7-benzamido-4-hydroxynaphthalene-2-sulphonic acid

Toxicity to aquatic algae and cyanobacteria

Link to relevant study record(s)

Reference

Endpoint:

toxicity to aquatic algae and cyanobacteria

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:

OECD Guideline 201 (Alga, Growth Inhibition Test)

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 3.3 with log kow as the primary discriptors.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material: 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid
- Molecular formula: C17 H13 N O5 S
- Molecular weight: 343.3577 g/mol
- Smiles notation: c1ccc(cc1)C(=O)Nc2ccc3c(c2)cc(cc3O)S(=O)(=O)O
- InChl: 1S/C17H13NO5S/c19-16-10-14(24(21,22)23)9-12-8-13(6-7-15(12)16)18-17(20)11-4-2-1-3-5-11/h1-10,19H,(H,18,20)(H,21,22,23)
- Substance type: Organic
- Physical state: Solid

Test organisms (species):

Pseudokirchneriella subcapitata (previous names: Raphidocelis subcapitata, Selenastrum capricornutum)

Test type:

static

Water media type:

freshwater

Total exposure duration:

72 h

Hardness:

24 mg/L as CaCO3

Test temperature:

22 degree C

Duration:

72 h

Dose descriptor:

EC50

Effect conc.:

140.02 mg/L

Nominal / measured:

estimated

Conc. based on:

test mat.

Basis for effect:

growth rate

The prediction was based on dataset comprised from the following descriptors: EC50
Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

(((((((("a" or "b" or "c" or "d" or "e" or "f" )  and ("g" and ( not "h") )  )  and ("i" and ( not "j") )  )  and ("k" and ( not "l") )  )  and "m" )  and "n" )  and "o" )  and ("p" and "q" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Non-covalent interaction AND Non-covalent interaction >> DNA intercalation AND Non-covalent interaction >> DNA intercalation >> DNA Intercalators with Carboxamide Side Chain by DNA binding by OASIS v.1.3

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Low reactive AND Low reactive >> N-substituted aromatic amides by DPRA Cysteine peptide depletion

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Low reactive AND Low reactive >> N-substituted aromatic amides by DPRA Lysine peptide depletion

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Strong binder, OH group by Estrogen Receptor Binding

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Ester aminolysis AND Acylation >> Ester aminolysis >> Amides by Protein binding by OASIS v1.3

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Direct Acylation Involving a Leaving group AND Acylation >> Direct Acylation Involving a Leaving group >> Acetates by Protein binding by OECD

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as No alert found by DNA binding by OECD

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Michael addition OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Alkyl phenols OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Arenes OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Hydroquinones OR Michael addition >> Polarised Alkenes-Michael addition OR Michael addition >> Polarised Alkenes-Michael addition >> Alpha, beta- unsaturated amides OR Michael addition >> Polarised Alkenes-Michael addition >> Alpha, beta- unsaturated esters OR Schiff base formers OR Schiff base formers >> Chemicals Activated by P450 to Glyoxal  OR Schiff base formers >> Chemicals Activated by P450 to Glyoxal  >> Ethylenediamines (including piperazine) OR SN1 OR SN1 >> Iminium Ion Formation OR SN1 >> Iminium Ion Formation >> Aliphatic tertiary amines OR SN1 >> Nitrenium Ion formation OR SN1 >> Nitrenium Ion formation >> Aromatic azo OR SN1 >> Nitrenium Ion formation >> Aromatic nitro OR SN1 >> Nitrenium Ion formation >> Secondary aromatic amine OR SN1 >> Nitrenium Ion formation >> Unsaturated heterocyclic azo OR SN2 OR SN2 >> Direct Acting Epoxides and related OR SN2 >> Direct Acting Epoxides and related >> Epoxides by DNA binding by OECD

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Direct Acylation Involving a Leaving group AND Acylation >> Direct Acylation Involving a Leaving group >> Acetates by Protein binding by OECD

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Acylation >> Direct Acylation Involving a Leaving group >> Azlactone OR Michael addition OR Michael addition >> Acid imides OR Michael addition >> Acid imides >> Acid imides-MA OR No alert found OR SN2 OR SN2 >> SN2 reaction at sp3 carbon atom OR SN2 >> SN2 reaction at sp3 carbon atom >> Allyl acetates and related chemicals by Protein binding by OECD

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Not possible to classify according to these rules (GSH) by Protein binding potency

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Moderately reactive (GSH) OR Moderately reactive (GSH) >> Substituted 1-Alken-3-ones (MA) by Protein binding potency

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as No superfragment by Superfragments ONLY

Domain logical expression index: "n"

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

Domain logical expression index: "o"

Referential boundary: The target chemical should be classified as Very fast by Bioaccumulation - metabolism half-lives ONLY

Domain logical expression index: "p"

Parametric boundary:The target chemical should have a value of log Kow which is >= -1.1

Domain logical expression index: "q"

Parametric boundary:The target chemical should have a value of log Kow which is <= 2.08

Validity criteria fulfilled:

not specified

Conclusions:

The effect concentration EC50 value for the substance is estimated to be 140.02 mg/l for Species for 96 hrs duration. Based on this value the substance 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid (132-87-6) can be considered as likely to be non-toxic to aquatic environment and can be considered as not classified as per the CLP classification regulations.

Executive summary:

Using the OECD QSAR toolbox version 3.3 with log kow as the primary descriptor and considering the five closest read across substances, the short term toxicity on aquatic algae and cyanobacteria was predicted for target substance 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid (132-87-6). EC50 value was estimated to be 140.02mg/l for Desmodesmus subspicatus for 72 h duration. Based on this value 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid (132-87-6) can be considered as likely to be non-toxic to aquatic environment and can be considered as not classified as per the CLP classification regulations.

Description of key information

Using the OECD QSAR toolbox version 3.3 with log kow as the primary descriptor and considering the five closest read across substances, the short term toxicity on aquatic algae and cyanobacteria was predicted for target substance 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid (132-87-6). EC50 value was estimated to be 140.02mg/l for Desmodesmus subspicatus for 72 h duration. Based on this value the 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid (132-87-6) can be considered as non-toxic to aquatic environment and can be considered as not classified as per the CLP classification regulations.

Key value for chemical safety assessment

EC50 for freshwater algae:

140.02 mg/L

Additional information

Toxicity to algae for 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid (132-87-6) was summaries with predicted data for target and by using functional read across studies as follows:

Based on the prediction done using the OECD QSAR toolbox version 3.3 with log kow as the primary descriptor and considering the five closest read across substances, the short term toxicity on aquatic algae and cyanobacteria was predicted for target substance 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid (132-87-6). EC50 value was estimated to be 140.02mg/l for Desmodesmus subspicatus for 72 h duration.

Based on the prediction done using the EPI Suite ECOSAR version 1.10, the short term toxicity on green algae was predicted for 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid. On the basis of effects observed in a static freshwater system, the effect concentration EC50 value for the substance was estimated to be 1979.289mg/l for green algae in 96 duration.

Another prediction done using the three different models i.e, Battery, Leadscope and SciQSAR used within Danish QSAR database, the short term toxicity on green algae was predicted for 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid. The average EC50 value was given by the third model i.e, Battery model. On the basis of effects observed in a static freshwater system, the effect concentration EC50 value for 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid is estimated to be 1236.04 mg/l for Pseudokirchneriella subcapitata during 72 hr exposure duration. Thus, on the basis of EC50 value, it can be concluded that 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid was likely to be non-toxic to green algae at environmentally relevant concentrations and can be considered not-classified as per the CLP classification criteria.

Toxicity to aquatic algae was performed in read across, Acetic acid ethenyl ester (108-05-4) from J-check,2010 according to the OECD Guideline 201 (Alga, Growth Inhibition Test). After the 72 hrs, EC 50 and NOEC value was determined to be 8.9 and 0.20 mg/l on the basis of growth rate and EC 50 and NOEC value for Acetic acid ethenyl ester was determined to be 8.8 and 2.1 mg/l on the basis of AUG. Based on the EC 50 value, Acetic acid ethenyl ester (108-05-4) was considered to be toxic to algae but as it was readily biodegradable in nature it can be considered as not classified as per the CLP regulations.

Based on the all the weight of evidences, it was considered that 7-(benzoylamino)-4-hydroxynaphthalene-2-sulfonic acid (132-87-6) was considered to be non-toxic to aquatic organism and can be considered to be not classified for toxicity to aquatic organism as per the CLP regulations.