Regression model (regression)
Open in:QDB ExplorerQDB Predictor
Name | Type | n |
R2 |
σ |
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Training | training | 82 | 0.015 | 1.046 |
Regression model (regression)
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Name | Type | n |
R2 |
σ |
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Training | training | 14 | 0.379 | 1.197 |
Regression model (regression)
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Name | Type | n |
R2 |
σ |
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Training | training | 14 | 0.301 | 1.182 |
Regression model (regression)
Open in:QDB ExplorerQDB Predictor
Name | Type | n |
R2 |
σ |
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Training | training | 14 | 0.229 | 1.294 |
Regression model (regression)
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Name | Type | n |
R2 |
σ |
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Training | training | 16 | 0.928 | 0.260 |
Regression model (regression)
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Name | Type | n |
R2 |
σ |
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Training | training | 11 | 0.925 | 0.262 |
Regression model (regression)
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Name | Type | n |
R2 |
σ |
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Training | training | 15 | 0.814 | 0.247 |
Regression model (regression)
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Name | Type | n |
R2 |
σ |
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Training | training | 15 | 0.934 | 0.147 |
Regression model (regression)
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Name | Type | n |
R2 |
σ |
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Training | training | 26 | 0.885 | 0.252 |
Regression model (regression)
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Name | Type | n |
R2 |
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Training | training | 10 | 0.939 | 0.083 |
When using this QDB archive, please cite (see details) it together with the original article:
Ruusmann, V. Data for: Structure-Toxicity Relationships for the Effects to Tetrahymena pyriformis of Aliphatic, Carbonyl-Containing, α,β-Unsaturated Chemicals. QsarDB repository, QDB.14. 2012. http://dx.doi.org/10.15152/QDB.14
Schultz, T. W.; Netzeva, T. I.; Roberts, D. W.; Cronin, M. T. D. Structure-Toxicity Relationships for the Effects to Tetrahymena pyriformis of Aliphatic, Carbonyl-Containing, α,β-Unsaturated Chemicals. Chem. Res. Toxicol. 2005, 18, 330–341. http://dx.doi.org/10.1021/tx049833j
Title: | Schultz, T.W.; Netzeva, T.I.; Roberts, D.W.; Cronin, M.T.D. Structure-Toxicity Relationships for the Effects to Tetrahymena pyriformis of Aliphatic, Carbonyl-Containing, α,β-Unsaturated Chemicals. Chem. Res. Toxicol. 2005, 18, 2, 330–341. |
Abstract: | Toxicity data for 82 aliphatic chemicals with an alpha,beta-unsaturated substructure were compiled. Toxicity was assessed in the 2-day Tetrahymena pyriformis population growth impairment assay. Toxic potency [log(IGC50(-1))] for most of these chemicals was in excess of baseline narcosis as quantified by the 1-octanol/water partition coefficient (log K(ow)). The toxicity of the alpha,beta-unsaturated aldehydes was modeled well by log K(ow) in conjunction with the sum of partial charges on the vinylene carbon atoms (Q(C4) + Q(C3)) and the energy of the lowest unoccupied molecular orbital (E(lumo)). These electronic descriptors were also successful at modeling the toxicity of alpha,beta-unsaturated ketones. The toxicity of a range of acrylates was constant within about 0.2 of a log unit. Conversely, the toxicity of methacrylates and esters containing the vinylene group varied considerably and was explained by their hydrophobicity. The comparison of the quantitative structure-activity relationship (QSAR) for the methacrylates and esters with that for non-polar narcosis showed little significant difference and hence suggested that substitution on the carbon-carbon double bond in the methacrylates and vinylene unsaturated esters does not enhance toxicity over that of baseline. Substitution on the carbon-carbon double bond in the alpha,beta-unsaturated aldehydes resulted in toxicity that was similar to that for saturated derivatives. Although an excellent hydrophobicity-dependent QSAR was developed for the esters containing ethynylene group, these compounds are considered to act as Michael-type acceptors. Attempts to combine different groups of Michael-type acceptors into a single QSAR, based on mechanistically derived descriptors, were unsuccessful. Thus, the modeling of the toxicity of the alpha,beta-unsaturated carbonyl domain is currently limited to models for narrow subdomains. |
URI: | http://hdl.handle.net/10967/14
http://dx.doi.org/10.15152/QDB.14 |
Date: | 2012-05-23 |
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tx049833j.qdb.zip | n/a | application/zip | 15.10Kb | View/ |