메뉴 건너뛰기




Volumn 22, Issue 7-8, 2011, Pages 757-774

Quantitative structure-activity relationship analysis of acute toxicity of diverse chemicals to Daphnia magna with whole molecule descriptors

Author keywords

Acute toxicity; Best multi linear regression; Daphnia magna; Molecular descriptors; QSAR

Indexed keywords

CHEMICAL BONDS; COMPUTATIONAL CHEMISTRY; MOLECULAR ORBITALS; RISK PERCEPTION;

EID: 84855779366     PISSN: 1062936X     EISSN: 1029046X     Source Type: Journal    
DOI: 10.1080/1062936X.2011.623317     Document Type: Article
Times cited : (29)

References (84)
  • 1
    • 33847145925 scopus 로고    scopus 로고
    • The water flea Daphnia magna (Crustacea, Cladocera) as a test species for screening and evaluation of chemicals with endocrine disrupting effects on crustaceans
    • N. Tatarazako and S. Oda, The water flea Daphnia magna (Crustacea, Cladocera) as a test species for screening and evaluation of chemicals with endocrine disrupting effects on crustaceans, Ecotoxicology 16 (2007), pp. 197-203.
    • (2007) Ecotoxicology , vol.16 , pp. 197-203
    • Tatarazako, N.1    Oda, S.2
  • 2
    • 0030981036 scopus 로고    scopus 로고
    • Predicting modes of action from chemical structure: Acute toxicity in the fathead minnow (Pimephales promelas)
    • C.L. Russom, S.P. Bradbury, S.J. Broderius, D.E. Hammermeister, and R.A. Drummond, Predicting modes of action from chemical structure: Acute toxicity in the fathead minnow (Pimephales promelas), Environ. Toxicol. Chem. 16 (1997), pp. 948-957.
    • (1997) Environ. Toxicol. Chem. , vol.16 , pp. 948-957
    • Russom, C.L.1    Bradbury, S.P.2    Broderius, S.J.3    Hammermeister, D.E.4    Drummond, R.A.5
  • 3
    • 85195055572 scopus 로고    scopus 로고
    • Available at
    • TetraTox database. Available at http://www.vet.utk.edu/TETRATOX/.
    • TetraTox database
  • 4
    • 0031016928 scopus 로고    scopus 로고
    • Quantitative structure-activity relationship studies of selected nitrogen compounds
    • J. Chen, L. Wang, G. Lu, and T. Zhao, Quantitative structure-activity relationship studies of selected nitrogen compounds, Bull. Environ. Contam. Toxicol. 58 (1997), pp. 372-379.
    • (1997) Bull. Environ. Contam. Toxicol. , vol.58 , pp. 372-379
    • Chen, J.1    Wang, L.2    Lu, G.3    Zhao, T.4
  • 5
    • 0030762097 scopus 로고    scopus 로고
    • Using MTLSER model and AM1 Hamiltonian in quantitative structure-activity relationship studies of alkyl(1-phenylsulfonyl) cycloalkane-carboxylates
    • J. Chen and L. Wang, Using MTLSER model and AM1 Hamiltonian in quantitative structure-activity relationship studies of alkyl(1-phenylsulfonyl) cycloalkane-carboxylates, Chemosphere 35 (1997), pp. 623-631.
    • (1997) Chemosphere , vol.35 , pp. 623-631
    • Chen, J.1    Wang, L.2
  • 6
    • 17144417298 scopus 로고    scopus 로고
    • Quantitative structure-activity relationship of toxicity of alkyl(1-phenylsulfonyl) cycloalkane-carboxylates using MLSER model and ab initio
    • Z.Y. Wang, Z.C. Zhai, and L.S. Wang, Quantitative structure-activity relationship of toxicity of alkyl(1-phenylsulfonyl) cycloalkane-carboxylates using MLSER model and ab initio, QSAR Comb. Sci. 24 (2005), pp. 211-217.
    • (2005) QSAR Comb. Sci. , vol.24 , pp. 211-217
    • Wang, Z.Y.1    Zhai, Z.C.2    Wang, L.S.3
  • 7
    • 0034015194 scopus 로고    scopus 로고
    • pH-dependence and QSAR analyses of the toxicity of phenols and anilines to Daphnia magna
    • M.T.D. Cronin, Y.H. Zhao, and R.L. Yu, pH-dependence and QSAR analyses of the toxicity of phenols and anilines to Daphnia magna, Environ. Toxicol. 15 (2000), pp. 140-148.
    • (2000) Environ. Toxicol. , vol.15 , pp. 140-148
    • Cronin, M.T.D.1    Zhao, Y.H.2    Yu, R.L.3
  • 8
    • 31544444500 scopus 로고    scopus 로고
    • Predicting the toxicity of substituted phenols to aquatic species and its changes in the stream and effluent waters
    • Y.G. Lee, S.H. Hwang, and S.D. Kim, Predicting the toxicity of substituted phenols to aquatic species and its changes in the stream and effluent waters, Arch. Environ. Contam. Toxicol. 50 (2006), pp. 213-219.
    • (2006) Arch. Environ. Contam. Toxicol. , vol.50 , pp. 213-219
    • Lee, Y.G.1    Hwang, S.H.2    Kim, S.D.3
  • 9
    • 0032125520 scopus 로고    scopus 로고
    • Quantitative structure-toxicity relationship for benzaldehydes to Daphnia magna
    • L. Jin, J. Dai, P. Guo, L. Wang, and Z. Wei, Quantitative structure-toxicity relationship for benzaldehydes to Daphnia magna, Chemosphere 37 (1998), pp. 79-85.
    • (1998) Chemosphere , vol.37 , pp. 79-85
    • Jin, L.1    Dai, J.2    Guo, P.3    Wang, L.4    Wei, Z.5
  • 10
    • 0035126733 scopus 로고    scopus 로고
    • Prediction of partition coefficient and toxicity for benzaldehyde compounds by their capacity factors and various molecular descriptors
    • J. Dai, L. Jin, S. Yao, and L. Wang, Prediction of partition coefficient and toxicity for benzaldehyde compounds by their capacity factors and various molecular descriptors, Chemosphere 42 (2001), pp. 899-907.
    • (2001) Chemosphere , vol.42 , pp. 899-907
    • Dai, J.1    Jin, L.2    Yao, S.3    Wang, L.4
  • 11
    • 0035752961 scopus 로고    scopus 로고
    • Joint QSAR analysis using free-Wilson approach and quantum chemical parameters
    • D.B. Wei, A.Q. Zhang, S.K. Han, and L.S. Wang, Joint QSAR analysis using free-Wilson approach and quantum chemical parameters, SAR QSAR Environ. Res. 12 (2001), pp. 471-479.
    • (2001) SAR QSAR Environ. Res. , vol.12 , pp. 471-479
    • Wei, D.B.1    Zhang, A.Q.2    Han, S.K.3    Wang, L.S.4
  • 12
    • 0037207643 scopus 로고    scopus 로고
    • Acute toxicity and quantitative structureactivity relationships of α-branched phenylsulfonyl acetates to Daphnia magna
    • X. Liu, B. Wang, Z. Huang, S. Han, and L. Wang, Acute toxicity and quantitative structureactivity relationships of α-branched phenylsulfonyl acetates to Daphnia magna, Chemosphere 50 (2003), pp. 403-408.
    • (2003) Chemosphere , vol.50 , pp. 403-408
    • Liu, X.1    Wang, B.2    Huang, Z.3    Han, S.4    Wang, L.5
  • 13
    • 0032572025 scopus 로고    scopus 로고
    • QSAR study of the toxicity of benzoic acids to Vibrio fischeri, Daphnia magna and carp
    • Y.H. Zhao, G.D. Ji, M.T.D. Cronin, and J.C. Dearden, QSAR study of the toxicity of benzoic acids to Vibrio fischeri, Daphnia magna and carp, Sci. Total. Environ. 216 (1998), pp. 205-215.
    • (1998) Sci. Total. Environ. , vol.216 , pp. 205-215
    • Zhao, Y.H.1    Ji, G.D.2    Cronin, M.T.D.3    Dearden, J.C.4
  • 14
    • 13844275809 scopus 로고    scopus 로고
    • Acute toxicity of benzoic acids to the crustacean Daphnia magna
    • Y. Kamaya, Y. Fukaya, and K. Suzuki, Acute toxicity of benzoic acids to the crustacean Daphnia magna, Chemosphere 59 (2005), pp. 255-261.
    • (2005) Chemosphere , vol.59 , pp. 255-261
    • Kamaya, Y.1    Fukaya, Y.2    Suzuki, K.3
  • 15
    • 11144347551 scopus 로고    scopus 로고
    • Ranking of aquatic toxicity of esters modeled by QSAR
    • E. Papa, F. Battaini, and P. Gramatica, Ranking of aquatic toxicity of esters modeled by QSAR, Chemosphere 58 (2005), pp. 559-570.
    • (2005) Chemosphere , vol.58 , pp. 559-570
    • Papa, E.1    Battaini, F.2    Gramatica, P.3
  • 16
    • 33646508737 scopus 로고    scopus 로고
    • The aquatic toxicity of anionic surfactants to Daphnia magna-a comparative QSAR study of linear alkylbenzene sulphonates and ester sulphonates
    • G. Hodges, D.W. Roberts, S.J. Marshall, and J.C. Dearden, The aquatic toxicity of anionic surfactants to Daphnia magna-a comparative QSAR study of linear alkylbenzene sulphonates and ester sulphonates, Chemosphere 63 (2006), pp. 1443-1450.
    • (2006) Chemosphere , vol.63 , pp. 1443-1450
    • Hodges, G.1    Roberts, D.W.2    Marshall, S.J.3    Dearden, J.C.4
  • 17
    • 33645464931 scopus 로고    scopus 로고
    • Group philicity and electrophilicity as possible descriptors for modeling ecotoxicity applied to chlorophenols
    • J. Padmanabhan, R. Parthasarathi, V. Subramanian, and P.K. Chattaraj, Group philicity and electrophilicity as possible descriptors for modeling ecotoxicity applied to chlorophenols, Chem. Res. Toxicol. 19 (2006), pp. 356-364.
    • (2006) Chem. Res. Toxicol. , vol.19 , pp. 356-364
    • Padmanabhan, J.1    Parthasarathi, R.2    Subramanian, V.3    Chattaraj, P.K.4
  • 18
    • 33644849240 scopus 로고    scopus 로고
    • QSAR models for Daphnia magna toxicity prediction of benzoxazinone allelochemicals and their transformation products
    • E.L. Piparo, F. Fratev, F. Lemke, P. Mazzatorta, M. Smiesko, J.I. Fritz, and E. Benfenati, QSAR models for Daphnia magna toxicity prediction of benzoxazinone allelochemicals and their transformation products, J. Agric. Food Chem. 54 (2006), pp. 1111-1115.
    • (2006) J. Agric. Food Chem. , vol.54 , pp. 1111-1115
    • Piparo, E.L.1    Fratev, F.2    Lemke, F.3    Mazzatorta, P.4    Smiesko, M.5    Fritz, J.I.6    Benfenati, E.7
  • 19
    • 15944420845 scopus 로고    scopus 로고
    • QSAR model of the phototoxicity of polycyclic aromatic hydrocarbons
    • F.A.L. Ribeiro and M.M.C. Ferreira, QSAR model of the phototoxicity of polycyclic aromatic hydrocarbons, J. Mol. Struct.: THEOCHEM. 719 (2005), pp. 191-200.
    • (2005) J. Mol. Struct.: THEOCHEM. , vol.719 , pp. 191-200
    • Ribeiro, F.A.L.1    Ferreira, M.M.C.2
  • 20
    • 67749129042 scopus 로고    scopus 로고
    • Modeling photoinduced toxicity of PAHs based on DFT-calculated descriptors
    • Y. Wang, J. Chen, F. Li, H. Qin, X. Qiao, and C. Hao, Modeling photoinduced toxicity of PAHs based on DFT-calculated descriptors, Chemospere 76 (2009), pp. 999-1005.
    • (2009) Chemospere , vol.76 , pp. 999-1005
    • Wang, Y.1    Chen, J.2    Li, F.3    Qin, H.4    Qiao, X.5    Hao, C.6
  • 21
    • 67349267302 scopus 로고    scopus 로고
    • Quantitative structure-activity relationship modeling of the toxicity of organothiophosphate pesticides to Daphnia magna and Cyprinus carpio
    • E. Zvinavashe, T. Du, T. Griff, H.H.J. van der Berg, A.E.M.F. Soffers, J. Vervoort, A.J. Murk, and I.M.C.M. Rietjens, Quantitative structure-activity relationship modeling of the toxicity of organothiophosphate pesticides to Daphnia magna and Cyprinus carpio, Chemosphere 75 (2009), pp. 1531-1538.
    • (2009) Chemosphere , vol.75 , pp. 1531-1538
    • Zvinavashe, E.1    Du, T.2    Griff, T.3    van der Berg, H.H.J.4    Soffers, A.E.M.F.5    Vervoort, J.6    Murk, A.J.7    Rietjens, I.M.C.M.8
  • 22
    • 0031899034 scopus 로고    scopus 로고
    • Quantitative structure-activity relationships of chemicals acting by non-polar narcosis-theoretical considerations
    • Y.H. Zhao, M.T.D. Cronin, and J.C. Dearden, Quantitative structure-activity relationships of chemicals acting by non-polar narcosis-theoretical considerations, Quant. Struct.-Act. Relat. 17 (1998), pp. 131-138.
    • (1998) Quant. Struct.-Act. Relat. , vol.17 , pp. 131-138
    • Zhao, Y.H.1    Cronin, M.T.D.2    Dearden, J.C.3
  • 23
    • 0034085367 scopus 로고    scopus 로고
    • QSAR studies of compounds acting by polar and non-polar narcosis: An examination of the role of polarisability and hydrogen bonding
    • J.C. Dearden, M.T.D. Cronin, Y.H. Zhao, and O.A. Raevsky, QSAR studies of compounds acting by polar and non-polar narcosis: An examination of the role of polarisability and hydrogen bonding, Quant. Struct.-Act. Relat. 19 (2000), pp. 3-9.
    • (2000) Quant. Struct.-Act. Relat. , vol.19 , pp. 3-9
    • Dearden, J.C.1    Cronin, M.T.D.2    Zhao, Y.H.3    Raevsky, O.A.4
  • 25
    • 4544260317 scopus 로고    scopus 로고
    • A protocol to select high quality dataset of ecotoxicity values for pesticides
    • A. Roncaglioni, E. Benfenati, E. Borani, and M. Clook, A protocol to select high quality dataset of ecotoxicity values for pesticides, J. Environ. Sci. Health. B 39 (2005), pp. 641-652.
    • (2005) J. Environ. Sci. Health. B , vol.39 , pp. 641-652
    • Roncaglioni, A.1    Benfenati, E.2    Borani, E.3    Clook, M.4
  • 26
    • 33644766870 scopus 로고    scopus 로고
    • QSAR models for Daphnia toxicity of pesticides based on combinations of topological parameters of molecular structures
    • A.A. Toropov and E. Benfenati, QSAR models for Daphnia toxicity of pesticides based on combinations of topological parameters of molecular structures, Bioorg. Med. Chem. 14 (2006), pp. 2779-2788.
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 2779-2788
    • Toropov, A.A.1    Benfenati, E.2
  • 27
    • 57349133089 scopus 로고    scopus 로고
    • Probabilistic neural networks modeling of the 48-h LC50 acute toxicity endpoint to Daphnia magna
    • S.P. Niculescu, M.A. Lewis, and J. Tigner, Probabilistic neural networks modeling of the 48-h LC50 acute toxicity endpoint to Daphnia magna, SAR QSAR Environ. Res. 19 (2008), pp. 735-750.
    • (2008) SAR QSAR Environ. Res. , vol.19 , pp. 735-750
    • Niculescu, S.P.1    Lewis, M.A.2    Tigner, J.3
  • 28
    • 0035145572 scopus 로고    scopus 로고
    • Modeling acute toxicity of chemicals to Daphnia magna: A probabilistic neural network approach
    • K.L.E. Kaiser and S.P. Niculescu, Modeling acute toxicity of chemicals to Daphnia magna: A probabilistic neural network approach, Environ. Toxicol. Chem. 20 (2001), pp. 420-431.
    • (2001) Environ. Toxicol. Chem. , vol.20 , pp. 420-431
    • Kaiser, K.L.E.1    Niculescu, S.P.2
  • 30
    • 77949567190 scopus 로고    scopus 로고
    • QSAR modeling of toxicity of diverse organic chemicals to Daphnia magna using 2D and 3D descriptors
    • S. Kar and K. Roy, QSAR modeling of toxicity of diverse organic chemicals to Daphnia magna using 2D and 3D descriptors, J. Hazard. Mater. 177 (2010), pp. 344-351.
    • (2010) J. Hazard. Mater. , vol.177 , pp. 344-351
    • Kar, S.1    Roy, K.2
  • 31
    • 15344344378 scopus 로고    scopus 로고
    • Structural alerts-a new classification model to discriminate excess toxicity from narcotic effect levels of organic compounds in the acute daphnid assay
    • P.C. von der Ohe, R. Kühne, R.U. Ebert, R. Altenburger, M. Liess, and G. Schüürmann, Structural alerts-a new classification model to discriminate excess toxicity from narcotic effect levels of organic compounds in the acute daphnid assay, Chem. Res. Toxicol. 18 (2005), pp. 536-555.
    • (2005) Chem. Res. Toxicol. , vol.18 , pp. 536-555
    • von der Ohe, P.C.1    Kühne, R.2    Ebert, R.U.3    Altenburger, R.4    Liess, M.5    Schüürmann, G.6
  • 32
    • 34247101873 scopus 로고    scopus 로고
    • Comparative quantitative structure-activity relationships for toxicity to Tetrahymena pyriformis and Pimephales promelas
    • I. Kahn, U. Maran, T.I. Netzeva, E. Benfenati, T.W. Schultz, and M.T.D. Cronin, Comparative quantitative structure-activity relationships for toxicity to Tetrahymena pyriformis and Pimephales promelas, ATLA, 35 (2007), pp. 15-24.
    • (2007) ATLA , vol.35 , pp. 15-24
    • Kahn, I.1    Maran, U.2    Netzeva, T.I.3    Benfenati, E.4    Schultz, T.W.5    Cronin, M.T.D.6
  • 33
    • 37249035097 scopus 로고    scopus 로고
    • Modeling the toxicity of chemicals to Tetrahymena pyriformis using heuristic multilinear regression and heuristic back-propagation neural networks
    • I. Kahn, S. Sild, and U. Maran, Modeling the toxicity of chemicals to Tetrahymena pyriformis using heuristic multilinear regression and heuristic back-propagation neural networks, J. Chem. Inf. Model. 47 (2007), pp. 2271-2279.
    • (2007) J. Chem. Inf. Model. , vol.47 , pp. 2271-2279
    • Kahn, I.1    Sild, S.2    Maran, U.3
  • 34
    • 44149098225 scopus 로고    scopus 로고
    • The proposal of architecture for chemical splitting to optimize QSAR models for aquatic toxicity
    • A. Colombo, E. Benfenati, M. Karelson, and U. Maran, The proposal of architecture for chemical splitting to optimize QSAR models for aquatic toxicity, Chemosphere 72 (2008), pp. 772-780.
    • (2008) Chemosphere , vol.72 , pp. 772-780
    • Colombo, A.1    Benfenati, E.2    Karelson, M.3    Maran, U.4
  • 35
    • 34547488018 scopus 로고    scopus 로고
    • Grid computing for the estimation of toxicity: Acute toxicity on fathead minnow (Pimephales promelas)
    • in, W. Dubitzky, A. Schuster, P.M.A. Sloot, M. Schhroeder, and M. Romberg, eds., Springer-Verlag, Berlin and Heidelberg
    • U. Maran, S. Sild, P. Mazzatorta, M. Casalegno, E. Benfenati, and M. Romberg, Grid computing for the estimation of toxicity: acute toxicity on fathead minnow (Pimephales promelas), in Distributed, High-Performance and Grid Computing in Computational Biology, W. Dubitzky, A. Schuster, P.M.A. Sloot, M. Schhroeder, and M. Romberg, eds., Springer-Verlag, Berlin and Heidelberg, 2007, pp. 60-74.
    • (2007) Distributed, High-Performance and Grid Computing in Computational Biology , pp. 60-74
    • Maran, U.1    Sild, S.2    Mazzatorta, P.3    Casalegno, M.4    Benfenati, E.5    Romberg, M.6
  • 36
    • 0035438392 scopus 로고    scopus 로고
    • Theoretical descriptors and quantitative structure-toxicity relationships in prediction of aquatic toxicity of environmental pollutants
    • A.R. Katritzky, D.B. Tatham, and U. Maran, Theoretical descriptors and quantitative structure-toxicity relationships in prediction of aquatic toxicity of environmental pollutants, J. Chem. Inf. Comput. Sci. 41 (2001), pp. 1162-1176.
    • (2001) J. Chem. Inf. Comput. Sci. , vol.41 , pp. 1162-1176
    • Katritzky, A.R.1    Tatham, D.B.2    Maran, U.3
  • 37
    • 19644378264 scopus 로고    scopus 로고
    • General QSPR treatment of the soil sorption coefficients of organic pollutants
    • I. Kahn, D. Fara, M. Karelson, P. Andersson, and U. Maran, General QSPR treatment of the soil sorption coefficients of organic pollutants, J. Chem. Inf. Model. 45 (2005), pp. 95-105.
    • (2005) J. Chem. Inf. Model. , vol.45 , pp. 95-105
    • Kahn, I.1    Fara, D.2    Karelson, M.3    Andersson, P.4    Maran, U.5
  • 38
    • 0036865284 scopus 로고    scopus 로고
    • General and class specific models for prediction of soil sorption using various physico-chemical descriptors
    • P.L. Andersson, U. Maran, D. Fara, M. Karelson, and J.L.M. Hermens, General and class specific models for prediction of soil sorption using various physico-chemical descriptors, J. Chem. Inf. Comput. Sci. 42 (2002), pp. 1450-1459.
    • (2002) J. Chem. Inf. Comput. Sci. , vol.42 , pp. 1450-1459
    • Andersson, P.L.1    Maran, U.2    Fara, D.3    Karelson, M.4    Hermens, J.L.M.5
  • 39
    • 78649771398 scopus 로고    scopus 로고
    • QSAR model for the prediction of bio-concentration factor using aqueous solubility and descriptors considering various electronic effects
    • G. Piir, S. Sild, A. Roncaglioni, E. Benfenati, and U. Maran, QSAR model for the prediction of bio-concentration factor using aqueous solubility and descriptors considering various electronic effects, SAR QSAR Environ. Res. 21 (2010), pp. 711-729.
    • (2010) SAR QSAR Environ. Res. , vol.21 , pp. 711-729
    • Piir, G.1    Sild, S.2    Roncaglioni, A.3    Benfenati, E.4    Maran, U.5
  • 40
    • 70049105779 scopus 로고    scopus 로고
    • US Environmental Protection Agency, US EPA, Washington DC Available at
    • US Environmental Protection Agency, ECOTOX User Guide: ECOTOXicology Database System, Version 4.0, US EPA, Washington DC, 2007. Available at http://www.epa.gov/ecotox/.
    • (2007) ECOTOX User Guide: ECOTOXicology Database System, Version 4.0
  • 41
    • 85195046648 scopus 로고    scopus 로고
    • ChemAxon, Available at
    • Instant JChem 5.4.1.1. ChemAxon, 2008. Available at http://www.chemaxon.com/marvin
    • (2008) Instant JChem 5.4.1.1
  • 42
    • 72949116658 scopus 로고    scopus 로고
    • U. S National Library of Medicine, Available at
    • U. S National Library of Medicine, ChemIDplus Advanced, 2009. Available at http:// chem.sis.nlm.nih.gov/chemidplus/.
    • (2009) ChemIDplus Advanced
  • 43
    • 0001242234 scopus 로고    scopus 로고
    • MMFF VII. Characterization of MMFF94, MMFF94s, and other widely available force fields for conformational energies and for intermolecular-interaction energies and geometries
    • T.A. Halgren, MMFF VII. Characterization of MMFF94, MMFF94s, and other widely available force fields for conformational energies and for intermolecular-interaction energies and geometries, J. Comput. Chem. 20 (1999), pp. 730-748.
    • (1999) J. Comput. Chem. , vol.20 , pp. 730-748
    • Halgren, T.A.1
  • 44
    • 0043162336 scopus 로고
    • An internal-coordinate Monte Carlo method for searching conformational space
    • G. Chang, W.C. Guida, and W.C. Still, An internal-coordinate Monte Carlo method for searching conformational space, J. Am. Chem. Soc. 111 (1989), pp. 4379-7386.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 4379-7386
    • Chang, G.1    Guida, W.C.2    Still, W.C.3
  • 45
    • 0007793280 scopus 로고
    • Conformations of cycloheptadecane. A comparison of methods for conformational searching
    • M. Saunders, K.N. Houk, Y.D. Wu, M. Lipton, G. Chang, and W.C. Guida, Conformations of cycloheptadecane. A comparison of methods for conformational searching, J. Am. Chem. Soc. 112 (1990), pp. 1419-1427.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 1419-1427
    • Saunders, M.1    Houk, K.N.2    Wu, Y.D.3    Lipton, M.4    Chang, G.5    Guida, W.C.6
  • 46
    • 47949118793 scopus 로고    scopus 로고
    • Schrödinger, LLC, New York, Available at
    • MacroModel, version 9.5, Schrödinger, LLC, New York, 2007. Available at http:// www.schrodinger.com/products/14/11/.
    • (2007) MacroModel, version 9.5
  • 48
    • 0842341771 scopus 로고
    • AM1: A new general purpose quantum mechanical molecular model
    • M.J.S. Dewar, E.G. Zoebisch, E.F. Healy, and J.P. Stewart, AM1: A new general purpose quantum mechanical molecular model, J. Am. Chem. Soc. 107 (1985), pp. 3902-3909.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 3902-3909
    • Dewar, M.J.S.1    Zoebisch, E.G.2    Healy, E.F.3    Stewart, J.P.4
  • 49
    • 84988122931 scopus 로고
    • An algorithm for the location of transition states
    • J. Baker, An algorithm for the location of transition states, J. Comput. Chem. 7 (1986), pp. 385-395.
    • (1986) J. Comput. Chem. , vol.7 , pp. 385-395
    • Baker, J.1
  • 54
    • 0033043476 scopus 로고    scopus 로고
    • A comprehensive QSAR treatment of the genotoxicity of heteroaromatic and aromatic amines
    • U. Maran, A.R. Katritzky, and M. Karelson, A comprehensive QSAR treatment of the genotoxicity of heteroaromatic and aromatic amines, Quant. Struct.-Act. Relat. 18 (1999), pp. 3-10.
    • (1999) Quant. Struct.-Act. Relat. , vol.18 , pp. 3-10
    • Maran, U.1    Katritzky, A.R.2    Karelson, M.3
  • 56
    • 0003729896 scopus 로고    scopus 로고
    • Systat Software Inc., California, USA. Available at
    • Systat version 10.0, Systat Software Inc., California, USA. Available at http://www.systat.com
    • Systat version 10.0
  • 57
    • 0014874208 scopus 로고
    • On the parabolic relationship between drug potency and hydrophobicity
    • J.W. McFarland, On the parabolic relationship between drug potency and hydrophobicity, J. Med. Chem. 12 (1970), pp. 1192-1196.
    • (1970) J. Med. Chem. , vol.12 , pp. 1192-1196
    • McFarland, J.W.1
  • 58
    • 0001728908 scopus 로고    scopus 로고
    • Quantum-chemical descriptors in QSAR/QSPR studies
    • M. Karelson, V.S. Lobanov, and A.R. Katritzky, Quantum-chemical descriptors in QSAR/QSPR studies, Chem. Rev. 96 (1996), pp. 1027-1043.
    • (1996) Chem. Rev. , vol.96 , pp. 1027-1043
    • Karelson, M.1    Lobanov, V.S.2    Katritzky, A.R.3
  • 60
    • 0347291894 scopus 로고
    • Absolute hardness: Companion parameter to absolute electronegativity
    • R.G. Parr and R.G. Pearson, Absolute hardness: Companion parameter to absolute electronegativity, J. Am. Chem. Soc. 105 (1983), pp. 7512-7516.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 7512-7516
    • Parr, R.G.1    Pearson, R.G.2
  • 61
    • 33845183253 scopus 로고
    • Absolute electronegativity and hardness: Applications to organic chemistry
    • R.G. Pearson, Absolute electronegativity and hardness: Applications to organic chemistry, J. Org. Chem. 54 (1989), pp. 1423-1430.
    • (1989) J. Org. Chem. , vol.54 , pp. 1423-1430
    • Pearson, R.G.1
  • 62
    • 0000356254 scopus 로고
    • Scheme for the calculation of the electronegativities of atoms in a molecule in the framework of Sanderson's principle
    • N.S. Zefirov, M.A. Kirpichenok, F.F. Izmailov, and M.I. Trofimov, Scheme for the calculation of the electronegativities of atoms in a molecule in the framework of Sanderson's principle, Dokl. Akad. Nauk (Engl. Transl.) 296 (1987), pp. 883-887.
    • (1987) Dokl. Akad. Nauk (Engl. Transl.) , vol.296 , pp. 883-887
    • Zefirov, N.S.1    Kirpichenok, M.A.2    Izmailov, F.F.3    Trofimov, M.I.4
  • 63
    • 10344253046 scopus 로고
    • Development and use of charged partial surface area structural descriptors in computer-assisted quantitative structure-property relationship studies
    • D.T. Stanton and P.C. Jurs, Development and use of charged partial surface area structural descriptors in computer-assisted quantitative structure-property relationship studies, Anal. Chem. 62 (1990), pp. 2323-2329.
    • (1990) Anal. Chem. , vol.62 , pp. 2323-2329
    • Stanton, D.T.1    Jurs, P.C.2
  • 65
    • 84897549384 scopus 로고    scopus 로고
    • Molecular descriptors from two-dimensional chemical structure
    • in, In, M.T.D. Cronin and J.C. Madden, eds., Royal Society of Chemistry, Cambridge, UK
    • U. Maran, S. Sild, I. Tulp, K. Takkis, and M. Moosus, Molecular descriptors from two-dimensional chemical structure, in In Silico Toxicology: Principles and Applications, M.T.D. Cronin and J.C. Madden, eds., Royal Society of Chemistry, Cambridge, UK, 2010, pp. 148-192.
    • (2010) Silico Toxicology: Principles and Applications , pp. 148-192
    • Maran, U.1    Sild, S.2    Tulp, I.3    Takkis, K.4    Moosus, M.5
  • 66
    • 0033049440 scopus 로고    scopus 로고
    • Structure-toxicity relationships for selected halogenated aliphatic chemicals
    • S.K. Akers, G.D. Sinks, and T.W. Schultz, Structure-toxicity relationships for selected halogenated aliphatic chemicals, Environ. Toxicol. Pharmacol. 7 (1999), pp. 33-39.
    • (1999) Environ. Toxicol. Pharmacol. , vol.7 , pp. 33-39
    • Akers, S.K.1    Sinks, G.D.2    Schultz, T.W.3
  • 67
    • 55049105994 scopus 로고    scopus 로고
    • A comparative 90-day toxicity of allyl acetate, allyl alcohol and acrolein
    • S.S. Auerbach, J. Mahler, G.S. Travlos, and R.D. Irein, A comparative 90-day toxicity of allyl acetate, allyl alcohol and acrolein, Toxicology, 253 (2008), pp. 79-88.
    • (2008) Toxicology , vol.253 , pp. 79-88
    • Auerbach, S.S.1    Mahler, J.2    Travlos, G.S.3    Irein, R.D.4
  • 68
    • 0033864802 scopus 로고    scopus 로고
    • The molecular effects of acrolein
    • J.P. Kehrer and S.S. Biswal, The molecular effects of acrolein, Toxicol. Sci. 57 (2000), pp. 6-15.
    • (2000) Toxicol. Sci. , vol.57 , pp. 6-15
    • Kehrer, J.P.1    Biswal, S.S.2
  • 69
    • 70349492687 scopus 로고    scopus 로고
    • Molecular mechanisms of 4-hydroxy-2-nonenal and acrolein toxicity: Nucleophilic targets and adduct formation
    • R.M. LoPachin, T. Gavin, D.R. Peterson, and D.S. Barber, Molecular mechanisms of 4-hydroxy-2-nonenal and acrolein toxicity: Nucleophilic targets and adduct formation, Chem. Res. Toxicol. 22 (2009), pp. 1499-1508.
    • (2009) Chem. Res. Toxicol. , vol.22 , pp. 1499-1508
    • LoPachin, R.M.1    Gavin, T.2    Peterson, D.R.3    Barber, D.S.4
  • 71
    • 77952926530 scopus 로고    scopus 로고
    • Nitroaromatic compounds: From synthesis to biodegradation
    • K.-S. Ju and R.E. Parales, Nitroaromatic compounds: From synthesis to biodegradation, Microbiol. Mol. Biol. R 74 (2010), pp. 250-272.
    • (2010) Microbiol. Mol. Biol. R , vol.74 , pp. 250-272
    • Ju, K.-S.1    Parales, R.E.2
  • 73
    • 3543110157 scopus 로고    scopus 로고
    • Preparations of C-nitroso compounds
    • B.G. Gowenlock and G.B. Richter-Addo, Preparations of C-nitroso compounds, Chem. Rev. 104 (2004), pp. 3315-3340.
    • (2004) Chem. Rev. , vol.104 , pp. 3315-3340
    • Gowenlock, B.G.1    Richter-Addo, G.B.2
  • 74
    • 77956221414 scopus 로고    scopus 로고
    • Enantioselectivity in environmental risk assessment of modern chiral pesticides
    • J. Ye, M. Zhao, J. Liu, and W. Liu, Enantioselectivity in environmental risk assessment of modern chiral pesticides, Environ. Pollut. 158 (2010), pp. 2371-2383.
    • (2010) Environ. Pollut. , vol.158 , pp. 2371-2383
    • Ye, J.1    Zhao, M.2    Liu, J.3    Liu, W.4
  • 75
    • 26944468691 scopus 로고    scopus 로고
    • Statistically validated QSARs, based on theoretical descriptors, for modeling aquatic toxicity of organic chemicals in Pimephales promelas (fathead minnow)
    • E. Papa, F. Villa, and P. Gramatica, Statistically validated QSARs, based on theoretical descriptors, for modeling aquatic toxicity of organic chemicals in Pimephales promelas (fathead minnow), J. Chem. Inf. Model. 45 (2005), pp. 1256-1266.
    • (2005) J. Chem. Inf. Model. , vol.45 , pp. 1256-1266
    • Papa, E.1    Villa, F.2    Gramatica, P.3
  • 76
    • 33644935398 scopus 로고    scopus 로고
    • The importance of outlier detection and training set selection for reliable environmental QSAR predictions
    • E. Furusjö, A. Svenson, M. Rahmberg, and M. Andersson, The importance of outlier detection and training set selection for reliable environmental QSAR predictions, Chemosphere 63 (2006), pp. 99-108.
    • (2006) Chemosphere , vol.63 , pp. 99-108
    • Furusjö, E.1    Svenson, A.2    Rahmberg, M.3    Andersson, M.4
  • 79
    • 0030882735 scopus 로고    scopus 로고
    • Variation in the sensitivity of aquatic species in relation to the classification of environmental pollutants
    • M. Vaal, J.T. van der Wal, J. Hoekstra, and J. Hermens, Variation in the sensitivity of aquatic species in relation to the classification of environmental pollutants, Chemosphere 35 (1997), pp. 1311-1327.
    • (1997) Chemosphere , vol.35 , pp. 1311-1327
    • Vaal, M.1    van der Wal, J.T.2    Hoekstra, J.3    Hermens, J.4
  • 80
    • 0029926824 scopus 로고    scopus 로고
    • Structure-toxicity relationships for phenols to Tetrahymena pyriformis
    • M.T.D. Cronin and T.W. Schultz, Structure-toxicity relationships for phenols to Tetrahymena pyriformis, Chemosphere 32 (1996), pp. 1453-1468.
    • (1996) Chemosphere , vol.32 , pp. 1453-1468
    • Cronin, M.T.D.1    Schultz, T.W.2
  • 81
    • 79952492543 scopus 로고    scopus 로고
    • Reactivity and aquatic toxicity of aromatic compounds transformable to quinone-type Michael acceptors
    • F. Bajot, M.T.D. Cronin, D.W. Roberts, and T.W. Schultz, Reactivity and aquatic toxicity of aromatic compounds transformable to quinone-type Michael acceptors, SAR QSAR Environ. Res. 22 (2011), pp. 51-65.
    • (2011) SAR QSAR Environ. Res. , vol.22 , pp. 51-65
    • Bajot, F.1    Cronin, M.T.D.2    Roberts, D.W.3    Schultz, T.W.4
  • 82
    • 0028679436 scopus 로고
    • Predicting modes of toxic action from chemical structure: An overview
    • S.P. Bradbury, Predicting modes of toxic action from chemical structure: An overview, SAR QSAR Environ. Res. 2 (1994), pp. 89-104.
    • (1994) SAR QSAR Environ. Res. , vol.2 , pp. 89-104
    • Bradbury, S.P.1
  • 83
    • 85195098591 scopus 로고    scopus 로고
    • Regulation (EC) No 1907/2006 of the European Parliament and of the Council of 18 December 2006 concerning the Registration, Evaluation, Authorisation and Restriction of Chemicals (REACH), establishing a European Chemicals Agency Commission of the European Communities, amending Directive 1999/45/EC and repealing Council Regulation (EEC) No 793/93 and Commission Regulation (EC) No 1488/94 as well as Council Directive 76/769/EEC and Commission Directives 91/155/EEC, 93/67/EEC, 93/105/EC and 2000/21/EC, (30.12.2006)
    • Commission of the European Communities, Regulation (EC) No 1907/2006 of the European Parliament and of the Council of 18 December 2006 concerning the Registration, Evaluation, Authorisation and Restriction of Chemicals (REACH), establishing a European Chemicals Agency, amending Directive 1999/45/EC and repealing Council Regulation (EEC) No 793/93 and Commission Regulation (EC) No 1488/94 as well as Council Directive 76/769/EEC and Commission Directives 91/155/EEC, 93/67/EEC, 93/105/EC and 2000/21/EC, Off. J. Eur. Union L396 (30.12.2006), pp. 1-849.
    • Off. J. Eur. Union , vol.L396 , pp. 1-849
  • 84
    • 85195098740 scopus 로고    scopus 로고
    • Commission of the European Communities, Directive 2006/121/EC of the European Parliament and of the Council of 18 December 2006 amending Council Directive 67/548/EEC on the approximation of laws, regulations and administrative provisions relating to the classification, packaging and labelling of dangerous substances in order to adapt it to Regulation (EC) No 1907/ 2006 concerning the Registration, Evaluation, Authorisation and Restriction of Chemicals (REACH) and establishing a European Chemicals Agency, (30.12.2006)
    • Commission of the European Communities, Directive 2006/121/EC of the European Parliament and of the Council of 18 December 2006 amending Council Directive 67/548/EEC on the approximation of laws, regulations and administrative provisions relating to the classification, packaging and labelling of dangerous substances in order to adapt it to Regulation (EC) No 1907/ 2006 concerning the Registration, Evaluation, Authorisation and Restriction of Chemicals (REACH) and establishing a European Chemicals Agency, Off. J. Eur. Union L396 (30.12.2006), pp. 850-856.
    • Off. J. Eur. Union , vol.L396 , pp. 850-856


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.