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Reference
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 and 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 Kowbased approaches of the KOCWIN v 2.01 program (EPISuite v 4.11). Since the test substance is anUVCB, 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:
2 935.65 L/kg
Remarks on result:
other: MCI Based method (Log Koc: 3.47)
Key result
Phase system:
other: Estimated
Value:
2 538.88 L/kg
Remarks on result:
other: Kow based method (Log Koc= 3.40)

Predicted value:

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

C6

3.75

0.050896

1

10

0.50896

MW (ID),

Structural fragment (ID)

C8

3.75

0.043804287

1.515343893

32.76

1.435028433

MW (ID),

Structural fragment (ID)

C10

5.5

0.056386712

2.036628895

108.8

6.13487424

MW (ID),

Structural fragment (ID)

C12

50

0.456749849

2.557867962

361.3

165.0237205

MW (ID),

Structural fragment (ID)

C14

17.5

0.144154521

3.079181246

1200

172.9854254

MW (ID),

Structural fragment (ID)

C16

10

0.075001784

3.600537294

3986

298.9571097

MW (ID),

Structural fragment (ID)

C18

8

0.055074206

4.121887985

1.32E+04

729.1824913

MW (ID),

Structural fragment (ID)

C18'

12

0.083100306

4.121887985

1.32E+04

1100.248058

MW (ID),

Structural fragment (ID)

C18''

5

0.034832335

4.121887985

1.32E+04

461.1801129

MW (ID),

Structural fragment (ID)

 

 

 

 

Koc=

2935.6558

 

 

 

 

 

Log Koc=

3.47

 

* Glycerol or MIPA 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

C6

3.75

0.050896

0.880813592

7.6

0.3868096

MW (ID), log Kow (ID)

Structural fragment (ID)

C8

3.75

0.043804287

1.422917981

26.48

1.159937513

MW (ID), log Kow (ID)

Structural fragment (ID)

C10

5.5

0.056386712

1.970486349

93.43

5.26821048

MW (ID), log Kow (ID)

Structural fragment (ID)

C12

50

0.456749849

2.512550993

325.5

148.6720759

MW (ID), log Kow (ID)

Structural fragment (ID)

C14

17.5

0.144154521

3.054613055

1134

163.471227

MW (ID), log Kow (ID)

Structural fragment (ID)

C16

10

0.075001784

3.59670703

3951

296.3320472

MW (ID), log Kow (ID)

Structural fragment (ID)

C18

8

0.055074206

4.144262774

1.39E+04

767.7344357

MW (ID), log Kow (ID)

Structural fragment (ID)

C18'

12

0.083100306

4.022428371

1.05E+04

875.0462274

MW (ID), log Kow (ID)

Structural fragment (ID)

C18''

5

0.034832335

3.906442794

8062

280.8182832

MW (ID), log Kow (ID)

Structural fragment (ID)

 

 

 

 

Koc=

2538.8893

 

 

 

 

 

Log Koc=

3.40

 

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

KOC prediction results

SMILES : O=C(NCC(O)C)CCCCC

CHEM  : C6

MOL FOR: C9 H19 N1 O2

MOL WT : 173.26

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

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 5.664

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 3.5524

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.2127

                 1  Aliphatic Alcohol (-C-OH) ........... : -1.3179

        Corrected Log Koc .................................. : 0.9940

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

 

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

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 0.71

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 1.3178

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0218

                 1  Aliphatic Alcohol (-C-OH) ........... : -0.4114

        Corrected Log Koc .................................. : 0.8808

 

                        Estimated Koc: 7.6 L/kg  <===========

 

 

SMILES : O=C(NCC(O)C)CCCCCCC

CHEM  : C8

MOL FOR: C11 H23 N1 O2

MOL WT : 201.31

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

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 6.664

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 4.0737

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.2127

                 1  Aliphatic Alcohol (-C-OH) ........... : -1.3179

        Corrected Log Koc .................................. : 1.5153

 

                        Estimated Koc: 32.76 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 1.69

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 1.8599

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0218

                 1  Aliphatic Alcohol (-C-OH) ........... : -0.4114

        Corrected Log Koc .................................. : 1.4229

 

                        Estimated Koc: 26.48 L/kg  <===========

 

 

SMILES : O=C(NCC(O)C)CCCCCCCCC

CHEM  : C10

MOL FOR: C13 H27 N1 O2

MOL WT : 229.37

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

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 7.664

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 4.5950

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.2127

                 1  Aliphatic Alcohol (-C-OH) ........... : -1.3179

        Corrected Log Koc .................................. : 2.0366

 

                        Estimated Koc: 108.8 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 2.68

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 2.4075

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0218

                 1  Aliphatic Alcohol (-C-OH) ........... : -0.4114

        Corrected Log Koc .................................. : 1.9705

 

                        Estimated Koc: 93.43 L/kg  <===========

 

 

SMILES : O=C(NCC(O)C)CCCCCCCCCCC

CHEM  : C12

MOL FOR: C15 H31 N1 O2

MOL WT : 257.42

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

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 8.664

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 5.1163

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.2127

                 1  Aliphatic Alcohol (-C-OH) ........... : -1.3179

        Corrected Log Koc .................................. : 2.5579

 

                        Estimated Koc: 361.3 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 3.66

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 2.9496

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0218

                 1  Aliphatic Alcohol (-C-OH) ........... : -0.4114

        Corrected Log Koc .................................. : 2.5125

 

                        Estimated Koc: 325.5 L/kg  <===========

 

 

SMILES : O=C(NCC(O)C)CCCCCCCCCCCCC

CHEM  : C14

MOL FOR: C17 H35 N1 O2

MOL WT : 285.47

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

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 9.664

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 5.6376

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.2127

                 1  Aliphatic Alcohol (-C-OH) ........... : -1.3179

        Corrected Log Koc .................................. : 3.0792

 

                        Estimated Koc: 1200 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 4.64

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 3.4916

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0218

                 1  Aliphatic Alcohol (-C-OH) ........... : -0.4114

        Corrected Log Koc .................................. : 3.0546

 

                        Estimated Koc: 1134 L/kg  <===========

 

 

SMILES : O=C(NCC(O)C)CCCCCCCCCCCCCCC

CHEM  : C16

MOL FOR: C19 H39 N1 O2

MOL WT : 313.53

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

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 10.664

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 6.1589

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.2127

                 1  Aliphatic Alcohol (-C-OH) ........... : -1.3179

        Corrected Log Koc .................................. : 3.6005

 

                        Estimated Koc: 3986 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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0218

                 1  Aliphatic Alcohol (-C-OH) ........... : -0.4114

        Corrected Log Koc .................................. : 3.5967

 

                        Estimated Koc: 3951 L/kg  <===========

 

 

SMILES : O=C(NCC(O)C)CCCCCCCCCCCCCCCCC

CHEM  : C18

MOL FOR: C21 H43 N1 O2

MOL WT : 341.58

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

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 11.664

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 6.6802

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.2127

                 1  Aliphatic Alcohol (-C-OH) ........... : -1.3179

        Corrected Log Koc .................................. : 4.1218

 

                        Estimated Koc: 1.324e+004 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 6.61

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 4.5813

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0218

                 1  Aliphatic Alcohol (-C-OH) ........... : -0.4114

        Corrected Log Koc .................................. : 4.1443

 

                        Estimated Koc: 1.394e+004 L/kg  <===========

 

SMILES : CCCCCCCCC=CCCCCCCCC(=O)NCC(O)C

CHEM  : C18'

MOL FOR: C21 H41 N1 O2

MOL WT : 339.57

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

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 11.664

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 6.6802

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.2127

                 1  Aliphatic Alcohol (-C-OH) ........... : -1.3179

        Corrected Log Koc .................................. : 4.1218

 

                        Estimated Koc: 1.324e+004 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 6.39

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 4.4596

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0218

                 1  Aliphatic Alcohol (-C-OH) ........... : -0.4114

        Corrected Log Koc .................................. : 4.0226

 

                        Estimated Koc: 1.053e+004 L/kg  <===========

 

 

SMILES : CCCCCC=CCC=CCCCCCCCC(=O)NCC(O)C

CHEM  : C18''

MOL FOR: C21 H39 N1 O2

MOL WT : 337.55

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

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 11.664

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 6.6802

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.2127

                 1  Aliphatic Alcohol (-C-OH) ........... : -1.3179

        Corrected Log Koc .................................. : 4.1218

 

                        Estimated Koc: 1.324e+004 L/kg  <===========

 

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 6.18

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 4.3434

        Fragment Correction(s):

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

                 1  Nitrogen to Carbon (aliphatic) (-N-C).. : -0.0218

                 1  Aliphatic Alcohol (-C-OH) ........... : -0.4114

        Corrected Log Koc .................................. : 3.9064

 

                        Estimated Koc: 8062 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 2935.65 L/kg (log Koc= 3.47). With the MCI method, the Koc was 2538.88 L/kg (log koc= 3.4) Log Kow method.
Executive summary:

The soil adsorption and desorption potential (Koc) of the test substance, C8-18 and C18-unsatd. MIPA, was estimated using Molecular Connectivity Index (MCI) and Log Kow of the KOCWIN v 2.01 program (EPI Suite 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 1.32E+04 L/kg and from 7.6 to 1.39E+04 L/kg, respectively. The corresponding log Koc values ranged from 1 to 4.12 and from 0.88 to 4.14 (US EPA, 2019). Since all constituents meet the MW and structural fragment molecular descriptor domain criteria as defined in the KOCWIN v 2.01 user guide of EPI Suite, the Koc predictions were considered to be moderately 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 2935.65 L/kg (log Koc= 3.47) and 2538.88 L/kg (log Koc= 3.4), 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 the KOCWIN model of EPI Suite can be considered to be reliable with high to moderate confidence.

 

Description of key information

Key value for chemical safety assessment

Koc at 20 °C:
2 737

Additional information

The soil adsorption and desorption potential (Koc) of the test substance, C8-18 and C18-unsatd. MIPA, was estimated using Molecular Connectivity Index (MCI) and Log Kow of the KOCWIN v 2.01 program (EPI Suite 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 1.32E+04 L/kg and from 7.6 to 1.39E+04 L/kg, respectively. The corresponding log Koc values ranged from 1 to 4.12 and from 0.88 to 4.14 (US EPA, 2019). Since all constituents meet the MW and structural fragment molecular descriptor domain criteria as defined in the KOCWIN v 2.01 user guide of EPI Suite, the Koc predictions were considered to be moderately 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 2935.65 L/kg (log Koc= 3.47) and 2538.88 L/kg (log Koc= 3.4), 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 the KOCWIN model of EPI Suite can be considered to be reliable with high to moderate confidence.

An average value of 2737 L/kg is considered 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 isoC18 MIPA in order to support the modelling results obtained with EPISuite across all MIPA-FAA substances.