Disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl]azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl]amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate

Short-term toxicity to fish

Link to relevant study record(s)

Reference

Endpoint:

short-term toxicity to fish

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:

The supporting QMRF report has been attached.

Qualifier:

no guideline available

Principles of method if other than guideline:

Prediction is done using OECD QSAR Toolbox version 3.3 with log Kow as the primary descriptor.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material: Disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl -6-oxo-3-pyridyl]azo]- 4-[[4-chloro-6-[[3-[[2- (sulphona tooxy)ethyl]sulphonyl]phenyl]amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate.
- Molecular formula : C26H24ClN9Na2O12S3
- Molecular weight : 832.1576 g/mol
- Smiles notation: CCn1c(c(c(c(c1=O)C (=O)N)C)/N=N/c2cc(ccc2S(=O)(=O)[O-]) Nc3nc(nc(n3)Cl)Nc4cccc(c4)S(=O)(=O)CCOS(=O) (=O)[O-])O. [Na+].[Na+]
- Substance type: Organic

Analytical monitoring:

not specified

Vehicle:

not specified

Test organisms (species):

Danio rerio (previous name: Brachydanio rerio)

Test type:

static

Water media type:

freshwater

Total exposure duration:

96 h

Hardness:

No data

Test temperature:

24 degC

pH:

No data

Dissolved oxygen:

No data

Salinity:

No data

Conductivity:

No data

Nominal and measured concentrations:

No data

Reference substance (positive control):

not specified

Duration:

96 h

Dose descriptor:

LC50

Effect conc.:

484.78 mg/L

Nominal / measured:

estimated

Conc. based on:

test mat.

Basis for effect:

mortality (fish)

Sublethal observations / clinical signs:

The prediction was based on dataset comprised from the following descriptors: LC50
Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

(((((((("a" or "b" or "c" or "d" or "e" or "f" or "g" or "h" or "i" )  and ("j" and ( not "k") )  )  and "l" )  and "m" )  and "n" )  and ("o" and ( not "p") )  )  and "q" )  and ("r" and "s" )  )

Domain logical expression index: "a"

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

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Non-specific AND Non-specific >> Incorporation into DNA/RNA, due to structural analogy with  nucleoside bases    AND Non-specific >> Incorporation into DNA/RNA, due to structural analogy with  nucleoside bases    >> Specific Imine and Thione Derivatives AND Radical AND Radical >> Radical mechanism via ROS formation (indirect) AND Radical >> Radical mechanism via ROS formation (indirect) >> Specific Imine and Thione Derivatives AND SN1 AND SN1 >> Nucleophilic substitution on diazonium ions AND SN1 >> Nucleophilic substitution on diazonium ions >> Specific Imine and Thione Derivatives by DNA binding by OASIS v.1.3

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as SN1 AND SN1 >> Iminium Ion Formation AND SN1 >> Iminium Ion Formation >> Aliphatic tertiary amines by DNA binding by OECD

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Nucleophilic addition AND Nucleophilic addition >> Addition to carbon-hetero double bonds AND Nucleophilic addition >> Addition to carbon-hetero double bonds >> Ketones AND SNAr AND SNAr >> Nucleophilic aromatic substitution on activated aryl and heteroaryl compounds AND SNAr >> Nucleophilic aromatic substitution on activated aryl and heteroaryl compounds >> Activated aryl and heteroaryl compounds by Protein binding by OASIS v1.3

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 SNAr AND SNAr >> Nucleophilic aromatic substitution AND SNAr >> Nucleophilic aromatic substitution >> Halo-triazines by Protein binding by OECD

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Acid moiety AND Acrylamides AND Hydrazines AND Imides AND Salt AND Triazines, Aromatic by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Acid moiety OR Acrylamides OR Hydrazines OR Imides OR Salt OR Triazines, Aromatic by Aquatic toxicity classification by ECOSAR ONLY

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Nucleophilic addition OR Nucleophilic addition >> Addition to carbon-hetero double bonds OR Nucleophilic addition >> Addition to carbon-hetero double bonds >> Ketones OR SNAr OR SNAr >> Nucleophilic aromatic substitution on activated aryl and heteroaryl compounds OR SNAr >> Nucleophilic aromatic substitution on activated aryl and heteroaryl compounds >> Activated aryl and heteroaryl compounds by Protein binding by OASIS v1.3 ONLY

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as SN1 AND SN1 >> Iminium Ion Formation AND SN1 >> Iminium Ion Formation >> Aliphatic tertiary amines by DNA binding by OECD

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Michael addition OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Arenes OR Michael addition >> Polarised Alkenes-Michael addition OR Michael addition >> Polarised Alkenes-Michael addition >> Alpha, beta- unsaturated amides OR Michael addition >> Quinones and Quinone-type Chemicals OR Michael addition >> Quinones and Quinone-type Chemicals >> Quinones OR No alert found by DNA binding by OECD

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as High (Class III) by Toxic hazard classification by Cramer (with extensions) ONLY

Domain logical expression index: "m"

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: "n"

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

Domain logical expression index: "o"

Referential boundary: The target chemical should be classified as Group 1 - Alkali Earth Li,Na,K,Rb,Cs,Fr AND Group 14 - Carbon C AND Group 15 - Nitrogen N AND Group 16 - Oxygen O AND Group 16 - Sulfur S AND Group 17 - Halogens Cl AND Group 17 - Halogens F,Cl,Br,I,At by Chemical elements

Domain logical expression index: "p"

Referential boundary: The target chemical should be classified as Group 17 - Halogens I OR Group 8 - Trans.Metals Fe,Ru,Os by Chemical elements

Domain logical expression index: "q"

Referential boundary: The target chemical should be classified as Acrylamide AND Allyl AND Aromatic amine AND Aromatic heterocyclic halide AND Aryl AND Aryl halide AND Dihydropyridone AND Hydrazone AND Imide AND Overlapping groups AND Sulfate AND Sulfone AND Sulfonic acid by Organic Functional groups (nested) ONLY

Domain logical expression index: "r"

Parametric boundary:The target chemical should have a value of log Kow which is >= -7.9

Domain logical expression index: "s"

Parametric boundary:The target chemical should have a value of log Kow which is <= 0.779

Validity criteria fulfilled:

not specified

Conclusions:

A study was predicted using OECD QSAR toolbox version 3.3 (2017) with respect to the descriptor log Kow; to assess the toxicity effect of diso dium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl] phenyl] amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate on fish in a 96 hours of exposure. The median lethal concentration (LC50) for the test substance, disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl] amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate, in Danio rerio on the basis of mortality effect was estimated to be 484.78 mg/L.

Executive summary:

A study was predicted using OECD QSAR toolbox version 3.3 (2017) with respect to the descriptor log Kow; to assess the toxicity effect of disodium 2-[[5-carb amoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl] amino]-1,3,5-triazin-2-yl] amino] enzenesulphonate on fish in a 96 hours of exposure. The median lethal concentration (LC50) for the test substance, disodium 2-[[5-carbamoyl-1-ethyl-1, 6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy) ethyl]sulphonyl]phenyl]amino]-1,3,5-triazin-2-yl]amino] benzenesulphon ate, in Danio rerio on the basis of mortality effect was estimated to be 484.78 mg/L. Thus, on the basis of this LC50 value and according to CLP Criteria for aquatic classification of the substance, it is concluded that disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6- [[3-[[2- (sulphonatooxy)ethyl]sulphonyl]phenyl]amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate (CAS No. 84000-63-5) does not exhibit short term toxicity to fish.

Description of key information

A study was predicted using OECD QSAR toolbox version 3.3 (2017) with respect to the descriptor log Kow; to assess the toxicity effect of disodium 2-[[5-carb amoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl] amino]-1,3,5-triazin-2-yl] amino] enzenesulphonate on fish in a 96 hours of exposure. The median lethal concentration (LC50) for the test substance, disodium 2-[[5-carbamoyl-1-ethyl-1, 6-dihy dro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy) ethyl]sulphonyl]phenyl]amino]-1,3,5-triazin-2-yl]amino] benzenesulphon ate, in Danio rerio on the basis of mortality effect was estimated to be 484.78 mg/L. Thus, on the basis of this LC50 value and according to CLP Criteria for aquatic classification of the substance, it is concluded that disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6- [[3-[[2- (sulphonatooxy)ethyl]sulphonyl]phenyl]amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate (CAS No. 84000-63-5) does not exhibit short term toxicity to fish.

Key value for chemical safety assessment

Fresh water fish

Fresh water fish

Effect concentration:

484.78 mg/L

Additional information

Various studies including predicted results from the validated model and experimental study following OECD guideline for toxicity to fish with the target subst ance disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl] sulphonyl] phenyl]amino] -1,3,5-triazin-2-yl]amino]benzenesulphonate(CAS No. 84000-63-5) and to its relevant read across substance disodium 6-hydroxy-5-[(2-methoxy-4 -sulphonato- m-tolyl) azo]naphthalene-2-sulphonate (ALLURA RED AC) (CAS No. 25956-17-6) by considering its structure-activity relationships, were summarized as follows:

 

A study was predicted using OECD QSAR toolbox version 3.3 (2017) with respect to the descriptor log Kow; to assess the toxicity effect of disodium 2-[[5- carba moyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl] phenyl] amino]-1,3,5-triazin -2-yl]amino] benzenesulphonate on fish in a 96 hours of exposure. The median lethal concentration (LC50) for the test substance, disodium 2-[[5-carbamoyl-1-ethyl -1,6- dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl] amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate, in Danio rerio on the basis of mortality effect was estimated to be 484.78 mg/L.   

 

Moreover, the fish acute toxicity test according to OECD Guideline 203 was conducted by SSS (Europe) AB (2013) for read across substance disodium 6- hydr oxy-5-[(2-methoxy-4-sulphonato-m-tolyl) azo] naphthalene -2- sulphonate (ALLURA RED AC) (CAS No.- 25956-17-6) on Zebra fish(Danio rerio) in a 96 hour study. The nominal concentration selected for the experiment were 100 mg/L and test fish were exposed to these concentration for 96 hours. The median lethal concentration (LC50) for disodium 6-hydroxy-5-[(2-methoxy- 4-sulphonato-m-tolyl) azo] naphthalene-2-sulphonate on Danio rerio in a 96 hours study on the basis of mortality effect was found to be >100 mg/L.

 

Based on the above predicted and experimental studies for target substance disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl] sulphonyl]phenyl]amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate(CAS No. 84000-63-5) and to its read across substance ALLURA RED AC (CAS No.- 25956-17-6), the lethal concentration LC50 value was found to be in the range of >100.0 mg/L to 484.78 mg/L.  Thus, on the basis of this LC50 value and according to CLP Criteria for aquatic classification of the substance, it is concluded thatdisodium 2-[[5-carbamoyl- 1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl] amino]-1,3,5-triazin-2-yl] amino]benzene sulphonate(CAS No. 84000-63-5) does not exhibit short term toxicity to fish.

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