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

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

NADH
type: SmallMolecule
entity reference: NADH

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

Reference/UniProt P21177
type: UnificationXref
id: P21177
db: UniProt

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

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

Reference/ChEBI CHEBI 28002
type: UnificationXref
id: CHEBI:28002
db: ChEBI

Outer membrane protein A
type: Protein
entity reference: Outer membrane protein A

cis-Vaccenic acid
type: SmallMolecule
cellular location: Periplasmic Space
entity reference: cis-Vaccenic acid

Acyl-CoA thioesterase I
type: ProteinReference
xref: Reference/UniProt P0ADA1

NAD
type: SmallMolecule
entity reference: NAD

Palmitoleic acid
type: SmallMolecule
entity reference: Palmitoleic acid

cis-Vaccenic acid
type: SmallMolecule
entity reference: cis-Vaccenic acid

Palmitoleic acid
type: SmallMolecule
cellular location: Cytosol
entity reference: Palmitoleic acid

Compound/PW C002015 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis,cis-3,6-Dodecadienoyl-CoA
stoichiometric coefficient: 1.0

trans-Δ3-cis-Δ7-tetradecenoyl-[acp]
type: ProteinReference

trans-Δ3-cis-Δ9-hexadecenoyl-[acp]
type: ProteinReference

(R)-3-hydroxy-cis-vaccenoyl-[acp]
type: ProteinReference

Compound/PW C001812 Extracellular Space/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-Vaccenic acid
stoichiometric coefficient: 1.0

ReactionCatalysis2009359
type: Catalysis
controller: Fatty acid oxidation complex
controlled: Reaction1977879
control type: ACTIVATION

cis,cis-3,6-Dodecadienoyl-CoA
type: SmallMolecule
cellular location: Cytosol
entity reference: cis,cis-3,6-Dodecadienoyl-CoA

3-oxoacyl-[acyl-carrier-protein] synthase 2
type: Protein
entity reference: 3-oxoacyl-[acyl-carrier-protein] synthase 2

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

Protein/Generic195/Stoichiometry/1.0
type: Stoichiometry
physical entity: trans-Δ3-cis-Δ5-dodecenoyl-[acp]
stoichiometric coefficient: 1.0

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

TransportCatalysis1584
type: Catalysis
controller: Outer membrane protein A
controlled: Transport10417
control type: ACTIVATION

Compound/Generic84/Stoichiometry/1.0
type: Stoichiometry
physical entity: a malonyl-[acp]
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0240219
type: UnificationXref
id: HMDB0240219
db: HMDB

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

cis-Δ3-decenoyl-ACP
type: Protein
entity reference: cis-Δ3-decenoyl-ACP

3-oxoacyl-[acyl-carrier-protein] synthase 1
type: ProteinReference
xref: Reference/UniProt P0A953

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

Palmitoleic acid
type: SmallMolecule
cellular location: Extracellular Space
entity reference: Palmitoleic acid

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

Protein/Generic139/Stoichiometry/1.0
type: Stoichiometry
physical entity: a 3-oxo-cis-Δ7-tetradecenoyl-[acp]
stoichiometric coefficient: 1.0

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

Fatty acid oxidation complex subunit alpha
type: ProteinReference
xref: Reference/UniProt P21177
organism: Escherichia coli

trans,cis-Lauro-2,6-dienoyl-CoA
type: SmallMolecule
cellular location: Cytosol
entity reference: trans,cis-Lauro-2,6-dienoyl-CoA

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

3-ketoacyl-CoA thiolase FadA
type: ProteinReference
xref: Reference/UniProt P21151
organism: Escherichia coli

Reference/KEGG Compound C00229
type: UnificationXref
id: C00229
db: KEGG Compound

NADPH
type: SmallMolecule
entity reference: NADPH

Protein/Generic170/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-Δ5-dodecenoyl-[acp]
stoichiometric coefficient: 1.0

trans-Δ3-cis-Δ5-dodecenoyl-[acp]
type: Protein
entity reference: trans-Δ3-cis-Δ5-dodecenoyl-[acp]

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

Reference/HMDB HMDB0003952
type: UnificationXref
id: HMDB0003952
db: HMDB

Enoyl-[acyl-carrier-protein] reductase [NADH]
type: ProteinReference
xref: Reference/UniProt P0AEK4

3-oxoacyl-[acyl-carrier-protein] reductase
type: ProteinReference
xref: Reference/UniProt P0AEK2

Reference/UniProt P0A910
type: UnificationXref
id: P0A910
db: UniProt

NADP
type: SmallMolecule
entity reference: NADP

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: C21H28N7O17P3
molecular weight: 743.07544
structure: ChemicalStructure/PW C000143

Compound/PW C001811 Extracellular Space/Stoichiometry/1.0
type: Stoichiometry
physical entity: Palmitoleic acid
stoichiometric coefficient: 1.0

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

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

Protein/Generic185/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-Δ3-decenoyl-ACP
stoichiometric coefficient: 1.0

Reaction1977879
type: BiochemicalReaction
participant stoichiometry: Compound/PW C006765 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002015 Cytosol/Stoichiometry/1.0
right: trans,cis-Lauro-2,6-dienoyl-CoA
spontaneous: false
left: cis,cis-3,6-Dodecadienoyl-CoA
name: cis,cis-3,6-Dodecadienoyl-CoA ↔ trans,cis-Lauro-2,6-dienoyl-CoA
conversion direction: REVERSIBLE

Hydrogen Ion
type: SmallMolecule
entity reference: Hydrogen Ion

a (3R)-hydroxy cis Δ5-dodecenoyl-[acp]
type: SmallMolecule
entity reference: a (3R)-hydroxy cis Δ5-dodecenoyl-[acp]

trans-Δ3-cis-Δ9-hexadecenoyl-[acp]
type: Protein
entity reference: trans-Δ3-cis-Δ9-hexadecenoyl-[acp]

trans-Δ3-cis-Δ7-tetradecenoyl-[acp]
type: Protein
entity reference: trans-Δ3-cis-Δ7-tetradecenoyl-[acp]

ReactionCatalysis2729
type: Catalysis
controller: KASI
controlled: 2.3.1.41
control type: ACTIVATION

Reference/ChEBI CHEBI 28716
type: UnificationXref
id: CHEBI:28716
db: ChEBI

3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase
type: ProteinReference
xref: Reference/UniProt P0A6Q3

ReactionCatalysis2728
type: Catalysis
controller: enoyl-[acyl-carrier-protein] reductase(NAD)
controlled: 1.3.1.9
control type: ACTIVATION

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

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

Reference/CAS 373-49-9
type: UnificationXref
id: 373-49-9
db: CAS

ReactionCatalysis2731
type: Catalysis
controller: (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase
controlled: 4.2.1.59
control type: ACTIVATION

ReactionCatalysis2734
type: Catalysis
controller: KASI
controlled: 2.3.1.41
control type: ACTIVATION

ReactionCatalysis2733
type: Catalysis
controller: enoyl-[acyl-carrier-protein] reductase(NAD)
controlled: 1.3.1.9
control type: ACTIVATION

ReactionCatalysis2735
type: Catalysis
controller: 3-oxoacyl-[acyl-carrier-protein] reductase
controlled: 1.1.1.100
control type: ACTIVATION

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

ReactionCatalysis2738
type: Catalysis
controller: enoyl-[acyl-carrier-protein] reductase(NAD)
controlled: 1.3.1.9
control type: ACTIVATION

cis,cis-3,6-Dodecadienoyl-CoA
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0003952
xref: Reference/PubChem-compound 5280771
xref: Reference/KEGG Compound C05280
xref: Reference/ChemSpider 4444337
xref: Reference/ChEBI CHEBI 28002
chemical formula: C33H54N7O17P3S
molecular weight: 945.251
structure: ChemicalStructure/PW C002015

ReactionCatalysis2737
type: Catalysis
controller: (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase
controlled: 4.2.1.59
control type: ACTIVATION

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

(R)-3-hydroxy-cis-vaccenoyl-[acp]
type: Protein
entity reference: (R)-3-hydroxy-cis-vaccenoyl-[acp]

ReactionCatalysis2730
type: Catalysis
controller: 3-oxoacyl-[acyl-carrier-protein] reductase
controlled: 1.1.1.100
control type: ACTIVATION

Protein/6007/Stoichiometry/2.0
type: Stoichiometry
physical entity: 3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase
stoichiometric coefficient: 2.0

Fatty Acid Biosynthesis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway109646
pathway order: SubPathwayInteractionSteps/SubPathway109645
pathway component: SubPathwayInteraction109646
pathway component: SubPathwayInteraction109645
xref: Reference/PathWhiz PW000900
xref: Reference/SMPDB SMP0000919
name: SubPathway

a holo-[acyl-carrier protein]
type: SmallMolecule
entity reference: a holo-[acyl-carrier protein]

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

a malonyl-[acp]
type: SmallMolecule
entity reference: a malonyl-[acp]

Compound/PW C001812 Periplasmic Space/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-Vaccenic acid
stoichiometric coefficient: 1.0

a 3R-hydroxy cis Δ7-tetradecenoyl-[acp]
type: SmallMolecule
entity reference: a 3R-hydroxy cis Δ7-tetradecenoyl-[acp]

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

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

ReactionCatalysis2739
type: Catalysis
controller: multifunctional acyl-CoA thioesterase I and protease I and lysophospholipase L1
controlled: 3.1.2.-
control type: ACTIVATION

Compound/PW C001812 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-Vaccenic acid
stoichiometric coefficient: 1.0

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

Protein/6148/Stoichiometry/2.0
type: Stoichiometry
physical entity: 3-oxoacyl-[acyl-carrier-protein] synthase 2
stoichiometric coefficient: 2.0

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

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

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

ReactionCatalysis2743
type: Catalysis
controller: enoyl-[acyl-carrier-protein] reductase(NAD)
controlled: 1.3.1.9
control type: ACTIVATION

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

Reference/UniProt P0ADA1
type: UnificationXref
id: P0ADA1
db: UniProt

ReactionCatalysis2742
type: Catalysis
controller: (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase
controlled: 4.2.1.59
control type: ACTIVATION

Outer membrane protein A
type: ProteinReference
xref: Reference/UniProt P0A910

ReactionCatalysis2745
type: Catalysis
controller: multifunctional acyl-CoA thioesterase I and protease I and lysophospholipase L1
controlled: 3.1.2.-
control type: ACTIVATION

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

Fatty acid oxidation complex subunit alpha
type: Protein
cellular location: Cytosol
entity reference: Fatty acid oxidation complex subunit alpha

ReactionCatalysis2741
type: Catalysis
controller: 3-oxoacyl-[acyl-carrier-protein] reductase
controlled: 1.1.1.100
control type: ACTIVATION

ReactionCatalysis2740
type: Catalysis
controller: KASII
controlled: 2.3.1.179
control type: ACTIVATION

Protein/Generic205/Stoichiometry/1.0
type: Stoichiometry
physical entity: trans-Δ3-cis-Δ7-tetradecenoyl-[acp]
stoichiometric coefficient: 1.0

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

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

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

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

Protein/7181/Stoichiometry/6.0
type: Stoichiometry
physical entity: (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase
stoichiometric coefficient: 6.0

Reference/UniProt P21151
type: UnificationXref
id: P21151
db: UniProt

3-oxoacyl-[acyl-carrier-protein] synthase 2
type: ProteinReference
xref: Reference/UniProt P0AAI5

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

Palmitoleic acid
type: SmallMoleculeReference
xref: Reference/CAS 373-49-9
xref: Reference/BioCyc CPD-724
xref: Reference/PubChem-compound 445638
xref: Reference/KEGG Compound C08362
xref: Reference/HMDB HMDB0003229
xref: Reference/ChemSpider 393216
xref: Reference/ChEBI CHEBI 28716
chemical formula: C16H30O2
molecular weight: 254.22458
structure: ChemicalStructure/PW C001811

Protein/Generic168/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-vaccen-2-enoyl-[acp]
stoichiometric coefficient: 1.0

cis-Vaccenic acid
type: SmallMoleculeReference
xref: Reference/PubChem-compound 5282761
xref: Reference/HMDB HMDB0240219
xref: Reference/ChemSpider 4445888
xref: Reference/CAS 506-17-2
xref: Reference/ChEBI CHEBI 50464
chemical formula: C18H34O2
molecular weight: 282.2559
structure: ChemicalStructure/PW C001812

a malonyl-[acp]
type: SmallMoleculeReference

Reference/HMDB HMDB0011123
type: UnificationXref
id: HMDB0011123
db: HMDB

a holo-[acyl-carrier protein]
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00229

Extracellular Space
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005615

Protein/107367 Cytosol/Stoichiometry/2.0
type: Stoichiometry
physical entity: 3-ketoacyl-CoA thiolase FadA
stoichiometric coefficient: 2.0

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 5282761
type: UnificationXref
id: 5282761
db: PubChem-compound

Reference/GENE ONTOLOGY GO 0005620
type: UnificationXref
id: GO:0005620
db: GENE ONTOLOGY

Protein/107366 Cytosol/Stoichiometry/2.0
type: Stoichiometry
physical entity: Fatty acid oxidation complex subunit alpha
stoichiometric coefficient: 2.0

Reference/TAXONOMY 562
type: UnificationXref
id: 562
db: TAXONOMY

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

Fatty Acid Metabolism
type: Pathway
pathway order: PathwayEnzymeReaction/7175
pathway order: PathwayEnzymeReaction/7176
pathway order: PathwayEnzymeReaction/7173
pathway order: PathwayEnzymeReaction/7191
pathway order: PathwayTransport/7194
pathway order: PathwayEnzymeReaction/4962
pathway order: PathwayEnzymeReaction/4961
pathway order: PathwayEnzymeReaction/9021452
pathway order: PathwayEnzymeReaction/7179
pathway order: PathwayEnzymeReaction/7177
pathway order: PathwaySubPathway/109646
pathway order: PathwayEnzymeReaction/7178
pathway order: PathwaySubPathway/109645
pathway order: PathwayEnzymeReaction/4957
pathway order: PathwayTransport/2168622
pathway order: PathwayEnzymeReaction/7190
pathway order: PathwayTransport/2168623
pathway order: PathwayEnzymeReaction/7186
pathway order: PathwayEnzymeReaction/7165
pathway order: PathwayEnzymeReaction/7184
pathway order: PathwayEnzymeReaction/7185
pathway order: PathwayEnzymeReaction/7183
pathway order: PathwayEnzymeReaction/7181
pathway order: PathwayEnzymeReaction/7168
pathway order: PathwayTransport/7188
pathway order: PathwayTransport/2130987
pathway order: PathwayEnzymeReaction/7166
pathway order: PathwayEnzymeReaction/7167
pathway order: PathwayEnzymeReaction/7189
pathway component: Reaction1977879
pathway component: ReactionCatalysis2729
pathway component: ReactionCatalysis2728
pathway component: TransportCatalysis1603
pathway component: TransportCatalysis1602
pathway component: 3.1.2.-
pathway component: ReactionCatalysis2731
pathway component: ReactionCatalysis2734
pathway component: 1.3.1.9
pathway component: ReactionCatalysis2733
pathway component: Reaction3395
pathway component: ReactionCatalysis2735
pathway component: 1.1.1.100
pathway component: ReactionCatalysis2738
pathway component: ReactionCatalysis2737
pathway component: Transport438
pathway component: ReactionCatalysis2730
pathway component: Transport435
pathway component: Fatty Acid Biosynthesis
pathway component: ReactionCatalysis2739
pathway component: 2.3.1.41
pathway component: ReactionCatalysis2743
pathway component: ReactionCatalysis2742
pathway component: ReactionCatalysis2745
pathway component: Transport10430
pathway component: ReactionCatalysis2009359
pathway component: 4.2.1.59
pathway component: 2.3.1.179
pathway component: ReactionCatalysis2741
pathway component: ReactionCatalysis2740
pathway component: TransportCatalysis1584
pathway component: Transport10429
pathway component: ReactionCatalysis3363
pathway component: ReactionCatalysis3362
pathway component: Transport10417
pathway component: ReactionCatalysis2723
pathway component: ReactionCatalysis2722

Reference/ChemSpider 393216
type: UnificationXref
id: 393216
db: ChemSpider

Protein/Generic128/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-cis-Δ9-hexadecenoyl-[acp]
stoichiometric coefficient: 1.0

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

Reference/KEGG Compound C05279
type: UnificationXref
id: C05279
db: KEGG Compound

trans-Δ3-cis-Δ5-dodecenoyl-[acp]
type: ProteinReference

Reference/PubChem-compound 445638
type: UnificationXref
id: 445638
db: PubChem-compound

Reference/GENE ONTOLOGY GO 0005615
type: UnificationXref
id: GO:0005615
db: GENE ONTOLOGY

Reference/KEGG Compound C05280
type: UnificationXref
id: C05280
db: KEGG Compound

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

Protein/Generic171/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-Δ7-tetradecenoyl-[acp]
stoichiometric coefficient: 1.0

3-oxo-cis-Δ5-dodecenoyl-[acp]
type: Protein
entity reference: 3-oxo-cis-Δ5-dodecenoyl-[acp]

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

3-oxo-cis-vaccenoyl-[acp]
type: Protein
entity reference: 3-oxo-cis-vaccenoyl-[acp]

3-oxo-cis-Δ9-hexadecenoyl-[acp]
type: Protein
entity reference: 3-oxo-cis-Δ9-hexadecenoyl-[acp]

ChemicalStructure/PW C001812
type: ChemicalStructure
structure format: SMILES
structure data: CCCCCC\C=C/CCCCCCCCCC(O)=O

ChemicalStructure/PW C001811
type: ChemicalStructure
structure format: SMILES
structure data: CCCCCC\C=C/CCCCCCCC(O)=O

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

TransportCatalysis1603
type: Catalysis
controller: Unknown
controlled: Transport10430
control type: ACTIVATION

TransportCatalysis1602
type: Catalysis
controller: Unknown
controlled: Transport10429
control type: ACTIVATION

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

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

Water
type: SmallMolecule
entity reference: Water

cis-Δ3-decenoyl-ACP
type: ProteinReference

Reaction3395
type: BiochemicalReaction
participant stoichiometry: Protein/Generic195/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/Generic216/Stoichiometry/1.0
right: Water
right: trans-Δ3-cis-Δ5-dodecenoyl-[acp]
spontaneous: false
left: a (3R)-hydroxy cis Δ5-dodecenoyl-[acp]
name: a (3R)-hydroxy cis Δ5-dodecenoyl-[acp] → Water + trans-Δ3-cis-Δ5-dodecenoyl-[acp]
conversion direction: LEFT_TO_RIGHT

Unknown
type: Protein
entity reference: Unknown

Reference/UniProt P0A6Q3
type: UnificationXref
id: P0A6Q3
db: UniProt

1.1.1.100
type: BiochemicalReaction
participant stoichiometry: Protein/Generic127/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143/Stoichiometry/1.0
participant stoichiometry: Compound/Generic216/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: NADP
right: a (3R)-hydroxy cis Δ5-dodecenoyl-[acp]
spontaneous: false
EC number: 1.1.1.100
left: 3-oxo-cis-Δ5-dodecenoyl-[acp]
left: Hydrogen Ion
left: NADPH
name: 3-oxo-cis-Δ5-dodecenoyl-[acp] + Hydrogen Ion + NADPH → NADP + a (3R)-hydroxy cis Δ5-dodecenoyl-[acp]
conversion direction: LEFT_TO_RIGHT

Reference/UniProt P0A6Q6
type: UnificationXref
id: P0A6Q6
db: UniProt

(3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase
type: Protein
entity reference: (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase

Reference/ChemSpider 4445888
type: UnificationXref
id: 4445888
db: ChemSpider

Compound/PW C001811 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Palmitoleic acid
stoichiometric coefficient: 1.0

Protein/6241/Stoichiometry/4.0
type: Stoichiometry
physical entity: Enoyl-[acyl-carrier-protein] reductase [NADH]
stoichiometric coefficient: 4.0

3R-hydroxy cis Δ9-hexadecenoyl-[acp]
type: Protein
entity reference: 3R-hydroxy cis Δ9-hexadecenoyl-[acp]

Protein/Generic153/Stoichiometry/1.0
type: Stoichiometry
physical entity: an (R)-3-hydroxydecanoyl-[acp]
stoichiometric coefficient: 1.0

Reference/PubChem-compound 53480665
type: UnificationXref
id: 53480665
db: PubChem-compound

a 3-oxo-cis-Δ7-tetradecenoyl-[acp]
type: Protein
entity reference: a 3-oxo-cis-Δ7-tetradecenoyl-[acp]

Protein/Generic149/Stoichiometry/1.0
type: Stoichiometry
physical entity: a trans-Δ2-decenoyl-[acp]
stoichiometric coefficient: 1.0

cis-vaccen-2-enoyl-[acp]
type: ProteinReference

a cis-vaccenoyl-[acp]
type: ProteinReference

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

Reference/SMPDB SMP0000817
type: UnificationXref
id: SMP0000817
db: SMPDB

cis-Δ5-dodecenoyl-[acp]
type: ProteinReference

cis-Δ7-tetradecenoyl-[acp]
type: ProteinReference

Transport10430
type: Transport
participant stoichiometry: Compound/PW C001812 Extracellular Space/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001812 Periplasmic Space/Stoichiometry/1.0
right: cis-Vaccenic acid
spontaneous: false
left: cis-Vaccenic acid
name: cis-Vaccenic acid (→) Transport: Escherichia coli, Extracellular Space to Escherichia coli, Periplasmic Space
conversion direction: LEFT_TO_RIGHT

Protein/Generic127/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-cis-Δ5-dodecenoyl-[acp]
stoichiometric coefficient: 1.0

Transport10429
type: Transport
participant stoichiometry: Compound/PW C001812 Periplasmic Space/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001812 Cytosol/Stoichiometry/1.0
right: cis-Vaccenic acid
spontaneous: false
left: cis-Vaccenic acid
name: cis-Vaccenic acid (→) Transport: Escherichia coli, Periplasmic Space to Escherichia coli, Cytosol
conversion direction: LEFT_TO_RIGHT

cis-Vaccenic acid
type: SmallMolecule
cellular location: Extracellular Space
entity reference: cis-Vaccenic acid

Escherichia coli
type: BioSource
xref: Reference/TAXONOMY 562

Reference/UniProt P0AAI5
type: UnificationXref
id: P0AAI5
db: UniProt

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

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

Reference/ChEBI CHEBI 50464
type: UnificationXref
id: CHEBI:50464
db: ChEBI

4.2.1.59
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Protein/Generic153/Stoichiometry/1.0
participant stoichiometry: Protein/Generic149/Stoichiometry/1.0
right: Water
right: a trans-Δ2-decenoyl-[acp]
spontaneous: false
EC number: 4.2.1.59
left: an (R)-3-hydroxydecanoyl-[acp]
name: an (R)-3-hydroxydecanoyl-[acp] → Water + a trans-Δ2-decenoyl-[acp]
conversion direction: LEFT_TO_RIGHT

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

4.2.1.59
type: BiochemicalReaction
participant stoichiometry: Protein/Generic185/Stoichiometry/1.0
participant stoichiometry: Protein/Generic149/Stoichiometry/1.0
right: cis-Δ3-decenoyl-ACP
spontaneous: false
EC number: 4.2.1.59
left: a trans-Δ2-decenoyl-[acp]
name: a trans-Δ2-decenoyl-[acp] → cis-Δ3-decenoyl-ACP
conversion direction: LEFT_TO_RIGHT

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

Protein/Generic207/Stoichiometry/1.0
type: Stoichiometry
physical entity: (R)-3-hydroxy-cis-vaccenoyl-[acp]
stoichiometric coefficient: 1.0

ReactionCatalysis3363
type: Catalysis
controller: 3-hydroxy-acyl-[acyl-carrier-protein] dehydratase
controlled: Reaction3395
control type: ACTIVATION

4.2.1.59
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/Generic226/Stoichiometry/1.0
participant stoichiometry: Protein/Generic205/Stoichiometry/1.0
right: Water
right: trans-Δ3-cis-Δ7-tetradecenoyl-[acp]
spontaneous: false
EC number: 4.2.1.59
left: a 3R-hydroxy cis Δ7-tetradecenoyl-[acp]
name: a 3R-hydroxy cis Δ7-tetradecenoyl-[acp] → trans-Δ3-cis-Δ7-tetradecenoyl-[acp] + Water
conversion direction: LEFT_TO_RIGHT

2.3.1.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001316/Stoichiometry/1.0
participant stoichiometry: Protein/Generic139/Stoichiometry/1.0
participant stoichiometry: Compound/Generic84/Stoichiometry/1.0
participant stoichiometry: Protein/Generic170/Stoichiometry/1.0
participant stoichiometry: Compound/Generic86/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: a holo-[acyl-carrier protein]
right: a 3-oxo-cis-Δ7-tetradecenoyl-[acp]
right: Carbon dioxide
spontaneous: false
EC number: 2.3.1.41
left: a malonyl-[acp]
left: Hydrogen Ion
left: cis-Δ5-dodecenoyl-[acp]
name: Hydrogen Ion + a malonyl-[acp] + cis-Δ5-dodecenoyl-[acp] → Carbon dioxide + a 3-oxo-cis-Δ7-tetradecenoyl-[acp] + a holo-[acyl-carrier protein]
conversion direction: LEFT_TO_RIGHT

ReactionCatalysis3362
type: Catalysis
controller: 3-oxoacyl-[acyl-carrier-protein] reductase
controlled: 1.1.1.100
control type: ACTIVATION

1.1.1.100
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146/Stoichiometry/1.0
participant stoichiometry: Protein/Generic139/Stoichiometry/1.0
participant stoichiometry: Compound/Generic226/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: a 3R-hydroxy cis Δ7-tetradecenoyl-[acp]
right: NADP
spontaneous: false
EC number: 1.1.1.100
left: Hydrogen Ion
left: a 3-oxo-cis-Δ7-tetradecenoyl-[acp]
left: NADPH
name: Hydrogen Ion + NADPH + a 3-oxo-cis-Δ7-tetradecenoyl-[acp] → NADP + a 3R-hydroxy cis Δ7-tetradecenoyl-[acp]
conversion direction: LEFT_TO_RIGHT

1.3.1.9
type: BiochemicalReaction
participant stoichiometry: Protein/Generic195/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Protein/Generic170/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: cis-Δ5-dodecenoyl-[acp]
right: NAD
spontaneous: false
EC number: 1.3.1.9
left: NADH
left: Hydrogen Ion
left: trans-Δ3-cis-Δ5-dodecenoyl-[acp]
name: Hydrogen Ion + NADH + trans-Δ3-cis-Δ5-dodecenoyl-[acp] → NAD + cis-Δ5-dodecenoyl-[acp]
conversion direction: LEFT_TO_RIGHT

2.3.1.41
type: BiochemicalReaction
participant stoichiometry: Protein/Generic127/Stoichiometry/1.0
participant stoichiometry: Protein/Generic185/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316/Stoichiometry/1.0
participant stoichiometry: Compound/Generic84/Stoichiometry/1.0
participant stoichiometry: Compound/Generic86/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: a holo-[acyl-carrier protein]
right: 3-oxo-cis-Δ5-dodecenoyl-[acp]
right: Carbon dioxide
spontaneous: false
EC number: 2.3.1.41
left: a malonyl-[acp]
left: Hydrogen Ion
left: cis-Δ3-decenoyl-ACP
name: Hydrogen Ion + a malonyl-[acp] + cis-Δ3-decenoyl-ACP → 3-oxo-cis-Δ5-dodecenoyl-[acp] + Carbon dioxide + a holo-[acyl-carrier protein]
conversion direction: LEFT_TO_RIGHT

Transport10417
type: Transport
participant stoichiometry: Compound/PW C001811 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001811 Extracellular Space/Stoichiometry/1.0
right: Palmitoleic acid
spontaneous: true
left: Palmitoleic acid
name: Palmitoleic acid (→) Transport: Escherichia coli, Extracellular Space to Escherichia coli, Cytosol
conversion direction: REVERSIBLE

Reference/PathWhiz PW000796
type: UnificationXref
id: PW000796
db: PathWhiz

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

a palmitoleoyl-[acp]
type: ProteinReference

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

a trans-Δ2-decenoyl-[acp]
type: ProteinReference

Compound/PW C001812/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-Vaccenic acid
stoichiometric coefficient: 1.0

3-hydroxydecanoyl-[acp] dehydrase
type: Complex
component stoichiometry: Protein/6007/Stoichiometry/2.0
component: 3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase

ReactionCatalysis2723
type: Catalysis
controller: 3-hydroxy-acyl-[acyl-carrier-protein] dehydratase
controlled: 4.2.1.59
control type: ACTIVATION

KASI
type: Complex
component stoichiometry: Protein/6102/Stoichiometry/2.0
component: 3-oxoacyl-[acyl-carrier-protein] synthase 1

3-hydroxy-acyl-[acyl-carrier-protein] dehydratase
type: Complex
component stoichiometry: Protein/7181/Stoichiometry/6.0
component: (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase

ReactionCatalysis2722
type: Catalysis
controller: 3-hydroxydecanoyl-[acp] dehydrase
controlled: 4.2.1.59
control type: ACTIVATION

ReactionCatalysis2725
type: Catalysis
controller: KASI
controlled: 2.3.1.41
control type: ACTIVATION

an (R)-3-hydroxydecanoyl-[acp]
type: ProteinReference

ReactionCatalysis2724
type: Catalysis
controller: 3-hydroxydecanoyl-[acp] dehydrase
controlled: 4.2.1.59
control type: ACTIVATION

trans,cis-Lauro-2,6-dienoyl-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 53480665
xref: Reference/KEGG Compound C05279
xref: Reference/HMDB HMDB0011123
chemical formula: C33H54N7O17P3S
molecular weight: 945.251
structure: ChemicalStructure/PW C006765

Reference/PubChem-compound 5280771
type: UnificationXref
id: 5280771
db: PubChem-compound

Compound/Generic226/Stoichiometry/1.0
type: Stoichiometry
physical entity: a 3R-hydroxy cis Δ7-tetradecenoyl-[acp]
stoichiometric coefficient: 1.0

Compound/PW C006765 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: trans,cis-Lauro-2,6-dienoyl-CoA
stoichiometric coefficient: 1.0

Compound/Generic216/Stoichiometry/1.0
type: Stoichiometry
physical entity: a (3R)-hydroxy cis Δ5-dodecenoyl-[acp]
stoichiometric coefficient: 1.0

multifunctional acyl-CoA thioesterase I and protease I and lysophospholipase L1
type: Complex
component stoichiometry: Protein/6218/Stoichiometry/4.0
component: Acyl-CoA thioesterase I

enoyl-[acyl-carrier-protein] reductase(NAD)
type: Complex
component stoichiometry: Protein/6241/Stoichiometry/4.0
component: Enoyl-[acyl-carrier-protein] reductase [NADH]

KASII
type: Complex
component stoichiometry: Protein/6148/Stoichiometry/2.0
component: 3-oxoacyl-[acyl-carrier-protein] synthase 2

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

a cis-vaccenoyl-[acp]
type: Protein
entity reference: a cis-vaccenoyl-[acp]

cis-vaccen-2-enoyl-[acp]
type: Protein
entity reference: cis-vaccen-2-enoyl-[acp]

SubPathwayInteraction109646
type: Interaction
name: SubPathway109646Reaction
name: SubPathwayReaction
participant: an (R)-3-hydroxydecanoyl-[acp]

Protein/6218/Stoichiometry/4.0
type: Stoichiometry
physical entity: Acyl-CoA thioesterase I
stoichiometric coefficient: 4.0

a (3R)-hydroxy cis Δ5-dodecenoyl-[acp]
type: SmallMoleculeReference

Reference/UniProt P0AEK2
type: UnificationXref
id: P0AEK2
db: UniProt

3R-hydroxy cis Δ9-hexadecenoyl-[acp]
type: ProteinReference

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/UniProt P0AEK4
type: UnificationXref
id: P0AEK4
db: UniProt

Acyl-CoA thioesterase I
type: Protein
entity reference: Acyl-CoA thioesterase I

Compound/PW C001811 Periplasmic Space/Stoichiometry/1.0
type: Stoichiometry
physical entity: Palmitoleic acid
stoichiometric coefficient: 1.0

a 3-oxo-cis-Δ7-tetradecenoyl-[acp]
type: ProteinReference

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

3.1.2.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Protein/Generic169/Stoichiometry/1.0
participant stoichiometry: Compound/Generic86/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001812/Stoichiometry/1.0
right: a holo-[acyl-carrier protein]
right: Hydrogen Ion
right: cis-Vaccenic acid
spontaneous: false
EC number: 3.1.2.-
left: a cis-vaccenoyl-[acp]
left: Water
name: a cis-vaccenoyl-[acp] + Water → Hydrogen Ion + a holo-[acyl-carrier protein] + cis-Vaccenic acid
conversion direction: LEFT_TO_RIGHT

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

1.3.1.9
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Protein/Generic169/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Protein/Generic168/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: a cis-vaccenoyl-[acp]
right: NAD
spontaneous: false
EC number: 1.3.1.9
left: NADH
left: cis-vaccen-2-enoyl-[acp]
left: Hydrogen Ion
name: Hydrogen Ion + NADH + cis-vaccen-2-enoyl-[acp] → a cis-vaccenoyl-[acp] + NAD
conversion direction: LEFT_TO_RIGHT

Periplasmic Space
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005620

Reference/KEGG Compound C08362
type: UnificationXref
id: C08362
db: KEGG Compound

(3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase
type: ProteinReference
xref: Reference/UniProt P0A6Q6

Transport438
type: Transport
participant stoichiometry: Compound/PW C001811 Periplasmic Space/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001811 Extracellular Space/Stoichiometry/1.0
right: Palmitoleic acid
spontaneous: false
left: Palmitoleic acid
name: Palmitoleic acid (→) Transport: Escherichia coli, Extracellular Space to Escherichia coli, Periplasmic Space
conversion direction: LEFT_TO_RIGHT

Compound/Generic86/Stoichiometry/1.0
type: Stoichiometry
physical entity: a holo-[acyl-carrier protein]
stoichiometric coefficient: 1.0

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

Transport435
type: Transport
participant stoichiometry: Compound/PW C001811 Periplasmic Space/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001811 Cytosol/Stoichiometry/1.0
right: Palmitoleic acid
spontaneous: false
left: Palmitoleic acid
name: Palmitoleic acid (→) Transport: Escherichia coli, Periplasmic Space to Escherichia coli, Cytosol
conversion direction: LEFT_TO_RIGHT

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

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

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

Protein/Generic169/Stoichiometry/1.0
type: Stoichiometry
physical entity: a cis-vaccenoyl-[acp]
stoichiometric coefficient: 1.0

cis-Δ5-dodecenoyl-[acp]
type: Protein
entity reference: cis-Δ5-dodecenoyl-[acp]
name: SubPathwayOutput

Protein/Generic206/Stoichiometry/1.0
type: Stoichiometry
physical entity: trans-Δ3-cis-Δ9-hexadecenoyl-[acp]
stoichiometric coefficient: 1.0

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

Unknown
type: ProteinReference

3-oxo-cis-vaccenoyl-[acp]
type: ProteinReference

cis-Δ7-tetradecenoyl-[acp]
type: Protein
entity reference: cis-Δ7-tetradecenoyl-[acp]

3-oxo-cis-Δ5-dodecenoyl-[acp]
type: ProteinReference

3-oxo-cis-Δ9-hexadecenoyl-[acp]
type: ProteinReference

2.3.1.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001316/Stoichiometry/1.0
participant stoichiometry: Compound/Generic84/Stoichiometry/1.0
participant stoichiometry: Protein/Generic128/Stoichiometry/1.0
participant stoichiometry: Compound/Generic86/Stoichiometry/1.0
participant stoichiometry: Protein/Generic171/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: a holo-[acyl-carrier protein]
right: 3-oxo-cis-Δ9-hexadecenoyl-[acp]
right: Carbon dioxide
spontaneous: false
EC number: 2.3.1.41
left: a malonyl-[acp]
left: Hydrogen Ion
left: cis-Δ7-tetradecenoyl-[acp]
name: Hydrogen Ion + a malonyl-[acp] + cis-Δ7-tetradecenoyl-[acp] → 3-oxo-cis-Δ9-hexadecenoyl-[acp] + Carbon dioxide + a holo-[acyl-carrier protein]
conversion direction: LEFT_TO_RIGHT

1.1.1.100
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146/Stoichiometry/1.0
participant stoichiometry: Protein/Generic128/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143/Stoichiometry/1.0
participant stoichiometry: Protein/Generic136/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: 3R-hydroxy cis Δ9-hexadecenoyl-[acp]
right: NADP
spontaneous: false
EC number: 1.1.1.100
left: Hydrogen Ion
left: 3-oxo-cis-Δ9-hexadecenoyl-[acp]
left: NADPH
name: 3-oxo-cis-Δ9-hexadecenoyl-[acp] + Hydrogen Ion + NADPH → 3R-hydroxy cis Δ9-hexadecenoyl-[acp] + NADP
conversion direction: LEFT_TO_RIGHT

3-oxoacyl-[acyl-carrier-protein] synthase 1
type: Protein
entity reference: 3-oxoacyl-[acyl-carrier-protein] synthase 1

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

1.3.1.9
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Protein/Generic171/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
participant stoichiometry: Protein/Generic205/Stoichiometry/1.0
right: NAD
right: cis-Δ7-tetradecenoyl-[acp]
spontaneous: false
EC number: 1.3.1.9
left: NADH
left: Hydrogen Ion
left: trans-Δ3-cis-Δ7-tetradecenoyl-[acp]
name: trans-Δ3-cis-Δ7-tetradecenoyl-[acp] + Hydrogen Ion + NADH → NAD + cis-Δ7-tetradecenoyl-[acp]
conversion direction: LEFT_TO_RIGHT

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

ChemicalStructure/PW C006765
type: ChemicalStructure
structure format: SMILES

Fatty acid oxidation complex
type: Complex
component stoichiometry: Protein/107366 Cytosol/Stoichiometry/2.0
component stoichiometry: Protein/107367 Cytosol/Stoichiometry/2.0
cellular location: Cytosol
component: Fatty acid oxidation complex subunit alpha
component: 3-ketoacyl-CoA thiolase FadA

4.2.1.59
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Protein/Generic207/Stoichiometry/1.0
participant stoichiometry: Protein/Generic168/Stoichiometry/1.0
right: Water
right: cis-vaccen-2-enoyl-[acp]
spontaneous: false
EC number: 4.2.1.59
left: (R)-3-hydroxy-cis-vaccenoyl-[acp]
name: (R)-3-hydroxy-cis-vaccenoyl-[acp] → Water + cis-vaccen-2-enoyl-[acp]
conversion direction: LEFT_TO_RIGHT

2.3.1.179
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001316/Stoichiometry/1.0
participant stoichiometry: Protein/Generic146/Stoichiometry/1.0
participant stoichiometry: Compound/Generic84/Stoichiometry/1.0
participant stoichiometry: Protein/Generic126/Stoichiometry/1.0
participant stoichiometry: Compound/Generic86/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: a holo-[acyl-carrier protein]
right: 3-oxo-cis-vaccenoyl-[acp]
right: Carbon dioxide
spontaneous: false
EC number: 2.3.1.179
left: a palmitoleoyl-[acp]
left: a malonyl-[acp]
left: Hydrogen Ion
name: Hydrogen Ion + a malonyl-[acp] + a palmitoleoyl-[acp] → 3-oxo-cis-vaccenoyl-[acp] + Carbon dioxide + a holo-[acyl-carrier protein]
conversion direction: LEFT_TO_RIGHT

SubPathwayInteraction109645
type: Interaction
name: SubPathway109645Reaction
name: SubPathwayReaction
participant: cis-Δ5-dodecenoyl-[acp]

1.1.1.100
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146/Stoichiometry/1.0
participant stoichiometry: Protein/Generic207/Stoichiometry/1.0
participant stoichiometry: Protein/Generic126/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: NADP
right: (R)-3-hydroxy-cis-vaccenoyl-[acp]
spontaneous: false
EC number: 1.1.1.100
left: 3-oxo-cis-vaccenoyl-[acp]
left: Hydrogen Ion
left: NADPH
name: 3-oxo-cis-vaccenoyl-[acp] + Hydrogen Ion + NADPH → (R)-3-hydroxy-cis-vaccenoyl-[acp] + NADP
conversion direction: LEFT_TO_RIGHT

1.3.1.9
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Protein/Generic146/Stoichiometry/1.0
participant stoichiometry: Protein/Generic206/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: a palmitoleoyl-[acp]
right: NAD
spontaneous: false
EC number: 1.3.1.9
left: NADH
left: trans-Δ3-cis-Δ9-hexadecenoyl-[acp]
left: Hydrogen Ion
name: Hydrogen Ion + NADH + trans-Δ3-cis-Δ9-hexadecenoyl-[acp] → NAD + a palmitoleoyl-[acp]
conversion direction: LEFT_TO_RIGHT

3.1.2.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Protein/Generic146/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001811/Stoichiometry/1.0
participant stoichiometry: Compound/Generic86/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: a holo-[acyl-carrier protein]
right: Hydrogen Ion
right: Palmitoleic acid
spontaneous: false
EC number: 3.1.2.-
left: Water
left: a palmitoleoyl-[acp]
name: Water + a palmitoleoyl-[acp] → Hydrogen Ion + Palmitoleic acid + a holo-[acyl-carrier protein]
conversion direction: LEFT_TO_RIGHT

4.2.1.59
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Protein/Generic206/Stoichiometry/1.0
participant stoichiometry: Protein/Generic136/Stoichiometry/1.0
right: Water
right: trans-Δ3-cis-Δ9-hexadecenoyl-[acp]
spontaneous: false
EC number: 4.2.1.59
left: 3R-hydroxy cis Δ9-hexadecenoyl-[acp]
name: 3R-hydroxy cis Δ9-hexadecenoyl-[acp] → Water + trans-Δ3-cis-Δ9-hexadecenoyl-[acp]
conversion direction: LEFT_TO_RIGHT

a palmitoleoyl-[acp]
type: Protein
entity reference: a palmitoleoyl-[acp]

a trans-Δ2-decenoyl-[acp]
type: Protein
entity reference: a trans-Δ2-decenoyl-[acp]

Palmitoleic acid
type: SmallMolecule
cellular location: Periplasmic Space
entity reference: Palmitoleic acid

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

ChemicalStructure/PW C002015
type: ChemicalStructure
structure format: SMILES

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

cis-Vaccenic acid
type: SmallMolecule
cellular location: Cytosol
entity reference: cis-Vaccenic acid

Reference/HMDB HMDB0003229
type: UnificationXref
id: HMDB0003229
db: HMDB

Protein/6102/Stoichiometry/2.0
type: Stoichiometry
physical entity: 3-oxoacyl-[acyl-carrier-protein] synthase 1
stoichiometric coefficient: 2.0

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

Reference/ChemSpider 4444337
type: UnificationXref
id: 4444337
db: ChemSpider

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

Reference/BioCyc CPD-724
type: UnificationXref
id: CPD-724
db: BioCyc

Protein/Generic146/Stoichiometry/1.0
type: Stoichiometry
physical entity: a palmitoleoyl-[acp]
stoichiometric coefficient: 1.0

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

a 3R-hydroxy cis Δ7-tetradecenoyl-[acp]
type: SmallMoleculeReference

Carbon dioxide
type: SmallMolecule
entity reference: Carbon dioxide

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

Protein/Generic126/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-oxo-cis-vaccenoyl-[acp]
stoichiometric coefficient: 1.0

Reference/SMPDB SMP0000919
type: UnificationXref
id: SMP0000919
db: SMPDB

Protein/Generic136/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3R-hydroxy cis Δ9-hexadecenoyl-[acp]
stoichiometric coefficient: 1.0

Reference/CAS 506-17-2
type: UnificationXref
id: 506-17-2
db: CAS

an (R)-3-hydroxydecanoyl-[acp]
type: Protein
entity reference: an (R)-3-hydroxydecanoyl-[acp]
name: SubPathwayInput

Reference/UniProt P0A953
type: UnificationXref
id: P0A953
db: UniProt

3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase
type: Protein
entity reference: 3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase

Compound/PW C001811/Stoichiometry/1.0
type: Stoichiometry
physical entity: Palmitoleic acid
stoichiometric coefficient: 1.0

Reference/PathWhiz PW000900
type: UnificationXref
id: PW000900
db: PathWhiz

3-oxoacyl-[acyl-carrier-protein] reductase
type: Protein
entity reference: 3-oxoacyl-[acyl-carrier-protein] reductase

Enoyl-[acyl-carrier-protein] reductase [NADH]
type: Protein
entity reference: Enoyl-[acyl-carrier-protein] reductase [NADH]

3-ketoacyl-CoA thiolase FadA
type: Protein
cellular location: Cytosol
entity reference: 3-ketoacyl-CoA thiolase FadA