11-((7R,8R,9S,13S,14S,17S)-17-Hydroxy-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-2-(4,4,5,5,6,6,7,7,7-nonafluoro-heptyl)-undecanoic acid ethyl ester | 912473-66-6

• 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: 11-((7R,8R,9S,13S,14S,17S)-17-Hydroxy-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-2-(4,4,5,5,6,6,7,7,7-nonafluoro-heptyl)-undecanoic acid ethyl ester
• CAS: 912473-66-6
• 化学式: C₃₉H₅₅F₉O₄
• 分子量: 758.849
• InChiKey: SWJWSMTZOVGTTA-AWEOYUOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.47
• 重原子数：
  52.0
• 可旋转键数：
  19.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  11-((7R,8R,9S,13S,14S,17S)-17-Hydroxy-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-2-(4,4,5,5,6,6,7,7,7-nonafluoro-heptyl)-undecanoic acid ethyl ester 在 sodium hydroxide 、 三溴化硼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 11-[3,17β-dihydroxyestra-1,3,5(10)-trien-7α-yl]-2-(4,4,5,5,6,6,7,7,7-nonafluoroheptyl)undecanoic acid
  参考文献：
  名称：

  Newly discovered orally active pure antiestrogens

  摘要：

  In order to develop orally active pure antiestrogens, we incorporated the carboxy-containing side chains into the 7 alpha-position of the steroid scaffold and found that 17-keto derivative CH4893237 (12b) functioned as a pure antiestrogen with its oral activity much superior to clinically used pure antiestrogen, ICI182,780. Results from the pharmacokinetic evaluation indicated that the potent antiestrogen activity at oral dosing in mice attributed to both improved absorption from the intestinal wall and metabolic stability in liver. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.047
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 11-((7R,8R,9S,13S,14S,17S)-17-Hydroxy-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-2-(4,4,5,5,6,6,7,7,7-nonafluoro-heptyl)-undecanoic acid ethyl ester
  参考文献：
  名称：

  Newly discovered orally active pure antiestrogens

  摘要：

  In order to develop orally active pure antiestrogens, we incorporated the carboxy-containing side chains into the 7 alpha-position of the steroid scaffold and found that 17-keto derivative CH4893237 (12b) functioned as a pure antiestrogen with its oral activity much superior to clinically used pure antiestrogen, ICI182,780. Results from the pharmacokinetic evaluation indicated that the potent antiestrogen activity at oral dosing in mice attributed to both improved absorption from the intestinal wall and metabolic stability in liver. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.047