Oils, lard, sulfated, ammonium salts

Adsorption / desorption

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

adsorption / desorption, other

Remarks:

in-silico

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2018

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a (Q)SAR model, with limited documentation / justification, but validity of model and reliability of prediction considered adequate based on a generally acknowledged source

Justification for type of information:

The CLEA model has been used to support the result predicted by the KOCWIN software, inlcuded in EPI Suite.
An assessment of the applicability of the model for the sulfated oils is not available, but it is not considered necessary in this context, being just a one more supporting evidence to be added to the other asessment reports.

The model presents three equations using the log Kow values for predictions, distinguishing among three categories of substances:

Predominantly hydrophobics log Koc = 0.81 logKow + 0.10
Nonhydrophobics logKoc = 0.52 logKow + 1.02
Phenols logkoc = 0.57 logKow + 1.08

The sulphated oils have been considered in the "Nonhydophobics" class. The corresponding equation provide similar values to those calculated with KOCWIN software, using the logKow-based estimate method.

Guideline:

other: Draft Technical Report P5- 079/TR1

Principles of method if other than guideline:

The model presents three equations using the log Kow values for predictions, distinguishing among three categories of substances:

Predominantly hydrophobics log Koc = 0.81 logKow + 0.10
Nonhydrophobics logKoc = 0.52 logKow + 1.02
Phenols logkoc = 0.57 logKow + 1.08

The sulphated oils have been considered in the "Nonhydophobics" class. The corresponding equation provide similar values to those calculated with KOCWIN software, using the logKow-based estimate method.

GLP compliance:

no

Type:

Koc

Remarks:

CLEA model estimate

Value:

36.37 L/kg

Remarks on result:

other:

Remarks:

using logKow = 1.04 (section 4.7)

Validity criteria fulfilled:

yes

Conclusions:

Koc is predicted to be 29.67 L/kg using the Contaminated Land Exposure Assessment (CLEA) model (and using the log Kow value experimentally determined).
The value is very similar to that predicted using the KOCWIN software.

Executive summary:

Koc is predicted to be 29.67 L/kg using the Contaminated Land Exposure Assessment (CLEA) model (and using the log Kow value experimentally determined).

The value is very similar to that predicted using the KOCWIN software.

Reference 2

Endpoint:

adsorption / desorption, other

Remarks:

in-silico

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2013

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:

1. SOFTWARE: EPI Suite, bythew U.S. Environmental Protection Agency

2. MODEL (incl. version number): KOCWIN v2.00

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL: HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC)CCCCCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which t5he OECD QSAR toolbox makes reference.


5. APPLICABILITY DOMAIN: Currently there is no universally accepted definition of model domain. The representative molecule of the substance with ammonium salts is considered as a Quaternary Ammoonium Compound (QAC) by the model, for the presence of NH4, even if the molecule does not meet the definition of QAC, not existing the substituents of Hydrogens on Nitrogen; therefore, this aspect is not considered a limitation to the applicability. Further, the correction factors are present for the functional groups included in the representative molecules of sulfated oils. However, the molecular weight range of the training set is lower than the ones of the sulfated oil representative molecules.

6. ADEQUACY OF THE RESULT: The results are considered adequate for the purpose of the assessment, in a weight-of-evidence view, even if some uncertainty on the prediction reliability still remains, due to the fact the molecular weight falls outside the molecular weight range of the training set.

Guideline:

other: ECHA Guidance on information requirements and chemical safety assessment - Chapter R.06: QSARs and grouping of chemicals - May2008

Principles of method if other than guideline:

The Soil Adsorption Coefficient Program (KOCWIN) estimates the soil adsorption coeffiecient (Koc) of organic compounds. Koc can be defined as "the ratio of the amount of chemical adsorbed per unit weight of organic carbon (oc) in the soil or sediment to the concentration of the chemical in solution at equilibrium", according to Lyman's definition in 1990; it is represented by the following equation:

Koc = (ug adsorbed/g organic carbon) / (ug/mL solution)

The units of Koc are typically expressed as either L/kg or mL/g.

Koc provides an indication of the extent to which a chemical partitions between solid and solution phases in soil, or between water and sediment in aquatic ecosystems. Estimated values of Koc are often used in environmental fate assessment because measurement of Koc is expensive. Traditional estimation methods rely upon the octanol/water partition coefficient or related parameters, but the first-order molecular connectivity index (MCI) has been used successfully to predict Koc values for hydrophobic organic compounds. The original KOCWIN program (PCKOC) used MCI and a series of group contribution factors to predict Koc. This group contribution method was shown to outperform traditional estimation methods based on octanol/water partition coefficients and water solubility.

Since the introduction of the original PCKOC program in 1992, the number of available experimental Koc values has grown significantly. Using an expanded experimental dataset and the original PCKOC methodology, the QSAR equations were re-regressed to derive updated coefficient values. In addition, several new group contribution factors (correction factors) were added to improve estimation accuracy. Also, the updated KOCWIN program includes a separate Koc estimate based upon Log Kow.

GLP compliance:

no

Specific details on test material used for the study:

SMILES notation: HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC)CCCCCCCCC

Type:

Koc

Remarks:

Koc Estimate from Log Kow

Value:

33.93 L/kg

Type:

Koc

Remarks:

Estimate from MCI

Value:

10 000 000 000 L/kg

SMILES : HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)

        CCCCCCCC=CCCCCCCCC)CCCCCCCCC

CHEM   : Oils, lard, sulfated, ammonium salts

MOL FOR: C57 H108 N1 O10 S1

MOL WT : 999.56

---------------------------  KOCWIN v2.00 Results  ---------------------------

****************************************************************************

*  WARNING - The entered chemical is a Quaternary Ammonium Compound (QAC). *

*    Adsorption of QACs seem to occur mainly by an ion-exchange mechanism  *

*    and depends on cation-exchange capacity of the sorbent and variety of *

*    other parameters (Boethling, 1994).  The training set for the Koc     *

*    estimation of this program did not include any QACs.  Therefore, the  *

*    Koc estimate is outside the program's prediction domain.              *

****************************************************************************

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index  ........... : 33.667

        Non-Corrected Log Koc (0.5213 MCI + 0.60)  .......... : 18.1502

        Fragment Correction(s):

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -2.5939

                 1   Miscellaneous  S(=O)  group  ..........  : -1.2980

        Corrected Log Koc  .................................. : 14.2583

                        Estimated Koc:  1e+010  L/kg   <===========

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow  (User entered   )  ......................... :  1.04

        Non-Corrected Log Koc (0.55313 logKow + 0.9251)  .... :  1.5004

        Fragment Correction(s):

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -0.1312

                 1   Miscellaneous  S(=O)  group  ..........  :  0.1614

        Corrected Log Koc  .................................. :  1.5306

                        Estimated Koc:  33.93  L/kg   <===========

Validity criteria fulfilled:

yes

Conclusions:

Koc is predicted to be 1E+10 L/kg using the MCI method and 33.93 L/kg using the estimate based on logKow (and using the logKow value defined for the substance).
The logKow-based prediction is considered more reliable for this kind of substances.

Executive summary:

Koc value for the representative molecule of the substance has been estimated using the computer programme KOCWIN (v2.00).

The result is Koc = 33.93 L/kg for the substance.

Reference 3

Endpoint:

adsorption / desorption, other

Remarks:

in-silico

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2013

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:

1. SOFTWARE: EPI Suite, bythew U.S. Environmental Protection Agency

2. MODEL (incl. version number): KOCWIN v2.00

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL: HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC)CCCCCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which t5he OECD QSAR toolbox makes reference.


5. APPLICABILITY DOMAIN: Currently there is no universally accepted definition of model domain. The representative molecule of the substance with ammonium salts is considered as a Quaternary Ammoonium Compound (QAC) by the model, for the presence of NH4, even if the molecule does not meet the definition of QAC, not existing the substituents of Hydrogens on Nitrogen; therefore, this aspect is not considered a limitation to the applicability. Further, the correction factors are present for the functional groups included in the representative molecules of sulfated oils. However, the molecular weight range of the training set is lower than the ones of the sulfated oil representative molecules.

6. ADEQUACY OF THE RESULT: The results are considered adequate for the purpose of the assessment, in a weight-of-evidence view, even if some uncertainty on the prediction reliability still remains, due to the fact the molecular weight falls outside the molecular weight range of the training set.

Guideline:

other: ECHA Guidance on information requirements and chemical safety assessment - Chapter R.06: QSARs and grouping of chemicals - May2008

Principles of method if other than guideline:

The Soil Adsorption Coefficient Program (KOCWIN) estimates the soil adsorption coeffiecient (Koc) of organic compounds. Koc can be defined as "the ratio of the amount of chemical adsorbed per unit weight of organic carbon (oc) in the soil or sediment to the concentration of the chemical in solution at equilibrium", according to Lyman's definition in 1990; it is represented by the following equation:

Koc = (ug adsorbed/g organic carbon) / (ug/mL solution)

The units of Koc are typically expressed as either L/kg or mL/g.

Koc provides an indication of the extent to which a chemical partitions between solid and solution phases in soil, or between water and sediment in aquatic ecosystems. Estimated values of Koc are often used in environmental fate assessment because measurement of Koc is expensive. Traditional estimation methods rely upon the octanol/water partition coefficient or related parameters, but the first-order molecular connectivity index (MCI) has been used successfully to predict Koc values for hydrophobic organic compounds. The original KOCWIN program (PCKOC) used MCI and a series of group contribution factors to predict Koc. This group contribution method was shown to outperform traditional estimation methods based on octanol/water partition coefficients and water solubility.

Since the introduction of the original PCKOC program in 1992, the number of available experimental Koc values has grown significantly. Using an expanded experimental dataset and the original PCKOC methodology, the QSAR equations were re-regressed to derive updated coefficient values. In addition, several new group contribution factors (correction factors) were added to improve estimation accuracy. Also, the updated KOCWIN program includes a separate Koc estimate based upon Log Kow.

GLP compliance:

no

Specific details on test material used for the study:

SMILES notation: HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC)CCCCCCCCC

Type:

Koc

Remarks:

Koc Estimate from Log Kow

Value:

27.33 L/kg

Type:

Koc

Remarks:

Estimate from MCI

Value:

10 000 000 000 L/kg

SMILES : HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)

        CCCCCCCC=CCCCCCCCC)CCCCCCCCC

CHEM   : Oils, vegetable, sulfated, ammonium salts

MOL FOR: C57 H108 N1 O10 S1

MOL WT : 999.56

---------------------------  KOCWIN v2.00 Results  ---------------------------

****************************************************************************

*  WARNING - The entered chemical is a Quaternary Ammonium Compound (QAC). *

*    Adsorption of QACs seem to occur mainly by an ion-exchange mechanism  *

*    and depends on cation-exchange capacity of the sorbent and variety of *

*    other parameters (Boethling, 1994).  The training set for the Koc     *

*    estimation of this program did not include any QACs.  Therefore, the  *

*    Koc estimate is outside the program's prediction domain.              *

****************************************************************************

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index  ........... : 33.667

        Non-Corrected Log Koc (0.5213 MCI + 0.60)  .......... : 18.1502

        Fragment Correction(s):

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -2.5939

                 1   Miscellaneous  S(=O)  group  ..........  : -1.2980

        Corrected Log Koc  .................................. : 14.2583

                        Estimated Koc:  1e+010  L/kg   <===========

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow  (User entered   )  ......................... :  0.87

        Non-Corrected Log Koc (0.55313 logKow + 0.9251)  .... :  1.4063

        Fragment Correction(s):

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -0.1312

                 1   Miscellaneous  S(=O)  group  ..........  :  0.1614

        Corrected Log Koc  .................................. :  1.4366

                        Estimated Koc:  27.33  L/kg   <===========

Validity criteria fulfilled:

yes

Conclusions:

Koc is predicted to be 1E+10 L/kg using the MCI method and 27.33 L/kg using the estimate based on logKow (and using the logKow value experimentally defined).
The logKow-based prediction is considered more reliable for this kind of substances.

Executive summary:

Koc value for the representative molecule of the substance has been estimated using the computer programme KOCWIN (v2.00).

The result is Koc = 27.33 L/kg for the substance.

Reference 4

Endpoint:

adsorption / desorption, other

Remarks:

in-silico

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2013

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:

1. SOFTWARE : EPI Suite, bythew U.S. Environmental Protection Agency

2. MODEL (incl. version number): KOCWIN v2.00

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : C(=O)(CCCCCCCC=CCCCCCCCC)OC(COC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC(CCCCCCCCC)OS(=O)(=O)O[Na]

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : Currently there is no universally accepted definition of model domain. The representative molecule of the substance with ammonium salts is considered as a Quaternary Ammoonium Compound (QAC) by the model, for the presence of NH4, even if the molecule does not meet the definition of QAC, not existing the substituents of Hydrogens on Nitrogen; therefore, this aspect is not considered a limitation to the applicability. Further, the correction factors are present for the functional groups included in the representative molecules of sulfated oils. However, the molecular weight range of the training set is lower than the ones of the sulfated oil representative molecules.

6. ADEQUACY OF THE RESULT: the results are considered adequate for the purpose of the assessment, in a weight-of-evidence view, even if some uncertainty on the prediction reliability still remains, due to the fact the molecular weight falls outside the molecular weight range of the training set.

Guideline:

other: ECHA Guidance on information requirements and chemical safety assessment - Chapter R.06: QSARs and grouping of chemicals - May2008

Principles of method if other than guideline:

The Soil Adsorption Coefficient Program (KOCWIN) estimates the soil adsorption coeffiecient (Koc) of organic compounds. Koc can be defined as "the ratio of the amount of chemical adsorbed per unit weight of organic carbon (oc) in the soil or sediment to the concentration of the chemical in solution at equilibrium", according to Lyman's definition in 1990; it is represented by the following equation:

Koc = (ug adsorbed/g organic carbon) / (ug/mL solution)

The units of Koc are typically expressed as either L/kg or mL/g.

Koc provides an indication of the extent to which a chemical partitions between solid and solution phases in soil, or between water and sediment in aquatic ecosystems. Estimated values of Koc are often used in environmental fate assessment because measurement of Koc is expensive. Traditional estimation methods rely upon the octanol/water partition coefficient or related parameters, but the first-order molecular connectivity index (MCI) has been used successfully to predict Koc values for hydrophobic organic compounds. The original KOCWIN program (PCKOC) used MCI and a series of group contribution factors to predict Koc. This group contribution method was shown to outperform traditional estimation methods based on octanol/water partition coefficients and water solubility.

Since the introduction of the original PCKOC program in 1992, the number of available experimental Koc values has grown significantly. Using an expanded experimental dataset and the original PCKOC methodology, the QSAR equations were re-regressed to derive updated coefficient values. In addition, several new group contribution factors (correction factors) were added to improve estimation accuracy. Also, the updated KOCWIN program includes a separate Koc estimate based upon Log Kow.

GLP compliance:

no

Specific details on test material used for the study:

SMILES notation: C(=O)(CCCCCCCC=CCCCCCCCC)OC(COC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC(CCCCCCCCC)OS(=O)(=O)O[Na]

Type:

Koc

Remarks:

Koc Estimate from Log Kow

Value:

19.3 L/kg

Type:

Koc

Remarks:

Estimate from MCI

Value:

10 000 000 000 L/kg

SMILES : O=C(CCCCCCCC=CCCCCCCCC)OC(COC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC(C

        CCCCCCCC)OS(=O)(=O)O[Na]

CHEM   : Oils, vegetable, sulfated, sodium salts

MOL FOR: C57 H105 O10 S1 Na1

MOL WT : 1005.52

---------------------------  KOCWIN v2.00 Results  ---------------------------

NOTE: METAL (Na, Li or K) HAS BEEN REMOVED TO ALLOW ESTIMATION via MCI!

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index  ........... : 33.106

        Non-Corrected Log Koc (0.5213 MCI + 0.60)  .......... : 17.8579

        Fragment Correction(s):

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -2.5939

                 1   Miscellaneous  S(=O)  group  ..........  : -1.2980

        Corrected Log Koc  .................................. : 13.9660

                        Estimated Koc:  1e+010  L/kg   <===========

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow  (User entered   )  ......................... :  0.59

        Non-Corrected Log Koc (0.55313 logKow + 0.9251)  .... :  1.2514

        Fragment Correction(s):

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -0.1312

                 1   Miscellaneous  S(=O)  group  ..........  :  0.1614

        Corrected Log Koc  .................................. :  1.2817

                        Estimated Koc:  19.13  L/kg   <===========

Validity criteria fulfilled:

yes

Conclusions:

Koc is predicted to be 1E+10 L/kg using the MCI method and 19.3 L/kg using the estimate based on logKow (and using the value experimentally defined - for CP12 representative sample).
The logKow based prediction is considered more reliable for this kind of sustances.

Executive summary:

Koc value for the representative molecule of the substance has been estimated using the computer programme KOCWIN (v2.00).

The result is Koc = 19.3 L/kg for the substance.

Reference 5

Endpoint:

adsorption / desorption, other

Remarks:

in-silico

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2013

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:

1. SOFTWARE : EPI Suite, bythew U.S. Environmental Protection Agency

2. MODEL (incl. version number): KOCWIN v2.00

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : C(=O)(CCC=CCC=CCC=CCC=CCC=CCCC(CC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCCCCCCCCCC)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : Currently there is no universally accepted definition of model domain. The representative molecule of the substance with ammonium salts is considered as a Quaternary Ammoonium Compound (QAC) by the model, for the presence of NH4, even if the molecule does not meet the definition of QAC, not existing the substituents of Hydrogens on Nitrogen; therefore, this aspect is not considered a limitation to the applicability. Further, the correction factors are present for the functional groups included in the representative molecules of sulfated oils. However, the molecular weight range of the training set is lower than the ones of the sulfated oil representative molecules.

6. ADEQUACY OF THE RESULT: the results are considered adequate for the purpose of the assessment, in a weight-of-evidence view, even if some uncertainty on the prediction reliability still remains, due to the fact the molecular weight falls outside the molecular weight range of the training set.

Guideline:

other: ECHA Guidance on information requirements and chemical safety assessment - Chapter R.06: QSARs and grouping of chemicals - May2008

Principles of method if other than guideline:

The Soil Adsorption Coefficient Program (KOCWIN) estimates the soil adsorption coeffiecient (Koc) of organic compounds. Koc can be defined as "the ratio of the amount of chemical adsorbed per unit weight of organic carbon (oc) in the soil or sediment to the concentration of the chemical in solution at equilibrium", according to Lyman's definition in 1990; it is represented by the following equation:

Koc = (ug adsorbed/g organic carbon) / (ug/mL solution)

The units of Koc are typically expressed as either L/kg or mL/g.

Koc provides an indication of the extent to which a chemical partitions between solid and solution phases in soil, or between water and sediment in aquatic ecosystems. Estimated values of Koc are often used in environmental fate assessment because measurement of Koc is expensive. Traditional estimation methods rely upon the octanol/water partition coefficient or related parameters, but the first-order molecular connectivity index (MCI) has been used successfully to predict Koc values for hydrophobic organic compounds. The original KOCWIN program (PCKOC) used MCI and a series of group contribution factors to predict Koc. This group contribution method was shown to outperform traditional estimation methods based on octanol/water partition coefficients and water solubility.

Since the introduction of the original PCKOC program in 1992, the number of available experimental Koc values has grown significantly. Using an expanded experimental dataset and the original PCKOC methodology, the QSAR equations were re-regressed to derive updated coefficient values. In addition, several new group contribution factors (correction factors) were added to improve estimation accuracy. Also, the updated KOCWIN program includes a separate Koc estimate based upon Log Kow.

GLP compliance:

no

Specific details on test material used for the study:

SMILES notation: C(=O)(CCC=CCC=CCC=CCC=CCC=CCCC(CC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCCCCCCCCCC)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC

Type:

Koc

Remarks:

Koc Estimate from Log Kow

Value:

22.01 L/kg

Type:

Koc

Remarks:

Estimate from MCI

Value:

10 000 000 000 L/kg

SMILES : O=C(CCC=CCC=CCC=CCC=CCC=CCCC(CC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=C

        CCCCCCCCCC)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC

CHEM   : Oils, fish, sulfated, sodium salts

MOL FOR: C65 H103 O10 S1 Na1

MOL WT : 1099.59

---------------------------  KOCWIN v2.00 Results  ---------------------------

NOTE: METAL (Na, Li or K) HAS BEEN REMOVED TO ALLOW ESTIMATION via MCI!

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index  ........... : 37.106

        Non-Corrected Log Koc (0.5213 MCI + 0.60)  .......... : 19.9431

        Fragment Correction(s):

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -2.5939

                 1   Miscellaneous  S(=O)  group  ..........  : -1.2980

        Corrected Log Koc  .................................. : 16.0512

                        Estimated Koc:  1e+010  L/kg   <===========

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow  (User entered   )  ......................... :  0.70

        Non-Corrected Log Koc (0.55313 logKow + 0.9251)  .... :  1.3123

        Fragment Correction(s):

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -0.1312

                 1   Miscellaneous  S(=O)  group  ..........  :  0.1614

        Corrected Log Koc  .................................. :  1.3425

                        Estimated Koc:  22.01  L/kg   <===========

Validity criteria fulfilled:

yes

Conclusions:

Koc is predicted to be 1E+10 L/kg using the MCI method and 22.01 L/kg using the estimate based on logKow 8and using the logKow value experimentally defined).
The logKow-based prediction is considered mmore reliable for this kind of substances.

Executive summary:

Koc value for the representative molecule of the substance has been estimated using the computer programme KOCWIN (v2.00).

The result is Koc = 22.01 L/kg for the substance.

Reference 6

Endpoint:

adsorption / desorption, other

Remarks:

in-silico

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2013

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:

1. SOFTWARE : EPI Suite, bythew U.S. Environmental Protection Agency

2. MODEL (incl. version number): KOCWIN v2.00

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : C(=O)(CCCCCCCC=CCC(CCCCCC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCC(O)CCCCCC)OC(=O)CCCCCCCC=CCC(O)CCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : Currently there is no universally accepted definition of model domain. The representative molecule of the substance with ammonium salts is considered as a Quaternary Ammoonium Compound (QAC) by the model, for the presence of NH4, even if the molecule does not meet the definition of QAC, not existing the substituents of Hydrogens on Nitrogen; therefore, this aspect is not considered a limitation to the applicability. Further, the correction factors are present for the functional groups included in the representative molecules of sulfated oils. However, the molecular weight range of the training set is lower than the ones of the sulfated oil representative molecules.

6. ADEQUACY OF THE RESULT: the results are considered adequate for the purpose of the assessment, in a weight-of-evidence view, even if some uncertainty on the prediction reliability still remains, due to the fact the molecular weight falls outside the molecular weight range of the training set.

Guideline:

other: ECHA Guidance on information requirements and chemical safety assessment - Chapter R.06: QSARs and grouping of chemicals - May2008

Principles of method if other than guideline:

The Soil Adsorption Coefficient Program (KOCWIN) estimates the soil adsorption coeffiecient (Koc) of organic compounds. Koc can be defined as "the ratio of the amount of chemical adsorbed per unit weight of organic carbon (oc) in the soil or sediment to the concentration of the chemical in solution at equilibrium", according to Lyman's definition in 1990; it is represented by the following equation:

Koc = (ug adsorbed/g organic carbon) / (ug/mL solution)

The units of Koc are typically expressed as either L/kg or mL/g.

Koc provides an indication of the extent to which a chemical partitions between solid and solution phases in soil, or between water and sediment in aquatic ecosystems. Estimated values of Koc are often used in environmental fate assessment because measurement of Koc is expensive. Traditional estimation methods rely upon the octanol/water partition coefficient or related parameters, but the first-order molecular connectivity index (MCI) has been used successfully to predict Koc values for hydrophobic organic compounds. The original KOCWIN program (PCKOC) used MCI and a series of group contribution factors to predict Koc. This group contribution method was shown to outperform traditional estimation methods based on octanol/water partition coefficients and water solubility.

Since the introduction of the original PCKOC program in 1992, the number of available experimental Koc values has grown significantly. Using an expanded experimental dataset and the original PCKOC methodology, the QSAR equations were re-regressed to derive updated coefficient values. In addition, several new group contribution factors (correction factors) were added to improve estimation accuracy. Also, the updated KOCWIN program includes a separate Koc estimate based upon Log Kow.

GLP compliance:

no

Specific details on test material used for the study:

SMILES notation: C(=O)(CCCCCCCC=CCC(CCCCCC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCC(O)CCCCCC)OC(=O)CCCCCCCC=CCC(O)CCCCCC

Type:

Koc

Remarks:

Koc Estimate from Log Kow

Value:

2 699 L/kg

Type:

Koc

Remarks:

Estimate from MCI

Value:

10 000 000 000 L/kg

SMILES : O=C(CCCCCCCC=CCC(CCCCCC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCC(O)CCC

        CCC)OC(=O)CCCCCCCC=CCC(O)CCCCCC

CHEM   : Castor oil, sulfated, sodium salt

MOL FOR: C57 H103 O12 S1 Na1

MOL WT : 1035.50

---------------------------  KOCWIN v2.00 Results  ---------------------------

NOTE: METAL (Na, Li or K) HAS BEEN REMOVED TO ALLOW ESTIMATION via MCI!

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index  ........... : 33.894

        Non-Corrected Log Koc (0.5213 MCI + 0.60)  .......... : 18.2685

        Fragment Correction(s):

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

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -2.5939

                 1   Miscellaneous  S(=O)  group  ..........  : -1.2980

        Corrected Log Koc  .................................. : 11.7408

                        Estimated Koc:  1e+010  L/kg   <===========

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow  (User entered   )  ......................... :  0.54

        Non-Corrected Log Koc (0.55313 logKow + 0.9251)  .... :  1.2238

        Fragment Correction(s):

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

                 2   Ester  (-C-CO-O-C-) or (HCO-O-C) ......  : -0.1312

                 1   Miscellaneous  S(=O)  group  ..........  :  0.1614

        Corrected Log Koc  .................................. :  0.4312

                        Estimated Koc:  2.699  L/kg   <===========

Validity criteria fulfilled:

yes

Conclusions:

Koc is predicted to be 1E+10 L/kg using the MCI method and 2699 L/kg using the estimate based on logKow (and using the logKow value experimentally defined).
The logKow-based prediction is considered more reliable for this kind of substances.

It is woth to note here that the value found for this cator oil sulfated derivative is higher than the ones of the other representative molecules of sulfated oils, because of the presence of the hydorxyl groups in the fatty acid chains. However, this result seems not to greatly influence the final conclusions for the transport and distribution fate of this substance against the other sulfated oils.

Executive summary:

Koc value for the representative molecule of the substance has been estimated using the computer programme KOCWIN (v2.00).

The result is Koc = 2699 L/kg

Description of key information

Estimated Koc for the substance: 36.37 L/kg

Key value for chemical safety assessment

Koc at 20 °C:

36.37

Additional information

The Koc value for the representative molecules of sulfated oils was estimated using the computer program KOCWIN (v2.00) and the Draft Technical Report P5 -079/TR1.

The predictions for the substance are as follows:

Koc = 1.0E+10 L/kg using the MCI method (not based on LogKow)

Koc = 33.93 L/kg using the Koc estimate from logKow of the model

Koc = 36.37 L/kg using the equation included in the Draft Technical Report P5 -079/TR1, forNonhydrophobic substances.

Based on expert opinion, the value of 1.0E+10 L/kg is not reliable for these compounds and ther higher value of predictions using logKow value has been chosen for the substance. Wtihin a weight-of evidence approach framework, the higher value found using logKow-based predictions has been chosen for risk assessment.