4,5-二氢布卢门醇A | 155418-97-6

• 物质功能分类: 天然产物 - 倍半萜
• 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
• 中文名称: 4,5-二氢布卢门醇A
• 中文别名: 4,5-二氢布卢门醇 A
• 英文名称: 4,5-dihydroblumenol A
• 英文别名: 4,5-dihydroblumenol；(4S,5R)-4-hydroxy-4-[(E,3R)-3-hydroxybut-1-enyl]-3,3,5-trimethylcyclohexan-1-one
• CAS: 155418-97-6
• 化学式: C₁₃H₂₂O₃
• 分子量: 226.316
• InChiKey: IHDJYDVWNNFPHR-CHESLIBASA-N

物化性质

• 沸点：
  345.7±42.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 4,5-二氢布卢门醇A 在 N,N-二乙基吡啶-4-胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (E)-(R)-3-((1S,6R)-1-hydroxy-2,2,6-trimethyl-4-oxo-cyclohexyl)-1-methyl-allyl ester
  参考文献：
  名称：

  Megastigmane and Phenolic Components from Laurus nobilis L. Leaves and Their Inhibitory Effects on Nitric Oxide Production

  摘要：

  Laurus nobilis L. leaves are widely used in cooking and in folk medicine. Five new megastigmane glucosides (2-4, 7, and 9) named laurosides A-E and a new phenolic glucoside 12 were isolated from the methanolic extract of L. nobilis L. leaves, along with 10 known components: megastigmane (5), megastigmane glucosides (1, 6, 8, 10, and 11), aromatic compounds (13 and 14). and flavonoids (15 and 16). The structures and relative stereochemistry have been elucidated by one- and two-dimensional nuclear magnetic resonance experiments (H-1 and C-13 NMR, DEPT. correlation spectroscopy, heteronuclear multiple quantum correlation, heteronuclear multiple bond correlation, and nuclear Overhauser enhancement spectroscopy) and by chemical derivatization. The effect of isolated compounds on nitric oxide production in lipopolysaccharide-activated murine macrophages were examined.

  DOI：

  10.1021/jf048782t

文献信息

• Megastigmane and Phenolic Components from <i>Laurus nobilis</i> L. Leaves and Their Inhibitory Effects on Nitric Oxide Production
  作者：Simona De Marino、Nicola Borbone、Franco Zollo、Angela Ianaro、Paola Di Meglio、Maria Iorizzi

  DOI：10.1021/jf048782t

  日期：2004.12.1

  Laurus nobilis L. leaves are widely used in cooking and in folk medicine. Five new megastigmane glucosides (2-4, 7, and 9) named laurosides A-E and a new phenolic glucoside 12 were isolated from the methanolic extract of L. nobilis L. leaves, along with 10 known components: megastigmane (5), megastigmane glucosides (1, 6, 8, 10, and 11), aromatic compounds (13 and 14). and flavonoids (15 and 16). The structures and relative stereochemistry have been elucidated by one- and two-dimensional nuclear magnetic resonance experiments (H-1 and C-13 NMR, DEPT. correlation spectroscopy, heteronuclear multiple quantum correlation, heteronuclear multiple bond correlation, and nuclear Overhauser enhancement spectroscopy) and by chemical derivatization. The effect of isolated compounds on nitric oxide production in lipopolysaccharide-activated murine macrophages were examined.