β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-{[β-D-apio-D-furanosyl-(1->3)]-4-O-(9-oxo-16-β-[(D-xylopyranosyl)oxy]hexadecanoyl)}-α-L-arabinopyranosyl 3-O-β-D-glucopyranosyl-2β,3β,23-trihydroxyolean-12-en-28-oate | 1191300-14-7

• 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: β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-{[β-D-apio-D-furanosyl-(1->3)]-4-O-(9-oxo-16-β-[(D-xylopyranosyl)oxy]hexadecanoyl)}-α-L-arabinopyranosyl 3-O-β-D-glucopyranosyl-2β,3β,23-trihydroxyolean-12-en-28-oate
• 英文别名: β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-{[β-D-apio-D-furanosyl-(1->3)]-4-O-(9-oxo-16-[(β-D-xylopyranosyl)oxy]hexadecanoyl)}-α-L-arabinopyranosyl 3-O-β-D-glucopyranosyl-2β,3β,23-trihydroxyolean-12-en-28-oate；physenoside S6；[(2S,3R,4S,5S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-[9-oxo-16-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyhexadecanoyl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-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: 1191300-14-7
• 化学式: C₇₈H₁₂₈O₃₃
• 分子量: 1593.85
• InChiKey: SBBJLVYIYDCBPA-VFLZQLDFSA-N

物化性质

• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  111
• 可旋转键数：
  33
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  515
• 氢给体数：
  17
• 氢受体数：
  33

反应信息

• 作为反应物：
  描述：

  β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-{[β-D-apio-D-furanosyl-(1->3)]-4-O-(9-oxo-16-β-[(D-xylopyranosyl)oxy]hexadecanoyl)}-α-L-arabinopyranosyl 3-O-β-D-glucopyranosyl-2β,3β,23-trihydroxyolean-12-en-28-oate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 0.5h， 生成 贝萼皂苷元 3-O-beta-D-吡喃葡萄糖苷
  参考文献：
  名称：

  Cytotoxic 16-β-[(d-xylopyranosyl)oxy]oxohexadecanyl triterpene glycosides from a Malagasy plant, Physena sessiliflora

  摘要：

  Brine shrimp lethality assay-guided separation of the MeOH extract of leaves of Physena sessiliflora, which is endemic to Madagascar, afforded eight triterpene glycosides Physenoside S1-4 and 16-beta-[(D-Xylopyranosyl)oxy]oxohexadecanyl homologues, Physenoside S5-8. Structural elucidation of these compounds was based on both spectroscopic analyses and chemical properties. Physenoside S7 and S8 have significant cytotoxic activities in the brine shrimp lethality assay. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2009.06.002

文献信息

• Cytotoxic 16-β-[(d-xylopyranosyl)oxy]oxohexadecanyl triterpene glycosides from a Malagasy plant, Physena sessiliflora
  作者：Masaki Inoue、Kazuhiro Ohtani、Ryoji Kasai、Mayu Okukubo、Marta Andriantsiferana、Kazuo Yamasaki、Tohru Koike

  DOI：10.1016/j.phytochem.2009.06.002

  日期：2009.6

  Brine shrimp lethality assay-guided separation of the MeOH extract of leaves of Physena sessiliflora, which is endemic to Madagascar, afforded eight triterpene glycosides Physenoside S1-4 and 16-beta-[(D-Xylopyranosyl)oxy]oxohexadecanyl homologues, Physenoside S5-8. Structural elucidation of these compounds was based on both spectroscopic analyses and chemical properties. Physenoside S7 and S8 have significant cytotoxic activities in the brine shrimp lethality assay. (C) 2009 Elsevier Ltd. All rights reserved.