2-hexyl-3-hydroxy-5-pentylbenzo-1,4-quinone | 888484-93-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hexyl-3-hydroxy-5-pentylbenzo-1,4-quinone
• 英文别名: 3-Hexyl-2-hydroxy-6-pentylbenzoquinone；2-hexyl-3-hydroxy-5-pentylcyclohexa-2,5-diene-1,4-dione
• CAS: 888484-93-3
• 化学式: C₁₇H₂₆O₃
• 分子量: 278.392
• InChiKey: CAHQKRMVZIQNQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-己基-5-戊基苯-1,3-二醇 以 氘代氯仿 为溶剂， 反应 56.0h， 生成 2-hexyl-3-hydroxy-5-pentylbenzo-1,4-quinone
  参考文献：
  名称：

  Antimicrobial Dialkylresorcinols from Pseudomonas sp. Ki19

  摘要：

  Four dialkylresorcinols (1-4) were isolated from a liquid culture of Pseudomonas sp. Ki19. Compounds 1 and 2, 2-butyl-5-propylresorcinol and 2-hexyl-5-methylresorcinol, respectively, have not previously been isolated from biological sources, whereas 3 and 4, 2-hexyl-5-propylresorcinol (DB-2073) and 2-hexyl-5-pentylresorcinol ( resorstatin), both have been found in biological systems. The compounds inhibited Staphyllococcus aureus at concentrations <= 10 mu g/mL as well as the fungi Aspergillus fumigatus and Fusarium culmorum at 50 mu g/mL. The formation of possible antimicrobial quinone oxidation products was investigated under bioassay conditions, and they were not found to be responsible for the main antimicrobial activity.

  DOI：

  10.1021/np0600595

文献信息

• Isolation, Identification, and Decomposition of Antibacterial Dialkylresorcinols from a Chinese <i>Pseudomonas aurantiaca</i> Strain
  作者：Yue Shi、Diana A. Zaleta-Pinet、Benjamin R. Clark

  DOI：10.1021/acs.jnatprod.9b00315

  日期：2020.2.28

  dialkylresorcinols 1 and 2. Extensive decomposition studies on the major metabolite 1 produced an additional furanone derivative (6), a hydroxyquinone (7), and two unusual resorcinol and hydroxyquinone dimers (8 and 9). Structures were elucidated by nuclear magnetic resonance spectroscopy in combination with tandem mass spectrometry analysis. These studies illustrate the potential of artifacts as a source

  除已知的二烷基间苯二酚1和2外，对中国假单胞菌Aurantiaca菌株的化学研究还产生了新的苯醌（4）和呋喃酮（5）。对主要代谢产物1的广泛分解研究还产生了另一种呋喃酮衍生物（6），一个羟基醌（7），以及两个不同寻常的间苯二酚和羟基醌二聚体（8和9）。通过核磁共振波谱结合串联质谱分析来阐明结构。这些研究说明了人工制品作为其他化学多样性来源的潜力。化合物1和2对一组革兰氏阳性病原体表现出中等的抗菌活性，而人工制品（4-9）的抗菌活性却降低了。