[(2R,3R,4S,5R,6S)-4-butanoyloxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-2-[(10R)-2-oxononadecan-10-yl]oxyoxan-3-yl]oxy-5-[(2S,3S,4R,5S,6S)-3,5-diacetyloxy-4-butanoyloxy-6-methyloxan-2-yl]oxy-2-[[(2R,3S,4S,5S,6R)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] butanoate | 876687-63-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: [(2R,3R,4S,5R,6S)-4-butanoyloxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-2-[(10R)-2-oxononadecan-10-yl]oxyoxan-3-yl]oxy-5-[(2S,3S,4R,5S,6S)-3,5-diacetyloxy-4-butanoyloxy-6-methyloxan-2-yl]oxy-2-[[(2R,3S,4S,5S,6R)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] butanoate
• CAS: 876687-63-7
• 化学式: C₇₁H₁₁₂O₃₁
• 分子量: 1461.65
• InChiKey: NKNVIZOYCXKOCQ-KSGPOKKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  102
• 可旋转键数：
  54
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  380
• 氢给体数：
  0
• 氢受体数：
  31

反应信息

• 作为产物：
  描述：

  [(2R,3R,4S,5R,6S)-4-butanoyloxy-5-[(2S,3S,4R,5S,6S)-4-butanoyloxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(10R)-2-oxononadecan-10-yl]oxyoxan-3-yl]oxy-2-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] butanoate 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 18.0h， 生成 [(2R,3R,4S,5R,6S)-4-butanoyloxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-2-[(10R)-2-oxononadecan-10-yl]oxyoxan-3-yl]oxy-5-[(2S,3S,4R,5S,6S)-3,5-diacetyloxy-4-butanoyloxy-6-methyloxan-2-yl]oxy-2-[[(2R,3S,4S,5S,6R)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] butanoate
  参考文献：
  名称：

  Caminosides B−D, Antimicrobial Glycolipids Isolated from the Marine Sponge Caminus sphaeroconia

  摘要：

  A screening pro-rain aimed at discovering inhibitors of the bacterial type III secretion system identified the MeOH extract of the Caribbean sponge Caminus sphaeroconia as an active hit in the initial assay. Bioassay-guided fractionation of the crude extract. led to the isolation of caminosides A (1) to D (4), a family of antimicrobial glycolipids. The structures of the three new caminosides B (2) to D (4) have been elucidated by spectroscopic analysis.

  DOI：

  10.1021/np050192h