3-O-{β-D-xylopyranosyl-(1->2)-β-D-glucopyranosyl-(1->4)-[β-D-glucopyranosyl-(1->2)]-α-L-arabinopyranosyl}-3β,16β-12-oleanene-3,16,23,28-tetrol

• 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: 3-O-{β-D-xylopyranosyl-(1->2)-β-D-glucopyranosyl-(1->4)-[β-D-glucopyranosyl-(1->2)]-α-L-arabinopyranosyl}-3β,16β-12-oleanene-3,16,23,28-tetrol
• 英文别名: heterogenoside D；(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₅₂H₈₆O₂₂
• 分子量: 1063.24
• InChiKey: AIRVJEHJSLWBFB-KJWUCAOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  74
• 可旋转键数：
  12
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  357
• 氢给体数：
  14
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  3-O-{β-D-xylopyranosyl-(1->2)-β-D-glucopyranosyl-(1->4)-[β-D-glucopyranosyl-(1->2)]-α-L-arabinopyranosyl}-3β,16β-12-oleanene-3,16,23,28-tetrol 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 8.0h， 生成 D-木糖 、 L-阿拉伯糖 、 葡萄糖
  参考文献：
  名称：

  Four new cytotoxic oligosaccharidic derivatives of 12-oleanene from Lysimachia heterogenea Klatt

  摘要：

  Cytotoxicity-guided phytochemical analysis on the extract of Lysimachia heterogenea Klatt led to the isolation of 3 beta,16 beta-12-oleanene-3,16,23,28-tetrol (1) and its four new oligosaccharidic derivatives heterogenosides A, B, C, and D (2-5). Their structural elucidation was mainly based on NMR and mass spectral data. The time course experimental results indicated that unlike the likely lysis activity of heterogenosides B-D, heterogenoside A showed a significantly time-dependent cytotoxicity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.056

文献信息

• Four new cytotoxic oligosaccharidic derivatives of 12-oleanene from Lysimachia heterogenea Klatt
  作者：Xin-an Huang、Yong-ju Liang、Xiao-ling Cai、Xiao-quan Feng、Chuan-hai Zhang、Li-wu Fu、Wen-di Deng

  DOI：10.1016/j.bmcl.2009.10.056

  日期：2009.12

  Cytotoxicity-guided phytochemical analysis on the extract of Lysimachia heterogenea Klatt led to the isolation of 3 beta,16 beta-12-oleanene-3,16,23,28-tetrol (1) and its four new oligosaccharidic derivatives heterogenosides A, B, C, and D (2-5). Their structural elucidation was mainly based on NMR and mass spectral data. The time course experimental results indicated that unlike the likely lysis activity of heterogenosides B-D, heterogenoside A showed a significantly time-dependent cytotoxicity. (C) 2009 Elsevier Ltd. All rights reserved.