1,8-bis[(4-methylphenyl)amino]anthraquinone

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)

Justification for type of information:

QSAR prediction: migrated from IUCLID 5.6

Qualifier:

according to guideline

Guideline:

other: refer below principle

Principles of method if other than guideline:

The data is predicted using the OECD QSAR toolbox version 3.3.

GLP compliance:

no

Analytical monitoring:

not specified

Vehicle:

not specified

Test organisms (species):

Pimephales promelas

Test type:

semi-static

Water media type:

freshwater

Limit test:

no

Total exposure duration:

96 h

Hardness:

no data

Test temperature:

21-26 deg.C

pH:

6.7-7.2

Dissolved oxygen:

no data

Salinity:

no data

Nominal and measured concentrations:

no data

Details on test conditions:

no data

Reference substance (positive control):

not specified

Duration:

96 h

Dose descriptor:

LC50

Effect conc.:

126.102 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" )  and ("d" and ( not "e") )  )  and ("f" and ( not "g") )  )  and "h" )  and "i" )  and ("j" and "k" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Alkyl arenes AND Anthracenone/ Antracendione AND Aromatic amine AND Aryl AND Cycloketone AND Diketone AND Fused carbocyclic aromatic AND Precursors quinoid compounds by Organic Functional groups

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as AN2 AND AN2 >>  Michael-type addition, quinoid structures AND AN2 >>  Michael-type addition, quinoid structures >> Quinones and Trihydroxybenzenes AND Non-covalent interaction AND Non-covalent interaction >> DNA intercalation AND Non-covalent interaction >> DNA intercalation >> Quinones and Trihydroxybenzenes AND Radical AND Radical >> Radical mechanism via ROS formation (indirect) AND Radical >> Radical mechanism via ROS formation (indirect) >> Quinones and Trihydroxybenzenes by DNA binding by OASIS v.1.4

Domain logical expression index: "c"

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  >> N-Substituted Aromatic Amines by Protein binding by OASIS v1.4

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as No alert found by DNA binding by OECD

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Acylation OR Acylation >> P450 Mediated Activation to Isocyanates or Isothiocyanates OR Acylation >> P450 Mediated Activation to Isocyanates or Isothiocyanates >> Formamides OR Acylation >> P450 Mediated Activation to Isocyanates or Isothiocyanates >> Thioureas OR 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 >> Hydroquinones OR Michael addition >> Polarised Alkenes-Michael addition OR Michael addition >> Polarised Alkenes-Michael addition >> Alpha, beta- unsaturated ketones OR Michael addition >> Quinones and Quinone-type Chemicals OR Michael addition >> Quinones and Quinone-type Chemicals >> Quinones OR SN1 OR SN1 >> Iminium Ion Formation OR SN1 >> Iminium Ion Formation >> Aliphatic tertiary amines OR SN1 >> Nitrenium Ion formation OR SN1 >> Nitrenium Ion formation >> Aromatic azo OR SN1 >> Nitrenium Ion formation >> Aromatic nitro OR SN1 >> Nitrenium Ion formation >> Aromatic phenylureas OR SN1 >> Nitrenium Ion formation >> Primary aromatic amine OR SN1 >> Nitrenium Ion formation >> Secondary aromatic amine OR SN1 >> Nitrenium Ion formation >> Tertiary aromatic amine OR SN2 OR SN2 >> P450 Mediated Sulfoxidation OR SN2 >> P450 Mediated Sulfoxidation >> Thioureas-SN2 by DNA binding by OECD

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Not possible to classify according to these rules (GSH) by Protein binding potency

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Extremely reactive (GSH) OR Extremely reactive (GSH) >> Benzoquinones (MA) by Protein binding potency

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Reactive unspecified by Acute aquatic toxicity MOA by OASIS ONLY

Domain logical expression index: "i"

Similarity boundary:Target: Cc1ccc(Nc2cccc3c2C(=O)c2c(Nc4ccc(C)cc4)cccc2C3=O)cc1
Threshold=30%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "j"

Parametric boundary:The target chemical should have a value of log Kow which is >= 4.68

Domain logical expression index: "k"

Parametric boundary:The target chemical should have a value of log Kow which is <= 11.7

Conclusions:

Based on the QSAR prediction done using OECD QSAR toolbox version 3.3 for short term toxicity of 1,8-bis[(4-methylphenyl)amino]anthraquinone, the LC50 value for Pimephales promelas is estimated to 126.10218811 mg/l.

Executive summary:

96 hrs aquatic toxicity study was predicted (SSS QSAR Prediction model, 2016) to assess toxic effects of the test chemical 1,8-bis[(4-methylphenyl)amino]anthraquinone (CAS No. 82-16-6) and the results were predicted on the basis of the mortality effects of the test compound on Pimephales promelas in a semi-static fresh water system.

The predicted data suggests the lethal concentration (LC50) for the test compound 1,8-bis[(4-methylphenyl)amino]anthraquinone was estimated to be 126.10218811 mg/l.

Thus based on this value, it can be concluded that the substance non toxic to fish and thus can not be consider for the further classification for aquatic environment as per the CLP criteria.

Description of key information

96 hrs aquatic toxicity study was predicted (SSS QSAR Prediction model, 2016) to assess toxic effects of the test chemical 1,8-bis[(4-methylphenyl)amino]anthraquinone (CAS No. 82-16-6) and the results were predicted on the basis of the mortality effects of the test compound on Pimephales promelas in a semi-static fresh water system. 
The predicted data suggests the lethal concentration (LC50) for the test compound 1,8-bis[(4-methylphenyl)amino]anthraquinone was estimated to be 126.10218811 mg/l. 
Thus based on this value, it can be concluded that the substance non toxic to fish and thus can not be consider for the further classification for aquatic environment as per the CLP criteria.

Key value for chemical safety assessment

Fresh water fish

Fresh water fish

Effect concentration:

126.102 mg/L

Additional information

Studies of short term toxicity to fish endpoint for the target chemical 1,8-bis[(4-methylphenyl)amino]anthraquinone (Cas no. 82-16-6) were reviewed to summarize the following information:

96 hrs aquatic toxicity study was predicted (SSS QSAR Prediction model, 2016) to assess toxic effects of the test chemical 1,8-bis[(4-methylphenyl)amino]anthraquinone (CAS No. 82-16-6) and the results were predicted on the basis of the mortality effects of the test compound on Pimephales promelas in a semi-static fresh water system.

The predicted data suggests the lethal concentration (LC50) for the test compound 1,8-bis[(4-methylphenyl)amino]anthraquinone was estimated to be 126.10218811 mg/l.

Thus based on this value, it can be concluded that the substance non toxic to fish and thus can not be consider for the further classification for aquatic environment as per the CLP criteria.

Other read across substance (Cas no. 128-80-3) study conducted by Chillingworth (1974, Water quality criteria for colored smokes: solvent green 3, U.S. Army Medical Research and Development Command Fort Detrick), Acute toxicity of Solvent Green 3 in Pimephales promelas were evaluated. Pimephales promelas 10 per group were treated with Solvent Green 3 in the concentration of 10, 18. 32, 56 or 100 mg/L under static test condition. The test concentrations were determined from preliminary range-finding tests. Due to its insolubility, the dye was dispersed with the solvent Reax 83-A to form a 15 -percent-by-weight dispersion.

The results showed that the 96 hr TL50 for Pimephales promelas was >100 mg/L.

Thus based on both studies for target and read across chemical it is concluded that the test substance 1,8-bis[(4-methylphenyl)amino]anthraquinone (Cas no. 82-16-6) is non toxic to fish in acute exposure period.

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