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

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

Reference/UniProt Q8RWT0
type: UnificationXref
id: Q8RWT0
db: UniProt

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

Reference/PubChem-compound 135626330
type: UnificationXref
id: 135626330
db: PubChem-compound

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

Reference/UniProt Q9LVY2
type: UnificationXref
id: Q9LVY2
db: UniProt

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

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

Squalene
type: SmallMolecule
entity reference: Squalene

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

Steroid Biosynthesis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway110197
pathway component: SubPathwayInteraction110197
name: SubPathway

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

Reference/KEGG Compound C19863
type: UnificationXref
id: C19863
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/UniProt P0C8Y0
type: UnificationXref
id: P0C8Y0
db: UniProt

Compound/PW C104720/Stoichiometry/1.0
type: Stoichiometry
physical entity: Lupeol
stoichiometric coefficient: 1.0

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

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

Chair-chair-chair-chair Triterpenoid
type: SmallMoleculeReference

ReactionCatalysis169943
type: Catalysis
controller: Marneral synthase
controlled: Reaction180088
control type: ACTIVATION

Sesquiterpenoid
type: SmallMoleculeReference

ReactionCatalysis169942
type: Catalysis
controller: Arabidiol synthase
controlled: 4.2.1.124
control type: ACTIVATION

ReactionCatalysis169941
type: Catalysis
controller: Camelliol C synthase
controlled: 5.4.99.38
control type: ACTIVATION

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

ReactionCatalysis169940
type: Catalysis
controller: Thalianol synthase
controlled: 5.4.99.31
control type: ACTIVATION

Reference/KEGG Compound C08616
type: UnificationXref
id: C08616
db: KEGG Compound

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

Reference/KEGG Compound C08615
type: UnificationXref
id: C08615
db: KEGG Compound

ChemicalStructure/PW C014274
type: ChemicalStructure
structure format: SMILES

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

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

Compound/PW C104746/Stoichiometry/1.0
type: Stoichiometry
physical entity: α-Amyrin
stoichiometric coefficient: 1.0

Reference/KEGG Compound C20193
type: UnificationXref
id: C20193
db: KEGG Compound

Reference/KEGG Compound C20191
type: UnificationXref
id: C20191
db: KEGG Compound

Lupeol
type: SmallMolecule
entity reference: Lupeol

ReactionCatalysis169939
type: Catalysis
controller: Baruol synthase
controlled: 5.4.99.57
control type: ACTIVATION

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

ReactionCatalysis169938
type: Catalysis
controller: Tirucalladienol synthase
controlled: 5.4.99.56
control type: ACTIVATION

ReactionCatalysis169937
type: Catalysis
controller: Seco-amyrin synthase
controlled: Reaction180082
control type: ACTIVATION

ReactionCatalysis169936
type: Catalysis
controller: Seco-amyrin synthase
controlled: Reaction180081
control type: ACTIVATION

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

ReactionCatalysis169935
type: Catalysis
controller: Lupeol synthase 1
controlled: 4.2.1.128,5.4.99.41
control type: ACTIVATION

ReactionCatalysis169934
type: Catalysis
controller: Amyrin synthase LUP2
controlled: 5.4.99.39,5.4.99.40, 5.4.99.41
control type: ACTIVATION

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

ReactionCatalysis169933
type: Catalysis
controller: Amyrin synthase LUP2
controlled: 5.4.99.39,5.4.99.40, 5.4.99.41
control type: ACTIVATION

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

ReactionCatalysis169932
type: Catalysis
controller: Beta-amyrin synthase
controlled: 5.4.99.39
control type: ACTIVATION

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

ReactionCatalysis169931
type: Catalysis
controller: sesquiterpene synthase
controlled: 4.2.3.69
control type: ACTIVATION

Reference/KEGG Compound C08628
type: UnificationXref
id: C08628
db: KEGG Compound

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

Compound/PW C014274/Stoichiometry/1.0
type: Stoichiometry
physical entity: Camelliol C
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

Reference/UniProt O23390
type: UnificationXref
id: O23390
db: UniProt

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

Lupan-3β,20-diol
type: SmallMolecule
entity reference: Lupan-3β,20-diol

α-seco-amyrin
type: SmallMolecule
entity reference: α-seco-amyrin

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

β-Amyrin
type: SmallMolecule
entity reference: β-Amyrin

α-Amyrin
type: SmallMolecule
entity reference: α-Amyrin

β-seco-amyrin
type: SmallMolecule
entity reference: β-seco-amyrin

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

Reference/CAS 638-95-9
type: UnificationXref
id: 638-95-9
db: CAS

Marneral synthase
type: Protein
entity reference: Marneral synthase

Reference/PathWhiz PW122501
type: UnificationXref
id: PW122501
db: PathWhiz

Arabidiol synthase
type: Protein
entity reference: Arabidiol synthase

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

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

Camelliol C synthase
type: Protein
entity reference: Camelliol C synthase

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/KEGG Compound C20195
type: UnificationXref
id: C20195
db: KEGG Compound

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

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

Compound/Generic556/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sesquiterpenoid
stoichiometric coefficient: 1.0

Compound/PW C104750/Stoichiometry/1.0
type: Stoichiometry
physical entity: Tirucalla-7,24-dien-3β-ol
stoichiometric coefficient: 1.0

Thalianol synthase
type: Protein
entity reference: Thalianol synthase

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

Baruol synthase
type: Protein
entity reference: Baruol synthase

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

Beta-amyrin synthase
type: Protein
entity reference: Beta-amyrin synthase

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

Tirucalladienol synthase
type: Protein
entity reference: Tirucalladienol synthase

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

Seco-amyrin synthase
type: Protein
entity reference: Seco-amyrin synthase

Lupeol synthase 1
type: Protein
entity reference: Lupeol synthase 1

Amyrin synthase LUP2
type: Protein
entity reference: Amyrin synthase LUP2

Compound/PW C104747/Stoichiometry/1.0
type: Stoichiometry
physical entity: Lupan-3β,20-diol
stoichiometric coefficient: 1.0

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

[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

Sesquiterpenoid
type: SmallMolecule
entity reference: Sesquiterpenoid

Reference/PubChem-compound 163311934
type: UnificationXref
id: 163311934
db: PubChem-compound

Reference/PubChem-compound 10821
type: UnificationXref
id: 10821
db: PubChem-compound

Reference/PubChem-compound 163311936
type: UnificationXref
id: 163311936
db: PubChem-compound

Reference/PubChem-compound 163311938
type: UnificationXref
id: 163311938
db: PubChem-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

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/PubChem-compound 163311943
type: UnificationXref
id: 163311943
db: PubChem-compound

Reference/UniProt Q9C5M3
type: UnificationXref
id: Q9C5M3
db: UniProt

Compound/PW C104753/Stoichiometry/1.0
type: Stoichiometry
physical entity: Arabidiol
stoichiometric coefficient: 1.0

Reference/UniProt B6EXY6
type: UnificationXref
id: B6EXY6
db: UniProt

Tirucalla-7,24-dien-3β-ol
type: SmallMolecule
entity reference: Tirucalla-7,24-dien-3β-ol

Baruol
type: SmallMolecule
entity reference: Baruol

Marneral
type: SmallMolecule
entity reference: Marneral

Thalianol
type: SmallMolecule
entity reference: Thalianol

Arabidiol
type: SmallMolecule
entity reference: Arabidiol

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

Reference/KEGG Compound C20200
type: UnificationXref
id: C20200
db: KEGG Compound

Arabidiol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C19828
xref: Reference/PubChem-compound 135626295
chemical formula: C30H52O2
molecular weight: 444.39673
structure: ChemicalStructure/PW C104753

Marneral
type: SmallMoleculeReference
xref: Reference/PubChem-compound 25001002
xref: Reference/KEGG Compound C09913
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104754

Tirucalladienol synthase
type: ProteinReference
xref: Reference/UniProt Q9LVY2
organism: Arabidopsis thaliana

Baruol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C20200
xref: Reference/PubChem-compound 163311943
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104751

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

Baruol synthase
type: ProteinReference
xref: Reference/UniProt O23390
organism: Arabidopsis thaliana

Thalianol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 135626299
xref: Reference/KEGG Compound C19832
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104752

Thalianol synthase
type: ProteinReference
xref: Reference/UniProt Q9FI37
organism: Arabidopsis thaliana

Tirucalla-7,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C20195
xref: Reference/PubChem-compound 163311938
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104750

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

Beta-amyrin synthase
type: ProteinReference
xref: Reference/UniProt B6EXY6
organism: Arabidopsis thaliana

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

Amyrin synthase LUP2
type: ProteinReference
xref: Reference/UniProt Q8RWT0
organism: Arabidopsis thaliana

Lupeol synthase 1
type: ProteinReference
xref: Reference/UniProt Q9C5M3
organism: Arabidopsis thaliana

Seco-amyrin synthase
type: ProteinReference
xref: Reference/UniProt Q9SYN1
organism: Arabidopsis thaliana

Reference/PubChem-compound 135626295
type: UnificationXref
id: 135626295
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

Camelliol C
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0033195
xref: Reference/CAS 220359-76-2
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C014274

Reference/PubChem-compound 10808
type: UnificationXref
id: 10808
db: PubChem-compound

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/PubChem-compound 10809
type: UnificationXref
id: 10809
db: PubChem-compound

Water
type: SmallMolecule
entity reference: Water

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

α-seco-amyrin
type: SmallMoleculeReference
xref: Reference/KEGG Compound C20191
xref: Reference/PubChem-compound 163311934
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104748

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

β-seco-amyrin
type: SmallMoleculeReference
xref: Reference/KEGG Compound C20193
xref: Reference/PubChem-compound 163311936
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104749

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

α-Amyrin
type: SmallMoleculeReference
xref: Reference/PubChem-compound 10808
xref: Reference/ChEBI CHEBI 10213
xref: Reference/KEGG Compound C08615
xref: Reference/CAS 638-95-9
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104746

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

Lupan-3β,20-diol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C19863
xref: Reference/PubChem-compound 135626330
chemical formula: C30H52O2
molecular weight: 444.39673
structure: ChemicalStructure/PW C104747

β-Amyrin
type: SmallMoleculeReference
xref: Reference/PubChem-compound 10809
xref: Reference/CAS 559-70-6
xref: Reference/KEGG Compound C08616
xref: Reference/ChEBI CHEBI 10352
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104745

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]

Camelliol C synthase
type: ProteinReference
xref: Reference/UniProt P0C8Y0
organism: Arabidopsis thaliana

Arabidiol synthase
type: ProteinReference
xref: Reference/UniProt Q9FR95
organism: Arabidopsis thaliana

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

Marneral synthase
type: ProteinReference
xref: Reference/UniProt Q9FJV8
organism: Arabidopsis thaliana

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

Reference/PubChem-compound 135626299
type: UnificationXref
id: 135626299
db: PubChem-compound

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

Reference/HMDB HMDB0033195
type: UnificationXref
id: HMDB0033195
db: HMDB

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

5.4.99.39,5.4.99.40, 5.4.99.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104720/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
right: Lupeol
spontaneous: false
EC number: 5.4.99.39,5.4.99.40, 5.4.99.41
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → Lupeol
conversion direction: LEFT_TO_RIGHT

Reference/CAS 545-47-1
type: UnificationXref
id: 545-47-1
db: CAS

SubPathwayInteraction110213
type: Interaction
name: SubPathwayReaction
name: SubPathway110213Reaction
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

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

Reference/CAS 220359-76-2
type: UnificationXref
id: 220359-76-2
db: CAS

4.2.3.69
type: BiochemicalReaction
participant stoichiometry: Compound/Generic556/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768/Stoichiometry/1.0
right: Sesquiterpenoid
spontaneous: false
EC number: 4.2.3.69
left: Farnesyl pyrophosphate
name: Farnesyl pyrophosphate → Sesquiterpenoid
conversion direction: LEFT_TO_RIGHT

5.4.99.39,5.4.99.40, 5.4.99.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104746/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
right: α-Amyrin
spontaneous: false
EC number: 5.4.99.39,5.4.99.40, 5.4.99.41
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → α-Amyrin
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104720
type: ChemicalStructure
structure format: SMILES

5.4.99.39
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104745/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
right: β-Amyrin
spontaneous: false
EC number: 5.4.99.39
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → β-Amyrin
conversion direction: LEFT_TO_RIGHT

Lupeol
type: SmallMoleculeReference
xref: Reference/CAS 545-47-1
xref: Reference/KEGG Compound C08628
xref: Reference/PubChem-compound 10821
xref: Reference/ChEBI CHEBI 6570
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104720

sesquiterpene synthase
type: Protein
entity reference: sesquiterpene synthase

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

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/UniProt Q9FR95
type: UnificationXref
id: Q9FR95
db: UniProt

Reference/SMPDB SMP0121207
type: UnificationXref
id: SMP0121207
db: SMPDB

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

Compound/PW C104754/Stoichiometry/1.0
type: Stoichiometry
physical entity: Marneral
stoichiometric coefficient: 1.0

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 C104751/Stoichiometry/1.0
type: Stoichiometry
physical entity: Baruol
stoichiometric coefficient: 1.0

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

Reference/ChEBI CHEBI 10352
type: UnificationXref
id: CHEBI:10352
db: ChEBI

Reference/ChEBI CHEBI 6570
type: UnificationXref
id: CHEBI:6570
db: ChEBI

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

SubPathwayInteraction110197
type: Interaction
name: SubPathway110197Reaction
name: SubPathwayReaction
participant: (S)-2,3-Epoxysqualene

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/SubPathway110213
pathway component: SubPathwayInteraction110213
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/UniProt Q9SYN1
type: UnificationXref
id: Q9SYN1
db: UniProt

Compound/PW C104752/Stoichiometry/1.0
type: Stoichiometry
physical entity: Thalianol
stoichiometric coefficient: 1.0

Compound/PW C104749/Stoichiometry/1.0
type: Stoichiometry
physical entity: β-seco-amyrin
stoichiometric coefficient: 1.0

Reference/PubChem-compound 25001002
type: UnificationXref
id: 25001002
db: PubChem-compound

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

ChemicalStructure/PW C104746
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C104745
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C104748
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C104747
type: ChemicalStructure
structure format: SMILES

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

Reference/CAS 559-70-6
type: UnificationXref
id: 559-70-6
db: CAS

Camelliol C
type: SmallMolecule
entity reference: Camelliol C

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

Compound/PW C104748/Stoichiometry/1.0
type: Stoichiometry
physical entity: α-seco-amyrin
stoichiometric coefficient: 1.0

ChemicalStructure/PW C104749
type: ChemicalStructure
structure format: SMILES

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

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

Reaction180081
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104748/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
right: α-seco-amyrin
spontaneous: false
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → α-seco-amyrin
conversion direction: LEFT_TO_RIGHT

4.2.1.128,5.4.99.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104747/Stoichiometry/1.0
right: Lupan-3β,20-diol
spontaneous: false
EC number: 4.2.1.128,5.4.99.41
left: Water
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene + Water → Lupan-3β,20-diol
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104751
type: ChemicalStructure
structure format: SMILES

4.2.1.124
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104753/Stoichiometry/1.0
right: Arabidiol
spontaneous: false
EC number: 4.2.1.124
left: Water
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene + Water → Arabidiol
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104750
type: ChemicalStructure
structure format: SMILES

5.4.99.38
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
participant stoichiometry: Compound/PW C014274/Stoichiometry/1.0
right: Camelliol C
spontaneous: false
EC number: 5.4.99.38
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → Camelliol C
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104753
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C104752
type: ChemicalStructure
structure format: SMILES

Reaction180088
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104754/Stoichiometry/1.0
right: Marneral
spontaneous: false
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → Marneral
conversion direction: LEFT_TO_RIGHT

5.4.99.56
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104750/Stoichiometry/1.0
right: Tirucalla-7,24-dien-3β-ol
spontaneous: false
EC number: 5.4.99.56
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → Tirucalla-7,24-dien-3β-ol
conversion direction: LEFT_TO_RIGHT

Reaction180082
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104749/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
right: β-seco-amyrin
spontaneous: false
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → β-seco-amyrin
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104754
type: ChemicalStructure
structure format: SMILES

5.4.99.31
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104752/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
right: Thalianol
spontaneous: false
EC number: 5.4.99.31
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → Thalianol
conversion direction: LEFT_TO_RIGHT

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

5.4.99.57
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104751/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924/Stoichiometry/1.0
right: Baruol
spontaneous: false
EC number: 5.4.99.57
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → Baruol
conversion direction: LEFT_TO_RIGHT

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

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

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

Reference/ChEBI CHEBI 10213
type: UnificationXref
id: CHEBI:10213
db: ChEBI

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

Reference/KEGG Compound C19828
type: UnificationXref
id: C19828
db: KEGG Compound

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

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

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

Compound/PW C104745/Stoichiometry/1.0
type: Stoichiometry
physical entity: β-Amyrin
stoichiometric coefficient: 1.0

Triterpenoid Biosynthesis
type: Pathway
pathway order: PathwaySubPathway/110197
pathway order: PathwayEnzymeReaction/2125041
pathway order: PathwayEnzymeReaction/2125040
pathway order: PathwayEnzymeReaction/2125043
pathway order: PathwayEnzymeReaction/2125031
pathway order: PathwayEnzymeReaction/2125042
pathway order: PathwayEnzymeReaction/2125012
pathway order: PathwayEnzymeReaction/2125034
pathway order: PathwayEnzymeReaction/2125033
pathway order: PathwayEnzymeReaction/2125044
pathway order: PathwayEnzymeReaction/2125014
pathway order: PathwayEnzymeReaction/2125036
pathway order: PathwayEnzymeReaction/2125013
pathway order: PathwayEnzymeReaction/2125035
pathway order: PathwayEnzymeReaction/2125046
pathway order: PathwayEnzymeReaction/2125038
pathway order: PathwayEnzymeReaction/2125037
pathway order: PathwayEnzymeReaction/2125039
pathway order: PathwaySubPathway/110213
pathway component: 5.4.99.39,5.4.99.40, 5.4.99.41
pathway component: ReactionCatalysis169943
pathway component: ReactionCatalysis169942
pathway component: ReactionCatalysis169941
pathway component: ReactionCatalysis169940
pathway component: Terpenoid Backbone Biosynthesis
pathway component: 4.2.3.69
pathway component: 5.4.99.39
pathway component: ReactionCatalysis169919
pathway component: ReactionCatalysis169918
pathway component: ReactionCatalysis169917
pathway component: ReactionCatalysis169939
pathway component: Steroid Biosynthesis
pathway component: ReactionCatalysis169938
pathway component: ReactionCatalysis169937
pathway component: ReactionCatalysis169936
pathway component: ReactionCatalysis37674
pathway component: ReactionCatalysis169935
pathway component: ReactionCatalysis169934
pathway component: ReactionCatalysis169933
pathway component: ReactionCatalysis169932
pathway component: ReactionCatalysis169931
pathway component: 1.14.14.17
pathway component: Reaction180081
pathway component: 4.2.1.128,5.4.99.41
pathway component: 4.2.1.124
pathway component: 4.2.1.-
pathway component: 5.4.99.38
pathway component: Reaction180088
pathway component: 5.4.99.56
pathway component: Reaction180082
pathway component: Reaction180063
pathway component: 5.4.99.31
pathway component: Reaction180062
pathway component: 5.4.99.57
xref: Reference/PathWhiz PW122501
xref: Reference/SMPDB SMP0121207
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

Reference/KEGG Compound C09913
type: UnificationXref
id: C09913
db: KEGG Compound

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/UniProt Q9FJV8
type: UnificationXref
id: Q9FJV8
db: UniProt

Reference/UniProt Q9FI37
type: UnificationXref
id: Q9FI37
db: UniProt

Reference/KEGG Compound C19832
type: UnificationXref
id: C19832
db: KEGG Compound

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