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• Degradation ability of Thielavia sp for NP, 4- tert -OP and 2,4-DCP was evaluated. • An efficient elimination of the tested pollutants was detected. • Removal was associated with laccase and biosorption process. • Degradation metabolites showed reduced toxicity compared to the parent compounds. Research on the biodegradation of emerging pollutants is gained great focus regarding their detrimental effects on the environment and humans. The objective of the present study was to evaluate the ability of the ascomycetes Thielavia sp HJ22 to remove the phenolic xenobiotics nonylphenol (NP), 4- tert -octylphenol (4- tert -OP) and 2,4-dichlorophenol (2,4-DCP). The strain showed efficient degradation of NP and 4- tert -OP with 95% and 100% removal within 8 h of incubation, respectively. A removal rate of 80% was observed with 2,4-DCP within the same time. Under experimental conditions, the degradation of the tested pollutants concomitantly increased with the laccase production and cytochrome P450 monooxygenases inhibition. This study showed the involvement of laccase in pollutants removal together with biosorption mechanisms. Additionally, results demonstrated the participation of cytochrome P450 monooxygenase in the elimination of 2,4-DCP. Liquid chromatography-mass spectrometry analysis revealed several intermediates, mainly hydroxylated and oxidized compounds with less harmful effects compared to the parent compounds. A decrease in the toxicity of the identified metabolites was observed using Aliivibrio fischeri as bioindicator. The metabolic pathways of degradation were proposed based on the identified metabolites. The results point out the potential of Thielavia strains in the degradation and detoxification of phenolic xenobiotics. [ABSTRACT FROM AUTHOR]