Ethyl N-hydroxyacetimidate

Endpoint summary

Description of key information

Biodegradation in water

Biodegradability of (E)-(ethyl N-hydroxyethenecarboximidate) (CAS no. 10576 -12 -2) is predicted using QSAR toolbox version 3.3 (2017) with logKow as the primary descriptor. Test substance undergoes 5.3% degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be not readily biodegradable in water.

Biodegradation in water and sediment

Estimation Programs Interface (EPI Suite, 2017) prediction model was run to predict the half-life in water and sediment for the test compound (E)-(ethyl N-hydroxyethenecarboximidate)

(CAS No. 10576 -12 -2). If released in to the environment, 28% of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of

(E)-(ethyl N-hydroxyethenecarboximidate) in water is estimated to be 15 days (360 hrs). The half-life (15 days estimated by EPI suite) indicates that the chemical is not persistent in water and the exposure risk to aquatic animals is moderate to low whereas the half-life period of (E)-(ethyl N-hydroxyethenecarboximidate) in sediment is estimated to be 135 days (3240 hrs). However, as the percentage release of test chemical into the sediment is less than 1% (i.e, reported as 0.0843%), indicates that (E)-(ethyl N-hydroxyethenecarboximidate)

is not persistent in sediment.

Biodegradation in soil

The half-life period of (E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576 -12 -2) in soil was estimated using Level III Fugacity Model by EPI Suite version 4.1 estimation database (EPI suite, 2017). If released into the environment, 70.8% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of (E)-(ethyl N-hydroxyethene carboximidate) in soil is estimated to be 30 days (720 hrs). Based on this half-life value of (E)-(ethyl N-hydroxyethenecarboximidate), it is concluded that the chemical is not persistent in the soil environment and the exposure risk to soil dwelling animals is moderate to low.

Bioaccumulation: aquatic / sediment

BCFBAF model (v3.01) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the bioconcentration factor (BCF) of test chemical (E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576 -12 -2). The bioconcentration factor (BCF) of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 3.162 L/kg whole body w.w (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical (E)-(ethyl N-hydroxyethenecarboximidate) is not expected to bioaccumulate in the food chain.

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 (E)-(ethyl N-hydroxyethene carboximidate) (CAS No. 10576 -12 -2). The soil adsorption coefficient i.e Koc value of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 28.36 L/kg (log Koc=1.4527)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

Additional information

Biodegradation in water

Various predicted data for the target compound (E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576-12-2) and various supporting weight of evidence studies for its 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(E)-(ethyl N-hydroxyethene carboximidate) (CAS No. 10576-12-2) was estimated.Test substance undergoes 5.3% degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical(E)-(ethyl N-hydroxyethenecarboximidate)was estimated to be not readily biodegradable in water.

 

In another prediction using the Estimation Programs Interface Suite (EPI suite, 2017), the biodegradation potential of the test compound(E)-(ethyl N-hydroxyethenecarboximidate)(CAS No. 10576-12-2) in the presence of mixed populations of environmental microorganisms was estimated.The biodegradability of the substance was calculated using seven different models such as Linear Model, Non-Linear Model, Ultimate Biodegradation Timeframe, Primary Biodegradation Timeframe, MITI Linear Model, MITI Non-Linear Model and Anaerobic Model (called as Biowin 1-7, respectively) of the BIOWIN v4.10 software. The results indicate that chemical(E)-(ethyl N-hydroxyethenecarboximidate)is expected to be not readily biodegradable.

 

In a supporting weight of evidence study from authoritative database (J-CHECK, 2017) for the read across chemical (2-aminoethyl)dimethylamine (CAS no. 108-00-9),biodegradation experiment was conducted for 28 days for evaluating the percentage biodegradability of read across substance (2-aminoethyl)dimethylamine. Activated sludge was used as a test inoculums for the study. Concentration of inoculum i.e, sludge used was 30 mg/l and initial test substance conc. used in the study was 100 mg/l, respectively. The percentage degradation of substance (2-aminoethyl)dimethylamine was determined to be 0 and 2% by BOD, TOC removal and HPLC parameter in 28 days. Thus, based on percentage degradation, (2-aminoethyl)dimethylamine is considered to be not readily biodegradable in nature.

 

For the read across chemical (bis(butan-2-yl)amine (CAS no. 626-23-3),biodegradation study was conducted for 28 days for evaluating the percentage biodegradability of read across substance (bis(butan-2-yl)amine (J-CHECK, 2017). Activated sludge was used as a test inoculums for the study. Concentration of inoculum i.e, sludge used was 30 mg/l and initial test substance conc. used in the study was 100 mg/l, respectively. The percentage degradation of substance (bis(butan-2-yl)amine was determined to be 0 and 1% by BOD, TOC removal and GC parameter in 28 days. Thus, based on percentage degradation, (bis(butan-2 -yl)amine is considered to be not readily biodegradable in nature.

 

On the basis of above results for target chemical (E)-(ethyl N-hydroxyethenecarboximidate) (from OECD QSAR toolbox version 3.3 and EPI suite, 2017) and for its read across substance (from authoritative database J-CHECK, 2017), it can be concluded that the test substance (E)-(ethyl N-hydroxyethenecarboximidate) can be expected to be not readily biodegradable in nature.

Biodegradation in water and sediment

Estimation Programs Interface (EPI Suite, 2017) prediction model was run to predict the half-life in water and sediment for the test compound (E)-(ethyl N-hydroxyethenecarboximidate)

(CAS No. 10576 -12 -2). If released in to the environment, 28% of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of

(E)-(ethyl N-hydroxyethenecarboximidate) in water is estimated to be 15 days (360 hrs). The half-life (15 days estimated by EPI suite) indicates that the chemical is not persistent in water and the exposure risk to aquatic animals is moderate to low whereas the half-life period of (E)-(ethyl N-hydroxyethenecarboximidate) in sediment is estimated to be 135 days (3240 hrs). However, as the percentage release of test chemical into the sediment is less than 1% (i.e, reported as 0.0843%), indicates that (E)-(ethyl N-hydroxyethenecarboximidate)

is not persistent in sediment.

Biodegradation in soil

The half-life period of (E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576 -12 -2) in soil was estimated using Level III Fugacity Model by EPI Suite version 4.1 estimation database (EPI suite, 2017). If released into the environment, 70.8% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of (E)-(ethyl N-hydroxyethene carboximidate) in soil is estimated to be 30 days (720 hrs). Based on this half-life value of (E)-(ethyl N-hydroxyethenecarboximidate), it is concluded that the chemical is not persistent in the soil environment and the exposure risk to soil dwelling animals is moderate to low.

On the basis of available information, the test substance (E)-(ethyl N-hydroxyethenecarboximidate) can be considered to be not readily biodegradable in nature.

Bioaccumulation: aquatic / sediment

Various predicted data for the target compound (E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576-12-2) were reviewed for the bioaccumulation end point which are summarized as below:

 

In aprediction done using the BCFBAF Program (v3.01) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the bioconcentration factor (BCF) of test chemical (E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576 -12 -2). The bioconcentration factor (BCF) of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 3.162 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), theBCF of the test substance (4-methoxyphenyl)methyl formate (CAS no. 10576 -12 -2) was estimated to be 2.81, 2.79, 2.64 and 1.72 at pH range 1-11, 12, 13 and 14, respectively.

 

Bioconcentration Factor (BCF) of test chemical (E)-(ethyl N-hydroxyethenecarboximidate) was estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 1.56 at both pH 5.5 and 7.4, respectively.

 

Another predicted data was estimated using SciFinder database (American Chemical Society (ACS), 2017) was used for predicting the bioconcentration factor (BCF) of test chemical (E)-(ethyl N-hydroxyethenecarboximidate) (CAS no. 10576 -12 -2).The bioconcentration factor (BCF) of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 2.28 (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 (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 5.49 dimensionless. The predicted BCF result based on the 5 OECD principles.

 

On the basis of above results for target chemical (E)-(ethyl N-hydroxyethenecarboximidate) (from EPI suite, ACD labs,ChemSpider and CompTox Chemistry Dashboard,  2017), it can be concluded that the BCF value of test substance (E)-(ethyl N-hydroxyethenecarboximidate) ranges from 1.56– 5.49 which does not exceed the bioconcentration threshold of 2000, indicating that the chemical (E)-(ethyl N-hydroxyethenecarboximidate) is not expected to bioaccumulate in the food chain.

Adsorption / desorption

Various predicted data for the target compound (E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576-12-2) 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 (E)-(ethyl N-hydroxyethene carboximidate) (CAS No. 10576 -12 -2). The soil adsorption coefficient i.e Koc value of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 28.36 L/kg (log Koc=1.4527)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

 

The Soil Adsorption Coefficient i.e Koc value of test substance (E)-(ethyl N-hydroxyethenecarboximidate) (CAS no. 10576 -12 -2) was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 72.9, 72.5, 68.6 and 44.7 at pH range 1-11, 12, 13 and 14 (log Koc value ranges from 1.7 ± 1.0 to 1.9 ± 1.0), respectively (ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017). This Koc value indicates that the test substance (E)-(ethyl N-hydroxyethenecarboximidate) has a low sorption to soil and therefore have moderate migration potential to groundwater.

 

In an another prediction done by using ChemSpider Database (2017),the Soil Adsorption Coefficient i.e Koc value of test substance (E)-(ethyl N-hydroxyethenecarboximidate) (CAS no. 10576 -12 -2) was estimated. The adsorption coefficient (Koc) value of substance (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 47.89 (Log Koc = 1.68) at pH 5.5 and 7.4, respectively. This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a low sorption to soil and sediment and therefore have moderate migration potential to groundwater.

 

Additional soil adsorption coefficient i.e Koc value of test chemical(E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576 -12 -2)was estimated using the SciFinder database (American Chemical Society (ACS), 2017). The soil adsorption coefficient i.e Koc value of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 62.7 (log Koc = 1.797) (at 25 deg C). This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

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 (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 11.4 L/kg (log Koc = 1.056).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

 

On the basis of above overall results for target chemical(E)-(ethyl N-hydroxyethenecarboximidate) (from EPI suite, ACD labs,ChemSpider and CompTox Chemistry Dashboard,2017), it can be concluded that the Koc value of test substance (E)-(ethyl N-hydroxyethenecarboximidate) ranges from11.4–72.9, indicating that the test chemical (E)-(ethyl N-hydroxyethenecarboximidate)has a negligible to low sorption to soil and sediment and therefore have rapid to moderate migration potential to ground water.