N-(phenylsulphonyl)benzenesulphonamide

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 (IUPAC name): N-(benzenesulfonyl)benzenesulfonamide
- Common name: N-(phenylsulphonyl)benzenesulphonamide
- Molecular formula : C12H11NO4S2
- Molecular weight : 297.354 g/mol
- Smiles notation :
O=S(=O)(NS(=O)(=O)c1ccccc1)c1ccccc1
- InChl : 1S/C12H11NO4S2/c14-18(15,11-7-3-1-4-8-11)13-19(16,17)12-9-5-2-6-10-12/h1-10,13H
- 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)(NS(=O)(=O)c(cccc1)c1)c(cccc2)c2

CHEM : Benzenesulfonamide, N-(phenylsulfonyl)-

MOL FOR: C12 H11 N1 O4 S2

MOL WT : 297.35

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

Summary Results:

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

Biotransformation Half-Life (days) : 0.029 (normalized to 10 g fish)

Log BAF (Arnot-Gobas upper trophic): 0.03 (BAF = 1.08 L/kg wet-wt)

Log Kow (experimental): 0.52

Log Kow used by BCF estimates: 0.52

Equation Used to Make BCF estimate:

Log BCF = 0.50

Correction(s): Value

Correction Factors Not Used for Log Kow < 1

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

Validity criteria fulfilled:

not specified

Conclusions:

The bioconcentration factor (BCF) of N-(benzenesulfonyl)benzenesulfonamide 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 N-(benzenesulfonyl)benzenesulfonamide 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 N-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4). The bioconcentration factor (BCF) of N-(benzenesulfonyl)benzenesulfonamide 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 N-(benzenesulfonyl)benzenesulfonamide 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 N-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4). The bioconcentration factor (BCF) of N-(benzenesulfonyl)benzenesulfonamide 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 N-(benzenesulfonyl)benzenesulfonamide 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 N-(benzenesulfonyl)benzenesulfonamide(CAS No. 2618-96-4) and supporting weight of evidence study for its structurally similar read across substance were reviewed for the bioaccumulation end point which are summarized as below:

 

In aprediction done using theBCFBAF Program(v3.01) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the bioconcentration factor (BCF) of test chemical N-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4). The bioconcentration factor (BCF) of N-(benzenesulfonyl)benzenesulfonamide 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), theBio-concentration Factor (BCF) over the entire pH scale (pH 0 -14) of the test substance N-(benzenesulfonyl)benzenesulfonamide (CAS no. 2618 -96 -4) was estimated to be 1.

 

Bioconcentration Factor (BCF) of test chemical N-(benzenesulfonyl)benzenesulfonamide was estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance N-(benzenesulfonyl)benzenesulfonamide 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 N-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4). The bioconcentration factor (BCF) of N-(benzenesulfonyl)benzenesulfonamide 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 N-(benzenesulfonyl)benzenesulfonamide was estimated to be 1.98 dimensionless . The predicted BCF result based on the 5 OECD principles.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical 4-amino-N-(quinoxalin-2-yl)benzene-1-sulfonamide (CAS no. 59-40-5), bioaccumulation experiment was conducted for estimating the BCF (bioaccumulation factor) value of read across chemical 4-amino-N-(quinoxalin-2-yl)benzene-1-sulfonamide. The bioaccumulation factor (BCF) value was calculated using a logKow of 1.68 and a regression-derived equation. The estimated BCF (bioaccumulation factor) value of 4 -amino-N-(quinoxalin-2 -yl)benzene-1 -sulfonamide was determined to be 11 dimensionless.

 

For the read across chemical3-nitro-N-phenyl-4-(phenylamino)benzene-1-sulfonamide (CAS no. 5124-25-4),bioaccumulation study was conducted on test organism Cyprinus carpio for 6 weeks for evaluating the bioconcentration factor (BCF value) of read across chemical 3-nitro-N-phenyl-4-(phenylamino)benzene-1-sulfonamide (J-CHECK, 2017 and EnviChem, 2014).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. Test chemical nominal conc. used for the study were 0.5mg/l and 0.05 mg/l, respectively. Test chemical solution was prepared in HC0 40, Olive oil or Polyvinyl alcohol, respectively. Analytical method involve the recovery ratio: Test water :1st concentration area : 97.2 %, 2nd concentration area : 94.2 %, Fish : 88.7 %, - Limit of detection : Test water : 1 concentration area : 0.015 microg/mL, 2nd concentration area : 0.0016 microg/mL, Fish : 0.14 microg/g. Range finding study involve the LC50 (48 hr) ≥ 250 mg/l on Rice fish (Oryzias latipes). Lipid content of the test organism Cyprinus carpio was determined to be 4.7% at the start of exposure. The bioconcentration factor (BCF value) of substance 3-nitro-N-phenyl-4-(phenylamino)benzene-1-sulfonamide on Cyprinus carpio was determined to be in the range of 17-30 L/Kg at a conc. of 0.5 mg/l and 33-48 L/Kg at a conc. of 0.05 mg/l, respectively.

 

On the basis of above results for target chemicalN-(benzenesulfonyl)benzenesulfonamide(from EPI suite, ACD labs,ChemSpider and CompTox Chemistry Dashboard,  2017) and for its read across substance from authoritative database (HSDB, J-CHECK and Envichem), it can be concluded that the BCF value of test substanceN-(benzenesulfonyl)benzenesulfonamideranges from 1 – 3.162 which does not exceed the bioconcentration threshold of 2000, indicating that the chemical N-(benzenesulfonyl)benzenesulfonamide is not expected to bioaccumulate in the food chain.