(4aS,6aR,12aR,12bS)-8-Methoxy-4,4,6a,12b-tetramethyl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H-benzo[a]xanthene-10-carboxylic acid | 135824-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (4aS,6aR,12aR,12bS)-8-Methoxy-4,4,6a,12b-tetramethyl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H-benzo[a]xanthene-10-carboxylic acid
• 英文别名: (4aS,6aR,12aR,12bS)-8-methoxy-4,4,6a,12b-tetramethyl-1,2,3,4a,5,6,12,12a-octahydrobenzo[a]xanthene-10-carboxylic acid
• CAS: 135824-01-0
• 化学式: C₂₃H₃₂O₄
• 分子量: 372.505
• InChiKey: ODZCARBTDVVBMT-OVNVTHAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.33
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  smenodiol 在 氢氧化钾 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 丙酮 、 苯 为溶剂， 反应 22.0h， 生成 (4aS,6aR,12aR,12bS)-8-Methoxy-4,4,6a,12b-tetramethyl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H-benzo[a]xanthene-10-carboxylic acid
  参考文献：
  名称：

  Smenochromenes, unusual macrocyclic sesquiterpene hydroquinone derivatives from a Seychelles sponge of the genus Smenospongia

  摘要：

  Smenochromenes A-D (2-5) are four unusual macrocyclic chromenes that can be derived by cyclization of farnesyl hydroquinone. The structure of smenochromene A (2) was determined by X-ray analysis and the structures of the remaining compounds were elucidated by interpretation of spectral data. The unusual geometry of smenochromene A gives rise to some unexpected spectral data. The sponge Smenospongia sp. also contains smenodiol (6), which is related to compounds previously found in this genus.

  DOI：

  10.1021/jo00022a011