3'-nitroacetophenone

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:

according to guideline

Guideline:

OECD Guideline 203 (Fish, Acute Toxicity Test)

Principles of method if other than guideline:

Prediction was done using OECD QSAR toolbox version 3.4

GLP compliance:

no

Specific details on test material used for the study:

- EC name: 3'-nitroacetophenone
- Molecular formula (if other than submission substance): C8H7NO3
- Molecular weight (if other than submission substance): 165.147 g/mol
- Smiles notation (if other than submission substance): c1(cc(ccc1)[N+](=O)[O-])C(C)=O
- InChI: 1S/C8H7NO3/c1-6(10)7-3-2-4-8(5-7)9(11)12/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:

semi-static

Water media type:

freshwater

Total exposure duration:

96 h

Hardness:

No data

Test temperature:

24 deg.C

pH:

7.1

Dissolved oxygen:

No data

Salinity:

No data

Conductivity:

No data

Nominal and measured concentrations:

No data

Details on test conditions:

No data

Reference substance (positive control):

not specified

Key result

Duration:

96 h

Dose descriptor:

LC50

Effect conc.:

579 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" )  and ("f" and ( not "g") )  )  and ("h" and ( not "i") )  )  and ("j" and ( not "k") )  )  and ("l" and ( not "m") )  )  and "n" )  and "o" )  and ("p" and ( not "q") )  )  and ("r" and ( not "s") )  )  and ("t" and "u" )  )

Domain logical expression index: "a"

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

Domain logical expression index: "b"

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

Domain logical expression index: "c"

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

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Aliphatic Carbon [CH] AND Aliphatic Carbon [-CH2-] AND Aliphatic Carbon [-CH3] AND Aromatic Carbon [C] AND Carbonyl, aliphatic attach [-C(=O)-] AND Carbonyl, olefinic attach [-C(=O)-] AND Carbonyl, one aromatic attach [-C(=O)-] AND Miscellaneous sulfide (=S) or oxide (=O) AND Nitro, aromatic attach [-NO2] AND Olefinic carbon [=CH- or =C<] by Organic functional groups (US EPA)

Domain logical expression index: "e"

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

Domain logical expression index: "f"

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

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Non-covalent interaction OR Non-covalent interaction >> DNA intercalation OR Non-covalent interaction >> DNA intercalation >> DNA Intercalators with Carboxamide Side Chain OR Radical OR Radical >> Radical mechanism via ROS formation (indirect) OR Radical >> Radical mechanism via ROS formation (indirect) >> Nitroarenes with Other Active Groups OR SN1 OR SN1 >> Nucleophilic attack after diazonium or carbenium ion formation OR SN1 >> Nucleophilic attack after diazonium or carbenium ion formation >> Nitroarenes with Other Active Groups OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation >> Nitroarenes with Other Active Groups OR SN2 OR SN2 >> SN2 attack on activated carbon Csp3 or Csp2 OR SN2 >> SN2 attack on activated carbon Csp3 or Csp2 >> Nitroarenes with Other Active Groups by DNA binding by OASIS v.1.3

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Not possible to classify according to these rules by DPRA Cysteine peptide depletion

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as High reactive OR High reactive >> Activated haloarenes OR High reactive >> alpha,beta-carbonyl compounds with polarized multiple bonds OR Low reactive OR Low reactive >> Alicyclic ketones OR Low reactive >> N-substituted aromatic amides OR Low reactive >> Primary haloalkanes by DPRA Cysteine peptide depletion

Domain logical expression index: "j"

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

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Acylation OR Acylation >> Ester aminolysis OR Acylation >> Ester aminolysis >> Amides OR Nucleophilic addition OR Nucleophilic addition >> Addition to carbon-hetero double bonds OR Nucleophilic addition >> Addition to carbon-hetero double bonds >> Ketones OR SN2 OR SN2 >> Nucleophilic substitution at sp3 carbon atom OR SN2 >> Nucleophilic substitution at sp3 carbon atom >> Alkyl halides  OR SN2 >> Nucleophilic substitution at sp3 carbon atom >> alpha-Activated haloalkanes  by Protein binding by OASIS v1.3

Domain logical expression index: "l"

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

Domain logical expression index: "m"

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 by Protein binding by OECD

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as No superfragment by Superfragments ONLY

Domain logical expression index: "o"

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

Domain logical expression index: "p"

Referential boundary: The target chemical should be classified as Non-Metals by Groups of elements

Domain logical expression index: "q"

Referential boundary: The target chemical should be classified as Alkali Earth OR Halogens by Groups of elements

Domain logical expression index: "r"

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

Domain logical expression index: "s"

Referential boundary: The target chemical should be classified as Aliphatic nitriles (Hepatotoxicity) Rank B by Repeated dose (HESS)

Domain logical expression index: "t"

Parametric boundary:The target chemical should have a value of log Kow which is >= 1.26

Domain logical expression index: "u"

Parametric boundary:The target chemical should have a value of log Kow which is <= 1.82

Validity criteria fulfilled:

not specified

Conclusions:

The short-term toxicity of the substance 3'-nitroacetophenoneto fish is predicted using QSAR toolbox version. 3.4, based on the effects observed in a semi-static freshwater system during a 96 hr exposure. The lethal concentration (LC50) for the substance 3'-nitroacetophenone is estimated to be 579.00 mg/L.

Executive summary:

The short-term toxicity of the substance 3'-nitroacetophenoneto fish is predicted using QSAR toolbox version. 3.4, based on the effects observed in a semi-static freshwater system during a 96 hr exposure. The lethal concentration (LC50) for the substance 3'-nitroacetophenone is estimated to be 579.00 mg/L. Based on this value, it can be concluded that the test chemical 3'-nitroacetophenone can be considered as non-toxic to fish at predicted lethal concentration and can be considered not-classified as per the CLP classification criteria.

Description of key information

The short-term toxicity of the substance 3'-nitroacetophenoneto fish is predicted using QSAR toolbox version. 3.4, based on the effects observed in a semi-static freshwater system during a 96 hr exposure. The lethal concentration (LC50) for the substance3'-nitroacetophenoneis estimated to be 579.00 mg/L. Based on this value, it can be concluded that the test chemical3'-nitroacetophenonecan be considered as non-toxic to fish at predicted lethal concentration and can be considered not-classified as per the CLP classification criteria.

Key value for chemical safety assessment

Fresh water fish

Fresh water fish

Effect concentration:

579 mg/L

Additional information

Three studies including two predicted result from validated predictions and one experimental data for endpoint short term fish toxicity to target chemical 3'-nitroacetophenone(Cas no. 121-89-1) with relevant read across substance which is close to target using log kow as primary descriptor were summarized as followes:

First data for target chemical is predicted using OECD QSAR toolbox version. 3.4 (2017), to indicate the short-term toxicity of the substance 3'-nitroacetophenone. The rediction is based on the effects observed in a semi-static freshwater system during a 96 hr exposure. The lethal concentration (LC50) for the substance 3'-nitroacetophenone is estimated to be 579.00 mg/L. Based on this value, it can be concluded that the test chemical 3'-nitroacetophenone can be considered as non-toxic to fish at environmentally relevant concentrations and can be considered not-classified as per the CLP classification criteria.

Another prediction model EPI Suite ECOSAR version 1.10, estimated the 96 hours LC50 to be 388.456 mg/l on Fish for substance 3'-nitroacetophenone (CAS no. 121-89-1) on the basis of mortality effects. Thus, based on this value, it can be concluded that the test chemical 3'-nitroacetophenone can be considered as non-toxic to fish and thus cannot be classified as hazardous as per the CLP criteria.

Above both predicted results are further supported by experimental result of read across substance Cyclohexanol (Cas no. 108-93-0). A short term fish toxicity study on test species Pimephales promelas(Fathead Minnow) of chemical Cyclohexanol (Cas no.108-93-0)was conducted for exposure period of 96 hrs. In the experiment, static conditions were maintained with test temp. 24.4 Deg.C , 47.0 mg/L CaCO3 hardness, 7.3 pH, 6.5 mg/L Dissolve oxygen , ALKALINITY: 40.2 mg/L CaCO3 at nominal concentration 0,133,222,369,616 and 1026 mg/l. On the basis of mortality effect, the lethal concentration (LC50) on fish Pimephales promelas (Fathead Minnow) was observed to be 704 mg/l. Thus considering the lethal concentration the test substance Cyclohexanol (Cas no.108-93-0) can be considered as non toxic to fish and thus not consider for further classification for fish as per the CLP criteria.

Thus based on the above all predicted and experimental result of the target and read across substance Cyclohexanol (Cas no. 108-93-0) indicates that 3'-nitroacetophenone (Cas no. 121-89-1) is likely to be non toxic to fish and thus not consider for the aquatic classification as per the CLP criteria.