nocapyrone P

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: nocapyrone P
• 英文别名: Nocapyrone P；2-methoxy-3,5-dimethyl-6-(5-methylhexanoyl)pyran-4-one
• 化学式: C₁₅H₂₂O₄
• 分子量: 266.337
• InChiKey: YZGDHGODNYXGIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  、 S-腺苷蛋氨酸 在 N_. alba CR₁₆₇ jerangolid-like methyltransferase NcpB 作用下， 生成 nocapyrone P 、 S-(5'-腺苷)-L-高半胱氨酸
  参考文献：
  名称：

  A Bacterial Source for Mollusk Pyrone Polyketides

  摘要：

  In the oceans, secondary metabolites often protect otherwise poorly defended invertebrates, such as shell-less mollusks, from predation. The origins of these metabolites are largely unknown, but many of them are thought to be made by symbiotic bacteria. In contrast, mollusks with thick shells and toxic venoms are thought to lack these secondary metabolites because of reduced defensive needs. Here, we show that heavily defended cone snails also occasionally contain abundant secondary metabolites, gamma-pyrones known as nocapyrones, which are synthesized by symbiotic bacteria. The bacteria, Nocardiopsis alba CR167, are related to widespread actinomycetes that we propose to be casual symbionts of invertebrates on land and in the sea. The natural roles of nocapyrones are unknown, but they are active in neurological assays, revealing that mollusks with external shells are an overlooked source of secondary metabolite diversity.

  DOI：

  10.1016/j.chembiol.2012.10.019