Reaction product of D-Glucopyranoside, methyl; esterified with oleic acid, methyl ester

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2015-04-02 - 2015-06-02

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

comparable to guideline study

Reason / purpose for cross-reference:

reference to same study

Reason / purpose for cross-reference:

reference to same study

Reason / purpose for cross-reference:

reference to same study

Reason / purpose for cross-reference:

reference to same study

Reason / purpose for cross-reference:

reference to same study

Reason / purpose for cross-reference:

reference to same study

Qualifier:

equivalent or similar to guideline

Guideline:

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

Deviations:

no

Qualifier:

equivalent or similar to guideline

Guideline:

EU Method A.8 (Partition Coefficient - HPLC Method)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Remarks:

The department of health of the government of the United Kingdom

Type of method:

HPLC method

Remarks:

A reverse phase HPLC column with a very low percentage of polar groups was used.

Partition coefficient type:

octanol-water

Analytical method:

high-performance liquid chromatography

Key result

Type:

log Pow

Partition coefficient:

>= 6.79 - ca. 10

Remarks on result:

other: pH not measured and temperature not mentioned in the report

Preliminary estimate

The estimated log₁₀ P_ow for the two main representative structures in the test item were calculated to be 5.55 and 13.98. Two further main representative structures would both be greater than 13.98. These four represent the four main groups of peaks seen in the typical chromatography of the sample.

Definite test

Calibration

The retention times of the dead time and the retention times, capacity factors (k') and log₁₀ P_ow values for the reference standards are shown in the following tables:

Dead Time	Retention Time (mins)		Mean Retention Time (mins)
	Injection 1	Injection 2
Thiourea	0.902	0.900	0.901

Standard	Retention Time (mins)		Mean Retention Time (mins)	Capacity Factor (k')	Log10 k'	Log10 Pow
	Injection 1	Injection 2
Benzyl alcohol	1.080	1.080	1.080	0.198	-0.704	1.1
Naphthalene	1.722	1.720	1.721	0.910	-4.10 x 10^-2	3.6
Triphenylamine	3.753	3.751	3.752	3.16	0.500	5.7
1-Phenylnonane	10.308	10.296	10.302	10.4	1.02	7.1
1 -Phenylundecane	18.695	18.666	18.680	19.7	1.30	8.1
1 -Phenyldodecane	25.463	25.412	25.438	27.2	1.44	8.7
1-Phenyitridecane	34.886	34.806	34.846	37.7	1.58	9.4
1 -Phenyltetradecane	48.098	48.016	48.057	52.3	1.72	10.0

Partition coefficient of sample

The retention times, capacity factors and log₁₀ P_ow values determined for the sample are shown in the following table:

Peak Number	Injection	Retention Time (mins)	Capacity Factor (k')	Log10 k'	Log10Pow	Mean Log10Pow	Area % Normalization
1	1	7.583	7.41	0.870	6.79	6.79	2.1
	2	7.580	7.41	0.870	6.78
2	1	7.980	7.85	0.895	6.88	6.88	4.4
	2	8.017	7.89	0.897	6.88
3 and 7	1	≥70.410	>52.3	>1.72	>10.0	>10.0	93.5
	2	≥70.740	>52.3	>1.72	>10.0

Log₁₀ P_ow range: 6.79 to >10.0

Partition coefficient range: 6.09 x E⁶ to > 1.0 x E¹⁰

Discussion

As the test item was a complex mixture and the results expected to be high, it was concluded that the HPLC method would be the most suitable for determination of partition coefficient. The test was modified from that stated in the guidelines to allow assessment of the partition coefficient up to a value of log₁₀ P_ow 10.0 by the use of additional reference standards.

The mobile phase's pH was unadjusted, and therefore approximately neutral, as the product components had no dissociation constants within the environmentally relevant pH range. Some of the starting products contained a carboxylic acid group but these were not considered significant with respect to their percentage of the composition.

The area percentage normalization results are only approximate since ELSD response is generally non-linear.

Conclusions:

The partition coefficient of the test item has been determined to be in the range of 6.09 x 10E6 to >1.0 x 10E10 and a Log Pow of 6.79 to >10.0.

Executive summary:

The Log Pow value of the test item was determined according to OECD Guideline 117 (HPLC method) and EU Method A8 under GLP compliance. The test system consisted of a high performance liquid chromatograph with appropriate detectors. A reverse phase HPLC column with a very low percentage of polar groups was used. The test item was diluted with tetrahydrofuran. The partition coefficient of the test item has been determined to be in the range of 6.09 x 10⁶ to >1.0 x 10¹⁰ and a log₁₀ P_ow of 6.79 to >10.0.

Description of key information

The partition coefficient of the test item has been determined (Fox, 2015) to be in the range of 6.09 x 10E6 to >1.0 x 10E10and a log₁₀ P_ow of 6.79 to >10.0.

Log Kow of 8 is used due to the applicability domain of the applied modelling tool for environmental risk assessment (CHESAR v3.0).

Key value for chemical safety assessment

Log Kow (Log Pow):

8

Additional information

The Log Pow value of the test item was determined according to OECD Guideline 117 (HPLC method) and EU Method A8 under GLP compliance (Fox, 2015). The test system consisted of a high performance liquid chromatograph with appropriate detectors. A reverse phase HPLC column with a very low percentage of polar groups was used. The test item was diluted with tetrahydrofuran.

The partition coefficient of the test item has been determined to be in the range of 6.09 x 10⁶ to >1.0 x 10¹⁰and a log₁₀ P_ow of 6.79 to >10.0.