5-hydroxy-2-methoxy-7-phenyl-6-(3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-1H-phenalen-1-one | 152683-22-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-hydroxy-2-methoxy-7-phenyl-6-(3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-1H-phenalen-1-one
• 英文别名: 6-O-β-glucopyranosyl-2-hydroxy-5-methoxy-7-phenylphenalen-1-one；dilatrin；5-hydroxy-2-methoxy-7-phenyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenalen-1-one
• CAS: 152683-22-2
• 化学式: C₂₆H₂₄O₉
• 分子量: 480.471
• InChiKey: QNLWVMSADZYXEG-OKOABTSWSA-N

物化性质

• 沸点：
  794.0±60.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5-hydroxy-2-methoxy-7-phenyl-6-(3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-1H-phenalen-1-one 在 盐酸 、 水 作用下， 反应 6.0h， 生成 可得然胶
  参考文献：
  名称：

  Phenylphenalenones from the Australian Plant Haemodorum simplex

  摘要：

  Chemical investigation of the Australian plant Haemodortun simplex resulted in the isolation of three new phenylphenalenones, haemodorone (10), haemodorol (11), and haemodorose (12), together with the previously reported compounds 5, dilatrin (6), and xiphidone (8). The first complete 2D NMR characterization for all of the compounds isolated, including several chemical shift reassignments for dilatrin (6), is reported. In addition this is one of the few reports to discuss the isolation of new phenylphenalenones from an Australian medicinal plant. The crude extract of both the bulbaceous and aerial components of the plant exhibited varying degrees of antibacterial, antifungal, and antiviral activity, and only the bulbs displayed potent cytotoxic activity.

  DOI：

  10.1021/np900016h

文献信息

• Phenylphenalenones from the Australian Plant <i>Haemodorum simplex</i>
  作者：Daniel Anthony Dias、David James Goble、Claudio Andres Silva、Sylvia Urban

  DOI：10.1021/np900016h

  日期：2009.6.26

  Chemical investigation of the Australian plant Haemodortun simplex resulted in the isolation of three new phenylphenalenones, haemodorone (10), haemodorol (11), and haemodorose (12), together with the previously reported compounds 5, dilatrin (6), and xiphidone (8). The first complete 2D NMR characterization for all of the compounds isolated, including several chemical shift reassignments for dilatrin (6), is reported. In addition this is one of the few reports to discuss the isolation of new phenylphenalenones from an Australian medicinal plant. The crude extract of both the bulbaceous and aerial components of the plant exhibited varying degrees of antibacterial, antifungal, and antiviral activity, and only the bulbs displayed potent cytotoxic activity.