| 189941-06-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 189941-06-8
• 化学式: C₂₃H₃₉N₃O₁₁
• 分子量: 533.576
• InChiKey: HWNYQPGLPOPPDY-NKXHIDJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  37.0
• 可旋转键数：
  20.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  204.09
• 氢给体数：
  3.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  1,3-dinitrooxypropan-2-yl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoate 在 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以98%的产率得到
  参考文献：
  名称：

  1,3-Dinitrates of cyclooxygenase metabolites of endocannabinoid 2-arachidonoylglycerol. Synthesis and properties

  摘要：

  The 1,3-Dinitrates of glycerol esters of natural prostaglandins that are the cyclooxygenase metabolites of 2-arachidonoylglycerol, an endogenous ligand of cannabinoid receptors, were synthesized for the first time. Four methods of synthesis of these esters were developed via the activation of a carboxyl group and their chemical and pharmacological properties were investigated. The esters exhibit a more selective pharmacological spectrum of activities in comparison with the corresponding natural prostaglandins: some types of myotropic activity were enhanced, while others were loosened. 1,3-dinitroglycerol esters act as vasodilators, whereas the majority of natural prostaglandins act as vasoconstrictors. The observed changes result from the introduction of an NO-releasing fragment into prostaglandin molecule.

  DOI：

  10.1134/s1068162009020113