9,9-dimethyldecan-1-ol | 45106-03-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 9,9-dimethyldecan-1-ol
• CAS: 45106-03-4
• 化学式: C₁₂H₂₆O
• mdl: MFCD02258557
• 分子量: 186.338
• InChiKey: MWRSABPHNREIIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9,9-dimethyldecan-1-ol 在 4-二甲氨基吡啶 、 三乙胺 、 sodium iodide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 20.0h， 生成 1-iodo-9,9-dimethyldecane
  参考文献：
  名称：

  Effects of alkyl side chain modification of coenzyme Q 10 on mitochondrial respiratory chain function and cytoprotection

  摘要：

  The effect of the alkyl side chain length of coenzyme Q(10) on mitochondrial respiratory chain function has been investigated by the use of synthetic ubiquinone derivatives. Three analogues (3, 4 and 6) were identified that exhibited significantly improved effects on mitochondrial oxygen consumption and mitochondrial membrane potential, and also conferred significant cytoprotection on cultured mammalian cells in which glutathione had been depleted by treatment with diethyl maleate. The analogues also exhibited lesser inhibition of the electron transport chain than idebenone. The results obtained provide guidance for the design of CoQ(10) analogues with improved activity compared to that of idebenone (1), the latter of which is undergoing evaluation in the clinic as a therapeutic agent. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.075
• 作为产物：
  描述：

  9,9-dimethyldec-7-en-1-ol 在 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 反应 4.25h， 以86%的产率得到9,9-dimethyldecan-1-ol
  参考文献：
  名称：

  Effects of alkyl side chain modification of coenzyme Q 10 on mitochondrial respiratory chain function and cytoprotection

  摘要：

  The effect of the alkyl side chain length of coenzyme Q(10) on mitochondrial respiratory chain function has been investigated by the use of synthetic ubiquinone derivatives. Three analogues (3, 4 and 6) were identified that exhibited significantly improved effects on mitochondrial oxygen consumption and mitochondrial membrane potential, and also conferred significant cytoprotection on cultured mammalian cells in which glutathione had been depleted by treatment with diethyl maleate. The analogues also exhibited lesser inhibition of the electron transport chain than idebenone. The results obtained provide guidance for the design of CoQ(10) analogues with improved activity compared to that of idebenone (1), the latter of which is undergoing evaluation in the clinic as a therapeutic agent. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.075

文献信息

• Effects of alkyl side chain modification of coenzyme Q 10 on mitochondrial respiratory chain function and cytoprotection
  作者：David M. Fash、Omar M. Khdour、Sunil J. Sahdeo、Ruth Goldschmidt、Jennifer Jaruvangsanti、Sriloy Dey、Pablo M. Arce、Valérie C. Collin、Gino A. Cortopassi、Sidney M. Hecht

  DOI：10.1016/j.bmc.2013.01.075

  日期：2013.4

  The effect of the alkyl side chain length of coenzyme Q(10) on mitochondrial respiratory chain function has been investigated by the use of synthetic ubiquinone derivatives. Three analogues (3, 4 and 6) were identified that exhibited significantly improved effects on mitochondrial oxygen consumption and mitochondrial membrane potential, and also conferred significant cytoprotection on cultured mammalian cells in which glutathione had been depleted by treatment with diethyl maleate. The analogues also exhibited lesser inhibition of the electron transport chain than idebenone. The results obtained provide guidance for the design of CoQ(10) analogues with improved activity compared to that of idebenone (1), the latter of which is undergoing evaluation in the clinic as a therapeutic agent. (C) 2013 Elsevier Ltd. All rights reserved.