Benzenesulfonic acid, 2,2'-[(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)diimino]bis[5-methyl-, sodium salt (1:2) (CED0149956)

Record Information

Version

1.0

Creation Date

2016-05-19 03:54:20 UTC

Update Date

2026-04-17 17:09:20 UTC

Accession Number

CHEM012373

Identification

Common Name

Benzenesulfonic acid, 2,2'-[(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)diimino]bis[5-methyl-, sodium salt (1:2)

Class

Small Molecule

Description

Benzenesulfonic acid, 2,2'-[(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)diimino]bis[5-methyl-, sodium salt (1:2) belongs to the anthraquinones, a subclass of anthracenes within the organic compounds. With an average molecular weight of 622.57 g/mol, Benzenesulfonic acid, 2,2'-[(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)diimino]bis[5-methyl-, sodium salt (1:2) is a heavy molecule. This compound, characterized by the formula C28H20N2Na2O8S2, is utilized industrially as a dye and a fragrance. The substance is found in or released from seven recorded sources across various sectors. Within household cleaning and consumer products, it is associated with soap dispensers, bleaching agents, and tobacco smoke filters. In the building and construction sector, it is found in tents or canopies and ladders. Furthermore, it is present in electrical and electronic equipment, specifically within radio transmission systems. In the context of food, food processing, and cookware, the compound is linked to the preparation of wine or sparkling wine.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
C.I. acid green 25	Kegg
D And C green #5	MeSH
D And C green 5	MeSH
Alizarin brilliant green	MeSH
DC Green 5	MeSH
Acid leather green ag	MeSH
Erio fast green GS	MeSH
6,6'-(1,4-Anthraquinonylenediimino)di-m-toluenesulfonic acid disodium salt	MeSH
Disodium;5-methyl-2-[[4-(4-methyl-2-sulfonatoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulfonic acid	Generator
Disodium;5-methyl-2-[[4-(4-methyl-2-sulphonatoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulphonate	Generator
Disodium;5-methyl-2-[[4-(4-methyl-2-sulphonatoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulphonic acid	Generator
Disodium 5-methyl-2-({4-[(4-methyl-2-sulfonatophenyl)amino]-9,10-dioxo-9,10-dihydroanthracen-1-yl}amino)benzene-1-sulfonic acid	Generator
Disodium 5-methyl-2-({4-[(4-methyl-2-sulphonatophenyl)amino]-9,10-dioxo-9,10-dihydroanthracen-1-yl}amino)benzene-1-sulphonate	Generator
Disodium 5-methyl-2-({4-[(4-methyl-2-sulphonatophenyl)amino]-9,10-dioxo-9,10-dihydroanthracen-1-yl}amino)benzene-1-sulphonic acid	Generator

Chemical Formula

C₂₈H₂₀N₂Na₂O₈S₂

Average Molecular Mass

622.570 g/mol

Monoisotopic Mass

622.046 g/mol

CAS Registry Number

4403-90-1

IUPAC Name

disodium 5-methyl-2-({4-[(4-methyl-2-sulfonatophenyl)amino]-9,10-dioxo-9,10-dihydroanthracen-1-yl}amino)benzene-1-sulfonate

Traditional Name

disodium 5-methyl-2-({4-[(4-methyl-2-sulfonatophenyl)amino]-9,10-dioxoanthracen-1-yl}amino)benzenesulfonate

SMILES

[Na+].[Na+].CC1=CC(=C(NC2=C3C(=O)C4=CC=CC=C4C(=O)C3=C(NC3=C(C=C(C)C=C3)S([O-])(=O)=O)C=C2)C=C1)S([O-])(=O)=O

InChI Identifier

InChI=1S/C28H22N2O8S2.2Na/c1-15-7-9-19(23(13-15)39(33,34)35)29-21-11-12-22(30-20-10-8-16(2)14-24(20)40(36,37)38)26-25(21)27(31)17-5-3-4-6-18(17)28(26)32;;/h3-14,29-30H,1-2H3,(H,33,34,35)(H,36,37,38);;/q;2*+1/p-2

InChI Key

FPAYXBWMYIMERV-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Benzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
Aryl ketone
Aniline or substituted anilines
Aminotoluene
Toluene
Monocyclic benzene moiety
Organosulfonic acid
Vinylogous amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Ketone
Secondary amine
Organic alkali metal salt
Amine
Organic salt
Organic sodium salt
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	4.09	ALOGPS
logP	3.78	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	-2.6	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	172.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	147.21 m³·mol⁻¹	ChemAxon
Polarizability	57.76 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0000139000-ac55ad83f3e53eaa92d2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0459-0005697000-ebd8e7efe6e36bc86b4c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02vi-3005900000-38b2d2b0200499df51a0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0000009000-ed59072ff55a76796d56	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0000009000-ed59072ff55a76796d56	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0000009000-ed59072ff55a76796d56	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
7036.0	Log mg/kg	[4000:13000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
498	Ladders	Building & Construction	Not Available
503	Tents Or Canopies	Building & Construction	Not Available
530	Radio Transmission Systems	Electrical & Electronic Equipment	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
555	Bleaching Agents	Household cleaning & consumer products	Not Available
564	Soap Dispensers	Household cleaning & consumer products	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
583	Anchoring Equipment	Marine, shipping & aquaculture	Not Available
605	Pest Repellants	Agriculture & land management	Not Available
609	Aftershave	Personal care & cosmetics	Not Available
610	Aftersun Products	Personal care & cosmetics	Not Available
613	Depilatories	Personal care & cosmetics	Not Available
616	Face Mask Cosmetics	Personal care & cosmetics	Not Available
617	Lip Care Products	Personal care & cosmetics	Not Available
619	Manicure Pedicure	Personal care & cosmetics	Not Available
620	Card Games	Recreation & sports surfaces	Not Available
631	Anthraquinone Dyes	Textiles, leather & furnishings	Not Available
633	Azo Dyes	Textiles, leather & furnishings	Not Available
638	Decorating Textiles	Textiles, leather & furnishings	Not Available
640	Embroidering And Tufting	Textiles, leather & furnishings	Not Available
641	Foam Dyeing	Textiles, leather & furnishings	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available
647	Multicolour Dyeing	Textiles, leather & furnishings	Not Available
648	Nitro Dyes	Textiles, leather & furnishings	Not Available
652	Ropes	Textiles, leather & furnishings	Not Available
657	Surface Finishing Of Leather	Textiles, leather & furnishings	Not Available
658	Touch Fasteners	Textiles, leather & furnishings	Not Available
659	Transfer Printing	Textiles, leather & furnishings	Not Available
662	Yarns Or Threads	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	P2X purinoceptor 4	P51577	Rattus norvegicus	Predicted (SEA)	1.01204
Click to view 3D structure	P2X purinoceptor 2	P49653	Rattus norvegicus	Predicted (SEA)	1.01204
Click to view 3D structure	P2Y purinoceptor 4	P51582	Humans	Predicted (SEA)	3.42537
Click to view 3D structure	P2Y purinoceptor 12	Q9H244	Humans	Predicted (SEA)	1.16774
Click to view 3D structure	P2Y purinoceptor 2	P41231	Humans	Predicted (SEA)	6.38364
Click to view 3D structure	P2Y purinoceptor 6	Q15077	Humans	Predicted (SEA)	3.97031
Click to view 3D structure	P2Y purinoceptor 1	P47900	Humans	Predicted (SEA)	7.47353
Click to view 3D structure	5'-nucleotidase	P21588	Rattus norvegicus	Predicted (SEA)	2.72472
Click to view 3D structure	P2Y purinoceptor 6	Q63371	Rattus norvegicus	Predicted (SEA)	3.58106
Click to view 3D structure	Nucleoside triphosphate diphosphohydrolase 3	A6I415	Rattus norvegicus	Predicted (SEA)	0.934191
Click to view 3D structure	P2X purinoceptor 1	P47824	Rattus norvegicus	Predicted (SEA)	1.40129
Click to view 3D structure	P2Y purinoceptor 2	P35383	Mus musculus	Predicted (SEA)	0.856341
Click to view 3D structure	Protein RecA	P9WHJ3	Mycobacterium tuberculosis	Predicted (SEA)	12.6116
Click to view 3D structure	Cyclin-dependent kinase 2	P24941	Humans	Predicted (SEA)	306.804
Click to view 3D structure	Nonstructural protein 1	Q194T2	Influenza A virus	Predicted (SEA)	9.03051
Click to view 3D structure	DNA damage-inducible transcript 3 protein	P35639	Mus musculus	Predicted (SEA)	25.6124
Click to view 3D structure	X-box-binding protein 1	P17861	Humans	Predicted (SEA)	25.6124
Click to view 3D structure	Apoptotic protease-activating factor 1	O14727	Humans	Predicted (SEA)	9.73115
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	128.607
Click to view 3D structure	Heat shock factor protein 1	P38532	Mus musculus	Predicted (SEA)	58.3091
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	276.832
Click to view 3D structure	Fatty acid synthase	P49327	Humans	Predicted (SEA)	38.0683
Click to view 3D structure	Tyrosyl-DNA phosphodiesterase 2	O95551	Humans	Predicted (SEA)	7.47353
Click to view 3D structure	Sentrin-specific protease 6	Q9GZR1	Humans	Predicted (SEA)	36.5113
Click to view 3D structure	Sentrin-specific protease 7	Q9BQF6	Humans	Predicted (SEA)	128.14