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Ecotoxicological information

Endpoint summary

Administrative data

Description of key information

Cyclaprop and its terrestrial toxicity

Test species

Method

Result

EC10 / NOEC

(mg/kg soil dw)

Eisenia fetida

Read across from Verdox tested in OECD TG 222

45 (EC10)

Plants (6 species)

Read across from Verdox tested in OECD TG 208

44 (EC10)

Soil micro-organisms

Read across from Verdox tested in OECD TG 216

100 (NOEC)

Additional information

The PNEC soil for Cyclaprop derived based on Equilibrium Partitioning from aquatic toxicity result in a value of 2.24 mg/kg dw soil, showing similar results as when the PNEC is derived from long-term terrestrial toxicity based on read across from Verdox, which results in a PNEC of 4.4 mg/kg soil dw. Cyclaprop's terrestrial toxicity is derived from Verdox. The read across justification is presented below.

Cyclaprop (Cas no 68912-13-0) and its terrestrial toxicity using read across from Verdox (Cas no 20298-69-5)

Introduction and hypothesis for the analogue approach

Cyclaprop is a propionic ester attached to a tricyclodecenyl fused ring backbone. For this substance no experimental terrestrial toxicity information is available. In accordance with Article 13 of REACH, lacking information can be generated by means of applying alternative methods such as QSARs, grouping and read-across. For assessing the terrestrial toxicity of Cyclaprop the analogue approach is selected because for one closely related analogue reliable soil toxicity information is available.

Hypothesis: Cyclaprop’s terrestrial EC10/NOEC values can be derived from Verdox based on structural similarity and similarity in environmental fate and aquatic toxicity.

Available experimental information: For Verdox, long-term terrestrial toxicity information is available for earthworms (OECD TG 222), plants (OECD TG 208, 6 species) and on soil micro-organisms (OECD TG 216) performed according to current guidelines, which all receive Klimisch 1. The EC10/NOEC values are presented in the Data matrix.

Target chemical and source chemical(s)

Chemical structures of the target chemical and the source chemicals are shown in the data matrix below. Physico-chemical properties thought relevant for aquatic and terrestrial toxicity are listed in the Data matrix.

Purity and impurities

Cyclaprop is a reaction mass and is a mixture of two very similar isomers which differ in the position of the double bond at a 5yl or 6yl-position. The impurities are all below 1%.

Analogue approach justification

According to Annex XI 1.5 read across can be used to replace testing when the similarity can be based on a common backbone and a common functional group. When using read across the result derived should be applicable for C&L and/or risk assessment and it should be presented with adequate and reliable documentation, which is presented below.

Structural similarities and differences: Cyclaprop and Verdox have a hydrocarbon backbone to which the same ester functionality is attached. These backbones have the same number of carbons. The difference is that Cyclaprop has an additional hydrocarbon ring structure in which an unreactive double bond is present, while Verdox has a hydrocarbon tert-butyl group attached to its cyclohexyl ring. In addition, Verdox is an acetic ester while Cyclaprop is a propionic ester.

Bioavailability: Cyclaprop (target) and Verdox (source) have similar bioavailability based on the similarity in chemical structure, molecular weight and log Kow values.

Environmental fate: Cyclaprop and Verdox are both not readily biodegradable and have the same adsorption potential: Log Koc is 3.1.

Mode of action (MoA): Cyclaprop and Verdox have both a hydrocarbon backbone and an ester as functional group and therefore the MoA is the considered the same. As the difference in log Kow between Cyclaprop and Verdox is below 0.5 (4.4 and 4.75, respectively) and log Koc values are 3.1 no conversion of effect levels is needed. This is supported with the aquatic effect levels, which are similar between Cyclaprop and Verdox (see data matrix).

Uncertainty of the prediction: There are no other uncertainties than those already accounted for.

Data matrix

The relevant information on physico-chemical properties and toxicological characteristics are presented.

Conclusions for terrestrial toxicity

For Cyclaprop no terrestrial toxicity information is available, but for the related analogue Verdox long-term terrestrial toxicity is available and read across can be applied. When using read across information, the result derived should be applicable for risk assessment and it should be presented with adequate and reliable documentation, which is presented in the current document. For Verdox long-term terrestrial toxicity is available resulting in EC10/NOECs of 45, 44 and 100 mg/kg dw soil for earthworm, plants and micro-organisms, respectively. This effect levels can be used for Cyclaprop without conversion because the log Kow values are sufficiently similar.

Final conclusion: Cyclaprop has EC10/NOEC values of 45, 44 and 100 mg/kg dw for earthworms, plants and micro-organisms, respectively.

 

Data matrix supporting the Cyclaprop terrestrial toxicity information using read across from Verdox

Common names

Cyclaprop

Verdox

 

Target

Source

Chemical structures

Cas no generic

68912-13-0

20298-69-5

EINECS no

272-805-7

243-718-1

REACH registration

Registered

Registered

Empirical formula

C13H18O2

C12H22O2

Molecular weight

206

198

Physico-chemical data

 

Physical state

liquid

Liquid

Melting point (°C)

< -20

29.8

Boiling point (°C)

263

232

Water solubility

57

10

Log Kow

4.4

4.75

Fate

 

Log Koc

3.11

3.12

Aquatic toxicity

 

 

Acute fish LC50 mg/L

6.7 (OECD TG 203)

5.6 (OECD TG 203)

Acute invertebrates EC50 in mg/L

>14 (OECD TG 202)

17 (OECD TG 202)

Acute algae EC50 in mg/L

2.5 (OECD TG 201)

4.2 (OECD TG 201)

Chronic fish EC10 in mg/L

0.86 (OECD TG 210)

No data

Chronic invertebrates EC10 in mg/L

1.0 (OECD TG 211)

0.99 (OECD TG 211)

Chronic algae EC10 in mg/L

1.9 (OECD TG 201)

0.57 (OECD TG 201)

Terrestrial toxicity

 

 

Earthworm (EC10) mg/kg soil dw

RA Verdox

45 (OECD TG 222)

Terrestrial plants (EC10, average of 6 species) mg/kg soil dw

RA Verdox

44 (OECD TG 208)

Micro-organisms (NOEC) mg/kg soil dw

RA Verdox

100 (OECD TG 216)

EPM method mg/kg bw

2.24

In absence of experimental long-term fish toxicity this is not calculated.