Sodium 4-chloro-3-nitrobenzenesulphonate

Biodegradation in water: screening tests

Link to relevant study record(s)

Reference

Endpoint:

biodegradation in water: screening test, other

Remarks:

deactivated phrase

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification

Justification for type of information:

The supporting QMRF report has been attached.

Qualifier:

according to guideline

Guideline:

other: as mentioned below

Principles of method if other than guideline:

The prediction was done by using OECD QSAR tool box v3.3

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of the test material: Sodium 4-chloro-3-nitrobenzenesulphonate
- IUPAC Name : sodium 4-chloro-3-nitrobenzene-1-sulfonate
- Molecular formula: C6H4ClNO5SNa
- Molecular weight: 259.601 g/mol
- Smiles: S(=O)(=O)([O-])c1cc([N+]([O-])=O)c(Cl)cc1.[Na+]
- InChI: 1S/C6H4ClNO5S.Na/c7-5-2-1-4(14(11,12)13)3-6(5)8(9)10;/h1-3H,(H,11,12,13);/q;+1/p-1
- Substance type: Organic
- Physical state: Solid powder (Off white to pale yellow)

Oxygen conditions:

aerobic

Inoculum or test system:

other: microorganisms

Duration of test (contact time):

28 d

Parameter followed for biodegradation estimation:

other: BOD

Key result

Parameter:

other: BOD

Value:

0.3

Sampling time:

28 d

Remarks on result:

other: other details not available

Details on results:

The test chemical Sodium 4-chloro-3-nitrobenzenesulphonate undergoes 0.3% biodegradation by considering BOD as parameter in 28 days.

The prediction was based on dataset comprised from the following descriptors: BOD
Estimation method: Takes average value from the 8 nearest neighbours
Domain  logical expression:Result: In Domain

((((((((("a" or "b" )  and "c" )  and "d" )  and "e" )  and "f" )  and "g" )  and "h" )  and "i" )  and ("j" and "k" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Radical AND Radical >> Radical mechanism via ROS formation (indirect) AND Radical >> Radical mechanism via ROS formation (indirect) >> Nitroarenes with Other Active Groups AND SN1 AND SN1 >> Nucleophilic attack after diazonium or carbenium ion formation AND SN1 >> Nucleophilic attack after diazonium or carbenium ion formation >> Nitroarenes with Other Active Groups AND SN1 >> Nucleophilic attack after reduction and nitrenium ion formation AND SN1 >> Nucleophilic attack after reduction and nitrenium ion formation >> Nitroarenes with Other Active Groups AND SN2 AND SN2 >> SN2 attack on activated carbon Csp3 or Csp2 AND SN2 >> SN2 attack on activated carbon Csp3 or Csp2 >> Nitroarenes with Other Active Groups by DNA binding by OASIS v.1.3

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as SN1 AND SN1 >> Nitrenium Ion formation AND SN1 >> Nitrenium Ion formation >> Aromatic nitro by DNA binding by OECD

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as days - weeks by Biodeg primary (Biowin 4) ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Does NOT Biodegrade Fast by Biodeg probability (Biowin 1) ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Does NOT Biodegrade Fast by Biodeg probability (Biowin 2) ONLY

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as weeks - months by Biodeg ultimate (Biowin 3) ONLY

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Reactive unspecified by Acute aquatic toxicity MOA by OASIS ONLY

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Bioavailable by Lipinski Rule Oasis ONLY

Domain logical expression index: "i"

Similarity boundary:Target: O=N(=O)c1cc(S(=O)(=O)O{-}.[Na]{+})ccc1Cl
Threshold=30%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "j"

Parametric boundary:The target chemical should have a value of Molecular weight which is >= 163 Da

Domain logical expression index: "k"

Parametric boundary:The target chemical should have a value of Molecular weight which is <= 323 Da

Validity criteria fulfilled:

not specified

Interpretation of results:

not readily biodegradable

Conclusions:

The test chemical Sodium 4-chloro-3-nitrobenzenesulphonate undergoes 0.3% biodegradation by considering
BOD as parameter and microrganisms as inoculum in 28 days. On the basis of this percent biode gradability value it can be concluded that test chemical Sodium 4-chloro-3-nitrobenzenesulphonate is not readily biodegradable.

Executive summary:

Biodegradability of test chemical Sodium 4-chloro-3-nitrobenzenesulphonate (CAS no.17691 -19 -9) was estimated by

using OECD QSAR tool box v3.3 by considering six closest read across chemicals with log Kow as primary descriptor. The test chemical 2-aminotoluene-4-sulphonic acid undergoes 0.3% biodegradation by considering BOD as parameter and microrganisms as inoculum in 28 days. On the basis of this percent biodegradability value it can be concluded that test chemical Sodium 4-chloro-3-nitrobenzenesulphonate is not readily biodegradable.

Description of key information

Biodegradability of test chemical Sodium 4-chloro-3-nitrobenzenesulphonate (CAS no.17691 -19 -9) was estimated by

using OECD QSAR tool box v3.3 by considering six closest read across chemicals with log Kow as primary descriptor. The test chemical 2-aminotoluene-4-sulphonic acid undergoes 0.3% biodegradation by considering BOD as parameter and microrganisms as inoculum in 28 days. On the basis of this percent biodegradability value it can be concluded that test chemical Sodium 4-chloro-3-nitrobenzenesulphonate is not readily biodegradable.

Key value for chemical safety assessment

Biodegradation in water:

under test conditions no biodegradation observed

Additional information

Biodegradation in water:

Various predicted data for the target compoundSodium 4-chloro-3-nitrobenzenesulphonate ( CAS no. 17691 -19 -9) and supporting weight of evidence studies for its read across substance were reviewed for the biodegradation end point which are summarized as below:

 

Biodegradability of test chemical Sodium 4-chloro-3-nitrobenzenesulphonate (CAS no.17691 -19 -9) was estimated by using OECD QSAR tool box v3.3 by considering six closest read across chemicals with log Kow as primary descriptor. The test chemical 2-aminotoluene-4-sulphonic acid undergoes 0.3% biodegradation by considering BOD as parameter and microrganisms as inoculum in 28 days. On the basis of this percent biodegradability value it can be concluded that test chemical Sodium 4-chloro-3-nitrobenzenesulphonate is not readily biodegradable.

 

The above prediction was supported by experimental data summarized in Chemosphere , Vol 28 , pp 2203-2236 1994 for the structurally similar read across substance Sodium [1,1'-biphenyl]-4-sulphonate (2217-82-5).

 

The test chemical Sodium [1,1'-biphenyl]-4-sulphonate when subjected for biodegradation test , showed less then 20% biodegradation . Hence, Sodium [1,1'-biphenyl]-4-sulphonate can be considered as not readily biodegradable .

 

The above experimental data was further supported by experimental result summarized in J-CHECK Japan Chemicals Collaborative Knowledge database, 2017 for structurally similar read across substance Sodium 3-nitrobenzenesulphonate (CAS:127-68-4).

The test material Sodium 3-nitrobenzenesulfonate of initial concentration (100 mg/l) when subjected to activated sludge (30mg/l) for two weeks to evaluate biodegradation potential , the biodegradation percentage was observed to be 4.6, Hence, On the basis of above result Sodium 3 nitrobenzenesulfonate is considered to be not readily biodegradable.

On the basis of above results for target chemical4-chloro-3-nitrobenzenesulphonate(from OECD QSAR toolbox version 3.4 and EPI suite, 2017) and for its read across substance (from authoritative database J-CHECK & Chemosphere , Vol 28 , pp 2203-2236 1994), it can be concluded that the test substance4-chloro-3-nitrobenzenesulphonatecan be expected to be not readily biodegradable in nature.