Modeling Free Energies of Solvation in Olive Oil

Abstract

Olive oil partition coefficients are useful for modeling the bioavailability of drug-like compounds. Here we describe an extension of SM8T to predict air-olive oil and water-olive oil partitioning for druglike solutes as functions of temperature. We also describe the database of experimental partition coefficients used to parameterize the model; this database includes 371 entries for 304 compounds spanning the 291-310 K temperature range.

Investigation of Migrant–Polymer Interaction in Pharmaceutical Packaging Material Using the Linear Interaction Energy Algorithm

“…The migrant molecules used for the LIE calculations are 2-phenylethylalcohol (1), 3-hexenol (2), dimethylbenzylcarbinol (3), isoamylacetate (4), camphor (5), eugenol (6), (undecalacton (7), menthol (8), citronellol (9), diphenyloxide (10), diphenylmethane (11), and limonene (12). Their chemical structures, as well as their log P o/w and log E b values, are depicted in Table 1.…”

“…An important aspect of a computational prediction method is the computational demand required to obtain converged and reproducible results. Figure 9 shows the convergence of the G free value for the system limonene (12) in methanol. The plot shows the average G free value of three migrant molecules versus the simulation time and also displays the standard deviation.…”

“…8,9 One established parameter for the prediction of migrant transport (e.g., cell membrane transition by a drug molecule) is the octanol-water partition coefficient (P o/w ). [10][11][12] It is defined as the ratio of the equilibrium concentrations of a specific migrant in octanol (C o ) and water (C w ) in Eq. (1).…”

General discussion

“…As a final point, it should be mentioned that refinements of continuum solvation models to partition the free energy of solvation into its enthalpic and entropic components have been reported, [9][10][11][12][13][14] but their application has been extremely limited, in part because of the paucity of experimental data against which to validate such models.…”

Alcohol Binding to the Odorant Binding Protein LUSH: Multiple Factors Affecting Binding Affinities

“…The olive oil has been demonstrated to be a faithful mimic of a lipophilic environment of protein (38). The continuum solvation model calculations were performed using the gas-phase optimized geometries for all ligands and model systems.…”