3-O-β-D-glucopyranosylcaulophyllogenin 28-O-β-D-apiofuranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-[β-D-apiofuranosyl-(1->3)]-α-L-rhamnopyranosyl-(1->2)-α-L-rhamnopyranosyl ester | 1297532-97-8

• 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-glucopyranosylcaulophyllogenin 28-O-β-D-apiofuranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-[β-D-apiofuranosyl-(1->3)]-α-L-rhamnopyranosyl-(1->2)-α-L-rhamnopyranosyl ester
• 英文别名: [(2S,3R,4R,5R,6S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-5-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 1297532-97-8
• 化学式: C₆₃H₁₀₂O₃₀
• 分子量: 1339.48
• InChiKey: PMHJCGQRHLMLQS-GERUALSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  93
• 可旋转键数：
  17
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  472
• 氢给体数：
  17
• 氢受体数：
  30

反应信息

• 作为反应物：
  描述：

  3-O-β-D-glucopyranosylcaulophyllogenin 28-O-β-D-apiofuranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-[β-D-apiofuranosyl-(1->3)]-α-L-rhamnopyranosyl-(1->2)-α-L-rhamnopyranosyl ester 在 水 、 三氟乙酸 作用下， 反应 3.0h， 生成 D-吡喃木糖 、 D-葡萄糖 、 L-rhamnopyranose 、 D-apiose
  参考文献：
  名称：

  Unusual oleanane-type saponins from Arenaria montana

  摘要：

  Three oleanane-type saponins, 3-O-beta-D-glucopyranosylechinocystic acid 28-O-beta-D-xylopyranosyl-(1 -> 4)- [alpha-L-rhamnopyranosyl-(1 -> 2)]-alpha-L-rhamnopyranosyl ester (1), 3-O-beta-D-glucopyranosylechinocystic acid 28-O-alpha-L-arabinopyranosyl-(1 -> 3)-beta-D-xylopyranosyl-(1 -> 4)-[alpha-L-rhamnopyranosyl-(1 -> 2)]-alpha-L- rhamnopyranosyl ester (2), 3-O-beta-D-glucopyranosylcaulophyllogenin 28-O-beta-D-apiofuranosyl-(1 -> 3)-beta- D-xylopyranosyl-(1 -> 4)-[beta-D-apiofuranosyl-(1 -> 3)]-alpha-L-rhamnopyranosyl-(1 -> 2)-alpha-L-rhamnopyranosyl ester (3) were isolated from the whole plant of Arenaria montana. Their unusual structures for the Caryophyllaceae family were established mainly by 2D NMR techniques and mass spectrometry. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.01.011