(2R,5S)-2-((1R,3aS,4S,5S,7aR)-4-(2,2-diethoxyethyl)-7a-methyl-1-((R)-6-methylheptan-2-yl)octahydro-1H-inden-5-yl)-5-hydroxy-2-methylcyclohexan-1-one | 1049736-05-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2R,5S)-2-((1R,3aS,4S,5S,7aR)-4-(2,2-diethoxyethyl)-7a-methyl-1-((R)-6-methylheptan-2-yl)octahydro-1H-inden-5-yl)-5-hydroxy-2-methylcyclohexan-1-one
• CAS: 1049736-05-1
• 化学式: C₃₁H₅₆O₄
• 分子量: 492.783
• InChiKey: SVGGTPLMPAPGBG-ROPQDKJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.42
• 重原子数：
  35.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (3S,8S,9S,10R,13R,14S,17R)-5-氢过氧基-10,13-二甲基-17-[(2R)-6-甲基庚烷-2-基]-1,2,3,4,8,9,11,12,14,15,16,17-十二氢环戊烯并[a]菲-3-醇 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.08h， 生成 (2R,5S)-2-((1R,3aS,4S,5S,7aR)-4-(2,2-diethoxyethyl)-7a-methyl-1-((R)-6-methylheptan-2-yl)octahydro-1H-inden-5-yl)-5-hydroxy-2-methylcyclohexan-1-one 、 (3R,3aR,5aS,5bR,8S,9aR,10R,10aS,10bS)-10-(diethoxymethyl)-3a,5b-dimethyl-3-((R)-6-methylheptan-2-yl)tetradecahydrocyclopenta[a]fluorene-8,9a(1H)-diol 、 3β-hydroxy-5-oxo-5,6-secocholestan-6-al 、 atheronal B
  参考文献：
  名称：

  Hock Cleavage of Cholesterol 5α-Hydroperoxide: An Ozone-Free Pathway to the Cholesterol Ozonolysis Products Identified in Arterial Plaque and Brain Tissue

  摘要：

  Cholesterol 5 alpha-hydroperoxide, the major product of O-1(2)-oxidation of cholesterol, readily undergoes acid-catalyzed (Hock) cleavage of the C5-C6 bond to yield the 5,6-secosterol ketoaldehyde and the product of its intramolecular aldolization. These cholesterol oxidation products have long been thought to arise solely from ozonolysis of cholesterol, prompting the recent suggestion that ozone is produced in humans following their identification in arterial and brain tissue extracts.

  DOI：

  10.1021/ja804162d