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Environmental fate & pathways

Adsorption / desorption

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Reference
Endpoint:
adsorption / desorption
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:
other: Modelling 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 (as cited in study report): butyl 12-acetoxyoctadec-9-enoate
- Molecular formula: C24 H44 O4
- Molecular weight: 396.6076 g/mol
- Substance type: Organic
- Smiles: CCCCCC[C@H](C\C=C/CCCCCCCC(=O)OCCCC)OC(=O)C
- InChI: 1S/C24H44O4/c1-4-6-8-15-18-23(28-22(3)25)19-16-13-11-9-10-12-14-17-20-24(26)27-21-7-5-2/h13,16,23H,4-12,14-15,17-21H2,1-3H3/b16-13-/t23-/m1/s1
- Physical state: Liquid
Radiolabelling:
not specified
Test temperature:
25 deg.C
Analytical monitoring:
not specified
Key result
Type:
Koc
Value:
124 000 L/kg
Temp.:
25 °C
Remarks on result:
other: Log Koc=5.093(estimated by MCI method)

KOCWIN Program (v2.00) Results:

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

SMILES : O=C(OC(CCCCCC)CC=CCCCCCCCC(=O)OCCCC)C

CHEM : 9-Octadecenoic acid, 12-(acetyloxy)-, butyl ester, R-(Z) -

MOL FOR: C24 H44 O4

MOL WT : 396.62

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

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 13.596

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 7.6873

Fragment Correction(s):

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

Corrected Log Koc .................................. : 5.0934

Estimated Koc: 1.24e+005 L/kg

Validity criteria fulfilled:
not specified
Conclusions:
The Soil Adsorption Coefficient i.e Koc value of butyl 12-acetoxyoctadec-9-enoate was estimated using KOCWIN model (v2.00) of EPI suite as Koc 124000 L/kg (log Koc = 5.093) by means of MCI method at 25 deg.C. This Koc value indicates that the substance butyl 12-acetoxyoctadec-9-enoate has a very strong sorption to soil and sediment and therefore have Negligible migration potential to groundwater.
Executive summary:

The Soil Adsorption Coefficient i.e Koc value of butyl 12-acetoxyoctadec-9-enoate was estimated using KOCWIN model (v2.00) of EPI suite as Koc 124000 L/kg (log Koc = 5.093)  by means of MCI method at 25 deg.C. This Koc value indicates that the substance butyl 12-acetoxyoctadec-9-enoate has a very strong sorption to soil and sediment and therefore have Negligible migration potential to groundwater.

Description of key information

The Soil Adsorption Coefficient i.e Koc value of butyl 12-acetoxyoctadec-9-enoate was estimated using KOCWIN model (v2.00) of EPI suite as Koc 124000 L/kg (log Koc = 5.093)  by means of MCI method at 25 deg.C. This Koc value indicates that the substance butyl 12-acetoxyoctadec-9-enoate has a very strong sorption to soil and sediment and therefore have negligible migration potential to groundwater.

Key value for chemical safety assessment

Koc at 20 °C:
124 000

Additional information

Four studies including predicted data from validated model and experimental results for adsorption (KOC) endpoint of test substance butyl 12-acetoxyoctadec-9-enoate (CAS no.140-04-5) with relevant read across which is structurally similar to target were summarized as follows:

 

First estimation using KOCWIN model (v2.00) of EPI suite indicated the Soil Adsorption Coefficient i.e Koc value of butyl 12-acetoxyoctadec-9-enoate as Koc 124000 L/kg (log Koc = 5.093) by means of MCI method at 25 deg.C. This Koc value indicates that the substance butyl 12-acetoxyoctadec-9-enoate has a very strong sorption to soil and sediment and therefore have negligible migration potential to groundwater.

Another prediction model for target i.e Chemspider - ACD/PhysChem Suite suggest the soil adsorption coefficient i.e Koc value of test substance butyl 12-acetoxyoctadec-9-enoate was estimated to be 584429.63(log koc-5.766) at pH 5.5 and pH 7.4 and temp.25 deg.C

Above both results are supported by another prediction database Scifinder, which indicated the soil adsorption coefficient i.e Koc value of test substance butyl 12-acetoxyoctadec-9-enoate was estimated to be 925000 (Log koc-5.966) at pH 1-10 and temperature 25 deg.C. This Koc value at all range of pH condition indicates that the substance butyl 12-acetoxyoctadec-9-enoate has very strong sorption to soil and sediment and therefore have negligible migration potential to groundwater.

Above predictions for the tarhet substance are further supported by experimental result of read across chemical Bis(2-ethylhexyl)ester hexanedioic acid (Cas no.102-23-1) which suggest that the environmental mobility of Bis (2-ethylhexyl) adipate (DOA) was determine using the equation: logKOC = -0.27 - 0.782(log molar water solubility).

During experiment, the soil/water partition coefficient (KOC) for Bis (2-ethylhexyl) adipate (DOA) was observed to be 15000 (log koc=4.176) which indicates that the chemical is immobile in soil compartment. (Environmental Toxicology and Chemistry Vol. 5. pp. 777-784. 1986).

Thus all above available values for adsorption (log KOC) is in the range of 4.176 to 5.966 (L/kg or dimensionless) which gives the final conclusion as target substancebutyl 12-acetoxyoctadec-9-enoate(Cas no.140-04-5) is expected to immobile in soil and sediment compartment.

[LogKoc: 5.093]