6-hydroxy-2,6-dimethylocta-1,7-dien-3-one | 56698-54-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-hydroxy-2,6-dimethylocta-1,7-dien-3-one
• CAS: 56698-54-5
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: FJLXOKMCOUZHDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.85
• 重原子数：
  12.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  linalyl hydroperoxide 、 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical 以 二氯甲烷 为溶剂， 反应 504000.0h， 生成 6-hydroxy-2,6-dimethylocta-1,7-dien-3-one 、 trans-2-methyl-5-[1'-methyl-1'-(1'',1'',3'',3''-tetramethyl-1'',3''-dihydroisoindol-2''-yloxy)ethyl]-2-vinyltetrahydrofuran 、 cis-2-methyl-5-[1'-methyl-1'-(1'',1'',3'',3''-tetramethyl-1'',3''-dihydroisoindol-2''-yloxy)ethyl]-2-vinyltetrahydrofuran 、 cis-6-methyl-3-[1'-methyl-1'-(1'',1'',3'',3''-tetramethyl-1'',3''-dihydroisoindol-2''-yloxy)ethyl]-6-vinyl-1,2-dioxane
  参考文献：
  名称：

  Identification of carbon-centred radicals derived from linalyl hydroperoxide, a strong skin sensitizer: a possible route for protein modifications

  摘要：

  Few studies are reported on the formation of reactive carbon-centred radical species from toxic xenobiotics. In this paper the formation of carbon radicals derived from the skin sensitizer linalyl hydroperoxide is described using radical trapping and EPR studies. Radical trapping used TMIO as scavenger agent and light, heat or TPP-Fe3+ as radical inducers. EPR spin trapping was based on the use of the parent alcohol, generating the same allyloxyl radical than the hydroperoxide by photolysis of the corresponding nitrite formed with t-BuONO, also playing the role of the spin trap. It is suggested that the generation of these carbon radical species could play an important role for the binding of the hydroperoxide with skin proteins to form antigenic structures, the first step of the skin sensitization mechanism. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.004

文献信息

• Identification of carbon-centred radicals derived from linalyl hydroperoxide, a strong skin sensitizer: a possible route for protein modifications
  作者：Michael Bezard、Elena Giménez-Arnau、Bernard Meurer、Loris Grossi、Jean-Pierre Lepoittevin

  DOI：10.1016/j.bmc.2005.04.004

  日期：2005.6

  Few studies are reported on the formation of reactive carbon-centred radical species from toxic xenobiotics. In this paper the formation of carbon radicals derived from the skin sensitizer linalyl hydroperoxide is described using radical trapping and EPR studies. Radical trapping used TMIO as scavenger agent and light, heat or TPP-Fe3+ as radical inducers. EPR spin trapping was based on the use of the parent alcohol, generating the same allyloxyl radical than the hydroperoxide by photolysis of the corresponding nitrite formed with t-BuONO, also playing the role of the spin trap. It is suggested that the generation of these carbon radical species could play an important role for the binding of the hydroperoxide with skin proteins to form antigenic structures, the first step of the skin sensitization mechanism. (c) 2005 Elsevier Ltd. All rights reserved.