[(1S,2S,4R,6S,7S,8S,10S)-1,10-diacetyloxy-6-chloro-8-[[(2E,4E,6R)-4,6-dimethyldodeca-2,4-dienoyl]amino]-5-oxo-3-oxatricyclo[4.3.1.02,4]decan-7-yl] acetate | 913089-62-0

• 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: [(1S,2S,4R,6S,7S,8S,10S)-1,10-diacetyloxy-6-chloro-8-[[(2E,4E,6R)-4,6-dimethyldodeca-2,4-dienoyl]amino]-5-oxo-3-oxatricyclo[4.3.1.02,4]decan-7-yl] acetate
• CAS: 913089-62-0
• 化学式: C₂₉H₄₀ClNO₉
• 分子量: 582.091
• InChiKey: LJHJBHHPWCFLLF-QROLCRLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  40
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  gymnastatin G 、 乙酸酐 在 吡啶 作用下， 以7.3 mg的产率得到[(1S,2S,4R,6S,7S,8S,10S)-10-acetyloxy-6-chloro-8-[[(2E,4E,6R)-4,6-dimethyldodeca-2,4-dienoyl]amino]-1-hydroxy-5-oxo-3-oxatricyclo[4.3.1.02,4]decan-7-yl] acetate
  参考文献：
  名称：

  Gymnastatins F−H, Cytostatic Metabolites from the Sponge-Derived Fungus Gymnascella dankaliensis

  摘要：

  Gymnastatins F - H (2-4) and gymnamide ( 5) have been isolated from the mycelial MeOH extract of the Halichondria sponge-derived fungus Gymnascella dankaliensis. Their stereostructures have been established on the basis of spectroscopic analyses using 1D and 2D NMR techniques. The stereochemistry of gymnastatin H ( 4) was determined by its synthesis. Among these compounds, gymnastatins F ( 2) and G ( 3) possess a unique bicyclo[3.3.1] nonane ring as natural products, and they were found to exhibit potent growth inhibition against the P388 cancer cell line.

  DOI：

  10.1021/np0600189