potassium 3-[(2S,9R,10R,11S,14R,15S,17R)-14-hydroxy-9-[(2H3)methoxycarbonyl]-2,15-dimethyl-5-oxo-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadec-6-en-14-yl]propanoate

• ChemBase ID: 168103
• Molecular Formular: C24H31KO7
• Molecular Mass: 470.59704
• Monoisotopic Mass: 470.17068501
• SMILES: C1CC(=O)C=C2[C@]1(C13[C@@H]([C@@H](C2)C(=O)OC)[C@H]2[C@](C[C@H]1O3)([C@@](CC2)(CCC(=O)[O-])O)C)C.[K+]
• Canonical SMILES: COC(=O)[C@@H]1CC2=CC(=O)CC[C@@]2(C23[C@@H]1[C@@H]1CC[C@@]([C@@]1(C)C[C@H]3O2)(O)CCC(=O)[O-])C.[K+]
• InChI: InChI=1S/C24H32O7.K/c1-21-7-4-14(25)10-13(21)11-15(20(28)30-3)19-16-5-8-23(29,9-6-18(26)27)22(16,2)12-17-24(19,21)31-17;/h10,15-17,19,29H,4-9,11-12H2,1-3H3,(H,26,27);/q;+1/p-1/t15-,16+,17-,19+,21+,22+,23-,24?;/m1./s1
• InChIKey: PRKXKJMKEHYPBV-NKAIHNAKSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 3-[(2S,9R,10R,11S,14R,15S,17R)-14-hydroxy-9-[(^2H₃)methoxycarbonyl]-2,15-dimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadec-6-en-14-yl]propanoate
• IUPAC Traditional name: potassium 3-[(2S,9R,10R,11S,14R,15S,17R)-14-hydroxy-9-[(^2H₃)methoxycarbonyl]-2,15-dimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadec-6-en-14-yl]propanoate
• Synonyms: (7α,11α,17α)-9,11-Epoxy-17-hydroxy-3-oxopregn-4-ene-7,21-dicarboxylic Acid 7-(Methyl-d3) Ester Monopotassium Salt; SC 70303-d3; Eplerenone-methyl-d3 Hydroxyacid Potassium Salt

Database IDs

• PubChem SID: 162262235
• PubChem CID: 46781473

CALCULATED PROPERTIES

• Acid pKa: 4.059109
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.21412073
• LogD (pH = 7.4): -1.4572496
• Log P: 1.6669418
• Molar Refractivity: 121.007 cm^3
• Polarizability: 43.68575 Å^3
• Polar Surface Area: 116.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E588782

A labelled metabolite of Eplerenone. Used in combination therapy for treatment of cardiovascular disorders.

REFERENCES

• Staessen, J., et al.: J. Endocrinol., 91, 457 (1981)
• de Gasparo, M., et al.: J. Pharmacol. Exp. Ther., 240, 650 (1981)
• MacFadyen, R., et al.: Cardiovasc. Res., 35, 30 (1981)