3β,6α-dihydroxy-5α-pregn-9(11)-en-20-one | 901-60-0

• 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: 3β,6α-dihydroxy-5α-pregn-9(11)-en-20-one
• 英文别名: 3β-hydroxy-allopregn-9(11)-en-20-one；3β-hydroxy-5α-pregn-9(11)-en-20-one；3β-Hydroxy-5α-pregn-9(11)-en-20-on；3β-Hydroxy-5α-pregn-9-en-20-on
• CAS: 901-60-0
• 化学式: C₂₁H₃₂O₂
• 分子量: 316.484
• InChiKey: FAFCMRWYAIRVDU-PLSOZZDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  丁二酸酐 、 3β,6α-dihydroxy-5α-pregn-9(11)-en-20-one 以 吡啶 为溶剂， 生成 3β-Hydroxy-5α-pregn-9-en-20-on-3-hemisuccinat
  参考文献：
  名称：

  一些类固醇对小鼠中枢神经系统的作用。一，综合方法。

  摘要：

  DOI：

  10.1021/jm00328a003
• 作为产物：
  描述：

  3Β-乙酰氧基孕甾-9(11),16-二烯-20-酮 在 palladium on activated charcoal 作用下， 生成 3β,6α-dihydroxy-5α-pregn-9(11)-en-20-one
  参考文献：
  名称：

  Steroidal Sapogenins. XI. Experiments in the Hecogenin Series (Part 2)

  摘要：

  DOI：

  10.1021/jo50002a015

文献信息

• Synthesis of cytotoxic novel 9,11-secosterol analogs: Structure/activity studies
  作者：Boonsong Kongkathip、Anuch Hasakunpaisarn、Suthinee Boonananwong、Ngampong Kongkathip

  DOI：10.1016/j.steroids.2010.05.003

  日期：2010.12

  In an effort to determine the pharmaceutical utility and the structural requirements for activity against tumor cell lines, 30 novel 9,11-secosterol analogues with different side chains and degrees of oxidation at C-9 were synthesized starting from hecogenin. Evaluation of the synthesized compounds for cytotoxicity against KB, HeLa and MCF-7 cell lines revealed that some important structural features are required for activity. The presence of a cholesterol-type side chain, which appears to play a major role in determining the biological activity, the existence of a ketone functional at C-9 is also crucial for anticancer activity whereas hydroxyl/ketone function at C-22 on the side chain did not increase cytotoxicity. (C) 2010 Elsevier Inc. All rights reserved.
• Fujimoto, Yoshinori; Yamada, Taketoshi; Ikekawa, Nobuo, Chemical and pharmaceutical bulletin, 1987, vol. 35, # 5, p. 1829 - 1832
  作者：Fujimoto, Yoshinori、Yamada, Taketoshi、Ikekawa, Nobuo、Nishiyama, Ichiro、Matsui, Taei、Hoshi, Motonori

  DOI：——

  日期：——