(5Z,8Z,11Z,14Z,17Z)-N-(2,3-dihydroxypropyl)icosa-5,8,11,14,17-pentaenamide | 1048012-07-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (5Z,8Z,11Z,14Z,17Z)-N-(2,3-dihydroxypropyl)icosa-5,8,11,14,17-pentaenamide
• CAS: 1048012-07-2
• 化学式: C₂₃H₃₇NO₃
• 分子量: 375.552
• InChiKey: IEOLQLPKACBNMH-JLNKQSITSA-N

物化性质

• 沸点：
  569.6±50.0 °C(predicted)
• 密度：
  0.994±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氨基-1,2-丙二醇 、 EPA乙酯 在 Novozym 435 lipase on resin 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以75%的产率得到(5Z,8Z,11Z,14Z,17Z)-N-(2,3-dihydroxypropyl)icosa-5,8,11,14,17-pentaenamide
  参考文献：
  名称：

  一锅合成具有抗增殖特性的多不饱和脂肪酸酰胺

  摘要：

  通过使用聚合物支持的脂肪酶，研究了一锅环保的ω-3脂肪酸乙酯向酰胺和单或二酰基甘油的氨基转移。该方法用于合成脂肪酸单甘油酯和酰胺的文库。发现这些新的衍生物对A549肺癌细胞具有有效的生长抑制作用。

  DOI：

  10.1016/j.bmcl.2014.10.084

文献信息

• POLYUNSATURATED FATTY ACID MONOGLYCERIDES, DERIVATIVES, AND USES THEREOF
  申请人：Centre De Recherche Sur Les Biotechnologies Marine

  公开号：EP2121576B1

  公开（公告）日：2015-11-11
• COMPOSITIONS COMPRISING POLYUNSATURATED FATTY ACID MONOGLYCERIDES OR DERIVATIVES THEREOF AND USES THEREOF
  申请人：FORTIN Samuel

  公开号：US20090291102A1

  公开（公告）日：2009-11-26

  There are provided various compounds and compositions comprising polyunsaturated fatty acid monoglycerides and derivatives thereof. These compounds and compositions can be useful as cancer chemopreventive agents. They can also be useful for enhancing solubility of various active agents and enhancing their bioavailability.
• COMPOSITIONS COMPRISING POLYUNSATURATED FATTY ACID MONOGLYCERIDES, DERIVATIVES THEREOF AND USES THEREOF
  申请人：FORTIN Samuel

  公开号：US20120208884A1

  公开（公告）日：2012-08-16

  There are provided various compounds and compositions comprising polyunsaturated fatty acid monoglycerides and derivatives thereof. These compounds and compositions can be useful as cancer chemopreventive agents. They can also be useful for enhancing solubility of various active agents and enhancing their bioavailability.
• COMPOSITIONS COMPRISING POLYUNSATURATED FATTY ACID MONOGLYCERIDES OR DERIVATIVES THEREOF AND USES THEREOF
  申请人：FORTIN Samuel

  公开号：US20120251582A1

  公开（公告）日：2012-10-04

  There are provided various compounds and compositions comprising polyunsaturated fatty acid monoglycerides and derivatives thereof. These compounds and compositions can be useful as cancer chemopreventive agents. They can also be useful for enhancing solubility of various active agents and enhancing their bioavailability.
• METHODS FOR TREATING INFLAMMATORY DISEASES WITH COMPOSITIONS COMPRISING POLYUNSATURATED FATTY ACID MONOGLYCERIDES OR DERIVATIVES THEREOF
  申请人：SCF PHARMA INC.

  公开号：US20150057348A1

  公开（公告）日：2015-02-26

  There are provided methods for treating an inflammatory diseases chosen from inflammatory bowel diseases, asthma, acute respiratory distress syndrome, chronic obstructive pulmonary disease, acute lung injury, bronchopulmonary dysplasia, cystic fibrosis, bronchitis, bronchiolitis, arthritis, osteoarthritis, ankylosing spondylitis and rheumatism. The method comprise administering to a subject in need thereof an effective amount of at least one lipid and an effective amount of at least one compound chosen from compounds of the present disclosure. Such compounds are polyunsaturated fatty acid monoglycerides or derivatives thereof.