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AB141251

Eplerenone, Selective mineralocorticoid antagonist

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(1 Publication)

MW 414.5 Da, Purity >99%. Selective mineralocorticoid (aldosterone) antagonist (IC50 = 81 nM). Significantly greater selectivity than spironolactone at androgen, progesterone and glucocorticoid receptors. Antihypertensive, orally active in vivo.

View Alternative Names

AIS, ANDR_HUMAN, AR, AR8, Aldosterone receptor, Androgen nuclear receptor variant 2, Androgen receptor, Androgen receptor (dihydrotestosterone receptor; testicular feminization; spinal and bulbar muscular atrophy; Kennedy disease), DHTR, Dihydro testosterone receptor, Dihydrotestosterone receptor (DHTR), GCCR, GCRST, GCR_HUMAN, GR, Glucocorticoid receptor, Grl1, HUMARA, HYSP1, KD, Kennedy disease (KD), MCR_HUMAN, MGC133092, MLR, MR, Mineralocorticoid receptor, NR3 C2, NR3C2 protein, NR3C3, NR3C4, Nuclear receptor subfamily 3 group C member 1, Nuclear receptor subfamily 3 group C member 2, Nuclear receptor subfamily 3 group C member 3, Nuclear receptor subfamily 3 group C member 4, Nuclear receptor subfamily 3 group C member 4 (NR3C4), PGR, PR, PRA, PRB, PRGR_HUMAN, Progesterone receptor, Progestin receptor form A, Progestin receptor form B, SBMA, SMAX1, Spinal and bulbar muscular atrophy, Spinal and bulbar muscular atrophy (SBMA), TFM, Testicular Feminization (TFM), androgen receptor splice variant 4b, glucocorticoid nuclear receptor variant 1, nr3c1, nuclear receptor subfamily 3, group C, member 1 (glucocorticoid receptor)

1 Images
Chemical Structure - Eplerenone, Selective mineralocorticoid antagonist (AB141251)
  • Chemical Structure

Lab

Chemical Structure - Eplerenone, Selective mineralocorticoid antagonist (AB141251)

2D chemical structure image of ab141251, Eplerenone, Selective mineralocorticoid antagonist

Key facts

CAS number

107724-20-9

Purity

>99%

Form

Solid

form

Molecular weight

414.5 Da

Molecular formula

C<sub>2</sub><sub>4</sub>H<sub>3</sub><sub>0</sub>O<sub>6</sub>

PubChem

443872

Nature

Synthetic

Solubility

Soluble in DMSO to 10 mM

Biochemical name

Eplerenone

Biological description

Selective mineralocorticoid (aldosterone) antagonist (IC50 = 81 nM). Significantly greater selectivity than spironolactone at androgen, progesterone and glucocorticoid receptors. Antihypertensive, orally active in vivo.

Canonical smiles

CC12CCC(=O)C=C1CC(C3C24C(O4)CC5(C3CCC56CCC(=O)O6)C)C(=O)OC

Isomeric smiles

C[C@]12CCC(=O)C=C1C[C@H]([C@@H]3[C@]24[C@H](O4)C[C@]5([C@H]3CC[C@@]56CCC(=O)O6)C)C(=O)OC

InChi

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

IUPAC Name

methyl (1R,2S,9R,10R,11S,14R,15S,17R)-2,15-dimethyl-5,5'-dioxospiro[18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadec-6-ene-14,2'-oxolane]-9-carboxylate

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Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months
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Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Glucocorticoid Receptor (GR) Progesterone Receptor (PR) Mineralocorticoid Receptor (MR) and Androgen Receptor (AR) belong to the nuclear receptor superfamily. Each receptor functions as a ligand-activated transcription factor that regulates gene expression. These receptors typically share a similar mass ranging from 90 to 100 kDa and are widely expressed in various tissues. GR is widely found in almost every cell PR is mainly present in female reproductive tissues MR predominantly locates in kidney and heart while AR primarily exists in androgen-responsive tissues such as prostate.
Biological function summary

These receptors play critical roles in regulating numerous physiological processes. They are involved in complex interactions with cofactors and DNA to influence transcription. GR regulates stress responses and immune function. PR plays a role in the menstrual cycle and pregnancy while MR maintains electrolyte balance. AR influences male sexual development and metabolic processes. These receptors form part of larger complexes that modify chromatin and facilitate gene transcription in response to specific hormones.

Pathways

These receptors integrate into vital hormonal signaling pathways. The GR is important in the hypothalamic-pituitary-adrenal (HPA) axis interacting with HSP90 and other chaperone proteins for proper folding and activity. The PR functions in reproductive hormone signaling interacting with pathways that include the Estrogen Receptor (ER). These pathways are intricately connected ensuring fine regulation of hormone actions and cross-talk between different hormonal signals.

Dysregulation of these receptors links to various conditions. GR malfunction ties to Cushing's syndrome and glucocorticoid resistance involving impaired regulation with proteins like MAPKs. PR imbalances relate to reproductive disorders such as endometriosis and infertility. The MR is closely monitored in relation to hypertension and heart failure often targeted by mineralocorticoid antagonists like eplerenone which directly affects electrolyte homeostasis. AR alterations have associations with prostate cancer with clinical impacts on proteins such as PSA in tumor development and progression.
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Product protocols

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Publications (1)

Recent publications for all applications. Explore the full list and refine your search

Scientific reports 14:9976 PubMed38693148

2024

Eplerenone reduces lymphangiogenesis in the contralateral kidneys of UUO rats.

Applications

Unspecified application

Species

Unspecified reactive species

Juan Hao,Panpan Qiang,Lili Fan,Yunzhao Xiong,Yi Chang,Fan Yang,Xiangting Wang,Tatsuo Shimosawa,Shengyu Mu,Qingyou Xu
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