3-O-β-D-xylopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-arabinopyranosyl-olean-12-en-28-oic acid

• 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-xylopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-arabinopyranosyl-olean-12-en-28-oic acid
• 英文别名: scoposide E
• 化学式: C₄₆H₇₆O₁₅
• 分子量: 869.1
• InChiKey: WDMVDZAINQLOMZ-HNQJMTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  61
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  234
• 氢给体数：
  8
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  3-O-β-D-xylopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-arabinopyranosyl-olean-12-en-28-oic acid 在 盐酸 、 水 作用下， 反应 6.0h， 生成 D-木糖 、 L-阿拉伯糖 、 L-鼠李糖
  参考文献：
  名称：

  Antimicrobial Triterpenoid Glycosides from Cephalaria scoparia

  摘要：

  Five new oleanane-type triterpenoid glycosides (1-5), named scoposides A-E, along with one known bisdesmosidic triterpene glycoside, were isolated from the aerial parts of Cephalaria scoparia. Three prosapogenins (2a-4a) were also obtained after alkaline hydrolysis of the bisdesmosidic compounds 2-4. The structures of compounds 1-5 were determined by spectroscopic (ID and 2D NMR, HRESIMS) and chemical methods. The antimicrobial effects of compounds 1-5 were evaluated against a small panel of Gram-positive and Gram-negative bacteria.

  DOI：

  10.1021/np900724u
• 作为产物：
  描述：

  scoposide D 在 水 、 potassium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 生成 3-O-β-D-xylopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-arabinopyranosyl-olean-12-en-28-oic acid
  参考文献：
  名称：

  Antimicrobial Triterpenoid Glycosides from Cephalaria scoparia

  摘要：

  Five new oleanane-type triterpenoid glycosides (1-5), named scoposides A-E, along with one known bisdesmosidic triterpene glycoside, were isolated from the aerial parts of Cephalaria scoparia. Three prosapogenins (2a-4a) were also obtained after alkaline hydrolysis of the bisdesmosidic compounds 2-4. The structures of compounds 1-5 were determined by spectroscopic (ID and 2D NMR, HRESIMS) and chemical methods. The antimicrobial effects of compounds 1-5 were evaluated against a small panel of Gram-positive and Gram-negative bacteria.

  DOI：

  10.1021/np900724u

文献信息

• Antimicrobial Triterpenoid Glycosides from <i>Cephalaria scoparia</i>
  作者：Nazlı Böke Sarıkahya、Süheyla Kırmızıgül

  DOI：10.1021/np900724u

  日期：2010.5.28

  Five new oleanane-type triterpenoid glycosides (1-5), named scoposides A-E, along with one known bisdesmosidic triterpene glycoside, were isolated from the aerial parts of Cephalaria scoparia. Three prosapogenins (2a-4a) were also obtained after alkaline hydrolysis of the bisdesmosidic compounds 2-4. The structures of compounds 1-5 were determined by spectroscopic (ID and 2D NMR, HRESIMS) and chemical methods. The antimicrobial effects of compounds 1-5 were evaluated against a small panel of Gram-positive and Gram-negative bacteria.