gougerotin | 2096-42-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: gougerotin
• 英文别名: Aspiculamycin；(2S,3S,4S,5R,6R)-6-(4-amino-2-oxopyrimidin-1-yl)-4,5-dihydroxy-3-[[(2R)-3-hydroxy-2-[[2-(methylamino)acetyl]amino]propanoyl]amino]oxane-2-carboxamide
• CAS: 2096-42-6
• 化学式: C₁₆H₂₅N₇O₈
• 分子量: 443.417
• InChiKey: AMNAZJFEONUVTD-QJHHURCWSA-N

物化性质

• 熔点：
  211-217° (dec)
• 比旋光度：
  D27 +53° (c = 0.8)
• 沸点：
  553.74°C (rough estimate)
• 密度：
  1.2429 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.4
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  242
• 氢给体数：
  8
• 氢受体数：
  9

制备方法与用途

类别：有毒物品
毒性分级：高毒
急性毒性：腹腔-小鼠 LD50: 57 毫克/公斤；静脉-小鼠 LD50: 57 毫克/公斤
可燃性危险特性：可燃；燃烧时产生有毒氮氧化物烟雾
储运特性：通风、低温干燥；与库房食品原料分开存放
灭火剂：干粉、泡沫、沙土、二氧化碳、雾状水

反应信息

• 作为产物：
  描述：

  (2S,3S,4S,5R,6R)-6-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-3-azido-4,5-bis-benzoyloxy-tetrahydro-pyran-2-carboxylic acid 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 gougerotin
  参考文献：
  名称：

  An Efficient Synthesis of Gougerotin and Related Analogues Using Solid- and Solution-Phase Methodology

  摘要：

  [GRAPHIC]The first solid-phase synthesis of the natural product gougerotin has been accomplished. The synthetic route is versatile and allows for diversification at position C-4 of the heterocycle, C-6' of the sugar ring, and both residues of the peptidic moiety at N-4' in a parallel fashion.

  DOI：

  10.1021/ol0507322

文献信息

• COMPOSITIONS COMPRISING GOUGEROTIN AND A FUNGICIDE
  申请人：Bayer CropScience LP

  公开号：EP2953464A1

  公开（公告）日：2015-12-16
• COMPOSITIONS COMPRISING A STREPTOMYCES-BASED BIOLOGICAL CONTROL AGENT AND ANOTHER BIOLOGICAL CONTROL AGENT
  申请人：Bayer CropScience LP

  公开号：EP2953469A1

  公开（公告）日：2015-12-16
• ACTIVE COMPOUND COMBINATIONS HAVING INSECTICIDAL PROPERTIES
  申请人：Bayer CropScience Aktiengesellschaft

  公开号：EP3113617A1

  公开（公告）日：2017-01-11
• COMPOSITIONS COMPRISING A STREPTOMYCES-BASED BIOLOGICAL CONTROL AGENT AND AN INSECTICIDE
  申请人：BAYER CROPSCIENE LP

  公开号：US20140228213A1

  公开（公告）日：2014-08-14

  The present invention relates to a composition comprising at least one biological control agent selected from the group consisting of Streptomyces microflavus strain NRRL B-50550 and/or a mutant thereof having all the identifying characteristics of the respective strain, and/or at least one metabolite produced by the respective strain that exhibits activity against insects, mites, nematodes and/or phytopathogens and at least one insecticide in a synergistically effective amount, with the proviso that the biological control agent and the insecticide are not identical. Furthermore, the present invention relates to the use of this composition as well as a method for reducing overall damage of plants and plant parts.
• COMPOSITIONS COMPRISING A STREPTOMYCES-BASED BIOLOGICAL CONTROL AGENT AND A FUNGICIDE
  申请人：BAYER CROPSCIENCE LP

  公开号：US20140228214A1

  公开（公告）日：2014-08-14

  The present invention relates to a composition comprising at least one biological control agent selected from the group consisting of Streptomyces strains, preferably gougerotin-producing Streptomyces strains such as Streptomyces microflavus strain NRRL B-50550 and/or a mutant thereof having all the identifying characteristics of the respective strain, and/or at least one metabolite produced by the respective strain that exhibits activity against insects, mites, nematodes and/or phytopathogens and at least one fungicide (I) in a synergistically effective amount, with the proviso that the biological control agent and fungicide (I) are not identical. Furthermore, the present invention relates to the use of this composition as well as a method for reducing overall damage of plants and plant parts.