methyl (2R,2'S,9'R,10'R,11'S,15'S)-2',15'-dimethyl-5,5'-dioxospiro[oxolane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-1'(17'),6'-diene-9'-carboxylate

• ChemBase ID: 70500
• Molecular Formular: C24H30O5
• Molecular Mass: 398.492
• Monoisotopic Mass: 398.20932406
• SMILES: C1CC(=O)C=C2C[C@H]([C@H]3[C@@H]4CC[C@@]5([C@]4(CC=C3[C@@]12C)C)OC(=O)CC5)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1CC2=CC(=O)CC[C@@]2(C2=CC[C@]3([C@H]([C@H]12)CC[C@]13CCC(=O)O1)C)C
• InChI: InChI=1S/C24H30O5/c1-22-8-4-15(25)12-14(22)13-16(21(27)28-3)20-17(22)5-9-23(2)18(20)6-10-24(23)11-7-19(26)29-24/h5,12,16,18,20H,4,6-11,13H2,1-3H3/t16-,18+,20-,22+,23+,24-/m1/s1
• InChIKey: GWEKWJOSBYDYDP-DPOGTSLVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,2'S,9'R,10'R,11'S,15'S)-2',15'-dimethyl-5,5'-dioxospiro[oxolane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-1'(17'),6'-diene-9'-carboxylate; methyl (2R,2'S,9'R,10'R,11'S,15'S)-2',15'-dimethyl-5,5'-dioxospiro[oxolane-2,14'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-1'(17'),6'-diene-9'-carboxylate
• IUPAC Traditional name: methyl (2R,2'S,9'R,10'R,11'S,15'S)-2',15'-dimethyl-5,5'-dioxospiro[oxolane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-1'(17'),6'-diene-9'-carboxylate; methyl (2R,2'S,9'R,10'R,11'S,15'S)-2',15'-dimethyl-5,5'-dioxospiro[oxolane-2,14'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-1'(17'),6'-diene-9'-carboxylate
• Synonyms: (7a,17a)-17-Hydroxy-3-oxo-pregna-4,9(11)-diene-7,21-dicarboxylic acid g-lactone methyl ester; (7α,17α)-17-Hydroxy-3-oxo-pregna-4,9(11)-diene-7,21-dicarboxylic Acid γ-Lactone 7-Methyl Ester; 7α-(Methoxycarbonyl)-9(11)Δ-canrenone; Δ9,11-Eplerenone

Database IDs

• CAS Number: 95716-70-4
• PubChem SID: 162036215
• PubChem CID: 10272193

CALCULATED PROPERTIES

• Acid pKa: 15.345322
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.9203794
• LogD (pH = 7.4): 2.9203794
• Log P: 2.9203794
• Molar Refractivity: 108.2252 cm^3
• Polarizability: 42.425423 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Methanol; Tetrahydrofuran
• Apperance: Light Yellow Solid

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - E588765

Intermediate in the preparation of Eplerenone and its derivatives.