(1S,2R,10R,11S,14S,15S)-6-chloro-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

• ChemBase编号: 1308
• 分子式: C19H27ClO2
• 平均质量: 322.86948
• 单一同位素质量: 322.16995778
• SMILES: ClC1=C2[C@@]([C@@H]3[C@H]([C@H]4[C@](CC3)([C@@H](O)CC4)C)CC2)(CCC1=O)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1Cl)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H27ClO2/c1-18-10-8-15(21)17(20)14(18)4-3-11-12-5-6-16(22)19(12,2)9-7-13(11)18/h11-13,16,22H,3-10H2,1-2H3/t11-,12-,13-,16-,18+,19-/m0/s1
• InChIKey: KCZCIYZKSLLNNH-FBPKJDBXSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14S,15S)-6-chloro-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one; (1S,2R,10R,11S,14S,15S)-6-chloro-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC传统名: 4-chlorotestosterone; clostebol
• 别名: Clostebol; (17β)-4-Chloro-17-hydroxyandrost-4-en-3-one; 4-Chloro-17β-hydroxyandrost-4-en-3-one; 4-Chlorotestosterone; 4-Chloro-3-oxo-17β-hydroxyandrost-4-ene; Chlortestosterone; Cholostebol; Clostebol

登记号

• CAS号: 1093-58-9
• PubChem SID: 160964768; 46505505
• PubChem CID: 68947

理论计算性质

JChem

• Acid pKa: 19.309576
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.7543755
• LogD (pH = 7.4): 3.7543757
• Log P: 3.7543757
• 摩尔折射率: 89.2211 cm^3
• 极化性: 35.096394 Å^3
• 极化表面积: 37.3 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: 3.57
• LOG S: -4.32
• 溶解度: 1.53e-02 g/l

详细说明

DrugBank - DB01521

• Drug Groups: illicit; experimental
• External Links: Wikipedia

Toronto Research Chemicals - C587430

Clostebol is an anabolic steroid.This is a controlled substance.

参考文献

• Roy, D., et al.: Eur. J. Med. Chem., 42, 1365 (2007)
• Alvarez-Ginarte, Y., et al.: Bioorg. Med. Chem., 16, 6448 (2007)
• Srivastava, H., et al.: Med. Chem. Res., 18, 455 (2007)