1-O-(2',3',4',5'-tetrahydroxycyclopentyl)-3-O-(10''-methylhexadecyl)glycerol | 147103-04-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-O-(2',3',4',5'-tetrahydroxycyclopentyl)-3-O-(10''-methylhexadecyl)glycerol
• 英文别名: (2S)-1-O-(2',3',4',5'-tetrahydroxycyclopentyl)-3-O-(10"-methylhexadecyl)glycerol；sacrotride A；(1S,2R,3R,4S)-5-[(2S)-2-hydroxy-3-(10-methylhexadecoxy)propoxy]cyclopentane-1,2,3,4-tetrol
• CAS: 147103-04-6
• 化学式: C₂₅H₅₀O₇
• 分子量: 462.668
• InChiKey: PBKNPWUTVIEHAJ-PUZAKDQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  120
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-O-(2',3',4',5'-tetrahydroxycyclopentyl)-3-O-(10''-methylhexadecyl)glycerol 在 氢碘酸 作用下， 以 水 为溶剂， 反应 12.0h， 以7.7 mg的产率得到10-methylhexadecyl iodide
  参考文献：
  名称：

  Isolation of five-membered cyclitol glycolipids, crasserides: unique glycerides from the sponge Pseudoceratina crassa

  摘要：

  Crasserides 1a-6a, six new glycolipid analogues in which the sugar moiety is replaced by an unprecedented five-membered cyclitol, were isolated as a mixture from the sponge Pseudoceratina crassa (Hyatt), and their structures were determined by spectroscopic and chemical analysis. Compounds 1a-6a showed a high antifeedant activity on the fish Carassius auratus, which suggests their potential role as natural feeding deterrents.

  DOI：

  10.1021/jo00053a034

文献信息

• Isolation of five-membered cyclitol glycolipids, crasserides: unique glycerides from the sponge Pseudoceratina crassa
  作者：Valeria Costantino、Ernesto Fattorusso、Alfonso Mangoni

  DOI：10.1021/jo00053a034

  日期：1993.1

  Crasserides 1a-6a, six new glycolipid analogues in which the sugar moiety is replaced by an unprecedented five-membered cyclitol, were isolated as a mixture from the sponge Pseudoceratina crassa (Hyatt), and their structures were determined by spectroscopic and chemical analysis. Compounds 1a-6a showed a high antifeedant activity on the fish Carassius auratus, which suggests their potential role as natural feeding deterrents.