(20S)-5-ergostene-3β,7α,16β,20-tetrol | 1242442-54-1

• 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: (20S)-5-ergostene-3β,7α,16β,20-tetrol
• 英文别名: (20S)-5-ergostene-3beta,7alpha,16beta,20-tetrol；(3S,7S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,5R)-2-hydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7,16-triol
• CAS: 1242442-54-1
• 化学式: C₂₈H₄₈O₄
• 分子量: 448.687
• InChiKey: NAPNLPVMHUZNFG-BHTYWNIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (20S)-5-ergostene-3β,7α,16β,20-tetrol 、 乙酸酐 在 吡啶 作用下， 反应 24.0h， 以6.5 mg的产率得到
  参考文献：
  名称：

  Steroids from the leaves of Chinese Melia azedarach and their cytotoxic effects on human cancer cell lines

  摘要：

  Three new (1-3) and several known (4-6) steroids were isolated from the leaves of Chinese Melia azedarach. The structures of the new compounds were elucidated by means of spectroscopic methods including 2D NMR techniques and mass spectrometry to be (20S)-5,24(28)-ergostadiene-3 beta,7 alpha,16 beta,20-tetrol (1), (20S)-5-ergostene-3 beta,7 alpha,16 beta,20-tetrol (2), and 2 alpha,3 beta-dihyro-5-pregnen-16-one (3). The cytotoxicities of the isolated compounds against three human cancer cell lines (A549, H460, U251) were evaluated; only compounds 1, 2, and (20S)-5-stigmastene-3 beta,7 alpha,20-triol (4) were found to show significant cyctotoxic effects with IC50S from 12.0 to 30.1 mu g/mL. (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.04.005