(1'E,1''E,3S,3''E,4'R,6'S)-3-[6-(4,8-dimethylnona-1,3,7-trienyl)-4-hydroxy-2,6-dimethylcyclohex-1-enyl]-3-hydroxypropionic acid | 611239-24-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1'E,1''E,3S,3''E,4'R,6'S)-3-[6-(4,8-dimethylnona-1,3,7-trienyl)-4-hydroxy-2,6-dimethylcyclohex-1-enyl]-3-hydroxypropionic acid
• 英文别名: woodwardine；Woodwarine；(3S)-3-[(4S,6S)-6-[(1E,3E)-4,8-dimethylnona-1,3,7-trienyl]-4-hydroxy-2,6-dimethylcyclohexen-1-yl]-3-hydroxypropanoic acid
• CAS: 611239-24-8
• 化学式: C₂₂H₃₄O₄
• 分子量: 362.51
• InChiKey: OGXRBXPEGCXCCR-UZIIXKGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲基2-(苯基氨基)乙酸酯 、 (1'E,1''E,3S,3''E,4'R,6'S)-3-[6-(4,8-dimethylnona-1,3,7-trienyl)-4-hydroxy-2,6-dimethylcyclohex-1-enyl]-3-hydroxypropionic acid 在 N-甲基吗啉 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  A trinorsesterterpene glycoside from the North American fern Woodwardia virginica (L.) Smith

  摘要：

  A new trinorsesterterpene glycoside was isolated from the ethanol extract of the American fern Woodwardia virginica having a 3-[6-(4,8-dimethyl-nona-1,3,7-trienyl)-4-hydroxy-2,6-dimethyl-cyclohex-1-enyl]-3-hydroxypropionic acid, as the aglycone and a saccharide moiety linked at C-4 to glucoses, xylose or arabinofuranose. The structure was elucidated using extensive spectroscopic analysis (1D and 2D NMR, MS, IR and UV) including determination of absolute stereochemistry by means of the MTPA and PGME derivatives and also by chemical methods. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(03)00290-5
• 作为产物：
  描述：

  (4'R)-4'-O-[β-D-glucopyranosyl-(1->4)-β-D-arabinofuranosyl-(1->3)-β-D-glucopyranosyl-(1->4)]-[β-D-xylopyranosyl-(1->2)]-β-D-glucopyranosyl-1-4-woodwardine 在 盐酸 作用下， 反应 2.0h， 生成 (1'E,1''E,3S,3''E,4'R,6'S)-3-[6-(4,8-dimethylnona-1,3,7-trienyl)-4-hydroxy-2,6-dimethylcyclohex-1-enyl]-3-hydroxypropionic acid
  参考文献：
  名称：

  A trinorsesterterpene glycoside from the North American fern Woodwardia virginica (L.) Smith

  摘要：

  A new trinorsesterterpene glycoside was isolated from the ethanol extract of the American fern Woodwardia virginica having a 3-[6-(4,8-dimethyl-nona-1,3,7-trienyl)-4-hydroxy-2,6-dimethyl-cyclohex-1-enyl]-3-hydroxypropionic acid, as the aglycone and a saccharide moiety linked at C-4 to glucoses, xylose or arabinofuranose. The structure was elucidated using extensive spectroscopic analysis (1D and 2D NMR, MS, IR and UV) including determination of absolute stereochemistry by means of the MTPA and PGME derivatives and also by chemical methods. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(03)00290-5

表征谱图