(+)-3,4-(6'',6''-dimethyldihydropyrano)-4',5'-[2'''-(1-hydroxy-1-methylethyl)-dihydrofurano]-2',3'''-dihydroxydihydrochalcone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (+)-3,4-(6'',6''-dimethyldihydropyrano)-4',5'-[2'''-(1-hydroxy-1-methylethyl)-dihydrofurano]-2',3'''-dihydroxydihydrochalcone
• 英文别名: bartericin C；3-(2,2-Dimethyl-3,4-dihydrochromen-6-yl)-3-hydroxy-1-[6-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]propan-1-one；3-(2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-hydroxy-1-[6-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]propan-1-one
• 化学式: C₂₅H₃₀O₆
• 分子量: 426.51
• InChiKey: ASZULYQAYUVSAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (+)-3-(3,3-dimethylallyl)-4',5'-[2'''-(1-hydroxy-1-methylethyl)-dihydrofurano]-4,2'-dihydroxychalcone 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以33.3%的产率得到(+)-3,4-(6'',6''-dimethyldihydropyrano)-4',5'-[2'''-(1-hydroxy-1-methylethyl)-dihydrofurano]-2'-hydroxychalcone
  参考文献：
  名称：

  Diprenylated chalcones and other constituents from the twigs of Dorstenia barteri var. subtriangularis

  摘要：

  The twigs of Dorstenia barteri var. subtriangularis yielded three diprenylated chalcones: (-)-3-(3,3-dimethylatlyl)-5'-(2-hydroxy-3-methylbut-3-enyl)-4,2',4'-trihydroxychalcone, (+)-3-(3,3-dimethylallyl)-4',5'-[2"'-(1-hydroxy-1-methylethyl)-dihydrofurano]-4,2'-dihydroxychalcone and 3,4-(6",6"-dimethyldihydropyrano)-4',5'-[2"',-(1-hydroxy-1-methylethyl)-dihydrofurano]-2'-hydroxychalcone for which the names bartericins A, B and C, respectively, are proposed. Stipulin, beta-sitosterol and its 3-beta-D-glucopyranosyl derivative were also isolated. The structures of these secondary metabolites were determined on the basis of spectroscopic analysis, especially, NMR spectra in conjunction with 2D experiments, COSY, HMQC and HMBC. The structural relationship of bartericins B and C was further established by the chemical cyclization of one to the other. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2003.10.021