1,4-bis[(4-butylphenyl)amino]-5,8-dihydroxyanthraquinone

Endpoint summary

Description of key information

Adsorption/desorption

KOCWIN model (v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical 1,4 -bis[(4 -butylphenyl) amino]-5,8 -dihydroxy-9,10 -dihydroanthracene-9,10-dione (CAS No. 28198 -05 -2). The soil adsorption coefficient i.e Koc value of 1,4 -bis[(4 -butylphenyl)amino]-5,8 -dihydroxy-9,10 -dihydroanthracene-9,10 -dione was estimated to be 329700000 L/kg (log Koc=8.5181)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 1,4-bis[(4-butylphenyl)amino]-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

Additional information

Adsorption/desorption

Various predicted data for the target compound 1,4-bis[(4-butylphenyl)amino]-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione (CAS No. 28198-05-2) and supporting weight of evidence study for its read across substance were reviewed for the adsorption end point which are summarized as below:

 

In aprediction done using theKOCWIN Program(v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical 1,4 -bis[(4 -butylphenyl) amino]-5,8 -dihydroxy-9,10 -dihydroanthracene-9,10-dione (CAS No. 28198 -05 -2). The soil adsorption coefficient i.e Koc value of 1,4 -bis[(4 -butylphenyl)amino]-5,8 -dihydroxy-9,10 -dihydroanthracene-9,10 -dione was estimated to be 329700000 L/kg (log Koc=8.5181)  by means of MCI method (at 25 deg C).

 

The Soil Adsorption Coefficient i.e Koc value of test substance 1,4-bis[(4-butylphenyl)amino]-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione (CAS no. 28198 -05 -2) was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 3986438, 4325568, 4362613, 4365545, 4357768, 4277912, 3611842, 1364302, 128964, 3677, 388, 314, 310 and 309 at pH range 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13-14 respectively (log Koc ranges from 2.5 ± 1.0 to 6.6 ± 1.0)(ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017).

 

In an another prediction done by using ChemSpider Database (2017),the Soil Adsorption Coefficient i.e Koc value of test substance 1,4-bis[(4-butylphenyl)amino]-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione (CAS no. 28198 -05 -2) was estimated. The adsorption coefficient (Koc) value of test substance 1,4 -bis[(4 -butylphenyl)amino]-5,8 -dihydroxy-9,10 -dihydroanthracene-9,10 -dione was estimated to be 1066884.00 (Log Koc =6.028) and 162630.20 (Log Koc = 5.211) at pH 5.5 and pH 7.4, respectively.

 

Additional soil adsorption coefficient i.e Koc value of test chemical 1,4-bis[(4-butylphenyl)amino]-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione(CAS No. 28198-05-2)was estimated using the SciFinder database (American Chemical Society (ACS), 2017).The soil adsorption coefficient i.e Koc value of 1,4 -bis[(4 -butylphenyl)amino]-5,8 -dihydroxy-9,10 -dihydroanthracene-9,10 -dione was estimated to be 10000000, 1000000, 31300 and 3300 at pH range 1 -7, 8, 9 and 10, respectively (log Koc ranges from 3.518 to 7) (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 adsorption coefficient i.e KOC for test substance 1,4 -bis[(4 -butylphenyl)amino]-5,8 -dihydroxy-9,10 -dihydroanthracene-9,10 -dione was estimated to be 89500 L/kg (log Koc = 4.95).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance 1,4 -bis[(4 -butyl phenyl)amino]- 5,8 -dihydroxy-9,10 -dihydroanthracene-9,10 - dione has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical 1,4-bis[(4-methylphenyl)amino]-9,10-anthraquinone (CAS no. 128-80-3), adsorption experiment was conducted for estimating the adsorption coefficient (Koc) value of read across chemical 1,4 -bis[(4 -methylphenyl)amino]-9,10 -anthraquinone. The adsorption coefficient (Koc) value was calculated using a structure estimation method based on molecular connectivity indices. The adsorption coefficient (Koc) value of substance 1,4 -bis[(4 -methylphenyl)amino]-9,10 -anthraquinone was estimated to be 4800000 (Log Koc = 6.681).

 

On the basis of above overall results for target chemical1,4-bis[(4-butylphenyl)amino]-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione(from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,2017) and for its read across substance (from authoritative database HSDB, 2017), it can be concluded that the Koc value of test substance1,4-bis[(4-butylphenyl)amino]-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione ranges from 309 –329700000 indicating that the test chemical 1,4-bis[(4-butylphenyl)amino]-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.