glabrocoumarone B | 164123-54-0

• 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: glabrocoumarone B
• 英文别名: Glyinflanin H；6-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethylchromen-5-ol
• CAS: 164123-54-0
• 化学式: C₁₉H₁₆O₄
• 分子量: 308.334
• InChiKey: AOVQEAUIBICOLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  62.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 glabrocoumarone B 生成 5-Methoxy-6-(6-methoxy-benzofuran-2-yl)-2,2-dimethyl-2H-chromene
  参考文献：
  名称：

  The Isolation of New Pyrano-2-arylbenzofuran Derivatives from the Root of Glycyrrhiza glabra.

  摘要：

  Two new pyrano-2-arylbenzofuran derivatives named glabrocoumarones A and B were isolated from commercially available licorice of Glycyrrhiza glabra origin, and thier structures were elucidated as 4'-6-dihydroxy-[6", 6"-dimethylpyrano(2", 3" : 2', 3')]-2-arylbenzofuran and 2', 6-dihydroxy-[6", 6"-dimethylpyrano(2", 3" : 4', 3')]-2-aryl-benzofuran, respectively, on the basis of spectroscopic evidence. Six known compounds were also obtained and identified spectroscopically as glabrol, 3-hydroxygrabrol, shinflavanone, [6", 6"-dimethylpyrano(2", 3" : 7, 8)]-[6''', 6'''-dimethylpyrano(2''', 3''' : 4', 3')]-flavanone (xambioona), 3, 3'-di-γ, γ-dimethylallyl-2'-4, 4'-trihydroxychalcone and [6", 6"-dimethylpyrano(2", 3" : 4, 5)]-3'-γ, γ-dimethylallyl-2', 3, 4'-trihydroxychalcone.

  DOI：

  10.1248/cpb.44.1218

文献信息

• The Isolation of New Pyrano-2-arylbenzofuran Derivatives from the Root of Glycyrrhiza glabra.
  作者：Takeshi KINOSHITA、Kiichiro KAJIYAMA、Yukio HIRAGA、Kunio TAKAHASHI、Yukiyoshi TAMURA、Kenji MIZUTANI

  DOI：10.1248/cpb.44.1218

  日期：——

  Two new pyrano-2-arylbenzofuran derivatives named glabrocoumarones A and B were isolated from commercially available licorice of Glycyrrhiza glabra origin, and thier structures were elucidated as 4'-6-dihydroxy-[6", 6"-dimethylpyrano(2", 3" : 2', 3')]-2-arylbenzofuran and 2', 6-dihydroxy-[6", 6"-dimethylpyrano(2", 3" : 4', 3')]-2-aryl-benzofuran, respectively, on the basis of spectroscopic evidence. Six known compounds were also obtained and identified spectroscopically as glabrol, 3-hydroxygrabrol, shinflavanone, [6", 6"-dimethylpyrano(2", 3" : 7, 8)]-[6''', 6'''-dimethylpyrano(2''', 3''' : 4', 3')]-flavanone (xambioona), 3, 3'-di-γ, γ-dimethylallyl-2'-4, 4'-trihydroxychalcone and [6", 6"-dimethylpyrano(2", 3" : 4, 5)]-3'-γ, γ-dimethylallyl-2', 3, 4'-trihydroxychalcone.