Octasodium 2,2'-[(2,2'-disulphonato[1,1'-biphenyl]-4,4'-diyl)bis[imino(6-chloro-1,3,5-triazine-4,2-diyl)imino(1-hydroxy-3-sulphonatonaphthalene-6,2-diyl)azo]]bisnaphthalene-1,5-disulphonate

Endpoint summary

Description of key information

Acute Oral Toxicity: 

In Acute oral toxicity ,LD50 value was predicted based on OECD QSAR toolbox for target substance 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) was estimated to be 7205.53 mg/kg bw,and for differentstudies available on the structurally similar read across substance C.I. Reactive Red 2 (17804-49-8) was considered to be 7460 mg/kg bw and for Reactive Red 33 (12237-01-3) was considered to be 5000 mg/kg bw. All these studies concluded that the LD50 value is greater than 2000 mg/kg bw. Thus, comparing this value with the criteria of CLP regulation, 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) cannot be classified for acute oral toxicity.

Key value for chemical safety assessment

Acute toxicity: via oral route

Link to relevant study records

Reference

Endpoint:

acute toxicity: oral

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:

Data is predicted using OECD QSAR toolbox version 3.3 and QMRF report has been attached

Qualifier:

according to guideline

Guideline:

other: as mentioned below

Principles of method if other than guideline:

Prediction was done by using OECD QSAR toolbox v3.3,2018

GLP compliance:

not specified

Test type:

other: estimated data

Limit test:

no

Specific details on test material used for the study:

Name of the test chemical: Octasodium 2,2'-[(2,2'-disulphonato[1,1'-biphenyl]-4,4'-diyl)bis[imino(6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulphonatonaphthalene-6,2-diyl)azo]]bisnaphthalene-1,5-disulphonate
Molecular formula: C58H30Cl2N14Na8O26S8
Molecular weight: 1850.3 g/mol
Smiles Notation: [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].c1(c(cc(cc1)Nc1nc(nc(n1)Cl)Nc1cc2cc(c(c(c2cc1)O)\N=N\c1c(c2cccc(c2cc1)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-])c1c(cc(cc1)Nc1nc(nc(n1)Cl)Nc1cc2cc(c(c(c2cc1)O)\N=N\c1c(c2cccc(c2cc1)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-]
InChI: 1S/C58H38Cl2N14O26S8.8Na/c59-53-65-55(61-27-7-11-31-25(19-27)21-45(105(89,90)91)47(49(31)75)73-71-39-17-15-35-37(51(39)107(95,96)97)3-1-5-41(35)101(77,78)79)69-57(67-53)63-29-9-13-33(43(23-29)103(83,84)85)34-14-10-30(24-44(34)104(86,87)88)64-58-68-54(60)66-56(70-58)62-28-8-12-32-26(20-28)22-46(106(92,93)94)48(50(32)76)74-72-40-18-16-36-38(52(40)108(98,99)100)4-2-6-42(36)102(80,81)82;;;;;;;;/h1-24,75-76H,(H,77,78,79)(H,80,81,82)(H,83,84,85)(H,86,87,88)(H,89,90,91)(H,92,93,94)(H,95,96,97)(H,98,99,100)(H2,61,63,65,67,69)(H2,62,64,66,68,70);;;;;;;;/q;8*+1/p-8/b73-71+,74-72+;;;;;;;;
Substance Type: Organic
Physical State: Solid

Species:

rat

Strain:

other: Tif: RAIf (SPF)

Sex:

male/female

Details on test animals or test system and environmental conditions:

No data available

Route of administration:

oral: gavage

Vehicle:

unchanged (no vehicle)

Details on oral exposure:

No data available

Doses:

7205.53 mg/kg bw

No. of animals per sex per dose:

No data available

Control animals:

not specified

Details on study design:

No data available

Statistics:

No data available

Preliminary study:

No data available

Sex:

male/female

Dose descriptor:

LD50

Effect level:

7 205.53 mg/kg bw

Based on:

test mat.

Remarks on result:

other: 50% mortality was observed

Mortality:

No data available

Clinical signs:

other: No data available

Gross pathology:

No data available

Other findings:

No data available

The prediction was based on dataset comprised from the following descriptors: LD50
Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

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

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Anion OR Aromatic compound OR Azo compound OR Cation OR Halogen derivative OR Hydroxy compound OR Phenol OR Sulfonic acid derivative by Organic functional groups, Norbert Haider (checkmol) ONLY

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Alcohol, olefinic attach [-OH] OR Aliphatic Nitrogen, one aromatic attach [-N] OR Aliphatic Nitrogen, two aromatic attach [-N-] OR Amino Triazine/Pyrazine/Pyrimidine  OR Aromatic Carbon [C] OR Aromatic Nitrogen OR Azo [-N=N-] OR Chlorine, aromatic attach [-Cl] OR Chlorine, olefinic attach [-Cl] OR Hydroxy, aromatic attach [-OH] OR Miscellaneous sulfide (=S) or oxide (=O) OR Nitrogen, two or tree olefinic attach [>N-] OR Olefinic carbon [=CH- or =C<] OR Oxygen, one aromatic attach [-O-] OR Suflur {v+4} or {v+6} OR Sulfonate, aromatic attach [-SO2-O] OR Sym-Triazine ring  by Organic functional groups (US EPA) ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Aromatic amine OR Aromatic heterocyclic halide OR Aryl OR Aryl halide OR Azo OR Biphenyl OR Fused carbocyclic aromatic OR Overlapping groups OR Phenol OR Sulfonic acid by Organic Functional groups (nested) ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Aromatic amine OR Aromatic heterocyclic halide OR Aryl OR Aryl halide OR Azo OR Biphenyl OR Fused carbocyclic aromatic OR Naphtalene OR Phenol OR Sulfonic acid OR Triazine by Organic Functional groups ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as No alert found by DNA binding by OASIS v.1.3

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as AN2 OR AN2 >>  Michael-type addition, quinoid structures OR AN2 >>  Michael-type addition, quinoid structures >> Quinoneimines OR AN2 >>  Michael-type addition, quinoid structures >> Quinones OR AN2 >> Nucleophilic addition to alpha, beta-unsaturated carbonyl compounds OR AN2 >> Nucleophilic addition to alpha, beta-unsaturated carbonyl compounds >> alpha, beta-Unsaturated Aldehydes OR AN2 >> Schiff base formation OR AN2 >> Schiff base formation >> alpha, beta-Unsaturated Aldehydes OR AN2 >> Schiff base formation >> Polarized Haloalkene Derivatives OR AN2 >> Thioacylation via nucleophilic addition after cysteine-mediated thioketene formation OR AN2 >> Thioacylation via nucleophilic addition after cysteine-mediated thioketene formation >> Haloalkenes with Electron-Withdrawing Groups OR AN2 >> Thioacylation via nucleophilic addition after cysteine-mediated thioketene formation >> Polarized Haloalkene Derivatives OR Michael addition OR Michael addition >> Quinone type compounds OR Michael addition >> Quinone type compounds >> Quinone methides OR Non-covalent interaction OR Non-covalent interaction >> DNA intercalation OR Non-covalent interaction >> DNA intercalation >> Fused-Ring Primary Aromatic Amines OR Non-covalent interaction >> DNA intercalation >> Quinones OR Radical OR Radical >> Radical mechanism via ROS formation (indirect) OR Radical >> Radical mechanism via ROS formation (indirect) >> Fused-Ring Primary Aromatic Amines OR Radical >> Radical mechanism via ROS formation (indirect) >> Quinones OR Radical >> Radical mechanism via ROS formation (indirect) >> Single-Ring Substituted Primary Aromatic Amines OR Radical >> ROS formation after GSH depletion OR Radical >> ROS formation after GSH depletion (indirect) OR Radical >> ROS formation after GSH depletion (indirect) >> Quinoneimines OR Radical >> ROS formation after GSH depletion >> Quinone methides OR SN1 OR SN1 >> Alkylation after metabolically formed carbenium ion species OR SN1 >> Alkylation after metabolically formed carbenium ion species >> Polycyclic Aromatic Hydrocarbon Derivatives OR SN1 >> Nucleophilic attack after metabolic nitrenium ion formation OR SN1 >> Nucleophilic attack after metabolic nitrenium ion formation >> Fused-Ring Primary Aromatic Amines OR SN1 >> Nucleophilic attack after metabolic nitrenium ion formation >> Single-Ring Substituted Primary Aromatic Amines OR SN2 OR SN2 >> Alkylation, direct acting epoxides and related OR SN2 >> Alkylation, direct acting epoxides and related >> Epoxides and Aziridines OR SN2 >> Alkylation, direct acting epoxides and related after P450-mediated metabolic activation OR SN2 >> Alkylation, direct acting epoxides and related after P450-mediated metabolic activation >> Haloalkenes with Electron-Withdrawing Groups OR SN2 >> Alkylation, direct acting epoxides and related after P450-mediated metabolic activation >> Polycyclic Aromatic Hydrocarbon Derivatives OR SN2 >> SN2 at sp3 and activated sp2 carbon atom OR SN2 >> SN2 at sp3 and activated sp2 carbon atom >> Polarized Haloalkene Derivatives by DNA binding by OASIS v.1.3

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 >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Polycyclic (PAHs) and heterocyclic (HACs) aromatic hydrocarbons-Michael addition 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 >> Primary aromatic amine OR SN1 >> Nitrenium Ion formation >> Secondary aromatic amine OR SN1 >> Nitrenium Ion formation >> Tertiary aromatic amine OR SN2 OR SN2 >> Epoxidation of Aliphatic Alkenes OR SN2 >> Epoxidation of Aliphatic Alkenes >> Halogenated polarised alkenes by DNA binding by OECD

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Non binder, MW>500 by Estrogen Receptor Binding

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Moderate binder, OH grooup OR Non binder, impaired OH or NH2 group OR Non binder, non cyclic structure OR Non binder, without OH or NH2 group OR Strong binder, OH group OR Very strong binder, OH group OR Weak binder, OH group by Estrogen Receptor Binding

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Not known precedent reproductive and developmental toxic potential by DART scheme v.1.0

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Inorganic chemical OR Known precedent reproductive and developmental toxic potential OR Metal atoms were identified OR Metals (1a) OR Non-steroid nucleus derived estrogen receptor (ER) and androgen receptor (AR) OR Non-steroid nucleus derived estrogen receptor (ER) and androgen receptor (AR) >> Other non-steroidal estrogen receptor (ER) binding compounds (2b-2) OR Not covered by current version of the decision tree OR Organophosphorus compounds (1b) OR Toluene and small alkyl toluene derivatives (8a) by DART scheme v.1.0

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as Alkali Earth AND Halogens AND Non-Metals by Groups of elements

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Alkaline Earth by Groups of elements

Domain logical expression index: "o"

Similarity boundary:Target: Oc1c2ccc(Nc3nc(Nc4ccc(-c5ccc(Nc6nc(Nc7ccc8c(c7)cc(S(=O)(=O)O{-}.[Na]{+})c(/N=N/c7ccc9c(S(=O)(=O)O{-}.[Na]{+})cccc9c7S(=O)(=O)O{-}.[Na]{+})c8O)nc(Cl)n6)cc5S(=O)(=O)O{-}.[Na]{+})c(S(=O)(=O)O{-}.[Na]{+})c4)nc(Cl)n3)cc2cc(S(=O)(=O)O{-}.[Na]{+})c1/N=N/c1ccc2c(S(=O)(=O)O{-}.[Na]{+})cccc2c1S(=O)(=O)O{-}.[Na]{+}
Threshold=20%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "p"

Referential boundary: The target chemical should be classified as Aromatic amine AND Aromatic heterocyclic halide AND Aryl AND Aryl halide AND Azo AND Biphenyl AND Fused carbocyclic aromatic AND Overlapping groups AND Phenol AND Sulfonic acid by Organic Functional groups (nested) ONLY

Domain logical expression index: "q"

Parametric boundary:The target chemical should have a value of log BCF max which is >= 0.961 log(L/kg wet)

Domain logical expression index: "r"

Parametric boundary:The target chemical should have a value of log BCF max which is <= 1.85 log(L/kg wet)

Interpretation of results:

other: not classified

Conclusions:

The LD50 value was estimated to be 7205.53 mg/kg bw,when male and female Tif: RAIf (SPF) rats were orally exposed with 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) via gavage.

Executive summary:

In a prediction done by SSS (2018) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute oral toxicity was estimated for 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5).The LD50 was estimated to be 7205.53 mg/kg bw,when male and female Tif: RAIf (SPF) rats were orally exposed with 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) via gavage.

Endpoint conclusion

Endpoint conclusion:

no adverse effect observed

Dose descriptor:

LD50

Value:

7 205.53 mg/kg bw

Quality of whole database:

Data is Klimisch 2 and from QSAR toolbox 3.3

Acute toxicity: via inhalation route

Endpoint conclusion

Endpoint conclusion:

no study available

Acute toxicity: via dermal route

Endpoint conclusion

Endpoint conclusion:

no study available

Additional information

Acute Oral Toxicity: 

In different studies, 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) has been investigated for acute oral toxicity to a greater or lesser extent. Often the studies are based on in vivo experiments and estimated data in rodents, i.e. most commonly in rats for 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) along with the study available on the structurally similar read across substance C.I. Reactive Red 2 (17804-49-8) and Reactive Red 33 (12237-01-3). The predicted data using the OECD QSAR toolbox has also been compared with the experimental studies. The studies are summarized as below –

In a prediction done by SSS (2018) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute oral toxicity was estimated for 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5).The LD50 was estimated to be 7205.53 mg/kg bw,when male and female Tif: RAIf (SPF) rats were orally exposed with 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) via gavage.

The above study was further supported by U.S .National library of medicine (ChemIDplus A TOXNET DATABASE.2017) for the structurally similar read across substance C.I. Reactive Red 2 (17804-49-8). Acute oral toxicity study was done in rats using C.I. Reactive Red 2(17804-49-8).50% mortality was observed at dose 7460mg/kg bw.Hence LD50 was considered to be 7460mg/kg body weight. When rats were treated C.I. Reactive Red 2(17804-49-8)orally.

This is further supported by Enviro Control, Inc (U.S. Consumer Product Safety Commission, 1981) for the structurally similar read across substance Reactive Red 33 (12237-01-3). Acute oral toxicity study was done in rats using Reactive Red 33 (12237-01-3).50% mortality was observed at dose 5000mg/kg bw.HenceLD50 was considered to be 5000mg/kgbody weight. When rats were treated Reactive Red 33(12237-01-3)orally.

Thus, based on the above studies on 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) and it’s structurally similar read across substances C.I. Reactive Red 2 (17804-49-8) and Reactive Red 33 (12237-01-3), it can be concluded that LD50 value is greater than 2000 mg/kg bw. Thus, comparing this value with the criteria of CLP regulation1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) cannot be classified for acute oral toxicity.

Justification for classification or non-classification

Based on the above experimental studies and prediction on 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) and it’s structurally similar read across substances C.I. Reactive Red 2 (17804-49-8) and Reactive Red 33 (12237-01-3), it can be concluded that LD50 value is greater than 2000 mg/kg bw. Thus, comparing this value with the criteria of CLP regulation, 1,5-Naphthalenedisulfonic acid, 2,2'-[(2,2'-disulfo[1,1'-biphenyl]-4,4'-diyl)bis[imino (6-chloro-1,3,5-triazine-4,2-diyl)imino (1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis-, octasodium salt (68110-30-5) cannot be classified for acute oral toxicity.