4-acetamido-5-[[4-[[2-(sulphooxy)ethyl]sulphonyl]phenyl]azo]anthranilic acid, sodium salt

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:

key study

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: 4-acetamido-5-[[4-[[2-(sulphooxy)ethyl]sulphonyl]phenyl]azo]anthranilic acid, sodium salt
- IUPAC name: 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium
- Molecular formula: C16H18N4O10S3.x-Na
- Molecular weight: 566.4984 g/mole
- Smiles:S(=O)(=O)(c1cc(c(cc1N)NC(=O)C)/N=N/c1ccc(S(=O)(=O)CCOS(=O)(=O)[O-])cc1)[O-].[Na+].[Na+]
- Inchl: 1S/C16H18N4O10S3.2Na/c1-10(21)18-14-8-13(17)16(32(24,25)26)9-15(14)20-19-11-2-4-12(5-3-11)31(22,23)7-6-30-33(27,28)29;;/h2-5,8-9H,6-7,17H2,1H3,(H,18,21)(H,24,25,26)(H,27,28,29);;/q;2*+1/p-2/b20-19+;;
- Substance type: Organic
- Physical state: solid powder

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

13.5 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= 1.1302 (estimated by MCI method)

Transformation products:

not specified

KOCWIN Program (v2.00) Results:

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

SMILES : S(=O)(=O)(c2cc(c(cc2N)NC(=O)C)N=Nc1ccc(S(=O)(=O)CCOS(=O)(=O)O([Na]))c

c1)O([Na])

CHEM  :

Koc may be sensitive to pH!

MOL WT : 566.49

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

NOTE: METAL (Na, Li or K) HAS BEEN REMOVED TO ALLOW ESTIMATION via MCI!

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 15.082

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 8.4621

Fragment Correction(s):

2  Nitrogen to non-fused aromatic ring ... : -1.0450

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

1  Sulfone (-C-SO2-C-) ................. : -1.3136

1  Azo (-N=N-) ......................... : -0.6475

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

1  Miscellaneous S(=O) group .......... : -1.2980

Corrected Log Koc .................................. : 1.1302

 

Estimated Koc: 13.5 L/kg  <===========

Validity criteria fulfilled:

not specified

Conclusions:

The Soil Adsorption Coefficient i.e. Koc value of test chemical 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium (CAS No. 94158-82-4) was estimated using EPI suite KOCWIN Program (v2.00) as 13.5 L/kg (log Koc= 1.1302) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium has negligible sorption to soil and therefore have rapid migration potential to ground water.

Executive summary:

The Soil Adsorption Coefficient i.e. Koc value of test chemical 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium (CAS No. 94158 -82 -4) was estimated using EPI suite KOCWIN Program (v2.00) as 13.5 L/kg (log Koc= 1.1302) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium has negligible sorption to soil and therefore have rapid migration potential to ground water.

Description of key information

The Soil Adsorption Coefficient i.e. Koc value of test chemical 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium (CAS No. 94158-82-4) was estimated using EPI suite KOCWIN Program (v2.00) as 13.5 L/kg (log Koc= 1.1302) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium has negligible sorption to soil and therefore have rapid migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

13.5

Additional information

Results of two different predicted data for the target compound of 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium (CAS No. 94158-82-4) were reviewed for the Adsorption end points which are summarized as below.

First prediction done by using EPI suite KOCWIN Program (v2.00) the Soil Adsorption Coefficient i.e. Koc value of test chemical 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium (CAS No. 94158-82-4) was estimated to be 13.5 L/kg (log Koc= 1.1302) by means of MCI method at 25 deg. C.

In a supporting study another prediction done by using Adsorption Coefficient module (v12.1.0.50374) program of (ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017) module the Soil Adsorption Coefficient i.e Koc value of test substance 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium (CAS no. 94158-82-4) was estimated as Koc 1.0 dimensionless (log Koc= 0).

On the basis of above results for target chemical 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium (CAS No. 94158-82-4)(from EPI suite and ACD labs, 2017) it can be concluded that the log Koc value of test substance 2-amino-4-acetamido-5-[(E)-2-(4-{[2-(sulfooxy)ethane]sulfonyl}phenyl)diazen-1-yl]benzoic acid sodium ranges from 0 to 1.15 indicating that the chemical has negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

[LogKoc: 1.1302]