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Environmental fate & pathways

Bioaccumulation: aquatic / sediment

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Reference
Endpoint:
bioaccumulation in aquatic species, other
Remarks:
aquatic organisms
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:
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: 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride
- Molecular formula: C8H9Cl3O
- Molecular weight: 227.517
- Smiles notation: O=C([C@@H]1C(C)(C)[C@@H]1\C=C(/Cl)Cl)Cl
- InChl: 1S/C8H9Cl3O/c1-8(2)4(3-5(9)10)6(8)7(11)12/h3-4,6H,1-2H3
- Substance type: Organic
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:
33.57 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(C(C1(C)C)C1C=C(CL)CL)CL

CHEM : Cyclopropanecarbonyl chloride, 3-(2,2-dichloroethenyl)-2,2-dimethyl-

MOL FOR: C8 H9 CL3 O1

MOL WT : 227.52

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

Summary Results:

Log BCF (regression-based estimate): 1.53 (BCF = 33.6 L/kg wet-wt)

Biotransformation Half-Life (days) : 0.606 (normalized to 10 g fish)

Log BAF (Arnot-Gobas upper trophic): 1.74 (BAF = 54.3 L/kg wet-wt)

Log Kow (experimental): not available from database

Log Kow used by BCF estimates: 2.82

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 = 1.526 (BCF = 33.57 L/kg wet-wt)

Validity criteria fulfilled:
not specified
Conclusions:
The bioconcentration factor (BCF) of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 33.57 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 3 -(2,2 -dichloroethenyl)-2,2 -dimethylcyclopropane-1 -carbonyl chloride(CAS No. 52314 -67 -7). The bioconcentration factor (BCF) of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 33.57 L/kg whole body w.w (at 25 deg C) which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 3-(2,2-dichloroethenyl) -2,2 -dimethylcyclopropane-1-carbonyl chloride  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 3 -(2,2 -dichloroethenyl)-2,2 -dimethylcyclopropane-1 -carbonyl chloride(CAS No. 52314 -67 -7). The bioconcentration factor (BCF) of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 33.57 L/kg whole body w.w (at 25 deg C) which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 3-(2,2-dichloroethenyl) -2,2 -dimethylcyclopropane-1-carbonyl chloride  is not expected to bioaccumulate in the food chain.

Key value for chemical safety assessment

BCF (aquatic species):
33.57 L/kg ww

Additional information

Various predicted data for the target compound 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride (CAS No. 52314-67-7) were reviewed for the bioaccumulation end point which are summarized as below:

 

In a prediction done using theBCFBAF Program (v3.01) of Estimation Programs Interface (EPI Suite, 2017) the bioconcentration factor (BCF) of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 33.57 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), the BCF over the entire pH scale (pH 0 -14) of the test substance 3 -(2,2 -dichloroethenyl)-2,2 -dimethyl cyclopropane-1 -carbonyl chloride (CAS no. 52314 -67 -7) was estimated to be 181.

 

Bioconcentration Factor (BCF) of test chemical 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 280.12 at both pH 5.5 and 7.4, respectively.

 

SciFinder database (American Chemical Society (ACS), 2017) was used for predicting the bioconcentration factor (BCF) of test chemical 3-(2,2-dichloroethenyl)-2,2-dimethylcyclo propane-1-carbonyl chloride (CAS No. 52314 -67 -7). The bioconcentration factor (BCF) of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 131 (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 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1- carbonyl chloride was estimated to be 22.7 dimensionless . The predicted BCF result based on the 5 OECD principles. Thus based on the result it is concluded that the test substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride is non-bioaccumulative in nature.

 

On the basis of above results for target chemical 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride (from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,  2017), it can be concluded that the BCF value of test substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride ranges from 22.7– 280.12 which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride is not expected to bioaccumulate in the food chain.