pramanicin

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: pramanicin
• 英文别名: (3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-3-[(E)-3-[(2S,3S)-3-nonyloxiran-2-yl]prop-2-enoyl]pyrrolidin-2-one
• 化学式: C₁₉H₃₁NO₆
• 分子量: 369.458
• InChiKey: BOWRHOKHYKPEAR-RVOVJCDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  119
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  pramanicin 在 potassium selenocyanate 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 以31%的产率得到(3S,4S,5S)-3,4-Dihydroxy-5-hydroxymethyl-3-((2E,4E)-tetradeca-2,4-dienoyl)-pyrrolidin-2-one
  参考文献：
  名称：

  Pramanicin, a novel antimicrobial agent from a fungal fermentation

  摘要：

  The antimicrobial agent pramanicin (1), and a related fatty acid (6), were isolated from a corn-based solid or a lactose-containing liquid fermentation of a sterile fungus found growing in grass. The structures of these compounds were determined by a variety of spectral means including UV, IR, and NMR spectroscopy, as well as mass spectrometry. A number of chemical derivatives are also presented here. Pramanicin represents a new class of antimicrobial agents containing a highly functionalized head group and functionalized fatty side chain.

  DOI：

  10.1016/s0040-4020(01)80843-7