(1S,2R,10R,11S,14R,15S)-14-acetyl-8-chloro-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-5-one

• ChemBase编号: 126516
• 分子式: C21H27ClO3
• 平均质量: 362.89028
• 单一同位素质量: 362.1648724
• SMILES: O=C1C=C2C(=C[C@@H]3[C@H](CC[C@@]4([C@@](O)(C(=O)C)CC[C@@H]34)C)[C@@]2(C)CC1)Cl
• Canonical SMILES: O=C1CC[C@]2(C(=C1)C(=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)Cl)C
• InChI: InChI=1S/C21H27ClO3/c1-12(23)21(25)9-6-16-14-11-18(22)17-10-13(24)4-7-19(17,2)15(14)5-8-20(16,21)3/h10-11,14-16,25H,4-9H2,1-3H3/t14-,15+,16+,19-,20+,21+/m1/s1
• InChIKey: VUHJZBBCZGVNDZ-TTYLFXKOSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14R,15S)-14-acetyl-8-chloro-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-5-one
• IUPAC传统名: chlormadinone
• 别名: 6-Chloro-17-hydroxypregna-4,6-diene-3,20-dione; 6-Chloro-6-dehydro-17-hydroxyprogesterone; 6-Chloro-6-dehydro-17-α-hydroxyprogesterone; Chlormadinon; Chlormadinone

登记号

• CAS号: 1961-77-9
• PubChem SID: 162220849
• PubChem CID: 5284533
• ATC码: G03DB06
• Chemspider ID: 4447590
• 维基百科标题: Chlormadinone

理论计算性质

• Acid pKa: 12.6991005
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.2760208
• LogD (pH = 7.4): 3.2760186
• Log P: 3.2760208
• 摩尔折射率: 99.9381 cm^3
• 极化性: 38.613174 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dioxane; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: 196-199°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - C343490

It has been used in combinations as an oral contraceptive.

参考文献

• Brennan, D.M., et al.: Acta Endocrinol., 44, 367 (1963)
• Honma., s., et al.: Chem Pharm. Bull., 25 2019 (1963)
• Usui, T., et al.: Acta Urol. Jpn., 27, 327 (1963)