[23,24-2H2]-(23E)-6β-methoxy-26,27-dinor-3α,5-cycloholest-23-en-22-ol | 874895-76-8

• 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: [23,24-2H2]-(23E)-6β-methoxy-26,27-dinor-3α,5-cycloholest-23-en-22-ol
• CAS: 874895-76-8
• 化学式: C₂₆H₄₂O₂
• 分子量: 388.602
• InChiKey: UYSUKTDBJWYXDM-RYWUSNAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.84
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [23,24-2H2]-(23E)-6β-methoxy-26,27-dinor-3α,5-cycloholest-23-en-22-ol 在 palladium on activated charcoal lithium aluminium tetrahydride 、 三丁基膦 、 氢气 、 丙酸 作用下， 以 四氢呋喃 、 乙酸乙酯 、 xylene 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Metabolic conversion of 24-methyl-Δ25-cholesterol to 24-methylcholesterol in higher plants

  摘要：

  Feeding of chemically synthesized [27-C-13]codisterol ([27-C-13]2), [27-C-13]24-epicodisterol ([27-C-13]3), [23,24-H-2(2)]codisterol ([23,24-H-2(2)]2), and [26,27-H-2(6)]24-methyldesmosterol ([26,27-H-2(6)]8) to Oryza sativa cell cultures, followed by MS and NMR analysis of the biosynthesized dihydrobrassicasterol (9)/campesterol (10), revealed that both (24R)- and (24s)-epimers of 24-methyl-Delta(25)-cholesterol (2/3) were converted to 9 and 10 via the common intermediate 24-methyldesmosterol (8). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.061
• 作为产物：
  描述：

  6β-methoxy-3α,5-cyclo-26,27-bisnor-5α-cholest-23-yn-22α-ol 在 lithium aluminium deuteride 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以32%的产率得到[23,24-2H2]-(23E)-6β-methoxy-26,27-dinor-3α,5-cycloholest-23-en-22-ol
  参考文献：
  名称：

  Metabolic conversion of 24-methyl-Δ25-cholesterol to 24-methylcholesterol in higher plants

  摘要：

  Feeding of chemically synthesized [27-C-13]codisterol ([27-C-13]2), [27-C-13]24-epicodisterol ([27-C-13]3), [23,24-H-2(2)]codisterol ([23,24-H-2(2)]2), and [26,27-H-2(6)]24-methyldesmosterol ([26,27-H-2(6)]8) to Oryza sativa cell cultures, followed by MS and NMR analysis of the biosynthesized dihydrobrassicasterol (9)/campesterol (10), revealed that both (24R)- and (24s)-epimers of 24-methyl-Delta(25)-cholesterol (2/3) were converted to 9 and 10 via the common intermediate 24-methyldesmosterol (8). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.061