4'-O-β-D-glucopyranosylhinokiresinol

• 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: 4'-O-β-D-glucopyranosylhinokiresinol
• 英文别名: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(1E,3S)-3-(4-hydroxyphenyl)penta-1,4-dienyl]phenoxy]oxane-3,4,5-triol
• 化学式: C₂₃H₂₆O₇
• 分子量: 414.455
• InChiKey: CUHXHQAEPUNRAQ-CYYOLSQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 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'-O-β-D-glucopyranosylhinokiresinol 在 盐酸 、 水 作用下， 反应 2.0h， 生成 葡萄糖 、 反式-异扁柏脂素
  参考文献：
  名称：

  Four new norlignan glycoside isomers from the twigs of Cephalotaxus oliveri Mast.

  摘要：

  Four novel isomers of norlignan glycoside were isolated from Cephalotaxus oliveri Mast.. Their structures were elucidated as 3S-4 ''-O-beta-D-glucopyranosylnyasol 1, 3S-4'-O-beta-D-glucopyranosylnyasol 2, 3S-4 ''-O-beta-D-glucopyranosylhinoldresinol 3, 3S-4'-O-beta-D-glucopyranosylhinokiresinol 4 by extensive spectroscopic methods including I D and 2D NMR experiments (H-1, C-13, DEPT, H-1-H-1 COSY, HSQC, HMBC, ROESY) along with HR-ESIMS and comparison to literature data. Their absolute configurations were elucidated through CD spectra coupled with the quantum chemical CD calculations. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2017.10.017

文献信息

• Four new norlignan glycoside isomers from the twigs of Cephalotaxus oliveri Mast.
  作者：Fan-Cheng Meng、Hui Liu、Xiao-Jun Huang、Yu Chang、Dai Ren、Li-Gen Lin、Qing-Qian Zeng、Qing-Wen Zhang

  DOI：10.1016/j.tetasy.2017.10.017

  日期：2017.12

  Four novel isomers of norlignan glycoside were isolated from Cephalotaxus oliveri Mast.. Their structures were elucidated as 3S-4 ''-O-beta-D-glucopyranosylnyasol 1, 3S-4'-O-beta-D-glucopyranosylnyasol 2, 3S-4 ''-O-beta-D-glucopyranosylhinoldresinol 3, 3S-4'-O-beta-D-glucopyranosylhinokiresinol 4 by extensive spectroscopic methods including I D and 2D NMR experiments (H-1, C-13, DEPT, H-1-H-1 COSY, HSQC, HMBC, ROESY) along with HR-ESIMS and comparison to literature data. Their absolute configurations were elucidated through CD spectra coupled with the quantum chemical CD calculations. (C) 2017 Elsevier Ltd. All rights reserved.