REPOSITORY QDB RESOURCES NEWS CONTACTS

Jaworska, J.S.; Hunter, R.S.; Schultz, T.W. Quantitative Structure-Toxicity Relationships and Volume Fraction Analyses for Selected Esters. Arch. Environ. Contam. Toxicol. 1995, 29, 1, 86–93.

QsarDB Repository

Jaworska, J.S.; Hunter, R.S.; Schultz, T.W. Quantitative Structure-Toxicity Relationships and Volume Fraction Analyses for Selected Esters. Arch. Environ. Contam. Toxicol. 1995, 29, 1, 86–93.

QDB archive DOI: 10.15152/QDB.55   DOWNLOAD

QsarDB content

Property pLC50: 96-h Fathead minnow toxicity as log(1/LC50) [log(L/mmol)]

Compounds: 18 | Models: 2 | Predictions: 2

4: Training esters

Regression model (regression)

Open in:QDB Explorer QDB Predictor

Name Type n

R2

σ

Training training 18 0.825 0.443
5: Training esters

Regression model (regression)

Open in:QDB Explorer QDB Predictor

Name Type n

R2

σ

Training training 14 0.945 0.215

Property pIGC50: 2-day Tetrahymena toxicity as log(1/IGC50) [log(L/mmol)]

Compounds: 32 | Models: 3 | Predictions: 3

1: Training esters

Regression model (regression)

Open in:QDB Explorer QDB Predictor

Name Type n

R2

σ

Training training 16 0.949 0.218
2: Validation esters

Regression model (regression)

Open in:QDB Explorer QDB Predictor

Name Type n

R2

σ

Training training 14 0.935 0.281
3: Validation esters

Regression model (regression)

Open in:QDB Explorer QDB Predictor

Name Type n

R2

σ

Training training 13 0.961 0.213

Citing

When using this data, please cite the original article and this QDB archive:

Metadata

Show full item record

Title: Jaworska, J.S.; Hunter, R.S.; Schultz, T.W. Quantitative Structure-Toxicity Relationships and Volume Fraction Analyses for Selected Esters. Arch. Environ. Contam. Toxicol. 1995, 29, 1, 86–93.
Abstract: The acute toxicity of aliphatic and aromatic mono and diesters in two eucaryotic organisms was compared. The test systems were the static 2-d Tetrahymena pyriformis 50% population growth impairment (IGC50(-1)) assay, and the flow-through 4-d Pimephales promelas 50% mortality (LC50(-1)) assay. In ciliates, esters act via the nonpolar narcosis mechanism of toxic action. This was indicated by: the high quality 1-octanol/water partition coefficient (log Kow) dependent quantitative structure-activity relationship (QSAR), log IGC50(-1) = 0.79 (log Kow) - 1.93, n = 15, r2 = 0.945, s = 0.22, f = 222.37 Pr > f = 0.001); volume fraction (Vf) (0.8e-02); and "a" coefficient (0.3) which are not different from other nonpolar narcotics. In vivo hydrolysis in Tetrahymena appears to be insignificant. However, in fish, presumably because of more active esterases, in vivo hydrolysis is significant and leads to greater toxicity of esters than observed for nonpolar narcotics. Moreover, it leads to a unique high quality QSAR, log LC50(-1) = 0.64 (log Kow) - 0.64, n = 14, r2 = 0.945, s = 0.22, f = 207.08, Pr > f = 0.0001). Due to in vivo hydrolysis, a nonreducing concentration gradient is formed between water and fish. Therefore, the fish take up more toxicant as compared to a situation that leads to thermodynamic equilibrium. Additional information about the mechanism of ester toxicity in fish was gained by applying corrections for hydrolysis in volume fraction analyses. The corrected Vf (0.6e-02) is very close to the one found for nonpolar narcotics (0.7e-02). These analyses suggest that esters which hydrolyze to an acid and aliphatic alcohol act as nonpolar narcotics. Moreover, the mechanism of toxic action of esters that yield a phenol upon hydrolysis is mixed and represents polar and nonpolar narcoses.
URI: http://hdl.handle.net/10967/55
http://dx.doi.org/10.15152/QDB.55
Date: 2012-05-23


Files in this item

Name Description Format Size View
qtpp87p43l6p6858.qdb.zip n/a application/x-zip 8.507Kb View/Open

This item appears in the following Collection(s)

Show full item record