(2R,3E,5E,7E,9E)-3,7-二甲基-9-(2,6,6-三甲基-1-环己-2-烯亚基)壬-3,5,7-三烯-1,2-二醇 | 139257-77-5

• 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
• 中文名称: (2R,3E,5E,7E,9E)-3,7-二甲基-9-(2,6,6-三甲基-1-环己-2-烯亚基)壬-3,5,7-三烯-1,2-二醇
• 中文别名: D-吡喃葡萄糖苷,甲基,异十八烷酸酯(2:3)
• 英文名称: 14(R)-Hydroxy-retro-vitamin A
• 英文别名: (2R,3E,5E,7E,9E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-2-en-1-ylidene)nona-3,5,7-triene-1,2-diol
• CAS: 139257-77-5
• 化学式: C₂₀H₃₀O₂
• 分子量: 302.457
• InChiKey: PCRZONNRANOQPA-ZVSDKSQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  维生素 A 醋酸酯 在 potassium osmate(VI) 4-二甲氨基吡啶 、 氯化亚砜 、 2,6-二叔丁基-4-甲基苯酚 、 potassium carbonate 、 氢化奎宁 1,4-(2,3-二氮杂萘)二醚 、 三乙胺 、 N,N-二异丙基乙胺 、 potassium hexacyanoferrate(III) 作用下， 以 甲醇 、 二氯甲烷 、 叔丁醇 为溶剂， 生成 (2R,3E,5E,7E,9E)-3,7-二甲基-9-(2,6,6-三甲基-1-环己-2-烯亚基)壬-3,5,7-三烯-1,2-二醇
  参考文献：
  名称：

  Studies on the Apoptotic Activity of Natural and Synthetic Retinoids:  Discovery of a New Class of Synthetic Terphenyls That Potently Support Cell Growth and Inhibit Apoptosis in Neuronal and HL-60 Cells

  摘要：

  New terphenyl derivatives have been synthesized and tested for their effect on cell survival in serum-free cultures. These compounds protected HL60 cells from death and supported their growth with an activity higher than that of the natural 14-hydroxy-retro-retinol. Terphenyls 26 and 28 also possess antiapoptotic activity on neuronal cells, proving them as possible candidates for the treatment of neurodegenerative and ischemic diseases.

  DOI：

  10.1021/jm049080y

文献信息

• Studies on the Apoptotic Activity of Natural and Synthetic Retinoids:  Discovery of a New Class of Synthetic Terphenyls That Potently Support Cell Growth and Inhibit Apoptosis in Neuronal and HL-60 Cells
  作者：Daniele Simoni、Giuseppe Giannini、Marinella Roberti、Riccardo Rondanin、Riccardo Baruchello、Marcello Rossi、Giuseppina Grisolia、Francesco Paolo Invidiata、Stefania Aiello、Silvia Marino、Sabrina Cavallini、Anna Siniscalchi、Nicola Gebbia、Lucia Crosta、Stefania Grimaudo、Vincenzo Abbadessa、Antonietta Di Cristina、Manlio Tolomeo

  DOI：10.1021/jm049080y

  日期：2005.6.1

  New terphenyl derivatives have been synthesized and tested for their effect on cell survival in serum-free cultures. These compounds protected HL60 cells from death and supported their growth with an activity higher than that of the natural 14-hydroxy-retro-retinol. Terphenyls 26 and 28 also possess antiapoptotic activity on neuronal cells, proving them as possible candidates for the treatment of neurodegenerative and ischemic diseases.