halistanol sulfate C | 143049-14-3

• 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: halistanol sulfate C
• 英文别名: trisodium 2β,3α,6α-trihydroxy-5α-cholestane trisulfate
• CAS: 143049-14-3
• 化学式: C₂₇H₄₅O₁₂S₃*3Na
• 分子量: 726.814
• InChiKey: MKKHXTMYAXZZKU-YQVAWHEESA-K

计算性质

• 辛醇/水分配系数(LogP)：
  0.87
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  199.29
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  5α-cholest-2-en-6-one 在 丙醇 、 硫酸 、 sodium 、 三甲基铵三氧化硫共聚物 、 sodium carbonate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 丙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.15h， 生成 halistanol sulfate C
  参考文献：
  名称：

  Synthesis and acetylcholinesterase inhibitory activity of polyhydroxylated sulfated steroids: Structure/activity studies

  摘要：

  Disulfated and trisulfated steroids have been synthesized from cholesterol and their acetylcholinesterase inhibitory activity has been evaluated. In our studies we have found that the activity was not only dependent on the location of the sulfate groups but on their configurations. 2 beta,3 alpha,6 alpha-trihydroxy-5 alpha-cholestan-6-one trisulfate (18) was the most active steroid with an IC50 value of 15.48 mu M comparable to that of 2 beta,3 alpha-dihydroxy-5 alpha-cholestan-6-one disulfate (1). Both compounds were found to be less active than the reference compound eserine. The butyrylcholinesterase activity of 1 and 18 was one magnitude lower than that against acetylcholinesterase revealing a selective inhibitor profile. (C) 2013 Elsevier Inc.

  DOI：

  10.1016/j.steroids.2013.08.003