3'-(3-methyl-2-butenyl)-2',4',6'-triacetoxyisobutyrophenone | 71539-56-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3'-(3-methyl-2-butenyl)-2',4',6'-triacetoxyisobutyrophenone
• CAS: 71539-56-5
• 化学式: C₂₁H₂₆O₇
• 分子量: 390.433
• InChiKey: STSZIODKAIUSAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  95.97
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  phlorisobutyrophenone 在 吡啶 、 氢氧化钾 作用下， 以 水 为溶剂， 反应 2.0h， 生成 3'-(3-methyl-2-butenyl)-2',4',6'-triacetoxyisobutyrophenone
  参考文献：
  名称：

  The first prenylation step in hyperforin biosynthesis

  摘要：

  Prenylation reactions contribute considerably to the diversity of natural products. Polyprenylated secondary metabolites include hyperforin which is both quantitatively and pharmacologically a major constituent of the medicinal plant Hypericum perforatum (St. John's wort). Cell cultures of the related species Hypericum calycinum were found to contain a prenyltransferase activity which is likely to catalyze the first prenylation step in hyperforin biosynthesis. The enzyme was soluble and dependent on a divalent cation, with Fe2+ leading to maximum activity (K-m = 3.8 mM). The preferred prenyl donor was DMAPP (K-m = 0.46 mM) and the preferred prenyl acceptor was phlorisobutyrophenone (K-m = 0.52 mM). A broad pH optimum from 6.5 to 8.5 and a temperature optimum from 35 to 40 degreesC were observed. The formation of hyperforins in H. calycinum cell cultures was preceded by an increase in dimethylallyltransferase activity, with the maximum specific activity being 3.6 mukat/kg protein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.10.020