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Environmental fate & pathways

Bioaccumulation: aquatic / sediment

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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:
Data is from computational model developed by USEPA
Reference:
Composition 1
Qualifier:
according to
Guideline:
other: Modeling database
Principles of method if other than guideline:
BCFBAF Program (v3.00)
GLP compliance:
not specified
Test material information:
Composition 1
Specific details on test material used for the study:
- Name ( regulatory process): 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate

- Name of test material (as cited in study report): Acetamide, N- 3- bis 2-(acetyloxy)ethyl amino phenyl

- Molecular formula : C16H22N2O5

- Molecular weight : 322.359 g/mole

- Smiles notation : O=C(OCCN(c1cccc(NC(=O)C)c1)CCOC(=O)C)C
- InChl: 1S/C16H22N2O5/c1-12(19)17-15-5-4-6-16(11-15)18(7-9-22-13(2)20)8-10-23-14(3)21/h4-6,11H,7-10H2,1-3H3,(H,17,19)

- Substance type: Organic
-Physical state: white to off white coloured powder
Radiolabelling:
not specified
Vehicle:
not specified
Test organisms (species):
other: Fish
Route of exposure:
aqueous
Test type:
other: estimated
Water / sediment media type:
natural water: freshwater
Test temperature:
25 deg C
Key result
Temp.:
25 °C
Type:
BCF
Value:
3.561 L/kg
Basis:
whole body w.w.
Calculation basis:
other: estimated
Remarks on result:
other: Non bioaccumulative

BCFBAF Program (v3.01) Results:

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

SMILES : O=C(OCCN(c(cccc1NC(=O)C)c1)CCOC(=O)C)C

CHEM : Acetamide, N- 3- bis 2-(acetyloxy)ethyl amino phenyl -

MOL FOR: C16 H22 N2 O5

MOL WT : 322.36

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

Summary Results:

Log BCF (regression-based estimate): 0.55 (BCF = 3.56 L/kg wet-wt)

Biotransformation Half-Life (days) : 0.000416 (normalized to 10 g fish)

Log BAF (Arnot-Gobas upper trophic): 0.12 (BAF = 1.33 L/kg wet-wt)

Log Kow (experimental): not available from database

Log Kow used by BCF estimates: 1.34

Equation Used to Make BCF estimate:

Log BCF = 0.6598 log Kow - 0.333 + Correction

Correction(s): Value

No Applicable Correction Factors

Estimated Log BCF = 0.552 (BCF = 3.561 L/kg wet-wt)

Validity criteria fulfilled:
not specified
Conclusions:
From BCFBAF Program (v3.00) model of EPI suite and the estimated bio concentration factor (BCF) for 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059-08-1) is 3.561 L/kg wet-wt which does not exceed the bioconcentration threshold of 2000.Thus it is concluded that the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate is not expected to bio accumulate in the aquatic environment
Executive summary:

From BCFBAF Program (v3.00) model of EPI suite and the estimated bio concentration factor (BCF) for 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059 -08 -1) is 3.561 L/kg wet-wt which does not exceed the bioconcentration threshold of 2000.Thus it is concluded that the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate is not expected to bio accumulate in the aquatic environment.

Description of key information

From BCFBAF Program (v3.00) model of EPI suite and the estimated bio concentration factor (BCF) for2,2'-[(3-acetamidophenyl)imino]diethyl diacetate(CAS No: 27059 -08 -1) is 3.561L/kg wet-wt which does not exceed the bioconcentration threshold of 2000.Thus it is concluded that the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate is not expected to bio accumulate in the aquatic environment.

Key value for chemical safety assessment

BCF (aquatic species):
3.561 L/kg ww

Additional information

Various predicted data for the target compound2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No. 27059-08-1) and its supporting weight of evidence study of read across substance from secondary source were reviewed for the bioaccumulation end point which are summarized as below:

In a prediction done using BCFBAF Program (v3.00) model of EPI suite 2017 bio concentration factor (BCF) for 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059 -08 -1) estimated was 3.561 L/kg wet-wt which does not exceed the bioconcentration threshold of 2000.

In another prediction done using Bio-concentration Factor (v12.1.0.50374)(ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017)Bio-concentration Factor at range pH 1-14  of the chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no.27059 -08 -1)  estimated to be between range 1- 4.90 dimensionless.

Another predicted data was estimated using Sci Finder database ( American Chemical Society (ACS), 2017)The Bioconcentration factor (BCF) for test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1) was predicted in aquatic organisms at pH 1-10 and temperature 25 °C. The Bioconcentration factor (BCF) of test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate at pH 1-10 and temperature 25 °C was estimated to be between range 1-9.89 dimensionless.

 

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 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1)was estimated to be 5.26 dimensionless . The predicted BCF result based on the 5 OECD principles.

Using Chemspider-ACD/Phychem suite prediction modelthe Bioconcentration factor (BCF) for test chemical  2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059-08-1) was predicted in aquatic organisms at pH 5.5 and pH 7.4. The Bioconcentration factor (BCF) of test substance  2,2'-[(3-acetamidophenyl)imino]diethyl diacetate  at pH 5.5 was estimated to be 5.82 dimensionless and pH 7.4 is was estimated to be 66.26 dimensionless.

The supporting weight of evidence study of read across chemical2-2-(acetyloxy)ethyl acetate (CAS no. 111-55-7) (seconadary source HSDB, 2017) BCF value estimated was 1.2 and it is estimated by using log Kow of 0.4 and recommended regression derived equation.

 

On the basis of above results for target chemical2,2'-[(3-acetamidophenyl)imino]diethyl diacetate(from EPI suite, ACD labs, Sci Finder database, CompTox Chemistry Dashboard and ChemSpider,2017) and its supporting weight of evidence study from secondary source HSDB it can be concluded that the BCF value of test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ranges from 1.0-9.89 which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetateis not expected to bioaccumulate in the food chain.