3-(diethylamino)-7-imino-7H-[1]benzopyrano[3',2':3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile

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): 3-(diethylamino)-7-imino-7H-chromeno[3',2':3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile
- Common name: Solvent Red 197
- Molecular formula:C23H19N5O
- Molecular weight: 381.437 g/mol
- Smiles : c12cc3c4nc5ccccc5n4c(=N)c(C#N)c3oc1cc(N(CC)CC)cc2
- InChI : 1S/C23H19N5O/c1-3-27(4-2)15-10-9-14-11-16-21(29-20(14)12-15)17(13-24)22(25)28-19-8-6-5-7-18(19)26-23(16)28/h5-12,25H,3-4H2,1-2H3
- 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:

11.01 L/kg

Basis:

whole body w.w.

Calculation basis:

other: estimated

Remarks on result:

other: Non-bioaccumulative

BCFBAF Program (v3.01) Results:

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

SMILES : c12C=C3c4nc5ccccc5n4C(=N)C(C(#N))=C3Oc1cc(N(CC)CC)cc2

CHEM : 7H-[1]Benzopyrano[3 ,2 :3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile

, 3-(diethylamino)-7-imino-

MOL FOR: C23 H19 N5 O1

MOL WT : 381.44

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

Summary Results:

Log BCF (regression-based estimate): 1.04 (BCF = 11 L/kg wet-wt)

Biotransformation Half-Life (days) : 0.36 (normalized to 10 g fish)

Log BAF (Arnot-Gobas upper trophic): 1.08 (BAF = 12.1 L/kg wet-wt)

Log Kow (experimental): not available from database

Log Kow used by BCF estimates: 2.08

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 = 1.042 (BCF = 11.01 L/kg wet-wt)

Validity criteria fulfilled:

not specified

Conclusions:

The bioconcentration factor (BCF) of 3-(diethylamino)-7-imino-7H-chromeno[3',2':3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile was estimated to be 11.01 L/kg whole body w.w (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical 3-(diethylamino)-7-imino-7H-chromeno[3',2':3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile is not expected to bioaccumulate in the food chain.

Executive summary:

BCFBAF model of Estimation Programs Interface was used to predict the bioconcentration factor (BCF) of test chemical 3 -(diethylamino)-7 -imino-7H-chromeno [3',2':3,4]pyrido[1,2 -a]benzimidazole-6 -carbonitrile (CAS No. 52372 -39 -1). The bioconcentration factor (BCF) of 3 -(diethylamino)-7 -imino-7H-chromeno[3',2':3,4] pyrido[1,2 -a] benzimidazole-6 -carbonitrile was estimated to be 11.01 L/kg whole body w.w (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical 3-(diethylamino)-7-imino-7H-chromeno[3',2':3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile is not expected to bioaccumulate in the food chain.

Description of key information

BCFBAF model of Estimation Programs Interface was used to predict the bioconcentration factor (BCF) of test chemical 3 -(diethylamino)-7 -imino-7H-chromeno [3',2':3,4]pyrido[1,2 -a]benzimidazole-6 -carbonitrile (CAS No. 52372 -39 -1). The bioconcentration factor (BCF) of 3 -(diethylamino)-7 -imino-7H-chromeno[3',2':3,4] pyrido[1,2 -a] benzimidazole-6 -carbonitrile was estimated to be 11.01 L/kg whole body w.w (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical 3 -(diethylamino)-7 -imino-7H-chromeno[3',2':3,4]pyrido[1,2 -a]benzimidazole-6 -carbonitrile is not expected to bioaccumulate in the food chain.

Key value for chemical safety assessment

BCF (aquatic species):

11.01 L/kg ww

Additional information

Various predicted data for the target compound 3-(diethylamino)-7-imino-7H-chromeno[3',2':3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile (CAS No. 52372-39-1) and supporting weight of evidence study for its structurally and functionally similar read across substance were reviewed for the bioaccumulation end point which are summarized as below:

 

In aprediction done using theBCFBAF Programof Estimation Programs Interface was used to predict the bioconcentration factor (BCF) of test chemical 3 -(diethylamino)-7 -imino-7H-chromeno [3',2':3,4]pyrido[1,2 -a]benzimidazole-6 -carbonitrile (CAS No. 52372 -39 -1). The bioconcentration factor (BCF) of 3 -(diethylamino)-7 -imino-7H-chromeno[3',2':3,4] pyrido[1,2 -a] benzimidazole-6 -carbonitrile was estimated to be 11.01 L/kg whole body w.w (at 25 deg C).

 

From CompTox Chemistry Dashboard using OPERA (OPEn (quantitative) structure-activity Relationship Application) in which calculation based on PaDEL descriptors (calculate molecular descriptors and fingerprints of chemical), the bioaccumulation i.e BCF for test substance 3 -(diethylamino)-7 -imino-7H-chromeno[3',2':3,4]pyrido[1,2 -a]benzimidazole-6 -carbonitrile was estimated to be 31.1 dimensionless . The predicted BCF result based on the 5 OECD principles.

 

In a supporting weight of evidence study from authoritative database (2017) for the test item,bioaccumulation experiment was conducted on test organism Cyprinus carpio for 8 weeks for evaluating the bioconcentration factor (BCF value) of test chemical under static conditions. 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". Cyprinus carpio was used as a test organism for the study. HCO-40 was used as a vehicle. Test chemical nominal conc. used for the study were 0.2 mg/l and 0.02 mg/l (w/v), respectively. Range finding study involve the TLm (48 hr) of 16.8 ppm (16.8 mg/l) (w/v) on Rice fish (Oryzias latipes). The bioconcentration factor (BCF value) of test chemical on Cyprinus carpio was determined to be 44 and 161 L/Kg at a conc. of 0.2 mg/l and 17 and 125 L/Kg at a conc. of 0.02 mg/l, respectively, which does not exceed the bioconcentration threshold of 2000, indicating that the test chemical is not expected to bioaccumulate in the food chain.

 

For the test chemical,bioaccumulation study was conducted on test organism Cyprinus carpio for 28 days for evaluating the bioconcentration factor (BCF value) of test chemical (authoritative database, 2018). The study was performed according to OECD Guideline 305 C (Bioaccumulation: Test for the Degree of Bioconcentration in Fish) and 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 was 0.05 mg/l and 0.005 mg/l, respectively. Test chemical solution was prepared in N,N-Dimethylformamide. Analytical method involve the recovery ratio: Test water : 100 % (Only dilution was conducted as the pretreatment in the test water analysis), Fish : 96.0 %, - Limit of quantitation : Test water : 1st concentration area : 2.5 microg/L, 2nd concentration area : 0.25 microg/L, Fish : 25 ng/g.Range finding study involve theLC50(96h) > 5.00 mg/L(w/v) on Rice fish (Oryzias latipes). Lipid content of the test organism Cyprinus carpio was determined to be1.58 and 2.43% at the start and end of exposure. The bioconcentration factor (BCF value) of test substance on Cyprinus carpio was determined to be ≤ 0.49 L/Kg at a conc. of 0.05 mg/l and ≤ 5 L/Kg at a conc. of 0.005 mg/l, respectively, which does not exceed the bioconcentration threshold of 2000, indicating that the test chemical is not expected to bioaccumulate in the food chain.

 

On the basis of above results for target chemical 3-(diethylamino)-7-imino-7H-chromeno[3',2':3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile (from modelling databases,2017), it can be concluded that the BCF value of test substance 3-(diethylamino)-7-imino-7H-chromeno[3',2':3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile ranges from 11.01 –31.1which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 3-(diethylamino)-7-imino-7H-chromeno[3',2':3,4]pyrido[1,2-a]benzimidazole-6-carbonitrile is not expected to bioaccumulate in the food chain.