raspberry ketone tetra-O-acetyl-β-D-glucopyranoside | 38963-96-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: raspberry ketone tetra-O-acetyl-β-D-glucopyranoside
• 英文别名: 4-[4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-butan-2-one；4-[4-(Tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-butan-2-on；[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-(3-oxobutyl)phenoxy]oxan-2-yl]methyl acetate
• CAS: 38963-96-1
• 化学式: C₂₄H₃₀O₁₁
• 分子量: 494.496
• InChiKey: VNSNHKBVTHRZKW-GNADVCDUSA-N

物化性质

• 沸点：
  566.8±50.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  raspberry ketone tetra-O-acetyl-β-D-glucopyranoside 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 树莓苷,覆盆子酮葡萄糖甙
  参考文献：
  名称：

  Phenylbutan-2-one β-d-glucosides from raspberry fruit

  摘要：

  DOI：

  10.1016/0031-9422(90)85346-h
• 作为产物：
  描述：

  覆盆子酮 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 氢氧化钾 、 丙酮 作用下， 生成 raspberry ketone tetra-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  Zemplen et al., Chemische Berichte, 1944, vol. 77/79, p. 784,787

  摘要：

  DOI：

文献信息

• Zemplen et al., Chemische Berichte, 1944, vol. 77/79, p. 784,787
  作者：Zemplen et al.

  DOI：——

  日期：——
• Glycosidically Bound Norisoprenoids from Vitis vinifera cv. Riesling Leaves
  作者：George K. Skouroumounis、Peter Winterhalter

  DOI：10.1021/jf00041a004

  日期：1994.5

  HRGC and HRGC-MS identifications of glycosidically bound Riesling leaf constituents were achieved after extraction with MeOH, Amberlite XAD-2 adsorption, and subsequent enzymatic hydrolysis of the glycoconjugates. Among the enzymatically liberated aglycons 23 bound C-13 norisoprenoids were identified. With the aid of multilayer coil countercurrent chromatography (MLCCC) five major C-13 glycosides were purified, and their structures were elucidated by high-field NMR, i.e., the beta-D-glucopyranosides of vomifoliol, 4,5-dihydrovomifoliol, 3-hydroxy-5,6-epoxy-beta-ionone, grasshopper ketone, and 3-oxo-megastigman-9-ol. The latter glucoside with a saturated megastigmane skeleton is reported here for the first time. In addition, the P-D-glucopyranosides of benzyl alcohol and raspberry ketone have been isolated.
• Phenylbutan-2-one β-d-glucosides from raspberry fruit
  作者：Anni Pabst、Denis Barron、Jacques Adda、Peter Schreier

  DOI：10.1016/0031-9422(90)85346-h

  日期：——