plumeridoid C | 1290545-63-9

• 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: plumeridoid C
• 英文别名: methyl (2'R,3R,4R,4aS,7aR)-3-hydroxy-4'-[(S)-1-hydroxyethyl]-5'-oxo-3,4,4a,7a-tetrahydro-1H,5'H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate；methyl (3R,4R,4aS,7R,7aR)-3-hydroxy-4'-[(1S)-1-hydroxyethyl]-5'-oxospiro[3,4,4a,7a-tetrahydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
• CAS: 1290545-63-9
• 化学式: C₁₅H₁₈O₇
• 分子量: 310.304
• InChiKey: LZSHEGYGSMDOTG-NLETUJQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  plumeridoid C 以 氘代甲醇 为溶剂， 反应 48.0h， 生成 epiplumeridoid C
  参考文献：
  名称：

  Plumeridoid C from the Amazonian traditional medicinal plantHimatanthus sucuuba

  摘要：

  The stereochemistry of the iridoid plumeridoid C, C15H18O7, was established by X-ray single-crystal structure analysis, giving (2'R,3R,4R,4aS,7aR)-methyl 3-hydroxy-4'-[(S)-1-hydroxy-ethyl]-5'-oxo-3,4,4a,7a-tetrahydro-1H,5'H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate. The absolute structure of the title compound was determined on the basis of the Flack x parameter and Bayesian statistics on Bijvoet differences. The hydrogen-bond donor and acceptor functions of the two hydroxy groups are employed in the formation of O-H center dot center dot center dot O-bonded helical chains.

  DOI：

  10.1107/s0108270111035761