methyl (8S,9R,5Z)-10-hydroxy-8,9-isopropylidenedioxy-5-decenoate | 137855-90-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (8S,9R,5Z)-10-hydroxy-8,9-isopropylidenedioxy-5-decenoate
• 英文别名: methyl (Z)-7-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]hept-5-enoate
• CAS: 137855-90-4
• 化学式: C₁₄H₂₄O₅
• 分子量: 272.342
• InChiKey: AYRIICGYSDPXIM-XEGQIGPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (8S,9R,5Z)-10-hydroxy-8,9-isopropylidenedioxy-5-decenoate 在 草酰氯 、 sodium hexamethyldisilazane 、 二甲基亚砜 、 三乙胺 作用下， 反应 3.05h， 生成 methyl (8S,9R,5Z,10Z,12E,14E,17Z)-8,9-isopropylidenedioxy-5,10,12,14,17-eicosapentaenoate
  参考文献：
  名称：

  Didemnilactones A and B and neodidemnilactone three new fatty acid metabolites isolated from the tunicate Didemnum moseleyi (Herdman)

  摘要：

  Three new fatty acid metabolites didemnilactones A (1) and B (2) and neodidemnilactone (3) were isolated from the tunicate Didemnum moseleyi (Herdman). Their structures including absolute stereochemistry were established on the basis of spectral studies and chemical synthesis. Didemnilactones exhibited inhibitory activity against lipoxygenase and weak binding activity to leukotriene B-4 receptors.

  DOI：

  10.1016/s0040-4020(01)90469-7
• 作为产物：
  描述：

  4-羧丁基三苯基溴化膦 在 sodium hexamethyldisilazane 作用下， 生成 methyl (8S,9R,5Z)-10-hydroxy-8,9-isopropylidenedioxy-5-decenoate
  参考文献：
  名称：

  Didemnilactone和neodidemnilactone，这两种新的脂肪酸代谢产物，来自被膜被膜Dedemnum moseleyi（herdman），具有10元内酯

  摘要：

  从殖民地被膜Didemnum moseleyi（Herdman）分离了两个具有10元内酯的新脂肪酸代谢产物Didemnilaclactone（1）和neodedemnilactone（2）。他们的结构，包括绝对立体化学，是根据光谱研究和对映体2的对映体合成确定的。

  DOI：

  10.1016/s0040-4039(00)93445-2

文献信息

• Didemnilactone and neodidemnilactone, two new fatty acid metabolites possessing a 10-membered lactone from the tunicate didemnum moseleyi (herdman)
  作者：Haruki Niwa、Hideaki Inagaki、Kiyoyuki Yamada

  DOI：10.1016/s0040-4039(00)93445-2

  日期：1991.9

  Didemnilactone (1) and neodidemnilactone (2), two new fatty acid metabolites possessing a 10-membered lactone were isolated from the colonial tunicate Didemnum moseleyi (Herdman). Their structures including absolute stereochemistry were determined on the basis of spectral studies and the enantioselective synthesis of the antipode of 2.

  从殖民地被膜Didemnum moseleyi（Herdman）分离了两个具有10元内酯的新脂肪酸代谢产物Didemnilaclactone（1）和neodedemnilactone（2）。他们的结构，包括绝对立体化学，是根据光谱研究和对映体2的对映体合成确定的。
• Didemnilactones A and B and neodidemnilactone three new fatty acid metabolites isolated from the tunicate Didemnum moseleyi (Herdman)
  作者：Haruki Niwa、Masaru Watanabe、Hideaki Inagaki、Kiyoyuki Yamada

  DOI：10.1016/s0040-4020(01)90469-7

  日期：——

  Three new fatty acid metabolites didemnilactones A (1) and B (2) and neodidemnilactone (3) were isolated from the tunicate Didemnum moseleyi (Herdman). Their structures including absolute stereochemistry were established on the basis of spectral studies and chemical synthesis. Didemnilactones exhibited inhibitory activity against lipoxygenase and weak binding activity to leukotriene B-4 receptors.