2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate

Short-term toxicity to aquatic invertebrates

Link to relevant study record(s)

Reference

Endpoint:

short-term toxicity to aquatic invertebrates

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification

Justification for type of information:

QMRF report has been attached.

Qualifier:

according to guideline

Guideline:

other: Estimated data

Principles of method if other than guideline:

Prediction was done using the OECD QSAR toolbox version 3.4.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material : 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate
- Molecular formula : C9H13NO7S2
- Molecular weight : 311.3337 g/mol
- Smiles notation : COC1=C(C=CC(=C1)S(=O)(=O)CCOS(=O)(=O)O)N
- InChl : 1S/C9H13NO7S2/c1-16-9-6-7(2-3-8(9)10)18(11,12)5-4-17-19(13,14)15/h2-3,6H,4-5,10H2,1H3,(H,13,14,15)
- Substance type : Organic
- Physical state : Solid

Analytical monitoring:

not specified

Vehicle:

not specified

Test organisms (species):

Daphnia magna

Details on test organisms:

- Common name: Water flea

Test type:

static

Water media type:

freshwater

Total exposure duration:

48 h

Nominal and measured concentrations:

Estimated data

Reference substance (positive control):

not specified

Key result

Duration:

48 h

Dose descriptor:

EC50

Effect conc.:

235.313 mg/L

Nominal / measured:

estimated

Conc. based on:

not specified

Basis for effect:

other: Intoxication

Remarks on result:

other: Nontoxic

Details on results:

The EC50 was 235.312 mg/l.

The prediction was based on dataset comprised from the following descriptors: EC50
Estimation method: Takes average value from the 6 nearest neighbours
Domain  logical expression:Result: In Domain

((((((((((("a" or "b" or "c" or "d" or "e" or "f" )  and ("g" and ( not "h") )  )  and ("i" and ( not "j") )  )  and ("k" and ( not "l") )  )  and ("m" and ( not "n") )  )  and ("o" and ( not "p") )  )  and ("q" and ( not "r") )  )  and ("s" and ( not "t") )  )  and ("u" and ( not "v") )  )  and ("w" and ( not "x") )  )  and ("y" and "z" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Anilines (Acute toxicity) AND Vinyl Sulfones by US-EPA New Chemical Categories

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Radical AND Radical >> Radical mechanism via ROS formation (indirect) AND Radical >> Radical mechanism via ROS formation (indirect) >> Single-Ring Substituted Primary Aromatic Amines AND SN1 AND SN1 >> Nucleophilic attack after nitrenium ion formation AND SN1 >> Nucleophilic attack after nitrenium ion formation >> Single-Ring Substituted Primary Aromatic Amines by DNA binding by OASIS v.1.4

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as SN1 AND SN1 >> Nitrenium Ion formation AND SN1 >> Nitrenium Ion formation >> Primary aromatic amine by DNA binding by OECD

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Strong binder, NH2 group by Estrogen Receptor Binding

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as AN2 AND AN2 >> Michael-type addition to quinoid structures  AND AN2 >> Michael-type addition to quinoid structures  >> Substituted Anilines by Protein binding by OASIS v1.4

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Anilines (Unhindered) by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Strong binder, NH2 group by Estrogen Receptor Binding

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Moderate binder, NH2 group OR Non binder, impaired OH or NH2 group OR Non binder, non cyclic structure OR Weak binder, NH2 group OR Weak binder, OH group by Estrogen Receptor Binding

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as AN2 AND AN2 >> Michael-type addition to quinoid structures  AND AN2 >> Michael-type addition to quinoid structures  >> Substituted Anilines by Protein binding by OASIS v1.4

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Acylation >> Direct acylation involving a leaving group OR Acylation >> Direct acylation involving a leaving group >> Carbamates  OR Acylation >> Direct acylation involving a leaving group >> N-Carbonylsulfonamides OR Acylation >> Ester aminolysis or thiolysis by Protein binding by OASIS v1.4

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Not categorized by OECD HPV Chemical Categories

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Secondary amines by OECD HPV Chemical Categories

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as Alkoxy AND Aniline AND Aryl AND Ether AND Sulfate AND Sulfone by Organic Functional groups

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Aliphatic Amine, secondary by Organic Functional groups

Domain logical expression index: "o"

Referential boundary: The target chemical should be classified as Alkoxy AND Aniline AND Aryl AND Ether AND Sulfate AND Sulfone by Organic Functional groups

Domain logical expression index: "p"

Referential boundary: The target chemical should be classified as Fused heterocyclic aromatic OR Guanidine by Organic Functional groups

Domain logical expression index: "q"

Referential boundary: The target chemical should be classified as Alkoxy AND Aniline AND Aryl AND Ether AND Sulfate AND Sulfone by Organic Functional groups

Domain logical expression index: "r"

Referential boundary: The target chemical should be classified as Fused carbocyclic aromatic by Organic Functional groups

Domain logical expression index: "s"

Referential boundary: The target chemical should be classified as Alkoxy AND Aniline AND Aryl AND Ether AND Sulfate AND Sulfone by Organic Functional groups

Domain logical expression index: "t"

Referential boundary: The target chemical should be classified as Oxazole/ Izoxazole OR Precursors quinoid compounds OR Pyridazine by Organic Functional groups

Domain logical expression index: "u"

Referential boundary: The target chemical should be classified as Alkoxy AND Aniline AND Aryl AND Ether AND Sulfate AND Sulfone by Organic Functional groups

Domain logical expression index: "v"

Referential boundary: The target chemical should be classified as Thiazole/ Isothiazole by Organic Functional groups

Domain logical expression index: "w"

Referential boundary: The target chemical should be classified as Alkoxy AND Aniline AND Ether AND Overlapping groups AND Sulfate AND Sulfone by Organic Functional groups (nested)

Domain logical expression index: "x"

Referential boundary: The target chemical should be classified as Arsonic acid by Organic Functional groups (nested)

Domain logical expression index: "y"

Parametric boundary:The target chemical should have a value of log Kow which is >= -7.08

Domain logical expression index: "z"

Parametric boundary:The target chemical should have a value of log Kow which is <= 1.18

Validity criteria fulfilled:

not specified

Conclusions:

Based on the intoxication of daphnia magna due to the exposure of chemical 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate the EC50 was estimated to be 235.312 mg/l.

Executive summary:

Based on the prediction done using the OECD QSAR toolbox version 3.4 with log kow as the primary descriptor and considering the six closest read across substances, toxicity on daphnia magna was predicted for2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (26672-22-0). The EC50 value was estimated to be 235.312 mg/l when 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate exposed to daphnia magna for 48hrs. Thus, based on this value, it can be concluded that the test chemical 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate can be considered as nontoxic to aquatic organisms and thus cannot be classified as per the CLP classification criteria.

Description of key information

Based on the prediction done using the OECD QSAR toolbox version 3.4 with log kow as the primary descriptor and considering the six closest read across substances, toxicity on daphnia magna was predicted for2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (26672-22-0). The EC50 value was estimated to be 235.312 mg/l when 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate exposed to daphnia magna for 48hrs. Thus, based on this value, it can be concluded that the test chemical 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate can be considered as nontoxic to aquatic organisms and thus cannot be classified as per the CLP classification criteria.

Key value for chemical safety assessment

Fresh water invertebrates

Fresh water invertebrates

Effect concentration:

235.312 mg/L

Additional information

Based on the various prediction data for the target chemical and experimental data for the read across chemical study have been reviewed to determine the toxic nature of 2-[(4-amino-3-methoxyphenyl) sulphonyl]ethyl hydrogen sulphate (26672-22-0) on the growth and mobility of aquatic invertebrates. The studies are as mentioned below:

 

First predicted study used for the target chemical used from the OECD QSAR toolbox version 3.3, 2017. Based on the prediction done using the OECD QSAR toolbox version 3.4 with log kow as the primary descriptor and considering the six closest read across substances, toxicity on daphnia magna was predicted for 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate (26672-22-0). The EC50 value was estimated to be 235.312 mg/l when 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate exposed to daphnia magna for 48hrs. Thus, based on this value, it can be concluded that the test chemical 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate can be considered as nontoxic to aquatic organisms and thus cannot be classified as per the CLP classification criteria.

 

Similarly the first study was supported by the second predicted study based on the average value of both models (Leadscope Enterprise model and SciMatics SciQSAR model), the result were predicted in Battery model. Based on the Danish (Q)SAR Database, the 48 hours EC50 was estimated to be 313.2794 mg/l on Daphnia Magna for substance 2-[(4-amino-3-methoxyphenyl)sulphonyl]ethyl hydrogen sulphate with immobilization effects. Thus based on this value it can be concluded that the substance cannot be classified as toxic as per the criteria of CLP regulation.

 

Further study conducted on the read across (121-57-3) from Chemosphere, 1994 on the basis of structural similarity and read across chemical supports the classifications of target chemical. Toxicological profile for the sulfonic acids were study. Total 24hrs of exposure was provided to the daphnia magna. From the study the EC50 value for short term toxicity to aquatic invertebrates for Sulfanilic acid (121-57-3) in 24 hrs was determined to be 109.13 mg/l. Based on the result, Sulfanilic acid (121-57-3) was considered as not classified as per the CLP regulations.

 

Similarly fourth study increase the weight of evidence of study conducted for the read across chemical (98-40-8) from Chemosphere, 1994. Study was conducted to determine the toxic nature of chemical 2-(Ethylamino) toluene-4-sulphonic acid on the mobility of daphnia magna. The EC50 value for short term toxicity to aquatic invertebrates daphnia magna for 2-(Ethylamino)toluene-4-sulphonic acid in 24 hrs and 48hrs was determined to be 170 mg/l and 154 mg/l. Based on the EC50 value, it can be concluded that the chemical 2-(Ethylamino) toluene-4-sulphonic acid was nontoxic and can be consider to be not classified as per the CLP classification criteria.

 

Based on the predicted data for the target chemical (OECD QSAR, Danish QSAR, 2017) and experimental studies for the read across chemical obtain from various sources (Chemosphere, 1994) toxicity on aquatic invertebrates was studied due to the exposure of 2-[(4-amino-3-methoxyphenyl) sulphonyl]ethyl hydrogen sulphate (26672-22-0), and it was concluded that the substance 2-[(4-amino-3-methoxyphenyl) sulphonyl]ethyl hydrogen sulphate was consider as nontoxic and can be consider to be not classified as toxic to aquatic invertebrates as per CLP classification criteria.