[(2R)-4-[2-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S,16R,17S)-3-[tert-butyl(dimethyl)silyl]oxy-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethyl]-1,3-dioxolan-2-yl]-2-methylbutyl] 2,2-dimethylpropanoate | 1375576-54-7

• 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,16R,17S)-3-[tert-butyl(dimethyl)silyl]oxy-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethyl]-1,3-dioxolan-2-yl]-2-methylbutyl] 2,2-dimethylpropanoate
• CAS: 1375576-54-7
• 化学式: C₄₀H₇₂O₇Si
• 分子量: 693.093
• InChiKey: FIAVOXOVGDGNKX-UWNPMXECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.51
• 重原子数：
  48
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(2R)-4-[2-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S,16R,17S)-3-[tert-butyl(dimethyl)silyl]oxy-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethyl]-1,3-dioxolan-2-yl]-2-methylbutyl] 2,2-dimethylpropanoate 在 草酰氯 、 三氟甲磺酸三甲基硅酯 、 二甲基亚砜 作用下， 以 二氯甲烷 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 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 四氧化锇 、 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 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 [(2R)-4-[2-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S,16R,17S)-3-[tert-butyl(dimethyl)silyl]oxy-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[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