2-(4-aminoanilino)-5-nitrobenzenesulphonic 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-[(4-aminophenyl) amino]-5-nitrobenzenesulfonic acid
- Molecular formula: C12H11N3O5S
- Molecular weight: 309.301 g/mol
- Smiles notation : O=S(=O)(O)c1c(Nc2ccc(N)cc2)ccc([N+]([O])=O)c1
- InChl : 1S/C12H11N3O5S/c13-8-1-3-9(4-2-8)14-11-6-5-10(15(16)17)7-12(11)21(18,19)20/h1-7,14H,13H2,(H,18,19,20)
- Substance type: Organic
- Physical Appearance: 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

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(Nc(ccc(N)c1)c1)ccc2N(=O)(=O))c2

CHEM : Benzenesulfonic acid, 2- (4-aminophenyl)amino -5-nitro-

MOL FOR: C12 H11 N3 O5 S1

MOL WT : 309.30

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

Summary Results:

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

Biotransformation Half-Life (days) : 0.00654 (normalized to 10 g fish)

Log BAF (Arnot-Gobas upper trophic): -0.05 (BAF = 0.896 L/kg wet-wt)

Log Kow (experimental): not available from database

Log Kow used by BCF estimates: -0.94

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-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic 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 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-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid (CAS No. 91 -29 -2). The bioconcentration factor (BCF) 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 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic 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-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid (CAS No. 91 -29 -2). The bioconcentration factor (BCF) 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 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic 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-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid (CAS No. 91-29-2) were reviewed for the bioaccumulation end point which are summarized as below:

 

Using the BCFBAF Program(v3.01) of Estimation Programs Interface (EPI Suite, 2017) the bioconcentration factor (BCF) of 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic 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 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid is not expected to bioaccumulate in the food chain.

 

In an another prediction done by using Bio-concentration Factor (v12.1.0.50374) module, the BCF over the entire pH scale (pH 0 - 14) of the test substance 2-[(4-aminophenyl) amino]-5-nitrobenzenesulfonic acid (CAS no. 91 -29 -2) was estimated to be 1. This value indicates that the substance 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid was considered to be non-accumulative in aquatic organisms.

 

Bioaccumulation test was conducted for estimating the bioconcentration factor (BCF) of test chemical 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid (CAS no. 91 -29 -2)(ChemSpider, 2017). The bioconcentration factor (BCF) of 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid was estimated to be 1 at pH 5.5 and 7.4, respectively, which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid is not expected to bioaccumulate in the food chain.

 

Another predicted data was estimated usingSciFinder database (American Chemical Society (ACS), 2017) was used for predicting the bioconcentration factor (BCF) of test chemical 2 -[(4 -aminophenyl)amino]-5 -nitrobenzenesulfonic acid (CAS No. 91 -29 -2). The bioconcentration factor (BCF) of 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid was estimated to be 1 (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical is not expected to bioaccumulate in the food chain.

 

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-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid was estimated to be 5.53 dimensionless . The predicted BCF result based on the 5 OECD principles. Thus based on the result it is concluded that the test substance 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid is non-bioaccumulative in nature.

 

On the basis of above results for target chemical2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid(from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,  2017), it can be concluded that the BCF value of test substance2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid ranges from 1 – 5.53 which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 2-[(4-aminophenyl)amino]-5-nitrobenzenesulfonic acid is not expected to bioaccumulate in the food chain.