theasaponin F3 | 878049-15-1

• 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: theasaponin F3
• 英文别名: 21-O-angeloyl-28-O-acetyltheasapogenol F 3-O-β-D-galactopyranosyl(1->2)[β-D-xylopyranosyl(1->2)-α-L-arabinopyranosyl(1->3)]-β-D-glucopyranosiduronic acid；(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• CAS: 878049-15-1
• 化学式: C₆₀H₉₂O₂₈
• 分子量: 1261.37
• InChiKey: ATBIRQWSFWRRKH-POFDTEPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  88
• 可旋转键数：
  18
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  433
• 氢给体数：
  13
• 氢受体数：
  28

反应信息

• 作为反应物：
  描述：

  theasaponin F3 在 氢氧化钾 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以2.2 mg的产率得到desacyl-theasaponin F
  参考文献：
  名称：

  Triterpene Saponins with Gastroprotective Effects from Tea Seed (the Seeds of Camellia sinensis)

  摘要：

  Six new triterpene saponins, theasaponins A(1) (1), A(2) (2), A(3) (3), F-2 (4), F-2 (5), and F-3 (6), were isolated from the saponin fraction of the seeds of Camellia sinensis. The stereostructures of 1-6 were elucidated on the basis of chemical and physicochemical evidence. Theasaponin A2 (2) showed an inhibitory effect on ethanol-induced gastric mucosal lesions in rats at a dose of 5.0 mg/kg, p.o., and its activity was more potent than that of omeplazole. Structure-activity relationships for theasaponins on ethanol-induced gastroprotective activities may be suggested as follows: (1) the 28-acetyl moiety enhances activity; (2) theasaponins having a 23-aldehyde group exhibit more potent activities than those with a 23-hydroxymethyl group or a 23-methoxycarbonyl group.

  DOI：

  10.1021/np058097w