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E6657

Sigma-Aldrich

Eplerenone

≥98% (HPLC)

Synonym(s):

9,11alpha-Epoxy-17-hydroxy-3-oxo-17alpha-pregn-4-ene-7alpha,21-dicarboxylic acid, gamma-lactone, methyl ester, Cgp 30083, Eplerenone [USAN], Epoxymexrenone, HSDB 7522, Inspra, Pregn-4-ene-7,21-dicarboxylic acid, 9,11-epoxy-17-hydroxy-3-oxo-, gamma-lactone, methyl ester, (7alpha,11alpha,17alpha)-, SC-66110

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About This Item

Empirical Formula (Hill Notation):
C24H30O6
CAS Number:
107724-20-9
Molecular Weight:
414.49
UNSPSC Code:
51111800
PubChem Substance ID:
329798999
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)
H2O: insoluble

storage temp.

2-8°C

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

InChI key

JUKPWJGBANNWMW-VWBFHTRKSA-N

Gene Information

human ... NR3C2(4306)

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General description

Eplerenone is an aldosterone blocker, which particularly blocks mineralocorticoid receptor. It reduces cardiovascular risk in patients following acute myocardial infarction. Eplerenone is used for treating hypertension and central serous retinopathy. It exhibits potassium sparing diuretic effect.

Application

Eplerenone has been used in quantitative real time (RT-qPCR) or western blotting assays.

Biochem/physiol Actions

Eplerenone is an aldosterone antagonist more specific for the mineralocorticoid receptor than spironolactone (S3378), having lower affinity for progesterone, androgen, and glucocorticoid receptors.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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M de Gasparo et al.
Journal of steroid biochemistry, 32(1B), 223-227 (1989-01-01)
The use of spironolactone in the treatment of hypertension has been limited by the occurrence of sexual side effects, mainly menstrual disturbances in women and gynaecomastia in men. In order to minimize this limitation on the use of an effective
Eplerenone, a selective aldosterone blocker, in mild-to-moderate hypertension
Weinberger MH, et al.
American Journal of Hypertension, 15(8), 709-716 (2002)
Oral eplerenone for treatment of chronic central serous chorioretinopathy: a case series
Sal DA, et al.
Ophthalmic Surgery, Lasers & Imaging Retina, 46(4), 439-444 (2015)
Eplerenone survival benefits in heart failure patients post-myocardial infarction are independent from its diuretic and potassium-sparing effects: insights from an EPHESUS (Eplerenone Post-Acute Myocardial Infarction Heart Failure Efficacy and Survival Study) substudy
Rossignol P, et al.
Journal of the American College of Cardiology, 58(19), 1958-1966 (2011)
C Mondadori et al.
Psychopharmacology, 124(4), 380-383 (1996-04-01)
The retention performance of mice in a passive-avoidance task was facilitated by low doses (0.3 mg/kg) of the competitive NMDA-receptor blocker CGP 37849, but impaired by high doses (30 mg/kg). The facilitatory effect was selectively suppressed by elevation of the
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