2-(9,9-dimethyldecyl)-4,5-dimethoxy-7-methyltricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione | 1429183-62-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(9,9-dimethyldecyl)-4,5-dimethoxy-7-methyltricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione
• 英文别名: 2-(9,9-dimethyldecyl)-4,5-dimethoxy-7-methyltricyclo[6.2.1.0^2,7]undeca-4,9-diene-3,6-dione
• CAS: 1429183-62-9
• 化学式: C₂₆H₄₀O₄
• 分子量: 416.601
• InChiKey: HOWUKPKBOOCTOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(9,9-dimethyldecyl)-4,5-dimethoxy-7-methyltricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione 以 甲苯 为溶剂， 反应 12.0h， 以100%的产率得到2-(9,9-Dimethyldecyl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
  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 4-二甲氨基吡啶 、 palladium on activated charcoal 、 potassium tert-butylate 、 氢气 、 三乙胺 、 sodium iodide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 28.25h， 生成 2-(9,9-dimethyldecyl)-4,5-dimethoxy-7-methyltricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione
  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