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

General Information of Drug (ID: DR0579)
Drug Name
Enflurane
Synonyms
Efrane; Enflurane [Anaesthetics, volatile]; Enflurano; Enflurano [INN-Spanish]; Enfluranum; Enfluranum [INN-Latin]; Ethrane; Alyrane; Anesthetic 347; Anesthetic Compound No. 347; Compound 347; Methylflurether; OHIO 347; enflurane; 13838-16-9; 2-Chloro-1,1,2-trifluoroethyl difluoromethyl ether; 2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane; BRN 1903921; C 347; CHEBI:4792; EINECS 237-553-4; Ethane, 2-chloro-1-(difluoromethoxy)-1,1,2-trifluoro-; Ether, 2-chloro-1,1,2-trifluoroethyl difluoromethyl; MFCD00069095; NSC-115944
Indication Anaesthesia [ICD11: 8E22] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 184.49 Topological Polar Surface Area 9.2
Heavy Atom Count 10 Rotatable Bond Count 3
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
3226
PubChem SID
9719 ; 412027 ; 3159891 ; 3723211 ; 5141500 ; 7847609 ; 7979165 ; 8145857 ; 8152049 ; 10507438 ; 15017403 ; 29222367 ; 46505314 ; 48413717 ; 49857358 ; 50112675 ; 51014447 ; 57321670 ; 81065519 ; 103385283 ; 104302894 ; 118838433 ; 124893307 ; 125363753 ; 126651887 ; 128307820 ; 131499045 ; 134338084 ; 134989789 ; 135590731 ; 136986714 ; 137008459 ; 139078461 ; 143459061 ; 143799467 ; 144205979 ; 144207364 ; 151992462 ; 160841876 ; 160963576 ; 162129908 ; 162303127 ; 162789551 ; 163406911 ; 164809625 ; 165235538 ; 176321093 ; 178103750 ; 179116667 ; 184554139
ChEBI ID
ChEBI:4792
CAS Number
13838-16-9
TTD Drug ID
D0AO9S
Formula
C3H2ClF5O
Canonical SMILES
C(C(OC(F)F)(F)F)(F)Cl
InChI
1S/C3H2ClF5O/c4-1(5)3(8,9)10-2(6)7/h1-2H
InChIKey
JPGQOUSTVILISH-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
2-(Difluoromethoxy)-2,2-difluoroacetyl fluoride DM006393
154699977
Reduction - Dehalogenation 1 [4] , [3] , [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006870 Enflurane 2-(Difluoromethoxy)-2,2-difluoroacetyl fluoride Reduction - Dehalogenation CYP2E1 [4], [3], [5]
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]
Cytochrome P450 2F1 (CYP2F1) DME0016 Homo sapiens
CP2F1_HUMAN
1.14.14.1
[3]
References
1 Enflurane was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Stereoselective metabolism of enflurane by human liver cytochrome P450 2E1. Drug Metab Dispos. 1995 Dec;23(12):1426-30.
3 Clinical enflurane metabolism by cytochrome P450 2E1. Clin Pharmacol Ther. 1994 Apr;55(4):434-40.
4 Identification of cytochrome P450 2E1 as the predominant enzyme catalyzing human liver microsomal defluorination of sevoflurane, isoflurane, and methoxyflurane. Anesthesiology. 1993 Oct;79(4):795-807.
5 Biotransformation of halothane, enflurane, isoflurane, and desflurane to trifluoroacetylated liver proteins: association between protein acylation and hepatic injury

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