(1S,2R,10R,11S,15S)-2-(2H3)methyl-15-methyl-8-methylidenetetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-dione

• ChemBase ID: 173625
• Molecular Formular: C20H26O2
• Molecular Mass: 298.41924
• Monoisotopic Mass: 298.19328007
• SMILES: C1CC(=O)C=C2[C@]1([C@@H]1[C@@H](CC2=C)[C@H]2[C@](CC1)(C(=O)CC2)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)C(=C)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C20H26O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h11,14-16H,1,4-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1
• InChIKey: KQRGETZTRARSMA-DAELLWKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,15S)-2-(^2H₃)methyl-15-methyl-8-methylidenetetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• IUPAC Traditional name: (1S,2R,10R,11S,15S)-2-(^2H₃)methyl-15-methyl-8-methylidenetetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• Synonyms: 6-Methyleneandrost-4-en-3,17-dione-19-d3; 6-Methyleneandrost-4-ene-3,17-dione-19-d3

Database IDs

• PubChem SID: 164229535
• PubChem CID: 71750301

CALCULATED PROPERTIES

• Acid pKa: 19.638083
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.8683243
• LogD (pH = 7.4): 3.8683243
• Log P: 3.8683243
• Molar Refractivity: 87.9336 cm^3
• Polarizability: 34.31601 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - M303932

Exemestane intermediate. A new irreversible aromatase inhibitor.

REFERENCES

• Selvan, R.S.. et al.: Drug Design Discov., 9(2)
• 119 (2)