1-O-(β-D-glucopyranosyl)-2-[2-methoxy-4-(ω-hydroxypropyl)phenoxyl]-propan-3-ol | 68340-35-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-O-(β-D-glucopyranosyl)-2-[2-methoxy-4-(ω-hydroxypropyl)phenoxyl]-propan-3-ol
• 英文别名: 3-Hydroxy-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propyl I(2)-D-glucopyranoside；(2R,3R,4S,5S,6R)-2-[3-hydroxy-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 68340-35-2
• 化学式: C₁₉H₃₀O₁₀
• 分子量: 418.441
• InChiKey: LRRKTNFBBSNZEN-JJBHVEIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  158
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1-O-(β-D-glucopyranosyl)-2-[2-methoxy-4-(ω-hydroxypropyl)phenoxyl]-propan-3-ol 生成 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propane-1,3-diol
  参考文献：
  名称：

  Lignan and phenylpropanoid glycerol glucosides in wine

  摘要：

  Three glycoconjugates, 1-O(beta-D-glucopyranosyl)-2-[2-methoxy-4-(omega-hydroxypropyl)-phenoxy]-propan-3-ol, 1,2,3,4-tetrahydro-7-hydroxy-1-(4'-beta-glucopyranosyl-3'-methoxyphenyl)-6-methoxy-2,3-naphthalenedimethanol (isolariciresinol-beta-4'-O-glucopyranoside) and, tentatively, 2,3-bis(4'-hydroxy-3'-methoxybenzyl)-butane-1,4-diol-beta-D-glucoside (seco-isolariciresinol-beta-D-glucoside) have been detected in Riesling wine by FAB-mass spectrometry/mass spectrometry and subsequently isolated and identified by spectral and chemical studies. The first of these compounds is a new shikimic acid metabolite of wine, and the latter two lignans represent a new category of wine phenols.

  DOI：

  10.1016/0031-9422(92)80464-p

文献信息

• Lignan and phenylpropanoid glycerol glucosides in wine
  作者：Vassilios A. Marinos、Max E. Tate、Patrick J. Williams

  DOI：10.1016/0031-9422(92)80464-p

  日期：1992.12

  Three glycoconjugates, 1-O(beta-D-glucopyranosyl)-2-[2-methoxy-4-(omega-hydroxypropyl)-phenoxy]-propan-3-ol, 1,2,3,4-tetrahydro-7-hydroxy-1-(4'-beta-glucopyranosyl-3'-methoxyphenyl)-6-methoxy-2,3-naphthalenedimethanol (isolariciresinol-beta-4'-O-glucopyranoside) and, tentatively, 2,3-bis(4'-hydroxy-3'-methoxybenzyl)-butane-1,4-diol-beta-D-glucoside (seco-isolariciresinol-beta-D-glucoside) have been detected in Riesling wine by FAB-mass spectrometry/mass spectrometry and subsequently isolated and identified by spectral and chemical studies. The first of these compounds is a new shikimic acid metabolite of wine, and the latter two lignans represent a new category of wine phenols.