Oleic acid, compound with (Z)-octadec-9-enylamine (1:1)

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

23 Oct. 2017 - 09 Mar. 2018

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2018

Report date:

2018

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

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

Version / remarks:

In the Version dated 13-Apr-04

GLP compliance:

yes (incl. QA statement)

Remarks:

Hess. Ministerium für Umwelt, Energie, Landwirtschaft und Verbraucherschutz, Wiesbaden, Germany

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

Oleic acid, compound with (Z)-octadec-9-enylamine (1:1)

EC Number:

248-813-1

EC Name:

Oleic acid, compound with (Z)-octadec-9-enylamine (1:1)

Cas Number:

28065-97-6

Molecular formula:

C34H69NO2 C36H67NO2 C36H69NO2 C36H71NO2 C36H73NO2

IUPAC Name:

oleic acid, compound with (Z)-octadec-9-enylamine (1:1)

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

> 6.5

pH:

5

Remarks on result:

other: the temp. is not provided in the study report.

Any other information on results incl. tables

Retention times of test item by means of HPLC method

Table 2: Retention Times of Test Item Measurement

	Run 1	Run 2
Substance	tR	tR
#	[min]	[min]
Formamide	0.922	0.921
Oleylamine	25.205	25.191
Oleic acid / Oleate	29.455	29.477

The chromatograms showed additional peaks, which retard before the Oleylamine and the Oleic acid / Oleate. Due to the fact that the 2 main parts show very low UV absorptions, the other peaks were not taken under consideration for the results and discussion.

 

Calculation of the Partition Coefficient log P_ow

Table 3: Capacity factors of the test item

	Run 1		Run 2
Substance	k	log k	k	log k
#	[/]	[/]	[/]	[/]
Oleylamine	26.34	1.42	26.35	1.42
Oleic acid / Oleate	30.95	1.49	31.01	1.49

 

Equation of log k versus log P_ow

y = 3.0673x + 2.2005

with a correlation coefficient (r²) of 0.9786.

a = 2.2005

b = 3.0673

 

Table 4: Calculated log P_owvalue of test item

Test item	Run 1	Run 2	average
#	[/]	[/]	[/]
Oleylamine	6.56	6.56	6.6
Oleic acid / Oleate	6.77	6.78	6.8

 

The main parts of the test item showed a calculated log P_ow value of Oleylamine of 6.6 and of Oleic acid / Oleate of 6.8 at pH 5.0.

All validity criteria were met. The correlation coefficient is above 0.9 and the difference between the two measurements is less than 0.1 log P_ow units.

The calculated log P_ow values of the two main parts of the test item were above the highest calibration value. Furthermore it can be expected that at lower pH the log P_ow values will rise but a lower pH value does not show evaluable peaks of the test item.

Determination of the log P_ow by OECD 123 (slow stirring method) can only partially be seen as an alternative, because the test item is a mixture and the analytical determination of the expected concentrations of Oleylamine as well as Oleic acid / Oleate will lead to problems with a suitable analytical method and its accuracy and recovery.

Under consideration of all of these points it is recommended that the calculated log P_ow values by QSAR models of Oleylamine and Oleic acid / Oleate should be used for further calculations or statements.

According to the definition of the OECD-Test-Guideline 117 the main parts of test item show a log Pow of > 6.5 at pH 5.0.