3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-8-(3-methyl-but-2-enyl)-chromen-4-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-8-(3-methyl-but-2-enyl)-chromen-4-one
• 英文别名: 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-8-(3-methylbut-2-enyl)chromen-4-one
• 化学式: C₃₀H₂₈O₁₀
• 分子量: 548.546
• InChiKey: ORHIRULLMOEZSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  155
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  水飞蓟素A,B 在 四甲基氢氧化铵 、 四乙基碘化铵 、 碘 、 potassium acetate 、 溶剂黄146 作用下， 反应 4.67h， 生成 3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-8-(3-methyl-but-2-enyl)-chromen-4-one
  参考文献：
  名称：

  The flavanolignan silybin and its hemisynthetic derivatives, a novel series of potential modulators of p-glycoprotein

  摘要：

  A new series of potential flavonoidic modulators of P-glycoprotein activity has been prepared. The flavanolignan silybin was first oxidised to dehydrosilybin and then C-alkylated with either prenyl or geranyl bromide. The resulting isoprenoid dehydrosilybins were shown to display high in vitro affinities for direct binding to P-glycoprotein, which ranged them among the best flavonoids ever tested. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00636-8

文献信息

• The flavanolignan silybin and its hemisynthetic derivatives, a novel series of potential modulators of p-glycoprotein
  作者：Mathias Maitrejean、Gilles Comte、Denis Barron、Karim El Kirat、Gwenaëlle Conseil、Attilio Di Pietro

  DOI：10.1016/s0960-894x(99)00636-8

  日期：2000.1

  A new series of potential flavonoidic modulators of P-glycoprotein activity has been prepared. The flavanolignan silybin was first oxidised to dehydrosilybin and then C-alkylated with either prenyl or geranyl bromide. The resulting isoprenoid dehydrosilybins were shown to display high in vitro affinities for direct binding to P-glycoprotein, which ranged them among the best flavonoids ever tested. (C) 2000 Elsevier Science Ltd. All rights reserved.