all-(E)-5-methoxy-2-(14'-phenyltetradeca-7',9',11',13'-tetraenyl)-[1,3]dioxane | 849231-31-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: all-(E)-5-methoxy-2-(14'-phenyltetradeca-7',9',11',13'-tetraenyl)-[1,3]dioxane
• CAS: 849231-31-8
• 化学式: C₂₅H₃₄O₃
• 分子量: 382.543
• InChiKey: WSNUWVJDPGZIRZ-NEMSYWEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  28.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  all-(E)-5-methoxy-2-(14'-phenyltetradeca-7',9',11',13'-tetraenyl)-[1,3]dioxane 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 all-(E)-2-methoxy-3-(15'-phenylpentadeca-8',10',12',14'-tetraenyloxy)propan-1-ol
  参考文献：
  名称：

  Fluorescent Phenylpolyene Analogues of the Ether Phospholipid Edelfosine for the Selective Labeling of Cancer Cells

  摘要：

  Edelfosine (ET-18-OCH3), a synthetic antitumor ether lipid, is taken up by malignant but not by normal cells, triggering apoptosis in a large variety of human tumor cells. The synthesis of the first fluorescent edelfosine analogue (6), with apoptotic activity comparable to that of the parent drug, is described. Fluorescence microscopy experiments show that 6 selectively labels human cancer cells, accumulating into specific domains of the plasma membrane.

  DOI：

  10.1021/jm049808a
• 作为产物：
  描述：

  5-methoxy-2-(14'-phenyltetradeca-9',11',13'-trien-7'-ynyl)-[1,3]dioxane 在 copper diacetate 、 silver nitrate 、 锌 、 碘 作用下， 以 甲醇 、 乙醇 、 正己烷 为溶剂， 反应 17.25h， 生成 all-(E)-5-methoxy-2-(14'-phenyltetradeca-7',9',11',13'-tetraenyl)-[1,3]dioxane
  参考文献：
  名称：

  Fluorescent Phenylpolyene Analogues of the Ether Phospholipid Edelfosine for the Selective Labeling of Cancer Cells

  摘要：

  Edelfosine (ET-18-OCH3), a synthetic antitumor ether lipid, is taken up by malignant but not by normal cells, triggering apoptosis in a large variety of human tumor cells. The synthesis of the first fluorescent edelfosine analogue (6), with apoptotic activity comparable to that of the parent drug, is described. Fluorescence microscopy experiments show that 6 selectively labels human cancer cells, accumulating into specific domains of the plasma membrane.

  DOI：

  10.1021/jm049808a