butrin | 492-13-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: butrin
• 英文别名: (2S)-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• CAS: 492-13-7
• 化学式: C₂₇H₃₂O₁₅
• 分子量: 596.542
• InChiKey: QVCQYYYTMIZOGK-VQBAZXIRSA-N

物化性质

• 熔点：
  194-195 °C(Solv: ethanol (64-17-5))
• 沸点：
  947.7±65.0 °C(Predicted)
• 密度：
  1.654±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  245
• 氢给体数：
  9
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  butrin 在 水 、 almond β-glucosidase 作用下， 反应 3.0h， 以2.8 mg的产率得到漆黄素 ( 紫铆素)
  参考文献：
  名称：

  Antioxidant Study and Assignments of NMR Spectral Data for 3 ,4 ,7-Trihydroxyflavanone 3 ,7-Di-O- -D-glucopyranoside (Butrin) and Its Hydrolyzed Product

  摘要：

  The NMR spectral data including high resolution H-1, C-13 and 2D NMR for butrin, 3" 4, 7-trihydroxyflavanone 3',7-di-O-beta-D-glucopyranoside, isolated from flowers of Butea monosperma, are reported here for the first time. Butrin was hydrolyzed using b-glucosidase to butin in high yield. They were subjected to free radical scavenging test using 2,2-diphenyl-1-picrylhydrazyl (DPPH) spectrophotometric assay. At a dose of 4 X 10(-8) mol of tested compounds, the percentage of reduced DPPH for butin was 14.5% while no reduction was observed for butrin (0%).

  DOI：

  10.1023/b:conc.0000039134.46227.1f

文献信息

• Antioxidant Study and Assignments of NMR Spectral Data for 3 ,4 ,7-Trihydroxyflavanone 3 ,7-Di-O- -D-glucopyranoside (Butrin) and Its Hydrolyzed Product
  作者：Amir Reza Jassbi、Pahup Singh、Vivek Krishna、Pradeep K. Gupta、Satoshi Tahara

  DOI：10.1023/b:conc.0000039134.46227.1f

  日期：2004.5

  The NMR spectral data including high resolution H-1, C-13 and 2D NMR for butrin, 3" 4, 7-trihydroxyflavanone 3',7-di-O-beta-D-glucopyranoside, isolated from flowers of Butea monosperma, are reported here for the first time. Butrin was hydrolyzed using b-glucosidase to butin in high yield. They were subjected to free radical scavenging test using 2,2-diphenyl-1-picrylhydrazyl (DPPH) spectrophotometric assay. At a dose of 4 X 10(-8) mol of tested compounds, the percentage of reduced DPPH for butin was 14.5% while no reduction was observed for butrin (0%).