24-methyl-cholest-2,4,6-triene

• 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: 24-methyl-cholest-2,4,6-triene
• 英文别名: campestatriene；(8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-8,9,11,12,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene
• 化学式: C₂₈H₄₄
• 分子量: 380.657
• InChiKey: FIPKZUNYCXQHME-NXGVQJHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  7α-hydroxycampesterol 在 磷酸 作用下， 以 正丁醇 为溶剂， 反应 1.0h， 生成 24-methyl-cholest-2,4,6-triene
  参考文献：
  名称：

  Identification of New Steroidal Hydrocarbons in Refined Oils and the Role of Hydroxy Sterols as Possible Precursors

  摘要：

  The dehydration of sterols during the refining process of vegetable oils results in the formation of steroidal hydrocarbons (sterenes or steradienes) with two double bonds in the ring system. Other steroidal hydrocarbons whose structures were in agreement with the presence of three double bonds in the ring system were detected in the sterene fractions of refined vegetable oils. The 5 alpha-, 7 alpha-, and 7 beta-hydroxy derivatives of cholesterol and phytosterols have been dehydrated in n-butanol/H3PO4 to form steroidal hydrocarbons with three double bonds at the 2, 4, and 6 positions in the ring system. These hydrocarbons had the same relative retention time and mass spectra as those present in the sterene fractions of refined oils. The dehydration of the hydroxy sterols dissolved in extra virgin olive oil and in the presence of 1% bleaching earths at 80 degrees C for 1 h results in the formation of the same steroidal hydrocarbons found in the refined oils.

  DOI：

  10.1021/jf9912147

文献信息

• Identification of New Steroidal Hydrocarbons in Refined Oils and the Role of Hydroxy Sterols as Possible Precursors
  作者：Renzo Bortolomeazzi、Michela De Zan、Lorena Pizzale、Lanfranco S. Conte

  DOI：10.1021/jf9912147

  日期：2000.4.1

  The dehydration of sterols during the refining process of vegetable oils results in the formation of steroidal hydrocarbons (sterenes or steradienes) with two double bonds in the ring system. Other steroidal hydrocarbons whose structures were in agreement with the presence of three double bonds in the ring system were detected in the sterene fractions of refined vegetable oils. The 5 alpha-, 7 alpha-, and 7 beta-hydroxy derivatives of cholesterol and phytosterols have been dehydrated in n-butanol/H3PO4 to form steroidal hydrocarbons with three double bonds at the 2, 4, and 6 positions in the ring system. These hydrocarbons had the same relative retention time and mass spectra as those present in the sterene fractions of refined oils. The dehydration of the hydroxy sterols dissolved in extra virgin olive oil and in the presence of 1% bleaching earths at 80 degrees C for 1 h results in the formation of the same steroidal hydrocarbons found in the refined oils.