(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((3-(3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-5-yl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1146066-67-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((3-(3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-5-yl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1146066-67-2
• 化学式: C₃₈H₃₃N₃O₁₄
• 分子量: 755.692
• InChiKey: PXTMVLFHHNNTFD-MQPLVFOPSA-N

物化性质

• 沸点：
  856.0±65.0 °C(predicted)
• 密度：
  1.45±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  55.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  214.83
• 氢给体数：
  0.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((3-(3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-5-yl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 甲醇 、 zinc diacetate 作用下， 反应 7.0h， 以80%的产率得到3-[5-(4-nitrophenyl)-2-phenylpyrazol-3-yl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
  参考文献：
  名称：

  Hatzade; Taile; Gaidhane, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 8, p. 1260 - 1270

  摘要：

  DOI：
• 作为产物：
  描述：

  对硝基苯乙酮 在 哌啶 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((3-(3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-5-yl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  Computational evaluation and experimental verification of antibacterial and antioxidant activity of 7-hydroxy-3-pyrazolyl-4H-chromen-4-ones and their o-glucosides: identification of pharmacophore sites

  摘要：

  This paper reports the computational evaluation and experimental verification of 7-hydroxy-3-(1-phenyl-3-aryl-1H-pyrazol-5-yl)-4H-chromen-4-ones 3 and their o-beta-d-glucopyranosides 5 for their antimicrobial and antioxidant activity. The prepared compounds were tested against various Gram-positive and Gram-negative bacteria species. Some of the synthesized compounds have shown potential antimicrobial and antioxidant activity. This POM bioinformatic study could greatly help to pharmacomodulate the potential antibiotics and antioxidants.This paper describes the computational POM (Petra/Osiris/Molinspiration) evaluation and experimental verification of 7-o-beta-d-glucopyranosyloxy-3-(1-phenyl-3-aryl-1H-pyrazol-5-yl)-4H-chromen-4-ones and metabolites for their antimicrobial and antioxidant activity.

  DOI：

  10.1007/s00044-013-0621-5