(2S)-ongokein-4'-one | 864969-45-9

• 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: (2S)-ongokein-4'-one
• 英文别名: (2S)-5-hydroxy-2-(1'-hydroxy-4'-oxocyclohexyl)-7-methoxychroman-4-one；(2S)-5-hydroxy-2-(1-hydroxy-4-oxocyclohexyl)-7-methoxy-2,3-dihydrochromen-4-one
• CAS: 864969-45-9
• 化学式: C₁₆H₁₈O₆
• 分子量: 306.315
• InChiKey: FAQZKDGZPCJHSW-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S)-ongokein-4'-one 在 盐酸 、 硫酸 、 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 17.0h， 生成 樱花亭
  参考文献：
  名称：

  Cyclohexanoid protoflavanones from the stem-bark and roots of Ongokea gore☆

  摘要：

  Phytochemical investigation of root and stem-bark of the West African medicinal plant Ongokea gore resulted in the isolation of four novel flavonoids with an unusual cyclohexyl substituent instead of the common aromatic ring B. The structures of the isolated compounds were elucidated by spectroscopic methods, mainly ID and 2D NMR. and subsequently, the structures were corroborated by chemical conversion to (-)-(S)-sakuranetin. The absolute configurations, and preferred conformations were determined by NOE experiments and CD measurements. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2005.04.031
• 作为产物：
  描述：

  (2S)-trans-4'-hydroxy-ongokein 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (2S)-ongokein-4'-one
  参考文献：
  名称：

  Cyclohexanoid protoflavanones from the stem-bark and roots of Ongokea gore☆

  摘要：

  Phytochemical investigation of root and stem-bark of the West African medicinal plant Ongokea gore resulted in the isolation of four novel flavonoids with an unusual cyclohexyl substituent instead of the common aromatic ring B. The structures of the isolated compounds were elucidated by spectroscopic methods, mainly ID and 2D NMR. and subsequently, the structures were corroborated by chemical conversion to (-)-(S)-sakuranetin. The absolute configurations, and preferred conformations were determined by NOE experiments and CD measurements. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2005.04.031

文献信息

• Cyclohexanoid protoflavanones from the stem-bark and roots of Ongokea gore☆
  作者：Gerold Jerz、Reiner Waibel、Hans Achenbach

  DOI：10.1016/j.phytochem.2005.04.031

  日期：2005.7

  Phytochemical investigation of root and stem-bark of the West African medicinal plant Ongokea gore resulted in the isolation of four novel flavonoids with an unusual cyclohexyl substituent instead of the common aromatic ring B. The structures of the isolated compounds were elucidated by spectroscopic methods, mainly ID and 2D NMR. and subsequently, the structures were corroborated by chemical conversion to (-)-(S)-sakuranetin. The absolute configurations, and preferred conformations were determined by NOE experiments and CD measurements. (c) 2005 Elsevier Ltd. All rights reserved.