(1S,2S,5S,7S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol

• ChemBase编号: 3519
• 分子式: C19H32O2
• 平均质量: 292.45618
• 单一同位素质量: 292.24023026
• SMILES: C1[C@@]2(C)[C@H](C[C@H](C1)O)CC[C@H]1[C@H]3[C@](CC[C@H]21)([C@H](CC3)O)C
• Canonical SMILES: O[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,17-,18-,19-/m0/s1
• InChIKey: CBMYJHIOYJEBSB-YSZCXEEOSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,5S,7S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol; (1S,2S,5S,7S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14-diol
• IUPAC传统名: 5α-androstane-3β,17β-diol
• 别名: 5-Alpha-Androstane-3-Beta,17beta-Diol; 5α-Androstane-3β,17β-diol; (3β,5α,17β)-Androstane-3,17-diol; 3β,17β-Androstanediol; 3β,17β-Dihydroxy-5α-androstane; 3β-Adiol; Maxterone; NSC 50891

登记号

• CAS号: 571-20-0
• PubChem SID: 160966958; 46508740
• PubChem CID: 242332
• Chemspider ID: 211834
• 维基百科标题: 5α-Androstane-3β,17β-diol

理论计算性质

JChem

• Acid pKa: 18.296396
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 3.2037566
• LogD (pH = 7.4): 3.2037568
• Log P: 3.2037568
• 摩尔折射率: 84.6312 cm^3
• 极化性: 34.047752 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.56
• LOG S: -4.18
• 溶解度: 1.93e-02 g/l

详细说明

DrugBank - DB03882

Drug information: experimental

Toronto Research Chemicals - A637526

5α-Androstane-3β,17β-diol is a metabolite of Testosterone (T155000).

参考文献

• Monetti, G., et al.: J. Steroid Biochem., 25, 765 (1986)