1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6S]-2,4,5,6,7-pentahydroxy-3-(sulfooxy)heptyl]-(S)-episelenoniumylidine]-D-arabinitol inner salt | 1187861-01-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6S]-2,4,5,6,7-pentahydroxy-3-(sulfooxy)heptyl]-(S)-episelenoniumylidine]-D-arabinitol inner salt
• 英文别名: 1,4-dideoxy-1,4-[[2S,3S,4R,5R,6S]-2,4,5,6,7-pentahydroxy-3-(sulfooxy)heptyl]-(S)-epi-selenoniumylidine-D-arabinitol
• CAS: 1187861-01-3
• 化学式: C₁₂H₂₄O₁₂SSe
• 分子量: 471.341
• InChiKey: IQYSWJLPXXCVKY-FLZQAGQYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.14
• 重原子数：
  26.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  228.27
• 氢给体数：
  8.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6S]-2,4,5,6,7-pentahydroxy-3-(sulfooxy)heptyl]-(S)-episelenoniumylidine]-D-arabinitol inner salt 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 5.5h， 以100%的产率得到1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6S]-2,3,4,5,6,7-hexahydroxyheptyl]-(S)-episelenoniumylidine]-D-arabinitol chloride
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Heteroanalogues of Kotalanol and De-O-Sulfonated Kotalanol

  摘要：

  The synthesis of nitrogen and selenium analogues of kotalanol and de-O-sulfonated kotalanol, naturally occurring sulfonium-ion glucosidase inhibitors isolated from Salacia reticulata, and their evaluation as glucosidase inhibitors against the N-terminal catalytic domain of human maltase glucoamylase (ntMGAM) are described.

  DOI：

  10.1021/ol100080m
• 作为产物：
  描述：

  在 水 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以83%的产率得到1,4-dideoxy-1,4-[[[2S,3S,4R,5R,6S]-2,4,5,6,7-pentahydroxy-3-(sulfooxy)heptyl]-(S)-episelenoniumylidine]-D-arabinitol inner salt
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Heteroanalogues of Kotalanol and De-O-Sulfonated Kotalanol

  摘要：

  The synthesis of nitrogen and selenium analogues of kotalanol and de-O-sulfonated kotalanol, naturally occurring sulfonium-ion glucosidase inhibitors isolated from Salacia reticulata, and their evaluation as glucosidase inhibitors against the N-terminal catalytic domain of human maltase glucoamylase (ntMGAM) are described.

  DOI：

  10.1021/ol100080m