(E)-3-(carboxymethoxy)-4-(3-(4-(octyloxy)phenyl)acryloyl)benzoic acid | 1148016-55-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(carboxymethoxy)-4-(3-(4-(octyloxy)phenyl)acryloyl)benzoic acid
• 英文别名: 3-(carboxymethoxy)-4-[(E)-3-(4-octoxyphenyl)prop-2-enoyl]benzoic acid
• CAS: 1148016-55-0
• 化学式: C₂₆H₃₀O₇
• 分子量: 454.52
• InChiKey: ZSPHVDBDHFGXMN-XNTDXEJSSA-N

物化性质

• 熔点：
  160-163 °C
• 沸点：
  681.9±55.0 °C(predicted)
• 密度：
  1.205±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  33
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-辛氧基苯甲醛 在 potassium carbonate 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 、 丙酮 为溶剂， 反应 182.0h， 生成 (E)-3-(carboxymethoxy)-4-(3-(4-(octyloxy)phenyl)acryloyl)benzoic acid
  参考文献：
  名称：

  Structure-based drug design using GPCR homology modeling: Toward the discovery of novel selective CysLT2 antagonists

  摘要：

  3D structure of CysLT2 receptor was constructed by using homology modeling and molecular simulations. The binding pocket of CysLT2 receptor and the proposition of the interaction mode between CysLT2 and HAMI3379 were identified. A series of dicarboxylated chalcones was then virtually evaluated through molecular docking studies. A total of six compounds 13a-f with preferable scores was further synthesized and tested for CysLT2 antagonistic activities by determination of the cytosolic free Ca2+ levels in HEK293 cells. Compounds 13e and 13f exhibited potent and selective CysLT2 antagonistic activities with IC50 values being 7.5 and 0.25 mu M, respectively. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.041

文献信息

• Structure-based drug design using GPCR homology modeling: Toward the discovery of novel selective CysLT2 antagonists
  作者：Xiaowu Dong、Yanmei Zhao、Xueqin Huang、Kana Lin、Jianzhong Chen、Erqing Wei、Tao Liu、Yongzhou Hu

  DOI：10.1016/j.ejmech.2013.01.041

  日期：2013.4

  3D structure of CysLT2 receptor was constructed by using homology modeling and molecular simulations. The binding pocket of CysLT2 receptor and the proposition of the interaction mode between CysLT2 and HAMI3379 were identified. A series of dicarboxylated chalcones was then virtually evaluated through molecular docking studies. A total of six compounds 13a-f with preferable scores was further synthesized and tested for CysLT2 antagonistic activities by determination of the cytosolic free Ca2+ levels in HEK293 cells. Compounds 13e and 13f exhibited potent and selective CysLT2 antagonistic activities with IC50 values being 7.5 and 0.25 mu M, respectively. (C) 2013 Elsevier Masson SAS. All rights reserved.