Compound: Eplerenone
SMILES: O=C1C=C2[C@]([C@@]34O[C@@H]3C[C@]5([C@H]([C@@H]4[C@@H](C2)C(=O)OC)CC[C@]56OC(=O)CC6)C)(C)CC1
InChIKey: JUKPWJGBANNWMW-VWBFHTRKSA-N
Synonyms: Eplerenone, 107724-20-9, Inspra, SC-66110, (+)-Eplerenone, Eplerenona, DTXSID2046094, SC-6611O, 6995V82D0B, 9,11alpha-Epoxy-17-hydroxy-3-oxo-17alpha-pregn-4-ene-7alpha,21-dicarboxylic acid, gamma-lactone, methyl ester, DTXCID0026094, CHEBI:31547, methyl (1'R,2R,2'S,9'R,10'R,11'S,15'S,17'R)-2',15'-dimethyl-5,5'-dioxo-18'-oxaspiro[oxolane-2,14'-pentacyclo[8.8.0.0^{1,17}.0^{2,7}.0^{11,15}]octadecan]-6'-ene-9'-carboxylate, Spiro(cyclopenta(7,8)phenanthro(4b,5-b)oxirene-7(3H),2'(3'H)-furan)-10-carboxylic acid, 2,4,4',4a,5',5a,6,6a,8,9,9a,9b,10,11-tetradecahydro-4a,6a-dimethyl-2,5'-dioxo-, methyl ester, (4aS,4bR,5aR,6aS,7 R,9aS,9bR,10R)-, eplerenon, eplerenonum, methyl (1'R,2R,2'S,9'R,10'R,11'S,15'S,17'R)-2',15'-dimethyl-5,5'-dioxo-18'-oxaspiro(oxolane-2,14'-pentacyclo(8.8.0.0^(1,17).0^(2,7).0^(11,15))octadecan)-6'-ene-9'-carboxylate, RefChem:56430, C03DA04, 9,11alpha-Epoxy-7alpha-(methoxycarbonyl)-3-oxo-17alpha-pregn-4-ene-21,17-carbolactone, Epoxymexrenone, Selara, CGP-30083, CHEMBL1095097, NCGC00159559-02, Eplerenone [USAN], Inspra (TN), CAS-107724-20-9, Cgp 30083, HSDB 7522, Eplerenone [USAN:INN:BAN], Eplerenone?, Eplerenone CRS, UNII-6995V82D0B, SC 6110, Eplerenone (Standard), EPLERENONE [MI], EPLERENONE [INN], EPLERENONE [JAN], EPLERENONE [HSDB], EPLERENONE [VANDF], ?-Lactone 7-methyl ester, EPLERENONE [MART.], EPLERENONE [USP-RS], EPLERENONE [WHO-DD], SCHEMBL21515, Eplerenone - Bio-X trade mark, GTPL2876, orb1310957, Eplerenone (JP18/USAN/INN), EPLERENONE [ORANGE BOOK], Eplerenone, >=98% (HPLC), HY-B0251R, EPLERENONE [EP MONOGRAPH], JUKPWJGBANNWMW-VWBFHTRKSA-N, GLXC-02507, HMS3413K08, HMS3677K08, HY-B0251, methyl (4aS,4bR,5aR,6aS,7R,9aS,9bR,10R)-4a,6a-dimethyl-2,5'-dioxo-2,4,4a,4',5a,5',6,6a,8,9,9a,9b,10,11-tetradecahydro-3H,3'H-spiro[cyclopenta[1,2]phenanthro[4,4a-b]oxirene-7,2'-furan]-10-carboxylate, MSK11235, Tox21_111746, BDBM50318300, HB2527, s1707, Eplerenone for system suitability CRS, AKOS015962307, Eplerenone for peak identification CRS, Tox21_111746_1, AC-4213, CCG-268820, DB00700, FP22747, KS-1406, 7alpha-methoxycarbonyl-3-oxo-9,11alpha-epoxy-17alpha-pregn-4-ene-21,17-carbolactone, NCGC00159559-03, BE164415, Pregn-4-ene-7,21-dicarboxylic acid, 9,11-epoxy-17-hydroxy-3-oxo-, gamma-lactone, methyl ester, (7alpha,11alpha,17alpha)-, E0905, NS00005985, D01115, AB01274707-01, AB01274707_02, EN300-6492952, F093379, Q423804, SR-01000942233, SR-01000942233-1, BRD-K19761926-001-02-8, BRD-K19761926-001-03-6, methyl dimethyl-5'-dioxo-spiro[[?]-[?],2'-tetrahydrofuran]carboxylate, (7?,11?,17?)-9,11-Epoxy-17-hydroxy-3-oxopregn-4-ene-7,21-dicarboxylic acid, 9,11alpha-Epoxy-17-hydroxy-3-oxo-17alpha-pregn-4-ene-7alpha,21-dicarboxylic Acid gamma-Lactone Methyl Ester, methyl (1R,2S,9R,10R,11S,14R,15S,17R)-2,15-dimethyl-5,5'-dioxo-spiro[18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadec-6-ene-14,2'-tetrahydrofuran]-9-carboxylate, 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, Methyl (2'R,4aS,4bR,5aR,6aS,9aS,9bR,10R)-4a,6a-dimethyl-2,5'-dioxo-2,4,4a,5a,6,6a,8,9,9a,9b,10,11-dodecahydro-3H-spiro[cyclopenta[7,8]phenanthro[4b,5-b]oxirene-7,2'-oxolane]-10-carboxylate, PREGN-4-ENE-7,21-DICARBOXYLIC ACID, 9,11-EPOXY-17-HYDROXY-3-OXO-, G-LACTONE, METHYL ESTER, (7.ALPHA.,11.ALPHA.,17.ALPHA)-, YNU
Theoretical properties:
molecular_formula: C24H30O6
molecular_weight: 414.5 g/mol
exact_mass: 414.20423867 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 30
topological_polar_surface_area: 82.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: White to off-white crystalline powder
color: White to off-white crystalline powder
odor: Odorless
solubility: Slightly soluble
Descriptions:
pubchem: Eplerenone is an epoxy steroid, a methyl ester, a gamma-lactone, an oxaspiro compound, an organic heteropentacyclic compound, a steroid acid ester and a 3-oxo-Delta(4) steroid. It has a role as an antihypertensive agent and an aldosterone antagonist. It derives from a hydride of a pregnane.
chembl: EPLERENONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Eplerenone, sold under brand name Inspra among others, is an aldosterone antagonist used primarily in the treatment of heart failure with reduced ejection fraction (HFrEF), particularly following myocardial infarction. It may also be considered as an add-on therapy in resistant hypertension; however, the majority of evidence in this setting supports the use of spironolactone (another drug in a same class), with fewer studies directly evaluating eplerenone.
It is also a steroidal antimineralocorticoid of the spirolactone group and a selective aldosterone receptor antagonist (SARA).