1,5-bis(cyclohexylamino)anthraquinone

Bioaccumulation: aquatic / sediment

Link to relevant study record(s)

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

Qualifier:

according to guideline

Guideline:

other: Modelling database

Principles of method if other than guideline:

Prediction done using Bioconcentration factor (v12.1.0.50374).This particular module provides bioconcentration factor (BCF) values over the entire pH scale. Calculations are performed for both neutral and ionic species present at a given pH and utilize predicted values for LogP as well as pKa. The BCF and Koc values characterize the tendency for a compound to accumulate in aquatic organisms and soil respectively, putting these two values among the most important ones in the assessment of environmental fate of chemicals.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material: 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione
- Molecular formula: C26H30N2O2
- Molecular weight: 402.535 g/mol
- Smiles notation: O=C1c2c(c(NC3CCCCC3)ccc2)C(=O)c2cccc(NC3CCCCC3)c12
- InChl: 1S/C26H30N2O2/c29-25-20-14-8-16-22(28-18-11-5-2-6-12-18)24(20)26(30)19-13-7-15-21(23(19)25)27-17-9-3-1-4-10-17/h7-8,13-18,27-28H,1-6,9-12H2
- Substance type: Organic
- Physical state: Solid

Radiolabelling:

not specified

Vehicle:

not specified

Test organisms (species):

other: aquatic organisms

Route of exposure:

aqueous

Test type:

not specified

Water / sediment media type:

natural water: freshwater

Reference substance (positive control):

not specified

Key result

pH:

0

Type:

BCF

Value:

13.2 dimensionless

Basis:

whole body w.w.

Calculation basis:

other: no data

Remarks on result:

other: log(BCF) = 1.1 ± 1.0

Key result

pH:

1

Type:

BCF

Value:

105 dimensionless

Basis:

whole body w.w.

Remarks on result:

other: log(BCF) = 2.0 ± 1.0

Key result

pH:

2

Type:

BCF

Value:

3 163 dimensionless

Basis:

whole body w.w.

Remarks on result:

other: log(BCF) = 3.5 ± 1.0

Key result

pH:

3

Type:

BCF

Value:

20 186 dimensionless

Basis:

whole body w.w.

Remarks on result:

other: log(BCF) = 4.3 ± 1.0

Key result

pH:

4

Type:

BCF

Value:

31 556 dimensionless

Basis:

whole body w.w.

Remarks on result:

other: log(BCF) = 4.5 ± 1.0

Key result

pH:

5

Type:

BCF

Value:

33 340 dimensionless

Basis:

whole body w.w.

Remarks on result:

other: log(BCF) = 4.5 ± 1.0

Key result

pH:

6

Type:

BCF

Value:

33 528 dimensionless

Basis:

whole body w.w.

Remarks on result:

other: log(BCF) = 4.5 ± 1.0

Key result

pH:

7

Type:

BCF

Value:

33 547 dimensionless

Basis:

whole body w.w.

Remarks on result:

other: log(BCF) = 4.5 ± 1.0

Key result

Type:

BCF

Value:

33 549 dimensionless

Basis:

whole body w.w.

Remarks on result:

other: log(BCF) = 4.5 ± 1.0, BCF reported at pH range 8-14, respectively.

Validity criteria fulfilled:

not specified

Conclusions:

Using Bio-concentration Factor (v12.1.0.50374) module Bio-concentration Factor of the test substance 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione was estimated to be 13.2, 105, 3163, 20186, 31556, 33340, 33528, 33547 and 33549 at pH range 0, 1, 2, 3, 4, 5, 6, 7 and 8-14, respectively.

Executive summary:

Using Bio-concentration Factor (v12.1.0.50374) module Bio-concentration Factor of the test substance 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione was estimated to be 13.2, 105, 3163, 20186,  31556, 33340, 33528, 33547 and 33549 at pH range 0, 1, 2, 3, 4, 5, 6, 7 and 8-14, respectively. This value indicates that the test substance 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione was considered to be very bioaccumulative in aquatic organisms.

Description of key information

Using Bio-concentration Factor (v12.1.0.50374) module ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017), Bio-concentration Factor of the test substance 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione was estimated to be 13.2, 105, 3163, 20186,  31556, 33340, 33528, 33547 and 33549 at pH range 0, 1, 2, 3, 4, 5, 6, 7 and 8-14, respectively. This value indicates that the test substance 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione was considered to be very bioaccumulative in aquatic organisms.

Key value for chemical safety assessment

BCF (aquatic species):

33 547 dimensionless

Additional information

Various predicted data for the target compound 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione (CAS No. 15958-68-6) were reviewed for the bioaccumulation end point which are summarized as below:

 

In a prediction done byUsing Bio-concentration Factor (v12.1.0.50374) moduleACD (Advanced Chemistry Development)/I-Lab predictive module, 2017), theBCF of the test substance 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione was estimated to be 13.2, 105, 3163, 20186,  31556, 33340, 33528, 33547 and 33549 at pH range 0, 1, 2, 3, 4, 5, 6, 7 and 8-14, respectively. This value indicates that the test substance 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione was considered to be very bioaccumulative in aquatic organisms.

 

Bioconcentration Factor (BCF) of test chemical 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione (CAS no.15958 -68 -6) as estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione was estimated to be 16936.89 at pH 5.5 and 16970.10 at pH 7.4, respectively, which exceeds the bioconcentration threshold of 5000, indicating that the chemical 1,5 -bis(cyclohexylamino)-9,10 -dihydroanthracene-9,10 -dione is expected to very bioaccumulative 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 1,5 -bis(cyclohexylamino)-9,10 -dihydroanthracene-9,10 -dione (CAS No. 15958 -68 -6). The bioconcentration factor (BCF) of 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione was estimated to be 351, 10500, 67200, 105000, 111000 and 112000 at pH range 0, 1, 2, 3, 4, 5 and 6-10, respectively (at 25 deg C) which exceeds the bioconcentration threshold of 5000, indicating that the chemical 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione is  expected to very bioaccumulative in the food chain.

 

On the basis of above results for target chemical1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione(from ACD labs,ChemSpider and SciFinder database,  2017), it can be concluded that the BCF value of test substance1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione ranges from 13.2 –112000which exceeds the bioconcentration threshold of 5000, indicating that the chemical 1,5-bis(cyclohexylamino)-9,10-dihydroanthracene-9,10-dione is expected to be very bioaccumulative in the food chain.