(1S,4S,5R,6R,9S)-13-O-α-L-arabinofuranosyl-(1→6)-β-D-glucopyranosyl-13-hydroxyallocedra-2,11-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,4S,5R,6R,9S)-13-O-α-L-arabinofuranosyl-(1→6)-β-D-glucopyranosyl-13-hydroxyallocedra-2,11-dione
• 英文别名: (1S,2S,5S,6R,7R)-6-[[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-2,6,7-trimethyltricyclo[5.2.2.01,5]undecane-3,8-dione
• 化学式: C₂₆H₄₀O₁₂
• 分子量: 544.596
• InChiKey: CPNYGLZYXATFRN-SPGGPVJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  192
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (1S,4S,5R,6R,9S)-13-O-α-L-arabinofuranosyl-(1→6)-β-D-glucopyranosyl-13-hydroxyallocedra-2,11-dione 在 盐酸 、 水 作用下， 反应 12.0h， 生成 L-阿拉伯糖 、 葡萄糖
  参考文献：
  名称：

  Sesquiterpenes from the Roots of Illicium jiadifengpi

  摘要：

  Two new sesquiterpenes (1, 2) and two new sesquiterpene glycosides (3, 4) with a seco-prezizaane skeleton, three new allo-cedrane sesquiterpene glycosides (5-7), and a new acorane sesquiterpene (8) as well as 15 known analogues were isolated from the roots of Illicium jiadifengpi used for the treatment of rheumatoid arthritis. The structures of these compounds were elucidated by extensive spectroscopic analysis and chemical methods. The absolute configurations of compounds 5-7 were confirmed by CD experiments. The configuration of compound 8 was assigned by single-crystal X-ray crystallographic analysis and CD experiments. Compounds 4, 6, 7, 14, and 23 showed moderate antiviral activities against Coxsackie virus B3, and all compounds were inactive when evaluated for their cytotoxic activities against five human tumor cell lines and neuroprotection.

  DOI：

  10.1055/s-0032-1328768

文献信息

• Sesquiterpenes from the Roots of Illicium jiadifengpi
  作者：Guijie Zhang、Pengyu Zhuang、Xiaojing Wang、Shishan Yu、Shuanggang Ma、Jing Qu、Yong Li、Yunbao Liu、Yan Zhang、Dequan Yu

  DOI：10.1055/s-0032-1328768

  日期：——

  Two new sesquiterpenes (1, 2) and two new sesquiterpene glycosides (3, 4) with a seco-prezizaane skeleton, three new allo-cedrane sesquiterpene glycosides (5-7), and a new acorane sesquiterpene (8) as well as 15 known analogues were isolated from the roots of Illicium jiadifengpi used for the treatment of rheumatoid arthritis. The structures of these compounds were elucidated by extensive spectroscopic analysis and chemical methods. The absolute configurations of compounds 5-7 were confirmed by CD experiments. The configuration of compound 8 was assigned by single-crystal X-ray crystallographic analysis and CD experiments. Compounds 4, 6, 7, 14, and 23 showed moderate antiviral activities against Coxsackie virus B3, and all compounds were inactive when evaluated for their cytotoxic activities against five human tumor cell lines and neuroprotection.