Reference/SMPDB SMP0000648
type: UnificationXref
id: SMP0000648
db: SMPDB

Reference/CAS 7722-84-1
type: UnificationXref
id: 7722-84-1
db: CAS

UDP-glucuronosyltransferase 1-1
type: Complex
component stoichiometry: Protein/4776 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/5739 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/5742 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/5744 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/5745 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/5746 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/5741 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/5743 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/5738 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/5740 Cytosol/Stoichiometry/1.0
component stoichiometry: Protein/465 Cytosol/Stoichiometry/1.0
cellular location: Cytosol
component: 78 kDa glucose-regulated protein
component: DnaJ homolog subfamily B member 11
component: Peptidyl-prolyl cis-trans isomerase B
component: Stromal cell-derived factor 2-like protein 1
component: Protein disulfide-isomerase A4
component: Protein disulfide-isomerase A2
component: UDP-glucuronosyltransferase 1-1
component: Endoplasmic reticulum resident protein 29
component: HYOU1 protein
component: HSP90B1 protein
component: Protein disulfide-isomerase A6
name: SubPathwayInhibition

Sorafenib β-D-Glucuronide
type: SmallMoleculeReference
xref: Reference/ChemSpider 30778599
xref: Reference/HMDB HMDB0060872
xref: Reference/PubChem-compound 71752221
chemical formula: C27H24ClF3N4O9
molecular weight: 640.1184
structure: ChemicalStructure/PW C040722

Sorafenib N-oxide glucuronide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0061383
chemical formula: C27H24ClF3N4O10
molecular weight: 656.1133
structure: ChemicalStructure/PW C040723

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

Protein/5743 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Protein disulfide-isomerase A4
stoichiometric coefficient: 1.0

Reference/UniProt P13667
type: UnificationXref
id: P13667
db: UniProt

Reference/CAS 284461-73-0
type: UnificationXref
id: 284461-73-0
db: CAS

Compound/PW C008912 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib
stoichiometric coefficient: 1.0

HSP90B1 protein
type: Protein
cellular location: Cytosol
entity reference: HSP90B1 protein

Reference/ChemSpider 32698436
type: UnificationXref
id: 32698436
db: ChemSpider

Reference/HMDB HMDB0003125
type: UnificationXref
id: HMDB0003125
db: HMDB

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

ChemicalStructure/PW C001783
type: ChemicalStructure
structure format: SMILES
structure data: OO

Cytochrome P450 3A4
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 3A4

Protein/465 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: UDP-glucuronosyltransferase 1-1
stoichiometric coefficient: 1.0

Sorafenib metabolite M3
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Sorafenib metabolite M3

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

Sorafenib metabolite M4
type: SmallMolecule
cellular location: Cytosol
entity reference: Sorafenib metabolite M4

Reference/CAS 2616-64-0
type: UnificationXref
id: 2616-64-0
db: CAS

Cytochrome P450 3A4
type: ProteinReference
xref: Reference/UniProt P08684
organism: BiologicalState10

Cytochrome P450 2B6
type: ProteinReference
xref: Reference/UniProt P20813
organism: Homo sapiens

Compound/PW C040646 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib metabolite M5
stoichiometric coefficient: 1.0

Uridine diphosphate glucuronic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Uridine diphosphate glucuronic acid

Protein/5739 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: HSP90B1 protein
stoichiometric coefficient: 1.0

Reaction2333
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040642 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040723 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Sorafenib N-oxide glucuronide
spontaneous: false
left: Sorafenib N-oxide
name: Sorafenib N-oxide → Sorafenib N-oxide glucuronide
conversion direction: LEFT_TO_RIGHT

Reference/ChemSpider 30778599
type: UnificationXref
id: 30778599
db: ChemSpider

Reference/BRENDA TISSUE ONTOLOGY BTO 0000759
type: UnificationXref
id: BTO:0000759
db: BRENDA TISSUE ONTOLOGY

Reference/ChEBI CHEBI 17200
type: UnificationXref
id: CHEBI:17200
db: ChEBI

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

Cytochrome P450 2C8
type: ProteinReference
xref: Reference/UniProt P10632

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

Compound/PW C040644 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib metabolite M3
stoichiometric coefficient: 1.0

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

78 kDa glucose-regulated protein
type: Protein
cellular location: Cytosol
entity reference: 78 kDa glucose-regulated protein

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

Compound/PW C008912 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib
stoichiometric coefficient: 1.0

Reference/UniProt P11021
type: UnificationXref
id: P11021
db: UniProt

Inhibition of Cytochrome P450 2B6
type: Pathway
name: InhibitorySubPathway

Inhibition of Cytochrome P450 2C8
type: Pathway
name: InhibitorySubPathway

Inhibition of Cytochrome P450 2C9
type: Pathway
name: InhibitorySubPathway

Inhibition of UDP-glucuronosyltransferase 1-1
type: Pathway
name: InhibitorySubPathway

Reference/UniProt P11712
type: UnificationXref
id: P11712
db: UniProt

Reference/BioCyc UDP-GLUCURONATE
type: UnificationXref
id: UDP-GLUCURONATE
db: BioCyc

Reference/HMDB HMDB0061350
type: UnificationXref
id: HMDB0061350
db: HMDB

Reference/PubChem-compound 6031
type: UnificationXref
id: 6031
db: PubChem-compound

Protein disulfide-isomerase A4
type: Protein
cellular location: Cytosol
entity reference: Protein disulfide-isomerase A4

Reference/PubChem-compound 10288613
type: UnificationXref
id: 10288613
db: PubChem-compound

Reference/UniProt Q6IN67
type: UnificationXref
id: Q6IN67
db: UniProt

Reference/ChEBI CHEBI 16240
type: UnificationXref
id: CHEBI:16240
db: ChEBI

Cytochrome P450 2C9
type: ProteinReference
xref: Reference/UniProt P11712
organism: Homo sapiens

ChemicalStructure/PW C000201
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0061349
type: UnificationXref
id: HMDB0061349
db: HMDB

Reference/HMDB HMDB0061347
type: UnificationXref
id: HMDB0061347
db: HMDB

Reference/UniProt Q9HCN8
type: UnificationXref
id: Q9HCN8
db: UniProt

Reference/HMDB HMDB0061348
type: UnificationXref
id: HMDB0061348
db: HMDB

Uridine diphosphate glucuronic acid
type: SmallMoleculeReference
xref: Reference/BioCyc UDP-GLUCURONATE
xref: Reference/CAS 2616-64-0
xref: Reference/PubChem-compound 17473
xref: Reference/HMDB HMDB0000935
xref: Reference/ChEBI CHEBI 17200
xref: Reference/ChemSpider 16522
xref: Reference/KEGG Compound C00167
chemical formula: C15H22N2O18P2
molecular weight: 580.0343
structure: ChemicalStructure/PW C000746

Reference/ChEBI CHEBI 50924
type: UnificationXref
id: CHEBI:50924
db: ChEBI

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

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

UDP-glucuronosyltransferase 1-9
type: ProteinReference
xref: Reference/UniProt O60656
organism: BiologicalState10

UDP-glucuronosyltransferase 1-1
type: ProteinReference
xref: Reference/UniProt P22309
organism: Homo sapiens

Sorafenib
type: SmallMoleculeReference
xref: Reference/PubChem-compound 216239
xref: Reference/ChEBI CHEBI 50924
xref: Reference/ChemSpider 187440
xref: Reference/CAS 284461-73-0
xref: Reference/HMDB HMDB0014542
chemical formula: C21H16ClF3N4O3
molecular weight: 464.0863
structure: ChemicalStructure/PW C008912

Reference/UniProt Q96GW1
type: UnificationXref
id: Q96GW1
db: UniProt

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

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

Cytochrome P450 2B6
type: Protein
cellular location: Cytosol
entity reference: Cytochrome P450 2B6
name: SubPathwayInhibition

Reference/ChemSpider 8327800
type: UnificationXref
id: 8327800
db: ChemSpider

Reference/UniProt Q13087
type: UnificationXref
id: Q13087
db: UniProt

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

Protein disulfide-isomerase A2
type: Protein
cellular location: Cytosol
entity reference: Protein disulfide-isomerase A2

Reference/UniProt Q9UBS4
type: UnificationXref
id: Q9UBS4
db: UniProt

Reference/PubChem-compound 9826472
type: UnificationXref
id: 9826472
db: PubChem-compound

Sorafenib
type: SmallMolecule
cellular location: Cytosol
entity reference: Sorafenib
name: SubPathwayInhibitor

Liver
type: TissueVocabulary
xref: Reference/BRENDA TISSUE ONTOLOGY BTO 0000759

Reference/PubChem-compound 17473
type: UnificationXref
id: 17473
db: PubChem-compound

Sorafenib N-oxide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Sorafenib N-oxide

Reference/HMDB HMDB0060873
type: UnificationXref
id: HMDB0060873
db: HMDB

Reference/HMDB HMDB0060872
type: UnificationXref
id: HMDB0060872
db: HMDB

Cytochrome P450 2C9
type: Protein
cellular location: Cytosol
entity reference: Cytochrome P450 2C9
name: SubPathwayInhibition

DnaJ homolog subfamily B member 11
type: ProteinReference
xref: Reference/UniProt Q9UBS4
organism: Homo sapiens

HSP90B1 protein
type: ProteinReference
xref: Reference/UniProt Q96GW1
organism: Homo sapiens

Reference/HMDB HMDB0061383
type: UnificationXref
id: HMDB0061383
db: HMDB

Reference/KEGG Compound C00015
type: UnificationXref
id: C00015
db: KEGG Compound

Reaction2045
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040646 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040645 Cytosol/Stoichiometry/1.0
right: Sorafenib metabolite M5
spontaneous: false
left: Sorafenib metabolite M4
name: Sorafenib metabolite M4 → Sorafenib metabolite M5
conversion direction: LEFT_TO_RIGHT

Reaction2046
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040644 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040647 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040642 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Sorafenib metabolite M1
spontaneous: false
left: Sorafenib N-oxide
left: Sorafenib metabolite M3
name: Sorafenib N-oxide + Sorafenib metabolite M3 → Sorafenib metabolite M1
conversion direction: LEFT_TO_RIGHT

Reaction2043
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040644 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008912 Cytosol/Stoichiometry/1.0
right: Sorafenib metabolite M3
spontaneous: false
left: Sorafenib
name: Sorafenib → Sorafenib metabolite M3
conversion direction: LEFT_TO_RIGHT

Reaction2044
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040645 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008912 Cytosol/Stoichiometry/1.0
right: Sorafenib metabolite M4
spontaneous: false
left: Sorafenib
name: Sorafenib → Sorafenib metabolite M4
conversion direction: LEFT_TO_RIGHT

2.4.1.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040722 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008912 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Uridine 5'-diphosphate
right: Sorafenib β-D-Glucuronide
spontaneous: false
EC number: 2.4.1.17
left: Uridine diphosphate glucuronic acid
left: Sorafenib
name: Sorafenib + Uridine diphosphate glucuronic acid → Sorafenib β-D-Glucuronide + Uridine 5'-diphosphate
conversion direction: LEFT_TO_RIGHT

Sorafenib metabolite M5
type: SmallMolecule
cellular location: Cytosol
entity reference: Sorafenib metabolite M5

Reference/PubChem-compound 216239
type: UnificationXref
id: 216239
db: PubChem-compound

Stromal cell-derived factor 2-like protein 1
type: Protein
cellular location: Cytosol
entity reference: Stromal cell-derived factor 2-like protein 1

Stromal cell-derived factor 2-like protein 1
type: ProteinReference
xref: Reference/UniProt Q9HCN8
organism: Homo sapiens

Compound/PW C040642 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib N-oxide
stoichiometric coefficient: 1.0

Endoplasmic reticulum resident protein 29
type: ProteinReference
xref: Reference/UniProt P30040
organism: Homo sapiens

Protein disulfide-isomerase A4
type: ProteinReference
xref: Reference/UniProt P13667
organism: Homo sapiens

Protein disulfide-isomerase A6
type: ProteinReference
xref: Reference/UniProt Q15084
organism: Homo sapiens

Peptidyl-prolyl cis-trans isomerase B
type: ProteinReference
xref: Reference/UniProt P23284
organism: Homo sapiens

HYOU1 protein
type: ProteinReference
xref: Reference/UniProt Q6IN67
organism: Homo sapiens

Protein disulfide-isomerase A2
type: ProteinReference
xref: Reference/UniProt Q13087
organism: Homo sapiens

Reference/KEGG Compound C00027
type: UnificationXref
id: C00027
db: KEGG Compound

78 kDa glucose-regulated protein
type: ProteinReference
xref: Reference/UniProt P11021
organism: Homo sapiens

Reference/PathWhiz PW000624
type: UnificationXref
id: PW000624
db: PathWhiz

Reference/PubChem-compound 71752221
type: UnificationXref
id: 71752221
db: PubChem-compound

Reaction2039
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001783 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040642 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008912 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: Hydrogen peroxide
right: Sorafenib N-oxide
spontaneous: false
left: Water
left: Oxygen
left: Sorafenib
name: Oxygen + Sorafenib + Water → Hydrogen peroxide + Sorafenib N-oxide
conversion direction: LEFT_TO_RIGHT

Compound/PW C040722 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib β-D-Glucuronide
stoichiometric coefficient: 1.0

Sorafenib metabolite M1
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Sorafenib metabolite M1

Protein/4776 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Peptidyl-prolyl cis-trans isomerase B
stoichiometric coefficient: 1.0

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

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

Compound/PW C040644 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib metabolite M3
stoichiometric coefficient: 1.0

Compound/PW C001783 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen peroxide
stoichiometric coefficient: 1.0

Reference/UniProt O60656
type: UnificationXref
id: O60656
db: UniProt

Reference/PubChem-compound 67424139
type: UnificationXref
id: 67424139
db: PubChem-compound

Reference/BioCyc HYDROGEN-PEROXIDE
type: UnificationXref
id: HYDROGEN-PEROXIDE
db: BioCyc

Protein/5741 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: HYOU1 protein
stoichiometric coefficient: 1.0

Reference/UniProt P30040
type: UnificationXref
id: P30040
db: UniProt

Sorafenib N-oxide glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Sorafenib N-oxide glucuronide

Reference/UniProt P22309
type: UnificationXref
id: P22309
db: UniProt

SubPathwayControl652
type: Interaction
name: SubPathway652Control
name: InhibitorySubPathwayControl
participant: Cytochrome P450 2B6
participant: Inhibition of Cytochrome P450 2B6
participant: Sorafenib

SubPathwayControl653
type: Interaction
name: SubPathway653Control
name: InhibitorySubPathwayControl
participant: Cytochrome P450 2C8
participant: Inhibition of Cytochrome P450 2C8
participant: Sorafenib

Reference/ChemSpider 8464082
type: UnificationXref
id: 8464082
db: ChemSpider

SubPathwayControl654
type: Interaction
name: SubPathway654Control
name: InhibitorySubPathwayControl
participant: Cytochrome P450 2C9
participant: Sorafenib
participant: Inhibition of Cytochrome P450 2C9

Protein/5745 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Stromal cell-derived factor 2-like protein 1
stoichiometric coefficient: 1.0

SubPathwayControl655
type: Interaction
name: SubPathway655Control
name: InhibitorySubPathwayControl
participant: UDP-glucuronosyltransferase 1-1
participant: Sorafenib
participant: Inhibition of UDP-glucuronosyltransferase 1-1

Reference/HMDB HMDB0000935
type: UnificationXref
id: HMDB0000935
db: HMDB

Reference/HMDB HMDB0014542
type: UnificationXref
id: HMDB0014542
db: HMDB

Reference/KEGG Compound C00167
type: UnificationXref
id: C00167
db: KEGG Compound

Reference/ChemSpider 763
type: UnificationXref
id: 763
db: ChemSpider

Reference/PubChem-compound 10152292
type: UnificationXref
id: 10152292
db: PubChem-compound

Uridine 5'-diphosphate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17659
xref: Reference/PubChem-compound 6031
xref: Reference/CAS 58-98-0
xref: Reference/HMDB HMDB0000295
xref: Reference/KEGG Compound C00015
xref: Reference/ChemSpider 5809
xref: Reference/BioCyc UDP
chemical formula: C9H14N2O12P2
molecular weight: 404.0022
structure: ChemicalStructure/PW C000201

Protein disulfide-isomerase A6
type: Protein
cellular location: Cytosol
entity reference: Protein disulfide-isomerase A6

Reference/PubChem-compound 10151557
type: UnificationXref
id: 10151557
db: PubChem-compound

ChemicalStructure/PW C040642
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 784
type: UnificationXref
id: 784
db: PubChem-compound

DnaJ homolog subfamily B member 11
type: Protein
cellular location: Cytosol
entity reference: DnaJ homolog subfamily B member 11

ChemicalStructure/PW C040646
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C040645
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C040644
type: ChemicalStructure
structure format: SMILES

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

ChemicalStructure/PW C040647
type: ChemicalStructure
structure format: SMILES

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

Sorafenib β-D-Glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Sorafenib β-D-Glucuronide

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

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/ChemSpider 16522
type: UnificationXref
id: 16522
db: ChemSpider

BiologicalState10
type: BioSource
xref: Reference/TAXONOMY 9606
name: Homo sapiens, Liver
tissue: Liver

Sorafenib metabolite M3
type: SmallMolecule
cellular location: Cytosol
entity reference: Sorafenib metabolite M3

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

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

Peptidyl-prolyl cis-trans isomerase B
type: Protein
cellular location: Cytosol
entity reference: Peptidyl-prolyl cis-trans isomerase B

Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Uridine diphosphate glucuronic acid
stoichiometric coefficient: 1.0

Reference/ChemSpider 8327065
type: UnificationXref
id: 8327065
db: ChemSpider

UDP-glucuronosyltransferase 1-9
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: UDP-glucuronosyltransferase 1-9

Compound/PW C040723 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib N-oxide glucuronide
stoichiometric coefficient: 1.0

Reference/UniProt P20813
type: UnificationXref
id: P20813
db: UniProt

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

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

Reference/UniProt P10632
type: UnificationXref
id: P10632
db: UniProt

Sorafenib N-oxide
type: SmallMoleculeReference
xref: Reference/PubChem-compound 9826472
xref: Reference/HMDB HMDB0060873
xref: Reference/ChemSpider 8002215
chemical formula: C21H16ClF3N4O4
molecular weight: 480.0812
structure: ChemicalStructure/PW C040642

Sorafenib metabolite M3
type: SmallMoleculeReference
xref: Reference/ChemSpider 32698436
xref: Reference/PubChem-compound 67424139
xref: Reference/HMDB HMDB0061347
chemical formula: C21H16ClF3N4O4
molecular weight: 480.0812
structure: ChemicalStructure/PW C040644

Sorafenib metabolite M4
type: SmallMoleculeReference
xref: Reference/PubChem-compound 10151557
xref: Reference/HMDB HMDB0061348
xref: Reference/ChemSpider 8327065
chemical formula: C20H14ClF3N4O3
molecular weight: 450.07065
structure: ChemicalStructure/PW C040645

Sorafenib metabolite M5
type: SmallMoleculeReference
xref: Reference/PubChem-compound 10288613
xref: Reference/ChemSpider 8464082
xref: Reference/HMDB HMDB0061349
chemical formula: C20H14ClF3N4O4
molecular weight: 466.06558
structure: ChemicalStructure/PW C040646

Reference/CAS 58-98-0
type: UnificationXref
id: 58-98-0
db: CAS

Sorafenib metabolite M1
type: SmallMoleculeReference
xref: Reference/PubChem-compound 10152292
xref: Reference/HMDB HMDB0061350
xref: Reference/ChemSpider 8327800
chemical formula: C21H16ClF3N4O5
molecular weight: 496.07614
structure: ChemicalStructure/PW C040647

ReactionCatalysis1919
type: Catalysis
controller: UDP-glucuronosyltransferase 1-9
controlled: 2.4.1.17
control type: ACTIVATION

ReactionCatalysis1918
type: Catalysis
controller: Cytochrome P450 3A4
controlled: Reaction2039
control type: ACTIVATION

Reference/ChemSpider 8002215
type: UnificationXref
id: 8002215
db: ChemSpider

Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Uridine 5'-diphosphate
stoichiometric coefficient: 1.0

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

Protein/5744 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Protein disulfide-isomerase A6
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0000295
type: UnificationXref
id: HMDB0000295
db: HMDB

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

Reference/ChemSpider 5809
type: UnificationXref
id: 5809
db: ChemSpider

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

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

Compound/PW C040645 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib metabolite M4
stoichiometric coefficient: 1.0

Reference/UniProt P08684
type: UnificationXref
id: P08684
db: UniProt

Reference/ChemSpider 187440
type: UnificationXref
id: 187440
db: ChemSpider

UDP-glucuronosyltransferase 1-1
type: Protein
cellular location: Cytosol
entity reference: UDP-glucuronosyltransferase 1-1

Protein/5738 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: DnaJ homolog subfamily B member 11
stoichiometric coefficient: 1.0

Endoplasmic reticulum resident protein 29
type: Protein
cellular location: Cytosol
entity reference: Endoplasmic reticulum resident protein 29

Protein/5740 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 78 kDa glucose-regulated protein
stoichiometric coefficient: 1.0

Cytochrome P450 2C8
type: Protein
entity reference: Cytochrome P450 2C8
name: SubPathwayInhibition

Protein/5746 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Endoplasmic reticulum resident protein 29
stoichiometric coefficient: 1.0

ChemicalStructure/PW C040723
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C040722
type: ChemicalStructure
structure format: SMILES

Sorafenib Metabolism Pathway (old)
type: Pathway
pathway order: PathwaySubPathway/652
pathway order: PathwaySubPathway/653
pathway order: PathwayEnzymeReaction/3715
pathway order: PathwayEnzymeReaction/2649
pathway order: PathwayEnzymeReaction/3716
pathway order: PathwayEnzymeReaction/2645
pathway order: PathwayEnzymeReaction/2650
pathway order: PathwayEnzymeReaction/3717
pathway order: PathwayEnzymeReaction/3718
pathway order: PathwaySubPathway/654
pathway order: PathwaySubPathway/655
pathway component: SubPathwayControl652
pathway component: SubPathwayControl653
pathway component: SubPathwayControl654
pathway component: SubPathwayControl655
pathway component: ReactionCatalysis1919
pathway component: ReactionCatalysis1918
pathway component: Reaction2045
pathway component: Reaction2046
pathway component: Reaction2043
pathway component: Reaction2044
pathway component: 2.4.1.17
pathway component: Reaction2039
pathway component: Reaction2333
xref: Reference/SMPDB SMP0000648
xref: Reference/PathWhiz PW000624
organism: Homo sapiens

ChemicalStructure/PW C000746
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C008912
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

Hydrogen peroxide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0003125
xref: Reference/PubChem-compound 784
xref: Reference/ChemSpider 763
xref: Reference/CAS 7722-84-1
xref: Reference/BioCyc HYDROGEN-PEROXIDE
xref: Reference/ChEBI CHEBI 16240
xref: Reference/KEGG Compound C00027
chemical formula: H2O2
molecular weight: 34.005478
structure: ChemicalStructure/PW C001783

Uridine 5'-diphosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Uridine 5'-diphosphate

Reference/ChEBI CHEBI 17659
type: UnificationXref
id: CHEBI:17659
db: ChEBI

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

Reference/UniProt Q15084
type: UnificationXref
id: Q15084
db: UniProt

HYOU1 protein
type: Protein
cellular location: Cytosol
entity reference: HYOU1 protein

Reference/UniProt P23284
type: UnificationXref
id: P23284
db: UniProt

Compound/PW C040647 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Sorafenib metabolite M1
stoichiometric coefficient: 1.0

Protein/5742 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Protein disulfide-isomerase A2
stoichiometric coefficient: 1.0