1-(2,4,5-trihydroxy-3,6-dimethylphenyl)hexa-2,4-dien-1-one | 859155-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-(2,4,5-trihydroxy-3,6-dimethylphenyl)hexa-2,4-dien-1-one
• 英文别名: sohirnone B；(2E,4E)-1-(2,4,5-trihydroxy-3,6-dimethylphenyl)hexa-2,4-dien-1-one
• CAS: 859155-91-2
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: HTOGTGFTMLQGFO-YTXTXJHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,4,5-trihydroxy-3,6-dimethylphenyl)hexa-2,4-dien-1-one 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 以1 mg的产率得到sorrentanone
  参考文献：
  名称：

  Sorbicillin Analogues and Related Dimeric Compounds from Penicillium notatum

  摘要：

  In our screening of microorganisms for new natural products, the fungus Penicillium notatum delivered further members of the sorbicillin family, namely, the sohirnones A [3, 1-(2,4-dihydroxy-5-methylphenyl)hex-4-en-1-one], B [4a, 1-(2,4,5-trihydroxy-3,6-dimethylphenyl)hexa-2,4-dion-1-one], and C [5, 1-(2,4,5-trihydroxy-3,6-dimethylphenyl)hex-4-en-1-one]. A stable tautomer of oxosorbicillinol (7) was characterized as 6, and the recently described 7-deacetoxyyanuthone (8) was reisolated. The additionally isolated rezishanones A-D (12-13c) are the first natural Diels-Alder products of sorbicillinol (1) with dienophiles not related with 1. The monomers and dimers showed weak antibacterial activity, but were inactive against fungi and algae. The structures were determined by spectroscopic methods and by comparison of the NMR data with those of the structurally related 2',3'-dihydrosorbicillin (2) and, in the case of 4a, by transformation into the known sorrentanone (4b).

  DOI：

  10.1021/np040137t