11α,12α-epoxy-3-O-β-D-xylopyranosylolean-28,13β-olide | 1353558-38-9

• 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: 11α,12α-epoxy-3-O-β-D-xylopyranosylolean-28,13β-olide
• 英文别名: (1S,2S,4S,5R,6S,9S,11R,14R,15S,18S,23R)-6,10,10,14,15,21,21-heptamethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one
• CAS: 1353558-38-9
• 化学式: C₃₅H₅₄O₈
• 分子量: 602.809
• InChiKey: QUUQPTNRAJYRSR-FKBCNXHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  43
• 可旋转键数：
  2
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  118
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  11α,12α-epoxy-3-O-β-D-xylopyranosylolean-28,13β-olide 在 三氟乙酸 作用下， 反应 4.0h， 生成 D-木糖
  参考文献：
  名称：

  New triterpenoid saponins fromPatrinia scabiosifolia

  摘要：

  Phytochemical investigation of methanol extract from the whole plants of Patrinia scabiosifolia Fisch. resulted in the isolation of three new triterpenoid saponins (1-3) along with twelve known triterpenoids (4-15). The structures of the new compounds were established as 11 alpha, 12 alpha-epoxy-3-O-beta-D-xylopyranosyl-olean-28, 13 beta-olide (1), 11 alpha, 12 alpha-epoxy-3-O-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyl-olean-28, 13 beta-olide (2), and 3-O-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyl oleanolic acid 28-O-beta-D-glucopyranoside (3) on the basis of various spectroscopic analyses (including different 1D and 2D NMR spectroscopies and high-resolution electrospray ionization mass spectrometry) and chemical evidences.

  DOI：

  10.1080/10286020.2011.653685

文献信息

• New triterpenoid saponins from<i>Patrinia scabiosifolia</i>
  作者：Liang Gao、Lin Zhang、Li-Ming Wang、Jiang-Yun Liu、Pei-Lie Cai、Shi-Lin Yang

  DOI：10.1080/10286020.2011.653685

  日期：2012.4

  Phytochemical investigation of methanol extract from the whole plants of Patrinia scabiosifolia Fisch. resulted in the isolation of three new triterpenoid saponins (1-3) along with twelve known triterpenoids (4-15). The structures of the new compounds were established as 11 alpha, 12 alpha-epoxy-3-O-beta-D-xylopyranosyl-olean-28, 13 beta-olide (1), 11 alpha, 12 alpha-epoxy-3-O-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyl-olean-28, 13 beta-olide (2), and 3-O-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyl oleanolic acid 28-O-beta-D-glucopyranoside (3) on the basis of various spectroscopic analyses (including different 1D and 2D NMR spectroscopies and high-resolution electrospray ionization mass spectrometry) and chemical evidences.