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

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

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

Reference/KEGG Compound C20724
type: UnificationXref
id: C20724
db: KEGG Compound

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

Reference/PubChem-compound 135626207
type: UnificationXref
id: 135626207
db: PubChem-compound

Compound/PW C000170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Pyrophosphate
stoichiometric coefficient: 1.0

(+)-α-barbatene
type: SmallMolecule
cellular location: Cytosol
entity reference: (+)-α-barbatene

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

Squalene
type: SmallMolecule
entity reference: Squalene

Steroid Biosynthesis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway110195
pathway component: SubPathwayInteraction110195
name: SubPathway

Reference/HMDB HMDB0001188
type: UnificationXref
id: HMDB0001188
db: HMDB

Reference/KEGG Compound C19740
type: UnificationXref
id: C19740
db: KEGG Compound

Reference/KEGG Compound C00448
type: UnificationXref
id: C00448
db: KEGG Compound

ReactionCatalysis37674
type: Catalysis
controller: squalene monooxygenase 1
controlled: 1.14.14.17
control type: ACTIVATION

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

Reference/PubChem-compound 5280592
type: UnificationXref
id: 5280592
db: PubChem-compound

Reference/CAS 111-02-4
type: UnificationXref
id: 111-02-4
db: CAS

NADPH
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NADPH

Reference/ChemSpider 393270
type: UnificationXref
id: 393270
db: ChemSpider

Unknown
type: Protein
entity reference: Unknown

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

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

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

squalene monooxygenase 1
type: ProteinReference
xref: Reference/UniProt Q9SM02
organism: Arabidopsis thaliana

Chair-chair-chair-chair Triterpenoid
type: SmallMolecule
entity reference: Chair-chair-chair-chair Triterpenoid

squalene synthase 1
type: ProteinReference
xref: Reference/UniProt P53799
organism: Arabidopsis thaliana

(S)-2,3-Epoxysqualene
type: SmallMoleculeReference
xref: Reference/BioCyc EPOXYSQUALENE
xref: Reference/CAS 9029-62-3
xref: Reference/ChemSpider 30776536
xref: Reference/PubChem-compound 53477723
xref: Reference/KEGG Compound C01054
xref: Reference/HMDB HMDB0001188
xref: Reference/ChEBI CHEBI 15441
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C000924

sesquiterpene synthase
type: ProteinReference
xref: Reference/UniProt Q4KSH9
organism: Arabidopsis thaliana

Compound/Generic555/Stoichiometry/1.0
type: Stoichiometry
physical entity: Chair-chair-chair-boat triterpenoid
stoichiometric coefficient: 1.0

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

Chair-chair-chair-chair Triterpenoid
type: SmallMoleculeReference

Chair-chair-chair-boat triterpenoid
type: SmallMoleculeReference

Compound/PW C000175 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Squalene
stoichiometric coefficient: 1.0

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

Compound/PW C000768 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Farnesyl pyrophosphate
stoichiometric coefficient: 2.0

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

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

Hydrogen Ion
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Hydrogen Ion

(+)-β-Chamigrene
type: SmallMolecule
cellular location: Cytosol
entity reference: (+)-β-Chamigrene

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

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

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

(S)-2,3-Epoxysqualene
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: (S)-2,3-Epoxysqualene

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

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

Reference/UniProt P53799
type: UnificationXref
id: P53799
db: UniProt

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

Reference/PubChem-compound 445713
type: UnificationXref
id: 445713
db: PubChem-compound

Reference/CAS 29849-75-0
type: UnificationXref
id: 29849-75-0
db: CAS

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

Reference/PathWhiz PW122499
type: UnificationXref
id: PW122499
db: PathWhiz

Compound/PW C104729 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: (+)-β-Chamigrene
stoichiometric coefficient: 1.0

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

Pyrophosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Pyrophosphate

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/UniProt Q9SM02
type: UnificationXref
id: Q9SM02
db: UniProt

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

ReactionCatalysis169925
type: Catalysis
controller: sesquiterpene synthase
controlled: 4.2.3.79
control type: ACTIVATION

ReactionCatalysis169923
type: Catalysis
controller: sesquiterpene synthase
controlled: 4.2.3.78
control type: ACTIVATION

ReactionCatalysis169922
type: Catalysis
controller: sesquiterpene synthase
controlled: 4.2.3.69
control type: ACTIVATION

ReactionCatalysis169921
type: Catalysis
controller: (Z)-gamma-bisabolene synthase 1
controlled: 4.2.3.40
control type: ACTIVATION

ReactionCatalysis169920
type: Catalysis
controller: Unknown
controlled: Reaction180065
control type: ACTIVATION

Reference/PubChem-compound 135626374
type: UnificationXref
id: 135626374
db: PubChem-compound

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

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

ChemicalStructure/PW C000924
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CC[C@@H]1OC1(C)C

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

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

Reference/CAS 495-62-5
type: UnificationXref
id: 495-62-5
db: CAS

Presqualene diphosphate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001278
xref: Reference/ChEBI CHEBI 15442
xref: Reference/KEGG Compound C03428
xref: Reference/BioCyc CPD-465
xref: Reference/PubChem-compound 5280592
xref: Reference/ChemSpider 4444207
xref: Reference/CAS 29849-75-0
chemical formula: C30H52O7P2
molecular weight: 586.31885
structure: ChemicalStructure/PW C000990

Presqualene diphosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Presqualene diphosphate

ReactionCatalysis169919
type: Catalysis
controller: Unknown
controlled: 4.2.1.-
control type: ACTIVATION

ReactionCatalysis169918
type: Catalysis
controller: squalene synthase 1
controlled: Reaction180063
control type: ACTIVATION

ReactionCatalysis169917
type: Catalysis
controller: squalene synthase 1
controlled: Reaction180062
control type: ACTIVATION

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

Oxygen
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Oxygen

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

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

Reference/BioCyc CPD-465
type: UnificationXref
id: CPD-465
db: BioCyc

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

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

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

Reference/PathWhiz PW122504
type: UnificationXref
id: PW122504
db: PathWhiz

Farnesyl pyrophosphate
type: SmallMolecule
entity reference: Farnesyl pyrophosphate
name: SubPathwayOutput

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

[Oxidized NADPH---hemoprotein reductase]
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: [Oxidized NADPH---hemoprotein reductase]

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

Chair-chair-chair-boat triterpenoid
type: SmallMolecule
entity reference: Chair-chair-chair-boat triterpenoid

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

Unknown
type: ProteinReference
organism: Arabidopsis thaliana

Squalene
type: SmallMoleculeReference
xref: Reference/ChemSpider 10148626
xref: Reference/HMDB HMDB0000256
xref: Reference/BioCyc SQUALENE
xref: Reference/CAS 111-02-4
xref: Reference/PubChem-compound 11975273
xref: Reference/KEGG Compound C00751
xref: Reference/ChEBI CHEBI 15440
chemical formula: C30H50
molecular weight: 410.39127
structure: ChemicalStructure/PW C000175

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

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/ChEBI CHEBI 15442
type: UnificationXref
id: CHEBI:15442
db: ChEBI

Reference/KEGG Compound C03428
type: UnificationXref
id: C03428
db: KEGG Compound

Endoplasmic Reticulum Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005789

Reference/CAS 372-97-4
type: UnificationXref
id: 372-97-4
db: CAS

Reference/PubChem-compound 96023338
type: UnificationXref
id: 96023338
db: PubChem-compound

Reference/ChEBI CHEBI 15441
type: UnificationXref
id: CHEBI:15441
db: ChEBI

Reference/ChEBI CHEBI 15440
type: UnificationXref
id: CHEBI:15440
db: ChEBI

ChemicalStructure/PW C000175
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)=CCC\C(C)=C/CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C

Reference/HMDB HMDB0000256
type: UnificationXref
id: HMDB0000256
db: HMDB

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

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

Compound/PW C104724 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: (+)-α-barbatene
stoichiometric coefficient: 1.0

Reference/UniProt Q4KSH9
type: UnificationXref
id: Q4KSH9
db: UniProt

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

Compound/PW C000924 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: (S)-2,3-Epoxysqualene
stoichiometric coefficient: 1.0

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

[Reduced NADPH---hemoprotein reductase]
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: [Reduced NADPH---hemoprotein reductase]

squalene synthase 1
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: squalene synthase 1

Reference/ChemSpider 10148626
type: UnificationXref
id: 10148626
db: ChemSpider

Compound/PW C000924/Stoichiometry/1.0
type: Stoichiometry
physical entity: (S)-2,3-Epoxysqualene
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 49238
type: UnificationXref
id: CHEBI:49238
db: ChEBI

(+)-Thujopsene
type: SmallMoleculeReference
xref: Reference/KEGG Compound C20724
xref: Reference/PubChem-compound 254741193
chemical formula: C35H50N7O18P3S
molecular weight: 981.2168
structure: ChemicalStructure/PW C104735

Farnesyl pyrophosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00448
xref: Reference/HMDB HMDB0000961
xref: Reference/ChemSpider 393270
xref: Reference/ChEBI CHEBI 17407
xref: Reference/CAS 372-97-4
xref: Reference/BioCyc FARNESYL-PP
xref: Reference/PubChem-compound 445713
chemical formula: C15H28O7P2
molecular weight: 382.13104
structure: ChemicalStructure/PW C000768

Reference/PubChem-compound 53477723
type: UnificationXref
id: 53477723
db: PubChem-compound

Reference/SMPDB SMP0121210
type: UnificationXref
id: SMP0121210
db: SMPDB

SubPathwayInteraction110214
type: Interaction
name: SubPathwayReaction
name: SubPathway110214Reaction
participant: Farnesyl pyrophosphate

Arabidopsis thaliana
type: BioSource
xref: Reference/TAXONOMY 3702

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

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

Water
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Water

Reference/CAS 9029-62-3
type: UnificationXref
id: 9029-62-3
db: CAS

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

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

4.2.3.79
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000768 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104735 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytosol/Stoichiometry/1.0
right: (+)-Thujopsene
right: Pyrophosphate
spontaneous: false
EC number: 4.2.3.79
left: Farnesyl pyrophosphate
name: Farnesyl pyrophosphate → (+)-Thujopsene + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

Reference/GENE ONTOLOGY GO 0005789
type: UnificationXref
id: GO:0005789
db: GENE ONTOLOGY

Reference/KEGG Compound C19908
type: UnificationXref
id: C19908
db: KEGG Compound

(+)-β-Chamigrene
type: SmallMoleculeReference
xref: Reference/KEGG Compound C19908
xref: Reference/PubChem-compound 135626374
chemical formula: C15H24
molecular weight: 204.1878
structure: ChemicalStructure/PW C104729

ChemicalStructure/PW C104722
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)=CCC\C(C)=C1\CCC(C)=CC1

(+)-α-barbatene
type: SmallMoleculeReference
xref: Reference/KEGG Compound C19740
xref: Reference/PubChem-compound 135626207
chemical formula: C15H24
molecular weight: 204.1878
structure: ChemicalStructure/PW C104724

ChemicalStructure/PW C104724
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC[C@]2(C)CC1[C@]1(C)CCC[C@]21C

γ-bisabolene
type: SmallMoleculeReference
xref: Reference/CAS 495-62-5
xref: Reference/ChEBI CHEBI 49238
xref: Reference/KEGG Compound C16814
xref: Reference/PubChem-compound 96023338
chemical formula: C15H24
molecular weight: 204.1878
structure: ChemicalStructure/PW C104722

4.2.3.78
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000768 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104729 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytosol/Stoichiometry/1.0
right: Pyrophosphate
right: (+)-β-Chamigrene
spontaneous: false
EC number: 4.2.3.78
left: Farnesyl pyrophosphate
name: Farnesyl pyrophosphate → (+)-β-Chamigrene + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104729
type: ChemicalStructure
structure format: SMILES
structure data: CC1=CC[C@]2(CC1)C(=C)CCCC2(C)C

Compound/PW C104735 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: (+)-Thujopsene
stoichiometric coefficient: 1.0

Reference/BioCyc FARNESYL-PP
type: UnificationXref
id: FARNESYL-PP
db: BioCyc

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

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

Reference/HMDB HMDB0000961
type: UnificationXref
id: HMDB0000961
db: HMDB

γ-bisabolene
type: SmallMolecule
cellular location: Cytosol
entity reference: γ-bisabolene

Reaction180065
type: BiochemicalReaction
participant stoichiometry: Compound/Generic555/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
right: Chair-chair-chair-boat triterpenoid
spontaneous: false
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → Chair-chair-chair-boat triterpenoid
conversion direction: LEFT_TO_RIGHT

4.2.1.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000175/Stoichiometry/1.0
participant stoichiometry: Compound/Generic554/Stoichiometry/1.0
right: Chair-chair-chair-chair Triterpenoid
spontaneous: false
EC number: 4.2.1.-
left: Squalene
name: Squalene → Chair-chair-chair-chair Triterpenoid
conversion direction: LEFT_TO_RIGHT

Reference/SMPDB SMP0121205
type: UnificationXref
id: SMP0121205
db: SMPDB

4.2.3.69
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000768 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104724 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytosol/Stoichiometry/1.0
right: (+)-α-barbatene
right: Pyrophosphate
spontaneous: false
EC number: 4.2.3.69
left: Farnesyl pyrophosphate
name: Farnesyl pyrophosphate → (+)-α-barbatene + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

4.2.3.40
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104722 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytosol/Stoichiometry/1.0
right: γ-bisabolene
right: Pyrophosphate
spontaneous: false
EC number: 4.2.3.40
left: Farnesyl pyrophosphate
name: Farnesyl pyrophosphate → Pyrophosphate + γ-bisabolene
conversion direction: LEFT_TO_RIGHT

Reaction180063
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000175 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000990 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Squalene
right: Pyrophosphate
right: NADP
spontaneous: false
left: NADPH
left: Presqualene diphosphate
left: Hydrogen Ion
name: Hydrogen Ion + NADPH + Presqualene diphosphate → NADP + Pyrophosphate + Squalene
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104735
type: ChemicalStructure
structure format: SMILES

Reaction180062
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000990 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Pyrophosphate
right: Presqualene diphosphate
spontaneous: false
left: Farnesyl pyrophosphate
name: 2 Farnesyl pyrophosphate → Presqualene diphosphate + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

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

Farnesyl pyrophosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Farnesyl pyrophosphate

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

Reference/KEGG Compound C00751
type: UnificationXref
id: C00751
db: KEGG Compound

ChemicalStructure/PW C000768
type: ChemicalStructure
structure format: SMILES
structure data: [H]OP(=O)(O[H])OP(=O)(O[H])OC\C=C(/C)CC\C=C(/C)CCC=C(C)C

Terpenoid Backbone Biosynthesis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway110214
pathway component: SubPathwayInteraction110214
xref: Reference/SMPDB SMP0121210
xref: Reference/PathWhiz PW122504
name: SubPathway

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 254741193
type: UnificationXref
id: 254741193
db: PubChem-compound

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

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

Compound/PW C000175/Stoichiometry/1.0
type: Stoichiometry
physical entity: Squalene
stoichiometric coefficient: 1.0

(+)-Thujopsene
type: SmallMolecule
cellular location: Cytosol
entity reference: (+)-Thujopsene

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

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

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

(S)-2,3-Epoxysqualene
type: SmallMolecule
entity reference: (S)-2,3-Epoxysqualene
name: SubPathwayInput

Squalene
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Squalene

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

Reference/KEGG Compound C01054
type: UnificationXref
id: C01054
db: KEGG Compound

Reference/UniProt Q9T0J9
type: UnificationXref
id: Q9T0J9
db: UniProt

(Z)-gamma-bisabolene synthase 1
type: Protein
cellular location: Cytosol
entity reference: (Z)-gamma-bisabolene synthase 1

Reference/HMDB HMDB0001278
type: UnificationXref
id: HMDB0001278
db: HMDB

SubPathwayInteraction110195
type: Interaction
name: SubPathwayReaction
name: SubPathway110195Reaction
participant: (S)-2,3-Epoxysqualene

Reference/KEGG Compound C16814
type: UnificationXref
id: C16814
db: KEGG Compound

Compound/PW C000990 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Presqualene diphosphate
stoichiometric coefficient: 1.0

Reference/ChemSpider 30776536
type: UnificationXref
id: 30776536
db: ChemSpider

Compound/PW C104722 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: γ-bisabolene
stoichiometric coefficient: 1.0

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

Reference/ChEBI CHEBI 17407
type: UnificationXref
id: CHEBI:17407
db: ChEBI

sesquiterpene synthase
type: Protein
cellular location: Cytosol
entity reference: sesquiterpene synthase

ChemicalStructure/PW C000990
type: ChemicalStructure
structure format: SMILES

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

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

NADP
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NADP

squalene monooxygenase 1
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: squalene monooxygenase 1

Farnesyl pyrophosphate
type: SmallMolecule
cellular location: Cytosol
entity reference: Farnesyl pyrophosphate

Compound/PW C000768 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Farnesyl pyrophosphate
stoichiometric coefficient: 1.0

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

Sesquiterpenoid Biosynthesis
type: Pathway
pathway order: PathwayEnzymeReaction/2125011
pathway order: PathwayEnzymeReaction/2125003
pathway order: PathwayEnzymeReaction/2125002
pathway order: PathwayEnzymeReaction/2125004
pathway order: PathwaySubPathway/110195
pathway order: PathwayEnzymeReaction/2125009
pathway order: PathwayEnzymeReaction/2124997
pathway order: PathwayEnzymeReaction/2125008
pathway order: PathwayEnzymeReaction/2124999
pathway order: PathwaySubPathway/110214
pathway order: PathwayEnzymeReaction/2125010
pathway component: ReactionCatalysis169925
pathway component: ReactionCatalysis37674
pathway component: ReactionCatalysis169923
pathway component: 4.2.3.78
pathway component: ReactionCatalysis169922
pathway component: ReactionCatalysis169921
pathway component: ReactionCatalysis169920
pathway component: 1.14.14.17
pathway component: Terpenoid Backbone Biosynthesis
pathway component: 4.2.3.79
pathway component: Reaction180065
pathway component: 4.2.1.-
pathway component: 4.2.3.69
pathway component: 4.2.3.40
pathway component: ReactionCatalysis169919
pathway component: Steroid Biosynthesis
pathway component: Reaction180063
pathway component: ReactionCatalysis169918
pathway component: Reaction180062
pathway component: ReactionCatalysis169917
xref: Reference/PathWhiz PW122499
xref: Reference/SMPDB SMP0121205
organism: Arabidopsis thaliana

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

(Z)-gamma-bisabolene synthase 1
type: ProteinReference
xref: Reference/UniProt Q9T0J9
organism: Arabidopsis thaliana

1.14.14.17
type: BiochemicalReaction
participant stoichiometry: Compound/Generic303 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000175 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/Generic302 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: (S)-2,3-Epoxysqualene
right: [Oxidized NADPH---hemoprotein reductase]
spontaneous: false
EC number: 1.14.14.17
left: Oxygen
left: Squalene
left: [Reduced NADPH---hemoprotein reductase]
name: Oxygen + Squalene + [Reduced NADPH---hemoprotein reductase] → (S)-2,3-Epoxysqualene + Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: LEFT_TO_RIGHT

Compound/Generic554/Stoichiometry/1.0
type: Stoichiometry
physical entity: Chair-chair-chair-chair Triterpenoid
stoichiometric coefficient: 1.0

Reference/ChemSpider 4444207
type: UnificationXref
id: 4444207
db: ChemSpider

Reference/PubChem-compound 11975273
type: UnificationXref
id: 11975273
db: PubChem-compound