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

General Information of Drug (ID: DR0665)
Drug Name
Etizolam
Synonyms
Etizolam [INN:JAN]; Etizolamum [INN-Latin]; VMZUTJCNQWMAGF-UHFFFAOYSA-N; Y 7131; Y-7131; etizolam; 4-(2-chlorophenyl)-2-ethyl-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine; 40054-69-1; 6-(o-Chlorophenyl)-8-ethyl-1-methyl-4H-s-triazolo(3,4-c)thieno(2,3-e)(1,4)-diazepine; 8-Ethyl-6-(o-chlorophenyl)-1-methyl-4H-s-triazolo(3,4c)thieno(2,3e)-1,4-diazepine; A76XI0HL37; AHR 3219; BRN 0572740; C17H15ClN4S; Depas; NCGC00182031-01; UNII-A76XI0HL37
Indication Insomnia [ICD11: 7A00] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 342.8 Topological Polar Surface Area 71.3
Heavy Atom Count 23 Rotatable Bond Count 2
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
3307
ChEBI ID
CHEBI:31583
CAS Number
40054-69-1
Formula
C17H15ClN4S
Canonical SMILES
CCC1=CC2=C(S1)N3C(=NN=C3CN=C2C4=CC=CC=C4Cl)C
InChI
1S/C17H15ClN4S/c1-3-11-8-13-16(12-6-4-5-7-14(12)18)19-9-15-21-20-10(2)22(15)17(13)23-11/h4-8H,3,9H2,1-2H3
InChIKey
VMZUTJCNQWMAGF-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
8-hydroxy-etizolam DM006628 N. A. Unclear 1 [5]
alpha-hydroxyetizolam DM006627
15135972
Oxidation - 1'-hydroxylation 1 [4] , [3]
Unclear DM009999 N. A. Conjugation - Conjugation 2 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007159 Etizolam alpha-hydroxyetizolam Oxidation - 1'-hydroxylation CYP3A4 ... [4], [3]
MR007161 Etizolam 8-hydroxy-etizolam Unclear Unclear [5]
MR007162 8-hydroxy-etizolam Unclear Conjugation - Conjugation Unclear [5]
MR007160 alpha-hydroxyetizolam Unclear Conjugation - Conjugation Unclear [5]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C18 (CYP2C18) DME0017 Homo sapiens
CP2CI_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[4]
References
1 A case of etizolam dependence. Indian J Pharmacol. 2014 Nov-Dec;46(6):655-6.
2 Etizolam (INN) Pre-Review Report.
3 Inhibition of the metabolism of etizolam by itraconazole in humans: evidence for the involvement of CYP3A4 in etizolam metabolism. Eur J Clin Pharmacol. 2004 Aug;60(6):427-30.
4 Effects of genetic polymorphism of cytochrome P450 enzymes on the pharmacokinetics of benzodiazepines. J Clin Pharm Ther. 2007 Aug;32(4):333-41.
5 erowid:Etizolam

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.