5,7-Dihydroxy-3-methoxy-2-(4-octylphenyl)chromen-4-one | 328548-25-0

• 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-Dihydroxy-3-methoxy-2-(4-octylphenyl)chromen-4-one
• 英文别名: 5,7-dihydroxy-3-methoxy-2-(4-octylphenyl)chromen-4-one
• CAS: 328548-25-0
• 化学式: C₂₄H₂₈O₅
• 分子量: 396.483
• InChiKey: OKKDXKMPURPLGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,7-Dihydroxy-3-methoxy-2-(4-octylphenyl)chromen-4-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 3,5,7-Trihydroxy-2-(4-octyl-phenyl)-chromen-4-one
  参考文献：
  名称：

  B-ring substituted 5,7-dihydroxyflavonols with high-affinity binding to P-glycoprotein responsible for cell multidrug resistance

  摘要：

  Starting from the interaction of galangin (3,5,7-trihydroxyflavone) with a cytosolic nucleotide-binding domain of P-glycoprotein, a series of flavonol derivatives was synthesized and tested for their binding affinity towards the same target. The 5,7-dihydroxy-4'-iodoflavonol and 5,7-dihydroxy-4'-n-octylflavonol derivatives displayed much higher binding affinities, with respective increases of 6- and 93-fold as compared to galangin. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00595-3
• 作为产物：
  描述：

  对辛基苯甲酰氯 在 potassium carbonate 、 溶剂黄146 作用下， 以 丙酮 为溶剂， 生成 5,7-Dihydroxy-3-methoxy-2-(4-octylphenyl)chromen-4-one
  参考文献：
  名称：

  B-ring substituted 5,7-dihydroxyflavonols with high-affinity binding to P-glycoprotein responsible for cell multidrug resistance

  摘要：

  Starting from the interaction of galangin (3,5,7-trihydroxyflavone) with a cytosolic nucleotide-binding domain of P-glycoprotein, a series of flavonol derivatives was synthesized and tested for their binding affinity towards the same target. The 5,7-dihydroxy-4'-iodoflavonol and 5,7-dihydroxy-4'-n-octylflavonol derivatives displayed much higher binding affinities, with respective increases of 6- and 93-fold as compared to galangin. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00595-3

文献信息

• B-ring substituted 5,7-dihydroxyflavonols with high-affinity binding to P-glycoprotein responsible for cell multidrug resistance
  作者：Ahcène Boumendjel、Frédéric Bois、Chantal Beney、Anne-Marie Mariotte、Gwenaëlle Conseil、Attilio Di Pietro

  DOI：10.1016/s0960-894x(00)00595-3

  日期：2001.1

  Starting from the interaction of galangin (3,5,7-trihydroxyflavone) with a cytosolic nucleotide-binding domain of P-glycoprotein, a series of flavonol derivatives was synthesized and tested for their binding affinity towards the same target. The 5,7-dihydroxy-4'-iodoflavonol and 5,7-dihydroxy-4'-n-octylflavonol derivatives displayed much higher binding affinities, with respective increases of 6- and 93-fold as compared to galangin. (C) 2000 Elsevier Science Ltd. All rights reserved.