4-hydroxybenzyl 2,4-dihydroxybenzoate | 1273059-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-hydroxybenzyl 2,4-dihydroxybenzoate
• 英文别名: (4-hydroxyphenyl)methyl 2,4-dihydroxybenzoate
• CAS: 1273059-88-3
• 化学式: C₁₄H₁₂O₅
• 分子量: 260.246
• InChiKey: JJJRYFPXKQHIAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对羟基苯甲醇 、 2,4-二羟基苯甲酸 在 sodium hydrogen sulfate 作用下， 反应 0.08h， 以84%的产率得到4-hydroxybenzyl 2,4-dihydroxybenzoate
  参考文献：
  名称：

  Benzyl benzoates: New phlorizin analogs as mushroom tyrosinase inhibitors

  摘要：

  In our research, 14 benzyl benzoates with hydroxyl(s) (3-16) were synthesized and their inhibitory activity on mushroom tyrosinase was tested. Results indicated that among these compounds, 4-hydroxybenzyl 3,5-dihydroxybenzoate (3), 4-hydroxybenzyl 2,4-dihydroxybenzoate (5), 4-hydroxybenzyl 2,4,6-dihydroxybenzoate (7), 3-hydroxybenzyl 3,5-dihydroxybenzoate (8), 3-hydroxybenzyl 2,4-dihydroxybenzoate (10) exhibited inhibitory activity with their IC50 less than 10 mu M. Further studies showed these five compounds were competitive inhibitors of tyrosinase and their structure-activity relationships were investigated in this article. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.051

文献信息

• Benzyl benzoates: New phlorizin analogs as mushroom tyrosinase inhibitors
  作者：Yuntai Fang、Yaozong Chen、Guanfeng Feng、Lin Ma

  DOI：10.1016/j.bmc.2010.12.051

  日期：2011.2

  In our research, 14 benzyl benzoates with hydroxyl(s) (3-16) were synthesized and their inhibitory activity on mushroom tyrosinase was tested. Results indicated that among these compounds, 4-hydroxybenzyl 3,5-dihydroxybenzoate (3), 4-hydroxybenzyl 2,4-dihydroxybenzoate (5), 4-hydroxybenzyl 2,4,6-dihydroxybenzoate (7), 3-hydroxybenzyl 3,5-dihydroxybenzoate (8), 3-hydroxybenzyl 2,4-dihydroxybenzoate (10) exhibited inhibitory activity with their IC50 less than 10 mu M. Further studies showed these five compounds were competitive inhibitors of tyrosinase and their structure-activity relationships were investigated in this article. (C) 2010 Elsevier Ltd. All rights reserved.