Oleic acid, compound with (Z)-N-octadec-9-enylpropane-1,3-diamine

Endpoint summary

Description of key information

There is no test data available on the substance itself. Profiling and QSARs indicate a low risk for sensitisation, and due to use in industrial and professional setting only, with the application of adequate PPE related to its severe corrosive properties, exposures are limited. There are no reports on incidents of sensitisation to diamines available. A GPMT on the comparableOleyl-diamine dioleate concluded that this substance is not sensitising to skin.

Key value for chemical safety assessment

Skin sensitisation

Endpoint conclusion

Endpoint conclusion:

no study available

Additional information:

N-(Oleyl alkyl)- 1,3-propanediamine oleates- (Oleyl-diamine mono-oleate) is a salt of (Z)-N-9-octadecenylpropane-1,3-diamine (Oleyl-diamine, CAS 7173-62-8) and Oleic acid (CAS 112-80-1), which dissociates into its components in aqueous environment.

The comparable substance Oley-diamine dioleate was shown not to be sensitizing in a recent Guinea pig study following the Magnusson and Kligman Maximisation Method. (ECHA disseminated dossier, CAS 34140-91-5).

 

In the absence of available studies on the substance itself, the evaluation for possible sensitisation can therefore also be done by the separate evaluation of both components individually.

Oleic acid:

For Oleic acid, the Cosmetic Ingredient Review (CIR, 1987) reports a GMPT concluding it is a non-sensitiser. Later EFfCI reaffirmed the non-sensitising results of Oleic acid in GPMT, but that the LLNA showed a false-positive outcome resulting to an EC3 of 10.5%.

Fatty acids are generally not considered to be sensitisers.

 

References:

-      CIR, 1987, Final Report on the Safety Assessment of Oleic Acid, Lauric Acid, Palmitic Acid, Myristic Acid, and Stearic Acid, International Journal of Toxicology, 6(3): 321-401.

-      Kreiling et al., 2008,Comparison of the skin sensitizing potential of unsaturated compounds as assessed by the murine local lymph node assay (LLNA) and the guinea pig maximization test (GPMT). Food Chem. Toxicol. 46. 1896-1904.

 

Oleyl-diamine:

The profiling of alkyl-diamines (QSAR Toolbox v.4.1) indicates that no alerts are found for protein binding, thiol reactivity is not expected, and that the structure is not represented among the categories of high, moderate or low reactivity in DPRA (direct peptide reactivity assays) for either cysteine or lysine depletion. Additionally, the molecular structure of the diamines does not contain toxicophores indicating a concern for sensitization. Also read across to data available on structurally related branched triamine (Dodecyl dipropylene triamine) and primary amines in general do not indicate a concern.

The automated workflow in QSAR Toolbox for sensitisation results to a negative prediction.

Information from QSARs:

- VEGA (Skin Sensitisation model (CAESAR) version 2.1.6): Predicts sensitizer, but with low validity: it indicates that the substance is out of model Applicability Domain and that there are no similar compounds in the training set. (All listed positive structures are not amines)

- DEREK (Derek Nexus: 3.0.1, Nexus: 1.5.0): predicts that skin sensitisation is plausible. This is based on observation of sensitisation to diamine as diaminoethane, ethyleneamines and 3-aminopropyldimethylamine. These are not considered to be predictive to the cationic surfactant diamines. All data used in the read-across are based on LLNA results, known to lead to false-positive results for cationic surfactants. Besides, all the structures show a similarity below 35%.

- TOPKAT (Accelrys ADMET Toxicity Prediction (Extensible)) predicts non-sensitizer.

 

Related to the properties of the substance (surface active substance, cationic charged in physiological circumstances, mw almost325, Pow 7.6, water sol. 0.064 mg/L estimated, and CMC 80 mg/L at pH 6.5) the substance is not suitable for testing in the currently accepted in vitro test systems.

In vivotesting in LLNA of cationic surfactants has shown to tend to lead to false-positive results.

 

There are no reports on incidences of sensitisation from industrial production and use of the substance.

Respiratory sensitisation

Endpoint conclusion

Endpoint conclusion:

no study available

Additional information:

Likelihood of exposures via inhalation is low considering that Oleyl-diamine mono-oleate is a paste, with no boiling point (decomposes from145°C) and very low vapour pressure (≤ 0.00087 Pa at 25 °C). Its use is limited to industrial and professional users and does not involve the forming of aerosols, particles or droplets of an inhalable size. So exposure to humans via the inhalation route will be unlikely to occur. Additionally, information from profiling for expected protein interaction and QSARs for sensitisation result to a low concern and the results from guinea pig studies on comparable substances are not indicative for a significant potential for sensitisation.

Justification for classification or non-classification

The weight of evidence indicates that Oleyl-diamine mono-oleate is to be regarded as non-sensitising and, consequently, does not need to be classified for sensitisation.