Modeling free energies of solvation in olive oil.
Olive oil partition coefficients are useful for modeling the bioavailability of drug-like compounds. We have recently developed an accurate solvation model called SM8 for aqueous and organic solvents (Marenich, A. V.; Olson, R. M.; Kelly, C. P.; Cramer, C. J.; Truhlar, D. G. J. Chem. Theory Comput. 2007, 3, 2011) and a temperature-dependent solvation model called SM8T for aqueous solution (Chamberlin, A. C.; Cramer, C. J.; Truhlar, D. G. J. Phys. Chem. B 2008, 112, 3024). Here we describe an extension of SM8T to predict air-olive oil and water-olive oil partitioning for drug-like solutes as functions of temperature. We also describe the database of experimental partition coefficients used to parametrize the model; this database includes 371 entries for 304 compounds spanning the 291-310 K temperature range.
Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, USA.
Adam C
AC
Chamberlin
David G
DG
Levitt
Christopher J
CJ
Cramer
Donald G
DG
Truhlar
D016208:Databases, Factual; D004304:Dosage Forms; D008954:Models, Biological; D000069463:Olive Oil; D019999:Pharmaceutical Solutions / Q000737:chemistry; D010938:Plant Oils / Q000737:chemistry*; D012995:Solubility; D012996:Solutions / Q000737:chemistry; D012997:Solvents / Q000737:chemistry*; D013696:Temperature; D013816:Thermodynamics; D014867:Water / Q000737:chemistry
D004304:Dosage Forms; D000069463:Olive Oil; D019999:Pharmaceutical Solutions; D010938:Plant Oils; D012996:Solutions; D012997:Solvents; D014867:Water