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Chemical Compound Review:

Octanone octan-2-one

Synonyms: sec-Octanone, CHEMBL18549, Octan-2-one, O4709_ALDRICH, AGN-PC-007FYY, ...

Eckstein, M. et al., Hall, I.H. et al., Braudo, E.E. et al.

Braudo, Plashchina, Kobak, Golovnya, Zhuravleva, Krikunova,

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Disease relevance of Octanone

Due to favourable partition coefficients the highly enantioselective reduction of 2-octanone, catalysed by an alcohol dehydrogenase from Lactobacillus brevis, is faster in a biphasic system containing buffer and the ionic liquid [BMIM][(CF(3)SO(2))(2)N] compared to the reduction in a biphasic system containing buffer and methyl tert-butyl ether [1].

High impact information on Octanone

The LD50 in male mice for 2-octanone was 1.6g/kg [2].
The activity of liver HMG-CoA reductase was inhibited in mice administered 10 mg/kg/day of 2-octanone for 10 days and in mouse and rat liver in vitro by 10 mg of 2-octanone [2].
The sorption of 2-octanone in acidic media depends extremely on Ca++ concentration by the correlationship with changes in the structure of LEP solutions in terms of apparent molar heat capacity [3].

References

Use of an ionic liquid in a two-phase system to improve an alcohol dehydrogenase catalysed reduction. Eckstein, M., Villela Filho, M., Liese, A., Kragl, U. Chem. Commun. (Camb.) (2004) [Pubmed]
Cycloalkanones. 9. Comparison of analogues which inhibit cholesterol and fatty acid synthesis. Hall, I.H., Carlson, G.L. J. Med. Chem. (1976) [Pubmed]
Interactions of flavor compounds with pectic substances. Braudo, E.E., Plashchina, I.G., Kobak, V.V., Golovnya, R.V., Zhuravleva, I.L., Krikunova, N.I. Die Nahrung. (2000) [Pubmed]

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