Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0444)
Drug Name
Desvenlafaxine succinate
Synonyms
Desvenlafaxine (succinate hydrate); Desvenlafaxine Succinate Monohydrate (O-Desmethylvenlafaxine Succinate Monohydrate); Desvenlafaxine Succinate [USAN]; Desvenlafaxine succinate (USAN); Desvenlafaxine succinate hydrate; Desvenlafaxine succinate monohydrate; Desvenlafaxine(succinatehydrate); Desvenlafaxinesuccinatemonohydrate; O-desmethylvenlafaxine Succinate Monohydrate; Pristiq (TN); SCHEMBL1278407; butanedioic acid;4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol;hydrate; Desvenlafaxine; Desvenlafaxine [INN:BAN]; Desvenlafaxine, 97%; KYYIDSXMWOZKMP-UHFFFAOYSA-N; O-Desmethylvenlafaxine; O-desmethyl venlafaxine; Phenol, 4-(2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl)-; Phenol, 4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]-; Wy-45233; d,l-O-Desmethylvenlafaxine; 1-[2-(dimethylamino)-1-(4-hydroxyphenyl)ethyl]cyclohexanol; 4-(2-(Dimethylamino)-1-(1-hydroxycyclohexyl)ethyl)phenol; 4-[2-(Dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol; 93413-62-8; AK-72949; CHEBI:83527; DVS 233; 386750-22-7; AC1OCFPN; DVS-233
Indication Depression [ICD11: 6A71] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 399.5 Topological Polar Surface Area 119
Heavy Atom Count 28 Rotatable Bond Count 7
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
6918664
PubChem SID
12015689 ; 14805740 ; 17195029 ; 17396741 ; 43530029 ; 57372002 ; 80857457 ; 99374471 ; 114788331 ; 117695404 ; 126680505 ; 134338666 ; 135214118 ; 137244460 ; 152039563 ; 163123299 ; 186011671 ; 204376633 ; 223669237 ; 227504309
CAS Number
386750-22-7
TTD Drug ID
D03CEF
Formula
C20H33NO7
Canonical SMILES
CN(C)CC(C1=CC=C(C=C1)O)C2(CCCCC2)O.C(CC(=O)O)C(=O)O.O
InChI
1S/C16H25NO2.C4H6O4.H2O/c1-17(2)12-15(13-6-8-14(18)9-7-13)16(19)10-4-3-5-11-16;5-3(6)1-2-4(7)8;/h6-9,15,18-19H,3-5,10-12H2,1-2H3;1-2H2,(H,5,6)(H,7,8);1H2
InChIKey
PWPDEXVGKDEKTE-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Benzyl hydroxy desvenlafaxine DM000787 N. A. Oxidation - Hydroxylation 1 [4]
Cyclohexane ring hydroxy desvenlafaxine DM000788
11993725
Oxidation - Hydroxylation 1 [4]
Desvenlafaxine N-oxide DM000790
76559642
Oxidation - N-Oxidation 1 [4]
Desvenlafaxine O-glucuronide DM000789
45359131
Conjugation - O-Glucuronidation 1 [4]
N,O-Didesmethylvenlafaxine DM000786
3451347
Oxidation - N-Demethylation 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000772 Desvenlafaxine succinate N,O-Didesmethylvenlafaxine Oxidation - N-Demethylation CYP3A4 [4]
MR000773 Desvenlafaxine succinate Benzyl hydroxy desvenlafaxine Oxidation - Hydroxylation Unclear [4]
MR000774 Desvenlafaxine succinate Cyclohexane ring hydroxy desvenlafaxine Oxidation - Hydroxylation Unclear [4]
MR000775 Desvenlafaxine succinate Desvenlafaxine O-glucuronide Conjugation - O-Glucuronidation Unclear [4]
MR000776 Desvenlafaxine succinate Desvenlafaxine N-oxide Oxidation - N-Oxidation Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
References
1 Desvenlafaxine Succinate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Effect of the CYP2D6*10 genotype on venlafaxine pharmacokinetics in healthy adult volunteers. Br J Clin Pharmacol. 1999 Apr;47(4):450-3.
3 Desvenlafaxine in the treatment of major depressive disorder. Expert Opin Pharmacother. 2011 Dec;12(18):2923-8.
4 DrugBank(Pharmacology-Metabolism)Desvenlafaxine succinate

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