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Adsorption / desorption

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Reference
Endpoint:
adsorption / desorption
Remarks:
adsorption
Type of information:
calculation (if not (Q)SAR)
Adequacy of study:
weight of evidence
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
accepted calculation method
Justification for type of information:
Data is from computational model developed by USEPA
Reference:
Composition 1
Qualifier:
according to
Guideline:
other: Modeling database
Principles of method if other than guideline:
Prediction done using KOCWIN Program (v2.00)
GLP compliance:
not specified
Type of method:
other: MCI Method
Media:
soil
Test material information:
Composition 1
Specific details on test material used for the study:
Name of the test chemical: (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate
Common Name: Geranyl phenylacetate
Molecular formula: C18H24O2
Molecular weight: 272.3856 g/mol
Smiles Notation: c1(CC(OC\C=C(\CC\C=C(\C)C)C)=O)ccccc1
InChI: 1S/C18H24O2/c1-15(2)8-7-9-16(3)12-13-20-18(19)14-17-10-5-4-6-11-17/h4-6,8,10-12H,7,9,13-14H2,1-3H3/b16-12+
Substance Type: Organic
Physical State: Liquid (colorless)
Radiolabelling:
not specified
Test temperature:
25 deg.C
Analytical monitoring:
not specified
Type:
Koc
Value:
19 700 L/kg
Temp.:
25 °C
Remarks on result:
other: Log Koc= 4.2944 (estimated by MCI method)
Transformation products:
not specified

KOCWIN Program (v2.00) Results:

==============================

SMILES : c1(CC(=O)(OCC=C(CCC=C(C)C)C))ccccc1

CHEM  :

MOL FOR: C18 H24 O2

MOL WT : 272.39

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

 

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 9.575

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 5.5914

Fragment Correction(s):

1  Ester (-C-CO-O-C-) or (HCO-O-C) ...... : -1.2970

Corrected Log Koc .................................. : 4.2945

 

Estimated Koc: 1.97e+004 L/kg  <===========

 

Validity criteria fulfilled:
not specified
Conclusions:
The Soil Adsorption Coefficient i.e. Koc value of test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS No. 102-22-7) was estimated using EPI suite KOCWIN Program (v2.00) as 19700 L/kg (log Koc= 4.2944) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate has strong sorption to soil and therefore have slow migration potential to ground water.
Executive summary:

The Soil Adsorption Coefficient i.e. Koc value of test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS No. 102-22-7) was estimated using EPI suite KOCWIN Program (v2.00) as 19700 L/kg (log Koc= 4.2944) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate has strong sorption to soil and therefore have slow migration potential to ground water.

Description of key information

The Soil Adsorption Coefficient i.e. Koc value of test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS No. 102-22-7) was estimated using EPI suite KOCWIN Program (v2.00) as 19700 L/kg (log Koc= 4.2944) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate has strong sorption to soil and therefore have slow migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:
19 700
Log Koc at 20 °C:
4.294

Additional information

Predicted data for target chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS No. 102-22-7) and supporting weight of evidence studies for its read across chemical were reviewed for adsorption endpoint and their results were summarized below.

 

In a prediction done by using EPI suite (Estimation Program Interface, 2017) KOCWIN Program (v2.00) the Soil Adsorption Coefficient i.e. Koc value of test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS No. 102-22-7) was estimated to be 19700 L/kg (log Koc= 4.2944) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate has strong sorption to soil and therefore have slow migration potential to ground water.

Another prediction done by using Adsorption Coefficient module (v12.1.0.50374) program of Advanced Chemistry Development/ I-lab predictive module the Soil Adsorption Coefficient i.e Koc value of test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate estimated as Koc 39331 (log Koc= 4.5947).This log Koc value indicates that the test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate has very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

Next prediction done by using Sci Finder database of American Chemical Society (ACS,2017) the soil adsorption co-efficient i.e., Koc value of test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate(CAS no. 102 -22 -7) was estimated to be 22700 ( log Koc = 4.3560) at pH 1-10 at temperature 25 deg.C. This Koc value at entire range of pH condition indicates that the substance (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate has strong sorption to soil and sediment therefore have slow migration potential to ground water.

Another prediction done by Using Chemspider-ACD/Phy chem suite of Royal Society of chemistry, 2017 the soil adsorption co-efficient i.e., Koc value of test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate was estimated to be 22598.55 dimensionless (log Koc= 4.3540) at pH 5.5 and 7.4 and temperature 25 deg. C This Koc value at different pH indicates that the chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate has strong sorption to soil and sediments.

Last prediction done from CompTox Chemistry Dashboard using OPERA (OPEn (quantitative) structure-activity Relationship Application)  V1.02 model in which calculation based on PaDEL descriptors (calculate molecular descriptors and fingerprints of chemical)  the adsorption coefficient i.e KOC for test substance(2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate(CAS no.102 -22 -7) was estimated to be 2590 L/kg (log Koc = 3.4132) .The predicted KOC result based on the 5 OECD principles. Thus based on the result it is concluded that the test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate has strong sorption to soil and sediment and therefore have slow migration potential to ground water.

In a supporting weight of evidence study done from Hazardous Substance Data bank (HSDB, 2017) of read across chemical eth(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate(CAS no.10453-86-8) the Koc value was estimated by using a measured log Kow of 5.43 and a regression-derived equation. The estimated Koc value was 310000 dimensionless and log Koc is 5.4913 this log Koc value suggests that eth(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate is expected to have very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

In another supporting weight of evidence study done from same source as mentioned above (HSDB, 2017) of read across chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl acetate (CAS no. 105-87-3) the koc value was estimated by using a log Kow of 4.04 and a regression-derived equation. The estimated Koc value is 3700 dimensionless and log Koc is 3.5682 this log Koc value suggests that 2E)-3,7-dimethylocta-2,6-dien-1-yl acetate is expected to have strong sorption to soil and sediment and therefore have slow migration potential to ground water.

On the basis of above results for target chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS No. 102-22-7) (from EPI suite, ACD lab, Scifinder, Chemspider, Comptox Chemistry Dashboard, 2017), and for its read across chemical (From HSDB, 2017) it can be concluded that the Koc value of test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate ranges from 2590 to 39331 dimensionless and log koc ranges from 3.4132 to 4.5947 indicating that the test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate has strong to very strong sorption to soil and sediment and therefore have slow to negligible migration potential to groundwater.