(6E,10E,14E,18E)-1,1,1-trifluoro-6,10,15,19,23-pentamethyltetracosa-6,10,14,18,22-pentaen-2-one | 302827-21-0

• 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: (6E,10E,14E,18E)-1,1,1-trifluoro-6,10,15,19,23-pentamethyltetracosa-6,10,14,18,22-pentaen-2-one
• CAS: 302827-21-0
• 化学式: C₂₉H₄₅F₃O
• 分子量: 466.671
• InChiKey: JJCWODORTZJQHU-OGDZRKEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  33
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (6E,10E,14E,18E)-1,1,1-trifluoro-6,10,15,19,23-pentamethyltetracosa-6,10,14,18,22-pentaen-2-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以85%的产率得到(6E,10E,14E,18E)-1,1,1-trifluoro-6,10,15,19,23-pentamethyltetracosa-6,10,14,18,22-pentaen-2-ol
  参考文献：
  名称：

  Trifluoromethyl ketones derived from squalene: inhibition of the cholesterol biosynthesis in HepG2 cells

  摘要：

  Trifluoromethyl ketones 1 and 2, have been prepared from trisnorsqualene aldehyde 3. These compounds and their corresponding alcohols 4 and 7 have been found to be good inhibitors of the biosynthesis of cholesterol in HepG2 cells. The inhibition is correlated with a decrease of the HMG-CoA reductase activity, probably resulting from the transformation of the fluorinated compounds into their corresponding oxysterols which could act as repressors of that enzyme. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01066-2
• 作为产物：
  描述：

  (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaen-1-yl methanesulfonate 在 叔丁基锂 、 sodium iodide 作用下， 以 丙酮 为溶剂， 生成 (6E,10E,14E,18E)-1,1,1-trifluoro-6,10,15,19,23-pentamethyltetracosa-6,10,14,18,22-pentaen-2-one
  参考文献：
  名称：

  Trifluoromethyl ketones derived from squalene: inhibition of the cholesterol biosynthesis in HepG2 cells

  摘要：

  Trifluoromethyl ketones 1 and 2, have been prepared from trisnorsqualene aldehyde 3. These compounds and their corresponding alcohols 4 and 7 have been found to be good inhibitors of the biosynthesis of cholesterol in HepG2 cells. The inhibition is correlated with a decrease of the HMG-CoA reductase activity, probably resulting from the transformation of the fluorinated compounds into their corresponding oxysterols which could act as repressors of that enzyme. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01066-2

文献信息

• Trifluoromethyl ketones derived from squalene: inhibition of the cholesterol biosynthesis in HepG2 cells
  作者：Farid Benayoud、Ahmed Abouabdellah、Cyrille Richard、Danièle Bonnet-Delpon、Jean-Pierre Bégué、Danielle Levasseur、Olivier Boutaud、Francis Schuber

  DOI：10.1016/s0040-4039(00)01066-2

  日期：2000.8

  Trifluoromethyl ketones 1 and 2, have been prepared from trisnorsqualene aldehyde 3. These compounds and their corresponding alcohols 4 and 7 have been found to be good inhibitors of the biosynthesis of cholesterol in HepG2 cells. The inhibition is correlated with a decrease of the HMG-CoA reductase activity, probably resulting from the transformation of the fluorinated compounds into their corresponding oxysterols which could act as repressors of that enzyme. (C) 2000 Elsevier Science Ltd. All rights reserved.