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Administrative data

Endpoint:
skin sensitisation
Remarks:
other: QSAR
Type of information:
(Q)SAR
Adequacy of study:
key study
Study period:
2013
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
other: OECD QSAR Toolbox for Grouping Chemicals into Categories
Justification for type of information:
QSAR prediction: migrated from IUCLID 5.6

Data source

Reference
Reference Type:
other: company data
Title:
Unnamed
Year:
2013
Report date:
2013

Materials and methods

Test guidelineopen allclose all
Qualifier:
according to guideline
Guideline:
other: based on: Guidance on information requirements and chemical safety assessment, Chapter R.6: QSARs and grouping of chemicals (ECHA, May 2008)
Qualifier:
according to guideline
Guideline:
other: based on: Guidance Document on the Validation of (Quantitative) Structure-Activity Relationship Models (OECD, September 2007)
Qualifier:
according to guideline
Guideline:
other: based on: GUIDANCE DOCUMENT FOR USING THE OECD (Q)SAR APPLICATION TOOLBOX TO DEVELOP CHEMICAL CATEGORIES ACCORDING TO THE OECD GUIDANCE ON GROUPING OF CHEMICALS (OECD Feb. 2009)
Principles of method if other than guideline:
QSAR Toolbox prediction of skin sensitisation potential based on read-across
GLP compliance:
no
Type of study:
other: QSAR

Test material

Constituent 1
Chemical structure
Reference substance name:
4'-ethoxy-3-hydroxy-2-naphthanilide
EC Number:
225-200-7
EC Name:
4'-ethoxy-3-hydroxy-2-naphthanilide
Cas Number:
4711-68-6
Molecular formula:
C19H17NO3
IUPAC Name:
N-(4-ethoxyphenyl)-3-hydroxy-2-naphthamide
Details on test material:
Target substance:
4'-ethoxy-3-hydroxy-2-naphthanilide (Naphtol AS-VL), CAS 4711-68-6
SMILES: C(=O)(c1c(O)cc2c(cccc2)c1)Nc1ccc(OCC)cc1

Category members used for read-across:
3-hydroxy-2-naphthanilide (Naphtol AS), CAS 92-77-3
3,5-dichloro-n-(3,4-dichlorophenyl)-2-hydroxybenzamide, CAS 1154-59-2
5-chloro-2-hydroxy-n-phenylbenzamide, CAS 4638-48-6
2',3,4',5-tetrabromsalicylanide, CAS 4372-73-0

Results and discussion

Any other information on results incl. tables

results of the QSAR prediction described in the field "executive summary"

Applicant's summary and conclusion

Interpretation of results:
sensitising
Remarks:
Migrated information Criteria used for interpretation of results: expert judgment
Conclusions:
The predicted value using the QSAR toolbox is "positive". The substance is therefore considered to be sensitising.
Executive summary:

Method

Most skin sensitizing organic chemicals must initially react covalently with skin proteins before being recognized by the immune system as skin sensitizers. Specific mechanisms or modes of action of protein binding alert are identified for the target chemical, which are relevant for the investigated endpoint skin sensitiration. Therefore the grouping was conducted by the protein binding alerts of "Acylation>> Ester aminolysis>>Amides" accordingly.

Prediction of the skin sensitizing potential of the target chemical was assessed by collecting a set of test data for chemicals considered to be in the same category. The category is defined by the protein binding alerts of "Acylation>> Ester aminolysis>>Amides".

The prediction was based on dataset comprised from the following endpoints: "Skin sensitization".

Estimation method: Taking highest mode value from the 5 nearest neighbours, based on 6 data points from 4 neighbour chemicals.

Domain logical expression:Result: In Domain

("a" and ("b" and ("c")))

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Ester aminolysis AND

Acylation >> Ester aminolysis >> Amides by Protein binding alerts for skin sensitization by OASIS v1.1

Domain logical expression index: "b"

Parametric boundary: The target chemical should have a value of log Kow which is >= 3.94

Domain logical expression index: "c"

Parametric boundary: The target chemical should have a value of log Kow which is <= 6.3

Prediction approach:

Read-across among category members:

3-hydroxy-2-naphthanilide (Naphtol AS), CAS 92-77-3

3,5-dichloro-n-(3,4-dichlorophenyl)-2-hydroxybenzamide, CAS 1154-59-2

5-chloro-2-hydroxy-n-phenylbenzamide, CAS 4638-48-6

2',3,4',5-tetrabromsalicylanide, CAS 4372-73-0

Experimental values for the target substance (if any) were not used in prediction calculations.

Result

The target substance FALLS within applicability domain.

6 of 6 data points of 4 neighbour chemicals have experimental value equal to prediction "Positive (100%)"

The predicted value using the QSAR toolbox is "positive".