benzyl 2,4-bis(benzyloxy)-6-hydroxybenzoate | 882427-70-5

• 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: benzyl 2,4-bis(benzyloxy)-6-hydroxybenzoate
• 英文别名: Benzyl 2-hydroxy-4,6-bis(phenylmethoxy)benzoate
• CAS: 882427-70-5
• 化学式: C₂₈H₂₄O₅
• 分子量: 440.496
• InChiKey: KWBUXAIKFAVHAA-UHFFFAOYSA-N

物化性质

• 熔点：
  123-124 °C
• 沸点：
  631.5±50.0 °C(Predicted)
• 密度：
  1.237±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzyl 2,4-bis(benzyloxy)-6-hydroxybenzoate 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-(3,4-二羟基苯甲酰氧基)-4,6-二羟基苯甲酸
  参考文献：
  名称：

  First Chemical Synthesis of Three Natural Depsides Involved in Flavonol Catabolism and Related to Quercetinase Catalysis

  摘要：

  DOI：

  10.1080/00397910500406534
• 作为产物：
  描述：

  5,7-bis(benzyloxy)-2,2-dimethyl-4H-1,3-benzodioxin-4-one 、 苯甲醇钠 以 四氢呋喃 为溶剂， 反应 0.25h， 以84%的产率得到benzyl 2,4-bis(benzyloxy)-6-hydroxybenzoate
  参考文献：
  名称：

  First Chemical Synthesis of Three Natural Depsides Involved in Flavonol Catabolism and Related to Quercetinase Catalysis

  摘要：

  DOI：

  10.1080/00397910500406534

文献信息

• Improved inhibition of the histone acetyltransferase PCAF by an anacardic acid derivative
  作者：Massimo Ghizzoni、André Boltjes、Chris de Graaf、Hidde J. Haisma、Frank J. Dekker

  DOI：10.1016/j.bmc.2010.06.089

  日期：2010.8

  Several lines of evidence indicate that histone acetyltransferases (HATs) are novel drug targets for treatment of diseases like, for example, cancer and inflammation. The natural product anacardic acid is a starting point for development of small molecule inhibitors of the histone acetyltransferase (HAT) p300/CBP associated factor (PCAF). In order to optimize the inhibitory potency, a binding model for PCAF inhibition by anacardic acid was proposed and new anacardic acid derivatives were designed. Ten new derivatives were synthesized using a novel synthetic route. One compound showed a twofold improved inhibitory potency for the PCAF HAT activity and a twofold improved inhibition of histone acetylation in HEP G2 cells. (C) 2010 Elsevier Ltd. All rights reserved.
• First Chemical Synthesis of Three Natural Depsides Involved in Flavonol Catabolism and Related to Quercetinase Catalysis
  作者：Sylvain Tranchimand、Thierry Tron、Christian Gaudin、Gilles Iacazio

  DOI：10.1080/00397910500406534

  日期：2006.3.1