Hexahydro-4,7-methano-1H-indene-5,6-dione 5-oxime | 174600-75-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Hexahydro-4,7-methano-1H-indene-5,6-dione 5-oxime
• 英文别名: 9-hydroxyiminotricyclo[5.2.1.02,6]decan-8-one
• CAS: 174600-75-0
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: NRTZEMFHDGKFQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  49.66
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Hexahydro-4,7-methano-1H-indene-5,6-dione 5-oxime 在 palladium dihydroxide sodium hydroxide 、 草酰氯 、 乙醇 、 氢气 、 sodium 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 (+/-)-8-exo-({4-[2-hydroxy-6-(hydroxycarbonyl)benzoyl]-3,5-dihydroxybenzoyl}oxy)-9-endo-(4-hydroxybenzamido)tricyclo[5.2.1.0^2,6]decane
  参考文献：
  名称：

  Synthesis and Protein Kinase C Inhibitory Activities of Balanol Analogs with Replacement of the Perhydroazepine Moiety

  摘要：

  Balanol is a potent protein kinase C (PKC) inhibitor that is structurally composed of a benzophenone diacid, a 4-hydroxybenzamide, and a perhydroazepine ring. A number of balanol analogs in which the perhydroazepine moiety is replaced have been synthesized and their biological activities evaluated against both PKC and cAMP-dependent kinase (PKA). The results suggested that the activity and the isozyme/kinase selectivity of these compounds are largely related to the conformation about this nonaromatic structural element of the molecules.

  DOI：

  10.1021/jm960497g
• 作为产物：
  描述：

  三环[5,2,1,0(2,6)]癸-8-酮 在 丁腈 、 lithium hexamethyldisilazane 作用下， 生成 Hexahydro-4,7-methano-1H-indene-5,6-dione 5-oxime
  参考文献：
  名称：

  Synthesis and Protein Kinase C Inhibitory Activities of Balanol Analogs with Replacement of the Perhydroazepine Moiety

  摘要：

  Balanol is a potent protein kinase C (PKC) inhibitor that is structurally composed of a benzophenone diacid, a 4-hydroxybenzamide, and a perhydroazepine ring. A number of balanol analogs in which the perhydroazepine moiety is replaced have been synthesized and their biological activities evaluated against both PKC and cAMP-dependent kinase (PKA). The results suggested that the activity and the isozyme/kinase selectivity of these compounds are largely related to the conformation about this nonaromatic structural element of the molecules.

  DOI：

  10.1021/jm960497g

文献信息

• Synthesis and Protein Kinase C Inhibitory Activities of Balanol Analogs with Replacement of the Perhydroazepine Moiety
  作者：Yen-Shi Lai、José S. Mendoza、G. Erik Jagdmann、David S. Menaldino、Christopher K. Biggers、Julia M. Heerding、Joseph W. Wilson、Steven E. Hall、Jack B. Jiang、William P. Janzen、Lawrence M. Ballas

  DOI：10.1021/jm960497g

  日期：1997.1.1

  Balanol is a potent protein kinase C (PKC) inhibitor that is structurally composed of a benzophenone diacid, a 4-hydroxybenzamide, and a perhydroazepine ring. A number of balanol analogs in which the perhydroazepine moiety is replaced have been synthesized and their biological activities evaluated against both PKC and cAMP-dependent kinase (PKA). The results suggested that the activity and the isozyme/kinase selectivity of these compounds are largely related to the conformation about this nonaromatic structural element of the molecules.