Computer Aided Olive Oil−Gas Partition Coefficient Calculations

• Published in: Journal of Chemical Information and Computer Sciences 1997-05, Vol.37 (3), p.569-575
• Main Authors: Klopman, Gilles, Ding, Congmei, Macina, Orest T
• Format: Article
• Language: English
• Subjects: calculation; Chemical structures; Computerized information storage and retrieval; olive oil; organic compounds; phase partition; physicochemical properties; separation; structure-activity relationships
• ISSN: 0095-2338; 1549-960X; 1520-5142
• DOI: 10.1021/ci960140l

Our project aimed at developing a relation between the structure of diverse organic molecules and their ability to partition between olive oil and gas. Olive oil−gas partitions have been used as surrogates for blood−gas partition, which is believed to play a role in the pharmacokinetic profile of organic solvents. We found that linear relationships exist between olive oil−gas (L oil) and hexadecane−gas (L hex) partition coefficients within certain chemical classes. Log L oil models were also derived from a multivariate regression analysis based on log L oil values of organic molecules and a set of basic functional groups and correction factors found previously to be useful in the calculation of log P. Both cross-validation experiments and the calculation of an independent set of 36 compounds demonstrated that our methodology can give fast and accurate log L oil predictions for the classes of compounds represented within the models. Molecular weight was found to be an important factor in the determination of log L oil.