2-(4-methoxyphenyl)ethyl-β-O-D-glucopyranosyl-6-β-O-D-xylopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-methoxyphenyl)ethyl-β-O-D-glucopyranosyl-6-β-O-D-xylopyranoside
• 英文别名: (2R,3R,4S,5S,6R)-2-[2-(4-methoxyphenyl)ethoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• 化学式: C₂₀H₃₀O₁₁
• 分子量: 446.452
• InChiKey: LQUPEGJECBPTCO-GSJDMLEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  168
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-(4-methoxyphenyl)ethyl-β-O-D-glucopyranosyl-6-β-O-D-xylopyranoside 、 乙酸酐 在 吡啶 作用下， 生成 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-[2-(4-methoxy-phenyl)-ethoxy]-6-((2R,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Comparative phytochemical characterization of three Rhodiola species

  摘要：

  In comparison to the well-recognized adaptogenic herb Rhodiola rosea, phytochemical constituents of two other Rhodiola species (R. heterodonta and R. semenovii) were elucidated and characterized. Two major phytochemical groups; phenolic and/or cyanogenic glycosides and proanthocyanidins, were isolated and identified in the three species. Chemical similarities among the three species were observed; however, each species displayed differences in phytochemical constituents. R. heterodonta contained a newly detected phenyl-ethanoid glycoside, heterodontoside, in addition to the known compounds tyrosol, viridoside, salidroside, and rhodiocyanoside A. Both R. heterodonta and R. rosea contained phenylethanoid/propanoid. compounds that were not detected in R. semenovii. For R. semenovii, the cyanogenic glucosides rhodiocyanoside A and lotaustralin were detected. Although the three species have proanthocyanidins composed of (-)-epigallocatechin and its 3-O-gallate esters in common, the degree of polymerization greatly differed between them. In contrast to R. heterodonta and R. semenovii, R. rosea has higher molecular weight polymeric proanthocyanidins. This study resulted in the identification and isolation of phytochemical constituents for direct cross-comparison between three Rhodiola species of medicinal and pharmacological value. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2006.07.026

文献信息

• Comparative phytochemical characterization of three Rhodiola species
  作者：Gad G. Yousef、Mary H. Grace、Diana M. Cheng、Igor V. Belolipov、Ilya Raskin、Mary Ann Lila

  DOI：10.1016/j.phytochem.2006.07.026

  日期：2006.11

  In comparison to the well-recognized adaptogenic herb Rhodiola rosea, phytochemical constituents of two other Rhodiola species (R. heterodonta and R. semenovii) were elucidated and characterized. Two major phytochemical groups; phenolic and/or cyanogenic glycosides and proanthocyanidins, were isolated and identified in the three species. Chemical similarities among the three species were observed; however, each species displayed differences in phytochemical constituents. R. heterodonta contained a newly detected phenyl-ethanoid glycoside, heterodontoside, in addition to the known compounds tyrosol, viridoside, salidroside, and rhodiocyanoside A. Both R. heterodonta and R. rosea contained phenylethanoid/propanoid. compounds that were not detected in R. semenovii. For R. semenovii, the cyanogenic glucosides rhodiocyanoside A and lotaustralin were detected. Although the three species have proanthocyanidins composed of (-)-epigallocatechin and its 3-O-gallate esters in common, the degree of polymerization greatly differed between them. In contrast to R. heterodonta and R. semenovii, R. rosea has higher molecular weight polymeric proanthocyanidins. This study resulted in the identification and isolation of phytochemical constituents for direct cross-comparison between three Rhodiola species of medicinal and pharmacological value. (c) 2006 Elsevier Ltd. All rights reserved.