(E)-3-(3,4-dimethoxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)propenoyl]oxy}propanoic acid | 1430416-85-5

• 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: (E)-3-(3,4-dimethoxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)propenoyl]oxy}propanoic acid
• 英文别名: (E)-3-(3,4-dimethoxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)acryloyl]oxy}propionic acid；2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-(3,4-dimethoxyphenyl)propanoic acid
• CAS: 1430416-85-5
• 化学式: C₂₀H₂₀O₈
• 分子量: 388.374
• InChiKey: UAIYDFKJKTYKQE-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  TRANS-咖啡酸 在 吗啉 、 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 四丁基氟化铵 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 48.83h， 生成 (E)-3-(3,4-dimethoxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)propenoyl]oxy}propanoic acid
  参考文献：
  名称：

  Synthesis of derivatives of methyl rosmarinate and their inhibitory activities against matrix metalloproteinase-1 (MMP-1)

  摘要：

  A series of MMP-1 inhibitors have been identified based upon a methyl rosmarinate scaffold using structure-based drug design methods. The best compound in the series showed an IC50 value of 0.4 mu M. A docking study was conducted for compound (S)-10n in order to investigate its binding interactions with MMP-1. The structure activity relationships (SAR) were also briefly discussed. Useful SAR was established which provides important guidelines for the design of future generations of potent inhibitors against MMP-1. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.047

文献信息

• TRPV4 ACTIVITY INHIBITOR
  申请人：Kao Corporation

  公开号：EP3865129A1

  公开（公告）日：2021-08-18

  Provided is a compound that inhibits the activity of TRPV4 and is useful for preventing or ameliorating overactive bladder, irritable bowel syndrome, and the like. A TRPV4 activity inhibitor is provided containing a rosmarinic acid derivative selected from the group consisting of the following formulas (Ia) to (Id), or a salt thereof, as an active ingredient.

  本发明提供了一种抑制 TRPV4 活性的化合物，可用于预防或改善膀胱过度活动症、肠易激综合征等。本发明提供了一种 TRPV4 活性抑制剂，其活性成分含有选自下式（Ia）至（Id）组成的组的迷迭香酸衍生物或其盐。
• Synthesis of derivatives of methyl rosmarinate and their inhibitory activities against matrix metalloproteinase-1 (MMP-1)
  作者：Hu Yuan、Weiqiang Lu、Liyan Wang、Lei Shan、Honglin Li、Jin Huang、Qingyan Sun、Weidong Zhang

  DOI：10.1016/j.ejmech.2012.09.047

  日期：2013.4

  A series of MMP-1 inhibitors have been identified based upon a methyl rosmarinate scaffold using structure-based drug design methods. The best compound in the series showed an IC50 value of 0.4 mu M. A docking study was conducted for compound (S)-10n in order to investigate its binding interactions with MMP-1. The structure activity relationships (SAR) were also briefly discussed. Useful SAR was established which provides important guidelines for the design of future generations of potent inhibitors against MMP-1. (C) 2012 Elsevier Masson SAS. All rights reserved.