4-Acetyl-2-butyl-3-oxo-octanoic acid ethyl ester | 98393-92-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 4-Acetyl-2-butyl-3-oxo-octanoic acid ethyl ester
• 英文别名: ethyl 4-acetyl-2-butyl-3-oxooctanoate
• CAS: 98393-92-1
• 化学式: C₁₆H₂₈O₄
• 分子量: 284.396
• InChiKey: SYGVAGIPDVDRPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Acetyl-2-butyl-3-oxo-octanoic acid ethyl ester 在 4 A molecular sieve 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 3,5-dibutyl-4-hydroxy-6-methyl-2-pyrone
  参考文献：
  名称：

  Inhibition of human leukocyte elastase, porcine pancreatic elastase, and chymotrypsin by elasnin and other 4-hydroxy-2-pyrones

  摘要：

  Elasnin and 15 related 4-hydroxy-2-pyrones have been assayed for in vitro inhibition of human leukocyte elastase, porcine pancreatic elastase, and bovine chymotrypsin. Inhibition constants for HL elastase range from 0.1 to 10 mM. The principal determinant of potency against the elastases is probably the substituent at position 3, which may account for the observed strong homology between the elastases in their inhibition by these compounds. Acetylation of the 4-hydroxy group has no effect on inhibition. The inhibition is noncovalent; there is no evidence of enzyme acylation by these pyrones.

  DOI：

  10.1021/jm00150a013
• 作为产物：
  描述：

  乙酸甲酯 、 ethyl 2-butyl-3-oxooctanoate 在 正丁基锂 、 sodium hydride 作用下， 生成 4-Acetyl-2-butyl-3-oxo-octanoic acid ethyl ester
  参考文献：
  名称：

  Inhibition of human leukocyte elastase, porcine pancreatic elastase, and chymotrypsin by elasnin and other 4-hydroxy-2-pyrones

  摘要：

  Elasnin and 15 related 4-hydroxy-2-pyrones have been assayed for in vitro inhibition of human leukocyte elastase, porcine pancreatic elastase, and bovine chymotrypsin. Inhibition constants for HL elastase range from 0.1 to 10 mM. The principal determinant of potency against the elastases is probably the substituent at position 3, which may account for the observed strong homology between the elastases in their inhibition by these compounds. Acetylation of the 4-hydroxy group has no effect on inhibition. The inhibition is noncovalent; there is no evidence of enzyme acylation by these pyrones.

  DOI：

  10.1021/jm00150a013

文献信息

• Inhibition of human leukocyte elastase, porcine pancreatic elastase, and chymotrypsin by elasnin and other 4-hydroxy-2-pyrones
  作者：Robin W. Spencer、Leslie J. Copp、Jurg R. Pfister

  DOI：10.1021/jm00150a013

  日期：1985.12

  Elasnin and 15 related 4-hydroxy-2-pyrones have been assayed for in vitro inhibition of human leukocyte elastase, porcine pancreatic elastase, and bovine chymotrypsin. Inhibition constants for HL elastase range from 0.1 to 10 mM. The principal determinant of potency against the elastases is probably the substituent at position 3, which may account for the observed strong homology between the elastases in their inhibition by these compounds. Acetylation of the 4-hydroxy group has no effect on inhibition. The inhibition is noncovalent; there is no evidence of enzyme acylation by these pyrones.