(7R,8S,13E,15E,17E)-7-hydroxy-8-methyl-2-[(2E,4E)-tetradeca-2,4-dien-2-yl]-1-oxa-5,10-diazacyclononadeca-13,15,17-triene-4,9,19-trione | 606111-87-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (7R,8S,13E,15E,17E)-7-hydroxy-8-methyl-2-[(2E,4E)-tetradeca-2,4-dien-2-yl]-1-oxa-5,10-diazacyclononadeca-13,15,17-triene-4,9,19-trione
• CAS: 606111-87-9
• 化学式: C₃₁H₄₈N₂O₅
• 分子量: 528.733
• InChiKey: SMQQBFOCGHENRA-DQWRMBGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Pseudotrienic acid A 在 三氟乙酸 作用下， 生成 (7R,8S,13E,15E,17E)-7-hydroxy-8-methyl-2-[(2E,4E)-tetradeca-2,4-dien-2-yl]-1-oxa-5,10-diazacyclononadeca-13,15,17-triene-4,9,19-trione
  参考文献：
  名称：

  Pseudotrienic Acids A and B, Two Bioactive Metabolites from Pseudomonas sp. MF381-IODS

  摘要：

  Bioassay-guided fractionation of the liquid culture broth of Pseudomonas sp. MF381-IODS yielded two new antimicrobial substances, identified as (2E,4E,6E)-9-[((2S,3R)-3-hydroxy-4-{[(3E,5E,7RS)-7-hydroxy-4-methylhexadeca-3,5-dienoyl]amino}-2-methylbutanoyl)amino]nona-2,4,6-trienoic acid and the tetradeca equivalent, named pseudotrienic acids A (1) and B (2), respectively. The compounds are prone to lactone formation, and their structures suggest them to be derived from ring opening of a macrolide. Pseudotrienic acids A and B inhibited growth of Staphylococcus aureus (MIC 70 mu g/mL) and Pseudomonas syringae pv. syringae (MIC 70 mu g/mL). Two known antimicrobial compounds, the polyketide 2,3-deepoxy-2,3-didehydrorhizoxin (3) and the tryptophan-derived pyrrolnitrin (4), were also identified.

  DOI：

  10.1021/np050243a