3-(4-(benzyloxy)phenyl)-1-(2,4,5-tris(benzyloxy)phenyl)prop-2-en-1-one | 1239701-94-0

• 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: 3-(4-(benzyloxy)phenyl)-1-(2,4,5-tris(benzyloxy)phenyl)prop-2-en-1-one
• CAS: 1239701-94-0
• 化学式: C₄₃H₃₆O₅
• 分子量: 632.756
• InChiKey: BRFJZDCYPNWHDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  48.0
• 可旋转键数：
  15.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-(4-(benzyloxy)phenyl)-1-(2,4,5-tris(benzyloxy)phenyl)prop-2-en-1-one 、 原甲酸三甲酯 在 对甲苯磺酸 、 iodobenzene diacetate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 以89%的产率得到
  参考文献：
  名称：

  Inhibitors for expression of IgE receptor on human mast cell from Puerariae Flos

  摘要：

  Bioassay-guided separation of the extract of the medicinal plant, Puerariae Flos, disclosed the two isoflavones tectorigenin (1) and genistein (2) as the inhibitors for expression of IgE receptor (Fc epsilon RI), the key molecule triggering the allergic reactions, on human mast cells. As a result of analysis of structure-activity relationship of the naturally occurring and synthesized isoflavones, 7-O-methyl glycitein (11) was disclosed as the more potent inhibitor than tectorigenin (1). These isoflavone ingredients suppressed expression of FceRI more potently than the active flavonoids found previously. In addition, tectorigenin (1) was clarified to particularly reduce generation of gamma-chain subunit to suppress expression of FceRI among the three subunits. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.038
• 作为产物：
  描述：

  4-苄氧基苯甲醛 、 2',4',5'-tribenzyloxyacetophenone 在 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以90%的产率得到3-(4-(benzyloxy)phenyl)-1-(2,4,5-tris(benzyloxy)phenyl)prop-2-en-1-one
  参考文献：
  名称：

  Inhibitors for expression of IgE receptor on human mast cell from Puerariae Flos

  摘要：

  Bioassay-guided separation of the extract of the medicinal plant, Puerariae Flos, disclosed the two isoflavones tectorigenin (1) and genistein (2) as the inhibitors for expression of IgE receptor (Fc epsilon RI), the key molecule triggering the allergic reactions, on human mast cells. As a result of analysis of structure-activity relationship of the naturally occurring and synthesized isoflavones, 7-O-methyl glycitein (11) was disclosed as the more potent inhibitor than tectorigenin (1). These isoflavone ingredients suppressed expression of FceRI more potently than the active flavonoids found previously. In addition, tectorigenin (1) was clarified to particularly reduce generation of gamma-chain subunit to suppress expression of FceRI among the three subunits. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.038