3-(2,3-dihydroxyphenyl)propanoate
P77650
UniProt
(2Z)-2-hydroxypenta-2,4-dienoate
C23H38N7O17P3S
Acetyl-CoA
809.1258
2-Hydroxy-6-ketononatrienedioate
5280361
PubChem-compound
937
ChemSpider
CHEBI:35697
ChEBI
553147
ChemSpider
Succinic acid
NADH
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
1.0
ReactionCatalysis5131
ACTIVATION
CHEBI:31082
ChEBI
P0ABR9
UniProt
NAD
2-oxopent-4-enoate
3-phenylpropionate/cinnamic acid dioxygenase subunit beta
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
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
Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol
952
ChemSpider
3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase
P0ADF8
UniProt
acetohydroxybutanoate synthase / acetolactate synthase
acetolactate synthase / acetohydroxybutanoate synthase
C05350
KEGG Compound
274
ChemSpider
3-(3-Hydroxyphenyl)propanoic acid
SMP0002049
SMPDB
Q47140
UniProt
CHEBI:16908
ChEBI
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@@H](O)C(=O)NCCC(=O)NCCS
1.0
Acetolactate synthase isozyme 3 large subunit
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
HMDB0001423
HMDB
C04044
KEGG Compound
21158453
PubChem-compound
Oxygen
124-38-9
CAS
22
PubChem-compound
P77044
UniProt
C00007
KEGG Compound
PW002035
PathWhiz
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
Reaction5883
false
2-Hydroxy-6-ketononadienedicarboxylate + Water → (2Z)-2-hydroxypenta-2,4-dienoate + Hydrogen Ion + Succinic acid
LEFT_TO_RIGHT
3-phenylpropionate/cinnamic acid dioxygenase subunit alpha
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
HMDB0000902
HMDB
4-hydroxy-2-oxovalerate aldolase
1110
PubChem-compound
444539
PubChem-compound
C21H29N7O14P2
NADH
665.12476
HMDB0001206
HMDB
CHEBI:67152
ChEBI
1.0
3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit
C4H6O4
Succinic acid
118.02661
562
TAXONOMY
H
Hydrogen Ion
1.007825
552441
ChemSpider
C5H5O3
2-Hydroxy-2,4-pentadienoate
113.024414
2.0
C00022
KEGG Compound
trans-Cinnamic acid
ReactionCatalysis5909
ACTIVATION
2-hydroxy-6-oxononatrienedioate hydrolase
2.0
ReactionCatalysis5908
ACTIVATION
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
HMDB0000243
HMDB
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
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
HMDB0000134
HMDB
CHEBI:1146900
ChEBI
HMDB0000254
HMDB
HMDB0000375
HMDB
Water
HMDB0006915
HMDB
SMILES
OC(=O)CCC(O)=O
HMDB0000930
HMDB
5282147
PubChem-compound
2.0
1.0
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
Escherichia coli
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
HMDB0001487
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
P00893
UniProt
3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit
P00894
UniProt
P0CI31
UniProt
4-hydroxy-2-oxovalerate aldolase
ReactionCatalysis5791
ACTIVATION
392447
ChemSpider
P77580
UniProt
ReactionCatalysis5790
ACTIVATION
1.0
CHEBI:16526
ChEBI
C9H8O4
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
180.04225
P08142
UniProt
1.0
Acetaldehyde
SMILES
[H]O[C@]1([H])C([H])=C([H])C([H])=C(C([H])([H])C([H])([H])C([O-])=O)[C@]1([H])O[H]
C5H8O4
2-Acetolactate
132.04225
7782-44-7
CAS
HMDB0001377
HMDB
SMILES
CC(=O)C(O)=O
CHEBI:1113
ChEBI
C2H4O
Acetaldehyde
44.026215
ReactionCatalysis5794
ACTIVATION
1.0
ReactionCatalysis5793
ACTIVATION
ReactionCatalysis5792
ACTIVATION
962
PubChem-compound
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
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
HMDB0006833
HMDB
75-07-0
CAS
ReactionCatalysis5848
ACTIVATION
9543127
PubChem-compound
CHEBI:46951
ChEBI
172
ChemSpider
SMILES
[H]C(C=C)=C(O)C([O-])=O
HMDB0002111
HMDB
CHEBI:32816
ChEBI
CHEBI:15377
ChEBI
CHEBI:15379
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
1.0
PYRUVATE
BioCyc
ACETALD
BioCyc
CHEBI:19615
ChEBI
SMILES
CC(=O)C(C)(O)C(O)=O
C9H11O4
Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol
183.06573
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
HMDB0001713
HMDB
C9H8O3
m-Coumaric acid
164.04735
C12621
KEGG Compound
SMILES
O\C(=C/C=C/C(=O)CCC([O-])=O)C([O-])=O
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
1.13.11.16
false
1.13.11.16
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + Oxygen → 2-Hydroxy-6-ketononatrienedioate + Hydrogen Ion
LEFT_TO_RIGHT
HMDB0000990
HMDB
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
1060
PubChem-compound
CHEBI:16444
ChEBI
977
PubChem-compound
HMDB0059597
HMDB
Reaction5828
false
Pyruvic acid → 2-Acetolactate + Carbon dioxide
LEFT_TO_RIGHT
Carbon dioxide
HMDB0001967
HMDB
177
PubChem-compound
CHEBI:15351
ChEBI
C00423
KEGG Compound
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
2-Oxopent-4-enoate Metabolism 2
Reaction5945
false
Hydrogen Ion + NADH + Oxygen + trans-Cinnamic acid → Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol + NAD
LEFT_TO_RIGHT
1.2.1.10
false
1.2.1.10
Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol + NAD → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + Hydrogen Ion + NADH
LEFT_TO_RIGHT
1.0
85-61-0
CAS
21
ChemSpider
ReactionCatalysis5876
ACTIVATION
1.0
CHEBI:27683
ChEBI