7R,8R-4-O-methylsyringylglycerol | 674359-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 7R,8R-4-O-methylsyringylglycerol
• 英文别名: (7R,8R)-4-O-methylsyringoylglycerol；threo-1-(3,4,5-trimethoxyphenyl)-1,2,3-propanetriol；(1R,2R)-1-(3,4,5-Trimethoxyphenyl)propane-1,2,3-triol；(1R,2R)-1-(3,4,5-trimethoxyphenyl)propane-1,2,3-triol
• CAS: 674359-59-2
• 化学式: C₁₂H₁₈O₆
• 分子量: 258.271
• InChiKey: OGXMEGPAYOEFDT-LDYMZIIASA-N

物化性质

• 沸点：
  477.3±45.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4,5-三甲基肉桂酸甲酯 在 lithium aluminium tetrahydride 、 甲基磺酰胺 、 AD-mix-β 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 24.0h， 生成 7R,8R-4-O-methylsyringylglycerol
  参考文献：
  名称：

  Isolation of α-glusosidase inhibitors from hyssop ( Hyssopus officinalis )

  摘要：

  alpha-Glucosidase inhibitory activity was found in aqueous methanol extracts of dried hyssop (Hyssopus officinalis) leaves. Active principles against alpha-glucosidase, prepared from rat small intestine acetone powders, were isolated and characterized. The structures of these isolated compounds were determined to be (7S, 8S)-syringoylglycerol-9-O-(6'-O-cinnamoyl)-beta-D-glucopyranoside and (7S, 8S)-syringoylglycerol 9-O-beta-D-glucopyranoside by analysis of physical and spectroscopic data (FDMS, H-1 NMR, C-13 NMR, HMQC. and HMBC experiments) together with chemical syntheses. (C) 2003 Elsevier Ltd. All rights, reserved.

  DOI：

  10.1016/j.phytochem.2003.10.009

文献信息

• Structural characterization of phenolic constituents from the rhizome of Imperata cylindrica var. major and their anti-inflammatory activity
  作者：Jing-Ya Ruan、Hui-Na Cao、Hong-Yu Jiang、Hui-Min Li、Mi-Mi Hao、Wei Zhao、Ying Zhang、Yu Han、Yi Zhang、Tao Wang

  DOI：10.1016/j.phytochem.2021.113076

  日期：2022.4
• Isolation of α-glusosidase inhibitors from hyssop ( Hyssopus officinalis )
  作者：Hideyuki Matsuura、Hiroyuki Miyazaki、Chikako Asakawa、Midori Amano、Teruhiko Yoshihara、Junya Mizutani

  DOI：10.1016/j.phytochem.2003.10.009

  日期：2004.1

  alpha-Glucosidase inhibitory activity was found in aqueous methanol extracts of dried hyssop (Hyssopus officinalis) leaves. Active principles against alpha-glucosidase, prepared from rat small intestine acetone powders, were isolated and characterized. The structures of these isolated compounds were determined to be (7S, 8S)-syringoylglycerol-9-O-(6'-O-cinnamoyl)-beta-D-glucopyranoside and (7S, 8S)-syringoylglycerol 9-O-beta-D-glucopyranoside by analysis of physical and spectroscopic data (FDMS, H-1 NMR, C-13 NMR, HMQC. and HMBC experiments) together with chemical syntheses. (C) 2003 Elsevier Ltd. All rights, reserved.