Acetic acid (6S,7S,8S,9S,10R,13R,14S,17R)-7-acetoxy-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-3,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-1H-2,11-dioxa-cyclopenta[a]phenanthren-17-yl ester | 176736-56-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Acetic acid (6S,7S,8S,9S,10R,13R,14S,17R)-7-acetoxy-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-3,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-1H-2,11-dioxa-cyclopenta[a]phenanthren-17-yl ester
• 英文别名: [(1S,2R,8S,9S,10S,11S,14R,15R)-14-acetyl-14-acetyloxy-8-chloro-2,15-dimethyl-5-oxo-4,17-dioxatetracyclo[8.7.0.02,7.011,15]heptadec-6-en-9-yl] acetate
• CAS: 176736-56-4
• 化学式: C₂₃H₂₉ClO₈
• 分子量: 468.931
• InChiKey: ZDCDRXYJILXEIG-BRYPLSRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Acetic acid (6S,7S,8S,9S,10R,13R,14S,17R)-7-acetoxy-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-3,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-1H-2,11-dioxa-cyclopenta[a]phenanthren-17-yl ester 在 potassium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以82.8%的产率得到Acetic acid (8R,9S,10R,13R,14S,17R)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-3,8,9,10,12,13,14,15,16,17-decahydro-1H-2,11-dioxa-cyclopenta[a]phenanthren-17-yl ester
  参考文献：
  名称：

  Antiandrogen. III. Oxapregnane Steroids.

  摘要：

  11-Oxachlormadinone acetate (17-acetoxy-6-chloro-11-oxapregna-4, 6-diene-3, 20-dione) and 2, 11-dioxachlor-madinone acetate (17-acetoxy-6-chloro-2, 11-dioxapregna-4, 6-diene3, 20-dione) were prepared as potential antiandrogenic agnets. The effect of the latter compound on antiandrogenic activity when tested in the castrated rat was shown to be more potent than that of the parent compound, chlormadinone acetate.

  DOI：

  10.1248/cpb.44.746
• 作为产物：
  描述：

  17-acetoxy-11-oxapregna-1,4,6-triene-3,20-dione 在 吡啶 、 盐酸 、 sodium tetrahydroborate 、 碳酸氢钠 、 臭氧 、 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 27.33h， 生成 Acetic acid (6S,7S,8S,9S,10R,13R,14S,17R)-7-acetoxy-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-3,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-1H-2,11-dioxa-cyclopenta[a]phenanthren-17-yl ester
  参考文献：
  名称：

  Antiandrogen. III. Oxapregnane Steroids.

  摘要：

  11-Oxachlormadinone acetate (17-acetoxy-6-chloro-11-oxapregna-4, 6-diene-3, 20-dione) and 2, 11-dioxachlor-madinone acetate (17-acetoxy-6-chloro-2, 11-dioxapregna-4, 6-diene3, 20-dione) were prepared as potential antiandrogenic agnets. The effect of the latter compound on antiandrogenic activity when tested in the castrated rat was shown to be more potent than that of the parent compound, chlormadinone acetate.

  DOI：

  10.1248/cpb.44.746