3-pyridylmethanol

Partition coefficient

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

from 2017-08-18 to 2017-08-19

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

Qualifier:

according to guideline

Guideline:

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

Version / remarks:

Commission Regulation (EU) 2016/266 A.24. Partition Coefficient (n-Octanol/Water) High Performance Liquid Chromatography (HPLC) Method, EC Publication No. O.J. L54/1, 01 March 2016

Deviations:

no

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7570 (Partition Coefficient, n-octanol / H2O, Estimation by Liquid Chromatography)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Remarks:

TOXI-COOP Toxicological Research Center Zrt., H-8230 Balatonfüred, Arácsi u. 97-99, Hungary (+ 5 further Hungarian addresses)

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Analytical method:

high-performance liquid chromatography

Key result

Type:

log Pow

Partition coefficient:

< 0.3

Temp.:

20 °C

pH:

>= 7.49

Calibration

The three calibration series and three test item series were measured alternately. The partition coefficient Pow was determined based on a calibration curve using six reference items. The capacity factors (k) were calculated from the dead time and retention times of the reference substances. The log k data of the reference substances were plotted against their log Pow values. The equation of the curve fitted to the calibration points is as follows:

log k = 0.533* log P_ow - 0.398 (Rsq = 0.92)

Table 1: Measured and calculated data of the reference substances

Chemical name	log Pow OECD 117	Retention time (min)	log k Calculated	Repeatability ΔlogPow log unit	Accuracy log unit	log Pow Calculated
Thiourea	-	2.53	-
		2.53
		2.53
		2.53
		2.53
		2.53
		2.53
	Mean	2.53
	CV%	0.00
2-Butanone	0.3	4.62	-0.083	0.00	0.29	0.6
		4.62	-0.083			0.6
		4.62	-0.083			0.6
		4.62	-0.083			0.6
		4.62	-0.083			0.6
		4.62	-0.083			0.6
	Mean	4.62	-0.083			0.6
	CV%	0.00	-			-
Acetanilide	1.0	5.03	-0.005	0.00	0.26	0.7
		5.03	-0.005			0.7
		5.03	-0.005			0.7
		5.04	-0.003			0.7
		5.03	-0.005			0.7
		5.04	-0.003			0.7
	Mean	5.03	-0.005			0.7
	CV%	0.10	-			-
Benzyl alcohol	1.1	5.28	0.036	0.00	0.28	0.8
		5.28	0.036			0.8
		5.28	0.036			0.8
		5.28	0.036			0.8
		5.28	0.036			0.8
		5.28	0.036			0.8
	Mean	5.28	0.036			0.8
	CV%	0.00	-			-
Benzonitrile	1.6	11.62	0.555	0.00	0.19	1.8
		11.62	0.555			1.8
		11.63	0.556			1.8
		11.63	0.556			1.8
		11.64	0.556			1.8
		11.64	0.556			1.8
	Mean	11.63	0.556			1.8
	CV%	0.08	-			-
Acetophenone	1.7	10.43	0.495	0.00	0.02	1.7
		10.43	0.495			1.7
		10.44	0.495			1.7
		10.44	0.495			1.7
		10.45	0.496			1.7
		10.45	0.496			1.7
	Mean	10.44	0.495			1.7
	CV%	0.09	-			-
Ethyl benzoate	2.6	29.65	1.030	0.00	0.08	2.7
		29.65	1.030			2.7
		29.70	1.031			2.7
		29.71	1.031			2.7
		29.75	1.032			2.7
		29.74	1.032			2.7
	Mean	29.70	1.031			2.7
	CV%	0.14	-			-

Table 2: Measured and calculated data of the test item

Test Item name	Retention time (min)	log k	log Pow	Pow	Repeatability log unit
		Calculated
Test item	2.87	not calculated
	2.87
	2.88
	2.88
	2.88
	2.88
Mean	2.88
Conf.int.(95%)	0.01
CV%	0.18

Conclusions:

In the course of this study the partition coefficient (Pow) of the test item was determined using high performance liquid chromatography to be < 0.3.

Executive summary:

A study was conducted in accordance with OECD TG 117,Regulation (EU) 2016/266 method A.24andOPPTS 830.7570 in orderto determine the partition coefficient of the test substance using the HPLC method. Three series of reference solutions were measured with two parallel injections, each. Three series of the test item solution were measured with two parallel injections each. The retention times were determined. The three calibration series and three test item series were measured alternately. For the determination of t₀ (t₀ = retention time of the unretarded component) three series of Thiourea solution was injected twice.

Retention time measured for the test item (2.88 min) was lower than the retention time of the first eluting standard 2-Butanone (4.62 min). This result showed that log P_ow of the test item was lower than the calibrated range. Using the HPLC method the log P_ow of the test item was determined to be < 0.3.

Reference 2

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

2017-12-15

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

Please refer to the QMRF and QPRF files provided under the section attached justification.

Qualifier:

according to guideline

Guideline:

other: REACH guidance on QSAR R.6

Principles of method if other than guideline:

Estimates the log octanol-water partition coefficient, log KOW, of chemicals using an atom/fragment contribution method.

GLP compliance:

no

Type of method:

calculation method (fragments)

Partition coefficient type:

octanol-water

Specific details on test material used for the study:

SMILES: n(cccc1CO)c1

Key result

Type:

log Pow

Partition coefficient:

-0.11

Temp.:

25 °C

Remarks on result:

other: QSAR predicted value. The substance is within the applicability domain of the model.

Key result

Type:

log Pow

Partition coefficient:

-0.02

Temp.:

25 °C

Remarks on result:

other: experimetal value from a database; Hansch et. al. (1995)

Log Kow(version 1.68 estimate): -0.11

 

Experimental Database Structure Match:

Name    : 3-PYRIDINEMETHANOL

CAS Num : 000100-55-0

Exp Log P: -0.02

Exp Ref : HANSCH,C ET AL.(1995)

 

SMILES : n(cccc1CO)c1

CHEM  : 3-Pyridinemethanol

MOL FOR: C6 H7 N1 O1

MOL WT : 109.13

TYPE	NUM	LOGKOW FRAGMENT DESCRIPTION	COEFF	VALUE
Frag	1	-CH2-  [aliphatic carbon]	0.4911	0.4911
Frag	1	-OH    [hydroxy, aliphatic attach]	-1.4086	-1.4086
Frag	5	Aromatic Carbon	0.2940	1.4700
Frag	1	Aromatic Nitrogen	-0.7324	-0.7324
Factor	1	Pyridine ring (non-fused) correction	-0.1621	-0.1621
Const		Equation Constant		0.2290

Log Kow  = -0.1130

 

Conclusions:

Using KOWWIN v1.68 the logPow of the test item was calculated to be -0.11 at 25 °C. The substance is within the applicability domain of the model. Thus, the estimation is considered as accurate. An experimental log Pow of -0.02 was reported in Hansch et. al. (1995).

Executive summary:

The logPow was calculated using KOWWIN v1.68 as part of EPISuite v4.11 from US Environmental Protection Agency.

Using KOWWIN v1.68 the log Kow of the test item was calculated to be -0.11 at 25 °C (EPI Suite, 2014).

The adequacy of a prediction depends on the following conditions:

a) the (Q)SAR model is scientifically valid: the scientific validity is established according to the OECD principles for (Q)SAR validation;

b) the (Q)SAR model is applicable to the query chemical: a (Q)SAR is applicable if the query chemical falls within the defined applicability domain of the model;

c) the (Q)SAR result is reliable: a valid (Q)SAR that is applied to a chemical falling within its applicability domain provides a reliable result;

d) the (Q)SAR model is relevant for the regulatory purpose.

 

For assessment and justification of these 4 requirements the QMRF and QPRF files were developed and attached to this study record.

 

Description of the prediction Model

The prediction model was descripted using the harmonised template for summarising and reporting key information on (Q)SAR models. For more details please refer to the attached QSAR Model Reporting Format (QMRF) file. 

 

Assessment of estimation domain

The assessment of the estimation domain was documented in the QSAR Prediction Reporting Format file (QPRF). Please refer to the attached document for the details of the prediction and the assessment of the estimation domain.

Description of key information

Using the HPLC method the log P_ow of the test item was determined to be < 0.3. Using KOWWIN v1.68 the log Pow of the test item was calculated to be -0.11 at 25 °C. The substance is within the applicability domain of the model. Thus, the estimation is considered as accurate. An experimental log Pow of -0.02 was reported in Hansch et. al. (1995).

Key value for chemical safety assessment

Log Kow (Log Pow):

-0.11

at the temperature of:

25 °C

Additional information

A study was conducted in accordance with OECD TG 117, Regulation (EU) 2016/266 method A.24 and OPPTS 830.7570 in order to determine the partition coefficient of the test substance using the HPLC method (reference 4.7-1). Three series of reference solutions were measured with two parallel injections, each. Three series of the test item solution were measured with two parallel injections each. The retention times were determined. The three calibration series and three test item series were measured alternately. For the determination of t₀ (t₀= retention time of the unretarded component) three series of Thiourea solution was injected twice.

Retention time measured for the test item (2.88 min) was lower than the retention time of the first eluting standard 2-Butanone (4.62 min). This result showed that log P_ow of the test item was lower than the calibrated range. Using the HPLC method the log P_ow of the test item was determined to be < 0.3.

In a supporting study, using KOWWIN v1.68 the log Pow of the test item was calculated to be -0.11 at 25 °C. The substance is within the applicability domain of the model. Thus, the estimation is considered as accurate. An experimental log Pow of -0.02 was reported in Hansch et. al. (1995).