3,6-dihydroxy-5-methoxy-7-phenyl-3H-benzo[de]isochromene-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3,6-dihydroxy-5-methoxy-7-phenyl-3H-benzo[de]isochromene-1-one
• 英文别名: 3,6-dihydroxy-5-methoxy-7-phenyl-3H-benzo[de]isochromen-1-one；4,8-Dihydroxy-7-methoxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-2-one
• 化学式: C₁₉H₁₄O₅
• 分子量: 322.317
• InChiKey: TZMWQJGSAFBSKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 3,6-dihydroxy-5-methoxy-7-phenyl-3H-benzo[de]isochromene-1-one 生成 8-formyl-5,6-dimethoxy-4-phenylnaphthalene-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Phenylphenalenone-Related Compounds:  Chemotaxonomic Markers of the Haemodoraceae from Xiphidium caeruleum

  摘要：

  Phytochemical analysis of Xiphidium caeruleum, a neotropical member of the family Haemodoraceae, resulted in the isolation and identification of a variety of phenylphenalenone related compounds The structures of four new phenylbenzoisochromenones (3, 6, 7, 10), a new phenylbenzoisoquinolinone (4), and two new oxabenzochrysenones (11, 12) were elucidated using MS and NMR spectroscopic techniques In addition, five new glucosides (14-18) were identified, among them four allophanyl glucosides (1518), representing a novel type of 6 substituted glucosidic natural product On the basis of the common occurrence of these 12 new and four known structures (2, 5, 9, 13), hypothetical biosynthetic relationships are discussed The natural product distribution of other genera of the Haemodoraceae is used as the basis to elaborate biogeographic characteristics of this plant family.

  DOI：

  10.1021/np020083s

文献信息

• Phenylphenalenone-Related Compounds:  Chemotaxonomic Markers of the Haemodoraceae from <i>Xiphidium caeruleum</i>
  作者：Stefan Opitz、Dirk Hölscher、Neil J. Oldham、Stefan Bartram、Bernd Schneider

  DOI：10.1021/np020083s

  日期：2002.8.1

  Phytochemical analysis of Xiphidium caeruleum, a neotropical member of the family Haemodoraceae, resulted in the isolation and identification of a variety of phenylphenalenone related compounds The structures of four new phenylbenzoisochromenones (3, 6, 7, 10), a new phenylbenzoisoquinolinone (4), and two new oxabenzochrysenones (11, 12) were elucidated using MS and NMR spectroscopic techniques In addition, five new glucosides (14-18) were identified, among them four allophanyl glucosides (1518), representing a novel type of 6 substituted glucosidic natural product On the basis of the common occurrence of these 12 new and four known structures (2, 5, 9, 13), hypothetical biosynthetic relationships are discussed The natural product distribution of other genera of the Haemodoraceae is used as the basis to elaborate biogeographic characteristics of this plant family.