1-semialdehyde + NADP+ + tRNAGlu tetrapyrrole biosynthesis
indolylmethyl glucosinolate aglycone 286.32 C10 H10 N2 O4 S2 c1(c(CC([SH])=NOS(O)(=O)=O)c2(c([nH]1)cccc2)) RXN-1444 indolylmethyl-glucosinolate + H2O = indolylmethyl glucosinolate aglycone + beta-D-glucose glucosinolate biosynthesis from tryptophan
5'-methylthioadenosine methylthioadenosine*S-methyl-5'-thioadenosine*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
5'-methylthioadenosine methylthioadenosine*S-methyl-5'-thioadenosine*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*S-methyl-5'-thioadenosine*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
5'-methylthioadenosine methylthioadenosine*S-methyl-5'-thioadenosine*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*S-methyl-5'-thioadenosine*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 polyamine biosynthesis
5'-methylthioadenosine methylthioadenosine*S-methyl-5'-thioadenosine*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
molybdopterin-AMP adenylated molybdopterin 722.537 C20 H24 N10 O12 P2 S2 c12(c(c(=O)nc(N)n1)NC3(C(N2)OC(C(S)=C(S)3)COP([O-1])(=O)OP([O-1])(=O)OCC4(OC(C(O)C(O)4)n5(c6(c(nc5)c(N)ncn6))))) 3.6.1.- molybdopterin-AMP + MoO42- = molybdenum cofactor (dioxyo) + AMP + H2O molybdenum cofactor biosynthesis
molybdopterin-AMP adenylated molybdopterin 722.537 C20 H24 N10 O12 P2 S2 c12(c(c(=O)nc(N)n1)NC3(C(N2)OC(C(S)=C(S)3)COP([O-1])(=O)OP([O-1])(=O)OCC4(OC(C(O)C(O)4)n5(c6(c(nc5)c(N)ncn6))))) 2.7.7.- molybdopterin + ATP = molybdopterin-AMP + diphosphate molybdenum cofactor biosynthesis
a corrinoid Fe-S protein 2.1.1.- 5-methyl-THF + a corrinoid Fe-S protein = tetrahydrofolate + a methylated corrinoid Fe-S protein carbon monoxide dehydrogenase pathway
18:2-16:1-MGDG 1-18:2-2-16:1-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:1-MGDG = 18:3-16:1-MGDG glycolipid desaturation
18:2-16:1-MGDG 1-18:2-2-16:1-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:1-MGDG = 18:2-16:2-MGDG glycolipid desaturation
18:2-16:1-MGDG 1-18:2-2-16:1-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:2-16:0-MGDG = 18:2-16:1-MGDG glycolipid desaturation
18:2-16:1-MGDG 1-18:2-2-16:1-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z-hexadecenoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(OC1(C(O)C(O)C(O)C(O1)CO))C(OC(=O)CCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC 1.14.99.- 18:1-16:1-MGDG = 18:2-16:1-MGDG glycolipid desaturation
sulfur donor (S) S NCI:403664*CAS:7704-34-9 2.8.1.6 dethiobiotin + sulfur donor = 9-mercaptodethiobiotin biotin biosynthesis
3-deoxy-D-manno-octulosonate 8-P 3-deoxy-D-manno-octulosonate 8-phosphate*2-dehydro-3-deoxy-D-octonate 8-P*2-dehydro-3-deoxy-D-octonate 8-phosphate*KDO-8P 318.174 C8 H15 O11 P1 C(OP(O)(O)=O)C(O)C(O)C(O)C(O)CC(=O)C(O)=O LIGAND-CPD:C04478 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
3-deoxy-D-manno-octulosonate 8-P 3-deoxy-D-manno-octulosonate 8-phosphate*2-dehydro-3-deoxy-D-octonate 8-P*2-dehydro-3-deoxy-D-octonate 8-phosphate*KDO-8P 318.174 C8 H15 O11 P1 C(OP(O)(O)=O)C(O)C(O)C(O)C(O)CC(=O)C(O)=O LIGAND-CPD:C04478 3.1.3.45 3-deoxy-D-manno-octulosonate 8-P + H2O = 3-deoxy-D-manno-octulosonate + phosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
3-deoxy-D-manno-octulosonate 8-P 3-deoxy-D-manno-octulosonate 8-phosphate*2-dehydro-3-deoxy-D-octonate 8-P*2-dehydro-3-deoxy-D-octonate 8-phosphate*KDO-8P 318.174 C8 H15 O11 P1 C(OP(O)(O)=O)C(O)C(O)C(O)C(O)CC(=O)C(O)=O LIGAND-CPD:C04478 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis II (from D-ribulose 5-phosphate)
3-deoxy-D-manno-octulosonate 8-P 3-deoxy-D-manno-octulosonate 8-phosphate*2-dehydro-3-deoxy-D-octonate 8-P*2-dehydro-3-deoxy-D-octonate 8-phosphate*KDO-8P 318.174 C8 H15 O11 P1 C(OP(O)(O)=O)C(O)C(O)C(O)C(O)CC(=O)C(O)=O LIGAND-CPD:C04478 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P + phosphate CMP-KDO biosynthesis I (from D-arabinose 5-phosphate)
5,10-methenyl-H4PteGlu(n) C8 H10 N6 O1 R1 3.5.4.9 5,10-methenyl-H4PteGlu(n) + H2O = an N10-formyl-tetrahydrofolate tetrahydrofolate biosynthesis
2-coumarate 2-Hydroxycinnamate*trans-2-hydroxycinnamate*o-coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(c(O)cccc1) 2.4.1.114 2-coumarate + UDP-D-glucose = trans-beta-D-Glucosyl-2-hydroxycinnamate + UDP coumarin biosynthesis (via 2-coumarate)
2-coumarate 2-Hydroxycinnamate*trans-2-hydroxycinnamate*o-coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(c(O)cccc1) 1.14.13.14 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 2-coumarate coumarin biosynthesis (via 2-coumarate)
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
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 N-carbamoyl-L-aspartate = dihydroorotate + H2O de novo biosynthesis of pyrimidine ribonucleotides
isopentenyladenosine-5'-monophosphate iPMP*isopentenyladenosine riboside-5'-monophosphate*iPRMP 415.342 C15 H22 N5 O7 P1 C1(C(O)C(O)C(O1)COP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)C)) RXN-4313 isopentenyladenosine-5'-monophosphate + H2O = isopentenyl adenosine + phosphate trans-zeatin biosynthesis
isopentenyladenosine-5'-monophosphate iPMP*isopentenyladenosine riboside-5'-monophosphate*iPRMP 415.342 C15 H22 N5 O7 P1 C1(C(O)C(O)C(O1)COP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)C)) RXN-4308 isopentenyladenosine-5'-monophosphate + NADPH + H2O = trans-zeatin riboside monophosphate + NADP+ trans-zeatin biosynthesis
isopentenyladenosine-5'-monophosphate iPMP*isopentenyladenosine riboside-5'-monophosphate*iPRMP 415.342 C15 H22 N5 O7 P1 C1(C(O)C(O)C(O1)COP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)C)) 2.5.1.27 dimethylallyl-pyrophosphate + AMP = isopentenyladenosine-5'-monophosphate + diphosphate trans-zeatin biosynthesis
isopentenyladenosine-5'-monophosphate iPMP*isopentenyladenosine riboside-5'-monophosphate*iPRMP 415.342 C15 H22 N5 O7 P1 C1(C(O)C(O)C(O1)COP(O)(O)=O)n2(c3(c(nc2)c(ncn3)NCC=C(C)C)) RXN-4311 isopentenyladenosine-5'-diphosphate + H2O = isopentenyladenosine-5'-monophosphate + phosphate trans-zeatin biosynthesis
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 = H4PteGlu(n) + ATP + formate tetrahydrofolate biosynthesis
a tetrahydrofolate polyglutamate THF polyglutamate*THF(glu)n*H4PteGlun*tetrahydropteroylpolyglutamate*THF C7 H11 N6 O1 R1 6.3.2.17 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + phosphate + ADP formylTHF biosynthesis
a tetrahydrofolate polyglutamate THF polyglutamate*THF(glu)n*H4PteGlun*tetrahydropteroylpolyglutamate*THF C7 H11 N6 O1 R1 6.3.2.17 L-glutamate + H4PteGlu(n) + ATP = tetrahydropteroyl-[gamma-Glu](n+1) + phosphate + ADP tetrahydrofolate biosynthesis
dihydrocamalexate dihydrocamalexic acid*2-(indole-3-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid 246.283 C12 H10 N2 O2 S1 C1(=NC(CS1)C(=O)O)c2(c3(c([nH]c2)cccc3)) RXN-8275 dihydrocamalexate = camalexin + CO2 camalexin biosynthesis
dihydrocamalexate dihydrocamalexic acid*2-(indole-3-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid 246.283 C12 H10 N2 O2 S1 C1(=NC(CS1)C(=O)O)c2(c3(c([nH]c2)cccc3)) RXN-8274 unknown = dihydrocamalexate camalexin 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)))) 1.1.1.170 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
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 + diphosphate 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-L-homocysteine + ferulate free phenylpropanoid acid 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-L-homocysteine + ferulate suberin biosynthesis
caffeate caffeic acid 180.16 C9 H8 O4 C(O)(=O)C=Cc1(cc(O)c(O)cc1) 5.2.-.- caffeate = cis-caffeate esculetin 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+ free phenylpropanoid acid 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
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 + diphosphate 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))))))) 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + diphosphate 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.- chlorophyllide a + geranylgeranyl diphosphate = geranylgeranyl-chlorophyll a + diphosphate 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))))))) 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))))))) RXN-7739 chlorophyllide a = pheophorbide a + Mg2+ chlorophyll a degradation
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))))))) 3.1.1.14 chlorophyll a + H2O = chlorophyllide a + phytol chlorophyll a degradation
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
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.5.1 a ubiquinone + succinate = a ubiquinol + fumarate TCA cycle -- aerobic respiration
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.5.1 a ubiquinone + succinate = a ubiquinol + fumarate aerobic respiration
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.3.5.1 a ubiquinone + succinate = a ubiquinol + 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 6.2.1.5 succinyl-CoA + ADP + phosphate = succinate + coenzyme A + ATP TCA cycle -- aerobic respiration
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.13 GA1 + alpha-ketoglutarate + O2 = GA8 + succinate + CO2 gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.9 eriodictyol + O2 + alpha-ketoglutarate = dihydroquercetin + CO2 + succinate leucopelargonidin and leucocyanidin biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O 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 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA20 + alpha-ketoglutarate + O2 = GA29 + succinate + CO2 gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA8 + alpha-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA29 + alpha-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA9 + alpha-ketoglutarate + O2 = GA51 + succinate + CO2 gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA51 + alpha-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA34 + alpha-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA53 + alpha-ketoglutarate + O2 = GA97 + succinate + CO2 gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA44 + alpha-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA19 + alpha-ketoglutarate + O2 = 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA19 + alpha-ketoglutarate + O2 = GA20 + succinate + 2 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA53 + alpha-ketoglutarate + O2 = 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 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 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 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 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA25 + 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA24 + alpha-ketoglutarate + O2 = GA9 + succinate + 2 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA15 + O2 + alpha-ketoglutarate = GA24 + H2O + 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA12 + alpha-ketoglutarate + O2 = GA15 + 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- leucocyanidin + alpha-ketoglutarate + O2 = cyanidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 RXN-527 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 RXN1F-93 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 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 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 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 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 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 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 LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- GA4 + alpha-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.- leucopelargonidin + alpha-ketoglutarate + O2 = pelargonidin + succinate + CO2 + 2 H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.14.11.9 naringenin + O2 + alpha-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation II
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate arginine degradation I
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 1.2.1.16 succinate semialdehyde + NADP+ + H2O = NADPH + succinate arginine degradation I
succinate succinic acid*suc*succ*butanedioic acid*ethylenesuccinic acid 118.089 C4 H6 O4 C(=O)(O)CCC(O)=O LIGAND-CPD:C00042*CAS:110-15-6*CAS:110-15-6 4.1.3.1 isocitrate = glyoxylate + succinate glyoxylate cycle
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 + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides 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 + inosine-5'-phosphate + GTP = adenylo-succinate + phosphate + GDP de novo biosynthesis of purine nucleotides 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 3.5.4.25 3 H2O + GTP = diphosphate + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate + formate riboflavin and FMN and FAD 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 2.7.6.5 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 RXN0-746 GTP = dGTP + H2O de novo biosynthesis of purine nucleotides 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 2.7.7.30 beta-L-fucose 1-phosphate + GTP = GDP-L-fucose + diphosphate GDP-L-fucose biosynthesis II (from L-fucose)
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 + diphosphate 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 3.5.4.16 GTP + H2O = formate + 7,8-dihydroneopterin 3'-triphosphate 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.- GTP + H2O = cyclic pyranopterin monophosphate + diphosphate molybdenum cofactor 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 de novo biosynthesis of purine nucleotides I
nicotinate riboside 256.235 C11 H14 N1 O6 c2([n+1]([CH]1(O[CH](CO)[CH](O)[CH]1O))cccc2C(=O)O) 2.7.1.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
nicotinate riboside 256.235 C11 H14 N1 O6 c2([n+1]([CH]1(O[CH](CO)[CH](O)[CH]1O))cccc2C(=O)O) 2.4.2.1 nicotinate + D-ribulose-1-phosphate = nicotinate riboside + phosphate pyridine nucleotide cycling (plants)
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)
phytol 296.535 C20 H40 O1 CC(=CCO)CCCC(C)CCCC(C)CCCC(C)C 2.7.1.- phytol + CTP = phytyl monophosphate + CDP phytol salvage pathway
phytol 296.535 C20 H40 O1 CC(=CCO)CCCC(C)CCCC(C)CCCC(C)C 3.1.1.14 chlorophyll a + H2O = chlorophyllide a + phytol chlorophyll a degradation
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
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