7-acetamido-4-hydroxynaphthalene-2-sulphonic acid

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): 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid
- Molecular formula: C12H11NO5S
- Molecular weight: 281.2869 g/mol
- Smiles notation: CC(=O)Nc1ccc2c(c1)cc(cc2O)S(=O)(=O)O
- InChl: 1S/C12H11NO5S/c1-7(14)13-9-2-3-11-8(4-9)5-10(6-12(11)15)19(16,17)18/h2-6,15H,1H3,(H,13,14)(H,16,17,18)
- Substance type: Organic
- Physical state: Solid

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

111.5 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= 2.0472 (estimated by MCI method)

Transformation products:

not specified

KOCWIN Program (v2.00) Results:

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

SMILES : O=C(Nc(ccc(c1cc(S(=O)(=O)O)c2)c2O)c1)C

CHEM : 2-Naphthalenesulfonic acid, 7-(acetylamino)-4-hydroxy-

MOL FOR: C12 H11 N1 O5 S1

Koc may be sensitive to pH!

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

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 8.770

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 5.1715

Fragment Correction(s):

1 N-CO-C (aliphatic carbon) ............ : -1.0277

1 Sulfonic acid (-S(=O)-OH) ............. : -2.0000

1 Aromatic Hydroxy (aromatic-OH) ....... : -0.0966

Corrected Log Koc .................................. : 2.0472

Estimated Koc: 111.5 L/kg <===========

Validity criteria fulfilled:

not specified

Conclusions:

The soil adsorption coefficient i.e Koc value of 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid was estimated to be 111.5 L/kg (log Koc=2.0472) by means of MCI method (at 25 deg C). This Koc value indicates that the substance 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid has a low sorption to soil and sediment and therefore have moderate 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 7 -acetamido-4 -hydroxynaphthalene-2 -sulfonic acid (CAS No. 6334 -97 -0). The soil adsorption coefficient i.e Koc value of 7 -acetamido-4 -hydroxynaphthalene-2-sulfonic acid was estimated to be 111.5 L/kg (log Koc=2.0472)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid has a low sorption to soil and sediment and therefore have moderate 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 7 -acetamido-4 -hydroxynaphthalene-2 -sulfonic acid (CAS No. 6334 -97 -0). The soil adsorption coefficient i.e Koc value of 7 -acetamido-4 -hydroxynaphthalene-2-sulfonic acid was estimated to be 111.5 L/kg (log Koc=2.0472)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

111.5

Additional information

Various predicted data for the target compound 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid (CAS No. 6334-97-0) were reviewed for the adsorption end point which are summarized as below:

 

In aprediction done using the KOCWIN 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 7 -acetamido-4 -hydroxynaphthalene-2 -sulfonic acid (CAS No. 6334 -97 -0). The soil adsorption coefficient i.e Koc value of 7 -acetamido-4 -hydroxynaphthalene-2-sulfonic acid was estimated to be 111.5 L/kg (log Koc=2.0472)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

The Soil Adsorption Coefficient i.e Koc value of test substance 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid (CAS no. 6334 -97 -0) was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 1.84 (log Koc = 0.3 ± 1.0) and approx. 1.0 (log Koc = 0) at pH range 0 and 1-14 respectively(ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017). This Koc value indicates that the test substance 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid has a neligible sorption to soil and therefore have rapid 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 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid (CAS no. 6334 -97 -0) was estimated. The adsorption coefficient (Koc) value of substance 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid was estimated to be 1 (Log Koc = 0) at pH 5.5 and 7.4, respectively. This Koc value indicates that the substance 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid has a negligible sorption to soil and sediment and therefore have rapid migration potential to groundwater.

 

Additional soil adsorption coefficient i.e Koc value of test chemical7 -acetamido-4 -hydroxynaphtha lene-2 -sulfonic acid (CAS No. 6334 -97 -0)was estimated using the SciFinder database (American Chemical Society (ACS), 2017).The soil adsorption coefficient i.e Koc value of 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid was estimated to be 1 (log Koc = 0) (at 25 deg C). This Koc value indicates that the substance 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

 

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 7-acetamido-4-hydroxynaphthalene-2-sulfonic acid was estimated to be 220 L/kg (log Koc = 2.342).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance 7 -acetamido-4 -hydroxynaph thalene-2 -sulfonic acid has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

On the basis of above overall results for target chemical7-acetamido-4-hydroxynaphthalene-2-sulfonic acid(from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,2017), it can be concluded that the Koc value of test substance7-acetamido-4-hydroxynaphthalene-2-sulfonic acidranges from 1 –220indicating that the test chemical7-acetamido-4-hydroxynaphthalene-2-sulfonic acidhas a negligible to low sorption to soil and sediment and therefore have rapid to moderate migration potential to ground water.

[LogKoc: 2.0472]