呋喃并[4,3,2-ij][2]苯并吡喃-2,7-二酮,2a,3,4,6,8a,8b-六氢-6-甲基-5-[(1S)-1,3,3-三甲基环己基]-,(2aR,6R,8aS,8bR)- | 130246-91-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡喃类
• 中文名称: 呋喃并[4,3,2-ij][2]苯并吡喃-2,7-二酮,2a,3,4,6,8a,8b-六氢-6-甲基-5-[(1S)-1,3,3-三甲基环己基]-,(2aR,6R,8aS,8bR)-
• 英文名称: Cadlinolide A
• 英文别名: (1S,4R,9R,12R)-9-methyl-7-[(1S)-1,3,3-trimethylcyclohexyl]-2,11-dioxatricyclo[6.3.1.04,12]dodec-7-ene-3,10-dione
• CAS: 130246-91-2
• 化学式: C₂₀H₂₈O₄
• 分子量: 332.44
• InChiKey: CITWWGQNJPHWFE-PBVDNIBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 呋喃并[4,3,2-ij][2]苯并吡喃-2,7-二酮,2a,3,4,6,8a,8b-六氢-6-甲基-5-[(1S)-1,3,3-三甲基环己基]-,(2aR,6R,8aS,8bR)- 在 吡啶 作用下， 以100%的产率得到Tetrahydroaplysulphurin-1
  参考文献：
  名称：

  Terpenoids from the sponge Aplysilla glacialis and specimens of the nudibranch Cadlina luteomarginta found on the sponge

  摘要：

  Four new rearranged and/or degraded ''spongian'' terpenoids and one new ''marginatane'' diterpenoid have been isolated from the marine sponge Aplysilla glacialis. The structure of cadlinolide A (3) was solved by X-ray diffraction analysis, and the structures of cadlinolide B (4), aplysillolide A (5), aplysillolide B (6), and marginatone (7) were determined by extensive spectroscopic analysis and chemical interconversions. Glaciolide (2), cadlinolide A (3), and tetrahydroaplysulphurin-1 (8) were isolated from skin extracts of specimens of the dorid nudibranch Cadlina luteomarginata found feeding on A. glacialis.

  DOI：

  10.1021/jo00001a010