WJ85b | 917571-67-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: WJ85b
• 英文别名: 7,9-dihydroxy-3-[(4-hydroxy-6-oxopyran-2-yl)methyl]-2H-benzo[g]isoquinoline-1,5,10-trione
• CAS: 917571-67-6
• 化学式: C₁₉H₁₁NO₈
• 分子量: 381.298
• InChiKey: KUVGOQSPYVZAKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  150
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  malonyl-CoA 在 plasmid pWJ₈₅ thiostrepton 作用下， 反应 168.0h， 生成 WJ85 、 WJ85b
  参考文献：
  名称：

  Heterologous Biosynthesis of Amidated Polyketides with Novel Cyclization Regioselectivity from Oxytetracycline Polyketide Synthase

  摘要：

  Heterologous expression of the minimal oxytetracycline polyketide synthase and the amidotransferase OxyD in Streptomyces coelicolor strain CH999 afforded two novel amidated polyketides, WJ85 (4) and WJ85b (5). WJ85 is a C-9 unreduced decaketide that is primed by a malonamyl starter unit. WJ85 is cyclized via an unusual C-11 to C-16 intramolecular aldol condensation not observed among known aromatic polyketides. The structures of WJ85 and the previously characterized WJ35 suggest that the presence of an amide starter unit has a profound effect on the cyclization regioselectivity and reactivity of a polyketide backbone. WJ85b is an anthraquinone and is an oxidized product of WJ85.

  DOI：

  10.1021/np060290i