2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propane-1,3-diol | 71046-09-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propane-1,3-diol
• 英文别名: 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-1,3-propanediol；2-[4-(3-hydroxypropyl)−2-methoxyphenoxy]propane-1,3-diol
• CAS: 71046-09-8
• 化学式: C₁₃H₂₀O₅
• 分子量: 256.299
• InChiKey: WAPGRPJEBCULTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propane-1,3-diol 在 吡啶 作用下， 以4 mg的产率得到2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propane-1,3-diol triacetate
  参考文献：
  名称：

  Phenylpropanoids from the Barks of Illicium difengpi.

  摘要：

  从二枫树树皮中分离出了 4-O-(2-羟基-1-羟甲基乙基)-二氢乌头醇及其 6-对香豆酰葡萄糖苷、4-O-(1-羧基-2-羟乙基)二氢乌头醇和 2-羟基黄樟素的鼠李糖基葡萄糖苷。根据核磁共振光谱数据和化学证据确定了它们的结构。

  DOI：

  10.1248/cpb.40.2461
• 作为产物：
  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

• Glycosides and Phenylpropanoid Glycerol in <i>Vitis </i><i>vinifera</i> Cv. Gewurztraminer Wine
  作者：Raymonde Baltenweck-Guyot、Jean-Michel Trendel、Pierre Albrecht、Alex Schaeffer

  DOI：10.1021/jf0002600

  日期：2000.12.1

  Eight glycosides and a phenylpropanoid glycerol were isolated from Vitis vinifera cv. Gewurztraminer wine, and their structures were elucidated by MS and NMR spectroscopies, cis-1-(5-Ethenyl-5-methyltetrahydrofuran-2-yl)-1-methylethyl O-beta -D-apiofuranosyl-(1-->6)-O-beta -D-glucopyranoside, (E)-3,6,9-trihydroxymegastigm-7-ene 9-O-beta -D-glucopyranoside, 2-phenylethyl O-beta -D-apiofuranosyl-(1-->6)-O-beta -D-glucopyranoside, and 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy] propane-1,3-diol are reported for the first time as wine components.