(22S)-5α-cholestan-3β,22-diol | 20117-28-6

• 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: (22S)-5α-cholestan-3β,22-diol
• 英文别名: 6-deoxo-28-norcathasterone；5α-cholestane-3β,22α_F-diol；5α-Cholestan-3β,22α_F-diol；(3beta,5alpha,22S)-Cholestane-3,22-diol；(3S,5S,8R,9S,10S,13S,14S,17R)-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 20117-28-6
• 化学式: C₂₇H₄₈O₂
• 分子量: 404.677
• InChiKey: IPYACDRNRIVGLI-DMUCZSEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (20S)-3β-Acetoxycholest-5-en-22-on 在 lithium aluminium tetrahydride 、 溶剂黄146 、 铂 作用下， 生成 (22S)-5α-cholestan-3β,22-diol
  参考文献：
  名称：

  Synthesis of Δ⁹⁽¹¹⁾- and Δ²⁰⁽²²⁾-Cholestenol

  摘要：

  DOI：

  10.1021/ja01117a063

文献信息

• Roots and shoots of tomato produce 6-deoxo-28-norcathasterone, 6-deoxo-28-nortyphasterol and 6-deoxo-28-norcastasterone, possible precursors of 28-norcastasterone
  作者：Takao Yokota、Tatsuro Sato、Yasutomo Takeuchi、Takahito Nomura、Koyuru Uno、Tsuyoshi Watanabe、Suguru Takatsuto

  DOI：10.1016/s0031-9422(01)00237-0

  日期：2001.9

  Roots and shoots of tomato (Lycopersicon esculentum) were investigated for the occurrence of biosynthetic precursors of 28-norcastasterone, a C-27 brassinosteroid that we have shown to be present in shoots of tomato. A series of putative precursors, including 6-deoxo-28-norcathasterone, 6-deoxo-28-norteasterone, 3-dehydro-6-deoxo-28-norteasterone, 6-deoxo-28-nortyphasterol and 6-deoxo-28-norcastasterone, were synthesized and used as GC-MS standards, resulting in the identification of 6-deoxo-28-norcathasterone, 6-deoxo-28-nortyphasterol and 6-deoxo-28-norcastasterone in both roots and shoots. These findings indicate that the biosynthesis of 28-norcastasterone may parallel that of castasterone. The endogenous levels of brassinosteroids differed between roots and shoots, indicating that the biosynthesis of brassinosteroids is differently regulated between these tissues. Regulation of root growth by brassinosteroids is also discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis of Δ⁹⁽¹¹⁾- and Δ²⁰⁽²²⁾-Cholestenol
  作者：Louis F. Fieser、Wei-Yuan Huang

  DOI：10.1021/ja01117a063

  日期：1953.11