3'-chloropropiophenone

Genetic toxicity: in vitro

Administrative data

Endpoint:

in vitro gene mutation study in bacteria

Remarks:

Type of genotoxicity: gene mutation

Type of information:

(Q)SAR

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Justification for type of information:

QSAR prediction: migrated from IUCLID 5.6

Data source

Reference

Reference Type:

other: Prediction report

Title:

R: QSAR Toolbox 2.3.0.1132 prediction for "Gene Mutation" read across evaluation for 34841-35-5

Author:

Sustainability Support Services (Europe) AB

Year:

2013

Bibliographic source:

QSAR Toolbox Version 2.3

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

other: Estimated data

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 2.3

GLP compliance:

not specified

Type of assay:

bacterial reverse mutation assay

Test material

Test material information

Constituent 1

Reference substance name:

3'-chloropropiophenone

EC Number:

252-242-3

EC Name:

3'-chloropropiophenone

Cas Number:

34841-35-5

Molecular formula:

C9H9ClO

IUPAC Name:

1-(3-chlorophenyl)propan-1-one

Details on test material:

SMILES:C(=O)(c1cc(Cl)ccc1)CC

Method

Species / strain

Species / strain / cell type:

S. typhimurium TA 100

Additional strain / cell type characteristics:

not specified

Metabolic activation:

with

Metabolic activation system:

S9

Results and discussion

Test results

Species / strain:

S. typhimurium TA 100

Metabolic activation:

with

Genotoxicity:

negative

Cytotoxicity / choice of top concentrations:

not specified

Remarks on result:

other: all strains/cell types tested

Remarks:

Migrated from field 'Test system'.

Any other information on results incl. tables

The prediction was based on dataset comprised from the following descriptors: "Gene mutation"
Estimation method: Taking highest mode value from the 5 nearest neighbours
Domain logical expression:Result: In Domain

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

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 No alert found by Protein binding by OASIS

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Activated electrophilic ethenylarenes OR Activated haloarenes OR Active cyclic agents OR alpha,beta-carbonyl compounds with polarized double bonds OR alpha-activated benzyls OR alpha-activated haloalkanes OR alpha-haloalkanes OR Amide OR Azoxy compounds OR Carbamates OR C-Nitroso compounds OR Cyanoalkenes OR Diketones OR Epoxides, Aziridines and Sulfuranes OR Ketones OR Lactones_Michael addition OR MA: a,b-unsaturated carbonyl compounds OR MA: Addition to Carbon-hetero double/triple bond OR MA: Carbenium ion formation OR MA: Direct acting Schiff base formers OR MA: Direct acylation involving a leaving group OR MA: Ester aminolysis OR MA: Interchange reaction with sulphur containing compounds OR MA: Michael addition on conjugated systems with electron withdrawing group OR MA: Michael type addition on vinyl pirydines and activated ethenylarenes OR MA: Michael-type addition on azoxy compounds OR MA: Nucleophilic addition at polarized N-functional double bond OR MA: Nucleophilic aromatic substitution on activated halogens OR MA: Nucleophilic cycloaddition to diketones OR MA: Nucleophilic substitution (SN1) on alkyl (aryl) mercury cations OR MA: Nucleophilic substitution at sp3 Carbon atom OR MA: Nucleophilic substitution on benzylic carbon atom OR MA: Quinone type compounds OR MA: Ring opening acylation OR MA: Ring opening SN2 reaction OR Mechanistic Domain: Acylation OR Mechanistic Domain: Michael addition OR Mechanistic domain: Nucleophilic addition OR Mechanistic Domain: Schiff base formation OR Mechanistic Domain: SN1 OR Mechanistic Domain: SN2 OR Mechanistic Domain: SNAr OR Mercury halides OR N-acylamides OR N-acylsulphonamides OR Naphthoquinone and naphthoquinone imines OR Nitroalkenes OR Nitrosoalkenes OR Phosphates OR Thiols and disulfide compounds OR Thiophosphates OR Vinyl sulfonyl compounds by Protein binding by OASIS

Domain logical expression index: "d"

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

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as 1,2-Dihaloalkane OR Acetates OR Activated halo-benzenes OR Alkyl diazo OR Alkyl halides OR alpha-Halo ethers OR alpha-Halobenzyls (and related cyano, sulfate and sulphonate subs. chem.) OR beta-Halo ethers OR MA: Direct Acylation Involving a Leaving group OR MA: Episulfonium Ion Formation OR MA: SN2 reaction at a nitrogen atom OR MA: SN2 reaction at sp3 carbon atom OR MA: SNAr OR Mechanistic Domain: Acylation OR Mechanistic Domain: SN2 OR Mechanistic Domain: SNAr OR N-Acetoxy-N-acetyl-phenyl OR N-Acyloxy-N-alkoxyamides by Protein 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 by Protein Binding Potency

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as 3-Alken-2-ones (MA) OR alpha-fluoro ketones (SN2) OR Extremely reactive (GSH) OR Halogenated hydrocarbons (SN2) OR Highly reactive (GSH) OR Miscellaneous alpha-halogenated ketones (SN2) OR Moderately reactive (GSH) OR Naphthoquinones (MA) OR Non-reactive (GSH) OR Slightly reactive (GSH) OR Substituted 1-Alken-3-ones (MA) by Protein Binding Potency

Domain logical expression index: "h"

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

Domain logical expression index: "i"

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

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Aromatic amines OR Azo compounds OR Hydroxylamines OR MA: Carbenium ion formation OR MA: Nitrenium and/or Carbenium ion formation OR MA: Nitrenium ion formation OR MA: Nitrosonium ion formation OR MA: Quinone type compounds OR MA: Radical mechanism by ROS formation OR Mechanistic Domain: Michael addition OR Mechanistic Domain: Radical OR Mechanistic Domain: SN1 OR Nitro compounds OR Polycyclic Aromatic Hydrocarbons (PAHs) OR Quinones OR Ureides and Other Urea Derivatives by DNA binding by OASIS

Domain logical expression index: "k"

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

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Aliphatic tertiary amines OR Arenes OR Furans OR Hydroquinones OR MA: Iminium Ion Formation OR MA: Nitrenium Ion Formation OR MA: P450 Mediated Activation of Heterocyclic Ring Systems OR MA: P450 Mediated Activation to Quinones and Quinone-type Chemicals OR Mechanistic Domain: Michael addition OR Mechanistic Domain: SN1 OR Polycyclic (PAHs) and heterocyclic (HACs) aromatic hydrocarbons_Michael addition OR Primary (unsaturated) heterocyclic amine OR Secondary aromatic amine OR Tertiary aromatic amine by DNA binding by OECD

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as No alerts for in vitro mutagenicity by in vitro mutagenicity (Ames test) alerts by ISS

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Heterocyclic Polycyclic Aromatic Hydrocarbons OR Hydrazine OR Polycyclic Aromatic Hydrocarbons by in vitro mutagenicity (Ames test) alerts by ISS

Domain logical expression index: "o"

Similarity boundary:Target: C(=O)(c1cc(Cl)ccc1)CC
Threshold=60%,
Dice(Atom pairs)

Domain logical expression index: "p"

Referential boundary: The target chemical should be classified as Halogenated benzene (Nongenotox) AND Structural alert for nongenotoxic carcinogenicity by Carcinogenicity (genotox and nongenotox) alerts by ISS

Domain logical expression index: "q"

Referential boundary: The target chemical should be classified as 1,3-Benzodioxoles (Nongenotox) OR Benzenesulfonic ethers, methylation (Nongenotox) OR Halogenated PAH (naphthalenes, biphenyls, diphenyls) (Nongenotox) OR No alerts for carcinogenic activity OR o-phenylphenol (Nongenotox) OR Substituted n-alkylcarboxylic acids (Nongenotox) by Carcinogenicity (genotox and nongenotox) alerts by ISS

Domain logical expression index: "r"

Referential boundary: The target chemical should be classified as (N/A) by Oncologic Primary Classification

Domain logical expression index: "s"

Referential boundary: The target chemical should be classified as Aromatic Amine Type Compounds OR Halogenated Aromatic Hydrocarbon Type Compounds by Oncologic Primary Classification

Domain logical expression index: "t"

Referential boundary: The target chemical should be classified as Group 14 - Carbon C AND Group 16 - Oxygen O AND Group 17 - Halogens Cl AND Group 17 - Halogens F,Cl,Br,I,At by Chemical elements

Domain logical expression index: "u"

Referential boundary: The target chemical should be classified as Group 15 - Nitrogen N OR Group 16 - Sulfur S OR Group 17 - Halogens Br by Chemical elements

Domain logical expression index: "v"

Parametric boundary:The target chemical should have a value of log Kow which is >= 2.07

Domain logical expression index: "w"

Parametric boundary:The target chemical should have a value of log Kow which is <= 3.54

Applicant's summary and conclusion

Conclusions:

Interpretation of results (migrated information):
negative

Based on the prediction for in-vitro bacterial reverse mutation assay (e.g. Ames test) on S. typhimurium TA 100 with S9 metabolic activation it was estimated that 3'-chloropropiophenone was non mutagenic. Thus based on this results it can be concluded that 3'-chloropropiophenone is not mutagenic substance as per the citeria of new CLP regulation.

Executive summary:

Based on the prediction for in-vitro bacterial reverse mutation assay (e.g. Ames test) on S. typhimurium TA 100 with S9 metabolic activation it was estimated that 3'-chloropropiophenone was non mutagenic. Thus based on this results it can be concluded that 3'-chloropropiophenone is not mutagenic substance as per the citeria of new CLP regulation.