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Partition coefficient

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Endpoint:
partition coefficient
Type of information:
experimental study
Adequacy of study:
key study
Study period:
November 25 - November 27, 1996
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
guideline study
Qualifier:
according to
Guideline:
OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)
Deviations:
not specified
GLP compliance:
yes
Type of method:
HPLC method
Partition coefficient type:
octanol-water
Analytical method:
high-performance liquid chromatography
Key result
Type:
log Pow
Partition coefficient:
ca. 1.35 - <= 4.84
Temp.:
20 °C
pH:
ca. 5.5
Details on results:
The mean log Pow values for test material in a total of six peaks in two runs were determined to be in the range - 1.35-4.84. The detailed results are provided in a table in the attached MS word doc.

The test substance was analysed at a concentration of 0.16 mg/mL. The test substance was completely soluble with the eluent at test concentration. UV responses were optimal at short wavelengths, and signals at 210 -220 nm were recorded. Information is given that the test substance contains surfactants. Such components tend to absorb to the column material and elute late in the HPLC-chromatogram. Surfactants are often detected as wide, poorly defined peaks. No such peaks were found on the elution profiles of the test material. A peak was detected with a retention time 36.9 min, corresponding to a log Pow of 4.84.

Conclusions:
Under the study conditions, the partition coefficient (log Pow) was determined to be in the range of 1.35 to 4.84. A weighted mean calculation (considering average peak area proportional to % of component) was applied to derive a calculated partition coefficient of 3.75.
Executive summary:

A study was conducted to determine the partition coefficient of the test substance, C8-18 and C18-unsatd. DEA (>83% active), using the HPLC method according to OECD Guideline 117, in compliance with GLP. Under the study conditions, the partition coefficient (log Pow) was determined to be in the range of 1.35 to 4.84 (Torp, 1996). A weighted mean calculation (considering average peak area proportional to % of component) was applied to derive a calculated partition coefficient of 3.75.

Endpoint:
partition coefficient
Type of information:
(Q)SAR
Adequacy of study:
key study
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
QSAR prediction from a well-known and acknowledged tool. See below under ''attached background material section' for QPRF containing methodology and domain evaluation details.
Qualifier:
according to
Guideline:
other: REACH guidance on QSARs: Chapter R.6. QSARs and grouping of chemicals
Principles of method if other than guideline:
The partition coefficient (log Kow) value for the test substance were estimated using the group contributions methodology of Molinspiration (miLogP2.2 - November 2005). Since the test substance is a UVCB, the log Kow values were predicted for the individual constituents using SMILES codes as the input parameter.
Type of method:
other: Group contributions
Partition coefficient type:
other: QSAR prediction
Key result
Type:
log Pow
Partition coefficient:
ca. 1.86 - ca. 6.91
Remarks on result:
other: predicted for the main constituents
Remarks:
Molinspiration (miLogP2.2)
Key result
Type:
log Pow
Partition coefficient:
ca. 4.36
Remarks on result:
other: weighted average Log Kow
Remarks:
Molinspiration (miLogP2.2)

Predicted value:

Using the group contribution method of molinspiration model, the partition coefficient (log Kow) values for the different constituents were predicted as follows:

Table 1: Log Kow predictions: Group contribution method

Constituents/Carbon chain length*

Mean/adjusted conc

Mole fraction Xi = (mi/Mi)/∑ (mi/Mi)

Log Kow

Log Kow * xi

C8

6

0.06905

1.86

0.1284

C10

6

0.06158

2.87

0.1767

C12

53.5

0.49548

3.88

1.9225

C14

19

0.16032

4.89

0.7840

C16

9

0.06974

5.9

0.4115

C18

8

0.05731

6.91

0.3960

C18'

10

0.07203

6.42

0.4624

C18''

2

0.01448

5.7

0.0826

 

 

 

Log Kow =

4.36

*Glycerol or DEA residues have not been considered for the QSAR prediction

Conclusions:
Using the group contribution method, of molinspiration (miLogP 2.2), the weighted average partition coefficient (log Kow) value for test substance was predicted to be 4.36.
Executive summary:

The partition coefficient (log Kow) value for the test substance, C8-18 and C18-unsatd. DEA was predicted using the group contribution method, of Molinspiration (miLogP 2.2) program. Since the test substance is a UVCB, the log Kow values were predicted for the individual constituents using SMILES codes as the input parameter. Using the group contribution method, the log Kow values for the individual constituents of the test substance ranged from 1.86 to 6.91. All constituents meet the molecular weight and log Kow descriptor domain criteria. Given that the constituents are structurally very similar and vary only in the carbon chain length, a weighted average value, which considers the percentage of the constituent in the substance, was considered to dampen the errors in predictions (if any). Therefore, the weighted average log Kow value was calculated as 4.36. Overall, considering either the individual log Kow predictions for the constituents or the weighted average values, the test substance is expected to be less hydrophobic with a good absorption and low accumulation potential. Therefore, the log Kow predictions for the test substance using Molinspiration (miLogP 2.2), can be considered to be reliable with moderate confidence.

Endpoint:
partition coefficient
Type of information:
(Q)SAR
Adequacy of study:
key study
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
QSAR prediction from a well-known and acknowledged tool. See below under ''attached background material section' for QPRF containing methodology and domain evaluation details.
Qualifier:
according to
Guideline:
other: REACH guidance on QSARs: Chapter R.6. QSARs and grouping of chemicals
Principles of method if other than guideline:
The partition coefficient (log Kow) value for the test substance were estimated using the KOWWIN v.1.68. program in EPI SuiteTM v4.11. Since the test substance is a UVCB, the log Kow values were predicted for the individual constituents using SMILES codes as the input parameter.
Type of method:
other: Fragment constant method
Partition coefficient type:
other: QSAR prediction
Key result
Type:
log Pow
Partition coefficient:
ca. 0.92 - ca. 5.83
Remarks on result:
other: predicted for the main constituents
Remarks:
KOWWIN v.1.68. EPI SuiteTM v4.11
Key result
Type:
log Pow
Partition coefficient:
ca. 3.39
Remarks on result:
other: weighted average Log Kow
Remarks:
KOWWIN v.1.68. EPI SuiteTM v4.11

Predicted value:

The predicted log Kow values for the different constituents using the fragment constant method were as follows:

Table 2: Log Kow predictions: Fragment constantmethod

Constituents/Carbon chain length*

Mean/adjusted conc

Mole fraction Xi = (mi/Mi)/∑ (mi/Mi)

Log Kow

Log Kow * xi

Domain evaluation

C8

6

0.06905

0.92

0.063522361

MW (ID), Structural fragments (ID)

C10

6

0.06158

1.9

0.117001091

MW (ID), Structural fragments (ID)

C12

53.5

0.49548

2.89

1.431949162

MW (ID), Structural fragments (ID)

C14

19

0.16032

3.87

0.620445287

MW (ID), Structural fragments (ID)

C16

9

0.06974

4.85

0.338245933

MW (ID), Structural fragments (ID)

C18

8

0.05731

5.83

0.334125358

MW (ID), Structural fragment (OD) - 1 out of 5 fragments (aliphatic carbon (-CH2-), exceeds by 2 instances)

C18'

10

0.07203

5.62

0.404812945

MW (ID), Structural fragments (ID)

C18''

2

0.01448

5.4

0.078218624

MW (ID), Structural fragments (ID)

Log Kow=

3.39

 

*Glycerol or DEA residues have not been considered for the QSAR prediction

Log Kow prediction results:

                 Log Kow(version 1.69 estimate): 0.92

 

SMILES : CCCCCCCC(=O)N(CCO)CCO

CHEM  :

MOL FOR: C12 H25 N1 O3

MOL WT : 231.34

-------+-----+--------------------------------------------+---------+--------

 TYPE | NUM |       LOGKOW FRAGMENT DESCRIPTION        | COEFF | VALUE

-------+-----+--------------------------------------------+---------+--------

 Frag | 1 | -CH3   [aliphatic carbon]               | 0.5473 | 0.5473

 Frag | 10 | -CH2-  [aliphatic carbon]               | 0.4911 | 4.9110

 Frag | 2 | -OH    [hydroxy, aliphatic attach]      |-1.4086 | -2.8172

 Frag | 1 | -N<    [aliphatic attach]               |-1.8323 | -1.8323

 Frag | 1 | -C(=O)N [aliphatic attach]              |-0.5236 | -0.5236

 Factor| 1 | Multi-alcohol correction                 | 0.4064 | 0.4064

 Const |    | Equation Constant                        |        | 0.2290

-------+-----+--------------------------------------------+---------+--------

                                                        Log Kow  =  0.9206

 

                 Log Kow(version 1.69 estimate): 1.90

 

SMILES : CCCCCCCCCC(=O)N(CCO)CCO

CHEM  :

MOL FOR: C14 H29 N1 O3

MOL WT : 259.39

-------+-----+--------------------------------------------+---------+--------

 TYPE | NUM |       LOGKOW FRAGMENT DESCRIPTION        | COEFF | VALUE

-------+-----+--------------------------------------------+---------+--------

 Frag | 1 | -CH3   [aliphatic carbon]               | 0.5473 | 0.5473

 Frag | 12 | -CH2-  [aliphatic carbon]               | 0.4911 | 5.8932

 Frag | 2 | -OH    [hydroxy, aliphatic attach]      |-1.4086 | -2.8172

 Frag | 1 | -N<    [aliphatic attach]               |-1.8323 | -1.8323

 Frag | 1 | -C(=O)N [aliphatic attach]              |-0.5236 | -0.5236

 Factor| 1 | Multi-alcohol correction                 | 0.4064 | 0.4064

 Const |    | Equation Constant                        |        | 0.2290

-------+-----+--------------------------------------------+---------+--------

                                                        Log Kow  =  1.9028

                 Log Kow(version 1.69 estimate): 2.89

 

SMILES : CCCCCCCCCCCC(=O)N(CCO)CCO

CHEM  :

MOL FOR: C16 H33 N1 O3

MOL WT : 287.45

-------+-----+--------------------------------------------+---------+--------

 TYPE | NUM |       LOGKOW FRAGMENT DESCRIPTION        | COEFF | VALUE

-------+-----+--------------------------------------------+---------+--------

 Frag | 1 | -CH3   [aliphatic carbon]               | 0.5473 | 0.5473

 Frag | 14 | -CH2-  [aliphatic carbon]               | 0.4911 | 6.8754

 Frag | 2 | -OH    [hydroxy, aliphatic attach]      |-1.4086 | -2.8172

 Frag | 1 | -N<    [aliphatic attach]               |-1.8323 | -1.8323

 Frag | 1 | -C(=O)N [aliphatic attach]              |-0.5236 | -0.5236

 Factor| 1 | Multi-alcohol correction                 | 0.4064 | 0.4064

 Const |    | Equation Constant                        |        | 0.2290

-------+-----+--------------------------------------------+---------+--------

                                                        Log Kow  =  2.8850

 

                 Log Kow(version 1.69 estimate): 3.87

 

SMILES : CCCCCCCCCCCCCC(=O)N(CCO)CCO

CHEM  :

MOL FOR: C18 H37 N1 O3

MOL WT : 315.50

-------+-----+--------------------------------------------+---------+--------

 TYPE | NUM |       LOGKOW FRAGMENT DESCRIPTION        | COEFF | VALUE

-------+-----+--------------------------------------------+---------+--------

 Frag | 1 | -CH3   [aliphatic carbon]               | 0.5473 | 0.5473

 Frag | 16 | -CH2-  [aliphatic carbon]               | 0.4911 | 7.8576

 Frag | 2 | -OH    [hydroxy, aliphatic attach]      |-1.4086 | -2.8172

 Frag | 1 | -N<    [aliphatic attach]               |-1.8323 | -1.8323

 Frag | 1 | -C(=O)N [aliphatic attach]              |-0.5236 | -0.5236

 Factor| 1 | Multi-alcohol correction                 | 0.4064 | 0.4064

 Const |    | Equation Constant                        |        | 0.2290

-------+-----+--------------------------------------------+---------+--------

                                                        Log Kow  =  3.8672

 

                 Log Kow(version 1.69 estimate): 4.85

 

SMILES : CCCCCCCCCCCCCCCC(=O)N(CCO)CCO

CHEM  :

MOL FOR: C20 H41 N1 O3

MOL WT : 343.55

-------+-----+--------------------------------------------+---------+--------

 TYPE | NUM |       LOGKOW FRAGMENT DESCRIPTION        | COEFF | VALUE

-------+-----+--------------------------------------------+---------+--------

 Frag | 1 | -CH3   [aliphatic carbon]               | 0.5473 | 0.5473

 Frag | 18 | -CH2-  [aliphatic carbon]               | 0.4911 | 8.8398

 Frag | 2 | -OH    [hydroxy, aliphatic attach]      |-1.4086 | -2.8172

 Frag | 1 | -N<    [aliphatic attach]               |-1.8323 | -1.8323

 Frag | 1 | -C(=O)N [aliphatic attach]              |-0.5236 | -0.5236

 Factor| 1 | Multi-alcohol correction                 | 0.4064 | 0.4064

 Const |    | Equation Constant                        |        | 0.2290

-------+-----+--------------------------------------------+---------+--------

                                                        Log Kow  =  4.8494

 

                 Log Kow(version 1.69 estimate): 5.83

 

SMILES : CCCCCCCCCCCCCCCCCC(=O)N(CCO)CCO

CHEM  :

MOL FOR: C22 H45 N1 O3

MOL WT : 371.61

-------+-----+--------------------------------------------+---------+--------

 TYPE | NUM |       LOGKOW FRAGMENT DESCRIPTION        | COEFF | VALUE

-------+-----+--------------------------------------------+---------+--------

 Frag | 1 | -CH3   [aliphatic carbon]               | 0.5473 | 0.5473

 Frag | 20 | -CH2-  [aliphatic carbon]               | 0.4911 | 9.8220

 Frag | 2 | -OH    [hydroxy, aliphatic attach]      |-1.4086 | -2.8172

 Frag | 1 | -N<    [aliphatic attach]               |-1.8323 | -1.8323

 Frag | 1 | -C(=O)N [aliphatic attach]              |-0.5236 | -0.5236

 Factor| 1 | Multi-alcohol correction                 | 0.4064 | 0.4064

 Const |    | Equation Constant                        |        | 0.2290

-------+-----+--------------------------------------------+---------+--------

                                                        Log Kow  =  5.8316

 

                 Log Kow(version 1.69 estimate): 5.62

 

SMILES : CCCCCCCCC=CCCCCCCCC(=O)N(CCO)CCO

CHEM  :

MOL FOR: C22 H43 N1 O3

MOL WT : 369.59

-------+-----+--------------------------------------------+---------+--------

 TYPE | NUM |       LOGKOW FRAGMENT DESCRIPTION        | COEFF | VALUE

-------+-----+--------------------------------------------+---------+--------

 Frag | 1 | -CH3   [aliphatic carbon]               | 0.5473 | 0.5473

 Frag | 18 | -CH2-  [aliphatic carbon]               | 0.4911 | 8.8398

 Frag | 2 | =CH- or =C< [olefinc carbon]            | 0.3836 | 0.7672

 Frag | 2 | -OH    [hydroxy, aliphatic attach]      |-1.4086 | -2.8172

 Frag | 1 | -N<    [aliphatic attach]               |-1.8323 | -1.8323

 Frag | 1 | -C(=O)N [aliphatic attach]              |-0.5236 | -0.5236

 Factor| 1 | Multi-alcohol correction                 | 0.4064 | 0.4064

 Const |    | Equation Constant                        |        | 0.2290

-------+-----+--------------------------------------------+---------+--------

                                                        Log Kow  =  5.6166

 

                 Log Kow(version 1.69 estimate): 5.40

 

SMILES : CCCCCC=CCC=CCCCCCCCC(=O)N(CCO)CCO

CHEM  :

MOL FOR: C22 H41 N1 O3

MOL WT : 367.58

-------+-----+--------------------------------------------+---------+--------

 TYPE | NUM |       LOGKOW FRAGMENT DESCRIPTION        | COEFF | VALUE

-------+-----+--------------------------------------------+---------+--------

 Frag | 1 | -CH3   [aliphatic carbon]               | 0.5473 | 0.5473

 Frag | 16 | -CH2-  [aliphatic carbon]               | 0.4911 | 7.8576

 Frag | 4 | =CH- or =C< [olefinc carbon]            | 0.3836 | 1.5344

 Frag | 2 | -OH    [hydroxy, aliphatic attach]      |-1.4086 | -2.8172

 Frag | 1 | -N<    [aliphatic attach]               |-1.8323 | -1.8323

 Frag | 1 | -C(=O)N [aliphatic attach]              |-0.5236 | -0.5236

 Factor| 1 | Multi-alcohol correction                 | 0.4064 | 0.4064

 Const |    | Equation Constant                        |        | 0.2290

-------+-----+--------------------------------------------+---------+--------

                                                        Log Kow  =  5.4016

Conclusions:
Using the fragment constant method, of KOWWIN V.1.68 program of EPI SuiteTM, the weighted average partition coefficient (log Kow) value for test substance was predicted to be 3.39.
Executive summary:

The partition coefficient (log Kow) value for the test substance, C8-18 and C18-unsatd. DEA was predicted using the fragment constant method, of KOWWIN V.1.68 program. Since the test substance is a UVCB, the log Kow values were predicted for the individual constituents using SMILES codes as the input parameter. Using the fragment constant method, the log Kow values for the individual constituents of the test substance ranged from 0.92 to 5.83. All constituents meet the molecular weight and structural fragment descriptor domain criteria, except for one of the constituent which exceed the maximum number of instances of fragment. Given that the constituents are structurally very similar and vary only in the carbon chain length, a weighted average value, which considers the percentage of the constituent in the substance, was considered to dampen the errors in predictions (if any). Therefore, the weighted average log Kow value was calculated as 3.39. Overall, considering either the individual log Kow predictions for the constituents or the weighted average values, the test substance is expected to be less hydrophobic with a good absorption and low accumulation potential. Therefore, the log Kow predictions for the test substance using KOWWIN v1.69 can be considered to be reliable with moderate confidence.

Endpoint:
partition coefficient
Type of information:
(Q)SAR
Adequacy of study:
key study
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
QSAR prediction from a well-known and acknowledged tool. See below under ''attached background material section" for QPRF containing methodology and domain evaluation details.
Qualifier:
according to
Guideline:
other: REACH guidance on QSARs: Chapter R.6. QSARs and grouping of chemicals
Principles of method if other than guideline:
The partition coefficient (log Kow) value for the test substance were estimated using the efficient partition algorithm (EPA) and associative neural network (ASNN) method of the ALOGPS v.2.1 program from the virtual computational chemistry laboratory. Since the test substance is a UVCB, the log Kow values were predicted for the individual constituents using SMILES codes as the input parameter.
Type of method:
other: Efficient Partition Algorithm (EPA) and Associative Neural Network (ASNN)
Partition coefficient type:
other: QSAR
Key result
Type:
log Pow
Partition coefficient:
ca. 1.47 - ca. 6.49
Remarks on result:
other: predicted for the main constituents
Remarks:
(ALOGPS v.2.1)
Key result
Type:
log Pow
Partition coefficient:
ca. 4.13
Remarks on result:
other: weighted average Log Kow
Remarks:
(ALOGPS v.2.1)

Predicted value:

The predicted partition coefficient (log Kow) values for the different constituents using the Efficient Partition Algorith (EPA) and Associative Neural Networks (ASNN) method were as follows:

Table 1: Log Kow predictions: EPA and ASNN based method

Constituents/Carbon chainlength*

Mean/adjusted conc

Mole fraction Xi = (mi/Mi)/∑ (mi/Mi)

Log Kow

Log Kow * xi

C8

6

0.06905

1.47

0.1015

C10

6

0.06158

2.66

0.1638

C12

53.5

0.49548

3.67

1.8184

C14

19

0.16032

4.7

0.7535

C16

9

0.06974

5.64

0.3933

C18

8

0.05731

6.49

0.3720

C18'

10

0.07203

6.19

0.4459

C18''

2

0.01448

5.61

0.0813

 

 

 

Log Kow =

4.13

*Glycerol or DEA residues have not been considered for the QSAR prediction

Conclusions:
Using the efficient partition algorithm and associative neural networks based regression equations from ALOGPS V.2.1, the weighted average Partition coefficient (log Kow) value for test substance was predicted to be 4.13.
Executive summary:

The partition coefficient (log Kow) value for the test substance, C8-18 and C18-unsatd. DEA was predicted using the EPA and ASNN based regression equations from ALOGPS V.2.1. Since the test substance is a UVCB, the log Kow values were predicted for the individual constituents using SMILES codes as the input parameter. Using the EPA and ASNN-based regression equations, the log Kow values for the individual constituents of the test substance ranged from 1.47 to 6.49. All constituents meet the E-indices, molecular weight and number of non-hydrogen atoms descriptor domain criteria. Further, given that the constituents are structurally very similar and vary only in the carbon chain length, a weighted average value, which considers the percentage of the constituent in the substance, was considered to dampen the errors in predictions (if any). Therefore, the weighted average log Kow value was calculated as 4.13. Overall, considering either the individual log Kow predictions for the constituents or the weighted average values, the test substance is expected to be less hydrophobic with a good absorption and low accumulation potential. Therefore, the log Kow predictions for the test substance using ALOGPS v.2.1 can be considered to be reliable with moderate confidence.

Description of key information

The partition coefficient was determined based on OECD Guideline 117 (HPLC Method) (Torp, 1996).

Weighted average partition coefficient values for the substance were also modelled using the fragment constant method of the KOWWIN V.1.68 program of EPI Suite, the group contribution method of Molinspiration (miLogP 2.2) and the efficient partition algorithm and associative neural network-based regression equations from ALOGPS V.2.1.

Key value for chemical safety assessment

Log Kow (Log Pow):
3.75
at the temperature of:
20 °C

Additional information

Using the fragment constant method of the KOWWIN V.1.68 program of EPI Suite, the weighted average partition coefficient (log Kow) value for test substance was predicted to be 3.39.

According to the group contribution method of Molinspiration (miLogP 2.2), the weighted average log Kow was 4.36.

According to the efficient partition algorithm and associative neural network-based regression equations from ALOGPS V.2.1, the weighted average log Kow was 4.13.

The measured log Kow was retained as key value for risk assessment purposes.