3,7-dimethylocta-2,6-dienenitrile

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:

other: Data is from QSAR Toolbox 3.4

Justification for type of information:

Data is from QSAR Toolbox 3.4

Qualifier:

according to guideline

Guideline:

other: Prediction is done using QSAR Toolbox version 3.4

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 3.4

GLP compliance:

no

Specific details on test material used for the study:

- Name of test material (as cited in study report): 3,7-dimethylocta-2,6-dienenitrile
- Molecular formula (if other than submission substance): C10-H15-N- Molecular weight (if other than submission substance): 149.236
- Smiles notation (if other than submission substance): N#C\C=C(\CC\C=C(\C)C)C
- InChl (if other than submission substance): 1S/C10H15N/c1-9(2)5-4-6-10(3)7-8-11/h5,7H,4,6H2,1-3H3/b10-7+
- Substance type: Organic
- Physical state: Liquid

Analytical monitoring:

not specified

Vehicle:

not specified

Details on test solutions:

not specified

Test organisms (species):

Danio rerio (previous name: Brachydanio rerio)

Details on test organisms:

not specified

Test type:

static

Water media type:

freshwater

Total exposure duration:

96 h

Remarks on exposure duration:

not specified

Post exposure observation period:

not specified

Hardness:

not specified

Test temperature:

not specified

pH:

not specified

Dissolved oxygen:

not specified

Salinity:

not specified

Conductivity:

not specified

Nominal and measured concentrations:

not specified

Details on test conditions:

not specified

Reference substance (positive control):

not specified

Duration:

96 h

Dose descriptor:

LC50

Effect conc.:

6.619 mg/L

Nominal / measured:

nominal

Conc. based on:

test mat.

Basis for effect:

mortality (fish)

Details on results:

not specified

Results with reference substance (positive control):

not specified

Reported statistics and error estimates:

not specified

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") )

Domain logical expression index: "a"

Referential boundary:The target chemical should be classified as Alkene AND Allyl AND Nitrile AND Terpenes by Organic Functional groups

Domain logical expression index: "b"

Referential boundary:The target chemical should be classified as Nitrile AND Overlapping groups AND Terpenes by Organic Functional groups (nested)

Domain logical expression index: "c"

Referential boundary:The target chemical should be classified as Acetylenic Carbon [#C] AND Aliphatic Carbon [CH] AND Aliphatic Carbon [-CH2-] AND Aliphatic Carbon [-CH3] AND Olefinic carbon [=CH- or =C<] by Organic functional groups (US EPA)

Domain logical expression index: "d"

Referential boundary:The target chemical should be classified as No alert found by DNA binding by OASIS v.1.4

Domain logical expression index: "e"

Referential boundary:The target chemical should be classified as AN2 OR AN2 >> Schiff base formation by aldehyde formed after metabolic activation OR AN2 >> Schiff base formation by aldehyde formed after metabolic activation >> Geminal Polyhaloalkane Derivatives OR AN2 >> Thioacylation via nucleophilic addition after cysteine-mediated thioketene formation OR AN2 >> Thioacylation via nucleophilic addition after cysteine-mediated thioketene formation >> Haloalkenes with Electron-Withdrawing Groups OR Radical OR Radical >> Radical mechanism via ROS formation (indirect) OR Radical >> Radical mechanism via ROS formation (indirect) >> Geminal Polyhaloalkane Derivatives OR SN2 OR SN2 >> Acylation involving a leaving group after metabolic activation OR SN2 >> Acylation involving a leaving group after metabolic activation >> Geminal Polyhaloalkane Derivatives OR SN2 >> Alkylation, direct acting epoxides and related after P450-mediated metabolic activation OR SN2 >> Alkylation, direct acting epoxides and related after P450-mediated metabolic activation >> Haloalkenes with Electron-Withdrawing Groups OR SN2 >> Nucleophilic substitution at sp3 carbon atom after thiol (glutathione) conjugation OR SN2 >> Nucleophilic substitution at sp3 carbon atom after thiol (glutathione) conjugation >> Geminal Polyhaloalkane Derivatives by DNA binding by OASIS v.1.4

Domain logical expression index: "f"

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

Domain logical expression index: "g"

Referential boundary:The target chemical should be classified as Acylation OR Acylation >> Isocyanates and Isothiocyanates OR Acylation >> Isocyanates and Isothiocyanates >> Isocyanates 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 >> Arenes OR SN1 OR SN1 >> Iminium Ion Formation OR SN1 >> Iminium Ion Formation >> Aliphatic tertiary amines by DNA binding by OECD

Domain logical expression index: "h"

Referential boundary:The target chemical should be classified as Bioavailable by Lipinski Rule Oasis ONLY

Domain logical expression index: "i"

Parametric boundary:The target chemical should have a value of log Kow which is >= 0.756

Domain logical expression index: "j"

Parametric boundary:The target chemical should have a value of log Kow which is <= 4.39

Validity criteria fulfilled:

not specified

Conclusions:

By QSAR model the lethal concentration (LC50) value of test chemical 3,7-dimethylocta-2,6-dienenitrile for fish species Danio rerio in a 96 hrs. study was estimated to be 6.618789196 mg/L on the basis of mortality effects.

Executive summary:

In 96 hrs.fish toxicity study was predicted to assess toxic effects of the test compound 3,7-dimethylocta-2,6-dienenitrile(CAS no. 5146 -66 -7) and the result were predicted. The study was based on the effects of the test compound on fish species Danio rerio in a static fresh water system. The predicted data indicate the lethal concentration (LC50) for test compound to be 6.618789196 mg/l on the basis of mortality. Thus, based on this value, it can be concluded that the test chemical can be considered as toxic to fish and thus can be classified in aquatic chronic category 2 as per the CLP criteria.

Description of key information

By QSAR model the lethal concentration (LC50) value of test chemical 3,7-dimethylocta-2,6-dienenitrile for fish species Danio rerio in a 96 hrs. study was estimated to be 6.618789196 mg/L on the basis of mortality effects.

Key value for chemical safety assessment

Fresh water fish

Fresh water fish

Effect concentration:

6.619 mg/L

Additional information

Predicted model data and experimental study result for the test chemical 3,7-dimethylocta-2,6-dienenitrile (CAS No. 5146-66-7) with respective read across were reviewed to summarize the following information:

In key study the 96 hrs aquatic toxicity study was predicted to assess toxic effects of the test compound 3,7-dimethylocta-2,6-dienenitrile (CAS no. 5146-66-7) and the result were predicted (SSS QSAR Prediction model, 2016). The study was based on the effects of the test compound on Danio rerio fish in a static fresh water system. The predicted data suggests the lethal concentration (LC50) for the test compound was estimated to be 6.618789196 mg/l on the basis of mortality effect.

Whereas supporting model which is based on the QSAR prediction done using the EPI Suite ECOSAR version 1.10 (EPI Suite, 2016), the 96 hours LC50 was estimated to be 5.917 mg/l on fish for substance 3,7-dimethylocta-2,6-dienenitrile (CAS no. 5146-66-7) with mortality effects.

Based on above predicted value from SSS QSAR and ECOSAR, it can be concluded that the substance can be considered as toxic to fish and thus as per the CLP classification guidance the chemical classified in aquatic chronic category 2.

Above predicted lethal concentrations supported by experimental study for read across chemical Phoxim (Cas no. 14816-18-3) which is indicates that In acute toxic study for various sensitive aquatic species of aquatic environment the 410 chemicals was tested including test chemical 4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile 4-sulfide to assess the toxic effects.

During study the 0.01, 0.110,100,1000,10000 mg/l test concentrations was used with test condition 44 mg/L CaCO3 hardness, 12 deg.C test temp. and 7.4 pH in static fresh water.

According to study the lethal concentration (LC50) of test substance 4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile 4-sulfide on fish species Pimephales promelas (Fathead Minnow) for 96 hrs. on the basis of mortality effect was observed to be 2.9 mg/l with 95% confidence limit 2.26-3.721 mg/l.

Thus, based on above all mentioned lethal concentration values, it can be concluded that the target chemical 3,7-dimethylocta-2,6-dienenitrile (CAS No. 5146-66-7) can be considered as toxic to fish and thus classified in aquatic chronic category 2 as per the CLP criteria.