Biomaterial Database

Structure-toxicity relationships for selected benzyl alcohols and the polar narcosis mechanism of toxicity. 1988

T W Schultz, and R Jain, and M Cajina-Quezada, and D T Lin

College of Veterinary Medicine, University of Tennessee, Knoxville 37901-1071.

The relative toxicity of 20 ortho-, meta-, and para-position monoalkylated or monohalogenated benzyl alcohols has been determined as 50% population growth inhibition (log BR; biological response) to Tetrahymena pyriformis. Linear relationships are observed between log BR and the 1-octanol/water partition coefficient (log Kow) for both the alkylated and the halogenated series. Regression analysis of the combined data results in poor correlation with the model, log BR = 0.7085(log Kow) - 1.3018; n = 20, r2 = 0.644, s = 0.323. However, the predictability of this quantitative structure-activity relationship (QSAR) is sharply enhanced by the addition of the Hammett sigma constant (sigma) as a second molecular descriptor, log BR = 0.8395(log Kow) + 1.4322 (sigma) - 1.6823; n = 20, r2 = 0.923, s = 0.154. This latter QSAR uses the para-position sigma as an estimator of ortho-position effects and compares well with previous work with alkyl- or halogen-substituted phenols. It is thought to model the polar narcosis mode of toxic action.

UI	MeSH Term	Description	Entries
D008962	Models, Theoretical	Theoretical representations that simulate the behavior or activity of systems, processes, or phenomena. They include the use of mathematical equations, computers, and other electronic equipment.	Experimental Model,Experimental Models,Mathematical Model,Model, Experimental,Models (Theoretical),Models, Experimental,Models, Theoretic,Theoretical Study,Mathematical Models,Model (Theoretical),Model, Mathematical,Model, Theoretical,Models, Mathematical,Studies, Theoretical,Study, Theoretical,Theoretical Model,Theoretical Models,Theoretical Studies
D000818	Animals	Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA.	Animal,Metazoa,Animalia
D001592	Benzyl Alcohols	Alcohols derived from the aryl radical (C6H5CH2-) and defined by C6H5CHOH. The concept includes derivatives with any substituents on the benzene ring.	Phenylcarbinols,Phenylmethanols,Alcohols, Benzyl
D001593	Benzyl Compounds	Benzene derivatives that contain a benzyl group with the general formula Phenyl-CH2-R.	Compounds, Benzyl
D013329	Structure-Activity Relationship	The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups.	Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D013768	Tetrahymena	A genus of ciliate protozoa commonly used in genetic, cytological, and other research.	Tetrahymenas