[(2R)-4-[2-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,3-dioxolan-2-yl]-2-methylbutyl] 2,2-dimethylpropanoate | 1375576-50-3

• 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: [(2R)-4-[2-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,3-dioxolan-2-yl]-2-methylbutyl] 2,2-dimethylpropanoate
• CAS: 1375576-50-3
• 化学式: C₃₄H₅₆O₅
• 分子量: 544.816
• InChiKey: FJVSOXSLLCRELI-URANTKDRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(2R)-4-[2-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,3-dioxolan-2-yl]-2-methylbutyl] 2,2-dimethylpropanoate 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 四氧化锇 、 草酰氯 、 三氟甲磺酸三甲基硅酯 、 二甲基亚砜 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Synthesis and antitumor activity of 5,6-dihydro-17-hydroxy icogenin analogs

  摘要：

  Four 5,6-dihydro-17-hydroxy icogenin analogs were designed and synthesized. Their in vitro antitumor activities were tested by the standard MTT assay. Compound 22 (IC50 = 3.38-8.30 mu M) and compound 23 (IC50 = 1.90-9.69 mu M) showed potential antitumor activities against the entire tested seven cancer cell lines. The SAR (structure activity relationship) research showed that the introduction of 17-hydroxy lowered the antitumor activity to an extent. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.043
• 作为产物：
  描述：

  在 sodium methylate 、 sodium hydride 、 对甲苯磺酸 、 原甲酸三乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 mineral oil 为溶剂， 生成 [(2R)-4-[2-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,3-dioxolan-2-yl]-2-methylbutyl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  Synthesis and antitumor activity of 5,6-dihydro-17-hydroxy icogenin analogs

  摘要：

  Four 5,6-dihydro-17-hydroxy icogenin analogs were designed and synthesized. Their in vitro antitumor activities were tested by the standard MTT assay. Compound 22 (IC50 = 3.38-8.30 mu M) and compound 23 (IC50 = 1.90-9.69 mu M) showed potential antitumor activities against the entire tested seven cancer cell lines. The SAR (structure activity relationship) research showed that the introduction of 17-hydroxy lowered the antitumor activity to an extent. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.043