Oleic acid, compound with (Z)-octadec-9-enylamine (1:1)

Skin sensitisation

Administrative data

Endpoint:

skin sensitisation, other

Remarks:

in silico

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

2017

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

1. SOFTWARE: OECD QSAR Toolbox

2. MODEL (incl. version number): Toolbox Version 4.0

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL: SMILES
CAS Smiles relation: high

Data source

Reference

Reference Type:

other company data

Title:

Unnamed

Year:

2017

Report date:

2017

Materials and methods

Test guideline

Guideline:

other: REACH Guidance on QSARs R.6

Principles of method if other than guideline:

- Software tool(s) used including version: QSAR Toolbox version 4.0
- Model(s) used: QSAR Toolbox

GLP compliance:

no

Justification for non-LLNA method:

The QSAR Toolbox is a software for grouping chemicals into categories and filling gaps in (eco)toxicity data needed for assessing the hazards of chemical. The model focuses on intrinsic properties of chemicals (mechanism or mode of action, (eco-)toxicological effects). It enables robust hazard assessment through mechanistic comparisons without testing.

Test material

Test material information

Constituent 1

Reference substance name:

Oleic acid, compound with (Z)-octadec-9-enylamine (1:1)

EC Number:

248-813-1

EC Name:

Oleic acid, compound with (Z)-octadec-9-enylamine (1:1)

Cas Number:

28065-97-6

Molecular formula:

C34H69NO2 C36H67NO2 C36H69NO2 C36H71NO2 C36H73NO2

IUPAC Name:

oleic acid, compound with (Z)-octadec-9-enylamine (1:1)

Results and discussion

In vitro / in chemico

Results

Results 1

Run / experiment:

other: 1

Parameter:

other: protein binding by OASIS and OECD

Vehicle controls validity:

not applicable

Negative controls validity:

not applicable

Positive controls validity:

not applicable

Remarks on result:

other: no alert found

Results 2

Run / experiment:

other: 1

Parameter:

other: protein binding potency Cys (DPRA 13%) and Lys (DPRA 13%)

Vehicle controls validity:

not applicable

Negative controls validity:

not applicable

Positive controls validity:

not applicable

Remarks on result:

no indication of skin sensitisation

Remarks:

prediction: DPRA less than 9%

Other effects / acceptance of results:

With regard to keratinocyte gene expression: not possible to classify according to these rules (GHS);
no alert was found for protein binding potency in the DPRA and h-CLAT

Any other information on results incl. tables

Table 1: QSAR Toolbox 4.0 summary for skin sensitization of Macrolex Gelb 6G

QSAR Toolbox protein binding profiler	Result	within applicability domain of profiler
Protein binding alert for skin sensitization by OASIS v1.4 (1)	no alert found	yes
Protein binding by OECD (2)	no alert found	yes
Protein binding potency	not possible to classify according to these rules (GHS)	no
Protein binding potency Cys (DPRA 13%) (3) Protein binding potency Lys (DPRA 13%) (3)	DPRA less than 9% (DPRA 13%) DPRA less than 9% (DPRA 13%)	no
Keratinocyte gene expression	not possible to classify according to these rules (GSH)	yes
Protein Binding Potency h-CLAT	no alert found	yes

(1) Proposed mechanistic domains assigned by the QSAR Toolbox – OASIS profiler: Acylation (Ac), Michael addition (MA), Schiff base formation (SB), Nucleophilic substitution type 2 (SN2), Nucleophilic aromatic substitution (SNAr), Ionic interaction (II), Nucleophilic addition (NA), radical reactions, Nucleophilic substitution type 1 (SN1), Nucleophilic substitution type 2 ionic (Sn2i), Nucleophilic vinylic substitution (SnV)

(2) Proposed mechanistic domains assigned by the QSAR Toolbox – OECD profiler: Acylation (Ac), Michael addition MA), Schiff base formation (SB), Nucleophilic substitution type 2 (SN2), Nucleophilic aromatic substitution (SNAr)

(3) Peptide reactivity is reported as percent peptide depletion and is separated into three potency categories: DPRA above 21% (DPRA 13%) as reactive, DPRA less than 9% (DPRA 13%) as not reactive and Grey zone 9-21% (DPRA 13%)

Applicant's summary and conclusion

Interpretation of results:

study cannot be used for classification

Executive summary:

The structure activity relationship of oleylamine oleate was investigated by using the OECD Toolbox 4.0 (released 2017). No protein binding alerts for skin sensitization were identified in silico by the OECD QSAR Toolbox (Schlecker, 2017). No activity in the Direct Peptide Reactivity Assay (DPRA) with regard to cysteine and lysine peptide depletion and no h-CLAT activity were predicted by the Toolbox. With regard to keratinocyte gene expression the substance is out of mechanistic domain.