(1S,2R,10R,11S,13R,15S)-13-fluoro-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-14-one

• ChemBase编号: 169056
• 分子式: C19H27FO
• 平均质量: 290.4154832
• 单一同位素质量: 290.2045937
• SMILES: C1CCC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3C[C@H](C1=O)F)C
• Canonical SMILES: F[C@@H]1C[C@@H]2[C@](C1=O)(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CCCC2
• InChI: InChI=1S/C19H27FO/c1-18-9-4-3-5-12(18)6-7-13-14(18)8-10-19(2)15(13)11-16(20)17(19)21/h6,13-16H,3-5,7-11H2,1-2H3/t13-,14+,15+,16-,18+,19+/m1/s1
• InChIKey: VHZXNQKVFDBFIK-NBBHSKLNSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,13R,15S)-13-fluoro-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-one
• IUPAC传统名: (1S,2R,10R,11S,13R,15S)-13-fluoro-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-one
• 别名: (16α)-Fluoro-5-androsten-17-one; Fluasterone

登记号

• CAS号: 112859-71-9
• PubChem SID: 162263188
• PubChem CID: 133967

理论计算性质

• Acid pKa: 16.482288
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 4.7684493
• LogD (pH = 7.4): 4.7684493
• Log P: 4.7684493
• 摩尔折射率: 82.7895 cm^3
• 极化性: 32.317684 Å^3
• 极化表面积: 17.07 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - F500300

A synthetic derivative of Dehydroepiandrosterone. The reduced androgenicity of Fluasterone may obviate toxicities associated with the androgenicity of the parent compound. Antitumor agent. Used in clinical trials for prostate cancer prevention.

参考文献

• Bentley, P., et al.: Food Chem. Toxicol., 31, 857 (1993)
• Rao, K., et al.: Cancer Res., 59, 3084 (1993)
• Masuzaki, H., et al.: Science, 294, 2166 (1993)
• Osawa, E., et al.: Life Sci., 70, 2623 (1993)