genuanine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: genuanine
• 英文别名: 3-(2-amino-8-methyl-6-oxo-1H-purin-9-yl)propanoic acid
• 化学式: C₉H₁₁N₅O₃
• 分子量: 237.218
• InChiKey: ZGGRHXXLVDSPCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙烯酸甲酯（MA） 、 2-氨基-1,9-二氢-8-甲基-6H-嘌呤-6-酮 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以23 mg的产率得到genuanine
  参考文献：
  名称：

  Small Molecules in the Cone Snail Arsenal

  摘要：

  Cone snails are renowned for producing peptide-based venom, containing conopeptides and conotoxins, to capture their prey. A novel small-molecule guanine derivative with unprecedented features, genuanine, was isolated from the venom of two cone snail species. Genuanine causes paralysis in mice, indicating that small molecules and not just polypeptides may contribute to the activity of cone snail venom.

  DOI：

  10.1021/acs.orglett.5b02389

文献信息

• Small Molecules in the Cone Snail Arsenal
  作者：Jorge L. B. Neves、Zhenjian Lin、Julita S. Imperial、Agostinho Antunes、Vitor Vasconcelos、Baldomero M. Olivera、Eric W. Schmidt

  DOI：10.1021/acs.orglett.5b02389

  日期：2015.10.16

  Cone snails are renowned for producing peptide-based venom, containing conopeptides and conotoxins, to capture their prey. A novel small-molecule guanine derivative with unprecedented features, genuanine, was isolated from the venom of two cone snail species. Genuanine causes paralysis in mice, indicating that small molecules and not just polypeptides may contribute to the activity of cone snail venom.