(2R,3R,4R,5S)-6-(hexadecylamino)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hexane-1,2,4,5-tetrol | 165306-58-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3R,4R,5S)-6-(hexadecylamino)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hexane-1,2,4,5-tetrol
• 英文别名: (2R,3R,4R,5S)-6-(hexadecylamino)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexane-1,2,4,5-tetrol
• CAS: 165306-58-1
• 化学式: C₂₈H₅₇NO₁₀
• 分子量: 567.761
• InChiKey: ULRBRPVVIMJPIV-WBJZYHOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  39
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  192
• 氢给体数：
  9
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5S)-6-(hexadecylamino)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hexane-1,2,4,5-tetrol 、 以 水 为溶剂， 反应 72.0h， 以100%的产率得到
  参考文献：
  名称：

  Multivalent catanionic GalCer analogs derived from first generation dendrimeric phosphonic acids

  摘要：

  The synthesis and characterization of a new series of catanionic multivalent analogs of GalCer is described. These systems are based on phosphonic acid terminated dendrimers and N-hexadecylamino lactitol moieties. Despite important structural differences that affect the dendrimers' outer-shell, these supramolecular assemblies showed a fairly comparable anti-HIV-1 activity. All compounds have submicromolar IC50 in a cell-based HIV-infection model but also a high general cytotoxicity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.058