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Short-term toxicity to aquatic invertebrates

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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
Reference:
Composition 0
Qualifier:
according to
Guideline:
other: Estimated data
Principles of method if other than guideline:
Prediction was done using the OECD QSAR toolbox version 3.3.
GLP compliance:
not specified
Test material information:
Composition 1
Specific details on test material used for the study:
- Name of test material : 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy)ethyl]sulphonyl]phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid
- Molecular formula : C18H16N4O12S3
- Molecular weight : 576.538 g/mol
- Smiles notation : O=C(O)C1=NN(C(=O)[C@@H]1\N=N\c1ccc(S(=O)(=O)CCOS(=O)(=O)O)cc1)c1ccc(S(=O)(=O)O)cc1
- InChl : 1S/C18H16N4O12S3/c23-17-15(16(18(24)25)21-22(17)12-3-7-14(8-4-12)36(28,29)30)20-19-11-1-5-13(6-2-11)35(26,27)10-9-34-37(31,32)33/h1-8,15H,9-10H2,(H,24,25)(H,28,29,30)(H,31,32,33)/b20-19+
- Substance type: Organic
- Physical state:
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
Hardness:
136 mg/l as CaCO3
Test temperature:
19.8-20.6
pH:
8.2-8.4
Dissolved oxygen:
8.7-9.1 mg/l
Nominal and measured concentrations:
Estimated data
Reference substance (positive control):
not specified
Key result
Duration:
48 h
Dose descriptor:
EC50
Effect conc.:
51.918 mg/L
Nominal / measured:
estimated
Conc. based on:
not specified
Basis for effect:
other: Intoxication
Remarks on result:
other: Other details not known
Details on results:
The EC50 was 51.9 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" )  and "f" )  and "g" )  and "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 "t" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Vinyl Sulfones by US-EPA New Chemical Categories

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Acid moiety OR Amides OR Hydrazines by Aquatic toxicity classification by ECOSAR ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Acylation OR Acylation >> Direct Acylation Involving a Leaving group OR Acylation >> Direct Acylation Involving a Leaving group >> Acetates OR SN2 OR SN2 >> SN2 reaction at sp3 carbon atom OR SN2 >> SN2 reaction at sp3 carbon atom >> Alkyl diazo by Protein binding by OECD ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Schiff base formation OR Schiff base formation >> Pyrazolones and Pyrazolidinones derivatives OR Schiff base formation >> Pyrazolones and Pyrazolidinones derivatives >> Pyrazolones and Pyrazolidinones  by Protein binding by OASIS v1.3 ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as SN1 OR SN1 >> Nitrenium Ion formation OR SN1 >> Nitrenium Ion formation >> Aromatic azo OR SN1 >> Nitrenium Ion formation >> Unsaturated heterocyclic azo by DNA binding by OECD ONLY

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Direct Acylation Involving a Leaving group AND Acylation >> Direct Acylation Involving a Leaving group >> Acetates AND SN2 AND SN2 >> SN2 reaction at sp3 carbon atom AND SN2 >> SN2 reaction at sp3 carbon atom >> Alkyl diazo by Protein binding by OECD ONLY

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Class 5 (Not possible to classify according to these rules) by Acute aquatic toxicity classification by Verhaar (Modified) ONLY

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Very fast by Bioaccumulation - metabolism half-lives ONLY

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Not categorized by Repeated dose (HESS)

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Aliphatic nitriles (Hepatotoxicity) Rank B OR Benzene/ Naphthalene sulfonic acids (Less susceptible) Rank C OR Hydrazines (Hepatotoxicity) Rank C OR Thiocarbamates/Sulfides (Hepatotoxicity) No rank by Repeated dose (HESS)

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Aryl AND Azo AND Carboxylic acid AND Pyrazolone AND Sulfate AND Sulfone AND Sulfonic acid AND Unsaturated heterocyclic amine AND Unsaturated heterocyclic fragment by Organic Functional groups

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Cyclo conjugated system by Organic Functional groups

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as Aryl AND Azo AND Carboxylic acid AND Overlapping groups AND Pyrazolone AND Sulfate AND Sulfone AND Sulfonic acid by Organic Functional groups (nested)

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Acetal OR Acrylamide by Organic Functional groups (nested)

Domain logical expression index: "o"

Referential boundary: The target chemical should be classified as (!Undefined)Group All Lipid Solubility < 0.01 g/kg AND (!Undefined)Group CNS Surface Tension > 62 mN/m AND Group All log Kow < -3.1 AND Group All Melting Point > 200 C AND Group CNS log Kow < 0.5 AND Group CNS log Kow < -2 AND Group CNS Melting Point > 120 C AND Group CNS Melting Point > 50 C by Skin irritation/corrosion Exclusion rules by BfR

Domain logical expression index: "p"

Referential boundary: The target chemical should be classified as Group CNHal Aqueous Solubility < 0.1 g/L by Skin irritation/corrosion Exclusion rules by BfR

Domain logical expression index: "q"

Referential boundary: The target chemical should be classified as Aryl AND Azo AND Carboxylic acid AND Pyrazolone AND Sulfate AND Sulfone AND Sulfonic acid AND Unsaturated heterocyclic amine AND Unsaturated heterocyclic fragment by Organic Functional groups

Domain logical expression index: "r"

Referential boundary: The target chemical should be classified as Alkyl halide by Organic Functional groups

Domain logical expression index: "s"

Parametric boundary:The target chemical should have a value of log Kow which is >= -7.5

Domain logical expression index: "t"

Parametric boundary:The target chemical should have a value of log Kow which is <= 0.668

Validity criteria fulfilled:
not specified
Conclusions:
Based on the predicted data the EC50 for 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy)ethyl]sulphonyl]phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid was was 51.9 mg/l based on the intoxication of daphnia magna.
Executive summary:

Based on the prediction done using the OECD QSAR toolbox version 3.3 with log kow as the primary descriptor and considering the six closest read across substances, toxicity on daphnia magna was predicted for 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy)ethyl]sulphonyl]phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid (10149-98-1). Based on the intoxication of test organism the EC50 value was estimated to be 51.9 mg/l when4,5-dihydro-5-oxo-4-[[4-[[2(sulphooxy)ethyl]sulphonyl]phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid exposed to daphnia magna for 48 hrs.       

Based on this value it can be concluded that the substance 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy) ethyl]sulphonyl]phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid is considered to be toxic to aquatic environment and can be classified as aquatic chronic 3 category as per the criteria mentioned in CLP regulation.      

Description of key information

Based on the prediction done using the OECD QSAR toolbox version 3.3 with log kow as the primary descriptor and considering the six closest read across substances, toxicity on daphnia magna was predicted for 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy)ethyl]sulphonyl] phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid (10149-98-1). Based on the intoxication of test organism the EC50 value was estimated to be 51.9 mg/l when 4,5-dihydro-5-oxo-4-[[4-[[2(sulphooxy)ethyl]sulphonyl]phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole- 3-carboxylic acid exposed to daphnia magna for 48 hrs. Based on this value it can be concluded that the substance 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy) ethyl]sulphonyl]phenyl]azo]- 1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid is considered to be toxic to aquatic environment and can be classified as aquatic chronic 3 category as per the criteria mentioned in CLP regulation.    

Key value for chemical safety assessment

EC50/LC50 for freshwater invertebrates:
51.9 mg/L

Additional information

Various predicted data for the target compound 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy)ethyl]sulphonyl] phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid (10149-98-1) and experimental data for supporting weight of evidence studies for its closest read across substance with log Kow as the primary descriptor and on the basis of structural and functional similarity study were reviewed for the toxicity on the invertebrates end point which are summarized as below: 

In a prediction done by SSS (2017), based on the prediction done using the OECD QSAR toolbox version 3.3 with log kow as the primary descriptor and considering the six closest read across substances, toxicity on daphnia magna was predicted for 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy)ethyl]sulphonyl] phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid (10149-98-1). Based on the intoxication of test organism the EC50 value was estimated to be 51.9 mg/l when4,5-dihydro-5-oxo-4-[[4-[[2(sulphooxy)ethyl]sulphonyl]phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid exposed to daphnia magna for 48 hrs. Based on this value it can be concluded that the substance 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy) ethyl]sulphonyl]phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid is considered to be toxic to aquatic environment and can be classified as aquatic chronic 3 category as per the criteria mentioned in CLP regulation.     

 

First predicted study was supported by the structurally similar read across chemical (68391-31-1) study were to determine the toxicity of a chemical. Determination of the inhibition of the mobility of daphnids was carried out with the substance N,N,N-trimethyl-3-[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl)diazenyl]anilinium chloride (Basic yellow 57) according to OECD Guideline 202. The test substance was tested at the concentrations 0, 10, 17, 29, 50 and 85 mg/L. Effects on immobilisation were observed for 48 hours. The median effective concentration (EC50) for the test substance, N,N,N-trimethyl-3-[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl)diazenyl]anilinium chloride (Basic yellow 57), in Daphnia magna was determined to be 35.6 mg/L and also the substance was to be not rapidly degradable. Thus considering the Criteria for aquatic classification of the substance, it is concluded that the substance N,N,N-trimethyl-3-[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl)diazenyl]anilinium chloride exhibits toxicity to aquatic invertebrate (Daphnia magna) and classified in the chronic 3 classification category.

Similarly by considering another functional similar RA chemical (633-96-5) from Journal of Hazardous Materials, 2014 study was carried out. Short term toxicity study to Daphnia similis was carried out for 48 hrs. Neonates of less than 24 h old isolated from Daphnia culture were used for the study. Five test organisms were placed in each screw cap tubes, filled with 10 mL solution, and then incubated at 21±0.3°C in the dark. After 48 h of exposure, the number of immobile organisms was recorded. Jspear software was used to calculate the median 50% immobilization concentration (EC50). Based on immobilization of test organism by test chemical Acid Orange 7, the EC50 value was determine to be 87 mg/l along with confidence interval (p – 0.05) of 76-99 mg/l. based on the EC50 it can be concluded that the chemical was toxic to aquatic invertebrates and can be classified as aquatic chronic 3 category as per the CLP classification criteria.

 

On the basis of above results for target chemical 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy)ethyl]sulphonyl] phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid (10149-98-1) (from OECD QSAR toolbox version 3.3) and for its read across substance from ABITEC 2016 and Journal of Hazardous Materials, 2014 it can be concluded that the test substance chemical 4,5-dihydro-5-oxo-4-[[4-[[2-(sulphooxy)ethyl] sulphonyl] phenyl]azo]-1-(4-sulphophenyl)-1H-pyrazole-3-carboxylic acid is toxic to aquatic environment and can classified as aquatic chronic 3 category per the criteria mentioned in CLP regulation.