Benzene, mono C10-13-alkyl derivs., fractionation bottoms, heavy ends, sulfonated, sodium salts

Biodegradation in water: screening tests

Link to relevant study record(s)

Reference

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

(Q)SAR

Adequacy of study:

key study

Study period:

2018

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
EPI Suite BIOWIN

2. MODEL (incl. version number)
v4.10

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
Where applicable, the following conditions were entered into the methods.
Molecular formula: C30 H54 O3 S1
SMILES Notation: CCCCCCCCCCCCCCCCCCCCCCCCC1=CC=CC=C1S(=O)(=O)[O-].[Na+]

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
The biodegradation potential was estimated by using quantitative structure-activity relationship (QSAR) methods.
Full details can be find in the software package BIOWIN v4.10, US Environmental Protection Agency. Office of Chemical Safety and Pollution Prevention, 1200 Pennsylvania Ave, N.W. Washington DC, 20460-0001, USA. The model applies the following methodology to generate predictions:


5. APPLICABILITY DOMAIN
The fragments presents in the molecule are within the applicability domain of the model.


6. ADEQUACY OF THE RESULT
Substance falls within the boundaries of the model.

Guideline:

other:

Version / remarks:

Reach Guidance on QSAR - R.6

Deviations:

no

Principles of method if other than guideline:

- Software tool(s) used including version: EPISuite BIOWIN
- Model(s) used: Version 4.10

Key result

Parameter:

probability of ready biodegradability (QSAR/QSPR)

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

SMILES : CCCCCCC(CCCC)c1ccc(C(CCCC)CCCCCC)cc1S(=O)(=O)O

CHEM : HABS 2

MOL FOR: C28 H50 O3 S1

MOL WT : 466.77

--------------------------- BIOWIN v4.10 Results ----------------------------

Biowin1 (Linear Model Prediction) : Biodegrades Fast

Biowin2 (Non-Linear Model Prediction): Biodegrades Fast

Biowin3 (Ultimate Biodegradation Timeframe): Days-Weeks

Biowin4 (Primary Biodegradation Timeframe): Days

Biowin5 (MITI Linear Model Prediction) : Does Not Biodegrade Fast

Biowin6 (MITI Non-Linear Model Prediction): Does Not Biodegrade Fast

Biowin7 (Anaerobic Model Prediction): Does Not Biodegrade Fast

Ready Biodegradability Prediction: NO

------+-----+--------------------------------------------+---------+---------

TYPE | NUM | Biowin1 FRAGMENT DESCRIPTION | COEFF | VALUE

------+-----+--------------------------------------------+---------+---------

Frag | 4 | Linear C4 terminal chain [CCC-CH3] | 0.1084 | 0.4337

Frag | 1 | Sulfonic acid / salt -> aromatic attach | -0.2238 | -0.2238

Frag | 2 | Alkyl substituent on aromatic ring | 0.0547 | 0.1093

MolWt| * | Molecular Weight Parameter | | -0.2222

Const| * | Equation Constant | | 0.7475

============+============================================+=========+=========

RESULT | Biowin1 (Linear Biodeg Probability) | | 0.8446

============+============================================+=========+=========

------+-----+--------------------------------------------+---------+---------

TYPE | NUM | Biowin2 FRAGMENT DESCRIPTION | COEFF | VALUE

------+-----+--------------------------------------------+---------+---------

Frag | 4 | Linear C4 terminal chain [CCC-CH3] | 1.8437 | 7.3748

Frag | 1 | Sulfonic acid / salt -> aromatic attach | -1.0283 | -1.0283

Frag | 2 | Alkyl substituent on aromatic ring | 0.5771 | 1.1542

MolWt| * | Molecular Weight Parameter | | -6.6281

============+============================================+=========+=========

RESULT | Biowin2 (Non-Linear Biodeg Probability) | | 0.9798

============+============================================+=========+=========

A Probability Greater Than or Equal to 0.5 indicates --> Biodegrades Fast

A Probability Less Than 0.5 indicates --> Does NOT Biodegrade Fast

------+-----+--------------------------------------------+---------+---------

TYPE | NUM | Biowin3 FRAGMENT DESCRIPTION | COEFF | VALUE

------+-----+--------------------------------------------+---------+---------

Frag | 4 | Linear C4 terminal chain [CCC-CH3] | 0.2983 | 1.1934

Frag | 1 | Sulfonic acid / salt -> aromatic attach | 0.1422 | 0.1422

Frag | 2 | Alkyl substituent on aromatic ring | -0.0749 | -0.1497

MolWt| * | Molecular Weight Parameter | | -1.0315

Const| * | Equation Constant | | 3.1992

============+============================================+=========+=========

RESULT | Biowin3 (Survey Model - Ultimate Biodeg) | | 3.3535

============+============================================+=========+=========

------+-----+--------------------------------------------+---------+---------

TYPE | NUM | Biowin4 FRAGMENT DESCRIPTION | COEFF | VALUE

------+-----+--------------------------------------------+---------+---------

Frag | 4 | Linear C4 terminal chain [CCC-CH3] | 0.2691 | 1.0763

Frag | 1 | Sulfonic acid / salt -> aromatic attach | 0.0216 | 0.0216

Frag | 2 | Alkyl substituent on aromatic ring | -0.0685 | -0.1371

MolWt| * | Molecular Weight Parameter | | -0.6734

Const| * | Equation Constant | | 3.8477

============+============================================+=========+=========

RESULT | Biowin4 (Survey Model - Primary Biodeg) | | 4.1351

============+============================================+=========+=========

Result Classification: 5.00 -> hours 4.00 -> days 3.00 -> weeks

(Primary & Ultimate) 2.00 -> months 1.00 -> longer

------+-----+--------------------------------------------+---------+---------

TYPE | NUM | Biowin5 FRAGMENT DESCRIPTION | COEFF | VALUE

------+-----+--------------------------------------------+---------+---------

Frag | 1 | Sulfonic acid / salt -> aromatic attach | 0.0221 | 0.0221

Frag | 2 | Aromatic-CH | -0.0098 | -0.0195

Frag | 3 | Aromatic-H | 0.0082 | 0.0247

Frag | 4 | Methyl [-CH3] | 0.0004 | 0.0016

Frag | 16 | -CH2- [linear] | 0.0494 | 0.7907

MolWt| * | Molecular Weight Parameter | | -1.3886

Const| * | Equation Constant | | 0.7121

============+============================================+=========+=========

RESULT | Biowin5 (MITI Linear Biodeg Probability) | | 0.1431

============+============================================+=========+=========

------+-----+--------------------------------------------+---------+---------

TYPE | NUM | Biowin6 FRAGMENT DESCRIPTION | COEFF | VALUE

------+-----+--------------------------------------------+---------+---------

Frag | 1 | Sulfonic acid / salt -> aromatic attach | 0.6780 | 0.6780

Frag | 2 | Aromatic-CH | 0.2624 | 0.5248

Frag | 3 | Aromatic-H | 0.1201 | 0.3604

Frag | 4 | Methyl [-CH3] | 0.0194 | 0.0777

Frag | 16 | -CH2- [linear] | 0.4295 | 6.8719

MolWt| * | Molecular Weight Parameter | |-13.4750

============+============================================+=========+=========

RESULT |Biowin6 (MITI Non-Linear Biodeg Probability)| | 0.0804

============+============================================+=========+=========

A Probability Greater Than or Equal to 0.5 indicates --> Readily Degradable

A Probability Less Than 0.5 indicates --> NOT Readily Degradable

------+-----+--------------------------------------------+---------+---------

TYPE | NUM | Biowin7 FRAGMENT DESCRIPTION | COEFF | VALUE

------+-----+--------------------------------------------+---------+---------

Frag | 4 | Linear C4 terminal chain [CCC-CH3] | -0.3177 | -1.2709

Frag | 1 | Sulfonic acid / salt -> aromatic attach | -0.3768 | -0.3768

Frag | 2 | Alkyl substituent on aromatic ring | -0.1145 | -0.2289

Frag | 2 | Aromatic-CH | 0.0331 | 0.0662

Frag | 3 | Aromatic-H | -0.0954 | -0.2863

Frag | 4 | Methyl [-CH3] | -0.0796 | -0.3183

Frag | 16 | -CH2- [linear] | 0.0260 | 0.4158

Const| * | Equation Constant | | 0.8361

============+============================================+=========+=========

RESULT | Biowin7 (Anaerobic Linear Biodeg Prob) | | -1.1631

============+============================================+=========+=========

A Probability Greater Than or Equal to 0.5 indicates --> Biodegrades Fast

A Probability Less Than 0.5 indicates --> Does NOT Biodegrade Fast

Ready Biodegradability Prediction: (YES or NO)

----------------------------------------------

Criteria for the YES or NO prediction: If the Biowin3 (ultimate survey

model) result is "weeks" or faster (i.e. "days", "days to weeks", or

"weeks" AND the Biowin5 (MITI linear model) probability is >= 0.5, then

the prediction is YES (readily biodegradable). If this condition is not

satisfied, the prediction is NO (not readily biodegradable). This method

is based on application of Bayesian analysis to ready biodegradation data

(see Help). Biowin5 and 6 also predict ready biodegradability, but for

degradation in the OECD301C test only; using data from the Chemicals

Evaluation and Research Institute Japan (CERIJ) database.

Validity criteria fulfilled:

not applicable

Interpretation of results:

not readily biodegradable

Conclusions:

The ready biodegradation property of the substance was investigated using QSAR approach with Biowin v4.10 plug-in from EPISUITE v4.1 from US EPA.
The Biowin 3 result is "days_weeks" and the Biowin 5 probability is less than 0.5; therefore the prediction is not readily biodegradable. In addition, Biowin 6 also predicted to be not readily biodegradable, corresponding to a degradation in the OECD 301C test. In conclusion, it's expected that the substance is not readily biodegradable.

Description of key information

The Biowin 3 result is "days-weeks" and the Biowin 5 probability is less than 0.5; therefore the prediction is not readily biodegradable. In addition, Biowin 6 also predicted to be not readily biodegradable, corresponding to a degradation in the OECD 301C test. In conclusion, it's expected that the substance is not readily biodegradable.

Key value for chemical safety assessment

Biodegradation in water:

under test conditions no biodegradation observed