methyl (1R,4S,5R,8R,10S,13R,14R,16S,17S,18R,20R)-16-bromo-4,5,9,9,13,20-hexamethyl-23-oxo-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carboxylate | 109617-38-1

• 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: methyl (1R,4S,5R,8R,10S,13R,14R,16S,17S,18R,20R)-16-bromo-4,5,9,9,13,20-hexamethyl-23-oxo-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carboxylate
• CAS: 109617-38-1
• 化学式: C₃₆H₅₅BrO₉
• 分子量: 711.731
• InChiKey: PDJCKAOHFLGSCB-QTSZMXDASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  46
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  liangwanoside II 在 sodium hydroxide 、 sodium acetate 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 17.0h， 生成 methyl (1R,4S,5R,8R,10S,13R,14R,16S,17S,18R,20R)-16-bromo-4,5,9,9,13,20-hexamethyl-23-oxo-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carboxylate
  参考文献：
  名称：

  Saponins from Chinese folk medicine, "Laing Wang Cha," leaves and stems of Nothopanax delavayi, Araliaceae.

  摘要：

  从中药“亮王茶”（五加科植物滇北五加的叶和叶柄）中分离出两种新的齐墩果烷型三萜糖苷，分别命名为亮王苷 I（1）和 II（2）。1 和 2 的结构分别为 28-β-D-吡喃葡萄糖基和 28-α-L-吡喃鼠李糖基（1→4）-β-D-吡喃葡萄糖基（1→6）-，分别是 3-O-α-L-阿拉伯吡喃糖基-3β-羟基齐墩果-12-烯-28,29-二酸的 β-D-吡喃葡萄糖基酯。

  DOI：

  10.1248/cpb.35.1486

文献信息

• Triterpenoid saponins from the bark of Nothopanax davidii
  作者：Shi Shan Yu、De Quan Yu、Xiao Tian Liang

  DOI：10.1016/0031-9422(94)00706-y

  日期：1995.2

  Three new triterpenoid saponins were isolated from the alcoholic extract of the bark of Nothopanax davidii. Their structures have been determined on the basis of spectral and chemical data as 3-O-alpha-(4'-O-acetyl)-L-arabinopyranosyl-3 beta-hydroxyolean-12-ene- 28,29-dioic acid-28-O-[alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl]ester, named yiyeliangwanoside IX; 3-O-alpha-(2'-O-acetyl)-L-arabinopyranosyl-3 beta-hydroxyolean-12-ene-28,29- dioic acid-28-O-[alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->6)- beta-D-glucopyranosyl] ester, named yiyeliangwanoside X; and 3-O-beta-d-xylopyranosyl-3 beta-hydroxyolean-12-ene-28,29-dioic acid-28-O-[alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->6)-b eta-D - glucopyranosyl] ester, named yiyeliangwanoside XI.