2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate

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): 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate
- Molecular formula: C9H13NO7S2
- Molecular weight: 311.3337 g/mol
- Smiles notation: COC1=C(C=CC(=C1)S(=O)(=O)CCOS(=O)(=O)O)N
- InChl: 1S/C9H13NO7S2/c1-16-9-6-7(2-3-8(9)10)18(11,12)5-4-17-19(13,14)15/h2-3,6H,4-5,10H2,1H3,(H,13,14,15)
- 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 : COc1c(ccc(c1)S(=O)(=O)CCOS(=O)(=O)O)N

CHEM :

MOL FOR: C9 H13 N1 O7 S2

MOL WT : 311.33

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

Summary Results:

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

Biotransformation Half-Life (days) : 0.000735 (normalized to 10 g fish)

Log BAF (Arnot-Gobas upper trophic): -0.05 (BAF = 0.893 L/kg wet-wt)

Log Kow (experimental): not available from database

Log Kow used by BCF estimates: -3.60

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-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate 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-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate 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 -amino-3 -methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (CAS No. 26672 -22 -0). The bioconcentration factor (BCF) of 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate 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-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate 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 -amino-3 -methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (CAS No. 26672 -22 -0). The bioconcentration factor (BCF) of 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate 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-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate 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-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (CAS No. 26672-22-0) 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 -[(4 -amino-3 -methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (CAS No. 26672 -22 -0). The bioconcentration factor (BCF) of 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate 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-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate is not expected to bioaccumulate in the food chain.

 

In an another prediction done by using Bio-concentration Factor (v12.1.0.50374) module ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017), theBio-concentration Factor (BCF) over the entire pH scale (pH 1 -14) of the test substance 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (CAS no. 26672 -22 -0) was estimated to be 1. This value indicates that the test substance 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate was considered to be non-accumulative in aquatic organisms.

 

Bioconcentration Factor (BCF) of test chemical 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate was estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate was estimated to be 1 at both pH 5.5 and 7.4, respectively, which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate 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-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (CAS No. 26672 -22 -0). The bioconcentration factor (BCF) of 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate was estimated to be 1 (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate is not expected to bioaccumulate in the food chain.

 

In a supporting weight of evidence study from authoritative database (J-CHECK, 2017) for the read across chemical 2-amino-5-methylbenzenesulfonic 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 2-amino-5-methylbenzenesulfonic 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", respectively. Cyprinus carpio was used as a test organism for the study. Test chemical nominal conc. used for the study were 2mg/l and 0.2mg/l, respectively. Range finding study involve the TLm (48 hr) 480 mg/l (w/v) on Rice fish (Oryzias latipes).The bioconcentration factor (BCF value) of substance 2-amino-5-methylbenzenesulfonic acid on Cyprinus carpio was determined to be ≤ 0.4 L/Kg at a conc. of 2mg/l and ≤ 4.0 L/Kg at a conc. of 0.2mg/l, respectively, which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 2 -amino-5 -methylbenzenesulfonic acid is not expected to bioaccumulate in the food chain.

 

For the read across chemical 2-(3-((4-Amino-9,10-dihydro-3-sulpho-9,10-dioxoanthracen-4-yl)amino)benzenesulphonyl)vinyl disodium sulphate (CAS no. 2580-78-1), bioaccumulation study was conducted on test organism Cyprinus carpio for 28 days for evaluating the bioconcentration factor (BCF value) of 2-(3-((4-Amino-9,10-dihydro-3-sulpho-9,10-dioxoanthracen-4-yl)amino)benzenesulphonyl)vinyl disodium sulphate (J-CHECK, 2017).The study was performed according to OECD Guideline 305 (Bioconcentration: Flow-through Fish Test) andother 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 1.04mg/land 0.104 mg/l, respectively.Analytical method involve therecovery ratio: Test water :100 % (Only dilution was conducted as the pretreatment in the test water analysis.), Fish : 72.3 %, - Limit of quantitation : Test water : 1st concentration area : 0.094 mg/L, 2nd concentration area : 0.0094 mg/L, Fish : 1.2 microg/g.Range finding study involve the LC50 (48 hr) > 104 mg/l onRice fish (Oryzias latipes). Lipid content of the test organismCyprinus carpiowas determined to be1.24 and 1.41% at the start and end of exposure. The bioconcentration factor (BCF value) of substance 2-(3-((4-Amino-9,10-dihydro-3-sulpho-9,10-dioxoanthracen-4-yl)amino)benzenesulphonyl)vinyl disodium sulphate on Cyprinus carpio was determined to be ≤ 1.2 L/Kg at a conc. of 1.04 mg/l and ≤ 13 L/Kg at a conc. of 0.104 mg/l, respectively, which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 2-(3-((4-Amino-9,10-dihydro-3-sulpho-9,10-dioxoanthracen-4-yl)amino)benzenesulphonyl)vinyl disodium sulphate is not expected to bioaccumulate in the food chain.

 

On the basis of above results for target chemical 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (from EPI suite, ACD labs,ChemSpider and SciFinder database, 2017) and for its read across substance (from authoritative database J-CHECK), it can be concluded that the BCF value of test substance2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate ranges from 1.0 – 3.162 which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate is not expected to bioaccumulate in the food chain.