2-Oxopent-4-enoate Metabolism
type: Pathway
pathway order: PathwayEnzymeReaction/6934919
pathway order: PathwayEnzymeReaction/6934918
pathway order: PathwayEnzymeReaction/6934917
pathway order: PathwayEnzymeReaction/6934916
pathway order: PathwayEnzymeReaction/6934915
pathway order: PathwayEnzymeReaction/6934926
pathway order: PathwayEnzymeReaction/6934914
pathway order: PathwayEnzymeReaction/6934925
pathway order: PathwayEnzymeReaction/6934924
pathway order: PathwayEnzymeReaction/6934923
pathway order: PathwayEnzymeReaction/6934922
pathway order: PathwayEnzymeReaction/6934921
pathway order: PathwayEnzymeReaction/6934920
pathway order: PathwaySubPathway/521466
pathway component: Reaction5160
pathway component: 1.14.13.127
pathway component: 4.1.3.39
pathway component: Reaction1253872
pathway component: 1.2.1.10
pathway component: Reaction1253873
pathway component: ReactionCatalysis1284712
pathway component: ReactionCatalysis1284713
pathway component: ReactionCatalysis1284710
pathway component: ReactionCatalysis1284711
pathway component: 1.13.11.16
pathway component: 1.18.1.3
pathway component: 1.3.1.87
pathway component: 4.2.1.80
pathway component: 3.7.1.14
pathway component: ReactionCatalysis1284705
pathway component: ReactionCatalysis1284706
pathway component: ReactionCatalysis1284703
pathway component: Endocytosis
pathway component: ReactionCatalysis1284704
pathway component: ReactionCatalysis1284709
pathway component: ReactionCatalysis1284707
pathway component: ReactionCatalysis1284708
pathway component: Reaction5884
xref: Reference/PathWhiz PW494598
xref: Reference/SMPDB SMP0473679
organism: Escherichia coli ED1a

3-(2,3-dihydroxyphenyl)propanoate
type: SmallMolecule
entity reference: 3-(2,3-dihydroxyphenyl)propanoate

(2Z)-2-hydroxypenta-2,4-dienoate
type: SmallMolecule
entity reference: (2Z)-2-hydroxypenta-2,4-dienoate

Protein/28272/Stoichiometry/5.0
type: Stoichiometry
physical entity: Unknown
stoichiometric coefficient: 5.0

Acetyl-CoA
type: SmallMoleculeReference
xref: Reference/BioCyc ACETYL-COA
xref: Reference/PubChem-compound 444493
xref: Reference/HMDB HMDB0001206
xref: Reference/ChemSpider 392413
xref: Reference/CAS 72-89-9
xref: Reference/ChEBI CHEBI 15351
xref: Reference/KEGG Compound C00024
chemical formula: C23H38N7O17P3S
molecular weight: 809.1258
structure: ChemicalStructure/PW C000940

2-Hydroxy-6-ketononatrienedioate
type: SmallMolecule
entity reference: 2-Hydroxy-6-ketononatrienedioate

Reference/PubChem-compound 5280361
type: UnificationXref
id: 5280361
db: PubChem-compound

Reference/ChEBI CHEBI 35697
type: UnificationXref
id: CHEBI:35697
db: ChEBI

Reference/ChemSpider 937
type: UnificationXref
id: 937
db: ChemSpider

Reference/ChemSpider 553147
type: UnificationXref
id: 553147
db: ChemSpider

Succinic acid
type: SmallMolecule
entity reference: Succinic acid

NADH
type: SmallMolecule
entity reference: NADH

Compound/PW C001065/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Reference/PubChem-compound 439153
type: UnificationXref
id: 439153
db: PubChem-compound

Reference/CAS 110-17-8
type: UnificationXref
id: 110-17-8
db: CAS

Reference/PubChem-compound 21883788
type: UnificationXref
id: 21883788
db: PubChem-compound

ChemicalStructure/PW C001420
type: ChemicalStructure
structure format: SMILES
structure data: O

Escherichia coli ED1a
type: BioSource
xref: Reference/TAXONOMY 585397

3-(3-Hydroxyphenyl)propanoic acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000375
xref: Reference/KEGG Compound C11457
xref: Reference/PubChem-compound 91
xref: Reference/CAS 621-54-5
xref: Reference/ChemSpider 89
xref: Reference/ChEBI CHEBI 1427
chemical formula: C9H10O3
molecular weight: 166.06299
structure: ChemicalStructure/PW C000274

Reference/PubChem-compound 637541
type: UnificationXref
id: 637541
db: PubChem-compound

Compound/PW C040034/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

Reference/CAS 621-82-9
type: UnificationXref
id: 621-82-9
db: CAS

Compound/PW C040748 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-oxopent-4-enoate
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 31082
type: UnificationXref
id: CHEBI:31082
db: ChEBI

NAD
type: SmallMolecule
entity reference: NAD

2-oxopent-4-enoate
type: SmallMolecule
entity reference: 2-oxopent-4-enoate

Compound/PW C001065 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

4-hydroxy-2-oxopentanoate
type: SmallMolecule
entity reference: 4-hydroxy-2-oxopentanoate

Reference/ChEBI CHEBI 58222
type: UnificationXref
id: CHEBI:58222
db: ChEBI

2-oxopent-4-enoate
type: SmallMolecule
cellular location: Cytosol
entity reference: 2-oxopent-4-enoate

Reference/KEGG Compound C11457
type: UnificationXref
id: C11457
db: KEGG Compound

Reference/PubChem-compound 6816
type: UnificationXref
id: 6816
db: PubChem-compound

Pyruvic acid
type: SmallMolecule
entity reference: Pyruvic acid

Reference/ChEBI CHEBI 15846
type: UnificationXref
id: CHEBI:15846
db: ChEBI

Pyruvic acid
type: SmallMoleculeReference
xref: Reference/PubChem-compound 1060
xref: Reference/HMDB HMDB0000243
xref: Reference/CAS 127-17-3
xref: Reference/BioCyc PYRUVATE
xref: Reference/KEGG Compound C00022
xref: Reference/ChEBI CHEBI 32816
xref: Reference/ChemSpider 1031
chemical formula: C3H4O3
molecular weight: 88.016045
structure: ChemicalStructure/PW C000164

Protein/28272/Stoichiometry/4.0
type: Stoichiometry
physical entity: Unknown
stoichiometric coefficient: 4.0

Compound/PW C000940/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acetyl-CoA
stoichiometric coefficient: 1.0

NADH
type: SmallMolecule
cellular location: Cytosol
entity reference: NADH

Reference/PubChem-compound 1038
type: UnificationXref
id: 1038
db: PubChem-compound

2-oxopent-4-enoate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 11641
xref: Reference/KEGG Compound C00596
chemical formula: C5H5O3
molecular weight: 113.024414
structure: ChemicalStructure/PW C040748

4-hydroxy-2-oxopentanoate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C03589
xref: Reference/ChEBI CHEBI 58222
chemical formula: C5H7O4
molecular weight: 131.03499
structure: ChemicalStructure/PW C040749

Reference/CAS 588-30-7
type: UnificationXref
id: 588-30-7
db: CAS

Reference/ChemSpider 952
type: UnificationXref
id: 952
db: ChemSpider

Reference/GENE ONTOLOGY GO 0005829
type: UnificationXref
id: GO:0005829
db: GENE ONTOLOGY

Reference/KEGG Compound C05350
type: UnificationXref
id: C05350
db: KEGG Compound

3-(3-Hydroxyphenyl)propanoic acid
type: SmallMolecule
entity reference: 3-(3-Hydroxyphenyl)propanoic acid
name: SubPathwayOutput

Reference/ChEBI CHEBI 16908
type: UnificationXref
id: CHEBI:16908
db: ChEBI

2-Hydroxy-6-ketononatrienedioate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 5282147
xref: Reference/ChEBI CHEBI 31082
chemical formula: C9H8O6
molecular weight: 212.03209
structure: ChemicalStructure/PW C041168

3-(2,3-dihydroxyphenyl)propanoate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C04044
xref: Reference/ChEBI CHEBI 46951
chemical formula: C9H9O4
molecular weight: 181.05008
structure: ChemicalStructure/PW C040751

(2Z)-2-hydroxypenta-2,4-dienoate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 67152
chemical formula: C5H5O3
molecular weight: 113.024414
structure: ChemicalStructure/PW C040753

Unknown
type: Protein
entity reference: Unknown

Acetyl-CoA
type: SmallMolecule
entity reference: Acetyl-CoA

Compound/PW C040753/Stoichiometry/1.0
type: Stoichiometry
physical entity: (2Z)-2-hydroxypenta-2,4-dienoate
stoichiometric coefficient: 1.0

Reference/ChemSpider 1010
type: UnificationXref
id: 1010
db: ChemSpider

ChemicalStructure/PW C001099
type: ChemicalStructure
structure format: SMILES

Compound/PW C000274/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-(3-Hydroxyphenyl)propanoic acid
stoichiometric coefficient: 1.0

m-Coumaric acid
type: SmallMolecule
cellular location: Cytosol
entity reference: m-Coumaric acid

2-Hydroxy-2,4-pentadienoate
type: SmallMolecule
entity reference: 2-Hydroxy-2,4-pentadienoate

Hydrogen Ion
type: SmallMolecule
entity reference: Hydrogen Ion

trans-Cinnamic acid
type: SmallMoleculeReference
xref: Reference/CAS 621-82-9
xref: Reference/PubChem-compound 444539
xref: Reference/HMDB HMDB0000930
xref: Reference/ChemSpider 392447
xref: Reference/BioCyc CPD-674
xref: Reference/ChEBI CHEBI 35697
xref: Reference/KEGG Compound C00423
chemical formula: C9H8O2
molecular weight: 148.05243
structure: ChemicalStructure/PW C000742

Cytosol
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005829

Reference/BioCyc CPD-6641
type: UnificationXref
id: CPD-6641
db: BioCyc

Compound/PW C040751/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-(2,3-dihydroxyphenyl)propanoate
stoichiometric coefficient: 1.0

2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
type: SmallMolecule
entity reference: 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid

Compound/PW C041168/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxy-6-ketononatrienedioate
stoichiometric coefficient: 1.0

Compound/PW C001144 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00596
type: UnificationXref
id: C00596
db: KEGG Compound

Reference/BioCyc SUC
type: UnificationXref
id: SUC
db: BioCyc

Reference/CAS 58-68-4
type: UnificationXref
id: 58-68-4
db: CAS

Reference/HMDB HMDB0001423
type: UnificationXref
id: HMDB0001423
db: HMDB

Reference/KEGG Compound C04044
type: UnificationXref
id: C04044
db: KEGG Compound

Reference/PubChem-compound 21158453
type: UnificationXref
id: 21158453
db: PubChem-compound

Oxygen
type: SmallMolecule
entity reference: Oxygen

Reference/KEGG Compound C00007
type: UnificationXref
id: C00007
db: KEGG Compound

Hydrogen Ion
type: SmallMolecule
cellular location: Cytosol
entity reference: Hydrogen Ion

Reference/KEGG Compound C00001
type: UnificationXref
id: C00001
db: KEGG Compound

Reference/KEGG Compound C00122
type: UnificationXref
id: C00122
db: KEGG Compound

Compound/PW C000721 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00004
type: UnificationXref
id: C00004
db: KEGG Compound

Reference/KEGG Compound C00003
type: UnificationXref
id: C00003
db: KEGG Compound

Reference/ChemSpider 1031
type: UnificationXref
id: 1031
db: ChemSpider

Endocytosis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway521466
pathway component: SubPathwayInteraction521466
name: SubPathway

Fumaric acid
type: SmallMolecule
entity reference: Fumaric acid

Reference/ChemSpider 89
type: UnificationXref
id: 89
db: ChemSpider

Fumaric acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000134
xref: Reference/ChemSpider 10197150
xref: Reference/CAS 110-17-8
xref: Reference/PubChem-compound 21883788
xref: Reference/KEGG Compound C00122
xref: Reference/BioCyc FUM
xref: Reference/ChEBI CHEBI 18012
chemical formula: C4H4O4
molecular weight: 116.010956
structure: ChemicalStructure/PW C000088

Reaction5884
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040753 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040748 Cytosol/Stoichiometry/1.0
right: 2-oxopent-4-enoate
spontaneous: true
left: (2Z)-2-hydroxypenta-2,4-dienoate
name: (2Z)-2-hydroxypenta-2,4-dienoate → 2-oxopent-4-enoate
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 15741
type: UnificationXref
id: CHEBI:15741
db: ChEBI

Compound/PW C040034 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

NAD
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15846
xref: Reference/HMDB HMDB0000902
xref: Reference/CAS 53-84-9
xref: Reference/KEGG Compound C00003
xref: Reference/PubChem-compound 5893
xref: Reference/BioCyc NAD
xref: Reference/ChemSpider 5682
chemical formula: C21H27N7O14P2
molecular weight: 663.10913
structure: ChemicalStructure/PW C000721

Reference/BioCyc CPD-674
type: UnificationXref
id: CPD-674
db: BioCyc

Compound/PW C000784/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acetaldehyde
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00010
type: UnificationXref
id: C00010
db: KEGG Compound

Reference/HMDB HMDB0000902
type: UnificationXref
id: HMDB0000902
db: HMDB

Reference/PubChem-compound 1110
type: UnificationXref
id: 1110
db: PubChem-compound

Compound/PW C041198/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol
stoichiometric coefficient: 1.0

Reference/PathWhiz PW494598
type: UnificationXref
id: PW494598
db: PathWhiz

Reference/PubChem-compound 444539
type: UnificationXref
id: 444539
db: PubChem-compound

NADH
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001487
xref: Reference/CAS 58-68-4
xref: Reference/PubChem-compound 439153
xref: Reference/BioCyc NADH
xref: Reference/ChemSpider 388299
xref: Reference/KEGG Compound C00004
xref: Reference/ChEBI CHEBI 16908
chemical formula: C21H29N7O14P2
molecular weight: 665.12476
structure: ChemicalStructure/PW C001144

Reference/HMDB HMDB0001206
type: UnificationXref
id: HMDB0001206
db: HMDB

Reference/ChEBI CHEBI 67152
type: UnificationXref
id: CHEBI:67152
db: ChEBI

Compound/PW C041131/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxy-6-ketononadienedicarboxylate
stoichiometric coefficient: 1.0

Reference/SMPDB SMP0473679
type: UnificationXref
id: SMP0473679
db: SMPDB

Succinic acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000254
xref: Reference/CAS 110-15-6
xref: Reference/ChEBI CHEBI 15741
xref: Reference/KEGG Compound C00042
xref: Reference/ChemSpider 1078
xref: Reference/PubChem-compound 1110
xref: Reference/BioCyc SUC
chemical formula: C4H6O4
molecular weight: 118.02661
structure: ChemicalStructure/PW C000174

Reference/ChemSpider 552441
type: UnificationXref
id: 552441
db: ChemSpider

Hydrogen Ion
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00080
xref: Reference/ChEBI CHEBI 15378
xref: Reference/HMDB HMDB0059597
xref: Reference/PubChem-compound 1038
xref: Reference/ChemSpider 1010
chemical formula: H
molecular weight: 1.007825
structure: ChemicalStructure/PW C040034

2-Hydroxy-2,4-pentadienoate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 5280361
xref: Reference/ChEBI CHEBI 1113
chemical formula: C5H5O3
molecular weight: 113.024414
structure: ChemicalStructure/PW C043300

trans-Cinnamic acid
type: SmallMolecule
entity reference: trans-Cinnamic acid

Reference/KEGG Compound C00022
type: UnificationXref
id: C00022
db: KEGG Compound

Compound/PW C003007 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
stoichiometric coefficient: 1.0

Reference/CAS 53-84-9
type: UnificationXref
id: 53-84-9
db: CAS

Reference/KEGG Compound C00024
type: UnificationXref
id: C00024
db: KEGG Compound

Reference/HMDB HMDB0000243
type: UnificationXref
id: HMDB0000243
db: HMDB

ChemicalStructure/PW C001213
type: ChemicalStructure
structure format: SMILES
structure data: OC(=O)\C=C\C1=CC(O)=CC=C1

2-Hydroxy-6-ketononadienedicarboxylate
type: SmallMolecule
entity reference: 2-Hydroxy-6-ketononadienedicarboxylate

2-Hydroxy-6-ketononadienedicarboxylate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 21158453
xref: Reference/ChEBI CHEBI 19615
chemical formula: C9H8O6
molecular weight: 212.03319
structure: ChemicalStructure/PW C041131

Compound/PW C000721/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

ChemicalStructure/PW C040749
type: ChemicalStructure
structure format: SMILES
structure data: CC(O)CC(=O)C([O-])=O

ChemicalStructure/PW C040748
type: ChemicalStructure
structure format: SMILES
structure data: [O-]C(=O)C(=O)CC=C

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 11641
type: UnificationXref
id: CHEBI:11641
db: ChEBI

Reference/ChemSpider 5682
type: UnificationXref
id: 5682
db: ChemSpider

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0000134
type: UnificationXref
id: HMDB0000134
db: HMDB

Reference/ChEBI CHEBI 1146900
type: UnificationXref
id: CHEBI:1146900
db: ChEBI

Reference/HMDB HMDB0000254
type: UnificationXref
id: HMDB0000254
db: HMDB

Reference/HMDB HMDB0000375
type: UnificationXref
id: HMDB0000375
db: HMDB

Reference/HMDB HMDB0006915
type: UnificationXref
id: HMDB0006915
db: HMDB

Water
type: SmallMolecule
entity reference: Water

ChemicalStructure/PW C000174
type: ChemicalStructure
structure format: SMILES
structure data: OC(=O)CCC(O)=O

Reference/HMDB HMDB0000930
type: UnificationXref
id: HMDB0000930
db: HMDB

Reference/PubChem-compound 5282147
type: UnificationXref
id: 5282147
db: PubChem-compound

Reference/PubChem-compound 5282145
type: UnificationXref
id: 5282145
db: PubChem-compound

Unknown
type: Protein
cellular location: Cytosol
entity reference: Unknown

ChemicalStructure/PW C040751
type: ChemicalStructure
structure format: SMILES
structure data: OC(=O)CCC1=C(O)C([O-])=CC=C1

ChemicalStructure/PW C041168
type: ChemicalStructure
structure format: SMILES
structure data: OC(=O)C=CC(=O)C=CC=C(O)C(O)=O

Reference/TAXONOMY 585397
type: UnificationXref
id: 585397
db: TAXONOMY

Reference/BioCyc CO-A
type: UnificationXref
id: CO-A
db: BioCyc

ChemicalStructure/PW C040753
type: ChemicalStructure
structure format: SMILES
structure data: [H]\C(C=C)=C(\[O-])C(O)=O

Reference/KEGG Compound C00042
type: UnificationXref
id: C00042
db: KEGG Compound

Reference/CAS 72-89-9
type: UnificationXref
id: 72-89-9
db: CAS

Reference/ChemSpider 1078
type: UnificationXref
id: 1078
db: ChemSpider

Coenzyme A
type: SmallMolecule
entity reference: Coenzyme A

Coenzyme A
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 1146900
xref: Reference/HMDB HMDB0001423
xref: Reference/PubChem-compound 6816
xref: Reference/BioCyc CO-A
xref: Reference/ChemSpider 6557
xref: Reference/CAS 85-61-0
xref: Reference/KEGG Compound C00010
chemical formula: C21H36N7O16P3S
molecular weight: 767.11523
structure: ChemicalStructure/PW C001099

Reference/ChemSpider 10197150
type: UnificationXref
id: 10197150
db: ChemSpider

Reference/ChemSpider 6557
type: UnificationXref
id: 6557
db: ChemSpider

Reference/BioCyc FUM
type: UnificationXref
id: FUM
db: BioCyc

1.14.13.127
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040034 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C003007 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001213 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Cytosol/Stoichiometry/1.0
right: NAD
right: 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
right: Water
spontaneous: false
EC number: 1.14.13.127
left: Oxygen
left: Hydrogen Ion
left: NADH
left: m-Coumaric acid
name: Hydrogen Ion + NADH + Oxygen + m-Coumaric acid → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + NAD + Water
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C000940
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 388299
type: UnificationXref
id: 388299
db: ChemSpider

Reference/CAS 7732-18-5
type: UnificationXref
id: 7732-18-5
db: CAS

Compound/PW C000164/Stoichiometry/1.0
type: Stoichiometry
physical entity: Pyruvic acid
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 18012
type: UnificationXref
id: CHEBI:18012
db: ChEBI

Reference/HMDB HMDB0001487
type: UnificationXref
id: HMDB0001487
db: HMDB

ChemicalStructure/PW C000274
type: ChemicalStructure
structure format: SMILES
structure data: OC(=O)CCC1=CC(O)=CC=C1

Oxygen
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001377
xref: Reference/ChemSpider 952
xref: Reference/KEGG Compound C00007
xref: Reference/ChEBI CHEBI 15379
xref: Reference/PubChem-compound 977
xref: Reference/BioCyc CPD-6641
xref: Reference/CAS 7782-44-7
chemical formula: O2
molecular weight: 31.98983
structure: ChemicalStructure/PW C001065

4.1.3.39
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040749/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000784/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000164/Stoichiometry/1.0
right: Pyruvic acid
right: Acetaldehyde
spontaneous: false
EC number: 4.1.3.39
left: 4-hydroxy-2-oxopentanoate
name: 4-hydroxy-2-oxopentanoate → Acetaldehyde + Pyruvic acid
conversion direction: LEFT_TO_RIGHT

Reference/CAS 127-17-3
type: UnificationXref
id: 127-17-3
db: CAS

Reaction1253872
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C041131/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040751/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: Hydrogen Ion
right: 2-Hydroxy-6-ketononadienedicarboxylate
spontaneous: false
left: 3-(2,3-dihydroxyphenyl)propanoate
left: Oxygen
name: 3-(2,3-dihydroxyphenyl)propanoate + Oxygen → 2-Hydroxy-6-ketononadienedicarboxylate + Hydrogen Ion
conversion direction: LEFT_TO_RIGHT

1.2.1.10
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000940/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000784/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: NADH
right: Hydrogen Ion
right: Acetyl-CoA
spontaneous: false
EC number: 1.2.1.10
left: Coenzyme A
left: NAD
left: Acetaldehyde
name: Acetaldehyde + Coenzyme A + NAD → Acetyl-CoA + Hydrogen Ion + NADH
conversion direction: LEFT_TO_RIGHT

(2Z)-2-hydroxypenta-2,4-dienoate
type: SmallMolecule
cellular location: Cytosol
entity reference: (2Z)-2-hydroxypenta-2,4-dienoate

1.14.13.127
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000274/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040751/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: 3-(2,3-dihydroxyphenyl)propanoate
right: Water
right: NAD
spontaneous: false
EC number: 1.14.13.127
left: NADH
left: Hydrogen Ion
left: Oxygen
left: 3-(3-Hydroxyphenyl)propanoic acid
name: 3-(3-Hydroxyphenyl)propanoic acid + Hydrogen Ion + NADH + Oxygen → 3-(2,3-dihydroxyphenyl)propanoate + NAD + Water
conversion direction: LEFT_TO_RIGHT

Reaction1253873
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C041131/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000174/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040753/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: Succinic acid
right: (2Z)-2-hydroxypenta-2,4-dienoate
right: Hydrogen Ion
spontaneous: false
left: Water
left: 2-Hydroxy-6-ketononadienedicarboxylate
name: 2-Hydroxy-6-ketononadienedicarboxylate + Water → (2Z)-2-hydroxypenta-2,4-dienoate + Hydrogen Ion + Succinic acid
conversion direction: LEFT_TO_RIGHT

Water
type: SmallMolecule
cellular location: Cytosol
entity reference: Water

NAD
type: SmallMolecule
cellular location: Cytosol
entity reference: NAD

Reference/ChemSpider 392447
type: UnificationXref
id: 392447
db: ChemSpider

Compound/PW C001099/Stoichiometry/1.0
type: Stoichiometry
physical entity: Coenzyme A
stoichiometric coefficient: 1.0

2,3-dihydroxyphenylpropionate 1,2-dioxygenase
type: Complex
component stoichiometry: Protein/28272/Stoichiometry/4.0
component: Unknown

1.13.11.16
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C003007/Stoichiometry/1.0
participant stoichiometry: Compound/PW C041168/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: Hydrogen Ion
right: 2-Hydroxy-6-ketononatrienedioate
spontaneous: false
EC number: 1.13.11.16
left: Oxygen
left: 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
name: 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + Oxygen → 2-Hydroxy-6-ketononatrienedioate + Hydrogen Ion
conversion direction: LEFT_TO_RIGHT

2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
type: SmallMoleculeReference
xref: Reference/ChemSpider 552441
xref: Reference/HMDB HMDB0006915
xref: Reference/KEGG Compound C05350
xref: Reference/ChEBI CHEBI 27683
xref: Reference/PubChem-compound 636708
chemical formula: C9H8O4
molecular weight: 180.04225
structure: ChemicalStructure/PW C003007

1.18.1.3
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000742/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
participant stoichiometry: Compound/PW C041198/Stoichiometry/1.0
right: cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol
right: NAD
spontaneous: false
EC number: 1.18.1.3
left: NADH
left: Hydrogen Ion
left: Oxygen
left: trans-Cinnamic acid
name: Hydrogen Ion + NADH + Oxygen + trans-Cinnamic acid → NAD + cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol
conversion direction: LEFT_TO_RIGHT

1.3.1.87
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Compound/PW C003007/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
participant stoichiometry: Compound/PW C041198/Stoichiometry/1.0
right: NADH
right: Hydrogen Ion
right: 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
spontaneous: false
EC number: 1.3.1.87
left: cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol
left: NAD
name: NAD + cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid + Hydrogen Ion + NADH
conversion direction: LEFT_TO_RIGHT

Compound/PW C001144/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

Acetaldehyde
type: SmallMolecule
entity reference: Acetaldehyde

4.2.1.80
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040749/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040748/Stoichiometry/1.0
right: Water
right: 4-hydroxy-2-oxopentanoate
spontaneous: false
EC number: 4.2.1.80
left: 2-oxopent-4-enoate
name: 2-oxopent-4-enoate → 4-hydroxy-2-oxopentanoate + Water
conversion direction: LEFT_TO_RIGHT

2-hydroxy-6-oxononatrienedioate hydrolase
type: Complex
component stoichiometry: Protein/28272/Stoichiometry/2.0
component: Unknown

3.7.1.14
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C043300/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000088/Stoichiometry/1.0
participant stoichiometry: Compound/PW C041168/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: 2-Hydroxy-2,4-pentadienoate
right: Hydrogen Ion
right: Fumaric acid
spontaneous: false
EC number: 3.7.1.14
left: Water
left: 2-Hydroxy-6-ketononatrienedioate
name: 2-Hydroxy-6-ketononatrienedioate + Water → 2-Hydroxy-2,4-pentadienoate + Fumaric acid + Hydrogen Ion
conversion direction: LEFT_TO_RIGHT

Reference/CAS 7782-44-7
type: UnificationXref
id: 7782-44-7
db: CAS

Reference/HMDB HMDB0001377
type: UnificationXref
id: HMDB0001377
db: HMDB

ChemicalStructure/PW C000164
type: ChemicalStructure
structure format: SMILES
structure data: CC(=O)C(O)=O

2-hydroxypentadienoate hydratase
type: Complex
component stoichiometry: Protein/28272/Stoichiometry/5.0
component: Unknown

Reference/ChEBI CHEBI 1113
type: UnificationXref
id: CHEBI:1113
db: ChEBI

Acetaldehyde
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15343
xref: Reference/KEGG Compound C00084
xref: Reference/CAS 75-07-0
xref: Reference/BioCyc ACETALD
xref: Reference/ChemSpider 172
xref: Reference/PubChem-compound 177
xref: Reference/HMDB HMDB0000990
chemical formula: C2H4O
molecular weight: 44.026215
structure: ChemicalStructure/PW C000784

Compound/PW C040748/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-oxopent-4-enoate
stoichiometric coefficient: 1.0

Compound/PW C001420 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Unknown
type: ProteinReference

ChemicalStructure/PW C041198
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 962
type: UnificationXref
id: 962
db: PubChem-compound

Reference/CAS 621-54-5
type: UnificationXref
id: 621-54-5
db: CAS

Reference/ChemSpider 392413
type: UnificationXref
id: 392413
db: ChemSpider

Reference/KEGG Compound C03589
type: UnificationXref
id: C03589
db: KEGG Compound

Compound/PW C000174/Stoichiometry/1.0
type: Stoichiometry
physical entity: Succinic acid
stoichiometric coefficient: 1.0

Reference/PubChem-compound 5893
type: UnificationXref
id: 5893
db: PubChem-compound

Reference/KEGG Compound C00080
type: UnificationXref
id: C00080
db: KEGG Compound

Compound/PW C040749/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-hydroxy-2-oxopentanoate
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001065
type: ChemicalStructure
structure format: SMILES
structure data: O=O

Reference/CAS 110-15-6
type: UnificationXref
id: 110-15-6
db: CAS

ChemicalStructure/PW C003007
type: ChemicalStructure
structure format: SMILES
structure data: OC(=O)C(\O)=C\C1=CC=C(O)C=C1

Reference/KEGG Compound C00084
type: UnificationXref
id: C00084
db: KEGG Compound

Reference/CAS 75-07-0
type: UnificationXref
id: 75-07-0
db: CAS

Reference/ChEBI CHEBI 46951
type: UnificationXref
id: CHEBI:46951
db: ChEBI

Reference/ChemSpider 172
type: UnificationXref
id: 172
db: ChemSpider

ChemicalStructure/PW C043300
type: ChemicalStructure
structure format: SMILES
structure data: [H]C(C=C)=C(O)C([O-])=O

Reference/HMDB HMDB0002111
type: UnificationXref
id: HMDB0002111
db: HMDB

Reference/ChEBI CHEBI 32816
type: UnificationXref
id: CHEBI:32816
db: ChEBI

Reference/ChEBI CHEBI 15377
type: UnificationXref
id: CHEBI:15377
db: ChEBI

Reference/ChEBI CHEBI 15379
type: UnificationXref
id: CHEBI:15379
db: ChEBI

Reference/ChEBI CHEBI 15378
type: UnificationXref
id: CHEBI:15378
db: ChEBI

ChemicalStructure/PW C040034
type: ChemicalStructure
structure format: SMILES
structure data: [H+]

cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol
type: SmallMolecule
entity reference: cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol

Compound/PW C043300/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxy-2,4-pentadienoate
stoichiometric coefficient: 1.0

Reference/BioCyc PYRUVATE
type: UnificationXref
id: PYRUVATE
db: BioCyc

Reference/BioCyc ACETALD
type: UnificationXref
id: ACETALD
db: BioCyc

Reference/ChEBI CHEBI 19615
type: UnificationXref
id: CHEBI:19615
db: ChEBI

Compound/PW C000742/Stoichiometry/1.0
type: Stoichiometry
physical entity: trans-Cinnamic acid
stoichiometric coefficient: 1.0

Reference/PubChem-compound 636708
type: UnificationXref
id: 636708
db: PubChem-compound

ReactionCatalysis1284705
type: Catalysis
controller: Unknown
controlled: 1.18.1.3
control type: ACTIVATION

ReactionCatalysis1284706
type: Catalysis
controller: 2-hydroxy-6-oxononatrienedioate hydrolase
controlled: 3.7.1.14
control type: ACTIVATION

Reference/PubChem-compound 91
type: UnificationXref
id: 91
db: PubChem-compound

Oxygen
type: SmallMolecule
cellular location: Cytosol
entity reference: Oxygen

ReactionCatalysis1284703
type: Catalysis
controller: 2,3-dihydroxyphenylpropionate 1,2-dioxygenase
controlled: 1.13.11.16
control type: ACTIVATION

Compound/PW C001420/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

ReactionCatalysis1284704
type: Catalysis
controller: Unknown
controlled: 1.3.1.87
control type: ACTIVATION

ReactionCatalysis1284709
type: Catalysis
controller: Unknown
controlled: 1.2.1.10
control type: ACTIVATION

ChemicalStructure/PW C000784
type: ChemicalStructure
structure format: SMILES
structure data: CC=O

ReactionCatalysis1284707
type: Catalysis
controller: 2-hydroxypentadienoate hydratase
controlled: 4.2.1.80
control type: ACTIVATION

Reference/HMDB HMDB0001713
type: UnificationXref
id: HMDB0001713
db: HMDB

ReactionCatalysis1284708
type: Catalysis
controller: Unknown
controlled: 4.1.3.39
control type: ACTIVATION

m-Coumaric acid
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 32357
xref: Reference/HMDB HMDB0001713
xref: Reference/KEGG Compound C12621
xref: Reference/PubChem-compound 637541
xref: Reference/CAS 588-30-7
xref: Reference/ChemSpider 553147
chemical formula: C9H8O3
molecular weight: 164.04735
structure: ChemicalStructure/PW C001213

Reference/KEGG Compound C12621
type: UnificationXref
id: C12621
db: KEGG Compound

ChemicalStructure/PW C041131
type: ChemicalStructure
structure format: SMILES
structure data: O\C(=C/C=C/C(=O)CCC([O-])=O)C([O-])=O

cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 5282145
chemical formula: C9H10O4
molecular weight: 182.0579
structure: ChemicalStructure/PW C041198

Compound/PW C040753 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: (2Z)-2-hydroxypenta-2,4-dienoate
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 15343
type: UnificationXref
id: CHEBI:15343
db: ChEBI

Reference/PubChem-compound 444493
type: UnificationXref
id: 444493
db: PubChem-compound

Protein/28272/Stoichiometry/2.0
type: Stoichiometry
physical entity: Unknown
stoichiometric coefficient: 2.0

Reaction5160
type: BiochemicalReaction
participant stoichiometry: Compound/PW C043300/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040748/Stoichiometry/1.0
right: 2-oxopent-4-enoate
spontaneous: true
left: 2-Hydroxy-2,4-pentadienoate
name: 2-Hydroxy-2,4-pentadienoate → 2-oxopent-4-enoate
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C000742
type: ChemicalStructure
structure format: SMILES
structure data: OC(=O)\C=C\C1=CC=CC=C1

Reference/BioCyc ACETYL-COA
type: UnificationXref
id: ACETYL-COA
db: BioCyc

Reference/ChEBI CHEBI 32357
type: UnificationXref
id: CHEBI:32357
db: ChEBI

Water
type: SmallMoleculeReference
xref: Reference/PubChem-compound 962
xref: Reference/ChEBI CHEBI 15377
xref: Reference/KEGG Compound C00001
xref: Reference/ChemSpider 937
xref: Reference/HMDB HMDB0002111
xref: Reference/CAS 7732-18-5
chemical formula: H2O
molecular weight: 18.010565
structure: ChemicalStructure/PW C001420

Reference/BioCyc NADH
type: UnificationXref
id: NADH
db: BioCyc

ReactionCatalysis1284712
type: Catalysis
controller: Unknown
controlled: 1.14.13.127
control type: ACTIVATION

Compound/PW C001213 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: m-Coumaric acid
stoichiometric coefficient: 1.0

ReactionCatalysis1284713
type: Catalysis
controller: Unknown
controlled: 1.14.13.127
control type: ACTIVATION

Reference/HMDB HMDB0000990
type: UnificationXref
id: HMDB0000990
db: HMDB

ReactionCatalysis1284710
type: Catalysis
controller: 2,3-dihydroxyphenylpropionate 1,2-dioxygenase
controlled: Reaction1253872
control type: ACTIVATION

Reference/ChEBI CHEBI 1427
type: UnificationXref
id: CHEBI:1427
db: ChEBI

Reference/BioCyc NAD
type: UnificationXref
id: NAD
db: BioCyc

ReactionCatalysis1284711
type: Catalysis
controller: 2-hydroxy-6-oxononatrienedioate hydrolase
controlled: Reaction1253873
control type: ACTIVATION

Reference/PubChem-compound 1060
type: UnificationXref
id: 1060
db: PubChem-compound

Reference/PubChem-compound 977
type: UnificationXref
id: 977
db: PubChem-compound

Reference/HMDB HMDB0059597
type: UnificationXref
id: HMDB0059597
db: HMDB

Reference/KEGG Compound C00423
type: UnificationXref
id: C00423
db: KEGG Compound

Reference/PubChem-compound 177
type: UnificationXref
id: 177
db: PubChem-compound

Reference/ChEBI CHEBI 15351
type: UnificationXref
id: CHEBI:15351
db: ChEBI

ChemicalStructure/PW C000088
type: ChemicalStructure
structure format: SMILES
structure data: OC(=O)\C=C\C(O)=O

SubPathwayInteraction521466
type: Interaction
name: SubPathwayReaction
name: SubPathway521466Reaction
participant: 3-(3-Hydroxyphenyl)propanoic acid

Compound/PW C000088/Stoichiometry/1.0
type: Stoichiometry
physical entity: Fumaric acid
stoichiometric coefficient: 1.0

Reference/CAS 85-61-0
type: UnificationXref
id: 85-61-0
db: CAS

2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
type: SmallMolecule
cellular location: Cytosol
entity reference: 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid

Compound/PW C003007/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 27683
type: UnificationXref
id: CHEBI:27683
db: ChEBI