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

Reference/ChemSpider 388357
type: UnificationXref
id: 388357
db: ChemSpider

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

Reference/PubChem-compound 6022
type: UnificationXref
id: 6022
db: PubChem-compound

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

Acetyl-CoA
type: SmallMoleculeReference
xref: Reference/BioCyc ACETYL-COA
xref: Reference/PubChem-compound 444493
xref: Reference/HMDB HMDB0001206
xref: Reference/ChemSpider 392413
xref: Reference/CAS 72-89-9
xref: Reference/ChEBI CHEBI 15351
xref: Reference/KEGG Compound C00024
chemical formula: C23H38N7O17P3S
molecular weight: 809.1258
structure: ChemicalStructure/PW C000940

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

Reference/GENE ONTOLOGY GO 0030139
type: UnificationXref
id: GO:0030139
db: GENE ONTOLOGY

BiologicalState784
type: BioSource
xref: Reference/TAXONOMY 9606
name: Homo sapiens, Bone
tissue: Bone

Reference/ChemSpider 388353
type: UnificationXref
id: 388353
db: ChemSpider

direct_interaction
type: InteractionVocabulary

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

Reference/CAS 6699-20-3
type: UnificationXref
id: 6699-20-3
db: CAS

Isopentenyl-PP
type: SmallMolecule
cellular location: Cytosol
entity reference: Isopentenyl-PP

Reference/PubChem-compound 68740
type: UnificationXref
id: 68740
db: PubChem-compound

Geranylgeranyl pyrophosphate synthase
type: Complex
component stoichiometry: Protein/874 Cytosol/Stoichiometry/6.0
cellular location: Cytosol
component: Geranylgeranyl pyrophosphate synthase

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

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

Farnesyl pyrophosphate synthase
type: Protein
cellular location: Cytosol
entity reference: Farnesyl pyrophosphate synthase

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

Compound/PW C001142 Mitochondrion/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acetoacetyl-CoA
stoichiometric coefficient: 1.0

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

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

Phosphomevalonate kinase
type: ProteinReference
xref: Reference/UniProt Q15126
organism: BiologicalState784

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

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

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

Diphosphomevalonate decarboxylase
type: ProteinReference
xref: Reference/UniProt P53602
organism: BiologicalState784

Acetoacetyl-CoA
type: SmallMolecule
cellular location: Mitochondrion
entity reference: Acetoacetyl-CoA

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

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

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

Cholesterol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000067
xref: Reference/ChEBI CHEBI 16113
xref: Reference/BioCyc CHOLESTEROL
xref: Reference/KEGG Compound C00187
xref: Reference/ChemSpider 5775
xref: Reference/PubChem-compound 5997
xref: Reference/CAS 57-88-5
chemical formula: C27H46O
molecular weight: 386.35486
structure: ChemicalStructure/PW C000047

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

Reference/ChEBI CHEBI 16113
type: UnificationXref
id: CHEBI:16113
db: ChEBI

ReactionCatalysis178
type: Catalysis
controller: Acetyl-CoA acetyltransferase, mitochondrial
controlled: 2.3.1.9
control type: ACTIVATION

Reference/CAS 1553-55-5
type: UnificationXref
id: 1553-55-5
db: CAS

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

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

Endocytic Vesicle
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0030139

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

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

Reference/PubChem-compound 5997
type: UnificationXref
id: 5997
db: PubChem-compound

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

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

Reference/KEGG Compound C00332
type: UnificationXref
id: C00332
db: KEGG Compound

Geranylgeranyl-PP
type: SmallMolecule
cellular location: Cytosol
entity reference: Geranylgeranyl-PP

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

Transport15157
type: Transport
participant stoichiometry: Compound/PW C008913 Endocytic Vesicle/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008913 Extracellular Space/Stoichiometry/1.0
right: Zoledronate
spontaneous: true
left: Zoledronate
name: Zoledronate (→) Transport: Homo sapiens, Cell, Extracellular Space to Homo sapiens, Cell, Endocytic Vesicle
conversion direction: REVERSIBLE

Hydroxymethylglutaryl-CoA synthase, cytoplasmic
type: Complex
component stoichiometry: Protein/51 Cytosol/Stoichiometry/2.0
cellular location: Cytosol
component: Hydroxymethylglutaryl-CoA synthase, cytoplasmic

Transport15158
type: Transport
participant stoichiometry: Compound/PW C008913 Endocytic Vesicle/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008913 Cytosol/Stoichiometry/1.0
right: Zoledronate
spontaneous: true
left: Zoledronate
name: Zoledronate (→) Transport: Homo sapiens, Cell, Endocytic Vesicle to Homo sapiens, Bone, Cytosol
conversion direction: REVERSIBLE

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

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

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

3-hydroxymethyl-3-methylglutaryl-CoA lyase, cytoplasmic
type: ProteinReference
xref: Reference/UniProt Q8TB92
organism: BiologicalState784

Phosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00009
xref: Reference/PubChem-compound 1061
xref: Reference/CAS 14265-44-2
xref: Reference/HMDB HMDB0001429
xref: Reference/BioCyc CPD-8587
xref: Reference/ChEBI CHEBI 18367
xref: Reference/ChemSpider 1032
chemical formula: H3O4P
molecular weight: 97.9769
structure: ChemicalStructure/PW C001104

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

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

Compound/PW C109114 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Mevalonate-5P
stoichiometric coefficient: 1.0

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

Compound/PW C001142 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acetoacetyl-CoA
stoichiometric coefficient: 1.0

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

Phosphomevalonate kinase
type: Protein
cellular location: Cytosol
entity reference: Phosphomevalonate kinase

ChemicalStructure/PW C001099
type: ChemicalStructure
structure format: SMILES

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

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

NADP
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00006
xref: Reference/CAS 53-59-8
xref: Reference/BioCyc NAD(P)
xref: Reference/HMDB HMDB0000217
xref: Reference/ChEBI CHEBI 18009
xref: Reference/PubChem-compound 5886
xref: Reference/ChemSpider 5675
chemical formula: C21H28N7O17P3
molecular weight: 743.07544
structure: ChemicalStructure/PW C000143

Mitochondrion
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005739

Reference/HMDB HMDB0004486
type: UnificationXref
id: HMDB0004486
db: HMDB

Reference/SMPDB SMP0126324
type: UnificationXref
id: SMP0126324
db: SMPDB

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

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

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

ReactionCatalysis202799
type: Catalysis
controller: Diphosphomevalonate decarboxylase
controlled: Reaction213187
control type: ACTIVATION

ReactionCatalysis202796
type: Catalysis
controller: Mevalonate kinase
controlled: 2.7.1.36
control type: ACTIVATION

Reference/KEGG Compound C00353
type: UnificationXref
id: C00353
db: KEGG Compound

ReactionCatalysis202795
type: Catalysis
controller: 3-hydroxymethyl-3-methylglutaryl-CoA lyase, cytoplasmic
controlled: 4.1.3.4
control type: ACTIVATION

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

Carbon dioxide
type: SmallMolecule
cellular location: Cytosol
entity reference: Carbon dioxide

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

ReactionCatalysis202797
type: Catalysis
controller: Phosphomevalonate kinase
controlled: 2.7.4.2
control type: ACTIVATION

Reference/KEGG Compound C00356
type: UnificationXref
id: C00356
db: KEGG Compound

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

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

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

ChemicalStructure/PW C109113
type: ChemicalStructure
structure format: SMILES
structure data: C[C@@](O)(CCO)CC(O)=O

ChemicalStructure/PW C109114
type: ChemicalStructure
structure format: SMILES
structure data: C[C@@](O)(CCOP(O)(O)=O)CC(O)=O

Mevalonate-5P
type: SmallMolecule
cellular location: Cytosol
entity reference: Mevalonate-5P

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

ChemicalStructure/PW C109115
type: ChemicalStructure
structure format: SMILES
structure data: C[C@@](O)(CCOP(O)(=O)OP(O)(O)=O)CC(O)=O

ChemicalStructure/PW C109116
type: ChemicalStructure
structure format: SMILES
structure data: CC(=C)CCOP(O)(=O)OP(O)(O)=O

ChemicalStructure/PW C001104
type: ChemicalStructure
structure format: SMILES
structure data: OP(O)(O)=O

Zoledronate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0014543
xref: Reference/CAS 118072-93-8
xref: Reference/PubChem-compound 68740
xref: Reference/ChEBI CHEBI 46557
xref: Reference/ChemSpider 61986
chemical formula: C5H10N2O7P2
molecular weight: 271.99634
structure: ChemicalStructure/PW C008913

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

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

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

Reference/ChEBI CHEBI 46557
type: UnificationXref
id: CHEBI:46557
db: ChEBI

Compound/PW C109115 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Mevalonate-5PP
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00009
type: UnificationXref
id: C00009
db: KEGG Compound

Reference/KEGG Compound C00008
type: UnificationXref
id: C00008
db: KEGG Compound

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

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

Farnesyl pyrophosphate synthase
type: Complex
component stoichiometry: Protein/875 Cytosol/Stoichiometry/2.0
cellular location: Cytosol
component: Farnesyl pyrophosphate synthase

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

Zoledronate
type: SmallMolecule
cellular location: Endocytic Vesicle
entity reference: Zoledronate

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

Compound/PW C008913 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Zoledronate
stoichiometric coefficient: 1.0

Reference/PubChem-compound 447277
type: UnificationXref
id: 447277
db: PubChem-compound

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

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

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/HMDB HMDB0001429
type: UnificationXref
id: HMDB0001429
db: HMDB

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

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

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

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

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

Reference/ChEBI CHEBI 18367
type: UnificationXref
id: CHEBI:18367
db: ChEBI

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

Reference/ChemSpider 1032
type: UnificationXref
id: 1032
db: ChemSpider

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

Acetyl-CoA acetyltransferase, mitochondrial
type: ProteinReference
xref: Reference/UniProt P24752
organism: BiologicalState784

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

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

Geranylgeranyl-PP
type: SmallMoleculeReference
xref: Reference/CAS 6699-20-3
xref: Reference/ChemSpider 394418
xref: Reference/PubChem-compound 447277
xref: Reference/KEGG Compound C00353
xref: Reference/BioCyc GERANYLGERANYL-PP
xref: Reference/ChEBI CHEBI 48861
xref: Reference/HMDB HMDB0004486
chemical formula: C20H36O7P2
molecular weight: 450.19363
structure: ChemicalStructure/PW C002145

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

Acetoacetyl-CoA
type: SmallMolecule
cellular location: Cytosol
entity reference: Acetoacetyl-CoA

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

Reference/UniProt P24752
type: UnificationXref
id: P24752
db: UniProt

Interaction3416
type: MolecularInteraction
interaction type: direct_interaction
name: Zoledronate inhibits Farnesyl pyrophosphate synthase
participant: Farnesyl pyrophosphate synthase
participant: Zoledronate

Reference/UniProt P37268
type: UnificationXref
id: P37268
db: UniProt

Reference/CAS 57-88-5
type: UnificationXref
id: 57-88-5
db: CAS

Reference/ChEBI CHEBI 48861
type: UnificationXref
id: CHEBI:48861
db: ChEBI

Diphosphomevalonate decarboxylase
type: Protein
cellular location: Cytosol
entity reference: Diphosphomevalonate decarboxylase

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

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

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

Reference/ChemSpider 394418
type: UnificationXref
id: 394418
db: ChemSpider

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

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

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

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

Reference/KEGG Compound C00010
type: UnificationXref
id: C00010
db: KEGG Compound

Compound/PW C000047 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cholesterol
stoichiometric coefficient: 1.0

Reaction179289
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001039 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000993 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytosol/Stoichiometry/1.0
right: Farnesyl pyrophosphate
right: Pyrophosphate
spontaneous: false
left: Geranyl-PP
left: Isopentenyl pyrophosphate
name: Geranyl-PP + Isopentenyl pyrophosphate → Farnesyl pyrophosphate + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

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

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

Zoledronate
type: SmallMolecule
entity reference: Zoledronate

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

Acetoacetyl-CoA
type: SmallMoleculeReference
xref: Reference/BioCyc ACETOACETYL-COA
xref: Reference/PubChem-compound 439214
xref: Reference/ChEBI CHEBI 15345
xref: Reference/CAS 1420-36-6
xref: Reference/HMDB HMDB0001484
xref: Reference/KEGG Compound C00332
xref: Reference/ChemSpider 388353
chemical formula: C25H40N7O18P3S
molecular weight: 851.13635
structure: ChemicalStructure/PW C001142

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

Interaction4657
type: MolecularInteraction
interaction type: direct_interaction
name: Zoledronate inhibits Geranylgeranyl pyrophosphate synthase
participant: Geranylgeranyl pyrophosphate synthase
participant: Zoledronate

Reference/BioCyc 3-HYDROXY-3-METHYL-GLUTARYL-COA
type: UnificationXref
id: 3-HYDROXY-3-METHYL-GLUTARYL-COA
db: BioCyc

Reaction179290
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000768 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 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: NADP
right: Pyrophosphate
spontaneous: false
left: Farnesyl pyrophosphate
left: Hydrogen Ion
left: NADPH
name: 2 Farnesyl pyrophosphate + Hydrogen Ion + NADPH → NADP + 2 Pyrophosphate + Squalene
conversion direction: LEFT_TO_RIGHT

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

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

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

Reference/UniProt Q15126
type: UnificationXref
id: Q15126
db: UniProt

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

Reference/ChemSpider 5775
type: UnificationXref
id: 5775
db: ChemSpider

Reference/ChemSpider 61986
type: UnificationXref
id: 61986
db: ChemSpider

Hydroxymethylglutaryl-CoA synthase, cytoplasmic
type: Protein
cellular location: Cytosol
entity reference: Hydroxymethylglutaryl-CoA synthase, cytoplasmic

Compound/PW C002145 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Geranylgeranyl-PP
stoichiometric coefficient: 1.0

Reaction213213
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001099 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000940 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001063 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001142 Cytosol/Stoichiometry/1.0
right: Coenzyme A
right: 3-Hydroxy-3-methylglutaryl-CoA
spontaneous: false
left: Acetoacetyl-CoA
left: Acetyl-CoA
left: Water
name: Acetoacetyl-CoA + Acetyl-CoA + Water → 3-Hydroxy-3-methylglutaryl-CoA + Coenzyme A
conversion direction: LEFT_TO_RIGHT

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

Squalene synthase
type: ProteinReference
xref: Reference/UniProt P37268
organism: BiologicalState784

Compound/PW C008913 Endocytic Vesicle/Stoichiometry/1.0
type: Stoichiometry
physical entity: Zoledronate
stoichiometric coefficient: 1.0

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

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

Reference/GENE ONTOLOGY GO 0005739
type: UnificationXref
id: GO:0005739
db: GENE ONTOLOGY

Adenosine diphosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00008
xref: Reference/PubChem-compound 6022
xref: Reference/ChemSpider 5800
xref: Reference/CAS 58-64-0
xref: Reference/BioCyc ADP
xref: Reference/ChEBI CHEBI 16761
xref: Reference/HMDB HMDB0001341
chemical formula: C10H15N5O10P2
molecular weight: 427.02942
structure: ChemicalStructure/PW C001034

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

Reference/CAS 118072-93-8
type: UnificationXref
id: 118072-93-8
db: CAS

Compound/PW C008913/Stoichiometry/1.0
type: Stoichiometry
physical entity: Zoledronate
stoichiometric coefficient: 1.0

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

Protein/51 Cytosol/Stoichiometry/2.0
type: Stoichiometry
physical entity: Hydroxymethylglutaryl-CoA synthase, cytoplasmic
stoichiometric coefficient: 2.0

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

Squalene synthase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Squalene synthase

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

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

Compound/PW C001063 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Hydroxy-3-methylglutaryl-CoA
stoichiometric coefficient: 1.0

2.7.1.36
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000414 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C109113 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C109114 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Cytosol/Stoichiometry/1.0
right: Mevalonate-5P
right: Adenosine diphosphate
spontaneous: false
EC number: 2.7.1.36
left: Adenosine triphosphate
left: Mevalonate
name: Adenosine triphosphate + Mevalonate → Adenosine diphosphate + Mevalonate-5P
conversion direction: LEFT_TO_RIGHT

Reference/UniProt P53602
type: UnificationXref
id: P53602
db: UniProt

2.7.4.2
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000414 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C109115 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C109114 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Cytosol/Stoichiometry/1.0
right: Mevalonate-5PP
right: Adenosine diphosphate
spontaneous: false
EC number: 2.7.4.2
left: Mevalonate-5P
left: Adenosine triphosphate
name: Adenosine triphosphate + Mevalonate-5P → Adenosine diphosphate + Mevalonate-5PP
conversion direction: LEFT_TO_RIGHT

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

Reference/BioCyc CPD-8587
type: UnificationXref
id: CPD-8587
db: BioCyc

Reaction213187
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000414 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C109115 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C109116 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001104 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Cytosol/Stoichiometry/1.0
right: Phosphate
right: Adenosine diphosphate
right: Isopentenyl-PP
right: Carbon dioxide
spontaneous: false
left: Mevalonate-5PP
left: Adenosine triphosphate
name: Adenosine triphosphate + Mevalonate-5PP → Adenosine diphosphate + Carbon dioxide + Isopentenyl-PP + Phosphate
conversion direction: LEFT_TO_RIGHT

Reaction213188
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000993 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C109116 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000874 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytosol/Stoichiometry/1.0
right: Geranyl-PP
right: Pyrophosphate
spontaneous: false
left: Dimethylallylpyrophosphate
left: Isopentenyl-PP
name: Dimethylallylpyrophosphate + Isopentenyl-PP → Geranyl-PP + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

Compound/PW C109116 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Isopentenyl-PP
stoichiometric coefficient: 1.0

Reaction213189
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000175 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000047 Cytosol/Stoichiometry/1.0
right: Cholesterol
spontaneous: false
left: Squalene
name: Squalene → Cholesterol
conversion direction: LEFT_TO_RIGHT

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

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

ChemicalStructure/PW C001142
type: ChemicalStructure
structure format: SMILES

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

Reaction213190
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001039 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002145 Cytosol/Stoichiometry/1.0
right: Geranylgeranyl-PP
right: Pyrophosphate
spontaneous: false
left: Farnesyl pyrophosphate
left: Isopentenyl pyrophosphate
name: Farnesyl pyrophosphate + Isopentenyl pyrophosphate → Geranylgeranyl-PP + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

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

Reference/HMDB HMDB0001347
type: UnificationXref
id: HMDB0001347
db: HMDB

Reference/BRENDA TISSUE ONTOLOGY BTO 0000140
type: UnificationXref
id: BTO:0000140
db: BRENDA TISSUE ONTOLOGY

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/HMDB HMDB0001341
type: UnificationXref
id: HMDB0001341
db: HMDB

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

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

Reference/HMDB HMDB0014543
type: UnificationXref
id: HMDB0014543
db: HMDB

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

ReactionCatalysis202800
type: Catalysis
controller: Farnesyl pyrophosphate synthase
controlled: Reaction213188
control type: ACTIVATION

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

ReactionCatalysis202801
type: Catalysis
controller: Geranylgeranyl pyrophosphate synthase
controlled: Reaction213190
control type: ACTIVATION

Acetyl-CoA acetyltransferase, mitochondrial
type: Complex
component stoichiometry: Protein/36 Mitochondrion/Stoichiometry/4.0
cellular location: Mitochondrion
component: Acetyl-CoA acetyltransferase, mitochondrial

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

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

ChemicalStructure/PW C001034
type: ChemicalStructure
structure format: SMILES

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

Coenzyme A
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 1146900
xref: Reference/HMDB HMDB0001423
xref: Reference/PubChem-compound 6816
xref: Reference/BioCyc CO-A
xref: Reference/ChemSpider 6557
xref: Reference/CAS 85-61-0
xref: Reference/KEGG Compound C00010
chemical formula: C21H36N7O16P3S
molecular weight: 767.11523
structure: ChemicalStructure/PW C001099

Adenosine diphosphate
type: SmallMolecule
cellular location: Cytosol
entity reference: Adenosine diphosphate

3-Hydroxy-3-methylglutaryl-CoA
type: SmallMolecule
cellular location: Cytosol
entity reference: 3-Hydroxy-3-methylglutaryl-CoA

Compound/PW C008913 Extracellular Space/Stoichiometry/1.0
type: Stoichiometry
physical entity: Zoledronate
stoichiometric coefficient: 1.0

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

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

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

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

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

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

ChemicalStructure/PW C000940
type: ChemicalStructure
structure format: SMILES

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

Compound/PW C001034 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Adenosine diphosphate
stoichiometric coefficient: 1.0

3-Hydroxy-3-methylglutaryl-CoA
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15467
xref: Reference/ChemSpider 388357
xref: Reference/CAS 1553-55-5
xref: Reference/BioCyc 3-HYDROXY-3-METHYL-GLUTARYL-COA
xref: Reference/KEGG Compound C00356
xref: Reference/HMDB HMDB0001375
xref: Reference/PubChem-compound 439218
chemical formula: C27H44N7O20P3S
molecular weight: 911.1575
structure: ChemicalStructure/PW C001063

Mevalonate-5PP
type: SmallMolecule
cellular location: Cytosol
entity reference: Mevalonate-5PP

Reference/PubChem-compound 439214
type: UnificationXref
id: 439214
db: PubChem-compound

Reference/UniProt Q01581
type: UnificationXref
id: Q01581
db: UniProt

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

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

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

Reference/PubChem-compound 439218
type: UnificationXref
id: 439218
db: PubChem-compound

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

Reference/HMDB HMDB0001484
type: UnificationXref
id: HMDB0001484
db: HMDB

Geranylgeranyl pyrophosphate synthase
type: Protein
cellular location: Cytosol
entity reference: Geranylgeranyl pyrophosphate synthase

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

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

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

Hydroxymethylglutaryl-CoA synthase, cytoplasmic
type: ProteinReference
xref: Reference/UniProt Q01581
organism: BiologicalState784

Protein/875 Cytosol/Stoichiometry/2.0
type: Stoichiometry
physical entity: Farnesyl pyrophosphate synthase
stoichiometric coefficient: 2.0

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

Reference/KEGG Compound C00187
type: UnificationXref
id: C00187
db: KEGG Compound

Reference/UniProt O95749
type: UnificationXref
id: O95749
db: UniProt

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

Reference/ChEBI CHEBI 16761
type: UnificationXref
id: CHEBI:16761
db: ChEBI

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

ChemicalStructure/PW C000047
type: ChemicalStructure
structure format: SMILES

Protein/874 Cytosol/Stoichiometry/6.0
type: Stoichiometry
physical entity: Geranylgeranyl pyrophosphate synthase
stoichiometric coefficient: 6.0

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

Compound/PW C109113 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Mevalonate
stoichiometric coefficient: 1.0

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

Reference/HMDB HMDB0001375
type: UnificationXref
id: HMDB0001375
db: HMDB

Reference/TAXONOMY 9606
type: UnificationXref
id: 9606
db: TAXONOMY

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

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

Reference/ChemSpider 5800
type: UnificationXref
id: 5800
db: ChemSpider

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

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

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

Carbon dioxide
type: SmallMoleculeReference
xref: Reference/PubChem-compound 280
xref: Reference/ChEBI CHEBI 16526
xref: Reference/ChemSpider 274
xref: Reference/HMDB HMDB0001967
xref: Reference/CAS 124-38-9
xref: Reference/KEGG Compound C00011
chemical formula: CO2
molecular weight: 43.98983
structure: ChemicalStructure/PW C001316

Transport15416
type: Transport
participant stoichiometry: Compound/PW C008913 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008913/Stoichiometry/1.0
right: Zoledronate
spontaneous: true
left: Zoledronate
name: Zoledronate (→) Transport: Homo sapiens, Blood Vessel to Homo sapiens, Bone, Cytosol
conversion direction: REVERSIBLE

Reference/UniProt Q03426
type: UnificationXref
id: Q03426
db: UniProt

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

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

ChemicalStructure/PW C000768
type: ChemicalStructure
structure format: SMILES

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

Compound/PW C000940 Mitochondrion/Stoichiometry/2.0
type: Stoichiometry
physical entity: Acetyl-CoA
stoichiometric coefficient: 2.0

3-hydroxymethyl-3-methylglutaryl-CoA lyase, cytoplasmic
type: Protein
cellular location: Cytosol
entity reference: 3-hydroxymethyl-3-methylglutaryl-CoA lyase, cytoplasmic

ChemicalStructure/PW C001063
type: ChemicalStructure
structure format: SMILES

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

Reference/CAS 1420-36-6
type: UnificationXref
id: 1420-36-6
db: CAS

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

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

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

Reference/CAS 14265-44-2
type: UnificationXref
id: 14265-44-2
db: CAS

Reference/CAS 58-64-0
type: UnificationXref
id: 58-64-0
db: CAS

Reference/UniProt P14324
type: UnificationXref
id: P14324
db: UniProt

Protein/36 Mitochondrion/Stoichiometry/4.0
type: Stoichiometry
physical entity: Acetyl-CoA acetyltransferase, mitochondrial
stoichiometric coefficient: 4.0

ChemicalStructure/PW C000414
type: ChemicalStructure
structure format: SMILES

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

Farnesyl pyrophosphate synthase
type: ProteinReference
xref: Reference/UniProt P14324
organism: BiologicalState784

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

Reference/PathWhiz PW127917
type: UnificationXref
id: PW127917
db: PathWhiz

Geranylgeranyl pyrophosphate synthase
type: ProteinReference
xref: Reference/UniProt O95749
organism: BiologicalState784

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

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

ReactionCatalysis169195
type: Catalysis
controller: Squalene synthase
controlled: Reaction179290
control type: ACTIVATION

Reference/HMDB HMDB0000067
type: UnificationXref
id: HMDB0000067
db: HMDB

ReactionCatalysis169194
type: Catalysis
controller: Farnesyl pyrophosphate synthase
controlled: Reaction179289
control type: ACTIVATION

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

Mevalonate kinase
type: ProteinReference
xref: Reference/UniProt Q03426
organism: BiologicalState784

Acetyl-CoA acetyltransferase, mitochondrial
type: Protein
cellular location: Mitochondrion
entity reference: Acetyl-CoA acetyltransferase, mitochondrial

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

2.3.1.9
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000940 Mitochondrion/Stoichiometry/2.0
participant stoichiometry: Compound/PW C001142 Mitochondrion/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Mitochondrion/Stoichiometry/1.0
right: Acetoacetyl-CoA
right: Coenzyme A
spontaneous: false
EC number: 2.3.1.9
left: Acetyl-CoA
name: 2 Acetyl-CoA ↔ Acetoacetyl-CoA + Coenzyme A
conversion direction: REVERSIBLE

Reference/ChEBI CHEBI 15467
type: UnificationXref
id: CHEBI:15467
db: ChEBI

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

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

Reference/ChEBI CHEBI 15345
type: UnificationXref
id: CHEBI:15345
db: ChEBI

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

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

Zoledronate
type: SmallMolecule
cellular location: Extracellular Space
entity reference: Zoledronate

Mevalonate kinase
type: Protein
cellular location: Cytosol
entity reference: Mevalonate kinase

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

Zoledronate Action Pathway
type: Pathway
pathway order: PathwayEnzymeReaction/2527947
pathway order: PathwayEnzymeReaction/2527948
pathway order: PathwayEnzymeReaction/2527945
pathway order: PathwayEnzymeReaction/2527946
pathway order: PathwayEnzymeReaction/2527943
pathway order: PathwayEnzymeReaction/2527944
pathway order: PathwayEnzymeReaction/2527941
pathway order: PathwayEnzymeReaction/2527942
pathway order: PathwayEnzymeReaction/2527949
pathway order: PathwayTransport/2527954
pathway order: PathwayEnzymeReaction/2527939
pathway order: PathwayTransport/2527955
pathway order: PathwayInteraction/3416
pathway order: PathwayInteraction/4657
pathway order: PathwayEnzymeReaction/2527940
pathway order: PathwayTransport/2530706
pathway component: ReactionCatalysis178
pathway component: ReactionCatalysis202799
pathway component: 2.7.1.36
pathway component: ReactionCatalysis202796
pathway component: ReactionCatalysis202795
pathway component: 2.7.4.2
pathway component: ReactionCatalysis202797
pathway component: Reaction213187
pathway component: Reaction213188
pathway component: Reaction179289
pathway component: Transport15416
pathway component: Reaction213189
pathway component: Transport15157
pathway component: Reaction213190
pathway component: Transport15158
pathway component: Interaction4657
pathway component: Reaction179290
pathway component: ReactionCatalysis202825
pathway component: ReactionCatalysis202800
pathway component: ReactionCatalysis202801
pathway component: Reaction213213
pathway component: ReactionCatalysis169195
pathway component: ReactionCatalysis169194
pathway component: Interaction3416
pathway component: 4.1.3.4
pathway component: 2.3.1.9
xref: Reference/SMPDB SMP0126324
xref: Reference/PathWhiz PW127917
organism: Homo sapiens

ChemicalStructure/PW C008913
type: ChemicalStructure
structure format: SMILES
structure data: OC(CN1C=CN=C1)(P(O)(O)=O)P(O)(O)=O

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

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

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

Mevalonate
type: SmallMoleculeReference
chemical formula: C6H12O4
molecular weight: 148.07356
structure: ChemicalStructure/PW C109113

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

Mevalonate-5P
type: SmallMoleculeReference
chemical formula: C6H13O7P
molecular weight: 228.03989
structure: ChemicalStructure/PW C109114

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

Mevalonate-5PP
type: SmallMoleculeReference
chemical formula: C6H14O10P2
molecular weight: 308.00623
structure: ChemicalStructure/PW C109115

Isopentenyl-PP
type: SmallMoleculeReference
chemical formula: C5H12O7P2
molecular weight: 246.00583
structure: ChemicalStructure/PW C109116

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

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

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

Reference/PubChem-compound 1061
type: UnificationXref
id: 1061
db: PubChem-compound

ReactionCatalysis202825
type: Catalysis
controller: Hydroxymethylglutaryl-CoA synthase, cytoplasmic
controlled: Reaction213213
control type: ACTIVATION

Reference/UniProt Q8TB92
type: UnificationXref
id: Q8TB92
db: UniProt

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

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

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

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

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

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

Compound/PW C001104 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Phosphate
stoichiometric coefficient: 1.0

Bone
type: TissueVocabulary
xref: Reference/BRENDA TISSUE ONTOLOGY BTO 0000140

4.1.3.4
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040034 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001063 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C109113 Cytosol/Stoichiometry/1.0
right: Coenzyme A
right: Mevalonate
right: NADP
spontaneous: false
EC number: 4.1.3.4
left: Hydrogen Ion
left: 3-Hydroxy-3-methylglutaryl-CoA
left: NADPH
name: 3-Hydroxy-3-methylglutaryl-CoA + Hydrogen Ion + NADPH → Coenzyme A + Mevalonate + NADP
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C002145
type: ChemicalStructure
structure format: SMILES

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

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