Registration Dossier

Diss Factsheets

Environmental fate & pathways

Biodegradation in soil

Currently viewing:

Administrative data

Link to relevant study record(s)

Reference
Endpoint:
biodegradation in soil: simulation testing
Type of information:
calculation (if not (Q)SAR)
Remarks:
estimated by calculation
Adequacy of study:
key study
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
other: Estimated under Level III fugacity model of EPISuite 4.11, based on Biowin3 results
Justification for type of information:
QSAR prediction from a well-known and acknowledged tool using acceptable conversion factors.
Qualifier:
according to guideline
Guideline:
other: REACH guidance on QSARs: Chapter R.6. QSARs and grouping of chemicals
Principles of method if other than guideline:
Using SMILES as input parameter, the biodegradation potential of the test substance in soil was estimated under Level III fugacity model of EPISuite 4.11, which is calculated based on Biowin3 results of BioWin v.4.11 model and a conversion factor of 0.5 developed under EPA's P2 framework.
Test type:
other: Modeling
Details on experimental conditions:
Since the test substance is a UVCB with similar constituents (varying mainly in the number of acrylates Pentaerythritol backbone as well as adduct formation), soil biodegradation half-life were predicted for the individual constituents followed by the determination of an overall weighted-average value based on mole fractions.

Input SMILES:

1) PETIA - C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C
2) PETRA - C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C
3) PETRA – PETIA - C=CC(=O)OCC(COCCC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C
4) PETRA - PEDIA - O=C(OCC(COC(C=C)=O)(COCCC(=O)OCC(COC(=O)C=C)(COC(C=C)=O)CO)COC(=O)C=C)C=C
5) PEDIA - PETIA - C=CC(=O)OCC(CO)(COCCC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C)COC(=O)C=C
6) PETRA - AA - C=CC(=O)OCCC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C

Key result
DT50:
42 d
Remarks on result:
other: weighted average
Remarks:
QSAR modelling based on Biowin3 results and conversion factors from EPA P2 framework
Key result
DT50:
ca. 30 - ca. 75 d
Remarks on result:
other: QSAR modelling based on Biowin3 results and conversion factors from EPA P2 framework
Transformation products:
not specified

Results:

Constituents CAS No.  SMILES Chemical acronyms % (w/w) Mass fraction (mi) Molecular weight (Mi, g/mol) mi/Mi Mole fraction Xi = (mi/Mi)/∑ (mi/Mi) Exp/Est Log Kow Soil biodegradation half life by level III fugacity model (hours) Soil biodegradation half life by level III fugacity model (days) Soil Biodegradation half life (days) * xi Calculated ratings for BIOWIN-3 Calculated ratings for BIOWIN-3 * xi Domain evaluation
1 3524-68-3 C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C PETIA 26.5 0.265 298.3 0.000888367 0.3599 1.45 (Exp) 720 30 10.80 2.91 1.05 ID - MW, molecular fragments and calculated ratings
2 4986-89-4 C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C PETRA 25 0.25 352.34 0.000709542 0.2874 2.71 (Exp) 720 30 8.62 2.77 0.80 ID - MW, molecular fragments and calculated ratings
3 1174682-57-5 C=CC(=O)OCC(COCCC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C PETRA-PETIA 17 0.17 650.64 0.000261281 0.1058 3.11 (Exp) 1800 75 7.94 2.31 0.24 ID - MW and calculated ratings, OD - molecular fragments
4 1240563-05-9 O=C(OCC(COC(C=C)=O)(COCCC(=O)OCC(COC(=O)C=C)(COC(C=C)=O)CO)COC(=O)C=C)C=C  PETRA-PEDIA 12 0.12 596.59 0.000201143 0.0815 1.82 (Est) 1800 75 6.11 2.31 0.19 ID - MW and calculated ratings, OD - molecular fragments
5 1240564-04-8 C=CC(=O)OCC(CO)(COCCC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C)COC(=O)C=C PEDIA-PETIA 10 0.1 542.54 0.000184318 0.0747 0.86 (Est) 1800 75 5.60 2.59 0.19 ID - MW and calculated ratings, OD - molecular fragments
6 1240564-03-7 C=CC(=O)OCCC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C PETRA-AA 9.5 0.095 424.41 0.00022384 0.0907 2.84 (Exp) 720 30 2.72 2.75 0.25 ID - MW and calculated ratings, OD - molecular fragments
        100 1.00   0.002468492 1.00       41.79   2.72  
Conclusions:
According to the BIOWIN v4.11 based predictions under Level III fugacity, the predicted soil half-life values of the individual constituents ranged from 30 to 75 days, leading to a weighted average half-life value of 42 days.
Executive summary:

The biodegradation potential of PETIA in soil was estimated under Level III fugacity model of EPISuite 4.11. Since the test substance is a UVCB with similar constituents (varying mainly in the number of acrylates attached to the pentaerythritol backbone as well as adduct formation), soil biodegradation half-life values were predicted for the individual constituents (>5%) followed by the determination of an overall weighted-average value based on mole fractions. Using SMILES as input parameter, the biodegradation potential of the test substance in soil was estimated under Level III fugacity model of EPISuite 4.11, which is calculated based on Biowin3 results of BioWin v.4.11 model and a conversion factor of 0.5 developed under EPA's P2 framework. The predicted soil half-life values of the individual constituents ranged from 30 to 75 days, leading to a weighted average half-life value of 42 days (US EPA, 2019).Regarding the domain evaluation, while all the individual constituents meet the MW and calculated rating domain criteria, 4 out of 6 constituents have their ester fragment exceeding the maximum number of instances occurring in the training set compounds. The remaining fragment numbers identified for the individual constituents were all below the maximum number of instances. Therefore, overall, the accuracy of the prediction can be considered to be reliable with restrictions.

 

Description of key information

Key value for chemical safety assessment

Half-life in soil:
75 d

Additional information

The biodegradation potential of PETIA in soil was estimated under Level III fugacity model of EPISuite 4.11. Since the test substance is a UVCB with similar constituents (varying mainly in the number of acrylates attached to the pentaerythritol backbone as well as adduct formation), soil biodegradation half-life values were predicted for the individual constituents (>5%) followed by the determination of an overall weighted-average value based on mole fractions. Using SMILES as input parameter, the biodegradation potential of the test substance in soil was estimated under Level III fugacity model of EPISuite 4.11, which is calculated based on Biowin3 results of BioWin v.4.10 model and a conversion factor of 0.5 developed under EPA's P2 framework. The predicted soil half-life values of the individual constituents ranged from 30 to 75 days, leading to a weighted average half-life value of 42 days (US EPA, 2019).Regarding the domain evaluation, while all the individual constituents meet the MW and calculated rating domain criteria, 4 out of 6 constituents have their ester fragment exceeding the maximum number of instances occurring in the training set compounds. The remaining fragment numbers identified for the individual constituents were all below the maximum number of instances. Therefore, overall, the accuracy of the prediction can be considered to be reliable with restrictions.

 

Using similar conversion factors from EP P2 framework, the above predictions can be further supported by the CATALOGIC Kinetic 301 models-based soil half-life extrapolations, which ranged from 4.25 to 31 days for the individual constituents.