benzyl 6'-O-malonyl β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 6'-O-malonyl β-D-glucopyranoside
• 英文别名: 3-oxo-3-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methoxy]propanoic acid
• 化学式: C₁₆H₂₀O₉
• 分子量: 356.329
• InChiKey: XRBBSPHNIPVFOT-LMXXTMHSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  143
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  苯甲基 BETA-D-吡喃葡萄糖苷 2,3,4,6-四乙酸酯 在 sodium methylate 、 叔丁基异氰酸酯 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 benzyl 6'-O-malonyl β-D-glucopyranoside
  参考文献：
  名称：

  Sensitive and Selective Screening for 6‘-O-Malonylated Glucoconjugates in Plants

  摘要：

  Using synthesized reference compounds a screening for benzyl, 2-phenylethyl, geranyl, citronellyl, and 2,5-dimethyl-4-hydroxy-3(2H)-furanone 6'-O-malonyl beta-D-glucopyranosides in various plant tissues was performed by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry (HPLC-ESI-MS/MS). The results obtained with fruits (guava; raspberry; strawberry), leaves (green tea; vine), and mountain papaya (Carica pubescens) peel indicate that malonylation of glycoconjugates is a common pathway in plant secondary metabolism.

  DOI：

  10.1021/jf960578l

文献信息

• Sensitive and Selective Screening for 6‘-<i>O</i>-Malonylated Glucoconjugates in Plants
  作者：Barbara Withopf、Elke Richling、René Roscher、Wilfried Schwab、Peter Schreier

  DOI：10.1021/jf960578l

  日期：1997.3.1

  Using synthesized reference compounds a screening for benzyl, 2-phenylethyl, geranyl, citronellyl, and 2,5-dimethyl-4-hydroxy-3(2H)-furanone 6'-O-malonyl beta-D-glucopyranosides in various plant tissues was performed by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry (HPLC-ESI-MS/MS). The results obtained with fruits (guava; raspberry; strawberry), leaves (green tea; vine), and mountain papaya (Carica pubescens) peel indicate that malonylation of glycoconjugates is a common pathway in plant secondary metabolism.