3-[(E)-2-butenoyl]-4-methoxy-6-[(E)-1-propenyl]-2H-pyran-2-one | 1360068-06-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[(E)-2-butenoyl]-4-methoxy-6-[(E)-1-propenyl]-2H-pyran-2-one
• CAS: 1360068-06-9
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: OOPOIUUGCSYVTM-YDFGWWAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  56.51
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-[(E)-2-butenoyl]-4-methoxy-6-[(E)-1-propenyl]-2H-pyran-2-one 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以1.8 mg的产率得到(-)-deoxyradicinin
  参考文献：
  名称：

  Conversions of deoxyradicinin to radicinin and of radicinin to 3-epi-radicinin in the phytopathogenic fungus Bipolaris coicis

  摘要：

  Radicinin is a phytotoxic and antibiotic metabolite produced by some phytopathogenic fungi. Precursor administration and cell-free experiments with deoxyradicinin and radicinin were carried out in Bipolaris colds H13-3. When deoxyradicinin was administered to the fungus, radicinin and 3-epi-radicinin formed. When radicinin administered, 3-epi-radicinin was formed. Their formation was confirmed by cell-free experiments. Deoxyradicinin 3-monooxygenase which catalyzes conversion of deoxyradicinin to radicinin showed the best activity at 35 degrees C and pH 7.0, and required NAD(+) as co-enzyme. Its molecular weight was determined to be 130-184 kDa. Radicinin epimerase catalyzing the reaction of radicinin to 3-epi-radicinin was purified from a cell-free extract. Radicinin epimerase is a homodimer of a 28 kDa subunit, and its highest activity was achieved at 30-35 degrees C and pH 7.0-9.0. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.11.010
• 作为产物：
  描述：

  (E)-4-methoxy-6-(prop-1-en-1-yl)-2H-pyran-2-one 、 crotonyl chloride 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 6.33h， 以40 mg的产率得到3-[(E)-2-butenoyl]-4-methoxy-6-[(E)-1-propenyl]-2H-pyran-2-one
  参考文献：
  名称：

  Conversions of deoxyradicinin to radicinin and of radicinin to 3-epi-radicinin in the phytopathogenic fungus Bipolaris coicis

  摘要：

  Radicinin is a phytotoxic and antibiotic metabolite produced by some phytopathogenic fungi. Precursor administration and cell-free experiments with deoxyradicinin and radicinin were carried out in Bipolaris colds H13-3. When deoxyradicinin was administered to the fungus, radicinin and 3-epi-radicinin formed. When radicinin administered, 3-epi-radicinin was formed. Their formation was confirmed by cell-free experiments. Deoxyradicinin 3-monooxygenase which catalyzes conversion of deoxyradicinin to radicinin showed the best activity at 35 degrees C and pH 7.0, and required NAD(+) as co-enzyme. Its molecular weight was determined to be 130-184 kDa. Radicinin epimerase catalyzing the reaction of radicinin to 3-epi-radicinin was purified from a cell-free extract. Radicinin epimerase is a homodimer of a 28 kDa subunit, and its highest activity was achieved at 30-35 degrees C and pH 7.0-9.0. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.11.010