retinylidene-1,3-cycloheptanedione

• 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: retinylidene-1,3-cycloheptanedione
• 英文别名: 2-[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenylidene]cycloheptane-1,3-dione
• 化学式: C₂₇H₃₆O₂
• 分子量: 392.582
• InChiKey: ODBWKUZLMXLMMQ-UZLKZSPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  retinylidene-1,3-cycloheptanedione 在 甲胺 作用下， 以 水 、 苯 为溶剂， 反应 0.25h， 以74%的产率得到视黄醛
  参考文献：
  名称：

  复古亚视黄基的1,3-二酮类的-Aldol反应; 与生物活性的关系

  摘要：

  报道了视黄叉二甲酮的Retro -Aldol反应。

  DOI：

  10.1002/hlca.19800630607
• 作为产物：
  描述：

  视黄醛 、 1,3-环庚二酮 在 哌啶 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 以64%的产率得到retinylidene-1,3-cycloheptanedione
  参考文献：
  名称：

  Potential prophylactic antitumor activity of retinylidene 1,3-diketones

  摘要：

  Treatment of all-trans-retinal with a series of 1,3-diketones using Knoevenagel conditions gave the expected condensation products. These retinylidene 1,3-diketones were characterized and their biological activities in the hamster tracheal organ culture test measured. It was found that the cyclohexane- 1,3-dione derivatives are highly active in this in vitro assay, while other 1,3-diketones are less active. Retinylidenedimedone has been chosen for further evaluation.

  DOI：

  10.1021/jm00181a019

文献信息

• Retro-Aldol Reaction of Retinylidene-1,3-Diketones; Correlation with Biological Activity
  作者：Nancy Acton、Arnold Brossi

  DOI：10.1002/hlca.19800630607

  日期：1980.9.17

  Retro-Aldol reaction of retinylidene-dimedone is reported.

  报道了视黄叉二甲酮的Retro -Aldol反应。
• Potential prophylactic antitumor activity of retinylidene 1,3-diketones
  作者：Nancy Acton、Arnold Brossi、Dianne L. Newton、Michael B. Sporn

  DOI：10.1021/jm00181a019

  日期：1980.7

  Treatment of all-trans-retinal with a series of 1,3-diketones using Knoevenagel conditions gave the expected condensation products. These retinylidene 1,3-diketones were characterized and their biological activities in the hamster tracheal organ culture test measured. It was found that the cyclohexane- 1,3-dione derivatives are highly active in this in vitro assay, while other 1,3-diketones are less active. Retinylidenedimedone has been chosen for further evaluation.