Cytochrome P450 2D6
type: ProteinReference
xref: Reference/UniProt P10635
organism: BiologicalState10

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

ReactionCatalysis1838
type: Catalysis
controller: Cytochrome P450 2D6
controlled: Reaction1992
control type: ACTIVATION

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

ReactionCatalysis1837
type: Catalysis
controller: Cytochrome P450 2C19
controlled: Reaction1992
control type: ACTIVATION

Reference/PubChem-compound 125017
type: UnificationXref
id: 125017
db: PubChem-compound

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

Cytochrome P450 2D6
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cytochrome P450 2D6

ReactionCatalysis1839
type: Catalysis
controller: Cytochrome P450 2D6
controlled: 1.14.14.1
control type: ACTIVATION

Reference/ChemSpider 32700206
type: UnificationXref
id: 32700206
db: ChemSpider

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

Reference/CAS 93413-62-8
type: UnificationXref
id: 93413-62-8
db: CAS

Reference/ChEBI CHEBI 83529
type: UnificationXref
id: CHEBI:83529
db: ChEBI

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

ReactionCatalysis1840
type: Catalysis
controller: Cytochrome P450 2C19
controlled: 1.14.14.1
control type: ACTIVATION

Reference/BRENDA TISSUE ONTOLOGY BTO 0000142
type: UnificationXref
id: BTO:0000142
db: BRENDA TISSUE ONTOLOGY

Reference/ChEBI CHEBI 83527
type: UnificationXref
id: CHEBI:83527
db: ChEBI

ReactionCatalysis1843
type: Catalysis
controller: Cytochrome P450 2C19
controlled: Reaction1997
control type: ACTIVATION

ReactionCatalysis1842
type: Catalysis
controller: Cytochrome P450 3A4
controlled: Reaction1997
control type: ACTIVATION

Reference/PubChem-compound 3451347
type: UnificationXref
id: 3451347
db: PubChem-compound

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

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

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

Venlafaxine inhibits seratonin and noradrenaline transporters
type: Pathway
name: InhibitorySubPathway

Reference/PathWhiz PW000612
type: UnificationXref
id: PW000612
db: PathWhiz

Compound/PW C040615/Stoichiometry/1.0
type: Stoichiometry
physical entity: O-Desmethylvenlafaxine glucuronide
stoichiometric coefficient: 1.0

Compound/PW C040614/Stoichiometry/1.0
type: Stoichiometry
physical entity: O-Desmethylvenlafaxine
stoichiometric coefficient: 1.0

Reference/PubChem-compound 3501942
type: UnificationXref
id: 3501942
db: PubChem-compound

Reference/UniProt P31645
type: UnificationXref
id: P31645
db: UniProt

N,O-Didesmethylvenlafaxine
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 83529
xref: Reference/PubChem-compound 3451347
xref: Reference/CAS 135308-74-6
xref: Reference/ChemSpider 2693701
xref: Reference/HMDB HMDB0060852
chemical formula: C15H23NO2
molecular weight: 249.17288
structure: ChemicalStructure/PW C040611

Brain
type: TissueVocabulary
xref: Reference/BRENDA TISSUE ONTOLOGY BTO 0000142

N,O-Didesmethylvenlafaxine glucuronide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0061167
xref: Reference/PubChem-compound 71316036
xref: Reference/ChemSpider 32700206
chemical formula: C21H31NO8
molecular weight: 425.20496
structure: ChemicalStructure/PW C040612

Compound/PW C002364 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Venlafaxine
stoichiometric coefficient: 1.0

N,N,O-Tridesmethylvenlafaxine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 9859500
xref: Reference/ChemSpider 8035200
xref: Reference/HMDB HMDB0061345
chemical formula: C14H21NO2
molecular weight: 235.15723
structure: ChemicalStructure/PW C040613

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

O-Desmethylvenlafaxine
type: SmallMoleculeReference
xref: Reference/CAS 93413-62-8
xref: Reference/ChEBI CHEBI 83527
xref: Reference/ChemSpider 111300
xref: Reference/PubChem-compound 125017
xref: Reference/HMDB HMDB0060532
chemical formula: C16H25NO2
molecular weight: 263.18854
structure: ChemicalStructure/PW C040614

O-Desmethylvenlafaxine glucuronide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0061172
xref: Reference/PubChem-compound 71316024
chemical formula: C22H33NO8
molecular weight: 439.2206
structure: ChemicalStructure/PW C040615

Reference/ChemSpider 111300
type: UnificationXref
id: 111300
db: ChemSpider

Compound/PW C040614 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: O-Desmethylvenlafaxine
stoichiometric coefficient: 1.0

ChemicalStructure/PW C002364
type: ChemicalStructure
structure format: SMILES
structure data: COC1=CC=C(C=C1)C(CN(C)C)C1(O)CCCCC1

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

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

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

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

TransportCatalysis185
type: Catalysis
controller: Multidrug resistance protein 1
controlled: Transport225
control type: ACTIVATION

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

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

Compound/PW C040613/Stoichiometry/1.0
type: Stoichiometry
physical entity: N,N,O-Tridesmethylvenlafaxine
stoichiometric coefficient: 1.0

Reference/PubChem-compound 71316024
type: UnificationXref
id: 71316024
db: PubChem-compound

Multidrug resistance protein 1
type: Protein
entity reference: Multidrug resistance protein 1

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

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

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

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

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

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

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

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

Reference/PubChem-compound 9859500
type: UnificationXref
id: 9859500
db: PubChem-compound

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

Compound/PW C040611 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: N,O-Didesmethylvenlafaxine
stoichiometric coefficient: 1.0

Compound/PW C002364 Extracellular Space/Stoichiometry/1.0
type: Stoichiometry
physical entity: Venlafaxine
stoichiometric coefficient: 1.0

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

Formaldehyde
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16842
xref: Reference/BioCyc FORMALDEHYDE
xref: Reference/HMDB HMDB0001426
xref: Reference/PubChem-compound 712
xref: Reference/ChemSpider 692
xref: Reference/KEGG Compound C00067
xref: Reference/CAS 50-00-0
chemical formula: CH2O
molecular weight: 30.010565
structure: ChemicalStructure/PW C001102

Reference/ChemSpider 2741972
type: UnificationXref
id: 2741972
db: ChemSpider

Compound/PW C001102 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Formaldehyde
stoichiometric coefficient: 1.0

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

Compound/PW C040611/Stoichiometry/1.0
type: Stoichiometry
physical entity: N,O-Didesmethylvenlafaxine
stoichiometric coefficient: 1.0

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

Reference/ChemSpider 5454
type: UnificationXref
id: 5454
db: ChemSpider

Reference/KEGG Compound C00067
type: UnificationXref
id: C00067
db: KEGG Compound

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

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

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

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

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

Sodium-dependent noradrenaline transporter
type: Protein
cellular location: Cell Membrane
entity reference: Sodium-dependent noradrenaline transporter
name: SubPathwayInhibition

Reference/HMDB HMDB0060532
type: UnificationXref
id: HMDB0060532
db: HMDB

Reference/ChemSpider 2693701
type: UnificationXref
id: 2693701
db: ChemSpider

Reference/HMDB HMDB0061345
type: UnificationXref
id: HMDB0061345
db: HMDB

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

Reference/HMDB HMDB0061167
type: UnificationXref
id: HMDB0061167
db: HMDB

Reference/UniProt P10635
type: UnificationXref
id: P10635
db: UniProt

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

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

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

Reference/ChEBI CHEBI 261282
type: UnificationXref
id: CHEBI:261282
db: ChEBI

O-Desmethylvenlafaxine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: O-Desmethylvenlafaxine

Reference/PubChem-compound 5656
type: UnificationXref
id: 5656
db: PubChem-compound

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

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

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

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

Reference/PubChem-compound 71316036
type: UnificationXref
id: 71316036
db: PubChem-compound

N,O-Didesmethylvenlafaxine
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: N,O-Didesmethylvenlafaxine

ChemicalStructure/PW C001102
type: ChemicalStructure
structure format: SMILES
structure data: C=O

Reference/HMDB HMDB0001426
type: UnificationXref
id: HMDB0001426
db: HMDB

Reference/ChemSpider 692
type: UnificationXref
id: 692
db: ChemSpider

N-Desmethylvenlafaxine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 3501942
xref: Reference/ChEBI CHEBI 261282
xref: Reference/CAS 149289-30-5
xref: Reference/ChemSpider 2741972
xref: Reference/HMDB HMDB0013892
chemical formula: C16H25NO2
molecular weight: 263.18854
structure: ChemicalStructure/PW C008635

Venlafaxine Metabolism Pathway
type: Pathway
pathway order: PathwaySubPathway/750
pathway order: PathwayEnzymeReaction/3713
pathway order: PathwayEnzymeReaction/2515
pathway order: PathwayTransport/3008
pathway order: PathwayEnzymeReaction/3714
pathway order: PathwayEnzymeReaction/3710
pathway order: PathwayEnzymeReaction/3711
pathway order: PathwayEnzymeReaction/2502
pathway order: PathwayEnzymeReaction/2513
pathway order: PathwayEnzymeReaction/3712
pathway order: PathwayEnzymeReaction/3707
pathway order: PathwayEnzymeReaction/3708
pathway order: PathwayEnzymeReaction/3709
pathway component: TransportCatalysis185
pathway component: SubPathwayControl750
pathway component: ReactionCatalysis1838
pathway component: ReactionCatalysis1837
pathway component: ReactionCatalysis1839
pathway component: ReactionCatalysis1840
pathway component: Reaction1991
pathway component: ReactionCatalysis1843
pathway component: ReactionCatalysis1842
pathway component: ReactionCatalysis1836
pathway component: ReactionCatalysis1835
pathway component: Reaction1998
pathway component: Reaction1997
pathway component: Reaction1994
pathway component: 1.14.14.1
pathway component: Reaction1992
pathway component: Reaction1993
pathway component: Transport225
xref: Reference/SMPDB SMP0000636
xref: Reference/PathWhiz PW000612
organism: Homo sapiens

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

Reference/GENE ONTOLOGY GO 0005886
type: UnificationXref
id: GO:0005886
db: GENE ONTOLOGY

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

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

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

Cell Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005886

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

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

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

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

Reference/HMDB HMDB0061172
type: UnificationXref
id: HMDB0061172
db: HMDB

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

Reference/PubChem-compound 712
type: UnificationXref
id: 712
db: PubChem-compound

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

Sodium-dependent serotonin transporter
type: Protein
cellular location: Cell Membrane
entity reference: Sodium-dependent serotonin transporter
name: SubPathwayInhibition

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

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

Reference/HMDB HMDB0013892
type: UnificationXref
id: HMDB0013892
db: HMDB

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

BiologicalState85
type: BioSource
xref: Reference/TAXONOMY 9606
name: Homo sapiens, Brain
tissue: Brain

N,O-Didesmethylvenlafaxine
type: SmallMolecule
entity reference: N,O-Didesmethylvenlafaxine

Sodium-dependent noradrenaline transporter
type: ProteinReference
xref: Reference/UniProt P23975
organism: BiologicalState85

NAD
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15846
xref: Reference/HMDB HMDB0000902
xref: Reference/CAS 53-84-9
xref: Reference/KEGG Compound C00003
xref: Reference/PubChem-compound 5893
xref: Reference/BioCyc NAD
xref: Reference/ChemSpider 5682
chemical formula: C21H27N7O14P2
molecular weight: 663.10913
structure: ChemicalStructure/PW C000721

Reference/CAS 135308-74-6
type: UnificationXref
id: 135308-74-6
db: CAS

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

N,O-Didesmethylvenlafaxine glucuronide
type: SmallMolecule
entity reference: N,O-Didesmethylvenlafaxine glucuronide

N,N,O-Tridesmethylvenlafaxine
type: SmallMolecule
entity reference: N,N,O-Tridesmethylvenlafaxine

O-Desmethylvenlafaxine
type: SmallMolecule
entity reference: O-Desmethylvenlafaxine

O-Desmethylvenlafaxine glucuronide
type: SmallMolecule
entity reference: O-Desmethylvenlafaxine glucuronide

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

Reference/ChEBI CHEBI 9943
type: UnificationXref
id: CHEBI:9943
db: ChEBI

Reaction1991
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008635 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002364 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001102 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: Formaldehyde
right: NAD
right: N-Desmethylvenlafaxine
spontaneous: false
left: NADH
left: Oxygen
left: Venlafaxine
name: NADH + Oxygen + Venlafaxine → Formaldehyde + N-Desmethylvenlafaxine + NAD + Water
conversion direction: LEFT_TO_RIGHT

Reference/ChemSpider 8035200
type: UnificationXref
id: 8035200
db: ChemSpider

Reference/UniProt P23975
type: UnificationXref
id: P23975
db: UniProt

Reference/CAS 93413-69-5
type: UnificationXref
id: 93413-69-5
db: CAS

NADH
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001487
xref: Reference/CAS 58-68-4
xref: Reference/PubChem-compound 439153
xref: Reference/BioCyc NADH
xref: Reference/ChemSpider 388299
xref: Reference/KEGG Compound C00004
xref: Reference/ChEBI CHEBI 16908
chemical formula: C21H29N7O14P2
molecular weight: 665.12476
structure: ChemicalStructure/PW C001144

Compound/PW C008635 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: N-Desmethylvenlafaxine
stoichiometric coefficient: 1.0

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

ChemicalStructure/PW C008635
type: ChemicalStructure
structure format: SMILES
structure data: CNCC(C1=CC=C(OC)C=C1)C1(O)CCCCC1

Reaction1998
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040614/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040615/Stoichiometry/1.0
right: O-Desmethylvenlafaxine glucuronide
spontaneous: false
left: O-Desmethylvenlafaxine
name: O-Desmethylvenlafaxine → O-Desmethylvenlafaxine glucuronide
conversion direction: LEFT_TO_RIGHT

Reaction1997
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040614 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040611 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001102 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: N,O-Didesmethylvenlafaxine
right: Formaldehyde
right: NAD
spontaneous: false
left: NADH
left: Oxygen
left: O-Desmethylvenlafaxine
name: NADH + O-Desmethylvenlafaxine + Oxygen → Formaldehyde + N,O-Didesmethylvenlafaxine + NAD + Water
conversion direction: LEFT_TO_RIGHT

Reaction1994
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040611/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040613/Stoichiometry/1.0
right: N,N,O-Tridesmethylvenlafaxine
spontaneous: false
left: N,O-Didesmethylvenlafaxine
name: N,O-Didesmethylvenlafaxine → N,N,O-Tridesmethylvenlafaxine
conversion direction: LEFT_TO_RIGHT

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

Compound/PW C040612/Stoichiometry/1.0
type: Stoichiometry
physical entity: N,O-Didesmethylvenlafaxine glucuronide
stoichiometric coefficient: 1.0

1.14.14.1
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040614 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002364 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001102 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: Formaldehyde
right: NAD
right: O-Desmethylvenlafaxine
spontaneous: false
EC number: 1.14.14.1
left: NADH
left: Oxygen
left: Venlafaxine
name: NADH + Oxygen + Venlafaxine → Formaldehyde + NAD + O-Desmethylvenlafaxine + Water
conversion direction: LEFT_TO_RIGHT

Reaction1992
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040611 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008635 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001102 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: N,O-Didesmethylvenlafaxine
right: Formaldehyde
right: NAD
spontaneous: false
left: NADH
left: Oxygen
left: N-Desmethylvenlafaxine
name: N-Desmethylvenlafaxine + NADH + Oxygen → Formaldehyde + N,O-Didesmethylvenlafaxine + NAD + Water
conversion direction: LEFT_TO_RIGHT

Reaction1993
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040611/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040612/Stoichiometry/1.0
right: N,O-Didesmethylvenlafaxine glucuronide
spontaneous: false
left: N,O-Didesmethylvenlafaxine
name: N,O-Didesmethylvenlafaxine → N,O-Didesmethylvenlafaxine glucuronide
conversion direction: LEFT_TO_RIGHT

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

Sodium-dependent serotonin transporter
type: ProteinReference
xref: Reference/UniProt P31645
organism: BiologicalState85

Reference/SMPDB SMP0000636
type: UnificationXref
id: SMP0000636
db: SMPDB

Reference/ChEBI CHEBI 16842
type: UnificationXref
id: CHEBI:16842
db: ChEBI

ChemicalStructure/PW C040613
type: ChemicalStructure
structure format: SMILES
structure data: NCC(C1=CC=C(O)C=C1)C1(O)CCCCC1

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

ChemicalStructure/PW C040612
type: ChemicalStructure
structure format: SMILES

SubPathwayControl750
type: Interaction
name: InhibitorySubPathwayControl
name: SubPathway750Control
participant: Venlafaxine
participant: Sodium-dependent noradrenaline transporter
participant: Venlafaxine inhibits seratonin and noradrenaline transporters
participant: Sodium-dependent serotonin transporter

ChemicalStructure/PW C040611
type: ChemicalStructure
structure format: SMILES
structure data: CNCC(C1=CC=C(O)C=C1)C1(O)CCCCC1

Multidrug resistance protein 1
type: ProteinReference
xref: Reference/UniProt P08183

Venlafaxine
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Venlafaxine
name: SubPathwayInhibitor

ChemicalStructure/PW C040615
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C040614
type: ChemicalStructure
structure format: SMILES
structure data: CN(C)CC(C1=CC=C(O)C=C1)C1(O)CCCCC1

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

Reference/CAS 50-00-0
type: UnificationXref
id: 50-00-0
db: CAS

Reference/UniProt P08183
type: UnificationXref
id: P08183
db: UniProt

Venlafaxine
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 9943
xref: Reference/CAS 93413-69-5
xref: Reference/KEGG Compound C07187
xref: Reference/ChemSpider 5454
xref: Reference/PubChem-compound 5656
xref: Reference/HMDB HMDB0005016
chemical formula: C17H27NO2
molecular weight: 277.2042
structure: ChemicalStructure/PW C002364

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

Reference/KEGG Compound C07187
type: UnificationXref
id: C07187
db: KEGG Compound

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

ReactionCatalysis1836
type: Catalysis
controller: Cytochrome P450 3A4
controlled: Reaction1991
control type: ACTIVATION

ReactionCatalysis1835
type: Catalysis
controller: Cytochrome P450 2C19
controlled: Reaction1991
control type: ACTIVATION

Reference/CAS 149289-30-5
type: UnificationXref
id: 149289-30-5
db: CAS

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

Reference/HMDB HMDB0005016
type: UnificationXref
id: HMDB0005016
db: HMDB

Reference/HMDB HMDB0060852
type: UnificationXref
id: HMDB0060852
db: HMDB

Transport225
type: Transport
participant stoichiometry: Compound/PW C002364 Extracellular Space/Stoichiometry/1.0
right: Venlafaxine
spontaneous: false
left: Venlafaxine
name: Venlafaxine (→) Transport: Homo sapiens, Blood Vessel, Cell, Extracellular Space to Homo sapiens, Brain, Extracellular Space
conversion direction: LEFT_TO_RIGHT