4-羟基-5-(3-羟基-4-甲氧基苯基)戊酸 | 848653-56-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-羟基-5-(3-羟基-4-甲氧基苯基)戊酸
• 英文名称: 4-hydroxy-5-(3-hydroxy-4-methoxyphenyl)pentanoic acid
• CAS: 848653-56-5
• 化学式: C₁₂H₁₆O₅
• 分子量: 240.256
• InChiKey: CFMJXTBZNIHBSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  493.9±45.0 °C(Predicted)
• 密度：
  1.286±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  86.99
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-羟基-5-(3-羟基-4-甲氧基苯基)戊酸 在 potassium carbonate 、 copper(II) sulfate 作用下， 以 丙酮 、 苯 为溶剂， 生成 5-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-one
  参考文献：
  名称：

  Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives

  摘要：

  Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50% at 20 muM. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.070
• 作为产物：
  描述：

  4-戊烯酸甲酯 在 palladium diacetate 、 氢氧化钾 、 三苯基膦 、 silver carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 4-羟基-5-(3-羟基-4-甲氧基苯基)戊酸
  参考文献：
  名称：

  Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives

  摘要：

  Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50% at 20 muM. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.070

文献信息

• Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives
  作者：Joshua D. Lambert、Joseph E. Rice、Jungil Hong、Zhe Hou、Chung S. Yang

  DOI：10.1016/j.bmcl.2004.12.070

  日期：2005.2

  Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50% at 20 muM. (C) 2005 Elsevier Ltd. All rights reserved.