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Eplerenone

CAT: 0013-GTR19163942-04Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19163942-04Size:10 mg
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Description
Eplerenone, an aldosterone receptor antagonist similar to spironolactone, has been shown to produce sustained increases in plasma renin and serum aldosterone, consistent with inhibition of the negative regulatory feedback of aldosterone on renin secretion. The resulting increased plasma renin activity and aldosterone circulating levels do not overcome the effects of eplerenone. Eplerenone selectively binds to recombinant human mineralocorticoid receptors relative to its binding to recombinant human glucocorticoid, progesterone and androgen receptors. (In Vitro) :Eplerenone inhibits the human mineralocorticoid receptor with IC50 value of 0.081 μM. (In Vivo) :Eplerenone (oral, 200 mg/kg/day for 3 months) significantly reduces oxidative stress and atherosclerosis progression in atherosclerotic apolipoprotein edeficient (EO) mice.
CAS Number
107724-20-9
Product Name Alternative
CGP 30083 | (+) -Eplerenone | Epoxymexrenone | SC-6110 | SC-66110
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
Ethanol: <1 mg/mL (<1 mM) ; Water: <1 mg/mL (<1 mM) ; DMSO: <1 mg/mL (<1 mM)
Smiles
C[C@]12CCC (C=C1C[C@@H] (C (OC) =O) [C@@H]3[C@]24[C@@H] (C[C@@]5 (C) [C@H]3CC[C@@]56CCC (O6) =O) O4) =O
Molecular Formula
C24H30O6
Molecular Weight
414.49
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
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

Chemical Information

Eplerenone

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.

CAS Number107724-20-9
PubChem CID443872
IUPAC Namemethyl (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
Molecular FormulaC24H30O6
Molecular Weight414.5
XLogP1.4
Topological Polar Surface Area82.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Heavy Atom Count30
Formal Charge0
Complexity907
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
Chemical Structure
2D Structure
2D structure of Eplerenone
CAS: 107724-20-9
CID: 443872
Formula: C24H30O6
MW: 414.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight414.5
XLogP31.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass414.20423867
Monoisotopic Mass414.20423867
Topological Polar Surface Area82.2 Ų
Heavy Atom Count30
Formal Charge0
Complexity907
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
sc-203943Eplerenone
RM-E181400-01(+) -Eplerenone

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