4-hydroxymethyl-2-methoxyphenyl 6-O-benzoyl-β-D-glucopyranoside | 41689-45-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-hydroxymethyl-2-methoxyphenyl 6-O-benzoyl-β-D-glucopyranoside
• 英文别名: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methyl benzoate
• CAS: 41689-45-6
• 化学式: C₂₁H₂₄O₉
• 分子量: 420.416
• InChiKey: UFMHRCWIOQTPRQ-GQUPQBGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-hydroxymethyl-2-methoxyphenyl 6-O-benzoyl-β-D-glucopyranoside 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 以1.60 mg的产率得到D-葡萄糖
  参考文献：
  名称：

  Aromatic Glucosides from the Seeds of Prunus davidiana

  摘要：

  Chemical investigation of the seeds of Prunus davidiana afforded seven new aromatic glucosides, i.e., the prupersins A-E (1-5) and compounds 6 and 7, as well as 11 known compounds. The structures of 1-7 were elucidated by spectroscopic data analysis and chemical evidence, and configurations were determined by hydrolysis experiments (1, 2, and 5) or electronic circular dichroism (6). Compounds 1-6 exhibited antioxidant activity aganist Fe2+-cysteine-induced rat liver microsomal lipid peroxidation, with malondialdehyde inhibitory rates of 50-67% and 53-57% at concentrations of 10(-5) and 10(-6) mol/L, respectively.

  DOI：

  10.1021/np4000922

文献信息

• Aromatic Glucosides from the Seeds of <i>Prunus davidiana</i>
  作者：Xiao-Yan Chen、Hong-Qing Wang、Ting Zhang、Chao Liu、Jie Kang、Ruo-Yun Chen、De-Quan Yu

  DOI：10.1021/np4000922

  日期：2013.9.27

  Chemical investigation of the seeds of Prunus davidiana afforded seven new aromatic glucosides, i.e., the prupersins A-E (1-5) and compounds 6 and 7, as well as 11 known compounds. The structures of 1-7 were elucidated by spectroscopic data analysis and chemical evidence, and configurations were determined by hydrolysis experiments (1, 2, and 5) or electronic circular dichroism (6). Compounds 1-6 exhibited antioxidant activity aganist Fe2+-cysteine-induced rat liver microsomal lipid peroxidation, with malondialdehyde inhibitory rates of 50-67% and 53-57% at concentrations of 10(-5) and 10(-6) mol/L, respectively.