[(2S,3R,4R,4aS,7R,8S,8aS)-8-acetyloxy-2,4,7,8a-tetramethyl-6-oxo-2,3,4,4a,7,8-hexahydropyrano[3,2-b]pyran-3-yl] (4S)-4-hydroxyoctanoate | 874362-44-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(2S,3R,4R,4aS,7R,8S,8aS)-8-acetyloxy-2,4,7,8a-tetramethyl-6-oxo-2,3,4,4a,7,8-hexahydropyrano[3,2-b]pyran-3-yl] (4S)-4-hydroxyoctanoate
• CAS: 874362-44-4
• 化学式: C₂₂H₃₆O₈
• 分子量: 428.523
• InChiKey: IYTJBDCGCIESLE-SPVCLDLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2S,3R,4R,4aS,7R,8S,8aS)-8-acetyloxy-2,4,7,8a-tetramethyl-6-oxo-2,3,4,4a,7,8-hexahydropyrano[3,2-b]pyran-3-yl] (4S)-4-hydroxyoctanoate 在 盐酸 作用下， 反应 1.0h， 以6.2 mg的产率得到botcinin H
  参考文献：
  名称：

  Botcinins A, B, C, and D, Metabolites Produced by Botrytis cinerea, and Their Antifungal Activity against Magnaporthe grisea, a Pathogen of Rice Blast Disease

  摘要：

  Four new metabolites, botcinins A-D (1-4), were isolated from the culture filtrate of a strain of Botrytis cinerea. Their structures were determined by spectroscopic methods, mainly NMR techniques, molecular modeling, and the modified Mosher's method. They exhibited antifungal activities against Magnaporthe grisea, a pathogen of rice blast disease. Botcinins B and C have a MIC of 12.5 mu M, and botcinins A and D are not active below 100 mu M.

  DOI：

  10.1021/np0503855
• 作为产物：
  描述：

  botcinin A 在 platinum(IV) oxide 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以12.4 mg的产率得到[(2S,3R,4R,4aS,7R,8S,8aS)-8-acetyloxy-2,4,7,8a-tetramethyl-6-oxo-2,3,4,4a,7,8-hexahydropyrano[3,2-b]pyran-3-yl] (4S)-4-hydroxyoctanoate
  参考文献：
  名称：

  Botcinins A, B, C, and D, Metabolites Produced by Botrytis cinerea, and Their Antifungal Activity against Magnaporthe grisea, a Pathogen of Rice Blast Disease

  摘要：

  Four new metabolites, botcinins A-D (1-4), were isolated from the culture filtrate of a strain of Botrytis cinerea. Their structures were determined by spectroscopic methods, mainly NMR techniques, molecular modeling, and the modified Mosher's method. They exhibited antifungal activities against Magnaporthe grisea, a pathogen of rice blast disease. Botcinins B and C have a MIC of 12.5 mu M, and botcinins A and D are not active below 100 mu M.

  DOI：

  10.1021/np0503855