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

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

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

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

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

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

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

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

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

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

ReactionCatalysis37673
type: Catalysis
controller: squalene synthase 1
controlled: 2.5.1.21
control type: ACTIVATION

ReactionCatalysis37672
type: Catalysis
controller: (2E,6E)-farnesyl diphosphate synthase
controlled: 2.5.1.10
control type: ACTIVATION

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

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

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

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

ReactionCatalysis37671
type: Catalysis
controller: geranylpyrophosphate synthase
controlled: 2.5.1.1
control type: ACTIVATION

ReactionCatalysis37670
type: Catalysis
controller: isopentenyl diphosphate isomerase
controlled: 5.3.3.2
control type: ACTIVATION

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

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

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

farnesyl diphosphate transporter
type: ProteinReference
xref: Reference/UniProt Z0Z000

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

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

geranylpyrophosphate synthase
type: ProteinReference
xref: Reference/UniProt Q5HZ00
organism: Arabidopsis thaliana

isopentenyl diphosphate isomerase
type: ProteinReference
xref: Reference/UniProt Q38929
organism: Arabidopsis thaliana

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

(2E,6E)-farnesyl diphosphate synthase
type: ProteinReference
xref: Reference/UniProt Q09152
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

Reference/CAS 358-72-5
type: UnificationXref
id: 358-72-5
db: CAS

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

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

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

Compound/PW C001039 Chloroplast/Stoichiometry/1.0
type: Stoichiometry
physical entity: Isopentenyl pyrophosphate
stoichiometric coefficient: 1.0

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

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

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

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

Epoxysqualene Biosynthesis
type: Pathway
pathway order: PathwayTransport/224379
pathway order: PathwayEnzymeReaction/224378
pathway order: PathwayEnzymeReaction/224377
pathway order: PathwayEnzymeReaction/224376
pathway order: PathwayEnzymeReaction/224381
pathway order: PathwaySubPathway/4455
pathway order: PathwayEnzymeReaction/224380
pathway component: ReactionCatalysis37673
pathway component: ReactionCatalysis37672
pathway component: ReactionCatalysis37674
pathway component: 1.14.14.17
pathway component: ReactionCatalysis37671
pathway component: 5.3.3.2
pathway component: ReactionCatalysis37670
pathway component: Mevalonate Pathway
pathway component: 2.5.1.1
pathway component: 2.5.1.10
pathway component: 2.5.1.21
pathway component: TransportCatalysis796
pathway component: Transport896
xref: Reference/SMPDB SMP0012042
xref: Reference/PathWhiz PW012903
organism: Arabidopsis thaliana

[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

Reference/KEGG Compound C00341
type: UnificationXref
id: C00341
db: KEGG Compound

Reference/ChEBI CHEBI 17211
type: UnificationXref
id: CHEBI:17211
db: ChEBI

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

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

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

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

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

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

Isopentenyl pyrophosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00129
xref: Reference/ChemSpider 1158
xref: Reference/PubChem-compound 1195
xref: Reference/CAS 358-71-4
xref: Reference/HMDB HMDB0001347
xref: Reference/ChEBI CHEBI 16584
chemical formula: C5H12O7P2
molecular weight: 246.00583
structure: ChemicalStructure/PW C001039

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

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

Reference/KEGG Compound C00235
type: UnificationXref
id: C00235
db: KEGG Compound

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/ChEBI CHEBI 16057
type: UnificationXref
id: CHEBI:16057
db: ChEBI

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

NAD
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: NAD

Geranyl-PP
type: SmallMoleculeReference
xref: Reference/BioCyc GERANYL-PP
xref: Reference/CAS 763-10-0
xref: Reference/KEGG Compound C00341
xref: Reference/PubChem-compound 445995
xref: Reference/HMDB HMDB0001285
xref: Reference/ChEBI CHEBI 17211
xref: Reference/ChemSpider 393471
chemical formula: C10H20O7P2
molecular weight: 314.06842
structure: ChemicalStructure/PW C000993

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

Reference/KEGG Compound C00129
type: UnificationXref
id: C00129
db: KEGG Compound

Reference/ChemSpider 1158
type: UnificationXref
id: 1158
db: ChemSpider

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

Dimethylallylpyrophosphate
type: SmallMoleculeReference
xref: Reference/BioCyc CPD-4211
xref: Reference/PubChem-compound 647
xref: Reference/CAS 358-72-5
xref: Reference/ChemSpider 627
xref: Reference/HMDB HMDB0001120
xref: Reference/KEGG Compound C00235
xref: Reference/ChEBI CHEBI 16057
chemical formula: C5H12O7P2
molecular weight: 246.00583
structure: ChemicalStructure/PW C000874

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

isopentenyl diphosphate isomerase
type: Protein
cellular location: Chloroplast
entity reference: isopentenyl diphosphate isomerase

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

(2E,6E)-farnesyl diphosphate synthase
type: Protein
cellular location: Chloroplast
entity reference: (2E,6E)-farnesyl diphosphate synthase

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

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

Reference/UniProt Q38929
type: UnificationXref
id: Q38929
db: UniProt

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

NADH
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: NADH

Reference/ChemSpider 393471
type: UnificationXref
id: 393471
db: ChemSpider

Isopentenyl pyrophosphate
type: SmallMolecule
cellular location: Chloroplast
entity reference: Isopentenyl pyrophosphate
name: SubPathwayOutput

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/CAS 763-10-0
type: UnificationXref
id: 763-10-0
db: CAS

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

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

Compound/PW C000993 Chloroplast/Stoichiometry/1.0
type: Stoichiometry
physical entity: Geranyl-PP
stoichiometric coefficient: 1.0

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: H4O7P2
molecular weight: 177.94322
structure: ChemicalStructure/PW C000170

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

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

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

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 445995
type: UnificationXref
id: 445995
db: PubChem-compound

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

Reference/SMPDB SMP0012042
type: UnificationXref
id: SMP0012042
db: SMPDB

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

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

Reference/PubChem-compound 647
type: UnificationXref
id: 647
db: PubChem-compound

Endoplasmic Reticulum
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005783

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

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

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

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

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

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

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 HMDB0001347
type: UnificationXref
id: HMDB0001347
db: HMDB

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

ChemicalStructure/PW C000170
type: ChemicalStructure
structure format: SMILES
structure data: OP(O)(=O)OP(O)(O)=O

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

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

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

Mevalonate Pathway
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway4455
pathway component: SubPathwayInteraction4455
name: SubPathway

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

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

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/UniProt Q09152
type: UnificationXref
id: Q09152
db: UniProt

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

Arabidopsis thaliana
type: BioSource
xref: Reference/TAXONOMY 3702

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

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

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

SubPathwayInteraction4455
type: Interaction
name: SubPathwayReaction
name: SubPathway4455Reaction
participant: Isopentenyl pyrophosphate

Reference/PathWhiz PW012903
type: UnificationXref
id: PW012903
db: PathWhiz

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

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

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

Reference/HMDB HMDB0001120
type: UnificationXref
id: HMDB0001120
db: HMDB

Reference/GENE ONTOLOGY GO 0005783
type: UnificationXref
id: GO:0005783
db: GENE ONTOLOGY

Transport896
type: Transport
participant stoichiometry: Compound/PW C000768 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Chloroplast/Stoichiometry/1.0
right: Farnesyl pyrophosphate
spontaneous: false
left: Farnesyl pyrophosphate
name: Farnesyl pyrophosphate (→) Transport: Arabidopsis thaliana, Cell, Chloroplast to Arabidopsis thaliana, Cell, Cytosol
conversion direction: LEFT_TO_RIGHT

Reference/BioCyc CPD-4211
type: UnificationXref
id: CPD-4211
db: BioCyc

Geranyl-PP
type: SmallMolecule
cellular location: Chloroplast
entity reference: Geranyl-PP

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

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

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

farnesyl diphosphate transporter
type: Protein
entity reference: farnesyl diphosphate transporter

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

Compound/PW C000874 Chloroplast/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dimethylallylpyrophosphate
stoichiometric coefficient: 1.0

Reference/CAS 358-71-4
type: UnificationXref
id: 358-71-4
db: CAS

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

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

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

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

ChemicalStructure/PW C000768
type: ChemicalStructure
structure format: SMILES

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

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

TransportCatalysis796
type: Catalysis
controller: farnesyl diphosphate transporter
controlled: Transport896
control type: ACTIVATION

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

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

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

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

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

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

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

geranylpyrophosphate synthase
type: Protein
cellular location: Chloroplast
entity reference: geranylpyrophosphate synthase

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

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

Reference/ChEBI CHEBI 16584
type: UnificationXref
id: CHEBI:16584
db: ChEBI

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

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

Reference/PubChem-compound 1195
type: UnificationXref
id: 1195
db: PubChem-compound

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

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

ChemicalStructure/PW C001039
type: ChemicalStructure
structure format: SMILES
structure data: CC(=C)CCOP(O)(=O)OP(O)(O)=O

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

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

5.3.3.2
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000874 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001039 Chloroplast/Stoichiometry/1.0
right: Dimethylallylpyrophosphate
spontaneous: false
EC number: 5.3.3.2
left: Isopentenyl pyrophosphate
name: Isopentenyl pyrophosphate ↔ Dimethylallylpyrophosphate
conversion direction: REVERSIBLE

2.5.1.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000993 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000874 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001039 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Chloroplast/Stoichiometry/1.0
right: Geranyl-PP
right: Pyrophosphate
spontaneous: false
EC number: 2.5.1.1
left: Isopentenyl pyrophosphate
left: Dimethylallylpyrophosphate
name: Dimethylallylpyrophosphate + Isopentenyl pyrophosphate ↔ Geranyl-PP + Pyrophosphate
conversion direction: REVERSIBLE

2.5.1.10
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000993 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001039 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Chloroplast/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Chloroplast/Stoichiometry/1.0
right: Farnesyl pyrophosphate
right: Pyrophosphate
spontaneous: false
EC number: 2.5.1.10
left: Isopentenyl pyrophosphate
left: Geranyl-PP
name: Geranyl-PP + Isopentenyl pyrophosphate → Farnesyl pyrophosphate + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

2.5.1.21
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000175 Endoplasmic Reticulum/Stoichiometry/1.0
right: Squalene
right: NAD
right: Pyrophosphate
spontaneous: false
EC number: 2.5.1.21
left: Farnesyl pyrophosphate
left: Hydrogen Ion
left: NADH
name: 2 Farnesyl pyrophosphate + Hydrogen Ion + NADH → NAD + 2 Pyrophosphate + Squalene
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C000993
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

Reference/UniProt Z0Z000
type: UnificationXref
id: Z0Z000
db: UniProt

Reference/HMDB HMDB0001285
type: UnificationXref
id: HMDB0001285
db: HMDB

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

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

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

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

Compound/PW C000170 Endoplasmic Reticulum/Stoichiometry/2.0
type: Stoichiometry
physical entity: Pyrophosphate
stoichiometric coefficient: 2.0

1.14.14.17
type: BiochemicalReaction
participant stoichiometry: Compound/Generic302 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000175 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924 Endoplasmic Reticulum/Stoichiometry/1.0
right: (S)-2,3-Epoxysqualene
right: [Oxidized NADPH---hemoprotein reductase]
right: Water
spontaneous: false
EC number: 1.14.14.17
left: Squalene
left: Oxygen
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/ChemSpider 627
type: UnificationXref
id: 627
db: ChemSpider

ChemicalStructure/PW C000874
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)=CCO[P@](O)(=O)OP(O)(O)=O

Reference/UniProt Q5HZ00
type: UnificationXref
id: Q5HZ00
db: UniProt

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

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