Determination of octanol/water partition coefficients for long-chain homologs of orcinol from cereal grains.
Polycratic reversed-phase high-performance liquid chromatography (RPHPLC) was used for estimation of the octanol/water partition coefficient for three highly hydrophobic long chain orcinol homologs. The homologs studied (C 15:0, C 17:0 and C 19:0) showed high preference for hydrophobic phase as evidenced by their high octanol/water partition coefficient (log Po/w) values of 7.02-7.74; 8.71-9.47 and 10.49-11.32 for the 95% prediction interval, respectively. Experimentally estimated values were compared with log P values calculated with the use of several fragmental systems. The experimental values of log Po/w are in best agreement to those calculated with the use of the Klopman system (Klopman, G., Namboodiri, K. & Schochet, M., 1985, J. Comput. Chem. 6, 28-38). The lack of appropriate standard compounds with known log Po/w in the range over 6 markedly affected the accuracy of experimental determinations.
Kozubek
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Institute of Biochemistry, University of Wrocław, Poland.
D002851:Chromatography, High Pressure Liquid; D002523:Edible Grain / Q000737:chemistry*; D007202:Indicators and Reagents; D016014:Linear Models; D008055:Lipids / Q000737:chemistry*; D000442:Octanols / Q000737:chemistry*; D015203:Reproducibility of Results; D012118:Resorcinols / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
D007202:Indicators and Reagents; D008055:Lipids; D000442:Octanols; D012118:Resorcinols; D014867:Water; C005282:orcinol