5-Hexenoic acid, 6-(1,3-benzodioxol-5-yl)-3-methyl-4-oxo-, (5E)- | 477719-91-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 5-Hexenoic acid, 6-(1,3-benzodioxol-5-yl)-3-methyl-4-oxo-, (5E)-
• 英文别名: (E)-6-Benzo[1,3]dioxol-5-yl-3-methyl-4-oxo-hex-5-enoic acid
• CAS: 477719-91-8
• 化学式: C₁₄H₁₄O₅
• 分子量: 262.262
• InChiKey: IDSLKHMOEDSBTK-DUXPYHPUSA-N

物化性质

• 沸点：
  470.3±33.0 °C(Predicted)
• 密度：
  1.313±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-Hexenoic acid, 6-(1,3-benzodioxol-5-yl)-3-methyl-4-oxo-, (5E)- 在 potassium tert-butylate 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 、 苯 为溶剂， 生成 (3E,5E)-6-Benzo[1,3]dioxol-5-yl-4-methoxy-2-[1-methoxy-meth-(E)-ylidene]-3-methyl-hexa-3,5-dienoic acid methyl ester
  参考文献：
  名称：

  Remarkable influence of the aromatic substructure in 9-methoxystrobilurin derivatives on their antifungal activity

  摘要：

  9-Methoxystrobilurin-type beta-methoxyacrylate antibiotics (MOSBs) having various aromatic substructures were synthesized. The antifungal activity of the synthesized MOSBs against pathogenic and non-pathogenic fungi was examined, and the obtained results revealed that the antifungal activity of MOSBs was highly dependent on the aromatic substructures. However, no significant correlation was observed between cytotoxicity against human fibroblasts-like cell line and their structural properties. In addition, our results suggested that the strong growth-inhibitory activity of 9-methoxystrobilurin K against human-derived cell lines should be related to its hindered ether-type substructure. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00558-9
• 作为产物：
  描述：

  (E)-6-Benzo[1,3]dioxol-5-yl-3-methyl-4-oxo-hex-5-enoic acid methyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 5-Hexenoic acid, 6-(1,3-benzodioxol-5-yl)-3-methyl-4-oxo-, (5E)-
  参考文献：
  名称：

  Remarkable influence of the aromatic substructure in 9-methoxystrobilurin derivatives on their antifungal activity

  摘要：

  9-Methoxystrobilurin-type beta-methoxyacrylate antibiotics (MOSBs) having various aromatic substructures were synthesized. The antifungal activity of the synthesized MOSBs against pathogenic and non-pathogenic fungi was examined, and the obtained results revealed that the antifungal activity of MOSBs was highly dependent on the aromatic substructures. However, no significant correlation was observed between cytotoxicity against human fibroblasts-like cell line and their structural properties. In addition, our results suggested that the strong growth-inhibitory activity of 9-methoxystrobilurin K against human-derived cell lines should be related to its hindered ether-type substructure. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00558-9