Insularoside

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: Insularoside
• 英文别名: ornoside；(13S,14E,15S)-14-ethylidene-4-hydroxy-15-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10,16,20-tetraoxatetracyclo[21.2.2.13,7.013,18]octacosa-1(25),3,5,7(28),17,23,26-heptaene-11,19-dione
• 化学式: C₃₂H₃₆O₁₃
• 分子量: 628.63
• InChiKey: MCQFLJJLPSRQQT-WATMQYHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  45
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  191
• 氢给体数：
  5
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  Insularoside 在 吡啶 、 硫酸 作用下， 反应 28.0h， 生成 (S)-5-Dimethoxymethyl-4-methoxycarbonylmethyl-6-methyl-5,6-dihydro-4H-pyran-3-carboxylic acid 2-{4-[2-acetoxy-5-(2-acetoxy-ethyl)-phenoxy]-phenyl}-ethyl ester
  参考文献：
  名称：

  A secoiridoid dilactone fromFraxinus ornus bark

  摘要：

  The isolation and structure elucidation of the secoiridoid hydroxyornoside is described. The behaviour of secoiridoid dilactones on acid methanolysis is discussed.

  DOI：

  10.1007/bf00824305

文献信息

• A secoiridoid glucoside from Fraxinus insularis
  作者：Takao Tanahashi、Atsuko Shimada、Naotaka Nagakura、Kenichiro Inoue、Hiroshi Kuwajima、Kiyokazu Takaishi、Chen Cheng-Chang

  DOI：10.1016/0031-9422(93)85527-x

  日期：1993.5

  Abstract A new secoiridoid glucoside, insularoside, was isolated from Fraxinus insularis . The structural elucidation of insularoside by spectroscopic and chemical studies is described. The biogenesis of this glucoside is also briefly discussed.

  摘要 从岛叶白蜡中分离得到了一种新的类环烯醚萜苷，岛叶苷。描述了通过光谱和化学研究对岛叶糖苷的结构阐明。还简要讨论了这种糖苷的生物发生。
• A secoiridoid glucoside and a phenolic compound from Fraxinus ornus bark
  作者：Tanya Iossifova、Bozhana Mikhova、Ivanka Kostova

  DOI：10.1016/0031-9422(91)80032-v

  日期：1993.11

  A new secoiridoid glucoside named ornoside and a new tyrosol derivative named ornosol have been isolated from Fraxinus ornus bark, along with the known compounds ligstroside, 2-(4-hydroxyphenyl)ethanol and caffeic acid.
• A secoiridoid dilactone fromFraxinus ornus bark
  作者：T. Iossifova、B. Mikhova、I. Kostova

  DOI：10.1007/bf00824305

  日期：1995.11

  The isolation and structure elucidation of the secoiridoid hydroxyornoside is described. The behaviour of secoiridoid dilactones on acid methanolysis is discussed.