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

General Information of Drug (ID: DR1029)
Drug Name
Meprobamate
Synonyms
Mepantin; Mepavlon; Mepiosine; Mepranil; Meprindon; Meprobam; Meprobamat; Meproban; Meprocompren; Meprocon; Meprodil; Meproleaf; Meprosan; Meprosin; Meprospan; Meprotabs; Meprotan; Meprotil; Metractyl; Metranquil; Miltamato; Miltown; Neuramate; Tranmep; Amepromat; Anastress; Anathylmon; Anatimon; Andaksin; Ansiatan; Ansiowas; Anxietil; Auxietil; Ayeramate; Biobamat; Biobamate; Calmadin; Calmiren; Carbaxin; Cirponyl; Crestanil; Despasmol; Dicandiol; Equanil; Equatrate; Equilium; Harmonin; Holbamate; Ipsotian; Lepetown; Libiolan; Margonil; meprobamate; Dapaz
Indication Anxiety disorder [ICD11: 6B00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 218.25 Topological Polar Surface Area 105
Heavy Atom Count 15 Rotatable Bond Count 8
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
4064
PubChem SID
89640 ; 7366092 ; 7847442 ; 7979904 ; 8152550 ; 10527934 ; 14822610 ; 17389535 ; 24896728 ; 29223175 ; 46508142 ; 48416220 ; 48425274 ; 50021624 ; 50893943 ; 57654362 ; 68530538 ; 87245066 ; 103255535 ; 104305326 ; 108165187 ; 117425357 ; 124890349 ; 125353471 ; 126677741 ; 128736426 ; 134222669 ; 134337962 ; 134338694 ; 134338822 ; 134971019 ; 136949641 ; 137001618 ; 142043533 ; 144204614 ; 144207530 ; 144238911 ; 160963718 ; 164827462 ; 175268791 ; 176254515 ; 177513105 ; 178103799 ; 179225303 ; 184532185 ; 198991699 ; 223674399 ; 226405717 ; 249946527 ; 252403288
ChEBI ID
CHEBI:6761
CAS Number
57-53-4
TTD Drug ID
D0Y4AW
Formula
C9H18N2O4
Canonical SMILES
CCCC(C)(COC(=O)N)COC(=O)N
InChI
1S/C9H18N2O4/c1-3-4-9(2,5-14-7(10)12)6-15-8(11)13/h3-6H2,1-2H3,(H2,10,12)(H2,11,13)
InChIKey
NPPQSCRMBWNHMW-UHFFFAOYSA-N
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[3]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[4]
References
1 Meprobamate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Mechanisms of circadian rhythmicity of carbon tetrachloride hepatotoxicity. J Pharmacol Exp Ther. 2002 Jan;300(1):273-81.
3 Association between blood carisoprodol:meprobamate concentration ratios and CYP2C19 genotype in carisoprodol-drugged drivers: decreased metabolic capacity in heterozygous CYP2C19*1/CYP2C19*2 subjects? Pharmacogenetics. 2003 Jul;13(7):383-8.
4 Solid-phase synthesis of drug glucuronides by immobilized glucuronosyltransferase. J Med Chem. 1976 May;19(5):679-83.

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