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Environmental fate & pathways

Adsorption / desorption

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Administrative data

Endpoint:
adsorption / desorption: screening
Remarks:
adsorption
Type of information:
(Q)SAR
Adequacy of study:
key study
Study period:
2015
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
other: Generally accpeted calculation method on constituents.
Justification for type of information:
QSAR prediction

Data source

Reference
Reference Type:
other: calculation
Title:
Unnamed
Year:
2015
Report Date:
2015

Materials and methods

Principles of method if other than guideline:
The Soil Adsorption Coefficient was estimated with the program US EPA EPI Suite (v 4.10), program component KOCWIN (v2.00). The Soil Adsorption Coefficient Program KOCWIN estimates the soil adsorption coefficient (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".
PCKOCWIN (version 2) estimates Koc with two separate estimation methodologies:
(1) estimation using first-order Molecular Connectivity Index (MCI)
(2) estimation using log Kow (octanol-water partition coefficient)
GLP compliance:
no
Type of method:
other: EPIWIN (v 4.1), KOCWIN (v2.00)
Media:
soil

Test material

Reference
Name:
Unnamed
Type:
Constituent
Type:
Constituent
Type:
Constituent
Type:
Constituent
Type:
Constituent
Test material form:
other: not specified

Study design

Batch equilibrium or other method

Computational methods:
Estimation software: KOCWIN v.200 (EpiSuite v.4.11)

PCKOCWIN (version 2) estimates Koc with two separate estimation methodologies:

(1) estimation using first-order Molecular Connectivity Index (MCI)
The equation derived by the non-polar (no correction factor) regression is:

 log Koc  =  0.5213 MCI  +  0.60

    (n = 69, r2 = 0.967, std dev = 0.247, avg dev = 0.199)

Adding in the correction factor regression yields the final MCI equation:

 log Koc  =  0.5213 MCI  +  0.60 + ΣPfN  

where ΣPfN is the summation of the products of all applicable correction factor coefficients from Appendix D multiplied by the number of times (N) that factor is counted for the structure.


(2) estimation using log Kow (octanol-water partition coefficient):
Separate equations correlating log Koc with log Kow were derived for nonpolar and polar compounds because it was statistically more accurate to do so than to use the approach taken with the MCI-based method.  The equation derived by the non-polar (no correction factor) regression is:

 log Koc  =  0.8679 Log Kow  -  0.0004

    (n = 68, r2 = 0.877, std dev = 0.478, avg dev = 0.371)

For the multiple-linear regression using correction factors, log Kow was included as an individual descriptor.  For compounds having correction factors, the equation is:

 log Koc  =  0.55313 Log Kow  +  0.9251 + ΣPfN  

where ΣPfN is the summation of the products of all applicable correction factor coefficients from Appendix D multiplied by the number of times (N) that factor is counted for the structure.

Results and discussion

Adsorption coefficientopen allclose all
Key result
Type:
log Koc
Remarks:
MCI method
Value:
9.817 dimensionless
Remarks on result:
other: 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C13-branched-alkyl) ester with the C13 branched part 2-pentyloctyl
Key result
Type:
log Koc
Remarks:
Kow method
Value:
9.41 dimensionless
Remarks on result:
other: 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C13-branched-alkyl) ester with the C13 branched part 2-pentyloctyl
Key result
Type:
log Koc
Remarks:
MCI method
Value:
9.758 dimensionless
Remarks on result:
other: 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C13-branched-alkyl) ester with the C13 branched part 2-methyldodecyl
Key result
Type:
log Koc
Remarks:
Kow method
Value:
9.41 dimensionless
Remarks on result:
other: 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C13-branched-alkyl) ester with the C13 branched part 2-methyldodecyl
Key result
Type:
log Koc
Remarks:
MCI method
Value:
8.976 dimensionless
Remarks on result:
other: 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C12-branched-alkyl) ester with the C12 branched part 2-methylundecyl
Type:
log Koc
Remarks:
Kow method
Value:
8.596 dimensionless
Remarks on result:
other: 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C12-branched-alkyl) ester with the C12 branched part 2-methylundecyl
Type:
log Koc
Remarks:
MCI method
Value:
9.035 dimensionless
Remarks on result:
other: 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C12-branched-alkyl) ester with the C12 branched part 2-pentylheptanyl
Type:
log Koc
Remarks:
Kow method
Value:
8.596 dimensionless
Remarks on result:
other: 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C12-branched-alkyl) ester with the C12 branched part 2-pentylheptanyl

Results: Batch equilibrium or other method

Statistics:
The KOCWIN model had the following statistics:

#MCI Methodology
---- / Training / Training / Validation
---- / No Corrections / with Corrections / Data set
number / 69 / 447 / 158
r2 corr coef / 0.967/ 0.900 /0.850
std deviation / 0.247 / 0.340 / 0.583
avg deviation / 0.199 / 0.273 / 0.459

#Log Kow Methodology
---- / Training / Training / Validation
---- / No Corrections / with Corrections / Data set
number / 68 / 447 / 150 **
r2 corr coef / 0.877/ 0.855 /0.778
std deviation / 0.478 / 0.396 / 0.679
avg deviation / 0.371 / 0.307 / 0.494


** eight ammonium and metal salt compounds were removed from the Validation dataset

Any other information on results incl. tables

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

a) tristridecyl 2-hydroxypropane-1,2,3-tricarboxylate, tridecyl with the following branching alcohol part 2-methydodecyl

smiles code: CCCCCCCCCCC(C)COC(=O)CC(O)(C(=O)OCC(C)CCCCCCCCCC)CC(=O)OCC(C)CCCCCCCCCC

Koc Estimate from MCI:

---------------------

First Order Molecular Connectivity Index: 25.072

Non-Corrected Log Koc (0.5213 MCI + 0.60) : 13.6698

Fragment Correction(s):

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

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

Corrected Log Koc: 9.758

Estimated Koc: 5.728e+009 L/kg

Koc Estimate from Log Kow:

-------------------------

Log Kow (Kowwin estimate): 16.32

Non-Corrected Log Koc (0.55313 logKow + 0.9251): 9.9522

Fragment Correction(s):

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

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

Corrected Log Koc: 9.4095

Estimated Koc: 2.568e+009 L/kg

b) tristridecyl 2-hydroxypropane-1,2,3-tricarboxylate, tridecyl with the following branched alcohol part 2-pentyloctyl:

smiles code: CCCCCCC(CCCCC)COC(=O)CC(O)(C(=O)OCC(CCCCC)CCCCCC)CC(=O)OCC(CCCCC)CCCCCC

Koc Estimate from MCI:

---------------------

First Order Molecular Connectivity Index: 25.186

Non-Corrected Log Koc (0.5213 MCI + 0.60) : 13.7292

Fragment Correction(s):

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

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

Corrected Log Koc: 9.8174

Estimated Koc: 6.568e+009 L/kg

Koc Estimate from Log Kow:

-------------------------

Log Kow (Kowwin estimate): 16.32

Non-Corrected Log Koc (0.55313 logKow + 0.9251): 9.9522

Fragment Correction(s):

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

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

Corrected Log Koc: 9.4095

Estimated Koc: 2.568e+009 L/kg

c) trisdodecyl 2-hydroxypropane-1,2,3-tricarboxylate with the following branching alcohol part 2-pentylheptanyl

smiles code: CCCCCC(CCCCC)COC(=O)CC(O)(C(=O)OCC(CCCCC)CCCCC)CC(=O)OCC(CCCCC)CCCCC

Koc Estimate from MCI:

---------------------

First Order Molecular Connectivity Index: 23.686

Non-Corrected Log Koc (0.5213 MCI + 0.60) : 12.9473

Fragment Correction(s):

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

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

Corrected Log Koc: 9.0355

Estimated Koc: 1.085e+009 L/kg

Koc Estimate from Log Kow:

-------------------------

Log Kow (Kowwin estimate): 14.85

Non-Corrected Log Koc (0.55313 logKow + 0.9251): 9.1391

Fragment Correction(s):

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

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

Corrected Log Koc: 8.5964

Estimated Koc: 3.949e+008 L/kg

d) trisdodecyl 2-hydroxypropane-1,2,3-tricarboxylate with the following branching alcohol part 2-methylundecyl:

SMILES code: CCCCCCCCCC(C)COC(=O)CC(O)(C(=O)OCC(C)CCCCCCCCC)CC(=O)OCC(C)CCCCCCCCC

Koc Estimate from MCI:

---------------------

First Order Molecular Connectivity Index: 23.572

Non-Corrected Log Koc (0.5213 MCI + 0.60) : 12.8879

Fragment Correction(s):

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

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

Corrected Log Koc: 8.976

Estimated Koc: 9.463e+008 L/kg

Koc Estimate from Log Kow:

-------------------------

Log Kow (Kowwin estimate): 14.85

Non-Corrected Log Koc (0.55313 logKow + 0.9251): 9.1391

Fragment Correction(s):

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

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

Corrected Log Koc: 8.5964

Estimated Koc: 3.949e+008 L/kg

Applicant's summary and conclusion

Validity criteria fulfilled:
yes
Conclusions:
The substances calculated representing Cosmacol ECI have high log Kocs indicating accumulation in soil and sediment.
Executive summary:

The log Kocs of 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C12 -branched-alkyl) ester and 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(C13 -branched-alkyl) ester, representing Cosmacol ECI were estimated with the program US EPA EPI Suite (v 4.10), program component KOCWIN (v 2.00). Using a correlation based on molecular connectivity index, the log Koc were determined to be 8.976 -9.035 and

9.758 -9.817.

Using a correlation based on Kow, the log Koc was 8.596 and 9.410. The high Koc values indicate a distinct potential of Cosmacol ECI to accumulate in soil and sediment.

The McCall classification scheme classifies the substances as immobile in soil (Koc > 5000).