phenyl (E)-3-(3,4-dihydroxycyclopent-1-yl)propenoate | 924655-98-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: phenyl (E)-3-(3,4-dihydroxycyclopent-1-yl)propenoate
• CAS: 924655-98-1
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: GLUYFUOTHBQPKS-NBADYKQVSA-N

物化性质

• 沸点：
  409.5±45.0 °C(Predicted)
• 密度：
  1.348±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.76
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以75%的产率得到phenyl (E)-3-(3,4-dihydroxycyclopent-1-yl)propenoate
  参考文献：
  名称：

  Synthesis and innate immunosuppressive effect of 1,2-cyclopentanediol derivatives

  摘要：

  Innate immunity is the front line of self-defense against infectious microorganisms. In mammals, innate immunity interacts with adaptive immunity and plays a key role in regulating the immune response. Therefore, innate immunity is a good pharmaceutical target for the development of immune regulators. After searching for natural substances that regulate innate immunity using an ex vivo Drosophila culture system, we identified a cyclopentanediol-type compound 1 as an immunosuppressor. In this study, we synthesized and evaluated 1 and its derivatives. Several methylamide- or phenylamide-containing derivatives showed effects that were 20-25 times more potent than those of 1. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.049