Reference/ChEBI CHEBI 16015
type: UnificationXref
id: CHEBI:16015
db: ChEBI

Reference/ChEBI CHEBI 136832
type: UnificationXref
id: CHEBI:136832
db: ChEBI

Reference/ChemSpider 30572
type: UnificationXref
id: 30572
db: ChemSpider

Reference/TAXONOMY 3702
type: UnificationXref
id: 3702
db: TAXONOMY

Compound/PW C045257/Stoichiometry/1.0
type: Stoichiometry
physical entity: N-hydroxy-L-tryptophan
stoichiometric coefficient: 1.0

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

Camalexin
type: SmallMolecule
entity reference: Camalexin

Reference/KEGG Compound C03024
type: UnificationXref
id: C03024
db: KEGG Compound

Reference/PubChem-compound 25203881
type: UnificationXref
id: 25203881
db: PubChem-compound

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

Reference/PubChem-compound 351795
type: UnificationXref
id: 351795
db: PubChem-compound

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

Reference/CAS 771-51-7
type: UnificationXref
id: 771-51-7
db: CAS

Reference/ChemSpider 4573686
type: UnificationXref
id: 4573686
db: ChemSpider

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

Compound/PW C045260/Stoichiometry/1.0
type: Stoichiometry
physical entity: (Z)-indol-3-ylacetaldoxime
stoichiometric coefficient: 1.0

[Reduced NADPH---hemoprotein reductase]
type: SmallMolecule
entity reference: [Reduced NADPH---hemoprotein reductase]

Compound/PW C045259/Stoichiometry/1.0
type: Stoichiometry
physical entity: (E)-indol-3-ylacetaldoxime
stoichiometric coefficient: 1.0

[Oxidized NADPH---hemoprotein reductase]
type: SmallMolecule
entity reference: [Oxidized NADPH---hemoprotein reductase]

Bifunctional dihydrocamalexate synthase/camalexin synthase
type: Protein
entity reference: Bifunctional dihydrocamalexate synthase/camalexin synthase

Glutathione hydrolase 3
type: Protein
cellular location: Cytosol
entity reference: Glutathione hydrolase 3

Reference/HMDB HMDB0006524
type: UnificationXref
id: HMDB0006524
db: HMDB

Unknown
type: Protein
entity reference: Unknown

Compound/PW C045258/Stoichiometry/1.0
type: Stoichiometry
physical entity: N,N-dihydroxy-L-tryptophan
stoichiometric coefficient: 1.0

Reference/KEGG Compound C03161
type: UnificationXref
id: C03161
db: KEGG Compound

ChemicalStructure/PW C045258
type: ChemicalStructure
structure format: SMILES
structure data: ON(O)C(CC1=CNC2=C1C=CC=C2)C([O-])=O

ChemicalStructure/PW C045257
type: ChemicalStructure
structure format: SMILES
structure data: [H][C@@](CC1=CNC2=CC=CC=C12)(NO)C([O-])=O

Reference/UniProt O49342
type: UnificationXref
id: O49342
db: UniProt

Indoleacetaldoxime dehydratase
type: Protein
entity reference: Indoleacetaldoxime dehydratase

Reference/ChEBI CHEBI 17566
type: UnificationXref
id: CHEBI:17566
db: ChEBI

ChemicalStructure/PW C045259
type: ChemicalStructure
structure format: SMILES
structure data: [H]\C(CC1=CNC2=CC=CC=C12)=N/O

Reference/CAS 135531-86-1
type: UnificationXref
id: 135531-86-1
db: CAS

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

Compound/PW C104777 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: (L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile
stoichiometric coefficient: 1.0

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

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

3-Indoleacetonitrile
type: SmallMoleculeReference
xref: Reference/KEGG Compound C02938
xref: Reference/ChEBI CHEBI 17566
xref: Reference/HMDB HMDB0006524
xref: Reference/PubChem-compound 351795
xref: Reference/CAS 771-51-7
xref: Reference/ChemSpider 312357
chemical formula: C10H8N2
molecular weight: 156.06874
structure: ChemicalStructure/PW C002792

ChemicalStructure/PW C045260
type: ChemicalStructure
structure format: SMILES
structure data: [H]\C(CC1=CNC2=CC=CC=C12)=N\O

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

[Reduced NADPH---hemoprotein reductase]
type: SmallMoleculeReference
xref: Reference/KEGG Compound C03024

[Oxidized NADPH---hemoprotein reductase]
type: SmallMoleculeReference
xref: Reference/KEGG Compound C03161

Compound/PW C042989/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen cyanide
stoichiometric coefficient: 1.0

Reference/ChemSpider 552646
type: UnificationXref
id: 552646
db: ChemSpider

Reference/ChemSpider 312357
type: UnificationXref
id: 312357
db: ChemSpider

Tryptophan N-monooxygenase 1
type: Protein
entity reference: Tryptophan N-monooxygenase 1

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

Tryptophan N-monooxygenase 2
type: Protein
entity reference: Tryptophan N-monooxygenase 2

Reference/CAS 73-22-3
type: UnificationXref
id: 73-22-3
db: CAS

Compound/PW C002792/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Indoleacetonitrile
stoichiometric coefficient: 1.0

Compound/PW C104774/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dehydro(indole-3-yl)acetonitrile
stoichiometric coefficient: 1.0

Compound/PW C104777/Stoichiometry/1.0
type: Stoichiometry
physical entity: (L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile
stoichiometric coefficient: 1.0

N,N-dihydroxy-L-tryptophan
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 58729
xref: Reference/PubChem-compound 45266745
chemical formula: C11H11N2O4
molecular weight: 235.07243
structure: ChemicalStructure/PW C045258

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

(E)-indol-3-ylacetaldoxime
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17545
xref: Reference/KEGG Compound C02937
xref: Reference/ChemSpider 4522197
xref: Reference/PubChem-compound 5371769
chemical formula: C10H10N2O
molecular weight: 174.07932
structure: ChemicalStructure/PW C045259

Compound/Generic302/Stoichiometry/1.0
type: Stoichiometry
physical entity: [Reduced NADPH---hemoprotein reductase]
stoichiometric coefficient: 1.0

Compound/PW C000741/Stoichiometry/1.0
type: Stoichiometry
physical entity: L-Tryptophan
stoichiometric coefficient: 1.0

Hydrogen Ion
type: SmallMolecule
entity reference: Hydrogen Ion

Reference/PubChem-compound 5459978
type: UnificationXref
id: 5459978
db: PubChem-compound

L-Tryptophan
type: SmallMoleculeReference
xref: Reference/CAS 73-22-3
xref: Reference/KEGG Compound C00078
xref: Reference/ChEBI CHEBI 16828
xref: Reference/PubChem-compound 6305
xref: Reference/BioCyc TRP
xref: Reference/HMDB HMDB0000929
xref: Reference/ChemSpider 6066
chemical formula: C11H12N2O2
molecular weight: 204.08987
structure: ChemicalStructure/PW C000741

Reference/ChEBI CHEBI 16856
type: UnificationXref
id: CHEBI:16856
db: ChEBI

Reference/PubChem-compound 124886
type: UnificationXref
id: 124886
db: PubChem-compound

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

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

Glutathione hydrolase 3
type: ProteinReference
xref: Reference/UniProt Q9M0G0
organism: Arabidopsis thaliana

Gamma-glutamyl peptidase 1
type: ProteinReference
xref: Reference/UniProt Q9M0A7
organism: Arabidopsis thaliana

Gamma-glutamyl peptidase 3
type: ProteinReference
xref: Reference/UniProt Q9M0A5
organism: Arabidopsis thaliana

Bifunctional dihydrocamalexate synthase/camalexin synthase
type: ProteinReference
xref: Reference/UniProt Q9LW27
organism: Arabidopsis thaliana

Indoleacetaldoxime dehydratase
type: ProteinReference
xref: Reference/UniProt O49342
organism: Arabidopsis thaliana

Glutathione S-transferase F6
type: ProteinReference
xref: Reference/UniProt P42760
organism: Arabidopsis thaliana

(Z)-indol-3-ylacetaldoxime
type: SmallMoleculeReference
xref: Reference/PubChem-compound 5459978
xref: Reference/ChemSpider 4573686
xref: Reference/ChEBI CHEBI 48577
chemical formula: C10H10N2O
molecular weight: 174.07932
structure: ChemicalStructure/PW C045260

ChemicalStructure/PW C002792
type: ChemicalStructure
structure format: SMILES
structure data: N#CCC1=CNC2=C1C=CC=C2

Oxygen
type: SmallMolecule
entity reference: Oxygen

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

Glycine
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000123
xref: Reference/BioCyc GLY
xref: Reference/ChemSpider 730
xref: Reference/PubChem-compound 5257127
xref: Reference/CAS 56-40-6
xref: Reference/ChEBI CHEBI 15428
xref: Reference/KEGG Compound C00037
chemical formula: C2H5NO2
molecular weight: 75.03203
structure: ChemicalStructure/PW C000078

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

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

Glutathione γ-glutamyl hydrolase/transpeptidase 4
type: Complex
cellular location: Cytosol
component: Gamma-glutamyl peptidase 1
component: Glutathione hydrolase 3
component: Gamma-glutamyl peptidase 3

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

Reference/UniProt Q9M0G0
type: UnificationXref
id: Q9M0G0
db: UniProt

Reference/PathWhiz PW122506
type: UnificationXref
id: PW122506
db: PathWhiz

Reference/UniProt P42760
type: UnificationXref
id: P42760
db: UniProt

Glutathione
type: SmallMoleculeReference
xref: Reference/CAS 70-18-8
xref: Reference/HMDB HMDB0000125
xref: Reference/BioCyc OXIDIZED-GLUTATHIONE
xref: Reference/KEGG Compound C00051
xref: Reference/ChEBI CHEBI 16856
xref: Reference/PubChem-compound 124886
xref: Reference/ChemSpider 111188
chemical formula: C10H17N3O6S
molecular weight: 307.0838
structure: ChemicalStructure/PW C000080

Reference/PubChem-compound 5257127
type: UnificationXref
id: 5257127
db: PubChem-compound

Tryptophan N-monooxygenase
type: Complex
component: Tryptophan N-monooxygenase 1
component: Tryptophan N-monooxygenase 2

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

(R)-dihydrocamalexate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 25203881
chemical formula: C12H9N2O2S
molecular weight: 245.03902
structure: ChemicalStructure/PW C104779

(L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 136832
xref: Reference/PubChem-compound 123131567
chemical formula: C15H16N4O3S
molecular weight: 332.0943
structure: ChemicalStructure/PW C104777

2-(cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile
type: SmallMoleculeReference
xref: Reference/PubChem-compound 86289810
xref: Reference/ChEBI CHEBI 79191
chemical formula: C13H13N3O2S
molecular weight: 275.07285
structure: ChemicalStructure/PW C104778

(glutathion-S-yl)(1H-indol-3-yl)acetonitrile
type: SmallMoleculeReference
xref: Reference/PubChem-compound 70788956
xref: Reference/ChEBI CHEBI 64981
chemical formula: C20H19N5O6S
molecular weight: 457.10614
structure: ChemicalStructure/PW C104775

ChemicalStructure/PW C042989
type: ChemicalStructure
structure format: SMILES
structure data: C#N

2-hydroxy-2-(1H-indol-3-yl)acetonitrile
type: SmallMoleculeReference
xref: Reference/PubChem-compound 57638576
chemical formula: C10H8N2O
molecular weight: 172.06366
structure: ChemicalStructure/PW C104773

Dehydro(indole-3-yl)acetonitrile
type: SmallMoleculeReference
xref: Reference/PubChem-compound 134820067
chemical formula: C10H6N2
molecular weight: 154.0531
structure: ChemicalStructure/PW C104774

Reference/HMDB HMDB0060292
type: UnificationXref
id: HMDB0060292
db: HMDB

Reaction180159
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104773/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104774/Stoichiometry/1.0
right: Water
right: Dehydro(indole-3-yl)acetonitrile
spontaneous: false
left: 2-hydroxy-2-(1H-indol-3-yl)acetonitrile
name: 2-hydroxy-2-(1H-indol-3-yl)acetonitrile → Dehydro(indole-3-yl)acetonitrile + Water
conversion direction: LEFT_TO_RIGHT

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

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

Compound/PW C104775 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: (glutathion-S-yl)(1H-indol-3-yl)acetonitrile
stoichiometric coefficient: 1.0

Reference/PubChem-compound 57638576
type: UnificationXref
id: 57638576
db: PubChem-compound

Glycine
type: SmallMolecule
entity reference: Glycine

Unknown
type: ProteinReference
organism: Arabidopsis thaliana

Reaction180152
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002792/Stoichiometry/1.0
participant stoichiometry: Compound/PW C045260/Stoichiometry/1.0
right: Water
right: 3-Indoleacetonitrile
spontaneous: false
left: (Z)-indol-3-ylacetaldoxime
name: (Z)-indol-3-ylacetaldoxime → 3-Indoleacetonitrile + Water
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 16828
type: UnificationXref
id: CHEBI:16828
db: ChEBI

Reaction180155
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/Generic302/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104773/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002792/Stoichiometry/1.0
right: Water
right: [Oxidized NADPH---hemoprotein reductase]
right: 2-hydroxy-2-(1H-indol-3-yl)acetonitrile
spontaneous: false
left: [Reduced NADPH---hemoprotein reductase]
left: 3-Indoleacetonitrile
left: Oxygen
name: 3-Indoleacetonitrile + Oxygen + [Reduced NADPH---hemoprotein reductase] → 2-hydroxy-2-(1H-indol-3-yl)acetonitrile + Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: LEFT_TO_RIGHT

4.99.1.6
type: BiochemicalReaction
participant stoichiometry: Compound/PW C045259/Stoichiometry/1.0
participant stoichiometry: Compound/PW C045260/Stoichiometry/1.0
right: (Z)-indol-3-ylacetaldoxime
spontaneous: false
EC number: 4.99.1.6
left: (E)-indol-3-ylacetaldoxime
name: (E)-indol-3-ylacetaldoxime ↔ (Z)-indol-3-ylacetaldoxime
conversion direction: REVERSIBLE

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

Reaction180149
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316/Stoichiometry/1.0
participant stoichiometry: Compound/PW C045259/Stoichiometry/1.0
participant stoichiometry: Compound/PW C045258/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: Water
right: (E)-indol-3-ylacetaldoxime
right: Carbon dioxide
spontaneous: true
left: Hydrogen Ion
left: N,N-dihydroxy-L-tryptophan
name: Hydrogen Ion + N,N-dihydroxy-L-tryptophan → (E)-indol-3-ylacetaldoxime + Carbon dioxide + Water
conversion direction: LEFT_TO_RIGHT

Compound/PW C000080 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Glutathione
stoichiometric coefficient: 1.0

Reaction180146
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303/Stoichiometry/1.0
participant stoichiometry: Compound/Generic302/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000741/Stoichiometry/1.0
participant stoichiometry: Compound/PW C045257/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: Water
right: [Oxidized NADPH---hemoprotein reductase]
right: N-hydroxy-L-tryptophan
right: Hydrogen Ion
spontaneous: false
left: [Reduced NADPH---hemoprotein reductase]
left: Oxygen
left: L-Tryptophan
name: L-Tryptophan + Oxygen + [Reduced NADPH---hemoprotein reductase] → Hydrogen Ion + N-hydroxy-L-tryptophan + Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: LEFT_TO_RIGHT

Compound/PW C104773/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-hydroxy-2-(1H-indol-3-yl)acetonitrile
stoichiometric coefficient: 1.0

Compound/PW C104774 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dehydro(indole-3-yl)acetonitrile
stoichiometric coefficient: 1.0

Reaction180148
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303/Stoichiometry/1.0
participant stoichiometry: Compound/Generic302/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C045258/Stoichiometry/1.0
participant stoichiometry: Compound/PW C045257/Stoichiometry/1.0
right: Water
right: [Oxidized NADPH---hemoprotein reductase]
right: N,N-dihydroxy-L-tryptophan
spontaneous: false
left: [Reduced NADPH---hemoprotein reductase]
left: N-hydroxy-L-tryptophan
left: Oxygen
name: N-hydroxy-L-tryptophan + Oxygen + [Reduced NADPH---hemoprotein reductase] → N,N-dihydroxy-L-tryptophan + Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: LEFT_TO_RIGHT

L-Tryptophan
type: SmallMolecule
entity reference: L-Tryptophan
name: SubPathwayOutput

L-Glutamic acid
type: SmallMolecule
cellular location: Cytosol
entity reference: L-Glutamic acid

Camalexin
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0038631
xref: Reference/CAS 135531-86-1
xref: Reference/PubChem-compound 636970
xref: Reference/ChemSpider 552646
xref: Reference/ChEBI CHEBI 22990
chemical formula: C11H8N2S
molecular weight: 200.04082
structure: ChemicalStructure/PW C019475

Reference/KEGG Compound C00025
type: UnificationXref
id: C00025
db: KEGG Compound

Reference/ChemSpider 6066
type: UnificationXref
id: 6066
db: ChemSpider

Gamma-glutamyl peptidase 1
type: Protein
cellular location: Cytosol
entity reference: Gamma-glutamyl peptidase 1

Reference/HMDB HMDB0000123
type: UnificationXref
id: HMDB0000123
db: HMDB

Tryptophan Metabolism
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway110301
pathway component: SubPathwayInteraction110301
xref: Reference/PathWhiz PW002556
xref: Reference/SMPDB SMP0002445
name: SubPathway

Reference/HMDB HMDB0000125
type: UnificationXref
id: HMDB0000125
db: HMDB

Reference/CAS 70-18-8
type: UnificationXref
id: 70-18-8
db: CAS

Reference/PubChem-compound 18407
type: UnificationXref
id: 18407
db: PubChem-compound

Reference/BioCyc OXIDIZED-GLUTATHIONE
type: UnificationXref
id: OXIDIZED-GLUTATHIONE
db: BioCyc

Compound/PW C000078/Stoichiometry/1.0
type: Stoichiometry
physical entity: Glycine
stoichiometric coefficient: 1.0

Hydrogen cyanide
type: SmallMoleculeReference
xref: Reference/PubChem-compound 18407
xref: Reference/HMDB HMDB0060292
xref: Reference/ChEBI CHEBI 768
chemical formula: CHN
molecular weight: 27.010899
structure: ChemicalStructure/PW C042989

Reference/PubChem-compound 6305
type: UnificationXref
id: 6305
db: PubChem-compound

Reference/KEGG Compound C00037
type: UnificationXref
id: C00037
db: KEGG Compound

Reference/HMDB HMDB0000929
type: UnificationXref
id: HMDB0000929
db: HMDB

Water
type: SmallMolecule
entity reference: Water

Reference/ChEBI CHEBI 58729
type: UnificationXref
id: CHEBI:58729
db: ChEBI

Reference/ChEBI CHEBI 58728
type: UnificationXref
id: CHEBI:58728
db: ChEBI

(glutathion-S-yl)(1H-indol-3-yl)acetonitrile
type: SmallMolecule
cellular location: Cytosol
entity reference: (glutathion-S-yl)(1H-indol-3-yl)acetonitrile

Reference/PubChem-compound 636970
type: UnificationXref
id: 636970
db: PubChem-compound

Reaction180170
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001316/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420/Stoichiometry/2.0
participant stoichiometry: Compound/Generic302/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104779/Stoichiometry/1.0
participant stoichiometry: Compound/PW C019475/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: Water
right: [Oxidized NADPH---hemoprotein reductase]
right: Carbon dioxide
right: Camalexin
spontaneous: false
left: (R)-dihydrocamalexate
left: [Reduced NADPH---hemoprotein reductase]
left: Hydrogen Ion
left: Oxygen
name: (R)-dihydrocamalexate + Hydrogen Ion + Oxygen + [Reduced NADPH---hemoprotein reductase] → Camalexin + Carbon dioxide + 2 Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 64981
type: UnificationXref
id: CHEBI:64981
db: ChEBI

2-(cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile
type: SmallMolecule
entity reference: 2-(cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile

(R)-dihydrocamalexate
type: SmallMolecule
entity reference: (R)-dihydrocamalexate

1.14.19.52
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/2.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/Generic302/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104779/Stoichiometry/1.0
participant stoichiometry: Compound/PW C042989/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104778/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: Water
right: (R)-dihydrocamalexate
right: Hydrogen Ion
right: Hydrogen cyanide
spontaneous: false
EC number: 1.14.19.52
left: 2-(cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile
left: [Reduced NADPH---hemoprotein reductase]
left: Oxygen
name: 2-(cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile + Oxygen + [Reduced NADPH---hemoprotein reductase] → (R)-dihydrocamalexate + Hydrogen Ion + Hydrogen cyanide + 2 Water
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C019475
type: ChemicalStructure
structure format: SMILES
structure data: N1C=C(C2=NC=CS2)C2=CC=CC=C12

SubPathwayInteraction110301
type: Interaction
name: SubPathway110301Reaction
name: SubPathwayReaction
participant: L-Tryptophan

Reference/UniProt Q9LW27
type: UnificationXref
id: Q9LW27
db: UniProt

ChemicalStructure/PW C000741
type: ChemicalStructure
structure format: SMILES
structure data: N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O

Reference/KEGG Compound C00051
type: UnificationXref
id: C00051
db: KEGG Compound

Reference/HMDB HMDB0000148
type: UnificationXref
id: HMDB0000148
db: HMDB

2-hydroxy-2-(1H-indol-3-yl)acetonitrile
type: SmallMolecule
entity reference: 2-hydroxy-2-(1H-indol-3-yl)acetonitrile

3.4.19.13,2.3.2.2
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104775 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000095 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104777 Cytosol/Stoichiometry/1.0
right: L-Glutamic acid
right: (L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile
spontaneous: false
EC number: 3.4.19.13,2.3.2.2
left: (glutathion-S-yl)(1H-indol-3-yl)acetonitrile
left: Water
name: (glutathion-S-yl)(1H-indol-3-yl)acetonitrile + Water → (L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile + L-Glutamic acid
conversion direction: LEFT_TO_RIGHT

5.4.99.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104777/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000078/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104778/Stoichiometry/1.0
right: 2-(cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile
right: Glycine
spontaneous: false
EC number: 5.4.99.-
left: Water
left: (L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile
name: (L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile + Water → 2-(cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile + Glycine
conversion direction: LEFT_TO_RIGHT

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

(L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile
type: SmallMolecule
entity reference: (L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile

Dehydro(indole-3-yl)acetonitrile
type: SmallMolecule
entity reference: Dehydro(indole-3-yl)acetonitrile

2.5.1.18
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000080 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104775 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104774 Cytosol/Stoichiometry/1.0
right: (glutathion-S-yl)(1H-indol-3-yl)acetonitrile
spontaneous: false
EC number: 2.5.1.18
left: Glutathione
left: Dehydro(indole-3-yl)acetonitrile
name: Dehydro(indole-3-yl)acetonitrile + Glutathione → (glutathion-S-yl)(1H-indol-3-yl)acetonitrile
conversion direction: LEFT_TO_RIGHT

Tryptophan N-monooxygenase 2
type: ProteinReference
xref: Reference/UniProt Q501D8
organism: Arabidopsis thaliana

Reference/PubChem-compound 123131567
type: UnificationXref
id: 123131567
db: PubChem-compound

Reference/SMPDB SMP0121212
type: UnificationXref
id: SMP0121212
db: SMPDB

Tryptophan N-monooxygenase 1
type: ProteinReference
xref: Reference/UniProt O81346
organism: Arabidopsis thaliana

Reference/PubChem-compound 86289810
type: UnificationXref
id: 86289810
db: PubChem-compound

Arabidopsis thaliana
type: BioSource
xref: Reference/TAXONOMY 3702

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

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

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

Compound/PW C104779/Stoichiometry/1.0
type: Stoichiometry
physical entity: (R)-dihydrocamalexate
stoichiometric coefficient: 1.0

Reference/CAS 56-86-0
type: UnificationXref
id: 56-86-0
db: CAS

Reference/SMPDB SMP0002445
type: UnificationXref
id: SMP0002445
db: SMPDB

(Z)-indol-3-ylacetaldoxime
type: SmallMolecule
entity reference: (Z)-indol-3-ylacetaldoxime

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

L-Glutamic acid
type: SmallMoleculeReference
xref: Reference/PubChem-compound 33032
xref: Reference/ChEBI CHEBI 16015
xref: Reference/ChemSpider 30572
xref: Reference/HMDB HMDB0000148
xref: Reference/CAS 56-86-0
xref: Reference/BioCyc GLT
xref: Reference/KEGG Compound C00025
chemical formula: C5H9NO4
molecular weight: 147.05316
structure: ChemicalStructure/PW C000095

Reference/PubChem-compound 33032
type: UnificationXref
id: 33032
db: PubChem-compound

Reference/PubChem-compound 70788956
type: UnificationXref
id: 70788956
db: PubChem-compound

Reference/HMDB HMDB0038631
type: UnificationXref
id: HMDB0038631
db: HMDB

(E)-indol-3-ylacetaldoxime
type: SmallMolecule
entity reference: (E)-indol-3-ylacetaldoxime

Reference/UniProt Q9M0A5
type: UnificationXref
id: Q9M0A5
db: UniProt

N-hydroxy-L-tryptophan
type: SmallMolecule
entity reference: N-hydroxy-L-tryptophan

Reference/UniProt Q9M0A7
type: UnificationXref
id: Q9M0A7
db: UniProt

N,N-dihydroxy-L-tryptophan
type: SmallMolecule
entity reference: N,N-dihydroxy-L-tryptophan

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

Compound/PW C000095 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: L-Glutamic acid
stoichiometric coefficient: 1.0

Glutathione S-transferase F6
type: Protein
cellular location: Cytosol
entity reference: Glutathione S-transferase F6

Reference/CAS 56-40-6
type: UnificationXref
id: 56-40-6
db: CAS

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

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

Reference/PubChem-compound 5371769
type: UnificationXref
id: 5371769
db: PubChem-compound

Reference/ChEBI CHEBI 15428
type: UnificationXref
id: CHEBI:15428
db: ChEBI

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

Reference/ChEBI CHEBI 22990
type: UnificationXref
id: CHEBI:22990
db: ChEBI

N-hydroxy-L-tryptophan
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 58728
xref: Reference/PubChem-compound 45266744
chemical formula: C11H11N2O3
molecular weight: 219.07751
structure: ChemicalStructure/PW C045257

Reference/UniProt O81346
type: UnificationXref
id: O81346
db: UniProt

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

Reference/ChEBI CHEBI 17545
type: UnificationXref
id: CHEBI:17545
db: ChEBI

Camalexin Biosynthesis
type: Pathway
pathway order: PathwayEnzymeReaction/2125098
pathway order: PathwayEnzymeReaction/2125097
pathway order: PathwayEnzymeReaction/2125100
pathway order: PathwayEnzymeReaction/2125099
pathway order: PathwayEnzymeReaction/2125102
pathway order: PathwayEnzymeReaction/2125101
pathway order: PathwayEnzymeReaction/2125104
pathway order: PathwayEnzymeReaction/2125103
pathway order: PathwayEnzymeReaction/2125106
pathway order: PathwayEnzymeReaction/2125105
pathway order: PathwayEnzymeReaction/2125108
pathway order: PathwayEnzymeReaction/2125109
pathway order: PathwaySubPathway/110301
pathway component: Reaction180149
pathway component: Reaction180146
pathway component: 1.14.19.52
pathway component: ReactionCatalysis169999
pathway component: Reaction180148
pathway component: Reaction180159
pathway component: ReactionCatalysis170017
pathway component: ReactionCatalysis170007
pathway component: ReactionCatalysis170020
pathway component: Tryptophan Metabolism
pathway component: ReactionCatalysis170011
pathway component: ReactionCatalysis170022
pathway component: ReactionCatalysis170013
pathway component: ReactionCatalysis170001
pathway component: ReactionCatalysis170004
pathway component: ReactionCatalysis170015
pathway component: ReactionCatalysis170003
pathway component: Reaction180152
pathway component: 3.4.19.13,2.3.2.2
pathway component: Reaction180155
pathway component: 5.4.99.-
pathway component: Reaction180170
pathway component: 4.99.1.6
pathway component: 2.5.1.18
xref: Reference/SMPDB SMP0121212
xref: Reference/PathWhiz PW122506
organism: Arabidopsis thaliana

Reference/KEGG Compound C02937
type: UnificationXref
id: C02937
db: KEGG Compound

Reference/KEGG Compound C02938
type: UnificationXref
id: C02938
db: KEGG Compound

Reference/UniProt Q501D8
type: UnificationXref
id: Q501D8
db: UniProt

Reference/KEGG Compound C00078
type: UnificationXref
id: C00078
db: KEGG Compound

Reference/ChEBI CHEBI 768
type: UnificationXref
id: CHEBI:768
db: ChEBI

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

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

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

Reference/ChemSpider 730
type: UnificationXref
id: 730
db: ChemSpider

Compound/Generic303/Stoichiometry/1.0
type: Stoichiometry
physical entity: [Oxidized NADPH---hemoprotein reductase]
stoichiometric coefficient: 1.0

ReactionCatalysis170001
type: Catalysis
controller: Tryptophan N-monooxygenase
controlled: Reaction180148
control type: ACTIVATION

ReactionCatalysis170004
type: Catalysis
controller: Indoleacetaldoxime dehydratase
controlled: Reaction180152
control type: ACTIVATION

ReactionCatalysis170003
type: Catalysis
controller: Indoleacetaldoxime dehydratase
controlled: 4.99.1.6
control type: ACTIVATION

3-Indoleacetonitrile
type: SmallMolecule
entity reference: 3-Indoleacetonitrile

Reference/PubChem-compound 134820067
type: UnificationXref
id: 134820067
db: PubChem-compound

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

ChemicalStructure/PW C000095
type: ChemicalStructure
structure format: SMILES
structure data: N[C@@H](CCC(O)=O)C(O)=O

Reference/ChEBI CHEBI 48577
type: UnificationXref
id: CHEBI:48577
db: ChEBI

Reference/ChEBI CHEBI 79191
type: UnificationXref
id: CHEBI:79191
db: ChEBI

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

Reference/PathWhiz PW002556
type: UnificationXref
id: PW002556
db: PathWhiz

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+]

ReactionCatalysis169999
type: Catalysis
controller: Tryptophan N-monooxygenase
controlled: Reaction180146
control type: ACTIVATION

ReactionCatalysis170007
type: Catalysis
controller: Indoleacetaldoxime dehydratase
controlled: Reaction180155
control type: ACTIVATION

Reference/PubChem-compound 45266744
type: UnificationXref
id: 45266744
db: PubChem-compound

Reference/PubChem-compound 45266745
type: UnificationXref
id: 45266745
db: PubChem-compound

Compound/PW C104778/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-(cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile
stoichiometric coefficient: 1.0

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

ReactionCatalysis170011
type: Catalysis
controller: Indoleacetaldoxime dehydratase
controlled: Reaction180159
control type: ACTIVATION

ReactionCatalysis170013
type: Catalysis
controller: Glutathione S-transferase F6
controlled: 2.5.1.18
control type: ACTIVATION

Gamma-glutamyl peptidase 3
type: Protein
cellular location: Cytosol
entity reference: Gamma-glutamyl peptidase 3

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

ReactionCatalysis170015
type: Catalysis
controller: Glutathione γ-glutamyl hydrolase/transpeptidase 4
controlled: 3.4.19.13,2.3.2.2
control type: ACTIVATION

Reference/ChemSpider 111188
type: UnificationXref
id: 111188
db: ChemSpider

Reference/ChemSpider 4522197
type: UnificationXref
id: 4522197
db: ChemSpider

ReactionCatalysis170017
type: Catalysis
controller: Unknown
controlled: 5.4.99.-
control type: ACTIVATION

ReactionCatalysis170020
type: Catalysis
controller: Bifunctional dihydrocamalexate synthase/camalexin synthase
controlled: 1.14.19.52
control type: ACTIVATION

ReactionCatalysis170022
type: Catalysis
controller: Bifunctional dihydrocamalexate synthase/camalexin synthase
controlled: Reaction180170
control type: ACTIVATION

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

ChemicalStructure/PW C000078
type: ChemicalStructure
structure format: SMILES
structure data: NCC(O)=O

Compound/PW C019475/Stoichiometry/1.0
type: Stoichiometry
physical entity: Camalexin
stoichiometric coefficient: 1.0

Dehydro(indole-3-yl)acetonitrile
type: SmallMolecule
cellular location: Cytosol
entity reference: Dehydro(indole-3-yl)acetonitrile

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

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

Carbon dioxide
type: SmallMolecule
entity reference: Carbon dioxide

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

Hydrogen cyanide
type: SmallMolecule
entity reference: Hydrogen cyanide

(L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile
type: SmallMolecule
cellular location: Cytosol
entity reference: (L-cysteinylglycin-S-yl)(1H-indol-3-yl)acetonitrile

Compound/PW C001420/Stoichiometry/2.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 2.0

ChemicalStructure/PW C104773
type: ChemicalStructure
structure format: SMILES
structure data: OC(C#N)C1=CNC2=CC=CC=C12

ChemicalStructure/PW C000080
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C104775
type: ChemicalStructure
structure format: SMILES
structure data: [N+][C@@H](CCC(=O)N[C@@H](CSC(C#N)C1=CNC2=C1C=CC=C2)C(=O)NCC([O-])=O)C([O-])=O

ChemicalStructure/PW C104774
type: ChemicalStructure
structure format: SMILES
structure data: [H]\C(C#N)=C1\C=NC2=CC=CC=C12

ChemicalStructure/PW C104777
type: ChemicalStructure
structure format: SMILES
structure data: [H][C@](N)(CSC([H])(C#N)C1=CNC2=CC=CC=C12)C(O)=NCC(O)=O

ChemicalStructure/PW C104779
type: ChemicalStructure
structure format: SMILES
structure data: [O-]C(=O)C1CSC(=N1)C1=CNC2=C1C=CC=C2

ChemicalStructure/PW C104778
type: ChemicalStructure
structure format: SMILES
structure data: [H][C@](N)(CSC([H])(C#N)C1=CNC2=CC=CC=C12)C(O)=O