4'-cyanoacetophenone

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:

QMRF report has been attached.

Qualifier:

according to guideline

Guideline:

OECD Guideline 203 (Fish, Acute Toxicity Test)

Principles of method if other than guideline:

Prediction was done using the OECD QSAR toolbox version 3.3.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material : 4'-Cyanoacetophenone
- Molecular formula : C9H7NO
- Molecular weight : 145.16 g/mol
- Smiles notation : CC(=O)c1ccc(C#N)cc1
- InChl : 1S/C9H7NO/c1-7(11)9-4-2-8(6-10)3-5-9/h2-5H,1H3
- Substance type: Organic
- Physical state: Solid

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:

0.79 mmol/l

Test temperature:

24.5 – 26.8°C

pH:

7.8 - 8.1

Dissolved oxygen:

8.3 - 8.5 mg/l

Nominal and measured concentrations:

Estimated data

Reference substance (positive control):

not specified

Key result

Duration:

96 h

Dose descriptor:

LC50

Effect conc.:

182.836 mg/L

Nominal / measured:

estimated

Conc. based on:

test mat.

Basis for effect:

mortality (fish)

Remarks on result:

other: Nontoxic

Sublethal observations / clinical signs:

The prediction was based on dataset comprised from the following descriptors: LC50
Estimation method: Takes average value from the 6 nearest neighbours
Domain  logical expression:Result: In Domain

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

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Aromatic compound OR Carbonyl compound OR Ketone OR Nitrile by Organic functional groups, Norbert Haider (checkmol) ONLY

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Acetylenic Carbon [#C] OR Aliphatic Carbon [CH] OR Aliphatic Carbon [-CH2-] OR Aliphatic Carbon [-CH3] OR Aromatic Carbon [C] OR Carbonyl, aliphatic attach [-C(=O)-] OR Carbonyl, olefinic attach [-C(=O)-] OR Carbonyl, one aromatic attach [-C(=O)-] OR Cyano, aromatic attach [-C#N] OR Miscellaneous sulfide (=S) or oxide (=O) OR Olefinic carbon [=CH- or =C<] by Organic functional groups (US EPA) ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Aryl OR Ketone OR Nitrile OR Overlapping groups by Organic Functional groups (nested) ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Aryl OR Ketone OR Nitrile by Organic Functional groups ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as No alert found by DNA binding by OASIS v.1.3

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as SN2 OR SN2 >> Direct acting epoxides formed after metabolic activation OR SN2 >> Direct acting epoxides formed after metabolic activation >> Quinoline Derivatives OR SN2 >> SN2 at an activated carbon atom OR SN2 >> SN2 at an activated carbon atom >> Quinoline Derivatives by DNA binding by OASIS v.1.3

Domain logical expression index: "g"

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

Domain logical expression index: "h"

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 by DNA binding by OECD

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Non binder, without OH or NH2 group by Estrogen Receptor Binding

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Non binder, non cyclic structure by Estrogen Receptor Binding

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as No alert found by Protein binding by OASIS v1.3

Domain logical expression index: "l"

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 by Protein binding by OASIS v1.3

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as Neutral Organics by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Triazines, Aromatic by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "o"

Referential boundary: The target chemical should be classified as Aryl AND Ketone AND Nitrile by Organic Functional groups ONLY

Domain logical expression index: "p"

Parametric boundary:The target chemical should have a value of log Kow which is >= 0.608

Domain logical expression index: "q"

Parametric boundary:The target chemical should have a value of log Kow which is <= 2.41

Validity criteria fulfilled:

not specified

Conclusions:

Based on the mortality of fishes, the LC50 value was estimated to be 182.836 mg/l when 4'-Cyanoacetophenone exposed to Danio rerio (previous name: Brachydanio rerio) for 96 hrs.  

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 Danio rerio (previous name: Brachydanio rerio) was predicted for 4'-Cyanoacetophenone (1443-80-7). The LC50 value was estimated to be 182.836 mg/l when 4'-Cyanoacetophenone exposed to Danio rerio (previous name: Brachydanio rerio) for 96 hrs.  

Based on this value it can be concluded that the substance is considered to not toxic to aquatic environment (fish) 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 Danio rerio (previous name: Brachydanio rerio) was predicted for 4'-Cyanoacetophenone (1443-80-7). The LC50 value was estimated to be 182.836 mg/l when 4'-Cyanoacetophenone exposed to Danio rerio (previous name: Brachydanio rerio) for 96 hrs.  

Based on this value it can be concluded that the substance is considered to not toxic to aquatic environment (fish) as per the criteria mentioned in CLP regulation. 

Key value for chemical safety assessment

Fresh water fish

Fresh water fish

Effect concentration:

182.836 mg/L

Additional information

Based on the various experimental and predicted data for target chemical 4'-Cyanoacetophenone (1443-80-7) study have been reviewed to determine the toxic nature of target chemical 4'-Cyanoacetophenone The studies are as mentioned below:

In the first predicted weight of evidence report for the 4'-Cyanoacetophenone (1443-80-7) from SSS (QSAR, 2017) toxicity study was carried out. 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 Danio rerio (previous name: Brachydanio rerio) was predicted for 4'-Cyanoacetophenone (1443-80-7). The LC50 value was estimated to be 182.836 mg/l when 4'-Cyanoacetophenone exposed to Danio rerio (previous name: Brachydanio rerio) for 96 hrs. Based on this value it can be concluded that the substance is considered to not toxic to aquatic environment (fish) as per the criteria mentioned in CLP regulation. 

 

In the second predicted weight of evidence report for the 4'-Cyanoacetophenone (1443-80-7) from EPIsuite, Based on the prediction done by EPI suite, ECOSAR version 1.1, on the basis of similarity of structure to chemicals for which the aquatic toxicity has been previously measured by structure-activity relationships (SARs) program, the LC 50 value for short term toxicity to fish was predicted. On the basis of EPI suite, ECOSAR version 1.1, the LC 50 value for short term toxicity to fish was predicted to be 597.630 mg/l for 4'-Cyanoacetophenone in 48 hrs. Based on this value it can be concluded that the 4'-Cyanoacetophenone is considered to be not toxic to aquatic environment and cannot be classified as per the criteria mentioned in CLP regulation.

 

Similarly in the third weight of evidence study for the RA chemical Acetophenone (98-86-2) (from HSDB, ECOTOX, Gestis, GSBL, EnviChem, 2017). Study was conducted to determine the effect of chemical 1Phenylethanone (Acetophenone) on the growth of fishes. Test was performed under the static system in which measured concentration was used. Fishes exposed with the chemical for 96hrs of duration. In the study 31 d old fish were use. Based on the mortality rate of fish Pimephalos promelas (Fathead minnow) due to the exposure of chemical 1Phenylethanone for 96hrs, the LC50 was 162 mg/l. Based on the LC50, it can be concluded that the chemical was nontoxic.

 

Thus based on the above data sources for target chemical 4'-Cyanoacetophenone (1443-80-7) from various experimental studies and predicted studies from QSAR, EPIsuite, HSDB, ECOTOX, Gestis, GSBL, EnviChem it was summarized that the chemical was nontoxic and can be consider to be not classified as toxic as per the CLP classification criteria.