3β-O-{α-L-rhamnopyranosyl-(1->3)-[β-D-xylopyranose-(1->2)]-β-D-glucopyranosyl-(1->4)-α-L-arabinopyranosyl}-3β-hydroxy-13β,28-epoxy-oleanan-16-oxo-30-al | 1234555-69-1

• 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: 3β-O-{α-L-rhamnopyranosyl-(1->3)-[β-D-xylopyranose-(1->2)]-β-D-glucopyranosyl-(1->4)-α-L-arabinopyranosyl}-3β-hydroxy-13β,28-epoxy-oleanan-16-oxo-30-al
• 英文别名: (1S,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5,9,9,13,20-hexamethyl-2-oxo-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde
• CAS: 1234555-69-1
• 化学式: C₅₂H₈₂O₂₁
• 分子量: 1043.21
• InChiKey: UJKYHLSFZJRGBL-KEBISRCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  73
• 可旋转键数：
  10
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  320
• 氢给体数：
  10
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  3β-O-{α-L-rhamnopyranosyl-(1->3)-[β-D-xylopyranose-(1->2)]-β-D-glucopyranosyl-(1->4)-α-L-arabinopyranosyl}-3β-hydroxy-13β,28-epoxy-oleanan-16-oxo-30-al 、 乙酸酐 在 盐酸 、 吡啶 、 盐酸羟胺 作用下， 以 水 为溶剂， 反应 50.0h， 生成 L-arabinose aldonitrile peracetate 、 tetra-O-acetyl-D-xylonic acid nitrile 、 L-rhamnose aldonitrile peracetate 、 2,3,4,5,6-pentaacetoxy-D-glucononitrile 、 (1S,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-hydroxy-4,5,9,9,13,20-hexamethyl-2-oxo-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde
  参考文献：
  名称：

  New triterpenoid sapoin from Ardisia gigantifolia Stapf.

  摘要：

  One new triterpenoid sapoin with two known triterpenoid sapoins: 3 beta-O-{alpha-L-rhamnopyranosyl-(1 -> 3)-[beta-D-xylopyranose(1 -> 2)]-beta-6-glucopyranosyl-(1 -> 4)-alpha-L-arabinopyranosyl)-3 beta-hydroxy-13 beta,28-epoxy-oleanan-16-oxo-30-al (1), 3 beta-O-{alpha-L-rhamnopyranosyl-(1 -> 3)-[(beta-D-xylopyranosyl-(1 -> 2)]-beta-D-galactopyranosyl-(1 -> 4)-[(3-D-glucopyranosyl-(1 -> 2)]-alpha-L-arabinopyranosidel-16 alpha-hydroxy-13,28-epoxy-oleanane (2) and cyclamiretin A 3 beta-O-alpha-L-rhamnopyranosyl-(1 -> 3)-[beta-D-xylopyranosyl-(1 2)]-beta-D-glucopyranosyl-(1 -> 4)4 beta-D-glucopyranosyl-(1 -> 2)]-alpha-L-arabinopyranoside (3) were isolated from Ardisia gigannfolia Stapf. Their structures were elucidated by means of (1)H and (13)C NMR spectroscopic studies, including 2D-NMR technique. (C) 2009 Ping Liu. Published by Elsevier B.y, on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2009.12.029

文献信息

• New triterpenoid sapoin from Ardisia gigantifolia Stapf.
  作者：Qiang Qiang Gong、Li Hua Mu、Ping Liu、Shi Lin Yang、Bo Wang、Yu Lin Feng

  DOI：10.1016/j.cclet.2009.12.029

  日期：2010.4

  One new triterpenoid sapoin with two known triterpenoid sapoins: 3 beta-O-alpha-L-rhamnopyranosyl-(1 -> 3)-[beta-D-xylopyranose(1 -> 2)]-beta-6-glucopyranosyl-(1 -> 4)-alpha-L-arabinopyranosyl)-3 beta-hydroxy-13 beta,28-epoxy-oleanan-16-oxo-30-al (1), 3 beta-O-alpha-L-rhamnopyranosyl-(1 -> 3)-[(beta-D-xylopyranosyl-(1 -> 2)]-beta-D-galactopyranosyl-(1 -> 4)-[(3-D-glucopyranosyl-(1 -> 2)]-alpha-L-arabinopyranosidel-16 alpha-hydroxy-13,28-epoxy-oleanane (2) and cyclamiretin A 3 beta-O-alpha-L-rhamnopyranosyl-(1 -> 3)-[beta-D-xylopyranosyl-(1 2)]-beta-D-glucopyranosyl-(1 -> 4)4 beta-D-glucopyranosyl-(1 -> 2)]-alpha-L-arabinopyranoside (3) were isolated from Ardisia gigannfolia Stapf. Their structures were elucidated by means of (1)H and (13)C NMR spectroscopic studies, including 2D-NMR technique. (C) 2009 Ping Liu. Published by Elsevier B.y, on behalf of Chinese Chemical Society. All rights reserved.