(2R,3R,4S)-5-((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-pentane-1,2,3,4-tetraol | 108942-89-8

• 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,4S)-5-((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-pentane-1,2,3,4-tetraol
• CAS: 108942-89-8
• 化学式: C₁₁H₂₂O₁₀
• 分子量: 314.29
• InChiKey: LTBAFRQKFIMYQK-MURLKODTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.12
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  180.3
• 氢给体数：
  8.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (2R,3R,4S)-5-((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-pentane-1,2,3,4-tetraol 在 吡啶 作用下， 生成 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-((2S,3S,4R)-2,3,4,5-tetraacetoxy-pentyloxy)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Scorzonerosides A, B, and C, novel triterpene oligoglycosides with hepatoprotective effect from Chinese Bupleuri Radix, the roots of Bupleurum scorzonerifolium Willd

  摘要：

  Triterpene glycoside adonitol esters, scorzonerosides A, B, and C, were isolated from Chinese Bupleuri Radix, the roots of Bupleurum scorzonerifolium. Their absolute stereostructures were elucidated on the physicochemical and chemical evidence, which included the synthesis of the adonitol moiety from D-ribose. Scorzonerosides A, B, and C were found to show hepatoprotective effect on liver injury induced by D-galactosamine and lipopolysaccharide in mice. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01733-4
• 作为产物：
  描述：

  5-O-tert-butyldiphenylsilyl-D-ribofuranose 在 palladium dihydroxide 吡啶 、 sodium tetrahydroborate 、 三氟化硼乙醚 、 四丁基氟化铵 、 氢气 、 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 生成 (2R,3R,4S)-5-((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-pentane-1,2,3,4-tetraol
  参考文献：
  名称：

  Scorzonerosides A, B, and C, novel triterpene oligoglycosides with hepatoprotective effect from Chinese Bupleuri Radix, the roots of Bupleurum scorzonerifolium Willd

  摘要：

  Triterpene glycoside adonitol esters, scorzonerosides A, B, and C, were isolated from Chinese Bupleuri Radix, the roots of Bupleurum scorzonerifolium. Their absolute stereostructures were elucidated on the physicochemical and chemical evidence, which included the synthesis of the adonitol moiety from D-ribose. Scorzonerosides A, B, and C were found to show hepatoprotective effect on liver injury induced by D-galactosamine and lipopolysaccharide in mice. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01733-4