8-羟基-3-甲基-1-氧代异色满-7-羧酸 | 34892-10-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 8-羟基-3-甲基-1-氧代异色满-7-羧酸
• 英文名称: (-)-3,4-dihydro-8-hydroxy-3-methyl-7-isocoumarincarboxylic acid
• 英文别名: ochratoxin β；1H-2-Benzopyran-7-carboxylic acid, 3,4-dihydro-8-hydroxy-3-methyl-1-oxo-, (R)-；(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carboxylic acid
• CAS: 34892-10-9
• 化学式: C₁₁H₁₀O₅
• 分子量: 222.197
• InChiKey: POPKYYDFBOZZGX-RXMQYKEDSA-N

物化性质

• 沸点：
  485.8±45.0 °C(Predicted)
• 密度：
  1.435±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-羟基-3-甲基-1-氧代异色满-7-羧酸 以 水 为溶剂， 反应 40.0h， 以94.3%的产率得到蜂蜜曲菌素
  参考文献：
  名称：

  Synthesis of (+)- and (-)-Mellein Utilkizing an Annelation Reaction of Isoxazoles with Dimethyl 3-Oxoglutarate

  摘要：

  Naturally occurring dihydroisocoumarins, (+)- and (-)-mellein (2 and 3), metabolites of fungals, Cercospora sp. and Aspergillus sp., etc., were synthesized from the isoxazoles (32) and (33) by the annelation reactions with dimethyl 3-oxoglutarate.

  DOI：

  10.3987/com-91-s47
• 作为产物：
  描述：

  赭曲霉素 在 盐酸 、 DL-丙氨酸 作用下， 以 二甲基亚砜 为溶剂， 反应 23.42h， 生成 8-羟基-3-甲基-1-氧代异色满-7-羧酸
  参考文献：
  名称：

  Bredenkamp, Martin W.; Dillen, Jan L. M.; Rooyen, Petrus H. van, Journal of the Chemical Society. Perkin transactions II, 1989, p. 1835 - 1840

  摘要：

  DOI：

文献信息

• A Kinetic Study into the Hydrolysis of the Ochratoxins and Analogues by Carboxypeptidase A
  作者：Maria A. Stander、Pieter S. Steyn、Francois H. van der Westhuizen、Barry E. Payne

  DOI：10.1021/tx000221i

  日期：2001.3.1

  The hydrolyses of the ochratoxins and analogues by carboxypeptidase A were assessed. This was done by measuring the amount of phenylalanine formed with liquid chromatography coupled to tandem electrospray mass spectrometry. The kinetic data of ochratoxin A, ochratoxin B, and the synthetic bromo-ochratoxin B were compared to the values of a number of synthesized structure analogues, namely, ochratoxin A methyl ester, ochratoxin B methyl ester, N-(2-hydroxybenzoyl)phenylalanine, N-(5-chloro-2-hydroxybenzoyl)phenylalanine, N-(5-bromo-2-hydroxybenzoyl)phenylalanine, and N-(5-fluoro-2-hydroxybenzoyl)phenylalanine, and N-(5-fluoro-2-hydroxybenzoyl)phenylalanine, The halogen-containing analogues had lower turnovers than their des-halo analogues. There are no substantial differences in the kinetic data between the different halogen-containing analogues.
• Bredenkamp, Martin W.; Dillen, Jan L. M.; Rooyen, Petrus H. van, Journal of the Chemical Society. Perkin transactions II, 1989, p. 1835 - 1840
  作者：Bredenkamp, Martin W.、Dillen, Jan L. M.、Rooyen, Petrus H. van、Steyn, Pieter S.

  DOI：——

  日期：——
• Synthesis of (+)- and (-)-Mellein Utilkizing an Annelation Reaction of Isoxazoles with Dimethyl 3-Oxoglutarate
  作者：Naoki Takeuchi、Kaori Goto、Yuki Sasaki、Takashi Fujita、Kohsuke Okazaki、Kohji Kamata、Seisho Tobinaga

  DOI：10.3987/com-91-s47

  日期：——

  Naturally occurring dihydroisocoumarins, (+)- and (-)-mellein (2 and 3), metabolites of fungals, Cercospora sp. and Aspergillus sp., etc., were synthesized from the isoxazoles (32) and (33) by the annelation reactions with dimethyl 3-oxoglutarate.