Cinnamonitrile

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:

Data is from computational model developed by 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): (E)-3-phenylprop-2-enenitrile
- Common name: Cinnamyl nitrile
- Molecular formula: C9H7N
- Molecular weight: 129.161 g/mol
- Smiles notation: N#C\C=C\c1ccccc1
- InChl: 1S/C9H7N/c10-8-4-7-9-5-2-1-3-6-9/h1-7H/b7-4+
- Substance type: Organic

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

318.5 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= 2.5031 (estimated by MCI method)

KOCWIN Program (v2.00) Results:

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

SMILES : C(#N)C=Cc(cccc1)c1

CHEM : 2-Propenenitrile, 3-phenyl-, (E)-

MOL FOR: C9 H7 N1

MOL WT : 129.16

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

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 4.932

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 3.1708

Fragment Correction(s):

1 Nitrile/Cyanide (-C#N) ............... : -0.6677

Corrected Log Koc .................................. : 2.5031

Estimated Koc: 318.5 L/kg <===========

Validity criteria fulfilled:

not specified

Conclusions:

The Soil Adsorption Coefficient i.e. Koc value of test chemical (E)-3-phenylprop-2-enenitrile (CAS No. 1885-38-7) was estimated using EPI suite KOCWIN Program (v2.00) as 318.5 L/kg (log Koc= 2.5031) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical (E)-3-phenylprop-2-enenitrile has moderate sorption to soil and therefore test chemical has slow migration potential to ground water.

Executive summary:

The Soil Adsorption Coefficient i.e. Koc value of test chemical (E)-3-phenylprop-2-enenitrile (CAS No. 1885-38-7) was estimated using EPI suite KOCWIN Program (v2.00) as 318.5 L/kg (log Koc= 2.5031) by means of MCI method at 25 deg. C.  This log Koc value indicates that test chemical (E)-3-phenylprop-2-enenitrile has moderate sorption to soil and therefore test chemical has slow migration potential to ground water.

Description of key information

The Soil Adsorption Coefficient i.e. Koc value of test chemical (E)-3-phenylprop-2-enenitrile (CAS No. 1885-38-7) was estimated using EPI suite KOCWIN Program (v2.00) as 318.5 L/kg (log Koc= 2.5031) by means of MCI method at 25 deg. C.  This log Koc value indicates that test chemical (E)-3-phenylprop-2-enenitrile has moderate sorption to soil and therefore test chemical has slow migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

318.5

Additional information

Various predicted data for the target compound of E)-3-phenylprop-2-enenitrile (CAS No. 1885-38-7)and supporting weight of evidence study for its read across chemical were reviewed for the Adsorption end point are summarized as below.

First prediction was done by using Estimation Program Interface (EPI suite, 2017) KOCWIN Program (v2.00) and Soil Adsorption Coefficient i.e. Koc value of test chemical (E)-3-phenylprop-2-enenitrile was estimated to be 318.5 L/kg (log Koc= 2.5031) by means of MCI method at 25 deg. C.  This log Koc value indicates that test chemical (E)-3-phenylprop-2-enenitrile has moderate sorption to soil and therefore test chemical has slow migration potential to ground water.

Another prediction was done by using Adsorption Coefficient module (v12.1.0.50374) of (ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017) program in this prediction the Soil Adsorption Coefficient i.e., Koc value of test substance (E)-3-phenylprop-2-enenitrile was estimated as Koc 437 dimensionless (log Koc= 2.6404). This log Koc value indicates that the test substance (E)-3-phenylprop-2-enenitrile has a moderate sorption to soil and therefore have slow migration potential to groundwater.

Similarly, next prediction was done by using Chemspider-ACD/Phy chem suite of Royal Society of Chemistry (RCS, 2017) and soil adsorption co-efficient i.e., Koc value of test substance (E)-3-phenylprop-2-enenitrile was estimated to be 468.43 dimensionless (log Koc= 2.6706) at pH 5.5 and 7.4 and temperature 25 deg.C .This Koc value at different pH indicates that the chemical (E)-3-phenylprop-2-enenitrile has moderate sorption to soil and sediments and therefore test chemical has slow migration potential to ground water.

Another prediction was done by Using Sci Finder database of American Chemical Society (ACS, 2017) and the soil adsorption co-efficient i.e., Koc value of test chemical (E)-3-phenylprop-2-enenitrile was estimated to be 295.0 dimensionless ( log Koc = 2.4698) at pH 1-10 at temperature 25 deg.c. this value suggests that this test chemical has low sorption to soil and therefore have moderate migration potential to ground water.

Further, last prediction was 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 (E)-3-phenylprop-2-enenitrile was estimated to be 55.3 L/kg (log Koc = 1.7427) .The predicted KOC result based on the 5 OECD principles. Thus based on the result it is concluded that the test substance (E)-3-phenylprop-2-enenitrile has a low sorption to soil and sediment and therefore has moderate migration potential to ground water

In a supporting weight of evidence study (From authoritative database, HSDB, 2017) the Koc value for read across chemical (2E)-3-phenylprop-2-enal (CAS no. 104-55-2) was estimated by using a log Kow of 1.9 and a regression-derived equation. The estimated Koc value is 37 dimensionless and log Koc is 1.5682 this log Koc value suggests that read across chemical (2E)-3-phenylprop-2-enal is expected to have low sorption to soil and sediment and therefore have moderate migration potential to ground water.

Another supporting weight of evidence study done from same source as mentioned above (HSDB, 2017) the Koc of read across substance (2-bromovinyl)benzene i.e., beta-bromostyrene estimated to be 960 (Log koc= 2.9822) using a structure estimation method based on molecular connectivity indices. This estimated Koc value suggests that read across chemical (2-bromovinyl)benzene i.e., beta-bromostyrene is expected to have moderate sorption to soil and sediment and therefore this read across chemical has low migration potential to ground water.

On the basis of above results for target chemical E)-3-phenylprop-2-enenitrile (CAS No. 1885-38-7) (from EPI suite, ACD labs, Sci Finder database, Comptox chemistry dashboard and Chemspider 2017) and for its read across chemicals (From authoritative database HSDB) it can be concluded that the log Koc value of test substance (E)-3-phenylprop-2-enenitrile ranges from 1.7427 to 2.6706 indicating that the chemical (E)-3-phenylprop-2-enenitrile has low to moderate sorption to soil and sediment and therefore it has moderate to slow migration potential to ground water.

[LogKoc: 2.5031]