US EPA

625893 

Journal Article 

Structural basis of the genotoxicity of polycyclic aromatic hydrocarbons 

Mersch-Sundermann, V; Rosenkranz, HS; Klopman, G 

1992 

1 

Mutagenesis
ISSN: 0267-8357
EISSN: 1464-3804 

7 

3 

211-218 

English 

1602977 

10.1093/mutage/7.3.211 

WOS:A1992HT76700008 

The Computer Automated Structure Evaluation (CASE) system has been applied to investigate the structural basis of the genotoxicity of 37 polycyclic aromatic hydrocarbons examined with the Escherichia coli PQ37 genotoxicity assay (SOS chromotest). CASE identified eight activating and one inactivating structural fragments responsible, for the probability and three activating and one inactivating fragment responsible for the potency of the activity (P | 0.15). The present analysis indicate that the main activating fragments identified by CASE were similar to the descriptor for the bay (or modified bay) and K region of PAHs. Using these fragments the computer correctly predicted the probability of genotoxicity of 93.6% of the known genotoxicants and nongenotoxicants in the database. Moreover, the concordance between prediction and experimental results for molecules not in the learning set is > 78%. 

computers; polycyclic hydrocarbons, aromatic; escherichia coli; molecule