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

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

Reference/ChemSpider 3544
type: UnificationXref
id: 3544
db: ChemSpider

Protein/5743 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Protein disulfide-isomerase A4
stoichiometric coefficient: 1.0

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

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

Reference/PubChem-compound 3672
type: UnificationXref
id: 3672
db: PubChem-compound

Reference/ChemSpider 143793
type: UnificationXref
id: 143793
db: ChemSpider

Reference/ChemSpider 21686528
type: UnificationXref
id: 21686528
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

Compound/PW C001284 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Ibuprofen
stoichiometric coefficient: 1.0

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

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

SubPathwayControl150
type: Interaction
name: SubPathway150Control
name: InhibitorySubPathwayControl
participant: Prostaglandin G/H synthase 2
participant: Ibuprofen inhibition of Prostaglandin G/H synthase 2
participant: Ibuprofen

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

Reference/PubChem-compound 45117195
type: UnificationXref
id: 45117195
db: PubChem-compound

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

Solute carrier family 22 member 8
type: ProteinReference
xref: Reference/UniProt Q8TCC7

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

Ibuprofen glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Ibuprofen glucuronide

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

Reference/HMDB HMDB0010343
type: UnificationXref
id: HMDB0010343
db: HMDB

Reference/PubChem-compound 10444113
type: UnificationXref
id: 10444113
db: PubChem-compound

Prostaglandin G/H synthase 2
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Prostaglandin G/H synthase 2
name: SubPathwayInhibition

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

Reference/UniProt Q4U2R8
type: UnificationXref
id: Q4U2R8
db: UniProt

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

Reference/UniProt P33261
type: UnificationXref
id: P33261
db: UniProt

TransportCatalysis220
type: Catalysis
controller: Solute carrier family 22 member 8
controlled: Transport263
control type: ACTIVATION

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

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

Ibuprofen
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Ibuprofen

Solute carrier family 22 member 6
type: Protein
entity reference: Solute carrier family 22 member 6

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

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

UDP-glucuronosyltransferase 1-10
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: UDP-glucuronosyltransferase 1-10

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

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

Cytochrome P450 2C8
type: ProteinReference
xref: Reference/UniProt P10632
organism: BiologicalState10

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

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

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

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

TransportCatalysis219
type: Catalysis
controller: Solute carrier family 22 member 6
controlled: Transport263
control type: ACTIVATION

Reference/HMDB HMDB0060921
type: UnificationXref
id: HMDB0060921
db: HMDB

Reference/HMDB HMDB0060920
type: UnificationXref
id: HMDB0060920
db: HMDB

UDP-glucuronosyltransferase 2B4
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: UDP-glucuronosyltransferase 2B4

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

Reference/UniProt P35354
type: UnificationXref
id: P35354
db: UniProt

SubPathwayControl151
type: Interaction
name: SubPathway151Control
name: InhibitorySubPathwayControl
participant: Ibuprofen inhibition of Prostaglandin G/H synthase 1
participant: Ibuprofen
participant: Prostaglandin G/H synthase 1

Transport263
type: Transport
participant stoichiometry: Compound/PW C001284 Extracellular Space/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001284 Cytoplasm/Stoichiometry/1.0
right: Ibuprofen
spontaneous: false
left: Ibuprofen
name: Ibuprofen (→) Transport: Homo sapiens, Extracellular Space to Homo sapiens, Cell, Cytoplasm
conversion direction: LEFT_TO_RIGHT

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

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

Reference/PubChem-compound 6031
type: UnificationXref
id: 6031
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: BiologicalState10

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

Cytochrome P450 2C19
type: ProteinReference
xref: Reference/UniProt P33261
organism: BiologicalState10

ChemicalStructure/PW C000201
type: ChemicalStructure
structure format: SMILES

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

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

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

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

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/CAS 98649-76-4
type: UnificationXref
id: 98649-76-4
db: CAS

Protein/5744 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Protein disulfide-isomerase A6
stoichiometric coefficient: 1.0

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

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

UDP-glucuronosyltransferase 1-3
type: ProteinReference
xref: Reference/UniProt P35503
organism: BiologicalState10

Protein/5739 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: HSP90B1 protein
stoichiometric coefficient: 1.0

UDP-glucuronosyltransferase 1-10
type: ProteinReference
xref: Reference/UniProt Q9HAW8
organism: BiologicalState10

Ibuprofen
type: SmallMoleculeReference
xref: Reference/CAS 15687-27-1
xref: Reference/BioCyc CARBOXYPHENYLAMINO-DEOXYRIBULOSE-P
xref: Reference/ChemSpider 3544
xref: Reference/HMDB HMDB0001925
xref: Reference/ChEBI CHEBI 5855
xref: Reference/PubChem-compound 3672
xref: Reference/KEGG Compound C01588
chemical formula: C13H18O2
molecular weight: 206.13068
structure: ChemicalStructure/PW C001284

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

UDP-glucuronosyltransferase 1-1
type: ProteinReference
xref: Reference/UniProt P22309
organism: BiologicalState10

Compound/PW C001284 Extracellular Space/Stoichiometry/1.0
type: Stoichiometry
physical entity: Ibuprofen
stoichiometric coefficient: 1.0

Carboxy-ibuprofen
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Carboxy-ibuprofen

Ibuprofen inhibition of Prostaglandin G/H synthase 2
type: Pathway
name: InhibitorySubPathway

Ibuprofen Metabolism Pathway
type: Pathway
pathway order: PathwaySubPathway/151
pathway order: PathwayEnzymeReaction/3320
pathway order: PathwayEnzymeReaction/3331
pathway order: PathwayEnzymeReaction/3321
pathway order: PathwayEnzymeReaction/3322
pathway order: PathwayEnzymeReaction/3323
pathway order: PathwayEnzymeReaction/3330
pathway order: PathwayEnzymeReaction/3328
pathway order: PathwayEnzymeReaction/3329
pathway order: PathwayEnzymeReaction/3319
pathway order: PathwayEnzymeReaction/3324
pathway order: PathwayEnzymeReaction/3325
pathway order: PathwayEnzymeReaction/3523
pathway order: PathwayTransport/3317
pathway order: PathwayEnzymeReaction/3326
pathway order: PathwayEnzymeReaction/2359
pathway order: PathwayTransport/3318
pathway order: PathwayEnzymeReaction/3327
pathway order: PathwaySubPathway/150
pathway component: TransportCatalysis220
pathway component: SubPathwayControl151
pathway component: Transport263
pathway component: Reaction1916
pathway component: 2.4.1.17
pathway component: Reaction1914
pathway component: Reaction1915
pathway component: Reaction1913
pathway component: ReactionCatalysis1749
pathway component: ReactionCatalysis1753
pathway component: ReactionCatalysis1752
pathway component: ReactionCatalysis1755
pathway component: ReactionCatalysis1754
pathway component: ReactionCatalysis1746
pathway component: ReactionCatalysis1757
pathway component: ReactionCatalysis1745
pathway component: ReactionCatalysis1756
pathway component: TransportCatalysis219
pathway component: ReactionCatalysis1748
pathway component: ReactionCatalysis1747
pathway component: ReactionCatalysis1758
pathway component: ReactionCatalysis1751
pathway component: ReactionCatalysis1750
pathway component: SubPathwayControl150
xref: Reference/SMPDB SMP0000590
xref: Reference/PathWhiz PW000566
organism: Homo sapiens

Ibuprofen inhibition of Prostaglandin G/H synthase 1
type: Pathway
name: InhibitorySubPathway

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

UDP-glucuronosyltransferase 2B7
type: ProteinReference
xref: Reference/UniProt P16662
organism: BiologicalState10

Reference/UniProt Q9HAW8
type: UnificationXref
id: Q9HAW8
db: UniProt

UDP-glucuronosyltransferase 1-3
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: UDP-glucuronosyltransferase 1-3

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

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

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

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

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

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

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

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

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

Prostaglandin G/H synthase 1
type: ProteinReference
xref: Reference/UniProt P23219
organism: Homo sapiens

Prostaglandin G/H synthase 2
type: ProteinReference
xref: Reference/UniProt P35354
organism: Homo sapiens

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

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

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

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

Protein disulfide-isomerase A6
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Protein disulfide-isomerase A6

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

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

2-Hydroxyibuprofen
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 2-Hydroxyibuprofen

ChemicalStructure/PW C040561
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)C(O)C1=CC=C(C=C1)C(C)C(O)=O

ChemicalStructure/PW C040560
type: ChemicalStructure
structure format: SMILES
structure data: CC(CC1=CC=C(C=C1)C(C)C(O)=O)C(O)=O

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

ChemicalStructure/PW C040564
type: ChemicalStructure
structure format: SMILES
structure data: CC(CO)CC1=CC=C(C=C1)C(C)C(O)=O

ChemicalStructure/PW C040563
type: ChemicalStructure
structure format: SMILES
structure data: CC(C(O)=O)C1=CC=C(CC(C)(C)O)C=C1

DnaJ homolog subfamily B member 11
type: ProteinReference
xref: Reference/UniProt Q9UBS4
organism: BiologicalState10

Protein disulfide-isomerase A4
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Protein disulfide-isomerase A4

ChemicalStructure/PW C040562
type: ChemicalStructure
structure format: SMILES

HSP90B1 protein
type: ProteinReference
xref: Reference/UniProt Q96GW1
organism: BiologicalState10

Compound/PW C001284 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Ibuprofen
stoichiometric coefficient: 1.0

78 kDa glucose-regulated protein
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 78 kDa glucose-regulated protein

Reference/KEGG Compound C01588
type: UnificationXref
id: C01588
db: KEGG Compound

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

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

Reference/UniProt P23219
type: UnificationXref
id: P23219
db: UniProt

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

Ibuprofen
type: SmallMolecule
entity reference: Ibuprofen

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

Hydrogen Ion
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00080
xref: Reference/ChEBI CHEBI 15378
xref: Reference/HMDB HMDB0059597
xref: Reference/PubChem-compound 1038
xref: Reference/ChemSpider 1010
chemical formula: H
molecular weight: 1.007825
structure: ChemicalStructure/PW C040034

Reference/BioCyc CARBOXYPHENYLAMINO-DEOXYRIBULOSE-P
type: UnificationXref
id: CARBOXYPHENYLAMINO-DEOXYRIBULOSE-P
db: BioCyc

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

Stromal cell-derived factor 2-like protein 1
type: ProteinReference
xref: Reference/UniProt Q9HCN8
organism: BiologicalState10

Solute carrier family 22 member 6
type: ProteinReference
xref: Reference/UniProt Q4U2R8

Reference/UniProt Q8TCC7
type: UnificationXref
id: Q8TCC7
db: UniProt

Endoplasmic reticulum resident protein 29
type: ProteinReference
xref: Reference/UniProt P30040
organism: BiologicalState10

Protein/914 Endoplasmic Reticulum/Stoichiometry/2.0
type: Stoichiometry
physical entity: Prostaglandin G/H synthase 1
stoichiometric coefficient: 2.0

Protein disulfide-isomerase A4
type: ProteinReference
xref: Reference/UniProt P13667
organism: BiologicalState10

Protein disulfide-isomerase A6
type: ProteinReference
xref: Reference/UniProt Q15084
organism: BiologicalState10

Peptidyl-prolyl cis-trans isomerase B
type: ProteinReference
xref: Reference/UniProt P23284
organism: BiologicalState10

Reference/ChemSpider 8618954
type: UnificationXref
id: 8618954
db: ChemSpider

HYOU1 protein
type: ProteinReference
xref: Reference/UniProt Q6IN67
organism: BiologicalState10

Protein disulfide-isomerase A2
type: ProteinReference
xref: Reference/UniProt Q13087
organism: BiologicalState10

Protein disulfide-isomerase A2
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Protein disulfide-isomerase A2

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

78 kDa glucose-regulated protein
type: ProteinReference
xref: Reference/UniProt P11021
organism: BiologicalState10

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

Reference/PubChem-compound 71312545
type: UnificationXref
id: 71312545
db: PubChem-compound

Reference/GENE ONTOLOGY GO 0005737
type: UnificationXref
id: GO:0005737
db: GENE ONTOLOGY

Compound/PW C040564 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Hydroxyibuprofen
stoichiometric coefficient: 1.0

HYOU1 protein
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: HYOU1 protein

1-Hydroxyibuprofen
type: SmallMoleculeReference
xref: Reference/PubChem-compound 45117195
xref: Reference/HMDB HMDB0060565
xref: Reference/ChemSpider 21686528
chemical formula: C13H18O3
molecular weight: 222.1256
structure: ChemicalStructure/PW C040561

Ibuprofen glucuronide
type: SmallMoleculeReference
xref: Reference/PubChem-compound 163959
xref: Reference/CAS 98649-76-4
xref: Reference/KEGG Compound C03033
xref: Reference/HMDB HMDB0010343
xref: Reference/ChemSpider 143793
chemical formula: C19H26O8
molecular weight: 382.16278
structure: ChemicalStructure/PW C040562

2-Hydroxyibuprofen
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060920
xref: Reference/ChemSpider 8618954
xref: Reference/PubChem-compound 10443535
chemical formula: C13H18O3
molecular weight: 222.1256
structure: ChemicalStructure/PW C040563

3-Hydroxyibuprofen
type: SmallMoleculeReference
xref: Reference/PubChem-compound 71312545
xref: Reference/ChemSpider 32699261
xref: Reference/HMDB HMDB0060921
chemical formula: C13H18O3
molecular weight: 222.1256
structure: ChemicalStructure/PW C040564

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

DnaJ homolog subfamily B member 11
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: DnaJ homolog subfamily B member 11

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

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

Reference/PubChem-compound 10443535
type: UnificationXref
id: 10443535
db: PubChem-compound

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

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

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

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

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

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

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

Reference/ChemSpider 32699261
type: UnificationXref
id: 32699261
db: ChemSpider

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

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

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

Reference/UniProt P16662
type: UnificationXref
id: P16662
db: UniProt

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

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

Cytoplasm
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005737

Reference/ChEBI CHEBI 5855
type: UnificationXref
id: CHEBI:5855
db: ChEBI

Prostaglandin G/H synthase 1
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Prostaglandin G/H synthase 1

Compound/PW C040563 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 2-Hydroxyibuprofen
stoichiometric coefficient: 1.0

Cytochrome P450 2C8
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2C8

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

Reference/PathWhiz PW000566
type: UnificationXref
id: PW000566
db: PathWhiz

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

Compound/PW C001284/Stoichiometry/1.0
type: Stoichiometry
physical entity: Ibuprofen
stoichiometric coefficient: 1.0

3-Hydroxyibuprofen
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3-Hydroxyibuprofen

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

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

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

Cytochrome P450 2C9
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2C9

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

HSP90B1 protein
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: HSP90B1 protein

UDP-glucuronosyltransferase 2B4
type: ProteinReference
xref: Reference/UniProt P06133
organism: BiologicalState10

ReactionCatalysis1746
type: Catalysis
controller: Cytochrome P450 2C8
controlled: Reaction1914
control type: ACTIVATION

ReactionCatalysis1745
type: Catalysis
controller: Cytochrome P450 3A4
controlled: Reaction1914
control type: ACTIVATION

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

ReactionCatalysis1748
type: Catalysis
controller: Cytochrome P450 2C9
controlled: Reaction1914
control type: ACTIVATION

ReactionCatalysis1747
type: Catalysis
controller: Cytochrome P450 2C19
controlled: Reaction1914
control type: ACTIVATION

Prostaglandin G/H synthase 1
type: Complex
component stoichiometry: Protein/914 Endoplasmic Reticulum/Stoichiometry/2.0
cellular location: Endoplasmic Reticulum
component: Prostaglandin G/H synthase 1
name: SubPathwayInhibition

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

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

Reference/UniProt P35503
type: UnificationXref
id: P35503
db: UniProt

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

ReactionCatalysis1749
type: Catalysis
controller: Cytochrome P450 2C9
controlled: Reaction1915
control type: ACTIVATION

Reference/HMDB HMDB0001925
type: UnificationXref
id: HMDB0001925
db: HMDB

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

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

ReactionCatalysis1753
type: Catalysis
controller: UDP-glucuronosyltransferase 2B7
controlled: 2.4.1.17
control type: ACTIVATION

ReactionCatalysis1752
type: Catalysis
controller: Cytochrome P450 2C9
controlled: Reaction1916
control type: ACTIVATION

ReactionCatalysis1755
type: Catalysis
controller: UDP-glucuronosyltransferase 1-1
controlled: 2.4.1.17
control type: ACTIVATION

Cytochrome P450 2C19
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2C19

ReactionCatalysis1754
type: Catalysis
controller: UDP-glucuronosyltransferase 2B4
controlled: 2.4.1.17
control type: ACTIVATION

ReactionCatalysis1757
type: Catalysis
controller: UDP-glucuronosyltransferase 1-9
controlled: 2.4.1.17
control type: ACTIVATION

ReactionCatalysis1756
type: Catalysis
controller: UDP-glucuronosyltransferase 1-3
controlled: 2.4.1.17
control type: ACTIVATION

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

Compound/PW C040562 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Ibuprofen glucuronide
stoichiometric coefficient: 1.0

ReactionCatalysis1758
type: Catalysis
controller: UDP-glucuronosyltransferase 1-10
controlled: 2.4.1.17
control type: ACTIVATION

ReactionCatalysis1751
type: Catalysis
controller: Cytochrome P450 2C8
controlled: Reaction1915
control type: ACTIVATION

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

ReactionCatalysis1750
type: Catalysis
controller: Cytochrome P450 2C19
controlled: Reaction1915
control type: ACTIVATION

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

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

Reference/ChemSpider 8619532
type: UnificationXref
id: 8619532
db: ChemSpider

Reference/UniProt P06133
type: UnificationXref
id: P06133
db: UniProt

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

Solute carrier family 22 member 8
type: Protein
entity reference: Solute carrier family 22 member 8

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

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

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

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

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

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

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

Compound/PW C040561/Stoichiometry/1.0
type: Stoichiometry
physical entity: 1-Hydroxyibuprofen
stoichiometric coefficient: 1.0

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

Protein/465 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: UDP-glucuronosyltransferase 1-1
stoichiometric coefficient: 1.0

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

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

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

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

Reference/PubChem-compound 163959
type: UnificationXref
id: 163959
db: PubChem-compound

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

Reference/KEGG Compound C03033
type: UnificationXref
id: C03033
db: KEGG Compound

Protein/5742 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Protein disulfide-isomerase A2
stoichiometric coefficient: 1.0

UDP-glucuronosyltransferase 2B7
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: UDP-glucuronosyltransferase 2B7

Peptidyl-prolyl cis-trans isomerase B
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Peptidyl-prolyl cis-trans isomerase B

Reaction1916
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040560 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001783 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040564 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: Carboxy-ibuprofen
spontaneous: false
left: Water
left: Oxygen
left: 3-Hydroxyibuprofen
name: 3-Hydroxyibuprofen + Oxygen + Water → Carboxy-ibuprofen + Hydrogen peroxide
conversion direction: LEFT_TO_RIGHT

2.4.1.17
type: BiochemicalReaction
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 C040562 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001284 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Ibuprofen glucuronide
right: Uridine 5'-diphosphate
spontaneous: false
EC number: 2.4.1.17
left: Uridine diphosphate glucuronic acid
left: Ibuprofen
name: Ibuprofen + Uridine diphosphate glucuronic acid → Ibuprofen glucuronide + Uridine 5'-diphosphate
conversion direction: LEFT_TO_RIGHT

Reaction1914
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040563 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001284 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 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
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 2-Hydroxyibuprofen
right: NADP
spontaneous: false
left: Oxygen
left: Ibuprofen
left: NADPH
left: Hydrogen Ion
name: Hydrogen Ion + Ibuprofen + NADPH + Oxygen → 2-Hydroxyibuprofen + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reaction1915
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040564 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001284 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 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
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 3-Hydroxyibuprofen
right: NADP
spontaneous: false
left: Oxygen
left: Ibuprofen
left: NADPH
left: Hydrogen Ion
name: Hydrogen Ion + Ibuprofen + NADPH + Oxygen → 3-Hydroxyibuprofen + NADP + Water
conversion direction: LEFT_TO_RIGHT

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

Reaction1913
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001284/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040561/Stoichiometry/1.0
right: 1-Hydroxyibuprofen
spontaneous: false
left: Ibuprofen
name: Ibuprofen → 1-Hydroxyibuprofen
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C000746
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C001284
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)CC1=CC=C(C=C1)C(C)C(O)=O

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/HMDB HMDB0060565
type: UnificationXref
id: HMDB0060565
db: HMDB

Reference/HMDB HMDB0060564
type: UnificationXref
id: HMDB0060564
db: HMDB

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

Reference/CAS 15687-27-1
type: UnificationXref
id: 15687-27-1
db: CAS

Compound/PW C040560 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Carboxy-ibuprofen
stoichiometric coefficient: 1.0

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

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

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

1-Hydroxyibuprofen
type: SmallMolecule
entity reference: 1-Hydroxyibuprofen

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

Protein/5741 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: HYOU1 protein
stoichiometric coefficient: 1.0

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

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

Reference/SMPDB SMP0000590
type: UnificationXref
id: SMP0000590
db: SMPDB

Carboxy-ibuprofen
type: SmallMoleculeReference
xref: Reference/ChemSpider 8619532
xref: Reference/HMDB HMDB0060564
xref: Reference/PubChem-compound 10444113
chemical formula: C13H16O4
molecular weight: 236.10486
structure: ChemicalStructure/PW C040560