Xylene and Toluene Degradation
type: Pathway
pathway order: PathwayEnzymeReaction/2460022
pathway order: PathwayEnzymeReaction/2460023
pathway order: PathwayEnzymeReaction/2460021
pathway order: PathwayEnzymeReaction/2460028
pathway order: PathwayEnzymeReaction/2460029
pathway order: PathwayEnzymeReaction/2460026
pathway order: PathwayEnzymeReaction/2460027
pathway order: PathwayEnzymeReaction/2460024
pathway order: PathwayEnzymeReaction/2460025
pathway component: Reaction212488
pathway component: Reaction212489
pathway component: Reaction212379
pathway component: ReactionCatalysis202128
pathway component: ReactionCatalysis202124
pathway component: Reaction212491
pathway component: ReactionCatalysis202048
pathway component: ReactionCatalysis202125
pathway component: Reaction212492
pathway component: ReactionCatalysis202049
pathway component: ReactionCatalysis202028
pathway component: ReactionCatalysis202127
pathway component: Reaction212495
pathway component: ReactionCatalysis202131
pathway component: ReactionCatalysis202032
pathway component: Reaction212398
pathway component: Reaction212377
pathway component: Reaction212399
xref: Reference/PathWhiz PW123776
xref: Reference/SMPDB SMP0122466
organism: Pseudomonas aeruginosa

Reaction212379
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108631/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000696/Stoichiometry/1.0
right: 3-Methyl-cis,cis-muconate
spontaneous: false
left: Oxygen
left: 4-Methylcatechol
name: 4-Methylcatechol + Oxygen ↔ 3-Methyl-cis,cis-muconate
conversion direction: REVERSIBLE

Compound/PW C108677/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Methylcatechol
stoichiometric coefficient: 1.0

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

cis-1,2-Dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate
type: SmallMolecule
entity reference: cis-1,2-Dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate

Reference/PubChem-compound 7470
type: UnificationXref
id: 7470
db: PubChem-compound

4-Methylbenzoic acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0029635
xref: Reference/CAS 99-94-5
xref: Reference/PubChem-compound 7470
xref: Reference/ChemSpider 7190
xref: Reference/ChEBI CHEBI 36635
xref: Reference/KEGG Compound C01454
chemical formula: C8H8O2
molecular weight: 136.05243
structure: ChemicalStructure/PW C010870

Reaction212491
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108631/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108680/Stoichiometry/1.0
right: 4-Methylmuconolactone
spontaneous: false
left: 3-Methyl-cis,cis-muconate
name: 3-Methyl-cis,cis-muconate ↔ 4-Methylmuconolactone
conversion direction: REVERSIBLE

Reaction212492
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108631/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108681/Stoichiometry/1.0
right: 3-Methylmuconolactone
spontaneous: false
left: 3-Methyl-cis,cis-muconate
name: 3-Methyl-cis,cis-muconate ↔ 3-Methylmuconolactone
conversion direction: REVERSIBLE

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

4-Methylcatechol
type: SmallMolecule
entity reference: 4-Methylcatechol

Reaction212495
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108677/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108679/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: Carbon dioxide
right: 3-Methylcatechol
spontaneous: false
left: 1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate
left: NAD
name: 1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate + NAD ↔ 3-Methylcatechol + Carbon dioxide + Hydrogen Ion + NADH
conversion direction: REVERSIBLE

Reference/ChEBI CHEBI 10589 28795
type: UnificationXref
id: CHEBI:10589 28795
db: ChEBI

Reaction212377
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108629/Stoichiometry/1.0
participant stoichiometry: Compound/PW C010870/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: cis-1,2-Dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate
right: NAD
spontaneous: false
left: NADH
left: 4-Methylbenzoic acid
left: Hydrogen Ion
left: Oxygen
name: 4-Methylbenzoic acid + Hydrogen Ion + NADH + Oxygen → NAD + cis-1,2-Dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate
conversion direction: LEFT_TO_RIGHT

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

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0029635
type: UnificationXref
id: HMDB0029635
db: HMDB

NADH
type: SmallMolecule
entity reference: NADH

4-Methylmuconolactone
type: SmallMoleculeReference
xref: Reference/PubChem-compound 7163
xref: Reference/ChEBI CHEBI 16766
chemical formula: C7H8O4
molecular weight: 156.04225
structure: ChemicalStructure/PW C108680

3-Methylmuconolactone
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16754
xref: Reference/PubChem-compound 7162
chemical formula: C7H8O4
molecular weight: 156.04225
structure: ChemicalStructure/PW C108681

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

Cis-1,2-dihydroxycyclohexa-3,4-diene carboxylate dehydrogenase
type: ProteinReference
xref: Reference/UniProt Q9I0W7
organism: Pseudomonas aeruginosa

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

ChemicalStructure/PW C000696
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC(O)=C(O)C=C1

Probable ring-hydroxylating dioxygenase subunit
type: ProteinReference
xref: Reference/UniProt Q9I232
organism: Pseudomonas aeruginosa

Reference/ChemSpider 7190
type: UnificationXref
id: 7190
db: ChemSpider

Reference/UniProt Q9I0W7
type: UnificationXref
id: Q9I0W7
db: UniProt

Reference/UniProt Q9I0W5
type: UnificationXref
id: Q9I0W5
db: UniProt

ChemicalStructure/PW C108629
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC(O)C(O)(C=C1)C(O)=O

Reference/UniProt Q9I0W4
type: UnificationXref
id: Q9I0W4
db: UniProt

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

Compound/PW C108638/Stoichiometry/1.0
type: Stoichiometry
physical entity: 1,2-Dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate
stoichiometric coefficient: 1.0

ReactionCatalysis202128
type: Catalysis
controller: Muconate cycloisomerase I
controlled: Reaction212492
control type: ACTIVATION

NAD
type: SmallMolecule
entity reference: NAD

ReactionCatalysis202124
type: Catalysis
controller: Cis-1,2-dihydroxycyclohexa-3,4-diene carboxylate dehydrogenase
controlled: Reaction212488
control type: ACTIVATION

ReactionCatalysis202125
type: Catalysis
controller: Probable ring-hydroxylating dioxygenase subunit
controlled: Reaction212489
control type: ACTIVATION

Compound/PW C108640/Stoichiometry/1.0
type: Stoichiometry
physical entity: m-Methylbenzoate
stoichiometric coefficient: 1.0

ReactionCatalysis202127
type: Catalysis
controller: Muconate cycloisomerase I
controlled: Reaction212491
control type: ACTIVATION

Compound/PW C108680/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-Methylmuconolactone
stoichiometric coefficient: 1.0

Reference/PubChem-compound 8953
type: UnificationXref
id: 8953
db: PubChem-compound

Reference/PubChem-compound 8951
type: UnificationXref
id: 8951
db: PubChem-compound

Compound/PW C108636/Stoichiometry/1.0
type: Stoichiometry
physical entity: o-Methylbenzoate
stoichiometric coefficient: 1.0

ChemicalStructure/PW C108631
type: ChemicalStructure
structure format: SMILES
structure data: C\C(\C=C/C(O)=O)=C\C(O)=O

Reference/PubChem-compound 5846
type: UnificationXref
id: 5846
db: PubChem-compound

Compound/PW C108681/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Methylmuconolactone
stoichiometric coefficient: 1.0

ChemicalStructure/PW C108636
type: ChemicalStructure
structure format: SMILES
structure data: CC1=C(C=CC=C1)C(O)=O

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

Reference/UniProt Q9I232
type: UnificationXref
id: Q9I232
db: UniProt

Reference/BioCyc 4-METHYLCATECHOL
type: UnificationXref
id: 4-METHYLCATECHOL
db: BioCyc

Reference/UniProt Q9I0X5
type: UnificationXref
id: Q9I0X5
db: UniProt

ChemicalStructure/PW C108638
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC=CC(O)C1(O)C(O)=O

Reference/UniProt Q9I0X3
type: UnificationXref
id: Q9I0X3
db: UniProt

Reference/ChEBI CHEBI 16754
type: UnificationXref
id: CHEBI:16754
db: ChEBI

ChemicalStructure/PW C010870
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC=C(C=C1)C(O)=O

Reference/PubChem-compound 9958
type: UnificationXref
id: 9958
db: PubChem-compound

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

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

Reaction212398
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001316/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108629/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000696/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: Carbon dioxide
right: 4-Methylcatechol
spontaneous: false
left: cis-1,2-Dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate
left: NAD
name: NAD + cis-1,2-Dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate ↔ 4-Methylcatechol + Carbon dioxide + Hydrogen Ion + NADH
conversion direction: REVERSIBLE

Reaction212399
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108636/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108638/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 C040034/Stoichiometry/1.0
right: NAD
right: 1,2-Dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate
spontaneous: false
left: NADH
left: Hydrogen Ion
left: Oxygen
left: o-Methylbenzoate
name: Hydrogen Ion + NADH + Oxygen + o-Methylbenzoate ↔ 1,2-Dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate + NAD
conversion direction: REVERSIBLE

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

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

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

m-Methylbenzoate
type: SmallMolecule
entity reference: m-Methylbenzoate

Compound/PW C001316/Stoichiometry/1.0
type: Stoichiometry
physical entity: Carbon dioxide
stoichiometric coefficient: 1.0

Reference/ChemSpider 274
type: UnificationXref
id: 274
db: ChemSpider

ChemicalStructure/PW C108640
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC(=CC=C1)C(O)=O

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

cis-1,2-Dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C06729
xref: Reference/ChEBI CHEBI 17095
xref: Reference/PubChem-compound 8951
chemical formula: C8H10O4
molecular weight: 170.0579
structure: ChemicalStructure/PW C108629

Reference/PubChem-compound 9424
type: UnificationXref
id: 9424
db: PubChem-compound

Toluate 1,2-dioxygenase
type: Complex
component: Toluate 1,2-dioxygenase beta subunit
component: Toluate 1,2-dioxygenase alpha subunit

Reference/KEGG Compound C06729
type: UnificationXref
id: C06729
db: KEGG Compound

Reference/CAS 452-86-8
type: UnificationXref
id: 452-86-8
db: CAS

Reference/ChEBI CHEBI 16766
type: UnificationXref
id: CHEBI:16766
db: ChEBI

Reference/ChEBI CHEBI 16526
type: UnificationXref
id: CHEBI:16526
db: ChEBI

Reference/ChEBI CHEBI 36635
type: UnificationXref
id: CHEBI:36635
db: ChEBI

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

Reference/PubChem-compound 9420
type: UnificationXref
id: 9420
db: PubChem-compound

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

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

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

3-Methyl-cis,cis-muconate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 28958
xref: Reference/PubChem-compound 6802
chemical formula: C7H8O4
molecular weight: 156.04225
structure: ChemicalStructure/PW C108631

o-Methylbenzoate
type: SmallMolecule
entity reference: o-Methylbenzoate

1,2-Dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate
type: SmallMolecule
entity reference: 1,2-Dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate

o-Methylbenzoate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 9424
xref: Reference/ChEBI CHEBI 28872 36632
chemical formula: C8H8O2
molecular weight: 136.05243
structure: ChemicalStructure/PW C108636

3-Methyl-cis,cis-muconate
type: SmallMolecule
entity reference: 3-Methyl-cis,cis-muconate

1,2-Dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 8953
xref: Reference/ChEBI CHEBI 16100
chemical formula: C8H10O4
molecular weight: 170.0579
structure: ChemicalStructure/PW C108638

Compound/PW C108631/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Methyl-cis,cis-muconate
stoichiometric coefficient: 1.0

Hydrogen Ion
type: SmallMolecule
entity reference: Hydrogen Ion

Compound/PW C108629/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-1,2-Dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 28958
type: UnificationXref
id: CHEBI:28958
db: ChEBI

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

Carbon dioxide
type: SmallMoleculeReference
xref: Reference/PubChem-compound 280
xref: Reference/ChEBI CHEBI 16526
xref: Reference/ChemSpider 274
xref: Reference/HMDB HMDB0001967
xref: Reference/CAS 124-38-9
xref: Reference/KEGG Compound C00011
chemical formula: CO2
molecular weight: 43.98983
structure: ChemicalStructure/PW C001316

ReactionCatalysis202032
type: Catalysis
controller: Catechol 1,2-dioxygenase
controlled: Reaction212379
control type: ACTIVATION

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

Reference/KEGG Compound C06730
type: UnificationXref
id: C06730
db: KEGG Compound

Reference/ChemSpider 9564
type: UnificationXref
id: 9564
db: ChemSpider

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

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

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

m-Methylbenzoate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 9420
xref: Reference/ChEBI CHEBI 10589 28795
chemical formula: C8H8O2
molecular weight: 136.05243
structure: ChemicalStructure/PW C108640

Oxygen
type: SmallMolecule
entity reference: Oxygen

Reference/CAS 124-38-9
type: UnificationXref
id: 124-38-9
db: CAS

Pseudomonas aeruginosa
type: BioSource
xref: Reference/TAXONOMY 287

Reference/ChEBI CHEBI 18404
type: UnificationXref
id: CHEBI:18404
db: ChEBI

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

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+]

4-Methylbenzoic acid
type: SmallMolecule
entity reference: 4-Methylbenzoic acid

ReactionCatalysis202048
type: Catalysis
controller: Cis-1,2-dihydroxycyclohexa-3,4-diene carboxylate dehydrogenase
controlled: Reaction212398
control type: ACTIVATION

ReactionCatalysis202049
type: Catalysis
controller: Probable ring-hydroxylating dioxygenase subunit
controlled: Reaction212399
control type: ACTIVATION

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

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

Reference/KEGG Compound C01454
type: UnificationXref
id: C01454
db: KEGG Compound

Reference/ChEBI CHEBI 16100
type: UnificationXref
id: CHEBI:16100
db: ChEBI

Reference/PubChem-compound 280
type: UnificationXref
id: 280
db: PubChem-compound

Reference/ChEBI CHEBI 28872 36632
type: UnificationXref
id: CHEBI:28872 36632
db: ChEBI

ChemicalStructure/PW C108679
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC=C[C@@](O)([C@H]1O)C(O)=O

Probable ring-hydroxylating dioxygenase subunit
type: Protein
entity reference: Probable ring-hydroxylating dioxygenase subunit

ChemicalStructure/PW C108677
type: ChemicalStructure
structure format: SMILES
structure data: CC1=C(O)C(O)=CC=C1

Cis-1,2-dihydroxycyclohexa-3,4-diene carboxylate dehydrogenase
type: Protein
entity reference: Cis-1,2-dihydroxycyclohexa-3,4-diene carboxylate dehydrogenase

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/SMPDB SMP0122466
type: UnificationXref
id: SMP0122466
db: SMPDB

Reference/KEGG Compound C00011
type: UnificationXref
id: C00011
db: KEGG Compound

ChemicalStructure/PW C001316
type: ChemicalStructure
structure format: SMILES
structure data: O=C=O

Reference/PubChem-compound 6802
type: UnificationXref
id: 6802
db: PubChem-compound

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

Compound/PW C000696/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-Methylcatechol
stoichiometric coefficient: 1.0

Reference/PubChem-compound 8943
type: UnificationXref
id: 8943
db: PubChem-compound

ReactionCatalysis202131
type: Catalysis
controller: Cis-1,2-dihydroxycyclohexa-3,4-diene carboxylate dehydrogenase
controlled: Reaction212495
control type: ACTIVATION

Reference/ChEBI CHEBI 17641
type: UnificationXref
id: CHEBI:17641
db: ChEBI

Reference/HMDB HMDB0000873
type: UnificationXref
id: HMDB0000873
db: HMDB

ChemicalStructure/PW C108681
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC(=O)OC1CC(O)=O

Reference/PathWhiz PW123776
type: UnificationXref
id: PW123776
db: PathWhiz

Muconate cycloisomerase I
type: ProteinReference
xref: Reference/UniProt Q9I0X3
organism: Pseudomonas aeruginosa

ChemicalStructure/PW C108680
type: ChemicalStructure
structure format: SMILES
structure data: CC1(CC(O)=O)OC(=O)C=C1

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

4-Methylmuconolactone
type: SmallMolecule
entity reference: 4-Methylmuconolactone

3-Methylmuconolactone
type: SmallMolecule
entity reference: 3-Methylmuconolactone

4-Methylcatechol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000873
xref: Reference/CAS 452-86-8
xref: Reference/PubChem-compound 9958
xref: Reference/BioCyc 4-METHYLCATECHOL
xref: Reference/KEGG Compound C06730
xref: Reference/ChemSpider 9564
xref: Reference/ChEBI CHEBI 17254
chemical formula: C7H8O2
molecular weight: 124.05243
structure: ChemicalStructure/PW C000696

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

Reference/TAXONOMY 287
type: UnificationXref
id: 287
db: TAXONOMY

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

Reaction212488
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108638/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108677/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721/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: Carbon dioxide
right: 3-Methylcatechol
spontaneous: false
left: NAD
left: 1,2-Dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate
name: 1,2-Dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate + NAD → 3-Methylcatechol + Carbon dioxide + Hydrogen Ion + NADH
conversion direction: LEFT_TO_RIGHT

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

Reaction212489
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108640/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108679/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: 1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate
right: NAD
spontaneous: false
left: NADH
left: m-Methylbenzoate
left: Hydrogen Ion
left: Oxygen
name: Hydrogen Ion + NADH + Oxygen + m-Methylbenzoate → 1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate + NAD
conversion direction: LEFT_TO_RIGHT

Reference/CAS 99-94-5
type: UnificationXref
id: 99-94-5
db: CAS

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

Catechol 1,2-dioxygenase
type: Protein
entity reference: Catechol 1,2-dioxygenase

Toluate 1,2-dioxygenase beta subunit
type: Protein
entity reference: Toluate 1,2-dioxygenase beta subunit

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

Reference/PubChem-compound 7163
type: UnificationXref
id: 7163
db: PubChem-compound

Toluate 1,2-dioxygenase alpha subunit
type: Protein
entity reference: Toluate 1,2-dioxygenase alpha subunit

Reference/PubChem-compound 7162
type: UnificationXref
id: 7162
db: PubChem-compound

Carbon dioxide
type: SmallMolecule
entity reference: Carbon dioxide

Reference/HMDB HMDB0001967
type: UnificationXref
id: HMDB0001967
db: HMDB

Reference/CAS 488-17-5
type: UnificationXref
id: 488-17-5
db: CAS

Compound/PW C010870/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-Methylbenzoic acid
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 17095
type: UnificationXref
id: CHEBI:17095
db: ChEBI

Compound/PW C108679/Stoichiometry/1.0
type: Stoichiometry
physical entity: 1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate
stoichiometric coefficient: 1.0

ReactionCatalysis202028
type: Catalysis
controller: Toluate 1,2-dioxygenase
controlled: Reaction212377
control type: ACTIVATION

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

Reference/ChEBI CHEBI 17254
type: UnificationXref
id: CHEBI:17254
db: ChEBI

Catechol 1,2-dioxygenase
type: ProteinReference
xref: Reference/UniProt Q9I0X5
organism: Pseudomonas aeruginosa

1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate
type: SmallMolecule
entity reference: 1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate

3-Methylcatechol
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 18404
xref: Reference/PubChem-compound 5846
xref: Reference/CAS 488-17-5
chemical formula: C7H8O2
molecular weight: 124.05243
structure: ChemicalStructure/PW C108677

Toluate 1,2-dioxygenase alpha subunit
type: ProteinReference
xref: Reference/UniProt Q9I0W4
organism: Pseudomonas aeruginosa

Toluate 1,2-dioxygenase beta subunit
type: ProteinReference
xref: Reference/UniProt Q9I0W5
organism: Pseudomonas aeruginosa

1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 8943
xref: Reference/ChEBI CHEBI 17641
chemical formula: C8H10O4
molecular weight: 170.0579
structure: ChemicalStructure/PW C108679

Muconate cycloisomerase I
type: Protein
entity reference: Muconate cycloisomerase I

3-Methylcatechol
type: SmallMolecule
entity reference: 3-Methylcatechol