Modeling free energies of solvation in olive oil.

ABSTRACT: 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.

SUBMITTER: Chamberlin AC 

PROVIDER: S-EPMC2772112 | biostudies-literature | 2008 Nov-Dec

REPOSITORIES: biostudies-literature