5,7-dimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone | 1075171-40-2

• 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: 5,7-dimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone
• CAS: 1075171-40-2
• 化学式: C₂₄H₂₈O₆
• 分子量: 412.483
• InChiKey: JHKBWXLJQLENLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  30.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5,7-dimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 0.75h， 以65%的产率得到5,7-dihydroxy-8-C-prenylflavanone
  参考文献：
  名称：

  Identification of SVM-based classification model, synthesis and evaluation of prenylated flavonoids as vasorelaxant agents

  摘要：

  Support vector machine (SVM) was applied to predict vasorelaxation effect of different structural molecules. A good classification model had been established, and the accuracy in prediction for the training, test, and overall datasets was 93.0%, 82.6%, and 89.5%, respectively. Furthermore, the model was used to predict the activity of a series of prenylated flavonoids. According to the estimated result, eleven molecules 1-11 were selected and synthesized. Their vasodilatory activities were determined experimentally in rat aorta rings that were pretreated with phenylephrine ( PE). Structure-activity relationship (SAR) analysis revealed that flavanone derivatives showed the most potent activities, while flavone and chalcone derivatives exhibited medium activities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.031
• 作为产物：
  描述：

  2-hydroxy-3-(3,3-dimethylallyl)-4,6-dimethoxymethoxychalcone 在 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以68%的产率得到5,7-dimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone
  参考文献：
  名称：

  Identification of SVM-based classification model, synthesis and evaluation of prenylated flavonoids as vasorelaxant agents

  摘要：

  Support vector machine (SVM) was applied to predict vasorelaxation effect of different structural molecules. A good classification model had been established, and the accuracy in prediction for the training, test, and overall datasets was 93.0%, 82.6%, and 89.5%, respectively. Furthermore, the model was used to predict the activity of a series of prenylated flavonoids. According to the estimated result, eleven molecules 1-11 were selected and synthesized. Their vasodilatory activities were determined experimentally in rat aorta rings that were pretreated with phenylephrine ( PE). Structure-activity relationship (SAR) analysis revealed that flavanone derivatives showed the most potent activities, while flavone and chalcone derivatives exhibited medium activities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.031