Compound/PW C104721 Chloroplast/Stoichiometry/1.0
type: Stoichiometry
physical entity: (9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 15720
type: UnificationXref
id: CHEBI:15720
db: ChEBI

Reference/ChemSpider 17215925
type: UnificationXref
id: 17215925
db: ChemSpider

Reference/CAS 7722-84-1
type: UnificationXref
id: 7722-84-1
db: CAS

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

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

ChemicalStructure/PW C013883
type: ChemicalStructure
structure format: SMILES
structure data: CC\C=C/C[C@@H]1[C@@H](CC(O)=O)CCC1=O

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

ReactionCatalysis170039
type: Catalysis
controller: 4-coumarate--CoA ligase-like 5
controlled: 6.2.1.-
control type: ACTIVATION

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

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-butanoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-butanoyl-CoA

ReactionCatalysis170044
type: Catalysis
controller: acyl coenzyme A oxidase
controlled: Reaction180192
control type: ACTIVATION

Reference/HMDB HMDB0003125
type: UnificationXref
id: HMDB0003125
db: HMDB

ReactionCatalysis170046
type: Catalysis
controller: peroxisomal fatty acid beta-oxidation multifunctional protein A1M1
controlled: Reaction180193
control type: ACTIVATION

peroxisomal fatty acid beta-oxidation multifunctional protein A1M1
type: Protein
cellular location: Peroxisome
entity reference: peroxisomal fatty acid beta-oxidation multifunctional protein A1M1

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

Compound/PW C104731 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-hexa-2-enoyl)-CoA
stoichiometric coefficient: 1.0

ReactionCatalysis170048
type: Catalysis
controller: OPC4-3-ketoacyl-CoA thiolase
controlled: Reaction180195
control type: ACTIVATION

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

8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate
type: SmallMolecule
cellular location: Peroxisome
entity reference: 8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate

ChemicalStructure/PW C001783
type: ChemicalStructure
structure format: SMILES
structure data: OO

ReactionCatalysis170047
type: Catalysis
controller: peroxisomal fatty acid beta-oxidation multifunctional protein A1M1
controlled: Reaction180194
control type: ACTIVATION

Adenosine monophosphate
type: SmallMoleculeReference
xref: Reference/CAS 61-19-8
xref: Reference/ChemSpider 5858
xref: Reference/HMDB HMDB0000045
xref: Reference/BioCyc AMP
xref: Reference/ChEBI CHEBI 16027
xref: Reference/PubChem-compound 6083
xref: Reference/KEGG Compound C00020
chemical formula: C10H14N5O7P
molecular weight: 347.06308
structure: ChemicalStructure/PW C000032

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

Reaction180205
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001783 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104736 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104734 Peroxisome/Stoichiometry/1.0
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-buta-2-enoyl)-CoA
right: Hydrogen peroxide
spontaneous: false
left: Oxygen
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-butanoyl-CoA
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-butanoyl-CoA + Oxygen → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-buta-2-enoyl)-CoA + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT

Reaction180207
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104739 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104740 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Peroxisome/Stoichiometry/1.0
right: Coenzyme A
right: (+)-7-epi-jasmonate
right: Hydrogen Ion
spontaneous: false
left: (+)-7-epi-jasmonoyl-CoA
left: Water
name: (+)-7-epi-jasmonoyl-CoA + Water → (+)-7-epi-jasmonate + Coenzyme A + Hydrogen Ion
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 16027
type: UnificationXref
id: CHEBI:16027
db: ChEBI

Reaction180201
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001144 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104738 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104737 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Peroxisome/Stoichiometry/1.0
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxobutanoyl)-CoA
right: NADH
right: Hydrogen Ion
spontaneous: false
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxybutanoyl)-CoA
left: NAD
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxybutanoyl)-CoA + NAD → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxobutanoyl)-CoA + Hydrogen Ion + NADH
conversion direction: LEFT_TO_RIGHT

Reaction180200
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104736 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104737 Peroxisome/Stoichiometry/1.0
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxybutanoyl)-CoA
spontaneous: false
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-buta-2-enoyl)-CoA
left: Water
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-buta-2-enoyl)-CoA + Water → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxybutanoyl)-CoA
conversion direction: LEFT_TO_RIGHT

Reaction180203
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104740 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C013883 Peroxisome/Stoichiometry/1.0
right: Jasmonic acid
spontaneous: true
left: (+)-7-epi-jasmonate
name: (+)-7-epi-jasmonate ↔ Jasmonic acid
conversion direction: REVERSIBLE

Reaction180202
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104739 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104738 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000940 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Peroxisome/Stoichiometry/1.0
right: (+)-7-epi-jasmonoyl-CoA
right: Acetyl-CoA
spontaneous: false
left: Coenzyme A
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxobutanoyl)-CoA
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxobutanoyl)-CoA + Coenzyme A → (+)-7-epi-jasmonoyl-CoA + Acetyl-CoA
conversion direction: LEFT_TO_RIGHT

Reference/HMDB HMDB0000538
type: UnificationXref
id: HMDB0000538
db: HMDB

Acetyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: Acetyl-CoA

ReactionCatalysis170049
type: Catalysis
controller: acyl coenzyme A oxidase
controlled: Reaction180196
control type: ACTIVATION

Reference/KEGG Compound C06427
type: UnificationXref
id: C06427
db: KEGG Compound

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

NADPH
type: SmallMolecule
cellular location: Peroxisome
entity reference: NADPH

ReactionCatalysis170053
type: Catalysis
controller: peroxisomal fatty acid beta-oxidation multifunctional protein A1M1
controlled: Reaction180200
control type: ACTIVATION

ReactionCatalysis170052
type: Catalysis
controller: OPC4-3-ketoacyl-CoA thiolase
controlled: Reaction180199
control type: ACTIVATION

ReactionCatalysis170055
type: Catalysis
controller: OPC4-3-ketoacyl-CoA thiolase
controlled: Reaction180202
control type: ACTIVATION

ReactionCatalysis170054
type: Catalysis
controller: peroxisomal fatty acid beta-oxidation multifunctional protein A1M1
controlled: Reaction180201
control type: ACTIVATION

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

ReactionCatalysis170057
type: Catalysis
controller: acyl coenzyme A oxidase
controlled: Reaction180205
control type: ACTIVATION

Reference/ChemSpider 559142
type: UnificationXref
id: 559142
db: ChemSpider

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

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

ReactionCatalysis170051
type: Catalysis
controller: peroxisomal fatty acid beta-oxidation multifunctional protein A1M1
controlled: Reaction180198
control type: ACTIVATION

ReactionCatalysis170050
type: Catalysis
controller: peroxisomal fatty acid beta-oxidation multifunctional protein A1M1
controlled: Reaction180197
control type: ACTIVATION

Reference/CAS 53-59-8
type: UnificationXref
id: 53-59-8
db: CAS

Reference/ChemSpider 5742
type: UnificationXref
id: 5742
db: ChemSpider

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

Reference/ChEBI CHEBI 136179
type: UnificationXref
id: CHEBI:136179
db: ChEBI

Reference/ChEBI CHEBI 16474
type: UnificationXref
id: CHEBI:16474
db: ChEBI

Compound/PW C104737 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxybutanoyl)-CoA
stoichiometric coefficient: 1.0

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

(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
type: SmallMolecule
cellular location: Chloroplast
entity reference: (9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate

Dinor-12-oxo-phytodienoate
type: SmallMolecule
cellular location: Chloroplast
entity reference: Dinor-12-oxo-phytodienoate

Allene oxide synthase, chloroplastic
type: Protein
cellular location: Chloroplast
entity reference: Allene oxide synthase, chloroplastic

Reference/UniProt Q9LS02
type: UnificationXref
id: Q9LS02
db: UniProt

Reference/GENE ONTOLOGY GO 0009507
type: UnificationXref
id: GO:0009507
db: GENE ONTOLOGY

Eukaryotic translation initiation factor 4E-2
type: Protein
cellular location: Chloroplast
entity reference: Eukaryotic translation initiation factor 4E-2

Lipoxygenase 2, chloroplastic
type: Protein
cellular location: Chloroplast
entity reference: Lipoxygenase 2, chloroplastic

Reference/CAS 6894-38-8
type: UnificationXref
id: 6894-38-8
db: CAS

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

Reference/ChemSpider 5858
type: UnificationXref
id: 5858
db: ChemSpider

(+)-7-epi-jasmonoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: (+)-7-epi-jasmonoyl-CoA

Compound/PW C104727 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-octa-2-enoyl)-CoA
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 16240
type: UnificationXref
id: CHEBI:16240
db: ChEBI

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

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

ChemicalStructure/PW C001099
type: ChemicalStructure
structure format: SMILES

Adenosine triphosphate
type: SmallMolecule
cellular location: Peroxisome
entity reference: Adenosine triphosphate

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

NADPH
type: SmallMoleculeReference
xref: Reference/CAS 53-57-6
xref: Reference/HMDB HMDB0000221
xref: Reference/PubChem-compound 22833512
xref: Reference/BioCyc NADPH
xref: Reference/ChemSpider 17215925
xref: Reference/KEGG Compound C00005
xref: Reference/ChEBI CHEBI 16474
chemical formula: C21H30N7O17P3
molecular weight: 745.0911
structure: ChemicalStructure/PW C000146

NADP
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00006
xref: Reference/CAS 53-59-8
xref: Reference/BioCyc NAD(P)
xref: Reference/HMDB HMDB0000217
xref: Reference/ChEBI CHEBI 18009
xref: Reference/PubChem-compound 5886
xref: Reference/ChemSpider 5675
chemical formula: C21H29N7O17P3
molecular weight: 744.08325
structure: ChemicalStructure/PW C000143

Reference/PubChem-compound 5280934
type: UnificationXref
id: 5280934
db: PubChem-compound

Compound/PW C104733 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxohexanoyl)-CoA
stoichiometric coefficient: 1.0

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

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

Lipoxygenase 2, chloroplastic
type: ProteinReference
xref: Reference/UniProt P38418
organism: Arabidopsis thaliana

Eukaryotic translation initiation factor 4E-2
type: ProteinReference
xref: Reference/UniProt Q9C7P2
organism: Arabidopsis thaliana

Allene oxide synthase, chloroplastic
type: ProteinReference
xref: Reference/UniProt Q96242
organism: Arabidopsis thaliana

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

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

Reference/ChEBI CHEBI 134055
type: UnificationXref
id: CHEBI:134055
db: ChEBI

SubPathwayInteraction110231
type: Interaction
name: SubPathway110231Reaction
name: SubPathwayReaction

Reference/PathWhiz PW122500
type: UnificationXref
id: PW122500
db: PathWhiz

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

Reference/PubChem-compound 126961082
type: UnificationXref
id: 126961082
db: PubChem-compound

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

Lipoxygenase
type: Complex
component stoichiometry: Protein/22867 Chloroplast/Stoichiometry/1.0
component stoichiometry: Protein/22868 Chloroplast/Stoichiometry/1.0
cellular location: Chloroplast
component: Eukaryotic translation initiation factor 4E-2
component: Lipoxygenase 2, chloroplastic

acyl coenzyme A oxidase
type: ProteinReference
xref: Reference/UniProt O65202
organism: Arabidopsis thaliana

Reference/HMDB HMDB0000217
type: UnificationXref
id: HMDB0000217
db: HMDB

peroxisomal fatty acid beta-oxidation multifunctional protein A1M1
type: ProteinReference
xref: Reference/UniProt Q9ZPI6
organism: Arabidopsis thaliana

OPC4-3-ketoacyl-CoA thiolase
type: ProteinReference
xref: Reference/UniProt Q56WD9
organism: Arabidopsis thaliana

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

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

Reference/KEGG Compound C00006
type: UnificationXref
id: C00006
db: KEGG Compound

Reference/ChEBI CHEBI 18009
type: UnificationXref
id: CHEBI:18009
db: ChEBI

Compound/PW C104723 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dinor-12-oxo-phytodienoate
stoichiometric coefficient: 1.0

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

Reference/ChEBI CHEBI 18361
type: UnificationXref
id: CHEBI:18361
db: ChEBI

Compound/PW C000143 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00005
type: UnificationXref
id: C00005
db: KEGG Compound

Compound/PW C104728 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxooctanoyl)-CoA
stoichiometric coefficient: 1.0

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

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyoctanoyl)-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyoctanoyl)-CoA

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

Reference/KEGG Compound C00002
type: UnificationXref
id: C00002
db: KEGG Compound

Allene oxide cyclase 2, chloroplastic
type: ProteinReference
xref: Reference/UniProt Q9LS02
organism: Arabidopsis thaliana

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

12-oxophytodienoate reductase 3
type: ProteinReference
xref: Reference/UniProt Q9FUP0
organism: Arabidopsis thaliana

Reference/HMDB HMDB0000221
type: UnificationXref
id: HMDB0000221
db: HMDB

4-coumarate--CoA ligase-like 5
type: ProteinReference
xref: Reference/UniProt Q84P21
organism: Arabidopsis thaliana

Reference/PubChem-compound 126961074
type: UnificationXref
id: 126961074
db: PubChem-compound

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 126961198
type: UnificationXref
id: 126961198
db: PubChem-compound

Compound/PW C104740 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: (+)-7-epi-jasmonate
stoichiometric coefficient: 1.0

Reference/CAS 53-57-6
type: UnificationXref
id: 53-57-6
db: CAS

(+)-7-epi-jasmonate
type: SmallMolecule
cellular location: Peroxisome
entity reference: (+)-7-epi-jasmonate

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: C21H28N7O14P2
molecular weight: 664.11694
structure: ChemicalStructure/PW C000721

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

Hydrogen peroxide
type: SmallMolecule
cellular location: Peroxisome
entity reference: Hydrogen peroxide

Reference/ChEBI CHEBI 138431
type: UnificationXref
id: CHEBI:138431
db: ChEBI

Reference/UniProt Q9C7P2
type: UnificationXref
id: Q9C7P2
db: UniProt

Compound/PW C013883 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Jasmonic acid
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/KEGG Compound C01226
type: UnificationXref
id: C01226
db: KEGG Compound

Reference/KEGG Compound C00013
type: UnificationXref
id: C00013
db: KEGG Compound

Pyrophosphate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 644102
xref: Reference/BioCyc PPI
xref: Reference/ChemSpider 559142
xref: Reference/ChEBI CHEBI 18361
xref: Reference/HMDB HMDB0000250
xref: Reference/CAS 14000-31-8
xref: Reference/KEGG Compound C00013
chemical formula: O7P2
molecular weight: 173.91193
structure: ChemicalStructure/PW C000170

Reference/BioCyc NAD(P)
type: UnificationXref
id: NAD(P)
db: BioCyc

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/PubChem-compound 5957
type: UnificationXref
id: 5957
db: PubChem-compound

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

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

Reference/CAS 56-65-5
type: UnificationXref
id: 56-65-5
db: CAS

Reference/KEGG Compound C00020
type: UnificationXref
id: C00020
db: KEGG Compound

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

Reference/KEGG Compound C00027
type: UnificationXref
id: C00027
db: KEGG Compound

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

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

Reference/ChemSpider 4444606
type: UnificationXref
id: 4444606
db: ChemSpider

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxohexanoyl)-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxohexanoyl)-CoA

α-Linolenic acid
type: SmallMolecule
cellular location: Chloroplast
entity reference: α-Linolenic acid

Compound/PW C104732 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyhexanoyl)-CoA
stoichiometric coefficient: 1.0

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxybutanoyl)-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxybutanoyl)-CoA

Reference/UniProt Q9FUP0
type: UnificationXref
id: Q9FUP0
db: UniProt

1.13.11.12
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001073 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104719 Chloroplast/Stoichiometry/1.0
right: 13(S)-HPOTE
spontaneous: false
EC number: 1.13.11.12
left: Oxygen
left: α-Linolenic acid
name: Oxygen + α-Linolenic acid → 13(S)-HPOTE
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

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

Reference/ChEBI CHEBI 27432
type: UnificationXref
id: CHEBI:27432
db: ChEBI

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

Alpha-linolenic acid metabolism
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway110231
pathway component: SubPathwayInteraction110231
name: SubPathway

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

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-hexa-2-enoyl)-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-hexa-2-enoyl)-CoA

Peroxisome
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005777

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

12-oxophytodienoate reductase 3
type: Protein
cellular location: Peroxisome
entity reference: 12-oxophytodienoate reductase 3

Reference/BioCyc HYDROGEN-PEROXIDE
type: UnificationXref
id: HYDROGEN-PEROXIDE
db: BioCyc

Reference/PubChem-compound 126961166
type: UnificationXref
id: 126961166
db: PubChem-compound

Reference/ChemSpider 4444437
type: UnificationXref
id: 4444437
db: ChemSpider

Reference/HMDB HMDB0000250
type: UnificationXref
id: HMDB0000250
db: HMDB

Compound/PW C104730 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-hexanoyl-CoA
stoichiometric coefficient: 1.0

ChemicalStructure/PW C000170
type: ChemicalStructure
structure format: SMILES
structure data: [O-]P([O-])(=O)OP([O-])([O-])=O

Reference/CAS 14000-31-8
type: UnificationXref
id: 14000-31-8
db: CAS

8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C04780
xref: Reference/ChEBI CHEBI 15720
xref: Reference/PubChem-compound 126961123
chemical formula: C18H29O3
molecular weight: 293.21222
structure: ChemicalStructure/PW C104744

(+)-7-epi-jasmonate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 7251182
xref: Reference/ChemSpider 5584838
xref: Reference/KEGG Compound C16317
xref: Reference/ChEBI CHEBI 136179
chemical formula: C12H17O3
molecular weight: 209.11832
structure: ChemicalStructure/PW C104740

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

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

Reference/ChemSpider 5675
type: UnificationXref
id: 5675
db: ChemSpider

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

Compound/PW C104734 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-butanoyl-CoA
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 57411
type: UnificationXref
id: CHEBI:57411
db: ChEBI

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

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

Reference/ChemSpider 763
type: UnificationXref
id: 763
db: ChemSpider

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/BioCyc LINOLENIC ACID
type: UnificationXref
id: LINOLENIC_ACID
db: BioCyc

Reference/PubChem-compound 126961152
type: UnificationXref
id: 126961152
db: PubChem-compound

Reference/PubChem-compound 5281166
type: UnificationXref
id: 5281166
db: PubChem-compound

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

(+)-7-epi-jasmonoyl-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961028
chemical formula: C33H48N7O18P3S
molecular weight: 955.2011
structure: ChemicalStructure/PW C104739

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxybutanoyl)-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961143
chemical formula: C35H52N7O19P3S
molecular weight: 999.22736
structure: ChemicalStructure/PW C104737

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-octa-2-enoyl)-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-octa-2-enoyl)-CoA

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxobutanoyl)-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961198
chemical formula: C35H50N7O19P3S
molecular weight: 997.2117
structure: ChemicalStructure/PW C104738

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-buta-2-enoyl)-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961185
chemical formula: C35H50N7O18P3S
molecular weight: 981.2168
structure: ChemicalStructure/PW C104736

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

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxohexanoyl)-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961124
chemical formula: C37H54N7O19P3S
molecular weight: 1025.243
structure: ChemicalStructure/PW C104733

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-butanoyl-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961074
chemical formula: C35H52N7O18P3S
molecular weight: 983.2324
structure: ChemicalStructure/PW C104734

Reference/PubChem-compound 784
type: UnificationXref
id: 784
db: PubChem-compound

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-hexa-2-enoyl)-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961166
chemical formula: C37H54N7O18P3S
molecular weight: 1009.2481
structure: ChemicalStructure/PW C104731

Reference/ChEBI CHEBI 15422
type: UnificationXref
id: CHEBI:15422
db: ChEBI

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyhexanoyl)-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961082
chemical formula: C37H56N7O19P3S
molecular weight: 1027.2587
structure: ChemicalStructure/PW C104732

ChemicalStructure/PW C104719
type: ChemicalStructure
structure format: SMILES
structure data: CCC=CC[C@H](OO)C=CC=CCCCCCCCC([O-])=O

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-hexanoyl-CoA
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 138431
xref: Reference/PubChem-compound 126961015
chemical formula: C37H56N7O18P3S
molecular weight: 1011.26373
structure: ChemicalStructure/PW C104730

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

4-coumarate--CoA ligase-like 5
type: Protein
cellular location: Peroxisome
entity reference: 4-coumarate--CoA ligase-like 5

Reference/UniProt Q9ZPI6
type: UnificationXref
id: Q9ZPI6
db: UniProt

Arabidopsis thaliana
type: BioSource
xref: Reference/TAXONOMY 3702

ChemicalStructure/PW C000940
type: ChemicalStructure
structure format: SMILES

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

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

Reference/PubChem-compound 126961070
type: UnificationXref
id: 126961070
db: PubChem-compound

Protein/22867 Chloroplast/Stoichiometry/1.0
type: Stoichiometry
physical entity: Lipoxygenase 2, chloroplastic
stoichiometric coefficient: 1.0

Reference/KEGG Compound C04780
type: UnificationXref
id: C04780
db: KEGG Compound

Reference/CAS 61-19-8
type: UnificationXref
id: 61-19-8
db: CAS

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

ChemicalStructure/PW C000032
type: ChemicalStructure
structure format: SMILES

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxooctanoyl)-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxooctanoyl)-CoA

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxobutanoyl)-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxobutanoyl)-CoA

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

Reference/PubChem-compound 126961185
type: UnificationXref
id: 126961185
db: PubChem-compound

Compound/PW C104723 Chloroplast/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dinor-12-oxo-phytodienoate
stoichiometric coefficient: 1.0

Reaction180197
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104732 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104731 Peroxisome/Stoichiometry/1.0
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyhexanoyl)-CoA
spontaneous: false
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-hexa-2-enoyl)-CoA
left: Water
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-hexa-2-enoyl)-CoA + Water → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyhexanoyl)-CoA
conversion direction: LEFT_TO_RIGHT

Reaction180196
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104731 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001783 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104730 Peroxisome/Stoichiometry/1.0
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-hexa-2-enoyl)-CoA
right: Hydrogen peroxide
spontaneous: false
left: Oxygen
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-hexanoyl-CoA
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-hexanoyl-CoA + Oxygen → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-hexa-2-enoyl)-CoA + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxooctanoyl)-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961059
chemical formula: C15H24
molecular weight: 204.1878
structure: ChemicalStructure/PW C104728

Reaction180199
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000940 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104734 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104733 Peroxisome/Stoichiometry/1.0
right: Acetyl-CoA
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-butanoyl-CoA
spontaneous: false
left: Coenzyme A
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxohexanoyl)-CoA
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxohexanoyl)-CoA + Coenzyme A → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-butanoyl-CoA + Acetyl-CoA
conversion direction: LEFT_TO_RIGHT

Reaction180198
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104732 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104733 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Peroxisome/Stoichiometry/1.0
right: NADH
right: Hydrogen Ion
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxohexanoyl)-CoA
spontaneous: false
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyhexanoyl)-CoA
left: NAD
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyhexanoyl)-CoA + NAD → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxohexanoyl)-CoA + Hydrogen Ion + NADH
conversion direction: LEFT_TO_RIGHT

Compound/PW C104736 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-buta-2-enoyl)-CoA
stoichiometric coefficient: 1.0

Reaction180193
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104726 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104727 Peroxisome/Stoichiometry/1.0
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyoctanoyl)-CoA
spontaneous: false
left: Water
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-octa-2-enoyl)-CoA
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-octa-2-enoyl)-CoA + Water → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyoctanoyl)-CoA
conversion direction: LEFT_TO_RIGHT

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyoctanoyl)-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961152
chemical formula: C39H60N7O19P3S
molecular weight: 1055.2899
structure: ChemicalStructure/PW C104726

ChemicalStructure/PW C104721
type: ChemicalStructure
structure format: SMILES
structure data: CCC=CC[C@H]1O\C1=C/C=CCCCCCCCC([O-])=O

Reaction180192
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104727 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001783 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104725 Peroxisome/Stoichiometry/1.0
right: Hydrogen peroxide
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-octa-2-enoyl)-CoA
spontaneous: false
left: Oxygen
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoyl-CoA
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoyl-CoA + Oxygen → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-octa-2-enoyl)-CoA + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-octa-2-enoyl)-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961070
chemical formula: C39H58N7O18P3S
molecular weight: 1037.2794
structure: ChemicalStructure/PW C104727

Reference/UniProt O65202
type: UnificationXref
id: O65202
db: UniProt

Reaction180195
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000940 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104728 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104730 Peroxisome/Stoichiometry/1.0
right: Acetyl-CoA
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-hexanoyl-CoA
spontaneous: false
left: Coenzyme A
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxooctanoyl)-CoA
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxooctanoyl)-CoA + Coenzyme A → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-hexanoyl-CoA + Acetyl-CoA
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104723
type: ChemicalStructure
structure format: SMILES
structure data: CCC=CC[C@@H]1[C@@H](CCCCCCCC([O-])=O)C=CC1=O

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoyl-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 126961170
chemical formula: C39H60N7O18P3S
molecular weight: 1039.295
structure: ChemicalStructure/PW C104725

Reaction180194
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001144 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104726 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104728 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Peroxisome/Stoichiometry/1.0
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxooctanoyl)-CoA
right: NADH
right: Hydrogen Ion
spontaneous: false
left: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyoctanoyl)-CoA
left: NAD
name: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyoctanoyl)-CoA + NAD → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxooctanoyl)-CoA + Hydrogen Ion + NADH
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104726
type: ChemicalStructure
structure format: SMILES

Dinor-12-oxo-phytodienoate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 45266620
xref: Reference/KEGG Compound C01226
xref: Reference/ChEBI CHEBI 57411
chemical formula: C18H27O3
molecular weight: 291.19656
structure: ChemicalStructure/PW C104723

ChemicalStructure/PW C104725
type: ChemicalStructure
structure format: SMILES

Compound/PW C001073 Chloroplast/Stoichiometry/1.0
type: Stoichiometry
physical entity: α-Linolenic acid
stoichiometric coefficient: 1.0

ChemicalStructure/PW C104728
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC[C@]2(CC1)C(=C)CCCC2(C)C

(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 20843327
xref: Reference/KEGG Compound C04672
xref: Reference/ChEBI CHEBI 134055
chemical formula: C18H27O3
molecular weight: 291.19656
structure: ChemicalStructure/PW C104721

ChemicalStructure/PW C104727
type: ChemicalStructure
structure format: SMILES

Adenosine triphosphate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15422
xref: Reference/PubChem-compound 5957
xref: Reference/HMDB HMDB0000538
xref: Reference/CAS 56-65-5
xref: Reference/ChemSpider 5742
xref: Reference/BioCyc ATP
xref: Reference/KEGG Compound C00002
chemical formula: C10H16N5O13P3
molecular weight: 506.99576
structure: ChemicalStructure/PW C000414

Reference/ChemSpider 5584838
type: UnificationXref
id: 5584838
db: ChemSpider

Adenosine monophosphate
type: SmallMolecule
cellular location: Peroxisome
entity reference: Adenosine monophosphate

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

Reference/KEGG Compound C04785
type: UnificationXref
id: C04785
db: KEGG Compound

Reference/UniProt Q56WD9
type: UnificationXref
id: Q56WD9
db: UniProt

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

Reference/PubChem-compound 126961170
type: UnificationXref
id: 126961170
db: PubChem-compound

Reference/HMDB HMDB0000045
type: UnificationXref
id: HMDB0000045
db: HMDB

4.2.1.92
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104721 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104719 Chloroplast/Stoichiometry/1.0
right: (9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
right: Water
spontaneous: false
EC number: 4.2.1.92
left: 13(S)-HPOTE
name: 13(S)-HPOTE → (9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate + Water
conversion direction: LEFT_TO_RIGHT

Reference/KEGG Compound C04672
type: UnificationXref
id: C04672
db: KEGG Compound

Reference/ChEBI CHEBI 58757
type: UnificationXref
id: CHEBI:58757
db: ChEBI

13(S)-HPOTE
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 58757
xref: Reference/KEGG Compound C04785
xref: Reference/PubChem-compound 45266757
chemical formula: C18H29O4
molecular weight: 309.20712
structure: ChemicalStructure/PW C104719

Reference/GENE ONTOLOGY GO 0005777
type: UnificationXref
id: GO:0005777
db: GENE ONTOLOGY

ChemicalStructure/PW C104731
type: ChemicalStructure
structure format: SMILES

Reference/SMPDB SMP0121206
type: UnificationXref
id: SMP0121206
db: SMPDB

6.2.1.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104744 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000032 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104725 Peroxisome/Stoichiometry/1.0
right: Pyrophosphate
right: Adenosine monophosphate
right: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoyl-CoA
spontaneous: false
EC number: 6.2.1.-
left: Coenzyme A
left: Adenosine triphosphate
left: 8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate
name: 8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate + Adenosine triphosphate + Coenzyme A → 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoyl-CoA + Adenosine monophosphate + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

Reference/PubChem-compound 126961059
type: UnificationXref
id: 126961059
db: PubChem-compound

ChemicalStructure/PW C104730
type: ChemicalStructure
structure format: SMILES

5.3.99.6
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104721 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104723 Chloroplast/Stoichiometry/1.0
right: Dinor-12-oxo-phytodienoate
spontaneous: false
EC number: 5.3.99.6
left: (9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
name: (9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate → Dinor-12-oxo-phytodienoate
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104733
type: ChemicalStructure
structure format: SMILES

Compound/PW C104719 Chloroplast/Stoichiometry/1.0
type: Stoichiometry
physical entity: 13(S)-HPOTE
stoichiometric coefficient: 1.0

ChemicalStructure/PW C104732
type: ChemicalStructure
structure format: SMILES

1.3.1.42
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104744 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104723 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Peroxisome/Stoichiometry/1.0
right: Hydrogen Ion
right: Dinor-12-oxo-phytodienoate
right: NADPH
spontaneous: false
EC number: 1.3.1.42
left: 8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate
left: NADP
name: 8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate + NADP ← Dinor-12-oxo-phytodienoate + Hydrogen Ion + NADPH
conversion direction: RIGHT_TO_LEFT

α-Linolenic acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001388
xref: Reference/ChEBI CHEBI 27432
xref: Reference/BioCyc LINOLENIC ACID
xref: Reference/CAS 463-40-1
xref: Reference/KEGG Compound C06427
xref: Reference/PubChem-compound 5280934
xref: Reference/ChemSpider 4444437
chemical formula: C18H30O2
molecular weight: 278.22458
structure: ChemicalStructure/PW C001073

ChemicalStructure/PW C104734
type: ChemicalStructure
structure format: SMILES

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

Reference/UniProt Q84P21
type: UnificationXref
id: Q84P21
db: UniProt

Coenzyme A
type: SmallMolecule
cellular location: Peroxisome
entity reference: Coenzyme A

ChemicalStructure/PW C104737
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 7251182
type: UnificationXref
id: 7251182
db: PubChem-compound

ChemicalStructure/PW C104736
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C104739
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C104738
type: ChemicalStructure
structure format: SMILES

13(S)-HPOTE
type: SmallMolecule
cellular location: Chloroplast
entity reference: 13(S)-HPOTE

Compound/PW C000146 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 1.0

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

Compound/PW C104725 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoyl-CoA
stoichiometric coefficient: 1.0

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

Reference/HMDB HMDB0001388
type: UnificationXref
id: HMDB0001388
db: HMDB

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

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

Reference/PubChem-compound 126961124
type: UnificationXref
id: 126961124
db: PubChem-compound

ChemicalStructure/PW C104740
type: ChemicalStructure
structure format: SMILES
structure data: CCC=CC[C@@H]1[C@@H](CC([O-])=O)CCC1=O

Reference/PubChem-compound 126961123
type: UnificationXref
id: 126961123
db: PubChem-compound

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

ChemicalStructure/PW C104744
type: ChemicalStructure
structure format: SMILES
structure data: CCC=CC[C@@H]1[C@@H](CCCCCCCC([O-])=O)CCC1=O

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

Compound/PW C104739 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: (+)-7-epi-jasmonoyl-CoA
stoichiometric coefficient: 1.0

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

acyl coenzyme A oxidase
type: Protein
cellular location: Peroxisome
entity reference: acyl coenzyme A oxidase

Chloroplast
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0009507

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

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

ChemicalStructure/PW C000414
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0032797
type: UnificationXref
id: HMDB0032797
db: HMDB

Reference/PubChem-compound 5886
type: UnificationXref
id: 5886
db: PubChem-compound

Compound/PW C000032 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Adenosine monophosphate
stoichiometric coefficient: 1.0

Compound/PW C000414 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Adenosine triphosphate
stoichiometric coefficient: 1.0

Reference/UniProt Q96242
type: UnificationXref
id: Q96242
db: UniProt

Compound/PW C104726 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyoctanoyl)-CoA
stoichiometric coefficient: 1.0

Reference/PubChem-compound 45266620
type: UnificationXref
id: 45266620
db: PubChem-compound

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-buta-2-enoyl)-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(E-buta-2-enoyl)-CoA

Reference/KEGG Compound C08491
type: UnificationXref
id: C08491
db: KEGG Compound

ChemicalStructure/PW C001073
type: ChemicalStructure
structure format: SMILES
structure data: CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O

Jasmonic acid
type: SmallMolecule
cellular location: Peroxisome
entity reference: Jasmonic acid

Reference/PubChem-compound 644102
type: UnificationXref
id: 644102
db: PubChem-compound

Compound/PW C104744 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate
stoichiometric coefficient: 1.0

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

Reference/PubChem-compound 6083
type: UnificationXref
id: 6083
db: PubChem-compound

Pyrophosphate
type: SmallMolecule
cellular location: Peroxisome
entity reference: Pyrophosphate

OPC4-3-ketoacyl-CoA thiolase
type: Protein
cellular location: Peroxisome
entity reference: OPC4-3-ketoacyl-CoA thiolase

Compound/PW C001783 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen peroxide
stoichiometric coefficient: 1.0

Jasmonic acid
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 18292
xref: Reference/PubChem-compound 5281166
xref: Reference/HMDB HMDB0032797
xref: Reference/KEGG Compound C08491
xref: Reference/ChemSpider 4444606
xref: Reference/CAS 6894-38-8
chemical formula: C12H18O3
molecular weight: 210.1256
structure: ChemicalStructure/PW C013883

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-hexanoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-hexanoyl-CoA

Reference/PubChem-compound 45266757
type: UnificationXref
id: 45266757
db: PubChem-compound

Reference/PubChem-compound 22833512
type: UnificationXref
id: 22833512
db: PubChem-compound

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

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

Reference/ChEBI CHEBI 18292
type: UnificationXref
id: CHEBI:18292
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

Hydrogen peroxide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0003125
xref: Reference/PubChem-compound 784
xref: Reference/ChemSpider 763
xref: Reference/CAS 7722-84-1
xref: Reference/BioCyc HYDROGEN-PEROXIDE
xref: Reference/ChEBI CHEBI 16240
xref: Reference/KEGG Compound C00027
chemical formula: H2O2
molecular weight: 34.005478
structure: ChemicalStructure/PW C001783

Reference/PubChem-compound 126961143
type: UnificationXref
id: 126961143
db: PubChem-compound

Protein/22868 Chloroplast/Stoichiometry/1.0
type: Stoichiometry
physical entity: Eukaryotic translation initiation factor 4E-2
stoichiometric coefficient: 1.0

Reference/KEGG Compound C16317
type: UnificationXref
id: C16317
db: KEGG Compound

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

Reference/PubChem-compound 126961028
type: UnificationXref
id: 126961028
db: PubChem-compound

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoyl-CoA

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

3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyhexanoyl)-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3R-hydroxyhexanoyl)-CoA

Reference/UniProt P38418
type: UnificationXref
id: P38418
db: UniProt

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

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

Jasmonic Acid Biosynthesis
type: Pathway
pathway order: PathwaySubPathway/110231
pathway order: PathwayEnzymeReaction/2125270
pathway order: PathwayEnzymeReaction/2125281
pathway order: PathwayEnzymeReaction/2125280
pathway order: PathwayEnzymeReaction/2125261
pathway order: PathwayEnzymeReaction/2125272
pathway order: PathwayEnzymeReaction/2125260
pathway order: PathwayEnzymeReaction/2125271
pathway order: PathwayEnzymeReaction/2125274
pathway order: PathwayEnzymeReaction/2125273
pathway order: PathwayEnzymeReaction/2125265
pathway order: PathwayEnzymeReaction/2125276
pathway order: PathwayEnzymeReaction/2125264
pathway order: PathwayEnzymeReaction/2125275
pathway order: PathwayEnzymeReaction/2125267
pathway order: PathwayEnzymeReaction/2125278
pathway order: PathwayEnzymeReaction/2125266
pathway order: PathwayEnzymeReaction/2125277
pathway order: PathwayEnzymeReaction/2125269
pathway order: PathwayEnzymeReaction/2125259
pathway component: 1.13.11.12
pathway component: ReactionCatalysis170039
pathway component: Alpha-linolenic acid metabolism
pathway component: ReactionCatalysis170044
pathway component: ReactionCatalysis170046
pathway component: ReactionCatalysis170048
pathway component: ReactionCatalysis170047
pathway component: Reaction180197
pathway component: Reaction180196
pathway component: Reaction180199
pathway component: Reaction180198
pathway component: Reaction180193
pathway component: Reaction180192
pathway component: Reaction180195
pathway component: Reaction180194
pathway component: Reaction180205
pathway component: Reaction180207
pathway component: Reaction180201
pathway component: Reaction180200
pathway component: Reaction180203
pathway component: Reaction180202
pathway component: ReactionCatalysis170049
pathway component: ReactionCatalysis170053
pathway component: ReactionCatalysis170030
pathway component: ReactionCatalysis170052
pathway component: 4.2.1.92
pathway component: ReactionCatalysis170055
pathway component: ReactionCatalysis170032
pathway component: ReactionCatalysis170054
pathway component: ReactionCatalysis170057
pathway component: ReactionCatalysis170034
pathway component: ReactionCatalysis170036
pathway component: 6.2.1.-
pathway component: 5.3.99.6
pathway component: 1.3.1.42
pathway component: ReactionCatalysis170051
pathway component: ReactionCatalysis170050
xref: Reference/PathWhiz PW122500
xref: Reference/SMPDB SMP0121206
organism: Arabidopsis thaliana

Reference/CAS 463-40-1
type: UnificationXref
id: 463-40-1
db: CAS

Compound/PW C000170 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Pyrophosphate
stoichiometric coefficient: 1.0

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

Reference/PubChem-compound 20843327
type: UnificationXref
id: 20843327
db: PubChem-compound

ReactionCatalysis170030
type: Catalysis
controller: Lipoxygenase
controlled: 1.13.11.12
control type: ACTIVATION

Compound/PW C104738 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-(3-oxobutanoyl)-CoA
stoichiometric coefficient: 1.0

ReactionCatalysis170032
type: Catalysis
controller: Allene oxide synthase, chloroplastic
controlled: 4.2.1.92
control type: ACTIVATION

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

ReactionCatalysis170034
type: Catalysis
controller: Allene oxide cyclase 2, chloroplastic
controlled: 5.3.99.6
control type: ACTIVATION

ReactionCatalysis170036
type: Catalysis
controller: 12-oxophytodienoate reductase 3
controlled: 1.3.1.42
control type: ACTIVATION

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

Reference/PubChem-compound 126961015
type: UnificationXref
id: 126961015
db: PubChem-compound

NADP
type: SmallMolecule
cellular location: Peroxisome
entity reference: NADP

Allene oxide cyclase 2, chloroplastic
type: Protein
cellular location: Chloroplast
entity reference: Allene oxide cyclase 2, chloroplastic

Dinor-12-oxo-phytodienoate
type: SmallMolecule
cellular location: Peroxisome
entity reference: Dinor-12-oxo-phytodienoate