5'-hydroxy-7'-O-(β-D-allopyranosyl)-2'-methylchromone | 951673-47-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5'-hydroxy-7'-O-(β-D-allopyranosyl)-2'-methylchromone
• 英文别名: corymbosin K₁；5-hydroxy-2-methyl-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• CAS: 951673-47-5
• 化学式: C₁₆H₁₈O₉
• 分子量: 354.314
• InChiKey: BYYDEEAJCDGLER-JPIRQXTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5'-hydroxy-7'-O-(2,3,4,6-tetra-O-acetyl-β-D-allopyranosyl)-2'-methylchromone 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以78%的产率得到5'-hydroxy-7'-O-(β-D-allopyranosyl)-2'-methylchromone
  参考文献：
  名称：

  Synthesis of the monoterpenoid esters cypellocarpin C and cuniloside B and evidence for their widespread occurrence in Eucalyptus

  摘要：

  Short syntheses of cuniloside B and cypellocarpin C, (+)-(R)-oleuropeic acid-containing carbohydrates, are reported. Also disclosed are syntheses of the noreugenin glycosides, undulatoside A and corymbosins K-1 and K-2. Leaf extracts of 28 diverse eucalypts revealed cuniloside B to be present in all, and cypellocarpin C to be present in most, of the species examined. The widespread occurrence of these carbohydrate monoterpenoid esters supports their roles in essential oil biosynthesis or mobilization from sites of synthesis to secretory cavity lumena. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.07.029

文献信息

• Synthesis of the monoterpenoid esters cypellocarpin C and cuniloside B and evidence for their widespread occurrence in Eucalyptus
  作者：Zalihe Hakki、Benjamin Cao、Allison M. Heskes、Jason Q.D. Goodger、Ian E. Woodrow、Spencer J. Williams

  DOI：10.1016/j.carres.2010.07.029

  日期：2010.9

  Short syntheses of cuniloside B and cypellocarpin C, (+)-(R)-oleuropeic acid-containing carbohydrates, are reported. Also disclosed are syntheses of the noreugenin glycosides, undulatoside A and corymbosins K-1 and K-2. Leaf extracts of 28 diverse eucalypts revealed cuniloside B to be present in all, and cypellocarpin C to be present in most, of the species examined. The widespread occurrence of these carbohydrate monoterpenoid esters supports their roles in essential oil biosynthesis or mobilization from sites of synthesis to secretory cavity lumena. (C) 2010 Elsevier Ltd. All rights reserved.