methyl (2E,4E,7S,8E,10S,12E,14E,17R,18Z,21E)-17-hydroxy-7-methoxy-8,10,19-trimethyltricosa-2,4,8,12,14,18,21-heptaenoate | 1160038-82-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (2E,4E,7S,8E,10S,12E,14E,17R,18Z,21E)-17-hydroxy-7-methoxy-8,10,19-trimethyltricosa-2,4,8,12,14,18,21-heptaenoate
• CAS: 1160038-82-3
• 化学式: C₂₈H₄₂O₄
• 分子量: 442.639
• InChiKey: NKWYVDPPQDOGFO-GYFOYTDOSA-N

物化性质

• 沸点：
  549.6±50.0 °C(predicted)
• 密度：
  0.974±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  32.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl (2E,4E,7S,8E,10S,12E,14E,17R,18Z,21E)-17-hydroxy-7-methoxy-8,10,19-trimethyltricosa-2,4,8,12,14,18,21-heptaenoate 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 35.0h， 以99%的产率得到methyl (2E,4E,7S,8E,10S,12E,14E,17R,18Z,21E)-7-methoxy-8,10,19-trimethyl-17-(((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)tricosa-2,4,8,12,14,18,21-heptaenoate
  参考文献：
  名称：

  Biselyngbyaside, a Macrolide Glycoside from the Marine Cyanobacterium Lyngbya sp.

  摘要：

  Bioassay-guided fractionation of the cytotoxic constituents of the marine cyanobacterium Lyngbya sp. led to the isolation of biselyngbyaside (1), a new 18-membered macrolide glycoside. The structure of I was established by spectroscopic analysis including 2D-NMR techniques and by synthetic studies. Biselyngbyaside (1) exhibits broad-spectrum cytotoxicity in a human tumor cell line panel.

  DOI：

  10.1021/ol900579k
• 作为产物：
  描述：

  甲醇 、 biselyngbyaside 在 sodium methylate 作用下， 反应 0.5h， 以91%的产率得到methyl (2E,4E,7S,8E,10S,12E,14E,17R,18Z,21E)-17-hydroxy-7-methoxy-8,10,19-trimethyltricosa-2,4,8,12,14,18,21-heptaenoate
  参考文献：
  名称：

  Biselyngbyaside, a Macrolide Glycoside from the Marine Cyanobacterium Lyngbya sp.

  摘要：

  Bioassay-guided fractionation of the cytotoxic constituents of the marine cyanobacterium Lyngbya sp. led to the isolation of biselyngbyaside (1), a new 18-membered macrolide glycoside. The structure of I was established by spectroscopic analysis including 2D-NMR techniques and by synthetic studies. Biselyngbyaside (1) exhibits broad-spectrum cytotoxicity in a human tumor cell line panel.

  DOI：

  10.1021/ol900579k