(2R,2'S,10'R,11'S,15'S)-2',15'-dimethyl-5,5'-dioxospiro[oxolane-2,14'-tetracyclo[8.7.0.02,7.011,15]heptadecane]-1'(17'),6'-diene-9'-carbonitrile

• ChemBase ID: 165067
• Molecular Formular: C23H27NO3
• Molecular Mass: 365.46538
• Monoisotopic Mass: 365.19909373
• SMILES: C1CC(=O)C=C2[C@]1(C1=CC[C@]3([C@H]([C@@H]1C(C2)C#N)CC[C@@]13OC(=O)CC1)C)C
• Canonical SMILES: N#CC1CC2=CC(=O)CC[C@@]2(C2=CC[C@]3([C@H]([C@H]12)CC[C@]13CCC(=O)O1)C)C
• InChI: InChI=1S/C23H27NO3/c1-21-7-3-16(25)12-15(21)11-14(13-24)20-17(21)4-8-22(2)18(20)5-9-23(22)10-6-19(26)27-23/h4,12,14,18,20H,3,5-11H2,1-2H3/t14?,18-,20+,21-,22-,23+/m0/s1
• InChIKey: WNGVOIAMSWIYGK-SZWUIVRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,2'S,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'-carbonitrile
• IUPAC Traditional name: (2R,2'S,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'-carbonitrile
• Synonyms: (17α)-7-Cyano-17-hydroxy-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-Lactone

Database IDs

• CAS Number: 1197900-95-0
• PubChem SID: 162259200
• PubChem CID: 71315024

CALCULATED PROPERTIES

• Acid pKa: 16.181261
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.8324342
• LogD (pH = 7.4): 2.8324342
• Log P: 2.8324342
• Molar Refractivity: 102.4354 cm^3
• Polarizability: 39.646812 Å^3
• Polar Surface Area: 67.16 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Toluene
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - C956160

Used in the preparation of 17-spirosteroids as aldosterone receptor antagonists.