Geranyl propionate

Adsorption / desorption

Link to relevant study record(s)

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:

Estimated data generated using the EPI Suite model developed by the USEPA.

Qualifier:

according to guideline

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

Specific details on test material used for the study:

- Name of test material (IUPAC name): (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate
- Common name: Geranyl propionate
- Molecular formula: C13H22O2
- Molecular weight: 210. 3148 g/mol
- Smiles notation: CCC(=O)OC\C=C(/C)\CCC=C(C)C
- InChl: 1S/C13H22O2/c1-5-13(14)15-10-9-12(4)8-6-7-11(2)3/h7,9H,5-6,8,10H2,1-4H3/b12-9+
- Substance type: Organic
- Physical state: Liquid

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

959.5 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= 2.9820 (estimated by MCI method)

Transformation products:

not specified

KOCWIN Program (v2.00) Results:

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

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

CHEM : 2,6-Octadien-1-ol, 3,7-dimethyl-, propanoate, (E)-

MOL FOR: C13 H22 O2

MOL WT : 210.32

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

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 7.058

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 4.2790

Fragment Correction(s):

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

Corrected Log Koc .................................. : 2.9820

Estimated Koc: 959.5 L/kg <===========

Validity criteria fulfilled:

not specified

Conclusions:

The soil adsorption coefficient i.e Koc value of (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate was estimated to be 959.5 L/kg (log Koc=2.9820) by means of MCI method (at 25 deg C). This Koc value indicates that the substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

Executive summary:

KOCWIN model (v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical (2E)-3,7 -dimethylocta-2,6 -dien-1 -yl propanoate (CAS No. 105 -90 -8). The soil adsorption coefficient i.e Koc value of (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate was estimated to be 959.5 L/kg (log Koc=2.9820)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

Description of key information

KOCWIN model (v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical (2E)-3,7 -dimethylocta-2,6 -dien-1 -yl propanoate (CAS No. 105 -90 -8). The soil adsorption coefficient i.e Koc value of (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate was estimated to be 959.5 L/kg (log Koc=2.9820)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

959.5

Additional information

Various predicted data for the target compound (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate (CAS No. 105-90-8) and supporting weight of evidence study for its read across substance were reviewed for the adsorption end point which are summarized as below:

 

In aprediction done using theKOCWIN Program(v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical (2E)-3,7 -dimethylocta-2,6 -dien-1 -yl propanoate (CAS No. 105 -90 -8). The soil adsorption coefficient i.e Koc value of (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate was estimated to be 959.5 L/kg (log Koc=2.9820)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

The Soil Adsorption Coefficient i.e Koc value of test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate (CAS no. 105 -90 -8) was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 7919 (log Koc = 3.9 ± 1.0) at pH range 1-14 respectively(ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017). This Koc value indicates that the test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate has a strong sorption to soil and therefore have negligible to slow migration potential to groundwater.

 

In an another prediction done by using ChemSpider Database (2017),the Soil Adsorption Coefficient i.e Koc value of test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate (CAS no. 105 -90 -8) was estimated. The adsorption coefficient (Koc) value of test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate was estimated to be 4542.88 (Log Koc = 3.657) at both pH 5.5 and 7.4, respectively. This Koc value indicates that the test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate has a strong sorption to soil and therefore have negligible to slow migration potential to groundwater.

 

Additional soil adsorption coefficient i.e Koc value of test chemical(2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate (CAS No. 105 -90 -8)was estimated using the SciFinder database (American Chemical Society (ACS), 2017).The soil adsorption coefficient i.e Koc value of (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate was estimated to be 5990 (log Koc = 3.777) (at 25 deg C). This Koc value indicates that the test substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate has a strong sorption to soil and therefore have negligible to slow migration potential to groundwater.

 

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 propanoate was estimated to be 878 L/kg (log Koc = 2.943).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl acetate (CAS no. 105-87-3),adsorption experiment was conducted for estimating the adsorption coefficient (Koc) value of read across chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl acetate. The adsorption coefficient (Koc) value was calculated using a measured logKow of 4.04 and a regression derived equation. The adsorption coefficient (Koc) value of test substance (2E)-3,7 -dimethylocta-2,6 -dien-1 -yl acetate was estimated to be 3700 (Log Koc = 3.568). This Koc value indicates that the substance (2E)-3,7-dimethylocta-2,6-dien-1-yl acetate has a strong sorption to soil and sediment and therefore have negligible to slow migration potential to ground water.

 

On the basis of above overall results for target chemical(2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate(from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,2017) and for its read across substance (from authoritative database HSDB, 2017), it can be concluded that the Koc value of test substance(2E)-3,7-dimethylocta-2,6-dien-1-yl propanoateranges from 878–7919indicating that the test chemical(2E)-3,7-dimethylocta-2,6-dien-1-yl propanoatehas a moderate to strong sorption to soil and sediment and therefore have negligible to slow migration potential to ground water.

[LogKoc: 2.982]