coelomycin | 1262311-51-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: coelomycin
• 英文别名: Coelomycin；5-benzoyl-3-benzyl-1,6-dihydroxypyrazin-2-one
• CAS: 1262311-51-2
• 化学式: C₁₈H₁₄N₂O₄
• 分子量: 322.32
• InChiKey: MFAUGWOZRSFOFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  90.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  coelomycin 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以1.2 mg的产率得到1-hydroxy-3-benzylene-5-benzyl-pyrazine-2,6-dione
  参考文献：
  名称：

  Coelomycin, a highly substituted 2,6-dioxo-pyrazine fungal metabolite antibacterial agent discovered by Staphylococcus aureus fitness test profiling

  摘要：

  Bacterial resistance to antibiotics, particularly to multiple antibiotics, is becoming a cause for significant concern. The only really viable course of action to counter this is to discover new antibiotics with novel modes of action. We have recently implemented a new antisense-based chemical genetic screening technology to accomplish this goal. The discovery and antibacterial activity of coelomycin, a fully substituted 2,6-dioxo pyrazine, illustrates the application of the Staphylococcus aureus fitness test strategy to natural products discovery.

  DOI：

  10.1038/ja.2010.86

文献信息

• Coelomycin, a highly substituted 2,6-dioxo-pyrazine fungal metabolite antibacterial agent discovered by Staphylococcus aureus fitness test profiling
  作者：Michael A Goetz、Chaowei Zhang、Deborah L Zink、Marta Arocho、Francisca Vicente、Gerald F Bills、Jon Polishook、Karen Dorso、Russell Onishi、Charles Gill、Emily Hickey、Suzy Lee、Richard Ball、Stephen Skwish、Robert G K Donald、John W Phillips、Sheo B Singh

  DOI：10.1038/ja.2010.86

  日期：2010.8

  Bacterial resistance to antibiotics, particularly to multiple antibiotics, is becoming a cause for significant concern. The only really viable course of action to counter this is to discover new antibiotics with novel modes of action. We have recently implemented a new antisense-based chemical genetic screening technology to accomplish this goal. The discovery and antibacterial activity of coelomycin, a fully substituted 2,6-dioxo pyrazine, illustrates the application of the Staphylococcus aureus fitness test strategy to natural products discovery.