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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, 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:
ca. 280.74 L/kg
Remarks on result:
other: MCI based method
Remarks:
(log Koc: 1 to 3.16)
Key result
Phase system:
other: Estimated
Value:
ca. 316.61 L/kg
Remarks on result:
other: Kow based method
Remarks:
(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

6

5.72E-02

1.00

10

0.69

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

C10

6

0.05098369

1.08

11.9

0.73

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

C12

53.5

0.410227448

1.60

39.53

19.59

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

C14

19

0.13273562

2.12

131.3

21.05

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

C16

9

0.0577412

2.64

436.1

30.41

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

C18

8

0.047449959

3.16

1448

82.99

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

C18'

10

0.059636622

3.16

1448

104.30

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

C18''

2

0.011992545

3.16

1448

20.97

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

 

 

 

 

Koc=

280.74

 

 

 

 

 

Log Koc=

2.45

 

* 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

6

5.72E-02

0.56

3.66

0.25

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

C10

6

0.05098369

1.11

12.76

0.79

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

C12

53.5

0.410227448

1.65

45.02

22.31

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

C14

19

0.13273562

2.20

156.80

25.14

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

C16

9

0.0577412

2.74

546.40

38.11

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

C18

8

0.047449959

3.28

1904

109.12

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

C18'

10

0.059636622

3.16

1457

104.95

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

C18''

2

0.011992545

3.04

1101

15.95

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

 

 

 

 

Koc=

316.61

 

 

 

 

 

Log Koc=

2.5

 

* 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 KOCWIN v 2.01 program (EPISuite v 4.11), to be 280.74 L/kg (log Koc=2.45) with MCI method and 316.6 L/kg (log koc=2.5) Log Kow method.
Executive summary:

The soil adsorption and desorption potential (Koc) of the test substance, C8-18 and C18-unsatd. DEA, was estimated using the Molecular Connectivity Index (MCI) and the Log Kow methods of the KOCWIN v 2.01 program (EPISuite v 4.11). Since the test substance is a 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 0.56to 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 280.74 L/kg (log Koc=2.45) and 316.6L/kg (log Koc=2.5), 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.

Description of key information

Key value for chemical safety assessment

Koc at 20 °C:
299

Additional information

The soil adsorption and desorption potential (Koc) of the test substance, C8-18 and C18-unsatd. DEA, was estimated using the Molecular Connectivity Index (MCI) and the Log Kow methods of the KOCWIN v 2.01 program (EPISuite v 4.11). Since the test substance is a 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 280.74 L/kg (log Koc=2.45) and 316.6 L/kg (log Koc=2.5), 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 mean Koc of 299 (log Koc = 2.48) 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.