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Tytuł:
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The Influence of Structural Patterns on Acute Aquatic Toxicity of Organic Compounds.
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Autorzy:
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Tinkov O; Department of Computer Science, Military Institute of the Ministry of Defense, 3300, Gogol str. 2'B', Tiraspol, Transdniestria, Moldova.; Department of Pharmacology and Pharmaceutical Chemistry, Medical Faculty, Transnistrian State University, 3300, October 25 str. 128, Tiraspol, Transdniestria, Moldova.
Polishchuk P; Institute of Molecular and Translational Medicine Faculty of Medicine and Dentistry Palacký University and University Hospital in Olomouc, Hnevotinska 5, 77900, Olomouc, Czech Republic.
Matveieva M; Institute of Molecular and Translational Medicine Faculty of Medicine and Dentistry Palacký University and University Hospital in Olomouc, Hnevotinska 5, 77900, Olomouc, Czech Republic.
Grigorev V; Institute of Physiologically Active Compounds, Russian Academy of Sciences, 142432, Severniy proezd 1, Chernogolovka, Moscow region, Russia.
Grigoreva L; Department of Fundamental Physical and Chemical Engineering, Moscow State University, 119991, Leninskiye Gory 1/51, Moscow, Russia.
Porozov Y; World-Class Research Center 'Digital biodesign and personalized healthcare', I.M. Sechenov First Moscow State Medical University, Moscow, Russia.; Department of Computational Biology, Sirius University of Science and Technology, 354340, Olympic Ave 1, Sochi, Russia.
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Źródło:
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Molecular informatics [Mol Inform] 2021 Sep; Vol. 40 (9), pp. e2000209. Date of Electronic Publication: 2020 Oct 20.
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Typ publikacji:
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Journal Article; Research Support, Non-U.S. Gov't
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Język:
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English
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Imprint Name(s):
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Original Publication: Weinheim, Germany : Wiley-VCH Verlag
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MeSH Terms:
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Cyprinidae*
Tetrahymena pyriformis*
Acetylcholinesterase/toxicity ; Animals ; Daphnia/chemistry ; Organic Chemicals/toxicity
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References:
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Grant Information:
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0090-2020-0004 Institute of Physiologically Active Compounds of the Russian Academy of Sciences (IPAC RAS); 075-15-2020-926 Ministry of Science and Higher Education of the Russian Federation
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Contributed Indexing:
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Keywords: Ecotoxicity; Machine Learning; Molecular modelling; QSAR interpretation.; Simplex Descriptors
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Substance Nomenclature:
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0 (Organic Chemicals)
EC 3.1.1.7 (Acetylcholinesterase)
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Entry Date(s):
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Date Created: 20201008 Date Completed: 20220310 Latest Revision: 20220310
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Update Code:
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20240105
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DOI:
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10.1002/minf.202000209
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PMID:
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33029954
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Investigation of the influence of molecular structure of different organic compounds on acute toxicity towards Fathead minnow, Daphnia magna, and Tetrahymena pyriformis has been carried out using 2D simplex representation of molecular structure and two modelling methods: Random Forest (RF) and Gradient Boosting Machine (GBM). Suitable QSAR (Quantitative Structure - Activity Relationships) models were obtained. The study was focused on QSAR models interpretation. The aim of the study was to develop a set of structural fragments that simultaneously consistently increase toxicity toward Fathead minnow, Daphnia magna, Tetrahymena pyriformis. The interpretation allowed to gain more details about known toxicophores and to propose new fragments. The results obtained made it possible to rank the contributions of molecular fragments to various types of toxicity to aquatic organisms. This information can be used for molecular optimization of chemicals. According to the results of structural interpretation, the most significant common mechanisms of the toxic effect of organic compounds on Fathead minnow, Daphnia magna and Tetrahymena pyriformis are reactions of nucleophilic substitution and inhibition of oxidative phosphorylation in mitochondria. In addition acetylcholinesterase and voltage-gated ion channel of Fathead minnow and Daphnia magna are important targets for toxicants. The on-line version of the OCHEM expert system (https://ochem.eu) were used for a comparative QSAR investigation. The proposed QSAR models comply with the OECD principles and can be used to reliably predict acute toxicity of organic compounds towards Fathead minnow, Daphnia magna and Tetrahymena pyriformis with allowance for applicability domain estimation.
(© 2020 Wiley-VCH GmbH.)