3,7-bis(diethylamino)phenoxazin-5-ium acetate

Endpoint summary

Description of key information

Hydrolysis:

Hydrolysis of 3,7-bis(diethylamino)phenoxazin-5-ium acetate was predicted using OECD QSAR toolbox version 3.3 (2017). The estimated half-life of 3,7-bis(diethylamino)phenoxazin-5-ium acetate was estimated to be 79.805 days, indicating that 3,7-bis(diethylamino)phenoxazin-5-ium acetate was non hydrolysable.

 

Biodegradation in water:

Biodegradability of 3,7-bis(diethylamino)phenoxazin-5-ium acetate (CAS no.79916 -07 -7) is predicted using OECD QSAR toolbox version 3.3 with logKow as the primary descriptor. Test substance undergoes 0.7666 % degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical 3,7-bis(diethylamino) phenoxazin-5-ium acetate was estimated to be not readily biodegradable in water.

Bioaccumulation: aquatic / sediment:

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 3,7-bis(diethylamino)phenoxazin-5-ium acetate was estimated to be 54.6 dimensionless. The predicted BCF result based on the 5 OECD principles. Thus based on the result it is concluded that the test substance 3,7-bis(diethylamino)phenoxazin-5-ium acetate is non-bioaccumulative in nature.

Adsorption / desorption:

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 3,7-bis(diethylamino)phenoxazin-5-ium acetate (CAS No. 79916 -07 -7) was estimated to be 1250 L/kg (Log Koc= 3.09). Thus based on the result it is concluded that the test substance 3,7-bis(diethylamino) phenoxazin-5-ium acetate has moderate sorption to soil and sediment and slow migration potential to ground water.

 

Additional information

Hydrolysis:

Hydrolysis of 3,7-bis(diethylamino)phenoxazin-5-ium acetate was predicted using OECD QSAR toolbox version 3.3 (2017). The estimated half-life of 3,7-bis(diethylamino)phenoxazin-5-ium acetate was estimated to be 79.805 days, indicating that 3,7-bis(diethylamino)phenoxazin-5-ium acetate was non hydrolysable.

 

Biodegradation in water:

Various predicted and experimental data for the target compound 3,7-bis(diethylamino)phenoxazin-5-ium acetate (79916-07-7) and supporting weight of evidence studies for its closest read across substance with logKow as the primary descriptor were reviewed for the biodegradation end point which are summarized as below:

In a prediction done by SSS (2017) using OECD QSAR toolbox version 3.3 with logKow as the primary descriptor, percentage biodegradability of test chemical 3,7-bis(diethylamino)phenoxazin-5-ium acetate was estimated. Biodegradability of 3,7-bis(diethylamino)phenoxazin-5-ium acetate (CAS no.79916 -07 -7) is predicted using OECD QSAR toolbox version 3.3 with logKow as the primary descriptor. Test substance undergoes 0.7666 % degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical 3,7-bis(diethylamino) phenoxazin-5-ium acetate was estimated to be not readily biodegradable in water. 

In a supporting weight of evidence study from peer reviewed journal (Fresenius Z. Anal. Chem, 1984) for the read across chemical (2465-27-2). Biodegradation study was conducted for evaluating the percentage biodegradability of test substance 4,4'-carbonimidoylbis(N,N-dimethylaniline) hydrochloride. (CAS no. 2465-27-2). Activated sludge was used as a test inoculum obtained from municipal sewage. Test substance of conc. 500 mg/l was prepared and diluted as needed. The COD measurement was performed by the potassium dichromate reflux method based on Japanese Industrial Standards. In the BOD measurement, a sample solution was taken into a container. Then JIS-BOD testing solutions, i.e. 3 ml of A solution and 1 ml of B, C, D solutions were added to the sample solution, respectively. Then 5 ml of the supernatant of the municipal sewage activated sludge was added to the sample solution and diluted to 300 ml with water. Immediately, the BOD-time curve was recorded at 20~ using an Ohkura OM-200I type coulometer. The TOC measurement was carried out by a Yanagimoto TOC-ILW.BOD5, COD, ThOD and TOC value of the test chemical was determined to be 0.038, 1.42, 2.50 and 0.32 g/g, respectively. The BOD5/TOC ratio of test chemical was determined to be 0.12 (i.e. ranges in between 0.08-0.89), indicating that the chemical is highly resistant to aerobic biodegradation. Thus, based on this value BOD5/TOC value, it can be concluded that the test chemical 4,4'-carbonimidoylbis(N,N-dimethylaniline) hydrochloride is not readily biodegradable in nature.

 

Similarly another biodegradation study for read across chemical which was structurally similar to the target chemical (from authoritative database J-CHECK, 2017), was conducted. Biodegradation study was conducted for 28 days for evaluating the percentage biodegradability of test substance C.I. Solvent Red 49 (CAS no. 509 -34 -2). Concentration of inoculum i.e, sludge used was 30 mg/l and initial test substance conc. used in the study was 100 mg/l. The percentage degradation of test substance was determined to be 0 and 1% degradation by BOD, TOC removal and HPLC in 28 days.  Thus, based on percentage degradation, C.I. Solvent Red 49 was considered to be not readily biodegradable in nature.

 

In a fifth supporting weight of evidence study from authoritative databases for RA cas (81-88-9) from j-check 2017 was consider as the structurally similarities with target chemical Biodegradation screening study is conducted for 4 weeks. Concentration of inoculum i.e, sludge was 30 mg/l and initial test substance conc. used in the study was 100 mg/l, respectively. The percentage degradation of test substance is determined to be 0, 2 and 7% degradation by BOD, TOC removal and UV-Vis parameter in 28 days. Thus, based on percentage degradation, substance Rhodamine B is considered to be not readily biodegradable in nature.

 

On the basis of above results for target chemical 3,7-bis(diethylamino)phenoxazin-5-ium acetate (79916-07-7) (from OECD QSAR toolbox version 3.3 and EPI suite, 2017) and for its read across substance peer reviewed journal and authoritative from database J-CHECK, it can be concluded that the test substance 3,7-bis(diethylamino)phenoxazin-5-ium acetate can be expected to be not readily biodegradable in nature.

 

 

Bioaccumulation: aquatic / sediment:

Various predicted data for the target compound 3,7-bis(diethylamino)phenoxazin -5-ium acetate (CAS No. 79916 -07 -7) and supporting weight of evidence study for its read across substance were reviewed for the bioaccumulation end point which are summarized as below:

 

In a first predicted report 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 3,7-bis(diethylamino)phenoxazin-5-ium acetate was estimated to be 54.6 dimensionless. The predicted BCF result based on the 5 OECD principles. Thus based on the result it is concluded that the test substance 3,7-bis(diethylamino)phenoxazin-5-ium acetate is non-bioaccumulative in nature.

 

In a supporting weight of evidence study from authoritative database (J-check, 2017) for the read across chemical 3',6'Bis(diethylamino)spiro[isobenzofuran1(3H),9'[9H]xanthene]3one (CAS no 509-34-2) Bioaccumulation test was conducted for 28 days for determination the bioconcentration factor (BCF) and lipid content of test substance 3',6'Bis(diethylamino)spiro[isobenzofuran1(3H),9'[9H]xanthene]3one (Cas no.509-34-2) on test organism Cyprinus carpio. The purity of test substance by HPLC and LCMS was found to be 99.6% and water solubility value is 851mg/l at 25ᵒC .The recovery ratio is given-Test water: 97.8 % and Fish: 91.9 %  and Nominal concentrations used in the study as - 1st concentration area: 10 microg/L, 2nd concentration area: 1 microg/L and Range finding study was carried out on Rice fish (Oryzias latipes) and the 96 hr LC50 value was found to be > 10.0 mg/L. By analytical methods, the limit of quantification was for Test water: (Fish: 9.3 ng/g). 1st concentration area: 0.18 µg/l, 2nd concentration area: 0.018µg/l . Whereas the lipid content at the start and end of exposure was found to be 2.87% and 1.94%, respectively. Thus according to guideline OECD Guideline 305 (Bioconcentration: Flow through Fish Test) the BCF value for test substance 3',6'Bis(diethylamino)spiro [isobenzofuran1(3H),9'[9H]xanthene]3one (Cas no.509-34-2) was observed to be <= 0.91 L/kg at dose concentration 10 microg/L and <= 9.1 L/kg at dose concentration 1 microg/L on test organism Cyprinus carpio during 28 day period. These values indicate that the substance is not bioaccumulative.

 

Bioaccumulation test was conducted for 6 weeks for determination of the bioconcentration factor (BCF) and lipid content of test substance Rhodamine B (81-88-9) from j-check, 2017 on test organism Cyprinus carpio. The purity of test substance was 99% and water solubility value is 10 g/L at 25ᵒC. The Recovery ratio of test water in 1st concentration area was 93.0 %, in 2nd concentration area was 94.4 %, and in Fish 85.2 %. In the Limit of detection Test water concentration in 1st concentration area was 3.0 ng/mL, in 2nd concentration area was 0.30 ng/mL, and in Fish 16 ng/g was taken. Nominal concentrations used in the study as1st Concentration area was 0.1 mg/L, and2nd Concentration area was 0.01 mg/L. whereas the lipid content at the start was found to be 3.9 %. The bioconcentration factor (BCF value) of substance 2-((2-hydroxy-1-naphthalenyl)azo)-5-((4-sulfophenyl)azo)-benzenesulfonic acid, disodium salt (Rhodamine B) on Cyprinus carpio was determined to be ≤ 0.2 L/kg at a conc. of 0.1 mg/l and ≤ 1.7 L/Kg at a conc. of 0.01 mg/l, respectively. These values indicate that the substance is not bioaccumulative.

 

 

On the basis of available information, the test 3,7-bis(diethylamino)phenoxazin-5-ium acetate (79916-07-7) can be considered to be nonbioaccumulative in nature.

 

 

Adsorption / desorption:

Predicted data for the target compound 3,7-bis(diethylamino)phenoxazin-5-ium acetate (CAS no.79916 -07 -7) and supporting weight of evidence study for its read across substance were reviewed for the adsorption end point which are summarized as below: 

 

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 3,7-bis(diethylamino)phenoxazin-5-ium acetate (CAS No. 79916 -07 -7) was estimated to be 1250 L/kg (Log Koc= 3.09). Thus based on the result it is concluded that the test substance 3,7-bis(diethylamino) phenoxazin-5-ium acetate has moderate sorption to soil and sediment and slow migration potential to ground water.

 

 

In a supporting weight of evidence study from UERL lab, 2017 for the read across chemical 3',6'-bis(diethylamino)spiro[isobenzofuran- 1(3H),9'-[9H]xanthene]-3-one(CAS No.509-34-2) adsorption experiment was conducted for estimating the adsorption coefficient (Koc) value of read across chemical. The adsorption coefficient Koc in soil and in sewage sludge 3',6'-bis(diethylamino)spiro[isobenzofuran- 1(3H),9'-[9H]xanthene]-3-one(CAS No.509-34-2) was determined by the Reverse Phase High Performance Liquid Chromatographic method according to OECD Guideline No. 121 for testing of Chemicals. The reference substances were chosen according to functional similarity with the test substance and calibration graph prepared. The reference substances were 4-methylaniline(p-Tolouidine), N-methylaniline, Aniline,Benzoic acid methylester, Xylene, Ethylbenzene, Toluene, Naphthalene having Koc value ranging from 1.8 to 2.75 The Log Koc value was found to be 2.682 ± 0.000at 25°C. This indicates that the substance has moderate sorption to soils and sedimen and slow migration potential to ground water.

 

Similarly in a supporting weight of evidence study for read across chemical 110-05-4 (from HSDB, 2017) adsorption study was conducted for estimating the adsorption coefficient (Koc) value of test chemical 2,2'-dioxybis(2-methylpropane). The adsorption coefficient (Koc) value was calculated using a structure estimation method based on molecular connectivity indices. The adsorption coefficient (Koc) value of test substance 2,2'-dioxybis(2-methylpropane) was estimated to be 720 (Log Koc = 2.85). This Koc value indicates that the substance 2,2'-dioxybis(2-methylpropane) has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

On the basis of above overall results for target chemical 3,7-bis(diethylamino)phenoxazin-5-ium acetate (CAS no.79916 -07 -7) (from Comtox,) and for its read across substance (from UERL lab, 2017), it can be concluded that the Koc value of test substance 3,7-bis(diethylamino)phenoxazin-5-ium acetate has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.