4-(4'-hydroxybenzyl)phenyl glucoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4'-hydroxybenzyl)phenyl glucoside
• 英文别名: (2S,3R,4S,5S,6R)-2-(4-(4-hydroxybenzyl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol；gastrodin B；(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(4-hydroxyphenyl)methyl]phenoxy]oxane-3,4,5-triol
• 化学式: C₁₉H₂₂O₇
• 分子量: 362.379
• InChiKey: AFYIHXBYAWWQPN-UJWQCDCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  120
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(4'-hydroxybenzyl)phenyl glucoside 在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 生成 D-葡萄糖
  参考文献：
  名称：

  Two new neuroprotective phenolic compounds fromGastrodia elata

  摘要：

  Two new phenolic compounds 4-(4-hydroxybenzyl) phenyl glucoside (gastrodin B, 1) and 1-hydroxymethyl-phenyl 4-hydroxy-3-(4-hydroxybenzyl) benzyl ether (gastrol B, 2) were isolated from the rhizomes of Gastrodia elata. Their structures were elucidated on the basis of spectroscopic data and chemical reaction. All compounds exhibited potent neuroprotective activity against H2O2-induced PC12 cell damage.

  DOI：

  10.1080/10286020.2013.791286
• 作为产物：
  描述：

  1,2,3,4,6-alpha-D-葡萄糖五乙酸酯 在 palladium 10% on activated carbon 、 三氟化硼乙醚 、 氢气 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 17.0h， 生成 4-(4'-hydroxybenzyl)phenyl glucoside
  参考文献：
  名称：

  Discovery of Salidroside-Derivated Glycoside Analogues as Novel Angiogenesis Agents to Treat Diabetic Hind Limb Ischemia

  摘要：

  DOI：

  10.1021/acs.jmedchem.1c00947

文献信息

• Discovery of Salidroside-Derivated Glycoside Analogues as Novel Angiogenesis Agents to Treat Diabetic Hind Limb Ischemia
  作者：Caiping Liu、Jingxuan Han、Olivia Marcelina、Dyah Ari Nugrahaningrum、Song Huang、Meijuan Zou、Guixue Wang、Makoto Miyagishi、Yun He、Shourong Wu、Vivi Kasim

  DOI：10.1021/acs.jmedchem.1c00947

  日期：2022.1.13
• Two new neuroprotective phenolic compounds from<i>Gastrodia elata</i>
  作者：Zhen-Chang Zhang、Gang Su、Jiong Li、Hua Wu、Xiao-Dong Xie

  DOI：10.1080/10286020.2013.791286

  日期：2013.6

  Two new phenolic compounds 4-(4-hydroxybenzyl) phenyl glucoside (gastrodin B, 1) and 1-hydroxymethyl-phenyl 4-hydroxy-3-(4-hydroxybenzyl) benzyl ether (gastrol B, 2) were isolated from the rhizomes of Gastrodia elata. Their structures were elucidated on the basis of spectroscopic data and chemical reaction. All compounds exhibited potent neuroprotective activity against H2O2-induced PC12 cell damage.