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

General Information of Drug (ID: DR0592)
Drug Name
Eplerenone
Synonyms
Epleremone; Eplerenone; Eplerenone [USAN]; Epoxymexrenone; Inspra; Inspra (TN); SC-66110; Selara; (+)-Eplerenone; 107724-20-9; 6995V82D0B; CAS-107724-20-9; CGP-30083; CHEBI:31547; CHEMBL1095097; Cgp 30083; DSSTox_CID_26094; DSSTox_GSID_46094; DSSTox_RID_81333; HSDB 7522; NCGC00159559-02; Pregn-4-ene-7,21-dicarboxylic acid, 9,11-epoxy-17-hydroxy-3-oxo-, gamma-lactone, methyl ester, (7alpha,11alpha,17alpha)-; UNII-6995V82D0B
Indication Ventricular dysfunction [ICD11: BD13] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 414.5 Topological Polar Surface Area 82.2
Heavy Atom Count 30 Rotatable Bond Count 2
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
443872
PubChem SID
582902 ; 7848178 ; 7978615 ; 10944293 ; 12015198 ; 14879938 ; 14904453 ; 26754514 ; 36544725 ; 46509053 ; 49830291 ; 53787272 ; 56352903 ; 57404541 ; 71826056 ; 74735937 ; 91748944 ; 92720250 ; 103752013 ; 104152661 ; 104253325 ; 104630900 ; 124757444 ; 125164248 ; 126620102 ; 126655086 ; 127327776 ; 127327777 ; 127327778 ; 135107050 ; 135650235 ; 135692237 ; 136077139 ; 137101310 ; 142093240 ; 144205299 ; 152101726 ; 160870987 ; 162037710 ; 162248542 ; 164786776 ; 170465283 ; 175267681 ; 175423520 ; 176484681 ; 179149556 ; 184545427 ; 187072493 ; 196109783 ; 210279392
ChEBI ID
ChEBI:31547
CAS Number
107724-20-9
TTD Drug ID
D0Q4SD
Formula
C24H30O6
Canonical SMILES
CC12CCC(=O)C=C1CC(C3C24C(O4)CC5(C3CCC56CCC(=O)O6)C)C(=O)OC
InChI
1S/C24H30O6/c1-21-7-4-14(25)10-13(21)11-15(20(27)28-3)19-16-5-8-23(9-6-18(26)30-23)22(16,2)12-17-24(19,21)29-17/h10,15-17,19H,4-9,11-12H2,1-3H3/t15-,16+,17-,19+,21+,22+,23-,24-/m1/s1
InChIKey
JUKPWJGBANNWMW-VWBFHTRKSA-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
21-hydroxyeplerenone DM001923
91810647
Oxidation - Hydroxylation 1 [3]
6beta-hydroxyeplerenone DM001922
29981516
Unclear 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000909 Eplerenone 6beta-hydroxyeplerenone Unclear CYP3A4 [3]
MR000910 Eplerenone 21-hydroxyeplerenone Oxidation - Hydroxylation CYP3A4 ... [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[3]
References
1 Eplerenone was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Eplerenone: a selective aldosterone receptor antagonist for hypertension and heart failure. Heart Dis. 2003 Sep-Oct;5(5):354-63.
3 The relative role of CYP3A4 and CYP3A5 in eplerenone metabolism. Toxicol Lett. 2019 Oct 15;315:9-13.

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