(+)-2α-O-galloyllyoniresinol 3α-O-β-D-xylopyranoside

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素苷
• 英文名称: (+)-2α-O-galloyllyoniresinol 3α-O-β-D-xylopyranoside
• 英文别名: [(2R,3R,4S)-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-5,7-dimethoxy-3-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-1,2,3,4-tetrahydronaphthalen-2-yl]methyl 3,4,5-trihydroxybenzoate
• 化学式: C₃₄H₄₀O₁₆
• 分子量: 704.682
• InChiKey: ZDFSLLILQMPEDW-OOVCWSEYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  50
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  244
• 氢给体数：
  8
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  (+)-2α-O-galloyllyoniresinol 3α-O-β-D-xylopyranoside 在 盐酸 、 水 作用下， 反应 2.0h， 生成 没食子酸
  参考文献：
  名称：

  New ellagitannin and galloyl esters of phenolic glycosides from sapwood of Quercus mongolica var. crispula (Japanese oak)

  摘要：

  Two novel glycosides, 4,5-dimethoxy-3-hydroxyphenol 1-O-beta-(6'-O-galloyl)-glucopyranoside (1) and (+)-2 alpha-O-galloyl lyoniresinol 3 alpha-O-beta-D-xylopyranoside (2), as well as a novel ellagitannin named epiquisqualin B (3), were isolated from sapwood of Quercus mongolica var. crispula along with 19 known phenolic compounds. The structures of the novel compounds were elucidated on the basis of chemical and spectroscopic investigation. Compound 2 is the first example of a lignan galloyl ester, and 3 is the oxidation product of vescalagin, which is the major ellagitannin of this plant. (C) 2013 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.phytol.2013.06.004

文献信息

• New ellagitannin and galloyl esters of phenolic glycosides from sapwood of Quercus mongolica var. crispula (Japanese oak)
  作者：Mohamed Omar、Yosuke Matsuo、Hajime Maeda、Yoshinori Saito、Takashi Tanaka

  DOI：10.1016/j.phytol.2013.06.004

  日期：2013.8

  Two novel glycosides, 4,5-dimethoxy-3-hydroxyphenol 1-O-beta-(6'-O-galloyl)-glucopyranoside (1) and (+)-2 alpha-O-galloyl lyoniresinol 3 alpha-O-beta-D-xylopyranoside (2), as well as a novel ellagitannin named epiquisqualin B (3), were isolated from sapwood of Quercus mongolica var. crispula along with 19 known phenolic compounds. The structures of the novel compounds were elucidated on the basis of chemical and spectroscopic investigation. Compound 2 is the first example of a lignan galloyl ester, and 3 is the oxidation product of vescalagin, which is the major ellagitannin of this plant. (C) 2013 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.