dehydro diconiferyl alcohol-4-β-glucoside | 749858-83-1

• 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: dehydro diconiferyl alcohol-4-β-glucoside
• 英文别名: (E)-2-(hydroxymethyl)-6-(4-(3-(hydroxymethyl)-5-(3-hydroxyprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-2-yl)-2-methoxy-phenoxy)tetrahydro-2H-pyran-3,4,5-triol；(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]oxane-3,4,5-triol
• CAS: 749858-83-1
• 化学式: C₂₆H₃₂O₁₁
• 分子量: 520.533
• InChiKey: SPWHQAUMLDQOFU-NAFXLYGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  168
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  dehydro diconiferyl alcohol-4-β-glucoside 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 3.0h， 生成 D-葡萄糖
  参考文献：
  名称：

  A new seco-neolignan glycoside from the root bark of Ailanthus altissima

  摘要：

  A new seco-neolignan glycoside, seco-dehydrodiconiferyl alcohol-4-O-beta-D-glucopyranoside (1), together with eight known compounds, were obtained from the EtOH extract of the root bark of Ailanthus altissima. Their structures were elucidated based on the spectroscopic data. Three neolignan glycosides including 7,9,9'-trihydroxy-3,3',5'-trimethoxy-8-O-4'-neolignan-4-O-beta-D-glucopyranoside (5), sonchifolignan B (6) and citrusin B (7) exhibited moderate in vitro inhibitory effect on tobacco mosaic virus replication with I-C50 values 0.30, 0.35 and 0.26 mmol L-1, respectively.

  DOI：

  10.1080/14786419.2011.587187
• 作为产物：
  描述：

  在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 以62 %的产率得到dehydro diconiferyl alcohol-4-β-glucoside
  参考文献：
  名称：

  重新评估声称的脱氢二松柏醇葡糖苷的细胞分裂素取代活性

  摘要：

  美国国家科学院院刊，第 120 卷，第 9 期，2023 年 2 月。

  DOI：

  10.1073/pnas.2123301120

文献信息

• A new <i>seco</i>-neolignan glycoside from the root bark of <i>Ailanthus altissima</i>
  作者：Qing-Wei Tan、Ming-An Ouyang、Zu-Jian Wu

  DOI：10.1080/14786419.2011.587187

  日期：2012.8.1

  A new seco-neolignan glycoside, seco-dehydrodiconiferyl alcohol-4-O-beta-D-glucopyranoside (1), together with eight known compounds, were obtained from the EtOH extract of the root bark of Ailanthus altissima. Their structures were elucidated based on the spectroscopic data. Three neolignan glycosides including 7,9,9'-trihydroxy-3,3',5'-trimethoxy-8-O-4'-neolignan-4-O-beta-D-glucopyranoside (5), sonchifolignan B (6) and citrusin B (7) exhibited moderate in vitro inhibitory effect on tobacco mosaic virus replication with I-C50 values 0.30, 0.35 and 0.26 mmol L-1, respectively.
• Reassessing the claimed cytokinin-substituting activity of dehydrodiconiferyl alcohol glucoside
  作者：Klaas Witvrouw、Hoon Kim、Ruben Vanholme、Geert Goeminne、John Ralph、Wout Boerjan、Bartel Vanholme

  DOI：10.1073/pnas.2123301120

  日期：2023.2.28

  Proceedings of the National Academy of Sciences, Volume 120, Issue 9, February 2023.

  美国国家科学院院刊，第 120 卷，第 9 期，2023 年 2 月。