ketopelenolide C | 1089189-95-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ketopelenolide C
• 英文别名: (3S,3aS,5Z,7S,10S,11aR)-7-hydroxy-3,6,10-trimethyl-3,3a,4,7,8,10,11,11a-octahydrocyclodeca[b]furan-2,9-dione
• CAS: 1089189-95-6
• 化学式: C₁₅H₂₂O₄
• 分子量: 266.337
• InChiKey: WWFVXDDGYDVURM-SAEYYWQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ketopelenolide C 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 、 4-二甲氨基吡啶 作用下， 以1.1 mg的产率得到ketopelenolide C 1-O-(S)-MTPA ester
  参考文献：
  名称：

  Stereostructure Assignment of Medium-Sized Rings through an NMR−Computational Combined Approach. Application to the New Germacranes Ketopelenolides C and D

  摘要：

  The new germacrane derivatives ketopelenolides C (2) and D (3) have been isolated from great mugwort (Artemisia arborescens). Their stereostructure elucidation exemplifies some of the, most common pitfalls facing the configurational assignment of medium-sized polyfunctionalized compounds. It was established through a combined strategy including chemical derivatization, NMR data analysis, molecular modeling, and quantum-mechanical calculations including a comparison between experimental C-13 NMR data and a Boltzmann-weighted average of DFT-calculated C-13 NMR chemical shifts.

  DOI：

  10.1021/np8003547