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3-(2,3-dihydroxyphenyl)propanoate HMDB00254 HMDB HMDB00375 HMDB P77650 UniProt HMDB00134 HMDB (2Z)-2-hydroxypenta-2,4-dienoate HMDB06915 HMDB HMDB00930 HMDB C23H38N7O17P3S Acetyl-CoA 809.1258 2-Hydroxy-6-ketononatrienedioate 5280361 PubChem-compound 937 ChemSpider CHEBI:35697 ChEBI 553147 ChemSpider Succinic acid NADH ReactionCatalysis5129 ACTIVATION 1.0 2.0 439153 PubChem-compound 110-17-8 CAS 21883788 PubChem-compound SMILES O Acetolactate synthase isozyme 3 small subunit C9H10O3 3-(3-Hydroxyphenyl)propanoic acid 166.06299 ReactionCatalysis5128 ACTIVATION 637541 PubChem-compound 1.0 P51020 UniProt P0ABR5 UniProt 621-82-9 CAS ReactionCatalysis5130 ACTIVATION 1.0 ReactionCatalysis5131 ACTIVATION CHEBI:31082 ChEBI P0ABR9 UniProt NAD 3-phenylpropionate/cinnamic acid dioxygenase subunit beta 2-oxopent-4-enoate 4-hydroxy-2-oxopentanoate CHEBI:58222 ChEBI Acetolactate synthase isozyme 1 small subunit C11457 KEGG Compound 6816 PubChem-compound Pyruvic acid ReactionCatalysis5134 ACTIVATION 1.2.1.10 false 1.2.1.10 Acetaldehyde + Coenzyme A + NAD → Acetyl-CoA + Hydrogen Ion + NADH LEFT_TO_RIGHT CHEBI:15846 ChEBI ReactionCatalysis5135 ACTIVATION ReactionCatalysis5132 ACTIVATION ReactionCatalysis5133 ACTIVATION C3H4O3 Pyruvic acid 88.016045 3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase 1.0 Acetolactate synthase isozyme 1 large subunit HMDB01206 HMDB 1.0 1038 PubChem-compound C5H5O3 2-oxopent-4-enoate 113.024414 P0ADG1 UniProt C5H7O4 4-hydroxy-2-oxopentanoate 131.03499 588-30-7 CAS Acetolactate synthase isozyme 2 small subunit 952 ChemSpider 3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase P0ADF8 UniProt acetohydroxybutanoate synthase / acetolactate synthase HMDB59597 HMDB acetolactate synthase / acetohydroxybutanoate synthase C05350 KEGG Compound 274 ChemSpider 3-(3-Hydroxyphenyl)propanoic acid HMDB00902 HMDB Q47140 UniProt CHEBI:16908 ChEBI HMDB00243 HMDB C00900 KEGG Compound C9H8O6 2-Hydroxy-6-ketononatrienedioate 212.03209 C9H9O4 3-(2,3-dihydroxyphenyl)propanoate 181.05008 C5H5O3 (2Z)-2-hydroxypenta-2,4-dienoate 113.024414 Acetyl-CoA 1.0 1010 ChemSpider SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS 1.0 Acetolactate synthase isozyme 3 large subunit HMDB01423 HMDB 2-Hydroxy-2,4-pentadienoate Hydrogen Ion C9H8O2 trans-Cinnamic acid 148.05243 CPD-6641 BioCyc 2-Acetolactate 1.0 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 1.0 C00596 KEGG Compound SUC BioCyc 58-68-4 CAS C04044 KEGG Compound 21158453 PubChem-compound Oxygen 124-38-9 CAS 22 PubChem-compound P77044 UniProt C00007 KEGG Compound C00001 KEGG Compound C00122 KEGG Compound Acetolactate synthase isozyme 3 small subunit C00004 KEGG Compound C00003 KEGG Compound 1031 ChemSpider 2,3-dihydroxyphenylpropionate/2,3-dihydroxicinnamic acid 1,2-dioxygenase P77608 UniProt 3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase Fumaric acid 4.0 89 ChemSpider C4H4O4 Fumaric acid 116.010956 Reaction5882 false 3-(2,3-dihydroxyphenyl)propanoate + Oxygen → 2-Hydroxy-6-ketononadienedicarboxylate + Hydrogen Ion LEFT_TO_RIGHT 3-phenylpropionate/cinnamic acid dioxygenase subunit alpha Reaction5883 false 2-Hydroxy-6-ketononadienedicarboxylate + Water → (2Z)-2-hydroxypenta-2,4-dienoate + Hydrogen Ion + Succinic acid LEFT_TO_RIGHT Reaction5884 true (2Z)-2-hydroxypenta-2,4-dienoate → 2-oxopent-4-enoate LEFT_TO_RIGHT P77397 UniProt CHEBI:15741 ChEBI C21H28N7O14P2 NAD 664.11694 3-phenylpropionate/cinnamic acid dioxygenase subunit beta CPD-674 BioCyc 1.0 C00011 KEGG Compound SMILES O=C=O C00010 KEGG Compound 4-hydroxy-2-oxovalerate aldolase 1110 PubChem-compound 1.0 444539 PubChem-compound C21H29N7O14P2 NADH 665.12476 CHEBI:67152 ChEBI 1.0 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit C4H6O4 Succinic acid 118.02661 H Hydrogen Ion 1.007825 552441 ChemSpider C5H6O3 2-Hydroxy-2,4-pentadienoate 114.03169 http://identifiers.org/smpdb/SMP01904 SMPDB 2.0 trans-Cinnamic acid C00022 KEGG Compound 2-hydroxy-6-oxononatrienedioate hydrolase 2.0 53-84-9 CAS 2-hydroxypentadienoate hydratase Acetolactate synthase isozyme 2 large subunit 3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase C00024 KEGG Compound 2,3-dihydroxyphenylpropionate 1,2-dioxygenase 3-phenylpropionate dioxygenase system 2-hydroxy-6-oxononadienedioate/2-hydroxy-6-oxononatrienedioate hydrolase SMILES OC(=O)\C=C\C1=CC=CC(O)=C1 2-Hydroxy-6-ketononadienedicarboxylate C9H8O6 2-Hydroxy-6-ketononadienedicarboxylate 212.03319 2-Oxopent-4-enoate metabolism 1.0 SMILES CC(O)CC(=O)C([O-])=O SMILES [O-]C(=O)C(=O)CC=C SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O CHEBI:11641 ChEBI 5682 ChemSpider SMILES NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O CHEBI:1146900 ChEBI Water SMILES OC(=O)CCC(O)=O 5282147 PubChem-compound 2.0 5282145 PubChem-compound SMILES OC(=O)CCC1=C(O)C([O-])=CC=C1 SMILES OC(=O)C=CC(=O)C=CC=C(O)C(O)=O CO-A BioCyc SMILES [H]\C(C=C)=C(\[O-])C(O)=O Acetaldehyde dehydrogenase C00042 KEGG Compound 72-89-9 CAS 1078 ChemSpider 2,3-dihydroxyphenylpropionate/2,3-dihydroxicinnamic acid 1,2-dioxygenase Coenzyme A 3-phenylpropionate/cinnamic acid dioxygenase subunit alpha C21H36N7O16P3S Coenzyme A 767.11523 10197150 ChemSpider 6557 ChemSpider P00892 UniProt FUM BioCyc PW001890 PathWhiz SMILES CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N 388299 ChemSpider 7732-18-5 CAS 1.0 CHEBI:18012 ChEBI HMDB00990 HMDB 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin--NAD(+) reductase component SMILES OC(=O)CCC1=CC=CC(O)=C1 O2 Oxygen 31.98983 2-keto-4-pentenoate hydratase 127-17-3 CAS 1.0 acetohydroxybutanoate synthase / acetolactate synthase 1.14.13.127 false 1.14.13.127 3-(3-Hydroxyphenyl)propanoic acid + Hydrogen Ion + NADH + Oxygen → 3-(2,3-dihydroxyphenyl)propanoate + NAD + Water LEFT_TO_RIGHT acetolactate synthase / acetohydroxybutanoate synthase 3 acetohydroxybutanoate synthase / acetolactate synthase 2 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit P00893 UniProt P00894 UniProt P0CI31 UniProt 392447 ChemSpider 4-hydroxy-2-oxovalerate aldolase ReactionCatalysis5791 ACTIVATION P77580 UniProt ReactionCatalysis5790 ACTIVATION 1.0 CHEBI:16526 ChEBI C9H8O4 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 180.04225 P08142 UniProt 1.0 Acetaldehyde C5H8O4 2-Acetolactate 132.04225 7782-44-7 CAS SMILES CC(=O)C(O)=O CHEBI:1113 ChEBI C2H4O Acetaldehyde 44.026215 HMDB01967 HMDB ReactionCatalysis5794 ACTIVATION 1.0 ReactionCatalysis5793 ACTIVATION ReactionCatalysis5792 ACTIVATION SMILES [H]\C(=C(\[H])C1=CC=C[C@]([H])(O)[C@]1([H])O)C(O)=O 962 PubChem-compound HMDB06833 HMDB 621-54-5 CAS 392413 ChemSpider Acetolactate synthase isozyme 2 large subunit C03589 KEGG Compound 1.0 CO2 Carbon dioxide 43.98983 5893 PubChem-compound HMDB02111 HMDB 2-hydroxy-6-oxononadienedioate/2-hydroxy-6-oxononatrienedioate hydrolase 2.0 ReactionCatalysis5847 ACTIVATION C00080 KEGG Compound 1.0 SMILES O=O 110-15-6 CAS SMILES OC(=O)C(\O)=C\C1=CC=C(O)C=C1 C00084 KEGG Compound 75-07-0 CAS ReactionCatalysis5848 ACTIVATION CHEBI:46951 ChEBI 172 ChemSpider SMILES OC(=O)C(=O)CC=C CHEBI:32816 ChEBI CHEBI:15377 ChEBI CHEBI:15379 ChEBI CHEBI:15378 ChEBI SMILES [H+] cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol 1.0 PYRUVATE BioCyc HMDB01713 HMDB ACETALD BioCyc CHEBI:19615 ChEBI SMILES CC(=O)C(C)(O)C(O)=O 1.0 m-Coumaric acid Acetolactate synthase isozyme 1 large subunit 636708 PubChem-compound 91 PubChem-compound 1.0 Acetolactate synthase isozyme 1 small subunit Acetolactate synthase isozyme 2 small subunit SMILES CC=O 280 PubChem-compound C9H8O3 m-Coumaric acid 164.04735 C12621 KEGG Compound SMILES O\C(=C/C=C/C(=O)CCC([O-])=O)C([O-])=O C9H10O4 cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol 182.0579 HMDB01487 HMDB CHEBI:15343 ChEBI 444493 PubChem-compound Reaction5160 true 2-Hydroxy-2,4-pentadienoate → 2-oxopent-4-enoate LEFT_TO_RIGHT 4.2.1.80 false 4.2.1.80 2-oxopent-4-enoate → 4-hydroxy-2-oxopentanoate + Water LEFT_TO_RIGHT 4.1.3.39 false 4.1.3.39 4-hydroxy-2-oxopentanoate → Acetaldehyde + Pyruvic acid LEFT_TO_RIGHT Acetaldehyde dehydrogenase SMILES OC(=O)\C=C\C1=CC=CC=C1 2-keto-4-pentenoate hydratase ACETYL-COA BioCyc CHEBI:32357 ChEBI H2O Water 18.010565 P0ABW0 UniProt 1.14.13.127 false 1.14.13.127 Hydrogen Ion + NADH + Oxygen + m-Coumaric acid → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + NAD + Water LEFT_TO_RIGHT NADH BioCyc 1.18.1.3 false 1.18.1.3 Hydrogen Ion + NADH + Oxygen + trans-Cinnamic acid → NAD + cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol LEFT_TO_RIGHT 1.3.1.87 false 1.3.1.87 NAD + cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + Hydrogen Ion + NADH LEFT_TO_RIGHT 1.13.11.16 false 1.13.11.16 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + Oxygen → 2-Hydroxy-6-ketononatrienedioate + Hydrogen Ion LEFT_TO_RIGHT CHEBI:1427 ChEBI NAD BioCyc 3.7.1.14 false 3.7.1.14 2-Hydroxy-6-ketononatrienedioate + Water → 2-Hydroxy-2,4-pentadienoate + Fumaric acid + Hydrogen Ion LEFT_TO_RIGHT HMDB01377 HMDB 1060 PubChem-compound CHEBI:16444 ChEBI 977 PubChem-compound Reaction5828 false Pyruvic acid → 2-Acetolactate + Carbon dioxide LEFT_TO_RIGHT Carbon dioxide C00423 KEGG Compound 177 PubChem-compound CHEBI:15351 ChEBI Acetolactate synthase isozyme 3 large subunit 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin--NAD(+) reductase component SMILES OC(=O)\C=C\C(O)=O 5.0 1.0 85-61-0 CAS 21 ChemSpider ReactionCatalysis5876 ACTIVATION 1.0 CHEBI:27683 ChEBI 3-(3-hydroxy- phenyl)propionate/3- hydroxycinnamic acid hydroxylase 2,3- dihydroxyphenylpropionate/2,3- dihydroxicinnamic acid 1,2-dioxygenase 3- phenylpropionate- dihydrodiol/cinnamic acid- dihydrodiol dehydrogenase 3- phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit 3- phenylpropionate/cinnamic acid dioxygenase ferredoxin-- NAD(+) reductase component 3- phenylpropionate/cinnamic acid dioxygenase subunit beta 3- phenylpropionate/cinnamic acid dioxygenase subunit alpha 2-hydroxy-6- oxononadienedioate/2- hydroxy-6- oxononatrienedioate hydrolase 2-keto-4- pentenoate hydratase 4-hydroxy-2- oxovalerate aldolase Acetaldehyde dehydrogenase Acetolactate synthase isozyme 1 large subunit Acetolactate synthase isozyme 1 small subunit Acetolactate synthase isozyme 2 large subunit Acetolactate synthase isozyme 2 small subunit Acetolactate synthase isozyme 1 large subunit Acetolactate synthase isozyme 1 small subunit Acetolactate synthase isozyme 3 large subunit Acetolactate synthase isozyme 3 small subunit Acetolactate synthase isozyme 3 large subunit Acetolactate synthase isozyme 3 small subunit 2,3- dihydroxyphenylpropionate/2,3- dihydroxicinnamic acid 1,2-dioxygenase 2-hydroxy-6- oxononadienedioate/2- hydroxy-6- oxononatrienedioate hydrolase 3-(3-hydroxy- phenyl)propionate/3- hydroxycinnamic acid hydroxylase m-Coumaric acid H + NADH O 2 NAD H 2 O 2-Hydroxy-3- (4- hydroxyphenyl)propenoic acid 2-Hydroxy-3- (4- hydroxyphenyl)propenoic acid O 2 H + 2-Hydroxy-6- ketononatrienedioate NAD cis-3-(3- Carboxyethenyl)- 3,5- cyclohexadiene- 1,2-diol NADH H + trans-Cinnamic acid H + O 2 NADH NAD H 2 O H + Fumaric acid 2-Hydroxy- 2,4- pentadienoate 2-oxopent-4- enoate H 2 O 4-hydroxy-2- oxopentanoate Pyruvic acid Acetaldehyde CoA NAD H + NADH Acetyl-CoA CO 2 2-Acetolactate 3-(2,3- dihydroxyphenyl)propanoate O 2 2-Hydroxy-6- ketononadienedicarboxylate H + H 2 O (2Z)-2- hydroxypenta- 2,4-dienoate Succinic acid H + 2-oxopent-4- enoate H + NADH O 2 3-(3- Hydroxyphenyl)propanoic acid H 2 O NAD Fe2+ Fe2+
3-(2,3-dihydroxyphenyl)propanoate HMDB00254 HMDB HMDB00375 HMDB P77650 UniProt HMDB00134 HMDB (2Z)-2-hydroxypenta-2,4-dienoate HMDB06915 HMDB HMDB00930 HMDB C23H38N7O17P3S Acetyl-CoA 809.1258 2-Hydroxy-6-ketononatrienedioate 5280361 PubChem-compound 937 ChemSpider CHEBI:35697 ChEBI 553147 ChemSpider Succinic acid NADH ReactionCatalysis5129 ACTIVATION 1.0 2.0 439153 PubChem-compound 110-17-8 CAS 21883788 PubChem-compound SMILES O Acetolactate synthase isozyme 3 small subunit C9H10O3 3-(3-Hydroxyphenyl)propanoic acid 166.06299 ReactionCatalysis5128 ACTIVATION 637541 PubChem-compound 1.0 P51020 UniProt P0ABR5 UniProt 621-82-9 CAS ReactionCatalysis5130 ACTIVATION 1.0 ReactionCatalysis5131 ACTIVATION CHEBI:31082 ChEBI P0ABR9 UniProt NAD 3-phenylpropionate/cinnamic acid dioxygenase subunit beta 2-oxopent-4-enoate 4-hydroxy-2-oxopentanoate CHEBI:58222 ChEBI Acetolactate synthase isozyme 1 small subunit C11457 KEGG Compound 6816 PubChem-compound Pyruvic acid ReactionCatalysis5134 ACTIVATION 1.2.1.10 false 1.2.1.10 Acetaldehyde + Coenzyme A + NAD → Acetyl-CoA + Hydrogen Ion + NADH LEFT_TO_RIGHT CHEBI:15846 ChEBI ReactionCatalysis5135 ACTIVATION ReactionCatalysis5132 ACTIVATION ReactionCatalysis5133 ACTIVATION C3H4O3 Pyruvic acid 88.016045 3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase 1.0 Acetolactate synthase isozyme 1 large subunit HMDB01206 HMDB 1.0 1038 PubChem-compound C5H5O3 2-oxopent-4-enoate 113.024414 P0ADG1 UniProt C5H7O4 4-hydroxy-2-oxopentanoate 131.03499 588-30-7 CAS Acetolactate synthase isozyme 2 small subunit 952 ChemSpider 3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase P0ADF8 UniProt acetohydroxybutanoate synthase / acetolactate synthase HMDB59597 HMDB acetolactate synthase / acetohydroxybutanoate synthase C05350 KEGG Compound 274 ChemSpider 3-(3-Hydroxyphenyl)propanoic acid HMDB00902 HMDB Q47140 UniProt CHEBI:16908 ChEBI HMDB00243 HMDB C00900 KEGG Compound C9H8O6 2-Hydroxy-6-ketononatrienedioate 212.03209 C9H9O4 3-(2,3-dihydroxyphenyl)propanoate 181.05008 C5H5O3 (2Z)-2-hydroxypenta-2,4-dienoate 113.024414 Acetyl-CoA 1.0 1010 ChemSpider SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS 1.0 Acetolactate synthase isozyme 3 large subunit HMDB01423 HMDB 2-Hydroxy-2,4-pentadienoate Hydrogen Ion C9H8O2 trans-Cinnamic acid 148.05243 CPD-6641 BioCyc 2-Acetolactate 1.0 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 1.0 C00596 KEGG Compound SUC BioCyc 58-68-4 CAS C04044 KEGG Compound 21158453 PubChem-compound Oxygen 124-38-9 CAS 22 PubChem-compound P77044 UniProt C00007 KEGG Compound C00001 KEGG Compound C00122 KEGG Compound Acetolactate synthase isozyme 3 small subunit C00004 KEGG Compound C00003 KEGG Compound 1031 ChemSpider 2,3-dihydroxyphenylpropionate/2,3-dihydroxicinnamic acid 1,2-dioxygenase P77608 UniProt 3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase Fumaric acid 4.0 89 ChemSpider C4H4O4 Fumaric acid 116.010956 Reaction5882 false 3-(2,3-dihydroxyphenyl)propanoate + Oxygen → 2-Hydroxy-6-ketononadienedicarboxylate + Hydrogen Ion LEFT_TO_RIGHT 3-phenylpropionate/cinnamic acid dioxygenase subunit alpha Reaction5883 false 2-Hydroxy-6-ketononadienedicarboxylate + Water → (2Z)-2-hydroxypenta-2,4-dienoate + Hydrogen Ion + Succinic acid LEFT_TO_RIGHT Reaction5884 true (2Z)-2-hydroxypenta-2,4-dienoate → 2-oxopent-4-enoate LEFT_TO_RIGHT P77397 UniProt CHEBI:15741 ChEBI C21H28N7O14P2 NAD 664.11694 3-phenylpropionate/cinnamic acid dioxygenase subunit beta CPD-674 BioCyc 1.0 C00011 KEGG Compound SMILES O=C=O C00010 KEGG Compound 4-hydroxy-2-oxovalerate aldolase 1110 PubChem-compound 1.0 444539 PubChem-compound C21H29N7O14P2 NADH 665.12476 CHEBI:67152 ChEBI 1.0 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit C4H6O4 Succinic acid 118.02661 H Hydrogen Ion 1.007825 552441 ChemSpider C5H6O3 2-Hydroxy-2,4-pentadienoate 114.03169 http://identifiers.org/smpdb/SMP01904 SMPDB 2.0 trans-Cinnamic acid C00022 KEGG Compound 2-hydroxy-6-oxononatrienedioate hydrolase 2.0 53-84-9 CAS 2-hydroxypentadienoate hydratase Acetolactate synthase isozyme 2 large subunit 3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase C00024 KEGG Compound 2,3-dihydroxyphenylpropionate 1,2-dioxygenase 3-phenylpropionate dioxygenase system 2-hydroxy-6-oxononadienedioate/2-hydroxy-6-oxononatrienedioate hydrolase SMILES OC(=O)\C=C\C1=CC=CC(O)=C1 2-Hydroxy-6-ketononadienedicarboxylate C9H8O6 2-Hydroxy-6-ketononadienedicarboxylate 212.03319 2-Oxopent-4-enoate metabolism 1.0 SMILES CC(O)CC(=O)C([O-])=O SMILES [O-]C(=O)C(=O)CC=C SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O CHEBI:11641 ChEBI 5682 ChemSpider SMILES NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O CHEBI:1146900 ChEBI Water SMILES OC(=O)CCC(O)=O 5282147 PubChem-compound 2.0 5282145 PubChem-compound SMILES OC(=O)CCC1=C(O)C([O-])=CC=C1 SMILES OC(=O)C=CC(=O)C=CC=C(O)C(O)=O CO-A BioCyc SMILES [H]\C(C=C)=C(\[O-])C(O)=O Acetaldehyde dehydrogenase C00042 KEGG Compound 72-89-9 CAS 1078 ChemSpider 2,3-dihydroxyphenylpropionate/2,3-dihydroxicinnamic acid 1,2-dioxygenase Coenzyme A 3-phenylpropionate/cinnamic acid dioxygenase subunit alpha C21H36N7O16P3S Coenzyme A 767.11523 10197150 ChemSpider 6557 ChemSpider P00892 UniProt FUM BioCyc PW001890 PathWhiz SMILES CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N 388299 ChemSpider 7732-18-5 CAS 1.0 CHEBI:18012 ChEBI HMDB00990 HMDB 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin--NAD(+) reductase component SMILES OC(=O)CCC1=CC=CC(O)=C1 O2 Oxygen 31.98983 2-keto-4-pentenoate hydratase 127-17-3 CAS 1.0 acetohydroxybutanoate synthase / acetolactate synthase 1.14.13.127 false 1.14.13.127 3-(3-Hydroxyphenyl)propanoic acid + Hydrogen Ion + NADH + Oxygen → 3-(2,3-dihydroxyphenyl)propanoate + NAD + Water LEFT_TO_RIGHT acetolactate synthase / acetohydroxybutanoate synthase 3 acetohydroxybutanoate synthase / acetolactate synthase 2 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit P00893 UniProt P00894 UniProt P0CI31 UniProt 392447 ChemSpider 4-hydroxy-2-oxovalerate aldolase ReactionCatalysis5791 ACTIVATION P77580 UniProt ReactionCatalysis5790 ACTIVATION 1.0 CHEBI:16526 ChEBI C9H8O4 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 180.04225 P08142 UniProt 1.0 Acetaldehyde C5H8O4 2-Acetolactate 132.04225 7782-44-7 CAS SMILES CC(=O)C(O)=O CHEBI:1113 ChEBI C2H4O Acetaldehyde 44.026215 HMDB01967 HMDB ReactionCatalysis5794 ACTIVATION 1.0 ReactionCatalysis5793 ACTIVATION ReactionCatalysis5792 ACTIVATION SMILES [H]\C(=C(\[H])C1=CC=C[C@]([H])(O)[C@]1([H])O)C(O)=O 962 PubChem-compound HMDB06833 HMDB 621-54-5 CAS 392413 ChemSpider Acetolactate synthase isozyme 2 large subunit C03589 KEGG Compound 1.0 CO2 Carbon dioxide 43.98983 5893 PubChem-compound HMDB02111 HMDB 2-hydroxy-6-oxononadienedioate/2-hydroxy-6-oxononatrienedioate hydrolase 2.0 ReactionCatalysis5847 ACTIVATION C00080 KEGG Compound 1.0 SMILES O=O 110-15-6 CAS SMILES OC(=O)C(\O)=C\C1=CC=C(O)C=C1 C00084 KEGG Compound 75-07-0 CAS ReactionCatalysis5848 ACTIVATION CHEBI:46951 ChEBI 172 ChemSpider SMILES OC(=O)C(=O)CC=C CHEBI:32816 ChEBI CHEBI:15377 ChEBI CHEBI:15379 ChEBI CHEBI:15378 ChEBI SMILES [H+] cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol 1.0 PYRUVATE BioCyc HMDB01713 HMDB ACETALD BioCyc CHEBI:19615 ChEBI SMILES CC(=O)C(C)(O)C(O)=O 1.0 m-Coumaric acid Acetolactate synthase isozyme 1 large subunit 636708 PubChem-compound 91 PubChem-compound 1.0 Acetolactate synthase isozyme 1 small subunit Acetolactate synthase isozyme 2 small subunit SMILES CC=O 280 PubChem-compound C9H8O3 m-Coumaric acid 164.04735 C12621 KEGG Compound SMILES O\C(=C/C=C/C(=O)CCC([O-])=O)C([O-])=O C9H10O4 cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol 182.0579 HMDB01487 HMDB CHEBI:15343 ChEBI 444493 PubChem-compound Reaction5160 true 2-Hydroxy-2,4-pentadienoate → 2-oxopent-4-enoate LEFT_TO_RIGHT 4.2.1.80 false 4.2.1.80 2-oxopent-4-enoate → 4-hydroxy-2-oxopentanoate + Water LEFT_TO_RIGHT 4.1.3.39 false 4.1.3.39 4-hydroxy-2-oxopentanoate → Acetaldehyde + Pyruvic acid LEFT_TO_RIGHT Acetaldehyde dehydrogenase SMILES OC(=O)\C=C\C1=CC=CC=C1 2-keto-4-pentenoate hydratase ACETYL-COA BioCyc CHEBI:32357 ChEBI H2O Water 18.010565 P0ABW0 UniProt 1.14.13.127 false 1.14.13.127 Hydrogen Ion + NADH + Oxygen + m-Coumaric acid → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + NAD + Water LEFT_TO_RIGHT NADH BioCyc 1.18.1.3 false 1.18.1.3 Hydrogen Ion + NADH + Oxygen + trans-Cinnamic acid → NAD + cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol LEFT_TO_RIGHT 1.3.1.87 false 1.3.1.87 NAD + cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + Hydrogen Ion + NADH LEFT_TO_RIGHT 1.13.11.16 false 1.13.11.16 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + Oxygen → 2-Hydroxy-6-ketononatrienedioate + Hydrogen Ion LEFT_TO_RIGHT CHEBI:1427 ChEBI NAD BioCyc 3.7.1.14 false 3.7.1.14 2-Hydroxy-6-ketononatrienedioate + Water → 2-Hydroxy-2,4-pentadienoate + Fumaric acid + Hydrogen Ion LEFT_TO_RIGHT HMDB01377 HMDB 1060 PubChem-compound CHEBI:16444 ChEBI 977 PubChem-compound Reaction5828 false Pyruvic acid → 2-Acetolactate + Carbon dioxide LEFT_TO_RIGHT Carbon dioxide C00423 KEGG Compound 177 PubChem-compound CHEBI:15351 ChEBI Acetolactate synthase isozyme 3 large subunit 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin--NAD(+) reductase component SMILES OC(=O)\C=C\C(O)=O 5.0 1.0 85-61-0 CAS 21 ChemSpider ReactionCatalysis5876 ACTIVATION 1.0 CHEBI:27683 ChEBI mhpA mhpB hcaB hcaC hcaD hcaF hcaE mhpC mhpD mhpE mhpF ilvB ilvN ilvG ilvM ilvB ilvN ilvI ilvH ilvI ilvH mhpB mhpC mhpA m-Coumaric acid Hydrogen Ion NADH Oxygen NAD Water 2-Hydroxy-3- (4- hydroxyphenyl)propenoic acid 2-Hydroxy-3- (4- hydroxyphenyl)propenoic acid Oxygen Hydrogen Ion 2-Hydroxy-6- ketononatrienedioate NAD cis-3-(3- Carboxyethenyl)- 3,5- cyclohexadiene- 1,2-diol NADH Hydrogen Ion trans-Cinnamic acid Hydrogen Ion Oxygen NADH NAD Water Hydrogen Ion Fumaric acid 2-Hydroxy- 2,4- pentadienoate 2-oxopent-4- enoate Water 4-hydroxy-2- oxopentanoate Pyruvic acid Acetaldehyde Coenzyme A NAD Hydrogen Ion NADH Acetyl-CoA Carbon dioxide 2-Acetolactate 3-(2,3- dihydroxyphenyl)propanoate Oxygen 2-Hydroxy-6- ketononadienedicarboxylate Hydrogen Ion Water (2Z)-2- hydroxypenta- 2,4-dienoate Succinic acid Hydrogen Ion 2-oxopent-4- enoate Hydrogen Ion NADH Oxygen 3-(3- Hydroxyphenyl)propanoic acid Water NAD