4-[4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hexa-1,3,5-trienyl]cyclohexa-1,3-dienecarbaldehyde | 1071780-12-5

• 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: 4-[4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hexa-1,3,5-trienyl]cyclohexa-1,3-dienecarbaldehyde
• 英文别名: 4-[(1E,3E,5E)-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hexa-1,3,5-trienyl]cyclohexa-1,3-diene-1-carbaldehyde
• CAS: 1071780-12-5
• 化学式: C₂₃H₃₀O
• 分子量: 322.491
• InChiKey: YXLAGVVLVYPCSK-AJSKQENPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  视黄醛 、 丙烯醛 在 L-脯氨酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以51%的产率得到4-[4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hexa-1,3,5-trienyl]cyclohexa-1,3-dienecarbaldehyde
  参考文献：
  名称：

  Synthesis and cellular effects of cycloterpenals: Cyclohexadienal-based activators of neurite outgrowth

  摘要：

  An unusual class of diterpenoid natural products, 'cycloterpenals' ( with a central cyclohexadienal core), that arise in nature by condensation of retinoids and other isoprenes, have been isolated from a variety of organisms including marine sponges as well as from the human eye. A milk whey protein has also demonstrated the formation of a cycloterpenal derived from beta-ionylidineacetaldehyde. Here, we generate a synthetic library of these molecules where we detail reaction conditions required to effect cross condensation of alpha,beta-unsaturated aldehydes as opposed to homodimerization. The ability of this class of molecules to activate neurite outgrowth activity is reported. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.030