Cytochrome P450 2D6
Endoplasmic Reticulum Membrane
ReactionCatalysis1838
ACTIVATION
937
ChemSpider
ReactionCatalysis1837
ACTIVATION
125017
PubChem-compound
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
Cytochrome P450 2D6
ReactionCatalysis1839
ACTIVATION
32700206
ChemSpider
5682
ChemSpider
93413-62-8
CAS
CHEBI:83529
ChEBI
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
ReactionCatalysis1840
ACTIVATION
BTO:0000142
BRENDA TISSUE ONTOLOGY
CHEBI:83527
ChEBI
ReactionCatalysis1843
ACTIVATION
ReactionCatalysis1842
ACTIVATION
3451347
PubChem-compound
439153
PubChem-compound
SMILES
O
Cytochrome P450 3A4
Venlafaxine inhibits seratonin and noradrenaline transporters
InhibitorySubPathway
PW000612
PathWhiz
1.0
1.0
3501942
PubChem-compound
P31645
UniProt
C15H23NO2
N,O-Didesmethylvenlafaxine
249.17288
Brain
C21H31NO8
N,O-Didesmethylvenlafaxine glucuronide
425.20496
1.0
C14H21NO2
N,N,O-Tridesmethylvenlafaxine
235.15723
Cytochrome P450 3A4
C16H25NO2
O-Desmethylvenlafaxine
263.18854
C20H29NO8
O-Desmethylvenlafaxine glucuronide
411.18933
111300
ChemSpider
1.0
SMILES
COC1=CC=C(C=C1)C(CN(C)C)C1(O)CCCCC1
NAD
CHEBI:15846
ChEBI
Cytoplasm
P33261
UniProt
TransportCatalysis185
ACTIVATION
BTO:0000759
BRENDA TISSUE ONTOLOGY
Homo sapiens
1.0
71316024
PubChem-compound
Multidrug resistance protein 1
388299
ChemSpider
7732-18-5
CAS
N-Desmethylvenlafaxine
1.0
1.0
952
ChemSpider
HMDB0001487
HMDB
Water
9859500
PubChem-compound
O2
Oxygen
31.98983
1.0
1.0
GO:0005789
GENE ONTOLOGY
CH2O
Formaldehyde
30.010565
2741972
ChemSpider
1.0
CHEBI:16908
ChEBI
1.0
BiologicalState10
Homo sapiens, Liver
5454
ChemSpider
C00067
KEGG Compound
Venlafaxine
7782-44-7
CAS
Cytochrome P450 2C19
HMDB0001377
HMDB
Cytochrome P450 2C19
Sodium-dependent noradrenaline transporter
SubPathwayInhibition
HMDB0060532
HMDB
2693701
ChemSpider
HMDB0061345
HMDB
9606
TAXONOMY
HMDB0061167
HMDB
P10635
UniProt
962
PubChem-compound
FORMALDEHYDE
BioCyc
1.0
CHEBI:261282
ChEBI
O-Desmethylvenlafaxine
5656
PubChem-compound
CPD-6641
BioCyc
5893
PubChem-compound
58-68-4
CAS
SMILES
O=O
71316036
PubChem-compound
N,O-Didesmethylvenlafaxine
SMILES
C=O
HMDB0001426
HMDB
692
ChemSpider
C16H25NO2
N-Desmethylvenlafaxine
263.18854
Venlafaxine Metabolism Pathway
1.0
GO:0005886
GENE ONTOLOGY
HMDB0002111
HMDB
NADH
CHEBI:15377
ChEBI
Cell Membrane
C00007
KEGG Compound
CHEBI:15379
ChEBI
Oxygen
P08684
UniProt
HMDB0061172
HMDB
Formaldehyde
712
PubChem-compound
C00001
KEGG Compound
Sodium-dependent serotonin transporter
SubPathwayInhibition
C00004
KEGG Compound
C00003
KEGG Compound
HMDB0013892
HMDB
Liver
BiologicalState85
Homo sapiens, Brain
N,O-Didesmethylvenlafaxine
Sodium-dependent noradrenaline transporter
C21H28N7O14P2
NAD
664.11694
135308-74-6
CAS
HMDB0000902
HMDB
N,O-Didesmethylvenlafaxine glucuronide
N,N,O-Tridesmethylvenlafaxine
O-Desmethylvenlafaxine
O-Desmethylvenlafaxine glucuronide
Extracellular Space
CHEBI:9943
ChEBI
Reaction1991
false
NADH + Oxygen + Venlafaxine → Formaldehyde + N-Desmethylvenlafaxine + NAD + Water
LEFT_TO_RIGHT
8035200
ChemSpider
P23975
UniProt
93413-69-5
CAS
C21H29N7O14P2
NADH
665.12476
1.0
H2O
Water
18.010565
SMILES
CNCC(C1=CC=C(OC)C=C1)C1(O)CCCCC1
Reaction1998
false
O-Desmethylvenlafaxine → O-Desmethylvenlafaxine glucuronide
LEFT_TO_RIGHT
Reaction1997
false
NADH + O-Desmethylvenlafaxine + Oxygen → Formaldehyde + N,O-Didesmethylvenlafaxine + NAD + Water
LEFT_TO_RIGHT
Reaction1994
false
N,O-Didesmethylvenlafaxine → N,N,O-Tridesmethylvenlafaxine
LEFT_TO_RIGHT
NADH
BioCyc
1.0
1.14.14.1
false
1.14.14.1
NADH + Oxygen + Venlafaxine → Formaldehyde + NAD + O-Desmethylvenlafaxine + Water
LEFT_TO_RIGHT
Reaction1992
false
N-Desmethylvenlafaxine + NADH + Oxygen → Formaldehyde + N,O-Didesmethylvenlafaxine + NAD + Water
LEFT_TO_RIGHT
Reaction1993
false
N,O-Didesmethylvenlafaxine → N,O-Didesmethylvenlafaxine glucuronide
LEFT_TO_RIGHT
NAD
BioCyc
Sodium-dependent serotonin transporter
SMP0000636
SMPDB
CHEBI:16842
ChEBI
SMILES
NCC(C1=CC=C(O)C=C1)C1(O)CCCCC1
977
PubChem-compound
SMILES
CNCC(C1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1)C1(O)CCCCC1
SubPathwayControl750
InhibitorySubPathwayControl
SubPathway750Control
SMILES
[H]N(C)CC(C1=CC=C(O)C=C1)C1(O)CCCCC1
Multidrug resistance protein 1
Venlafaxine
SubPathwayInhibitor
SMILES
NCC(C1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1)C1(O)CCCCC1
SMILES
CN(C)CC(C1=CC=C(O)C=C1)C1(O)CCCCC1
53-84-9
CAS
50-00-0
CAS
P08183
UniProt
C17H27NO2
Venlafaxine
277.2042
GO:0005615
GENE ONTOLOGY
C07187
KEGG Compound
GO:0005737
GENE ONTOLOGY
ReactionCatalysis1836
ACTIVATION
ReactionCatalysis1835
ACTIVATION
149289-30-5
CAS
Venlafaxine
HMDB0005016
HMDB
HMDB0060852
HMDB
Transport225
false
Venlafaxine (→) Transport: Homo sapiens, Blood Vessel, Cell, Extracellular Space to Homo sapiens, Brain, Extracellular Space
LEFT_TO_RIGHT