methyl 5,6-dioxo-5,6-secoretinoate | 512166-14-2

• 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: methyl 5,6-dioxo-5,6-secoretinoate
• CAS: 512166-14-2
• 化学式: C₂₁H₃₀O₄
• 分子量: 346.467
• InChiKey: DMULHCKJJNOBMZ-DXYSAURFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  25.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 5,6-dioxo-5,6-secoretinoate 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 反应 14.0h， 以72%的产率得到5,6-dioxo-5,6-secoretinoic acid
  参考文献：
  名称：

  摘要：

  A method of simultaneous one-stage synthesis of three retinal derivatives (5,6-dioxo-5,6-seco-, 5,6-dihydro-5,6-epoxy-, and 4-oxoretinal) was proposed, with the yield of the first derivative being similar to50%. These compounds are useful tools for studying the antitumor activity of retinoids, the reconstituted bacteriorhodopsin analogues with changed parameters of photocycle, and the reactivity of retinal derivatives in the processes of oxidation by molecular oxygen.

  DOI：

  10.1023/a:1021245616117
• 作为产物：
  描述：

  甲醇 、 3,7,11,11-tetramethyl-10,15-dioxo-2,4,6,8-hexadecatetraenal 在 sodium cyanide 、 manganese(IV) oxide 、 溶剂黄146 作用下， 以73%的产率得到methyl 5,6-dioxo-5,6-secoretinoate
  参考文献：
  名称：

  摘要：

  A method of simultaneous one-stage synthesis of three retinal derivatives (5,6-dioxo-5,6-seco-, 5,6-dihydro-5,6-epoxy-, and 4-oxoretinal) was proposed, with the yield of the first derivative being similar to50%. These compounds are useful tools for studying the antitumor activity of retinoids, the reconstituted bacteriorhodopsin analogues with changed parameters of photocycle, and the reactivity of retinal derivatives in the processes of oxidation by molecular oxygen.

  DOI：

  10.1023/a:1021245616117