(1S,2R,5S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-diol

• ChemBase编号: 1313
• 分子式: C19H30O2
• 平均质量: 290.4403
• 单一同位素质量: 290.2245802
• SMILES: O[C@@H]1[C@@]2([C@H]([C@H]3[C@@H]([C@@]4(C(=C[C@@H](O)CC4)CC3)C)CC2)CC1)C
• Canonical SMILES: O[C@H]1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H30O2/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/h11,13-17,20-21H,3-10H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1
• InChIKey: BTTWKVFKBPAFDK-LOVVWNRFSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,5S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-diol; (1S,2R,5S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-diol
• IUPAC传统名: 4-androstenediol
• 别名: Androst-4-ene-3β,17β-diol; (3β,17β)-Androst-4-ene-3,17-diol; 3β,17β-Dihydroxy-4-androstene; 4-Androstenediol; NSC 12458; Δ4-Androstene-3β,17β-diol; 4-Androstenediol

登记号

• CAS号: 1156-92-9
• PubChem SID: 46507648; 160964773
• PubChem CID: 136297
• CHEMBL: 195836
• Chemspider ID: 120071
• DrugBank ID: DB01526
• 维基百科标题: 4-Androstenediol

理论计算性质

JChem

• Acid pKa: 17.504416
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 2.9540846
• LogD (pH = 7.4): 2.9540849
• Log P: 2.9540849
• 摩尔折射率: 85.3272 cm^3
• 极化性: 33.808178 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: 3.1
• LOG S: -3.78
• 溶解度: 4.81e-02 g/l

详细说明

DrugBank - DB01526

Drug information: illicit; experimental

Toronto Research Chemicals - A637450

A metabolite of Testosterone (T155000).

参考文献

• Janer, G., et al.: Aquat. Toxicol., 75, 32 ( 2005), Lavado, R., et al.: Steroids, 71, 489 (2006)