1,1'-(benzene-1,3-diyldimethanediyl)bis(1H-pyrrole-2,5-dione)

Biodegradation in water: screening tests

Administrative data

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2018-02-23

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

1. SOFTWARE
EPISUITE v4.11
2. MODEL (incl. version number)
BIOWIN v4.10
3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
SMILES: O=C3C=CC(=O)N3Cc1cc(CN2C(=O)C=CC2(=O))ccc1
Name: m-Xylylenebismaleimide
4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
- Defined endpoint: Aerobic and anaerobic biodegradation
- Unambiguous algorithm: BIOWIN estimates the probability of rapid aerobic and anaerobic biodegradation of an organic compound in the presence of mixed populations of environmental microorganisms. BIOWIN contains seven separate models. This version (v4.10) designates the models as follows (see also Boethling et al. 2003):
Biowin1 = linear probability model
Biowin2 = nonlinear probability model
Biowin3 = expert survey ultimate biodegradation model
Biowin4 = expert survey primary biodegradation model
Biowin5 = MITI linear model
Biowin6 = MITI nonlinear model
Biowin7 = anaerobic biodegradation model
The following abstract from Boethling et al. (1994), which describes the development of Biowin1-4, briefly summarizes the methodology. The same basic methodology applies to all seven Biowin models.

- Defined domain of applicability: See 'attached justification'
- Appropriate measures of goodness-of-fit and robustness and predictivity: See 'attached justification'
- Mechanistic interpretation: See 'attached justification'

5. APPLICABILITY DOMAIN
- Descriptor domain: Molecular weight, structural features
- Similarity with analogues in the training set: See 'attached justification'

6. ADEQUACY OF THE RESULT
See 'attached justification'

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2017

Report date:

2018

Materials and methods

Test guideline

Qualifier:

no guideline followed

Principles of method if other than guideline:

- Software tool(s) used including version: The Estimation Programs Interface (EPI) SuiteTM v4.1
- Model(s) used: BIOWIN estimation model (v4.10)
- Model description: see field 'Attached justification'
- Justification of QSAR prediction: see field 'Attached justification'

GLP compliance:

no

Test material

Test material information

Constituent 1

Reference substance name:

1-({3-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]phenyl}methyl)-2,5-dihydro-1H-pyrrole-2,5-dione

EC Number:

695-930-2

Cas Number:

13676-53-4

Molecular formula:

C16H12N2O4

IUPAC Name:

1-({3-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]phenyl}methyl)-2,5-dihydro-1H-pyrrole-2,5-dione

Results and discussion

% Degradation

% Degradation 1

Key result

Parameter:

probability of ready biodegradability (QSAR/QSPR)

Remarks:

linear Biodegradation Probability

Value:

0.607

Remarks on result:

readily biodegradable based on QSAR/QSPR prediction

Remarks:

Biowin1 (Linear Model Prediction)

% Degradation 2

Key result

Parameter:

probability of ready biodegradability (QSAR/QSPR)

Remarks:

Non-linear Biodegradation Probability

Value:

0.232

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

Biowin2 (Non-Linear Model Prediction)

% Degradation 3

Key result

Parameter:

calculated rating of total degradation time (QSAR/QSPR)

Remarks:

Ultimate Biodegradation Timeframe

Value:

2.54

Remarks on result:

other: months

Remarks:

Biowin3 (Survey Model - Ultimate Biodegradation)

% Degradation 4

Key result

Parameter:

calculated rating of total degradation time (QSAR/QSPR)

Remarks:

Primary Biodegradation Timeframe

Value:

3.42

Remarks on result:

other: weeks

Remarks:

Biowin4 (Survey Model - Primary Biodegradation)

% Degradation 5

Key result

Parameter:

probability of ready biodegradability (QSAR/QSPR)

Remarks:

MITI Linear Model Prediction

Value:

-0.223

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

Biowin5 (MITI Linear Biodegradation Probability)

% Degradation 6

Key result

Parameter:

probability of ready biodegradability (QSAR/QSPR)

Remarks:

MITI Non-Linear Model Prediction

Value:

0.003

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

Biowin6 (MITI Non-Linear Biodegradation Probability)

% Degradation 7

Key result

Parameter:

probability of ready biodegradability (QSAR/QSPR)

Remarks:

Anaerobic Model Prediction

Value:

0.146

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

Biowin7 (Anaerobic Linear Biodegradation Probability)

Details on results:

Biowin3 result is "months" and Biowin5 is < 0.5.

Applicant's summary and conclusion

Validity criteria fulfilled:

not applicable

Remarks:

QSAR prediction with EPISuite/Biowin

Interpretation of results:

not readily biodegradable

Conclusions:

In the present report biodegradability was estimated by QSAR prediction using EPISuite and the Biowin models. m-Xylylenebismaleimide is considered to be not readily biodegradable based on the QSAR prediction.