Reaction mass of 3a,4,5,6,7,7a-hexahydro-4,7-methanoinden-5-yl acetate and 3a,4,5,6,7,7a-hexahydro-4,7-methanoinden-6-yl acetate

Partition coefficient

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

supporting study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)

GLP compliance:

no

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Analytical method:

high-performance liquid chromatography

Type:

log Pow

Partition coefficient:

2.4

Temp.:

25 °C

pH:

7

Type:

log Pow

Partition coefficient:

3.2

Temp.:

25 °C

pH:

7

Conclusions:

The main metabolite of Cyclacet's analogue Cyclabute was determined in a ready biodegradability test using HPLC (OECD TG 117), covering 82% of the peaks is the Cycla-alcohol (Cas no. 3385-61-3). Its Log Kow is 2.4. The minor metabolite was the Cycla-ketone (Cas no 14888-58-5), covering 18% of the peak area, which has a ketone group attached to the fused backbone and a log Kow of 3.3.

Executive summary:

In addition to the log Kow of Cyclacet, the log Kow of its key metabolite Cycla-alcohol (Cas no 3385 -61-3) is measured in an HPLC test (OECD TG 117). The log Kow of this alcohol is measured after the biodegradation of Cyclabute, an analogue of Cyclacet. Cyclabute has the same hydrocarbon backbone as Cyclacet but has an isobutyl group instead of an acetic group attached to the ester. The alcohol is the main metabolite after Cyclabute's biodegradation and covers 82% of the peaks. The minor metabolite was the Cycla-ketone with a ketone group attached to the fused backbone instead of an alcohol. The isobutyl group was not seen.

Reference 2

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

10 March 2010 to 06 April 2010

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Remarks:

Date of GLP inspection: 2009-09-15; Date of Signature on GLP certificate: 2009-11-26

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Analytical method:

high-performance liquid chromatography

Key result

Type:

log Pow

Partition coefficient:

3.9

Temp.:

25 °C

pH:

7.1

Remarks on result:

other: Temperature is estimated

Details on results:

Preliminary Estimate:
Solubility in n-octanol: >500 g/l
Solubility in water: ~0.139 g/l
Approximate Pow: >3.60 x 103
Approximate Log10 Pow: >3.56

For definitive results see following section

Results

Definitve Test:

Calibration

The retention times of the deadtime and the retention times, capacity factors (k) and log₁₀P_owvalues for the reference standards are shown in the following tables:

Dead Time	Retention Time (mins)		Mean Retention Time (mins)
	Injection 1	Injection 2
Thiourea	1.545	1.548	1.547

Standard	Retention Time (mins)		Mean Retention Time (mins)	Capacity Factor (k)	Log10k	Log10Pow
	Injection 1	Injection 2
Benzene	2.996	2.996	2.996	0.937	-2.81 x 10^-2	2.1
Toluene	3.858	3.857	3.858	1.49	0.174	2.7
Naphthalene	4.494	4.492	4.493	1.91	0.280	3.6
Phenanthrene	7.207	7.195	7.201	3.66	0.563	4.5
Triphenylamine	17.798	17.756	17.777	10.5	1.02	5.7
DDT	29.219	29.171	29.195	17.9	0.25	6.5

Partition coefficient of sample

The retention times, capacity factors and log₁₀P_owvalues determined for the sample are shown in the following table:

Injection	Retention Time (mins)	Capacity Factor (k)	Log10k	Log10Pow
1	6.023	2.90	0.462	3.90
2	6.012	2.89	0.461	3.90

Mean log₁₀P_ow:        3.90
Partition coefficient: 7.93 x 10³

Conclusions:

The partition coefficient (log P) of Cyclacet has been determined to be 3.90 under OECD TG 117 (HPLC) in compliance with GLP.

Executive summary:

The partition coefficient (Log P) of Cyclacet has been determined to be 3.90 using OECD TG 117 (HPLC).

Description of key information

The partition coefficient (Log P) of Cyclacet has been determined to be 3.90 using OECD TG 117.

Key value for chemical safety assessment

Log Kow (Log Pow):

3.9

Additional information

In addition to the log Kow of Cyclacet, the log Kow of its key metabolite Cycla-alcohol (Cas no 3385-61-3) is measured in an HPLC test (OECD TG 117). The log Kow of this alcohol is measured after the biodegradation of Cyclabute, an analogue of Cyclacet. Cyclabute has the same hydrocarbon backbone as Cyclacet but has an isobutyl group instead of an acetic group attached to the ester. The alcohol is the main metabolite after Cyclabute's biodegradation and covers 82% of the peaks. The minor metabolite was the Cycla-ketone with a ketone group attached to the fused backbone instead of an alcohol.