3-O-[β-D-glucuronopyranosyl-(1->2)-β-D-xylopyranosyl]-25-O-β-D-glucopyranosyl-3β,6α,16β,24(S),25-pentahydroxy-cycloartane

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3-O-[β-D-glucuronopyranosyl-(1->2)-β-D-xylopyranosyl]-25-O-β-D-glucopyranosyl-3β,6α,16β,24(S),25-pentahydroxy-cycloartane
• 英文别名: (1S,2R,3S,4R,5R)-5-[(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2R,5S)-5-hydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-2,3,4-trihydroxycyclohexane-1-carboxylic acid
• 化学式: C₄₈H₈₀O₁₉
• 分子量: 961.152
• InChiKey: DPABWLZGXPAAFH-FWYQYESASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  67
• 可旋转键数：
  13
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  326
• 氢给体数：
  13
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  3-O-[β-D-glucuronopyranosyl-(1->2)-β-D-xylopyranosyl]-25-O-β-D-glucopyranosyl-3β,6α,16β,24(S),25-pentahydroxy-cycloartane 在 盐酸 、 水 作用下， 反应 4.0h， 生成 D-木糖 、 葡萄糖 、 D-葡萄糖醛酸
  参考文献：
  名称：

  Cycloartane-type glycosides from Astragalus amblolepis

  摘要：

  Five cycloartane-type triterpene glycosides were isolated from the methanol extract of the roots of Astragalus amblolepis Fischer along with one known saponin, 3-O-beta-D-xylopyranosyl-16-O-beta-D-glucopyranosyl-3 beta,6 alpha,16 beta,24(S),25-pentahydroxy-cycloartane. Structures of the compounds were established as 3-O-beta-D-xylopyranosyl-25-O-beta-D-glucopyranosyl-3 beta,6 alpha,16 beta,24(S),25-pentahydroxy-cycloartane, 3-O-[beta-D-glucuronopyranosyl-(1 -> 2)-beta-D-xylopyranosyl]-25-O-beta-D-glucopyranosyl-3 beta,6 alpha, 16 beta,24(S),25-pentahydroxy-cycloartane, 3-O-beta-D-xylopyranosyl-24,25-di-O-beta-D-glucopyranosyl-3 beta,6 alpha,16 beta,24(S),25-pentahydroxy-cycloartane, 6-O-alpha-L-rhamnopyranosyl-16,24-di-O-beta-D-glucopyranosyl-3 beta, 6 alpha,16 beta,24(S),25-pentahydroxy-cycloartane, 6-O-alpha-L-rhamnopyranosyl-16,25-di-O-beta-D-glucopyranosyl-3 beta,6 alpha, 16 beta,24(S),25-pentahydroxy-cycloartane by using 1D and 2D-NMR techniques and mass spectrometry. To the best of our knowledge, the glucuronic acid moiety in cycloartanes is reported for the first time. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2009.03.006