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Comparison of fish toxicity screening data for 55 alcohols with the quantitative structure‐activity relationship predictions of minimum toxicity for nonreactive nonelectrolyte organic compounds
Author(s) -
Lipnick Robert L.,
Johnson David E.,
Gilford James H.,
Bickings Charlene K.,
Newsome Larry D.
Publication year - 1985
Publication title -
environmental toxicology and chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.1
H-Index - 171
eISSN - 1552-8618
pISSN - 0730-7268
DOI - 10.1002/etc.5620040304
Subject(s) - quantitative structure–activity relationship , chemistry , toxicity , electrophile , toxicant , moiety , alcohol , acute toxicity , environmental chemistry , heteroatom , alcohol dehydrogenase , fish <actinopterygii> , stereochemistry , organic chemistry , biology , alkyl , fishery , catalysis
A comparison was made between the fish toxicity screening test results at concentrations of 5 to 10 mg/L and the LC50 values predicted by the narcotic quantitative structure‐activity relationship (QSAR) equation of Könemann for 55 alcohols containing no additional heteroatom functional groups. The majority of the QSAR‐predicted toxicities are consistent with the test data. The results for two chemicals predicted to be toxic but showing no effects were explained by a water solubility cutoff. Five chemicals exhibited toxicity at concentrations 20 to more than 10,000 times below those predicted. Four of these contained a double or triple bond attached to a carbon atom bearing a primary or secondary alcohol moiety. Their toxicity was explained by a proposed pro‐electrophile mechanism in which an electrophilic toxicant is produced metabolically by the enzyme alcohol dehydrogenase.