4-(8-methyl-5-phosphonooxy)methyl-3,4-(dihydropyrido<4,3-e>-1,3-oxazin-3-yl)butanoic acid | 136027-78-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(8-methyl-5-phosphonooxy)methyl-3,4-(dihydropyrido<4,3-e>-1,3-oxazin-3-yl)butanoic acid
• 英文别名: 4-[8-Methyl-5-(phosphonooxymethyl)-2,4-dihydropyrido[4,3-e][1,3]oxazin-3-yl]butanoic acid；4-[8-methyl-5-(phosphonooxymethyl)-2,4-dihydropyrido[4,3-e][1,3]oxazin-3-yl]butanoic acid
• CAS: 136027-78-6
• 化学式: C₁₃H₁₉N₂O₇P
• 分子量: 346.277
• InChiKey: JFAJBNBNVKHCGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  磷酸吡哆醛 在 氢氧化钾 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.67h， 生成 4-(8-methyl-5-phosphonooxy)methyl-3,4-(dihydropyrido<4,3-e>-1,3-oxazin-3-yl)butanoic acid
  参考文献：
  名称：

  Transition-state analogues as inhibitors for GABA-aminotransferase

  摘要：

  Our previous calculations on the reaction catalysed by GABA-aminotransferase (GABA-T) have been utilized in this work in order to synthesize a series of reversible inhibitors of this enzyme. The synthesized transition-state analogues and their precursors inhibited GABA-T competitively in both the holoenzyme and apoenzyme at 10(-3) and 10(-5) M, respectively. In the case of the holoenzyme, the transition-state analogue series (the conformationally restricted series) gave a significant increase in inhibition values over the open (less conformationally restricted) series.

  DOI：

  10.1016/0223-5234(91)90022-f