Registration Dossier
Registration Dossier
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EC number: 227-561-6 | CAS number: 5888-33-5
Endpoint summary
Administrative data
Description of key information
Due to an expected rapid metabolism of Isobornyl acrylate in the environment based on in vivo studies in rats and a non bioaccumulating potential of the metabolites Isoborneol and Acrylic acid, Isobornyl acrylate is not expected to bioaccumulate in organisms.
Additional information
The octanol/water partition coefficient of the of Isobornyl acrylate was measured according HPLC method with log Kow of 4.52. . Log Kow > 4.5 predicts a potential for bioaccumulation. On the contrary, an experimental study (Fraunhofer, 2006) has been carried out on the structural related 2-ethyl hexyl methacrylate (log Kow > 4.5) to assess the fish bioconcentration of the substance, according to OECD guideline 305. This study demonstrates that rapid metabolisation occurs, preventing any significant accumulation (BCF = 37). Moreover, for (meth)acrylate esters in general, it was demonstrated that the first metabolic step is hydrolysis to (meth)acrylic acid and the according alcohol catalysed by unspecific carboxyl esterases which are widespread in organs and tissues of metabolic relevance for organisms potentially affected by bioaccumulation.
This approach is supported by non GLP in vivo metabolism studies in rats via intravenous administration with Isobornyl acrylate (IBOA), Isobornyl acetate (IBOAc, CAS 125 -12 -2) and Isobornyl methacrylate (IBOMA, CAS 7534 -94 -3) (see chapter 7.1 Toxicokinetics, metabolism and distribution): Rapid hydrolysis was observed in an initial distribution step with average calculated t1/2 values of 2-3 minutes for IBOA, IBOAc and IBOMA. The primary hydrolysis products Isoborneol and the different acids are not expected to bioaccumulate based on their log Kow (source: KOWWIN v1.68): Isoborneol (CAS 124 -76 -5, log Kow 2.85), Acrylic acid (CAS 79-10-7, log Kow: 0.44), Acetic acid (CAS 64-19-7, log Kow 0.09), Methacrylic acid (CAS 79-41-4, log Kow: 0.99) . Similar metabolism is expected in fish as carboxylesterases are ubiquitous enzymes.
Table: LogKow of the primary metabolites of Ethylhexyl methacrylate and Isobornyl acrylate.
Substance |
CAS-Nr. |
LogKow [KOWWIN v1.68] |
Ethylhexyl alcohol |
104-76-7 |
2.73 |
Methacrylic acid |
79-41-4 |
0.99 |
Isoborneol |
124-76-5 |
2.85 |
Acrylic acid |
79-10-7 |
0.44 |
Metabolites with log Kow < 4.5 are not predicted to bioaccumulate in organisms.
Due to the common phase I metabolism with carboxylesterases and common substance groups of the first metabolites which are alkyl alcohols and (meth) acrylates the analog approach for the endpoint bioaccumulation is justified and the assessment of bioaccumulation based on the log Kow of the metabolites is plausible.
In conclusion, no relevant bioaccumulation potential to aquatic and sediment organisms is expected for Isobornyl acrylate.
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