mono-cinnamoyl glycerol | 68146-51-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: mono-cinnamoyl glycerol
• 英文别名: Glyceryl monocinnamate；2,3-dihydroxypropyl 3-phenylprop-2-enoate
• CAS: 68146-51-0
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: LECCRMLPHATJIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  mono-cinnamoyl glycerol 、 肉桂酸 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 1,3-di-O-Cinnamoyl-glycerol
  参考文献：
  名称：

  肉桂酰基甘油形成的动力学

  摘要：

  AbstractThe esterifications of glycerol with cinnamic acid, 2‐methoxy cinnamic acid, and 4‐methoxy cinnamic acid were investigated in batch reactions. Conversions of over 50% were achieved for cinnamic acid and 4‐methoxy cinnamic acid within 8 h. After 24 h, conversions of over 80% were obtained for cinnamic acid and 4‐methoxy cinnamic acid. Conversions of 33 and 40% were observed for 2‐methoxy cinnamic acid after 8 and 24 h, respectively. These reactions were modeled by a system of sequential first‐order rate expressions. Kinetic parameters were estimated from experimental data fit to the model equations.

  DOI：

  10.1007/s11746-007-1189-3
• 作为产物：
  描述：

  (2,2-dimethyl-1,3-dioxolan-4-yl)methyl cinnamate 在 硼酸 作用下， 以 乙二醇甲醚 为溶剂， 反应 1.0h， 生成 mono-cinnamoyl glycerol
  参考文献：
  名称：

  降血脂药的研究。1.烷氧基肉桂酸衍生物的合成及其降血脂活性。

  摘要：

  合成了110多种烷氧基肉桂酸衍生物，并在大鼠筛选系统中评估了它们的降血脂活性。发现肉桂酸，α-甲基肉桂酸及其各种具有较高对烷氧基取代基的酯具有比氯贝贝特更高或相当的降血脂活性。适当的长度（C12-C16）和烷氧基取代基的对位似乎对活性至关重要。一些活性对烷氧基肉桂酸的氯乙基和甲基丙烯酰氧基乙基酯以及甘油单酯比相应的游离酸更具活性。

  DOI：

  10.1021/jm00175a010

文献信息

• Synthesis and antitumor activity of sulfonates based on glycerin and ethylene glycol
  作者：G. B. Afanas'eva、Z. M. Baskakova、Z. G. Tonkogolosyuk、S. A. Degteva

  DOI：10.1007/bf00778054

  日期：1978.8
• Synthesis of α-monoglycerides of aromatic acids
  作者：A. F. Artamonov、F. S. Nigmatullina、M. T. Aldabergenova、B. Zh. Dzhiembaev

  DOI：10.1007/bf02282504

  日期：1999.7

  The synthesis of alpha-monoglycerides of aromatic acids has been performed by the transesterification of the methyl esters of the corresponding acids with glycerol. The structures of the compounds obtained have been confirmed by their IR, UV, and H-1 and C-13 NMR spectra.
• Kinetics of Cinnamoyl Glycerol Formation
  作者：Ronald A. Holser

  DOI：10.1007/s11746-007-1189-3

  日期：2008.3

  AbstractThe esterifications of glycerol with cinnamic acid, 2‐methoxy cinnamic acid, and 4‐methoxy cinnamic acid were investigated in batch reactions. Conversions of over 50% were achieved for cinnamic acid and 4‐methoxy cinnamic acid within 8 h. After 24 h, conversions of over 80% were obtained for cinnamic acid and 4‐methoxy cinnamic acid. Conversions of 33 and 40% were observed for 2‐methoxy cinnamic acid after 8 and 24 h, respectively. These reactions were modeled by a system of sequential first‐order rate expressions. Kinetic parameters were estimated from experimental data fit to the model equations.
• Studies of hypolipidemic agents. 1. Synthesis and hypolipidemic activities of alkoxycinnamic acid derivatives
  作者：Toshio Watanabe、Kimiaki Hayashi、Shigeki Yoshimatsu、Kazuo Sakai、Shigeyuki Takeyama、Kohki Takashima

  DOI：10.1021/jm00175a010

  日期：1980.1

  and their hypolipidemic activities were evaluated in a screening system with rats. Cinnamic acids, alpha-methylcinnamic acids, and their various esters with a higher p-alkoxy substituent were found to possess hypolipidemic activities higher than or comparable to that of clofibrate. The proper length (C12--C16) and the para position of the alkoxy substituent seem to be essential for activity. Chloroethyl

  合成了110多种烷氧基肉桂酸衍生物，并在大鼠筛选系统中评估了它们的降血脂活性。发现肉桂酸，α-甲基肉桂酸及其各种具有较高对烷氧基取代基的酯具有比氯贝贝特更高或相当的降血脂活性。适当的长度（C12-C16）和烷氧基取代基的对位似乎对活性至关重要。一些活性对烷氧基肉桂酸的氯乙基和甲基丙烯酰氧基乙基酯以及甘油单酯比相应的游离酸更具活性。