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Endpoint:
adsorption / desorption: screening
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 methodology and QPRF.
Qualifier:
according to guideline
Guideline:
other: REACH guidance on QSARs: Chapter R.6. QSARs and grouping of chemicals
Principles of method if other than guideline:
The Koc of the test substance was calculated using the MCI (Molecular Connectivity Index) and Kow based approaches of the KOCWIN v 2.01 program (EPISuite v 4.11). Since the test substance is an UVCB, the Koc values were estimated for individual constituents using SMILES codes as the input parameter.
Computational methods:
The Koc of the test substance was calculated using the MCI (Molecular Connectivity Index) and Kow based approaches of the KOCWIN v 2.01 program (EPISuite v 4.11). Since the test substance is an UVCB, the Koc values were estimated for individual constituents using SMILES codes as the input parameter.
Key result
Phase system:
other: Estimated
Value:
260.8 L/kg
Remarks on result:
other: MCI based method (log Koc: 1 to 3.16)
Key result
Phase system:
other: Estimated
Value:
279.21 L/kg
Remarks on result:
other: Kow based method (log Koc: 0.56 to 3.28)

Predicted value (model result):

The estimated Koc values for the different constituents using MCI and log Kow methods were as follows:

Table 1: KOC predictions: MCI method

Constituents/Carbon chain length*

Mean/adjusted conc

Mole fraction Xi = (mi/Mi)/∑ (mi/Mi)

Log Koc
MCI

Koc (L/kg)
MCI

Koc x Xi
(MCI)

MCI

C8

1.5

1.99E-02

1

10

0.198500796

MW (ID),

Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C10

1.5

0.017703525

1.075546961

11.9

0.210671951

MW (ID), Structural fragment (Aliphatic Alcohol (-C-OH))

C12

52.5

0.559137624

1.596926814

39.53

22.10271026

MW (ID), Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C14

20

0.194067297

2.118264726

131.3

25.48103615

MW (ID), Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C16

10

0.089111093

2.639586087

436.1

38.86134787

MW (ID), Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C18

1.5

0.012357357

3.160768562

1448

17.8934529

MW (ID), Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C18'

11

0.091115906

3.160768562

1448

131.9358322

MW (ID), Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C18''

2

0.016657117

3.160768562

1448

24.11950607

MW (ID), Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

 

 

 

 

Koc=

260.80

 

 

 

 

 

Log Koc=

2.41631268

 

ID: in domain, OD: out of domain; MW – molecular weight, Log Kow – partition coefficient, NA–Not applicable

*Glycerol or DEA residues have not been considered for QSAR predictions

Table 2: KOC predictions: Log Kow-based method

Constituents/Carbon chain length*

Mean/adjusted conc

Mole fraction Xi = (mi/Mi)/∑ (mi/Mi)

Log Koc
Log Kow

Koc (L/kg)
Log Kow

Koc x Xi
(Log Kow)

Log Kow

C8

1.5

1.99E-02

0.56371834

3.662

0.072690992

MW (ID), log Kow (ID)

Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C10

1.5

0.017703525

1.105850674

12.76

0.225896983

MW (ID), log Kow (ID)

Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C12

52.5

0.559137624

1.653405491

45.02

25.17237581

MW (ID), log Kow (ID)

Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C14

20

0.194067297

2.195346058

156.8

30.42975223

MW (ID), log Kow (ID)

Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C16

10

0.089111093

2.737510691

546.4

48.69030148

MW (ID), log Kow (ID)

Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C18

1.5

0.012357357

3.279666944

1904

23.52840768

MW (ID), log Kow (ID)

Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C18'

11

0.091115906

3.163459552

1457

132.7558754

MW (ID), log Kow (ID)

Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

C18''

2

0.016657117

3.041787319

1101

18.33948632

MW (ID), log Kow (ID)

Structural fragment (OD) - 1 out of 3 fragments (Aliphatic Alcohol (-C-OH))

 

 

 

 

Koc=

279.21

 

 

 

 

 

Log Koc=

2.445938414

 

ID: in domain, OD: out of domain; MW – molecular weight, Log Kow – partition coefficient, NA–Not applicable

*Glycerol or DEA residues have not been considered for QSAR predictions

Koc prediction results:

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

CHEM  : C8

MOL FOR: C12 H25 N1 O3

MOL WT : 231.34

--------------------------- KOCWIN v2.01 Results ---------------------------

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 7.757

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 4.6434

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -1.0277

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.4255

                 2  Aliphatic Alcohol (-C-OH) ........... : -2.6358

        Corrected Log Koc .................................. : 0.5544

        Over Correction Adjustment to Lower Limit Log Koc ... : 1.0000

 

                        Estimated Koc: 10 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 0.92

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 1.4340

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -0.0038

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0436

                 2  Aliphatic Alcohol (-C-OH) ........... : -0.8229

        Corrected Log Koc .................................. : 0.5637

 

                        Estimated Koc: 3.662 L/kg  <===========

 

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

CHEM  : C10

MOL FOR: C14 H29 N1 O3

MOL WT : 259.39

--------------------------- KOCWIN v2.01 Results ---------------------------

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 8.757

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 5.1647

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -1.0277

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.4255

                 2  Aliphatic Alcohol (-C-OH) ........... : -2.6358

        Corrected Log Koc .................................. : 1.0757

 

                        Estimated Koc: 11.9 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 1.90

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 1.9760

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -0.0038

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0436

                 2  Aliphatic Alcohol (-C-OH) ........... : -0.8229

        Corrected Log Koc .................................. : 1.1058

 

                        Estimated Koc: 12.76 L/kg  <===========

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

CHEM  : C12

MOL FOR: C16 H33 N1 O3

MOL WT : 287.45

--------------------------- KOCWIN v2.01 Results ---------------------------

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 9.757

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 5.6860

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -1.0277

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.4255

                 2  Aliphatic Alcohol (-C-OH) ........... : -2.6358

        Corrected Log Koc .................................. : 1.5970

 

                        Estimated Koc: 39.53 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 2.89

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 2.5236

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -0.0038

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0436

                 2  Aliphatic Alcohol (-C-OH) ........... : -0.8229

        Corrected Log Koc .................................. : 1.6534

 

                        Estimated Koc: 45.02 L/kg  <===========

 

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

CHEM  : C14

MOL FOR: C18 H37 N1 O3

MOL WT : 315.50

--------------------------- KOCWIN v2.01 Results ---------------------------

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 10.757

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 6.2073

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -1.0277

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.4255

                 2  Aliphatic Alcohol (-C-OH) ........... : -2.6358

        Corrected Log Koc .................................. : 2.1183

 

                        Estimated Koc: 131.3 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 3.87

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 3.0657

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -0.0038

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0436

                 2  Aliphatic Alcohol (-C-OH) ........... : -0.8229

        Corrected Log Koc .................................. : 2.1955

 

                        Estimated Koc: 156.8 L/kg  <===========

 

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

CHEM  : C16

MOL FOR: C20 H41 N1 O3

MOL WT : 343.55

--------------------------- KOCWIN v2.01 Results ---------------------------

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 11.757

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 6.7286

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -1.0277

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.4255

                 2  Aliphatic Alcohol (-C-OH) ........... : -2.6358

        Corrected Log Koc .................................. : 2.6396

 

                        Estimated Koc: 436.1 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 4.85

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 3.6078

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -0.0038

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0436

                 2  Aliphatic Alcohol (-C-OH) ........... : -0.8229

        Corrected Log Koc .................................. : 2.7375

 

                        Estimated Koc: 546.4 L/kg  <===========

 

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

CHEM  : C18

MOL FOR: C22 H45 N1 O3

MOL WT : 371.61

--------------------------- KOCWIN v2.01 Results ---------------------------

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 12.757

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 7.2499

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -1.0277

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.4255

                 2  Aliphatic Alcohol (-C-OH) ........... : -2.6358

        Corrected Log Koc .................................. : 3.1609

 

                        Estimated Koc: 1448 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 5.83

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 4.1498

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -0.0038

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0436

                 2  Aliphatic Alcohol (-C-OH) ........... : -0.8229

        Corrected Log Koc .................................. : 3.2796

 

                        Estimated Koc: 1904 L/kg  <===========

 

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

CHEM  : C18'

MOL FOR: C22 H43 N1 O3

MOL WT : 369.59

--------------------------- KOCWIN v2.01 Results ---------------------------

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 12.757

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 7.2499

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -1.0277

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.4255

                 2  Aliphatic Alcohol (-C-OH) ........... : -2.6358

        Corrected Log Koc .................................. : 3.1609

 

                        Estimated Koc: 1448 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 5.62

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 4.0337

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -0.0038

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0436

                 2  Aliphatic Alcohol (-C-OH) ........... : -0.8229

        Corrected Log Koc .................................. : 3.1634

 

                        Estimated Koc: 1457 L/kg  <===========

 

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

CHEM  : C18''

MOL FOR: C22 H41 N1 O3

MOL WT : 367.58

--------------------------- KOCWIN v2.01 Results ---------------------------

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 12.757

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 7.2499

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -1.0277

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.4255

                 2  Aliphatic Alcohol (-C-OH) ........... : -2.6358

        Corrected Log Koc .................................. : 3.1609

 

                        Estimated Koc: 1448 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 5.40

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 3.9120

        Fragment Correction(s):

                 1  N-CO-C (aliphatic carbon) ............ : -0.0038

                 2  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0436

                 2  Aliphatic Alcohol (-C-OH) ........... : -0.8229

        Corrected Log Koc .................................. : 3.0418

 

                        Estimated Koc: 1101 L/kg  <===========

Validity criteria fulfilled:
not applicable
Conclusions:
The Koc of test substance was estimated using the KOCWIN v 2.01 program (EPISuite v 4.11), to be 260.80 L/kg (log Koc=2.41) with the MCI method and 279.21 L/kg (log koc=2.44) with the Log Kow method.
Executive summary:

The soil adsorption and desorption potential (Koc) of the test substance, C12-18 and C18-unsatd. DEA, was estimated using the Molecular Connectivity Index (MCI) and the Log Kow of the KOCWIN v 2.01 program (EPISuite v 4.11). Since the test substance is an UVCB, the Koc values were estimated for individual constituents using SMILES codes as the input parameter. Using the MCI and log Kow methods, the predicted Koc values for all the constituents were estimated to range from 10 to 1448 L/kg and 3.66 to 1904 L/kg, respectively. The corresponding log Koc values ranged from 1 to 3.16 and 0.56 to 3.28 (US EPA, 2019). This indicates a negligible to moderate adsorption potential (US EPA, 2012). Since not all constituents meet the MW and structural fragment molecular descriptor domain criteria as defined in KOCWIN v 2.01 user guide of EPI Suite TM, the Koc predictions were considered to be less accurate. 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 each constituent in the substance, was calculated to dampen the errors in predictions. The weighted average Koc (log Koc) values were calculated as 260.80 L/kg (log Koc=2.41) and 279.21 L/kg (log koc=2.44), using the MCI and log Kow methods, respectively. Based on the above information, the test substance is expected to have a moderate adsorption potential (US EPA, 2012) to soil and sediment, leading to slow migration to ground water. Overall, the KOC predictions for the test substance using KOCWIN model of EPI Suite TM can be considered to be reliable with moderate confidence.

Endpoint:
adsorption / desorption: screening
Type of information:
read-across based on grouping of substances (category approach)
Adequacy of study:
supporting study
Study period:
2020-2021
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
guideline study
Remarks:
KL2 due to read across
Justification for type of information:
Refer to section 13 of IUCLID for details on the category justification.
Qualifier:
according to guideline
Guideline:
OECD Guideline 106 (Adsorption - Desorption Using a Batch Equilibrium Method)
GLP compliance:
yes (incl. QA statement)
Remarks on result:
other: Testing planned

Description of key information

Key value for chemical safety assessment

Koc at 20 °C:
270

Additional information

The soil adsorption and desorption potential (Koc) of the test substance, C12-18 and C18-unsatd. DEA, was estimated using the Molecular Connectivity Index (MCI) and the Log Kow of the KOCWIN v 2.01 programs (EPISuite v 4.11). Since the test substance is an UVCB, the Koc values were estimated for individual constituents using SMILES codes as the input parameter. Using the MCI and log Kow methods, the predicted Koc values for all the constituents were estimated to range from 10 to 1448 L/kg and 3.66 to 1904 L/kg, respectively. The corresponding log Koc values ranged from 1 to 3.16 and 0.56 to 3.28 (US EPA, 2019). This indicates a negligible to moderate adsorption potential (US EPA, 2012). Since not all constituents meet the MW and structural fragment molecular descriptor domain criteria as defined in KOCWIN v 2.01 user guide of EPI Suite TM, the Koc predictions were considered to be less accurate. 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 each constituent in the substance, was calculated to dampen the errors in predictions. The weighted average Koc (log Koc) values were calculated as 260.80 L/kg (log Koc=2.41) and 279.21 L/kg (log koc=2.44), using the MCI and log Kow methods, respectively. Based on the above information, the test substance is expected to have a moderate adsorption potential (US EPA, 2012) to soil and sediment, leading to slow migration to ground water. Overall, the KOC predictions for the test substance using KOCWIN model of EPI Suite TM can be considered to be reliable with moderate confidence.

The average Koc value of 270 was retained for risk assessment purposes.

Furthermore, after discussion with ECHA in the frame of a Dossier Improvement Action Plan (DIAP), Koc testing according to OECD Guideline 106 is planned with the FAA category member C12 DEA in order to support the modelling results obtained with EPISuite across all DEA-FAA substances.