2-amino-3,5-xylenesulphonic acid

Bioaccumulation: aquatic / sediment

Link to relevant study record(s)

Reference

Endpoint:

bioaccumulation in aquatic species, other

Type of information:

calculation (if not (Q)SAR)

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

accepted calculation method

Justification for type of information:

Estimated data generated using the EPI Suite program developed by the USEPA.

Qualifier:

according to guideline

Guideline:

other: Modeling database

Principles of method if other than guideline:

Prediction done using BCFBAF (v3.01) model

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material: 2-amino-3,5-dimethylbenzene-1-sulfonic acid
- Molecular formula: C8H11NO3S
- Molecular weight: 201.245 g/mol
- Smiles notation: O=S(=O)(O)c1c(N)c(cc(C)c1)C
- InChl: 1S/C8H11NO3S/c1-5-3-6(2)8(9)7(4-5)13(10,11)12/h3-4H,9H2,1-2H3,(H,10,11,12)
- Substance type: Organic
- Physical state: Solid

Radiolabelling:

not specified

Vehicle:

not specified

Test organisms (species):

other: Fish

Route of exposure:

aqueous

Test type:

not specified

Water / sediment media type:

natural water: freshwater

Test temperature:

25 deg.C

Reference substance (positive control):

not specified

Key result

Temp.:

25 °C

Type:

BCF

Value:

3.162 L/kg

Basis:

whole body w.w.

Calculation basis:

other: estimated

Remarks on result:

other: Non-bioaccumulative

BCFBAF Program (v3.01) Results:

==============================

SMILES : O=S(=O)(O)c(c(N)c(cc1C)C)c1

CHEM : Benzenesulfonic acid, 2-amino-3,5-dimethyl-

MOL FOR: C8 H11 N1 O3 S1

MOL WT : 201.24

--------------------------------- BCFBAF v3.01 --------------------------------

Summary Results:

Log BCF (regression-based estimate): 0.50 (BCF = 3.16 L/kg wet-wt)

Biotransformation Half-Life (days) : 0.00463 (normalized to 10 g fish)

Log BAF (Arnot-Gobas upper trophic): -0.05 (BAF = 0.895 L/kg wet-wt)

Log Kow (experimental): not available from database

Log Kow used by BCF estimates: -0.99

Equation Used to Make BCF estimate:

Log BCF = 0.50 (Ionic; Log Kow dependent)

Estimated Log BCF = 0.500 (BCF = 3.162 L/kg wet-wt)

Validity criteria fulfilled:

not specified

Conclusions:

The bioconcentration factor (BCF) of 2-amino-3,5-dimethylbenzene-1-sulfonic acid was estimated to be 3.162 L/kg whole body w.w (at 25 deg C) which does not exceed the bioconcentration threshold of 2000, indicating that the chemical is not expected to bioaccumulate in the food chain.

Executive summary:

BCFBAF model (v3.01) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the bioconcentration factor (BCF) of test chemical 2-amino-3,5 -dimethylbenzene-1 -sulfonic acid (CAS No. 88 -22 -2). The bioconcentration factor (BCF) of 2-amino-3,5-dimethylbenzene-1-sulfonic acid was estimated to be 3.162 L/kg whole body w.w (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical 2-amino-3,5-dimethylbenzene-1-sulfonic acid is not expected to bioaccumulate in the food chain.

Description of key information

BCFBAF model (v3.01) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the bioconcentration factor (BCF) of test chemical 2-amino-3,5 -dimethylbenzene-1 -sulfonic acid (CAS No. 88 -22 -2). The bioconcentration factor (BCF) of 2-amino-3,5-dimethylbenzene-1-sulfonic acid was estimated to be 3.162 L/kg whole body w.w (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical 2-amino-3,5-dimethylbenzene-1-sulfonic acid is not expected to bioaccumulate in the food chain.

Key value for chemical safety assessment

BCF (aquatic species):

3.162 L/kg ww

Additional information

Various predicted data for the target compound 2-amino-3,5-dimethylbenzene-1-sulfonic acid (CAS No. 88-22-2) and supporting weight of evidence study for its read across substance were reviewed for the bioaccumulation end point which are summarized as below:

 

In aprediction done using the BCFBAF Program(v3.01) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the bioconcentration factor (BCF) of test chemical 2-amino-3,5 -dimethylbenzene-1 -sulfonic acid (CAS No. 88 -22 -2). The bioconcentration factor (BCF) of 2-amino-3,5-dimethylbenzene-1-sulfonic acid was estimated to be 3.162 L/kg whole body w.w (at 25 deg C).

 

In an another prediction done by using Bio-concentration Factor (v12.1.0.50374) moduleACD (Advanced Chemistry Development)/I-Lab predictive module, 2017), theBCF over the entire pH scale (pH 1 -14) of the test substance 2-amino-3,5-dimethylbenzene-1-sulfonic acid (CAS no. 88 -22 -2) was estimated to be 1.

 

Bioconcentration Factor (BCF) of test chemical 2-amino-3,5-dimethylbenzene-1-sulfonic acid was estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance 2-amino-3,5-dimethylbenzene-1-sulfonic acid was estimated to be 1 at both pH 5.5 and 7.4, respectively.

 

Another predicted data was estimated usingSciFinder database (American Chemical Society (ACS), 2017) was used for predicting the bioconcentration factor (BCF) of test chemical 2-amino-3,5-dimethylbenzene-1-sulfonic acid (CAS No. 88 -22 -2). The bioconcentration factor (BCF) of 2-amino-3,5-dimethylbenzene-1-sulfonic acid was estimated to be 1 (at 25 deg C).

 

From CompTox Chemistry Dashboard using OPERA (OPEn (quantitative) structure-activity Relationship Application)  V1.02 model in which calculation based on PaDEL descriptors (calculate molecular descriptors and fingerprints of chemical), the bioaccumulation i.e BCF for test substance 2-amino-3,5-dimethylbenzene-1-sulfonic acid was estimated to be 6.20 dimensionless . The predicted BCF result based on the 5 OECD principles.

 

In a supporting weight of evidence study from authoritative database (J-CHECK, 2017 and EnviChem, 2014) for read across substance2-amino-5-methylbenzene sulfonic acid (CAS no. 88-44-8), bioaccumulation experiment was conducted on test organism Cyprinus carpio for 6 weeks for evaluating the bioconcentration factor (BCF value) of read across substance 2-amino-5-methylbenzene sulfonic acid. The study was performed according to other guideline "Bioaccumulation test of a chemical substance in fish or shellfish" provided in "the Notice on the Test Method Concerning New Chemical Substances". Cyprinus carpio was used as a test organism for the study. Test chemical nominal conc. used for the study were 2 mg/l and 0.2 mg/l, respectively. Range finding study involve the TLm (48hr) 480 mg/l (w/v) on Rice fish (Oryzias latipes).The bioconcentration factor (BCF value) of substance 2-amino-5-methylbenzene sulfonic acid on Cyprinus carpio was determined to be ≤ 0.4 L/Kg at a conc. of 2 mg/l and ≤ 4 L/Kg at a conc. of 0.2 mg/l, respectively.

 

For the read across chemical sodium 2-amino-4-chloro-5-methylbenzene-1-sulfonate (CAS no. 6627-59-4), bioaccumulation study was conducted on test organism Cyprinus carpio for 28 days for evaluating the bioconcentration factor (BCF value) of read across substance sodium 2 -amino-4 -chloro-5 -methylbenzene-1 –sulfonate (J-CHECK, 2017). The study was performed according to other guideline "Bioaccumulation test of a chemical substance in fish or shellfish" provided in "the Notice on the Test Method Concerning New Chemical Substances", respectively. Cyprinus carpio was used as a test organism for the study. Details on analytical methods involve the recovery ratio: Test water: 99.3%, Fish: 89.7%, - Limit of quantitation: Test water: 1st concentration area: 5µg/l, 2nd concentration area: 0.5 µg/l, Fish : 430 ng/g. Test chemical nominal conc. used for the study were 200µg/l and 20µg/l, respectively. Range finding study involve the LC50(96 hr) > 100 mg/l on Rice fish (Oryzias latipes). Lipid content of the test organism was determined to be 8.2 and 7% at the start and end of exposure, respectively. The bioconcentration factor (BCF value) of substance sodium 2 -amino-4 -chloro-5 -methylbenzene-1 -sulfonate on Cyprinus carpio was determined to be <3 L/Kg at a conc. of 200µg/l and <24 L/Kg at a conc. of 20µg/l, respectively.

 

On the basis of above results for target chemical 2-amino-3,5-dimethylbenzene-1-sulfonic acid(from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,  2017) and for its read across substance (from authoritative database J-CHECK and EnviChem), it can be concluded that the BCF value of test substance 2-amino-3,5-dimethylbenzene-1-sulfonic acid ranges from 1 – 6.20 which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 2-amino-3,5-dimethylbenzene-1-sulfonic acidis not expected to bioaccumulate in the food chain.