methyl (2R,2'S,9'S,10'R,11'S,15'S,17'R)-2',15'-dimethyl-5,5'-dioxo-18'-oxaspiro[oxolane-2,14'-pentacyclo[8.8.0.01,17.02,7.011,15]octadecan]-6'-ene-9'-carboxylate

• ChemBase ID: 168099
• Molecular Formular: C24H30O6
• Molecular Mass: 414.4914
• Monoisotopic Mass: 414.20423868
• 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@]1(CC2)OC(=O)CC1)C)C
• Canonical SMILES: COC(=O)[C@H]1CC2=CC(=O)CC[C@@]2(C23[C@@H]1[C@@H]1CC[C@]4([C@@]1(C)C[C@H]3O2)CCC(=O)O4)C
• 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?/m0/s1
• InChIKey: JUKPWJGBANNWMW-HICGTVDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,2'S,9'S,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,^1^7.0^2,^7.0^1^1,^1^5]octadecan]-6'-ene-9'-carboxylate
• IUPAC Traditional name: methyl (2R,2'S,9'S,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,^1^7.0^2,^7.0^1^1,^1^5]octadecan]-6'-ene-9'-carboxylate
• Synonyms: (7β,11α,17α)-9,11-Epoxy-17-hydroxy-3-oxo-pregn-4-ene-7,21-dicarboxylic Acid γ-Lactone Methyl Ester; 7β-Eplerenone

Database IDs

• CAS Number: 209253-81-6
• PubChem SID: 162262231
• PubChem CID: 71316370

CALCULATED PROPERTIES

• Acid pKa: 15.113572
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.3314128
• LogD (pH = 7.4): 2.3314128
• Log P: 2.3314128
• Molar Refractivity: 106.6777 cm^3
• Polarizability: 42.67 Å^3
• Polar Surface Area: 82.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Foam

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E588770

Intermediate in the synthesis of 6β-Hydroxy Eplerenone (H941865).