(1'S,2'R,10'R,11'S,15'S)-2',15'-dimethylspiro[oxirane-2,8'-tetracyclo[8.7.0.02,7.011,15]heptadecane]-3',6'-diene-5',14'-dione

• ChemBase ID: 177854
• Molecular Formular: C20H24O3
• Molecular Mass: 312.40276
• Monoisotopic Mass: 312.17254463
• SMILES: C1=CC(=O)C=C2[C@]1([C@@H]1[C@@H](CC32CO3)[C@H]2[C@](CC1)(C(=O)CC2)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)C1(OC1)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C20H24O3/c1-18-7-5-12(21)9-16(18)20(11-23-20)10-13-14-3-4-17(22)19(14,2)8-6-15(13)18/h5,7,9,13-15H,3-4,6,8,10-11H2,1-2H3/t13-,14-,15-,18+,19-,20?/m0/s1
• InChIKey: GFNJDRLFFJDJAC-YCNUYBHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'S,2'R,10'R,11'S,15'S)-2',15'-dimethylspiro[oxirane-2,8'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-3',6'-diene-5',14'-dione
• IUPAC Traditional name: (1'S,2'R,10'R,11'S,15'S)-2',15'-dimethylspiro[oxirane-2,8'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-3',6'-diene-5',14'-dione
• Synonyms: Spiro[androsta-1,4-diene-6,2'-oxirane]-3,17-dione

Database IDs

• CAS Number: 184972-12-1
• PubChem SID: 164233764
• PubChem CID: 53393792

CALCULATED PROPERTIES

• Acid pKa: 19.95994
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.0913336
• LogD (pH = 7.4): 3.0913336
• Log P: 3.0913336
• Molar Refractivity: 88.8881 cm^3
• Polarizability: 34.27608 Å^3
• Polar Surface Area: 46.67 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Tetrahydrofuran
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - S682960

A metabolite of Exemestane (E957000).

REFERENCES

• Cavalcanti, G. et al.: Steroids 76, 1010 (2011)