cis-miyabenol C | 168037-22-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: cis-miyabenol C
• 英文别名: 5-[(2R,3R)-6-hydroxy-4-[(2S,3S)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
• CAS: 168037-22-7
• 化学式: C₄₂H₃₂O₉
• 分子量: 680.711
• InChiKey: RKFYYCKIHVEWHX-LXJGKARHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  51
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  160
• 氢给体数：
  7
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  foeniculoside X 在 glucosidase of Charonia lampas 作用下， 反应 72.0h， 生成 cis-miyabenol C
  参考文献：
  名称：

  Phenolic glycosides from Foeniculum vulgare fruit and evaluation of antioxidative activity

  摘要：

  Two diglucoside stilbene trimers and a benzoisofuranone derivative were isolated from Foeniculum vulgare fruit together with nine known compounds. Their structures were elucidated by spectral methods including 1 D, 2D NMR and MS and chemical methods. Antioxidant activity was tested using three methods: DPPH, total antioxidant capacity and assay of lipid peroxidation. Q 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2007.03.029

文献信息

• Four New Glycosides of Stilbene Trimer from Foeniculi Fructus (Fruit of Foeniculum vulgare MILLER).
  作者：Masateru ONO、Yasuyuki ITO、Junei KINJYO、Shoji YAHARA、Toshihiro NOHARA、Yujiro NIIHO

  DOI：10.1248/cpb.43.868

  日期：——

  Four new glycosides of stibene trimer, termed foeniculosides I, II, III and IV, were isolated from Foeniculi Fructus (fruit of Foeniculum vulgare MILLER) along with two known stilbene trimers, miyabenol C and cis-miyabenol C. The structures of foeniculosides I, II, III and IV were characterized as 11a-O-β-D-glucopyranoside, 13b-O-β-D-glucopyranoside, 11a, 13b-di-O-β-D-glucopyranoside, 11a, 13b, 13c-tri-O-β-D-glucopyranoside of cis-miyabenol C, respectively, on the basis of chemical and spectroscopic data.
• Phenolic glycosides from Foeniculum vulgare fruit and evaluation of antioxidative activity
  作者：Simona De Marino、Fulvio Gala、Nicola Borbone、Franco Zollo、Sara Vitalini、Francesco Visioli、Maria Iorizzi

  DOI：10.1016/j.phytochem.2007.03.029

  日期：2007.7

  Two diglucoside stilbene trimers and a benzoisofuranone derivative were isolated from Foeniculum vulgare fruit together with nine known compounds. Their structures were elucidated by spectral methods including 1 D, 2D NMR and MS and chemical methods. Antioxidant activity was tested using three methods: DPPH, total antioxidant capacity and assay of lipid peroxidation. Q 2007 Elsevier Ltd. All rights reserved.