1,2-bis(psoralen-8-yloxy)ethane | 89215-07-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 1,2-bis(psoralen-8-yloxy)ethane
• 英文别名: 9-[2-(7-Oxofuro[3,2-g]chromen-9-yl)oxyethoxy]furo[3,2-g]chromen-7-one
• CAS: 89215-07-6
• 化学式: C₂₄H₁₄O₈
• 分子量: 430.37
• InChiKey: AVXTXVANCCLPMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  97.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  花椒毒醇 、 1,2-二溴乙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到1,2-bis(psoralen-8-yloxy)ethane
  参考文献：
  名称：

  Synthetic Models Related to Furanocoumarin — CYP3A4 Interactions. Synthesis of Furanocoumarin Dimers that Have Inhibitory Effects on Activity of Human CYP3A4

  摘要：

  Synthesis of a series of furanocoumarin dimers that have inhibitory effects on the activity of human cytochrome P450 (CYP) 3A4 is described. The reported furanocoumarin dimers paradisins A and B from grapefruit juice showed potent CYP3A4 inhibition with an IC50, value of 0.07 mu M. Synthetic furanocoumarin dimer (10), which is more stable and accessible than paradisins, exhibited comparable activity against CYP 3A4 (IC50 = 0.02 mu M).

  DOI：

  10.3987/com-05-10450

文献信息

• Castellan, Alain; Desvergne, Jean-Pierre; Arnaud, Rene, Journal of the Chemical Society. Perkin transactions II, 1983, # 12, p. 1807 - 1814
  作者：Castellan, Alain、Desvergne, Jean-Pierre、Arnaud, Rene、Bideau, Jean-Pierre、Bravic, Georges

  DOI：——

  日期：——
• Synthetic Models Related to Furanocoumarin — CYP3A4 Interactions. Synthesis of Furanocoumarin Dimers that Have Inhibitory Effects on Activity of Human CYP3A4
  作者：Kazuaki Oda、Hitomi Kasai、Yuki Yamaguchi、Teruki Yoshimura、Keiji Wada、Minoru Machida、Naozumi Nishizono

  DOI：10.3987/com-05-10450

  日期：——

  Synthesis of a series of furanocoumarin dimers that have inhibitory effects on the activity of human cytochrome P450 (CYP) 3A4 is described. The reported furanocoumarin dimers paradisins A and B from grapefruit juice showed potent CYP3A4 inhibition with an IC50, value of 0.07 mu M. Synthetic furanocoumarin dimer (10), which is more stable and accessible than paradisins, exhibited comparable activity against CYP 3A4 (IC50 = 0.02 mu M).