1-(3'-heptyl-7-hydroxyspiro[1H-2-benzofuran-3,2'-chromene]-5'-yl)nonan-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3'-heptyl-7-hydroxyspiro[1H-2-benzofuran-3,2'-chromene]-5'-yl)nonan-1-one
• 化学式: C₃₂H₄₂O₄
• 分子量: 490.683
• InChiKey: RCZIEUREMHXUHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  36
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3'-heptyl-7-hydroxyspiro[1H-2-benzofuran-3,2'-chromene]-5'-yl)nonan-1-one 在 YMC chiral Cellulose-C column (250 × 10 mm, i.d. 5μm) 作用下， 生成 paeciloketal A 、 ent-paeciloketal A
  参考文献：
  名称：

  Dimeric Octaketide Spiroketals from the Jellyfish-Derived Fungus Paecilomyces variotii J08NF-1

  摘要：

  Paeciloketals (1-3), new benzannulated spiroketal derivatives, were isolated from the marine fungus Paecilomyces variotii derived from the giant jellyfish Nemopilema nomurai. Compound 1 was present as a racemate and was resolved into enantiopure 1a and 1b by chiral-phase separation on a cellulose column. Compounds 2 and 3, possessing a novel benzannulated spiroketal skeleton, were rapidly interconvertible and yielded an equilibrium mixture on standing at room temperature. The relative and absolute configurations of compounds 2 and 3 were determined by NOESY analysis and ECD calculations. Compound 1 showed modest antibacterial activity against the marine pathogen Vibrio ichthyoenteri.

  DOI：

  10.1021/acs.jnatprod.5b00594

文献信息

• Dimeric Octaketide Spiroketals from the Jellyfish-Derived Fungus <i>Paecilomyces variotii</i> J08NF-1
  作者：Haibo Wang、Jongki Hong、Jun Yin、Hyung Ryong Moon、Yonghong Liu、Xiaoyi Wei、Dong-Chan Oh、Jee H. Jung

  DOI：10.1021/acs.jnatprod.5b00594

  日期：2015.11.25

  Paeciloketals (1-3), new benzannulated spiroketal derivatives, were isolated from the marine fungus Paecilomyces variotii derived from the giant jellyfish Nemopilema nomurai. Compound 1 was present as a racemate and was resolved into enantiopure 1a and 1b by chiral-phase separation on a cellulose column. Compounds 2 and 3, possessing a novel benzannulated spiroketal skeleton, were rapidly interconvertible and yielded an equilibrium mixture on standing at room temperature. The relative and absolute configurations of compounds 2 and 3 were determined by NOESY analysis and ECD calculations. Compound 1 showed modest antibacterial activity against the marine pathogen Vibrio ichthyoenteri.