(S)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-one

Toxicity to microorganisms

Link to relevant study record(s)

Reference

Endpoint:

toxicity to microorganisms

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:

Data is from OECD QSAR toolbox version.3.3 and QMRF report has been attached.

Qualifier:

according to guideline

Guideline:

other: Predicted data

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 3.3 with log kow as the primary discriptors

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material (IUPAC name): (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one- Common name: d-Carvone- Molecular formula: C10H14O- Molecular weight: 150.22 g/mol- Smiles notation: C1[C@H](CC=C(C1=O)C)C(C)=C- InChl: 1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1- Substance type: Organic- Physical state: Colorless to pale-yellow liquid

Analytical monitoring:

not specified

Vehicle:

not specified

Test organisms (species):

Tetrahymena pyriformis

Test type:

static

Water media type:

freshwater

Total exposure duration:

48 h

Key result

Duration:

48 h

Dose descriptor:

other: IGC50

Effect conc.:

201.961 mg/L

Nominal / measured:

estimated

Conc. based on:

test mat.

Basis for effect:

other: Growth

Remarks on result:

other: not toxic

The prediction was based on dataset comprised from the following descriptors: IGC50
Estimation method: Takes average value from the 7 nearest neighbours
Domain  logical expression:Result: In Domain

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

Domain logical expression index: "a"

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

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Allyl OR Cycloalkene OR Cycloketone OR Overlapping groups by Organic Functional groups (nested) ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Alkene OR Allyl OR Cycloalkene OR Cycloketone by Organic Functional groups ONLY

Domain logical expression index: "d"

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

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as AN2 OR AN2 >> Nucleophilic addition to alpha, beta-unsaturated carbonyl compounds OR AN2 >> Nucleophilic addition to alpha, beta-unsaturated carbonyl compounds >> alpha, beta-Unsaturated Aldehydes OR AN2 >> Schiff base formation OR AN2 >> Schiff base formation >> alpha, beta-Unsaturated Aldehydes by DNA binding by OASIS v.1.3

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Class 5 (Not possible to classify according to these rules) by Acute aquatic toxicity classification by Verhaar (Modified) ONLY

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Vinyl/Allyl Ketones by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Not Related to an Existing ECOSAR Class by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Vinyl/Allyl Ketones by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "j"

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

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as -C=CH  [alkenyl hydrogen] AND -CH -  [cyclic] AND -CH2-  [cyclic] AND Ketone   [-C-C(=O)-C-] AND Methyl  [-CH3] by Bioaccumulation - metabolism alerts

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as -CH-   [linear] by Bioaccumulation - metabolism alerts

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as Alkene AND Allyl AND Cycloalkene AND Cycloketone by Organic Functional groups ONLY

Domain logical expression index: "n"

Similarity boundary:Target: CC(=C)C1CC=C(C)C(=O)C1
Threshold=20%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "o"

Similarity boundary:Target: CC(=C)C1CC=C(C)C(=O)C1
Threshold=50%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "p"

Parametric boundary:The target chemical should have a value of log Kow which is >= 1.1

Domain logical expression index: "q"

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

Conclusions:

Based on the prediction done using the OECD QSAR toolbox version 3.3 with log kow as the primary descriptor and considering the closest read across substances, the toxicity to micro-organisms was predicted (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one (CAS: 2244-16-8). IGC50 Growth value was estimated to be 201.961 mg/l for Tetrahymena pyriformis for 48 hrs duration. It was concluded that (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one (CAS: 2244-16-8) was likely to be not toxic to micro-organisms.

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 closest read across substances, the toxicity to micro-organisms was predicted (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one (CAS: 2244-16-8). IGC50 Growth value was estimated to be 201.961 mg/l for Tetrahymena pyriformis for 48 hrs duration. It was concluded that (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one (CAS: 2244-16-8) was likely to be not toxic to micro-organisms.

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 closest read across substances, the toxicity to micro-organisms was predicted (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one (CAS: 2244-16-8). IGC50 Growth value was estimated to be 201.961 mg/l for Tetrahymena pyriformis for 48 hrs duration. It was concluded that (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one (CAS: 2244-16-8) was likely to be not toxic to micro-organisms.

Key value for chemical safety assessment

EC50 for microorganisms:

201.961 mg/L

Additional information

Following studies of target chemical and structurally similar read across includes predicted data and experimental data to conclude the toxicity extent of (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one (CAS: 2244-16-8) towards microrganisms is summarized as follows:

Based on the prediction done using the OECD QSAR toolbox version 3.3 with log kow as the primary descriptor and considering the closest read across substances, the toxicity to micro-organisms was predicted (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one (CAS: 2244-16-8). IGC50 Growth value was estimated to be 201.961 mg/l for Tetrahymena pyriformis for 48 hrs duration. It was concluded that (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one (CAS: 2244-16-8) was likely to be not toxic to micro-organisms.

The above predicted data of target chemical is supported by the experimental study of structurally similar read across Isophorone (CAS: 78 -59 -1) from the publication Science of The Total Environment 1985, suggests that the Toxicity to microorganisms test was carried out of 1,1,3-Trimethyl-3-cyclohexene-5-one for 24 H on Tetrahymena pyriformis uncder static condition to study the effects. Decreasing trend of population growth rate was measured during the test.

Effective concentration EC50 to 50% of Tetrahymena pyriformis when exposed to 1,1,3-Trimethyl-3-cyclohexene-5-one for 24 hr is 420 mg/L. It can be concluded from the value that the 1,1,3-Trimethyl-3-cyclohexene-5-one is not toxic to the microorgnaisms.