3-O-α-L-rhamnopyranosyl-(1->2)-β-D-xylopyranosyloleanolic acid 28-O-β-D-glucopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->6)]-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl ester | 1227699-22-0

• 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-α-L-rhamnopyranosyl-(1->2)-β-D-xylopyranosyloleanolic acid 28-O-β-D-glucopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->6)]-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl ester
• 英文别名: 3-O-α-L-rhamnopyranosyl-(1->2)-β-D-xylopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->6)]-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside；agrostemmoside B；[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 1227699-22-0
• 化学式: C₆₄H₁₀₄O₃₀
• 分子量: 1353.51
• InChiKey: PYDVNGBLFNTGHD-GRSNHDRDSA-N

物化性质

• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  94
• 可旋转键数：
  16
• 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-α-L-rhamnopyranosyl-(1->2)-β-D-xylopyranosyloleanolic acid 28-O-β-D-glucopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->6)]-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl ester 在 盐酸 、 水 作用下， 反应 4.0h， 生成 L-rhamnopyranose
  参考文献：
  名称：

  Triterpene glycosides from Agrostemma gracilis

  摘要：

  Four triterpene saponins, agrostemmosides A-D were isolated from the methanol extract of Agrostemma gracilis. The structures of the compounds were determined as 3-O-beta-D-xylopyranosyloleanolic acid 28-O-beta-D-glucopyranosyl-(1 -> 2)-[beta-D-xylopyranosyl-(1 -> 6)]-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester, 3-O-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyloleanolic acid 28-O-beta-D-glucopyranosyl-(1 -> 2)-[beta-D-xylopyranosyl-(1 -> 6)]-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester, 3-O-beta-D-xylopyranosylechinocystic acid 28-O-beta-D-glucopyranosyl-(1 -> 2)-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester, 3-O-beta-D-xylopyranosylechinocystic acid 28-O-beta-D-glucopyranosyl-(1 -> 2)-[beta-D-xylopyranosyl-(1 -> 6)]-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester by a combination of one- and two-dimensional NMR techniques, and mass spectrometry. To the best of our knowledge this is the first phytochemical report on A. gracilis, and echinocystic acid saponins were encountered for the first time in Caryophyllaceae family. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2009.12.001

文献信息

• Gynostemosides A–E, megastigmane glycosides from Gynostemma pentaphyllum
  作者：Zhen Zhang、Wei Zhang、Yan-Ping Ji、Yun Zhao、Chuan-Gui Wang、Jin-Feng Hu

  DOI：10.1016/j.phytochem.2009.12.017

  日期：2010.4

  Megastigmane glycosides (1-5) together with seven (6-12) related known compounds were isolated from the whole plants of Gynostemma pentaphyllum. The structures were elucidated by means of spectroscopic methods, including 2D NMR, HR-ESIMS, and circular dichroism (CD), as well as chemical transformations to be (3R, 4R, 5S, 6S, 7E)-3,4,6-trihydroxymegastigmane-7-en-9-one-3-O-beta-D-glucopyranoside (gynostemoside A. 1), (3S, 4S, 5R, 6R, 7E, 9R)-3,4,6,9-tetrahydroxymegastigmane-7-en-3-O-beta-D-glucopyranoside (gynostemoside B, 2), (3S, 4S, 5S, 6S, 7E, 9R)-3,4,9-trihydroxymegastigmane-7-en-9-O-beta-D-glucopyranoside (gynostemoside C, 3), (3S, 4S, 5S, 6S, 7E, 9R)-3,4,9-trihydroxymegastigmane-7-en-3-O-beta-D-glucopyranoside (gynostemoside D, 4), and (3S, 4S, 5S, 6S, 7E, 9R)-3,4,9-trihydroxymegastigmane-7-en-4-O-beta-D-glucopyranoside (gynostemoside E, 5), respectively. (C) 2010 Elsevier Ltd. All rights reserved.
• Triterpene glycosides from Agrostemma gracilis
  作者：Omer Koz、Erdal Bedir、Milena Masullo、Ozgen Alankus-Caliskan、Sonia Piacente

  DOI：10.1016/j.phytochem.2009.12.001

  日期：2010.4

  Four triterpene saponins, agrostemmosides A-D were isolated from the methanol extract of Agrostemma gracilis. The structures of the compounds were determined as 3-O-beta-D-xylopyranosyloleanolic acid 28-O-beta-D-glucopyranosyl-(1 -> 2)-[beta-D-xylopyranosyl-(1 -> 6)]-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester, 3-O-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyloleanolic acid 28-O-beta-D-glucopyranosyl-(1 -> 2)-[beta-D-xylopyranosyl-(1 -> 6)]-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester, 3-O-beta-D-xylopyranosylechinocystic acid 28-O-beta-D-glucopyranosyl-(1 -> 2)-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester, 3-O-beta-D-xylopyranosylechinocystic acid 28-O-beta-D-glucopyranosyl-(1 -> 2)-[beta-D-xylopyranosyl-(1 -> 6)]-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester by a combination of one- and two-dimensional NMR techniques, and mass spectrometry. To the best of our knowledge this is the first phytochemical report on A. gracilis, and echinocystic acid saponins were encountered for the first time in Caryophyllaceae family. (C) 2009 Elsevier Ltd. All rights reserved.