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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H30O6
Molecular Weight 414.4914
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPLERENONE

SMILES

[H][C@@]12C[C@@]3(C)[C@@]([H])(CC[C@@]34CCC(=O)O4)[C@]5([H])[C@@H](CC6=CC(=O)CC[C@]6(C)[C@@]15O2)C(=O)OC

InChI

InChIKey=JUKPWJGBANNWMW-VWBFHTRKSA-N
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

HIDE SMILES / InChI
Molecular Formula C24H30O6
Molecular Weight 414.4914
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:54:25 UTC 2023
Edited
by admin
on Fri Dec 15 15:54:25 UTC 2023
Record UNII
6995V82D0B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EPLERENONE
HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
EPLERENONE [JAN]
Common Name English
EPLERENONE [ORANGE BOOK]
Common Name English
INSPRA
Brand Name English
EPLERENONE [MI]
Common Name English
eplerenone [INN]
Common Name English
EPLERENONE [EP MONOGRAPH]
Common Name English
EPLERENONE [VANDF]
Common Name English
SC-66110
Code English
PREGN-4-ENE-7,21-DICARBOXYLIC ACID, 9,11-EPOXY-17-HYDROXY-3-OXO-, G-LACTONE, METHYL ESTER, (7.ALPHA.,11.ALPHA.,17.ALPHA)-
Common Name English
9,11α-Epoxy-17-hydroxy-3-oxo-17α-pregn-4-ene-7α,21-dicarboxylic acid, γ-lactone, methyl ester
Common Name English
Eplerenone [WHO-DD]
Common Name English
SC-6611O
Code English
EPLERENONE [MART.]
Common Name English
EPLERENONE [USP-RS]
Common Name English
EPLERENONE [HSDB]
Common Name English
EPLERENONE [USAN]
Common Name English
Classification Tree Code System Code
WHO-VATC QC03DA04
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
LIVERTOX NBK547930
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
NCI_THESAURUS C270
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
WHO-ATC C03DA04
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
NDF-RT N0000175557
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
NDF-RT N0000011310
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
NCI_THESAURUS C843
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
Code System Code Type Description
EVMPD
SUB06574MIG
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
PUBCHEM
443872
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
INN
7596
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
WIKIPEDIA
EPLERENONE
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
USAN
II-52
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
DRUG CENTRAL
1032
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
RS_ITEM_NUM
1237553
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
ChEMBL
CHEMBL1095097
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
EPA CompTox
DTXSID2046094
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
IUPHAR
2876
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
RXCUI
298869
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY RxNorm
MERCK INDEX
m4951
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY Merck Index
HSDB
7522
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
CHEBI
31547
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
MESH
C414690
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
DAILYMED
6995V82D0B
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
DRUG BANK
DB00700
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
FDA UNII
6995V82D0B
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
CAS
107724-20-9
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
NCI_THESAURUS
C47513
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
SMS_ID
100000092297
Created by admin on Fri Dec 15 15:54:25 UTC 2023 , Edited by admin on Fri Dec 15 15:54:25 UTC 2023
PRIMARY
Related Record Type Details
MINERALOCORTICOID RECEPTOR
TARGET -> INHIBITOR
Structure of EPLERENONE
EXCRETED UNCHANGED
FECAL; URINE
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
MAJOR
Related Record Type Details
Structure of 6,15-DIHYDROXYEPLERENONE, (6.BETA.,15.ALPHA.)-
METABOLITE -> PARENT
MINOR
FECAL; URINE
Structure of SC-70303 FREE ACID
METABOLITE -> PARENT
MINOR
PLASMA
Structure of 3,6-DIHYDROXYEPLERENONE, (3.BETA.,6.BETA.)-
METABOLITE -> PARENT
MINOR
FECAL
Structure of 21-HYDROXYEPLERENONE
METABOLITE -> PARENT
Primarily mediated via CYP3A4. No active metabolites of eplerenone have been identified in human plasma
MINOR
FECAL; PLASMA; URINE
Structure of HYDROXYEPLERENONE, 6.BETA.-
METABOLITE -> PARENT
Primarily mediated via CYP3A4. No active metabolites of eplerenone have been identified in human plasma
MAJOR
PLASMA; URINE
Structure of 2,3,6-TRIHYDROXYEPLERENONE, (2.ALPHA.,3.BETA.,6.BETA.)-
METABOLITE -> PARENT
MINOR
FECAL
Structure of 3,6,21-TRIHYDROXYEPLERENONE, (3.ALPHA.,6.BETA.)-
METABOLITE -> PARENT
Primarily mediated via CYP3A4. No active metabolites of eplerenone have been identified in human plasma
MINOR
FECAL; URINE
Structure of 6,21-DIHYDROXYEPLERENONE, 6.BETA.-
METABOLITE -> PARENT
Major in fecal and urine; Primarily mediated via CYP3A4. No active metabolites of eplerenone have been identified in human plasma
MAJOR
FECAL; PLASMA; URINE
Structure of 3,6,21-TRIHYDROXYEPLERENONE, (3.BETA.,6.BETA.)-
METABOLITE -> PARENT
Primarily mediated via CYP3A4. No active metabolites of eplerenone have been identified in human plasma
MINOR
FECAL
Structure of 3,6-DIHYDROXYEPLERENONE, (3.ALPHA.,6.BETA.)-
METABOLITE -> PARENT
Primarily mediated via CYP3A4. No active metabolites of eplerenone have been identified in human plasma
MINOR
FECAL; PLASMA; URINE
Related Record Type Details
Structure of 7.BETA.-EPLERENONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of EPLERENONE 7-CARBOXYLIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of SC-70303 FREE ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 11.ALPHA.,12.ALPHA.-EPOXY-7.ALPHA.-(METHOXYCARBONYL)-3-OXO-17.ALPHA.-PREGN-4-ENE-21,17-CARBOLACTONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of MEXRENONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 7.ALPHA.-(METHOXYCARBONYL)-3-OXO-17.ALPHA.-PREGNA-4,9(11)-DIENE-21,17-CARBOLACTONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 3-OXO-17.ALPHA.-PREGN-4-ENE-7.ALPHA.,9:21,17-DICARBOLACTONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of EPLERENONE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC ORAL ADMINISTRATION

Volume of Distribution PHARMACOKINETIC AT STEADY-STATE

Biological Half-life PHARMACOKINETIC
NIH
NCATS
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