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

General Information of Drug (ID: DR0942)
Drug Name
Levomepromazine
Synonyms
Levomepromazin; Levomepromazina; Levomepromazina [INN-Spanish]; Levomepromazine; Levomepromazinum; Levomepromazinum [INN-Latin]; Levopromazioni; Levoprome; Levotomin; METHOTRIMEPRAZINE; Methotrimeprazine (USP); Methotrimeprazine [USP]; Methoxytrimeprazine; Milezin; Minozinan; Neozine; Nirnamine; Nocinan; Nomizan; Nosinan; Nozinan; RP-7044; SK&F-5116; Veractil; 2-Methoxytrimeprazine; 60-99-1; 9G0LAW7ATQ; Bayer 1213; CHEBI:6838; CL 36467; CL 39743; EINECS 200-495-5; UNII-9G0LAW7ATQ; Arc-VI-C-5; Dedoran; Hirnamine; XP03
Indication Insomnia [ICD11: 7A00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 328.5 Topological Polar Surface Area 41
Heavy Atom Count 23 Rotatable Bond Count 5
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
72287
ChEBI ID
CHEBI:6838
CAS Number
60-99-1
TTD Drug ID
D09LZT
Formula
C19H24N2OS
Canonical SMILES
CC(CN1C2=CC=CC=C2SC3=C1C=C(C=C3)OC)CN(C)C
InChI
1S/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3/t14-/m1/s1
InChIKey
VRQVVMDWGGWHTJ-CQSZACIVSA-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
3-hydroxylevomepromazine DM015597
10020401
Unclear - Unclear 1 [4]
3-hydroxytrimeprazine DM015658
10358287
Unclear - Unclear 1 [4]
7-hydroxylevomepromazine DM015610
10066111
Unclear - Unclear 1 [4]
Levomepromazine5-sulfoxide DM018099 N. A. Unclear - Unclear 1 [2]
N-desmethyl.levomepromazine DM018100 N. A. Unclear - Unclear 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR009962 Levomepromazine Levomepromazine5-sulfoxide Unclear - Unclear CYP3A4 ... [2]
MR009963 Levomepromazine N-desmethyl.levomepromazine Unclear - Unclear CYP3A4 [2]
MR009964 Levomepromazine O-desmethyllevomepromazine Unclear - Unclear Unclear [4]
MR009965 Levomepromazine 3-hydroxylevomepromazine Unclear - Unclear Unclear [4]
MR009966 Levomepromazine 7-hydroxylevomepromazine Unclear - Unclear Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Levomepromazine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Resin haemoperfusion in levomepromazine poisoning: evaluation of effect on plasma drug and metabolite levels
3 Influence of the CYP2D6 isoenzyme in patients treated with venlafaxine for major depressive disorder: clinical and economic consequences. PLoS One. 2014 Nov 4;9(11):e90453.
4 High-performance liquid chromatographic determination of levomepromazine (methotrimeprazine) and its main metabolites in serum and urine

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