acetosellin | 428821-01-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: acetosellin
• 英文别名: (4S,9S)-15-[(1E,3E,5E)-hepta-1,3,5-trienyl]-13-hydroxy-4-(hydroxymethyl)-9-methyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2(7),12,14-tetraene-8,11-dione
• CAS: 428821-01-6
• 化学式: C₂₃H₂₂O₆
• 分子量: 394.424
• InChiKey: ORBXWZSWCVYENA-FKWVPTGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  acetosellin 在 四氧化锇 、 potassium metaperiodate 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.17h， 生成 (5aS,9S)-3-Hydroxy-9-hydroxymethyl-5a-methyl-4,6-dioxo-5a,7,9,10-tetrahydro-4H,6H-5,8-dioxa-acephenanthrylene-1-carbaldehyde
  参考文献：
  名称：

  Structure and absolute configuration of acetosellin, a new polyketide from a phytotoxic strain of Cercosporella acetosella

  摘要：

  A new yellow pigment, designated acetosellin 1, was isolated from the mycelium of Cercosporella acetosella as a reduced azaphilone metabolite. The structure of I was determined by spectroscopic investigations and chemical evidence. Compound I possesses a novel carbon skeleton that of a naphtopyrane derivative, linked to an extensively conjugated chain. The absolute configuration was determined by NOE experiments and CD correlations. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00091-6