(1S,2R,10R,11S,15S)-2-(2H3)methyl-15-methyl-8-methylidenetetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-5,14-dione

• ChemBase ID: 168837
• Molecular Formular: C20H24O2
• Molecular Mass: 296.40336
• Monoisotopic Mass: 296.17763001
• SMILES: C1=CC(=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=C1C=C[C@]2(C(=C1)C(=C)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C20H24O2/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/h6,8,11,14-16H,1,4-5,7,9-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1
• InChIKey: BFYIZQONLCFLEV-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]heptadeca-3,6-diene-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]heptadeca-3,6-diene-5,14-dione
• Synonyms: 6-Methyleneandrosta-1,4-diene-3,17-dione-19-d3; FCE 24304-19-d3; Aromasin-19-d3; Exemestane-19-d3

Database IDs

• PubChem SID: 162262969
• PubChem CID: 45039237

CALCULATED PROPERTIES

• Acid pKa: 19.957294
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.8661478
• LogD (pH = 7.4): 3.8661478
• Log P: 3.8661478
• Molar Refractivity: 89.0269 cm^3
• Polarizability: 34.07716 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid
• Melting Point: 190-192°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - E957002

An antineoplastic (hormonal).

REFERENCES

• Giudici, D., et al.: J. Steroid Biochem., 30, 391 (1988)
• Evans, T.R.J., et al.: Cancer Res., 52, 5933 (1988)
• Zilembo, N., et al.: Brit. J. Cancer, 72, 1007 (1995)