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Endpoint:
water solubility
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 and falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
Data estimated by the WSKOWWIN v 1.42 and WATERNT v 1.01programs of EPIWEB v 4.1 which use a valid estimation method; the test substance was found to fall in the applicability domain of these methods and results are adequate for the purpose of classification and labeling and/or risk assessment.
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 water solubility value was calculated using WSKOWWIN v1.42 and WATERNT v1.01 program of EPIWEB v 4.1.

Initially, using the WSKOWWIN v1.42 and WATERNT v1.01 programs, the values of the water solubility was calculated for the individual components. The value ofthe water solubility for amides, C18 (unsatd.), N,N-bis(hydroxyethyl) was finally calculated on a weighted-average basis using the mole fractions of the individual components.
Key result
Water solubility:
0.12 mg/L
Temp.:
25 °C
Remarks on result:
other: weighted avergae value estimated from WSKOWWIN v1.42
Key result
Water solubility:
2.17 mg/L
Temp.:
25 °C
Remarks on result:
other: weighted avergae value estimated from WATERNT v1.01
Details on results:
RESULT DETAILS: WSKOWWIN v1.42
1. C16: N,N-bis(hydroxyethyl) hexadecanamide

SMILES : O=C(N(CCO)CCO)CCCCCCCCCCCCCCC
MOL FOR: C20 H41 N1 O3
MOL WT : 343.55
---------------------------------- WSKOW v1.42 Results ------------------------
Log Kow (estimated) : 4.85
Log Kow (experimental): not available from database
Log Kow used by Water solubility estimates: 4.85

Equation Used to Make Water Sol estimate:
Log S (mol/L) = 0.796 - 0.854 log Kow - 0.00728 MW + Correction
(used when Melting Point NOT available)

Correction(s): Value
-------------------- -----
No Applicable Correction Factors

Log Water Solubility (in moles/L) : -5.846
Water Solubility at 25 deg C (mg/L): 0.4892
2. C18: N,N-bis(hydroxyethyl) octadecanamide

SMILES : O=C(N(CCO)CCO)CCCCCCCCCCCCCCCCC
MOL FOR: C22 H45 N1 O3
MOL WT : 371.61
---------------------------------- WSKOW v1.42 Results ------------------------
Log Kow (estimated) : 5.83
Log Kow (experimental): not available from database
Log Kow used by Water solubility estimates: 5.83

Equation Used to Make Water Sol estimate:
Log S (mol/L) = 0.796 - 0.854 log Kow - 0.00728 MW + Correction
(used when Melting Point NOT available)

Correction(s): Value
-------------------- -----
No Applicable Correction Factors

Log Water Solubility (in moles/L) : -6.890
Water Solubility at 25 deg C (mg/L): 0.04793
3. C18’: N,N-bis(hydroxyethyl) 9-octadecenamide

SMILES : O=C(N(CCO)CCO)CCCCCCCC=CCCCCCCCC
MOL FOR: C22 H43 N1 O3
MOL WT : 369.59
---------------------------------- WSKOW v1.42 Results ------------------------
Log Kow (estimated) : 5.62
Log Kow (experimental): not available from database
Log Kow used by Water solubility estimates: 5.62

Equation Used to Make Water Sol estimate:
Log S (mol/L) = 0.796 - 0.854 log Kow - 0.00728 MW + Correction
(used when Melting Point NOT available)

Correction(s): Value
-------------------- -----
No Applicable Correction Factors

Log Water Solubility (in moles/L) : -6.691
Water Solubility at 25 deg C (mg/L): 0.07525
4. C18’’: N,N-bis(hydroxyethyl) 3,9-octadecenamide

SMILES : O=C(N(CCO)CCO)CC=CCCCCC=CCCCCCCCC
MOL FOR: C22 H41 N1 O3
MOL WT : 367.58
---------------------------------- WSKOW v1.42 Results ------------------------
Log Kow (estimated) : 5.40
Log Kow (experimental): not available from database
Log Kow used by Water solubility estimates: 5.40

Equation Used to Make Water Sol estimate:
Log S (mol/L) = 0.796 - 0.854 log Kow - 0.00728 MW + Correction
(used when Melting Point NOT available)

Correction(s): Value
-------------------- -----
No Applicable Correction Factors

Log Water Solubility (in moles/L) : -6.493
Water Solubility at 25 deg C (mg/L): 0.1181
5. C18’’’: N,N-bis(hydroxyethyl) 3,9,11-octadecenamide

SMILES : O=C(N(CCO)CCO)CC=CCCCCC=CC=CCCCCCC
MOL FOR: C22 H39 N1 O3
MOL WT : 365.56
---------------------------------- WSKOW v1.42 Results ------------------------
Log Kow (estimated) : 5.19
Log Kow (experimental): not available from database
Log Kow used by Water solubility estimates: 5.19

Equation Used to Make Water Sol estimate:
Log S (mol/L) = 0.796 - 0.854 log Kow - 0.00728 MW + Correction
(used when Melting Point NOT available)

Correction(s): Value
-------------------- -----
No Applicable Correction Factors

Log Water Solubility (in moles/L) : -6.295
Water Solubility at 25 deg C (mg/L): 0.1855
6. C20: N,N-bis(hydroxyethyl) eicosanamide

SMILES : O=C(N(CCO)CCO)CCCCCCCCCCCCCCCCCCC
MOL FOR: C24 H49 N1 O3
MOL WT : 399.66
---------------------------------- WSKOW v1.42 Results ------------------------
Log Kow (estimated) : 6.81
Log Kow (experimental): not available from database
Log Kow used by Water solubility estimates: 6.81

Equation Used to Make Water Sol estimate:
Log S (mol/L) = 0.796 - 0.854 log Kow - 0.00728 MW + Correction
(used when Melting Point NOT available)

Correction(s): Value
-------------------- -----
No Applicable Correction Factors

Log Water Solubility (in moles/L) : -7.933
Water Solubility at 25 deg C (mg/L): 0.004668
7. C22: N,N-bis(hydroxyethyl) docosanamide

SMILES : O=C(N(CCO)CCO)CCCCCCCCCCCCCCCCCCCCC
MOL FOR: C26 H53 N1 O3
MOL WT : 427.72
---------------------------------- WSKOW v1.42 Results ------------------------
Log Kow (estimated) : 7.80
Log Kow (experimental): not available from database
Log Kow used by Water solubility estimates: 7.80

Equation Used to Make Water Sol estimate:
Log S (mol/L) = 0.796 - 0.854 log Kow - 0.00728 MW + Correction
(used when Melting Point NOT available)

Correction(s): Value
-------------------- -----
No Applicable Correction Factors

Log Water Solubility (in moles/L) : -8.976
Water Solubility at 25 deg C (mg/L): 0.0004525

RESULT DETAILS: WATERNT v1.01
1. C16: N,N-bis(hydroxyethyl) hexadecanamide

SMILES : O=C(N(CCO)CCO)CCCCCCCCCCCCCCC
MOL FOR: C20 H41 N1 O3
MOL WT : 343.55
-------+-----+--------------------------------------------+----------+---------
TYPE | NUM | WATER SOLUBILITY FRAGMENT DESCRIPTION | COEFF | VALUE
-------+-----+--------------------------------------------+----------+---------
Frag | 1 | -CH3 [aliphatic carbon] |-0.3213 | -0.3213
Frag | 18 | -CH2- [aliphatic carbon] |-0.5370 | -9.6663
Frag | 2 | -OH [hydroxy, aliphatic attach] | 1.6012 | 3.2025
Frag | 1 | -N< [aliphatic attach] | 1.9643 | 1.9643
Frag | 1 | -C(=O)N [aliphatic attach] |-0.2426 | -0.2426
Const | | Equation Constant | | 0.2492
-------+-----+--------------------------------------------+----------+---------
Log Water Sol (moles/L) at 25 dec C = -4.8142
Water Solubility (mg/L) at 25 dec C = 5.2696
2. C18: N,N-bis(hydroxyethyl) octadecanamide

SMILES : O=C(N(CCO)CCO)CCCCCCCCCCCCCCCCC
MOL FOR: C22 H45 N1 O3
MOL WT : 371.61
-------+-----+--------------------------------------------+----------+---------
TYPE | NUM | WATER SOLUBILITY FRAGMENT DESCRIPTION | COEFF | VALUE
-------+-----+--------------------------------------------+----------+---------
Frag | 1 | -CH3 [aliphatic carbon] |-0.3213 | -0.3213
Frag | 20 | -CH2- [aliphatic carbon] |-0.5370 |-10.7404
Frag | 2 | -OH [hydroxy, aliphatic attach] | 1.6012 | 3.2025
Frag | 1 | -N< [aliphatic attach] | 1.9643 | 1.9643
Frag | 1 | -C(=O)N [aliphatic attach] |-0.2426 | -0.2426
Const | | Equation Constant | | 0.2492
-------+-----+--------------------------------------------+----------+---------
Log Water Sol (moles/L) at 25 dec C = -5.8883
Water Solubility (mg/L) at 25 dec C = 0.48065
3. C18’: N,N-bis(hydroxyethyl) 9-octadecenamide

SMILES : O=C(N(CCO)CCO)CCCCCCCC=CCCCCCCCC
MOL FOR: C22 H43 N1 O3
MOL WT : 369.59
-------+-----+--------------------------------------------+----------+---------
TYPE | NUM | WATER SOLUBILITY FRAGMENT DESCRIPTION | COEFF | VALUE
-------+-----+--------------------------------------------+----------+---------
Frag | 1 | -CH3 [aliphatic carbon] |-0.3213 | -0.3213
Frag | 18 | -CH2- [aliphatic carbon] |-0.5370 | -9.6663
Frag | 2 | =CH- or =C< [olefinc carbon] |-0.3646 | -0.7292
Frag | 2 | -OH [hydroxy, aliphatic attach] | 1.6012 | 3.2025
Frag | 1 | -N< [aliphatic attach] | 1.9643 | 1.9643
Frag | 1 | -C(=O)N [aliphatic attach] |-0.2426 | -0.2426
Const | | Equation Constant | | 0.2492
-------+-----+--------------------------------------------+----------+---------
Log Water Sol (moles/L) at 25 dec C = -5.5434
Water Solubility (mg/L) at 25 dec C = 1.0576
4. C18’’: N,N-bis(hydroxyethyl) 3,9-octadecenamide

SMILES : O=C(N(CCO)CCO)CC=CCCCCC=CCCCCCCCC
MOL FOR: C22 H41 N1 O3
MOL WT : 367.58
-------+-----+--------------------------------------------+----------+---------
TYPE | NUM | WATER SOLUBILITY FRAGMENT DESCRIPTION | COEFF | VALUE
-------+-----+--------------------------------------------+----------+---------
Frag | 1 | -CH3 [aliphatic carbon] |-0.3213 | -0.3213
Frag | 16 | -CH2- [aliphatic carbon] |-0.5370 | -8.5923
Frag | 4 | =CH- or =C< [olefinc carbon] |-0.3646 | -1.4584
Frag | 2 | -OH [hydroxy, aliphatic attach] | 1.6012 | 3.2025
Frag | 1 | -N< [aliphatic attach] | 1.9643 | 1.9643
Frag | 1 | -C(=O)N [aliphatic attach] |-0.2426 | -0.2426
Const | | Equation Constant | | 0.2492
-------+-----+--------------------------------------------+----------+---------
Log Water Sol (moles/L) at 25 dec C = -5.1986
Water Solubility (mg/L) at 25 dec C = 2.3268
5. C18’’’: N,N-bis(hydroxyethyl) 3,9,11-octadecenamide

SMILES : O=C(N(CCO)CCO)CC=CCCCCC=CC=CCCCCCC
MOL FOR: C22 H39 N1 O3
MOL WT : 365.56
-------+-----+--------------------------------------------+----------+---------
TYPE | NUM | WATER SOLUBILITY FRAGMENT DESCRIPTION | COEFF | VALUE
-------+-----+--------------------------------------------+----------+---------
Frag | 1 | -CH3 [aliphatic carbon] |-0.3213 | -0.3213
Frag | 14 | -CH2- [aliphatic carbon] |-0.5370 | -7.5183
Frag | 6 | =CH- or =C< [olefinc carbon] |-0.3646 | -2.1876
Frag | 2 | -OH [hydroxy, aliphatic attach] | 1.6012 | 3.2025
Frag | 1 | -N< [aliphatic attach] | 1.9643 | 1.9643
Frag | 1 | -C(=O)N [aliphatic attach] |-0.2426 | -0.2426
Const | | Equation Constant | | 0.2492
-------+-----+--------------------------------------------+----------+---------
Log Water Sol (moles/L) at 25 dec C = -4.8538
Water Solubility (mg/L) at 25 dec C = 5.1193
6. C20: N,N-bis(hydroxyethyl) eicosanamide

SMILES : O=C(N(CCO)CCO)CCCCCCCCCCCCCCCCCCC
MOL FOR: C24 H49 N1 O3
MOL WT : 399.66
-------+-----+--------------------------------------------+----------+---------
TYPE | NUM | WATER SOLUBILITY FRAGMENT DESCRIPTION | COEFF | VALUE
-------+-----+--------------------------------------------+----------+---------
Frag | 1 | -CH3 [aliphatic carbon] |-0.3213 | -0.3213
Frag | 22 | -CH2- [aliphatic carbon] |-0.5370 |-11.8144
Frag | 2 | -OH [hydroxy, aliphatic attach] | 1.6012 | 3.2025
Frag | 1 | -N< [aliphatic attach] | 1.9643 | 1.9643
Frag | 1 | -C(=O)N [aliphatic attach] |-0.2426 | -0.2426
Const | | Equation Constant | | 0.2492
-------+-----+--------------------------------------------+----------+---------
Log Water Sol (moles/L) at 25 dec C = -6.9623
Water Solubility (mg/L) at 25 dec C = 0.043591
7. C22: N,N-bis(hydroxyethyl) docosanamide

SMILES : O=C(N(CCO)CCO)CCCCCCCCCCCCCCCCCCCCC
MOL FOR: C26 H53 N1 O3
MOL WT : 427.72
-------+-----+--------------------------------------------+----------+---------
TYPE | NUM | WATER SOLUBILITY FRAGMENT DESCRIPTION | COEFF | VALUE
-------+-----+--------------------------------------------+----------+---------
Frag | 1 | -CH3 [aliphatic carbon] |-0.3213 | -0.3213
Frag | 24 | -CH2- [aliphatic carbon] |-0.5370 |-12.8885
Frag | 2 | -OH [hydroxy, aliphatic attach] | 1.6012 | 3.2025
Frag | 1 | -N< [aliphatic attach] | 1.9643 | 1.9643
Frag | 1 | -C(=O)N [aliphatic attach] |-0.2426 | -0.2426
Const | | Equation Constant | | 0.2492
-------+-----+--------------------------------------------+----------+---------
Log Water Sol (moles/L) at 25 dec C = -8.0363
Water Solubility (mg/L) at 25 dec C =0.0039339

Calculation Details

Alkyl chain

Mass fraction (mi)

Molecular weight (Mi, g/mol)

mi/Mi

Mole fraction Xi = (mi/Mi)/Σ(mi/Mi)

Estimated Water sol. ( mg/L) from WATERNT v1.01

Estimated Water sol. ( mg/L) from WSKOWWIN v1.42

Water sol.(WATERNT v1.01) x xi (mg/L)

Water sol.(WSKOWWIN v1.42) x xi (mg/L)

C16

0.04

343.55

0.000116431

4.29E-02

5.2696

0.4892

2.26E-01

2.10E-02

C18

0.02

371.61

5.38199E-05

1.98E-02

0.48065

0.04793

9.54E-03

9.51E-04

C18'

0.40

369.59

0.00108228

3.99E-01

1.0576

0.07525

4.22E-01

3.00E-02

C18’'

0.38

367.58

0.001033789

3.81E-01

2.3268

0.12

8.87E-01

4.50E-02

C18’’'

0.12

365.56

0.000328263

1.21E-01

5.1193

0.1855

6.20E-01

2.25E-02

C20

0.02

399.66

5.00425E-05

1.85E-02

0.043591

0.004668

8.05E-04

8.62E-05

C22

0.02

427.72

4.67596E-05

1.72E-02

0.0039339

0.0004525

6.78E-05

7.80E-06

 

∑1

 

∑0.002711386

∑1.00E+00

 

 

∑2.17

∑0.12

Conclusions:
The weighted average estimated water solubility according to both programs was 0.12 and 2.17 mg/L, respectively.
Executive summary:

The water solubility of test substance was estimated using the WSKOWWIN v 1.42 and WATERNT v 1.01programs of EPIWEB v 4.1. Using SMILES as the input parameter, water solubility was calculated for the individual components. The overall water solubility was calculated on a weighted-average basis using the mole fractions of the individual components. The weighted average estimated water solubility according to both programs was 0.12 and 2.17 mg/L, respectively (US EPA, 2012).

Endpoint:
water solubility
Type of information:
experimental study
Adequacy of study:
key study
Study period:
From June 02, 2012 to August 21, 2012
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
comparable to guideline study
Qualifier:
equivalent or similar to
Guideline:
OECD Guideline 105 (Water Solubility)
Principles of method if other than guideline:
For surface active substances the critical micelle concentration (CMC) method is used as an alternative to the water solubility. The critical micelle concentration (CMC) is determined by measuring the surface tension of test substance solutions at different test substance concentration. For surface active substances which form micelles in solution, the surface tension decreases with increasing concentration until the CMC is reached. At concentrations above the CMC, the surface tension remains constant. The CMC is determined from a plot of the surface tension versus the logarithm of the test substance concentration.

GLP compliance:
yes
Remarks:
(OECD GLP)
Type of method:
other: critical micelle concentration (CMC)
Key result
Water solubility:
1 mg/L
Conc. based on:
test mat.
Temp.:
20 °C
Remarks on result:
other: critical micelle concentration (CMC)
Details on results:
Test substance solutions at nominal concentrations of 1, 10, 100, 1000 and 10000 mg/L were prepared. Since a completely dissolved solution was not observed at any of the nominal concentrations, the surface tension could not be measured. Lower nominal concentrations cannot be used for this test. Based on these results, the CMC of the test substance was specified as < 1 mg/L.
Conclusions:
Under the conditions of the study, the water solubility (critical micelle concentration) of the test substance was determined to be <1 mg/L at 20°C ± 0.5°C
Executive summary:

A study was conducted to determine the water solubility of the test substance, using the CMC method. Under the conditions of the study, the water solubility of the test substance was determined to be <1 mg/L at 20°C ± 0.5°C (Baltussen, 2017).

Description of key information

The water solubility was obtained from the CMC determination (Baltussen, 2017) and estimated using the WSKOWWIN v 1.42 and WATERNT v 1.01 programs of EPIWEB v 4.1 (US EPA, 2012). The value obtained based on CMC was not considered reliable since the test substance did not completely dissolve at any of the tested concentrations of 1, 10, 100, 1000 and 10000 mg/L. Therefore, the estimated value of 0.12 mg/L was selected as most representative.

Key value for chemical safety assessment

Water solubility:
0.12 mg/L
at the temperature of:
20 °C

Additional information