5-hydroxy-7,8-dimethoxy-6-methyl-3-(3',4'-dihydroxybenzyl)chroman-4-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 高异黄酮
• 英文名称: 5-hydroxy-7,8-dimethoxy-6-methyl-3-(3',4'-dihydroxybenzyl)chroman-4-one
• 英文别名: 3-[(3,4-Dihydroxyphenyl)methyl]-5-hydroxy-7,8-dimethoxy-6-methyl-2,3-dihydrochromen-4-one
• 化学式: C₁₉H₂₀O₇
• 分子量: 360.364
• InChiKey: JOUUNPLVSDYEPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-hydroxy-7,8-dimethoxy-6-methyl-3-(3',4'-dihydroxybenzyl)chroman-4-one 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 反应 0.5h， 以3.0 mg的产率得到3-(2,2-Dimethyl-benzo[1,3]dioxol-5-ylmethyl)-5-hydroxy-7,8-dimethoxy-6-methyl-chroman-4-one
  参考文献：
  名称：

  Comparative Studies on the Constituents of Ophiopogonis Tuber and Its Congeners. VII. Studies on the Homoisoflavonoids of the Subterranean part of Ophiopogon japonicus KER-GAWLER cv. Nanus. (1).

  摘要：

  Six known homoisoflavonoidal compounds (1-6) and three new homoisoflavonoidal compounds (7-9) were isolated from the ether-soluble fraction of the subterranean part of Ophiopogon japonicus KER-GAWLER cv. Nanus. Among them, 1, 2, 3, 4, 5 and 6 were identified as methylophiopogonone A (1), ophiopogonone A (2), methylophiopogonanone A (3), ophiopogonanone A (4), JE-III (5) and desmethylisoophiopogonone B (6), respectively. The structures of compounds 7-9 were elucidated as 5, 7, 2'-trihydroxy-6-methyl-3-(3', 4'-methylenedioxybenzyl)chromone (7), 5, 7, 2'-trihydroxy-8-methyl-3-(3', 4'-methylenedioxybenzyl)chromone (8), and a racemate of 5-hydroxy-7, 8-dimethoxy-6-methyl-3-(3', 4'-dihydroxybenzyl)chroman-4-one (9), respectively.

  DOI：

  10.1248/cpb.41.391

文献信息

• Comparative Studies on the Constituents of Ophiopogonis Tuber and Its Congeners. VII. Studies on the Homoisoflavonoids of the Subterranean part of Ophiopogon japonicus KER-GAWLER cv. Nanus. (1).
  作者：Takayuki ASANO、Tetsuya MURAYAMA、Yasuaki HIRAI、Junzo SHOJI

  DOI：10.1248/cpb.41.391

  日期：——

  Six known homoisoflavonoidal compounds (1-6) and three new homoisoflavonoidal compounds (7-9) were isolated from the ether-soluble fraction of the subterranean part of Ophiopogon japonicus KER-GAWLER cv. Nanus. Among them, 1, 2, 3, 4, 5 and 6 were identified as methylophiopogonone A (1), ophiopogonone A (2), methylophiopogonanone A (3), ophiopogonanone A (4), JE-III (5) and desmethylisoophiopogonone B (6), respectively. The structures of compounds 7-9 were elucidated as 5, 7, 2'-trihydroxy-6-methyl-3-(3', 4'-methylenedioxybenzyl)chromone (7), 5, 7, 2'-trihydroxy-8-methyl-3-(3', 4'-methylenedioxybenzyl)chromone (8), and a racemate of 5-hydroxy-7, 8-dimethoxy-6-methyl-3-(3', 4'-dihydroxybenzyl)chroman-4-one (9), respectively.