CHEBI:82535 - Sudan III

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ChEBI Name Sudan III
ChEBI ID CHEBI:82535
Definition A bis(azo) compound that is 2-naphthol substituted at position 1 by a 4-{[(2-methylphenyl)diazenyl]phenyl}diazenyl group. A fat-soluble dye predominantly used for demonstrating triglycerides in frozen sections, but which may also stain some protein bound lipids in paraffin sections.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C22H16N4O
Net Charge 0
Average Mass 352.389
Monoisotopic Mass 352.13241
InChI InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,27H
InChIKey FHNINJWBTRXEBC-UHFFFAOYSA-N
SMILES C1=C(C=CC(=C1)N=NC2=C3C(=CC=C2O)C=CC=C3)N=NC4=CC=CC=C4
Roles Classification
Biological Role(s): carcinogenic agent
A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
Application(s): fluorochrome
A fluorescent dye used to stain biological specimens.
histological dye
A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm.
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ChEBI Ontology
Outgoing Sudan III (CHEBI:82535) has functional parent 2-naphthol (CHEBI:10432)
Sudan III (CHEBI:82535) has role carcinogenic agent (CHEBI:50903)
Sudan III (CHEBI:82535) has role fluorochrome (CHEBI:51217)
Sudan III (CHEBI:82535) has role histological dye (CHEBI:77178)
Sudan III (CHEBI:82535) is a azobenzenes (CHEBI:22682)
Sudan III (CHEBI:82535) is a bis(azo) compound (CHEBI:48960)
Sudan III (CHEBI:82535) is a naphthols (CHEBI:25392)
IUPAC Name
1-{[4-(phenyldiazenyl)phenyl]diazenyl}naphthalen-2-ol
Synonyms Sources
1-(4-(Phenylazo)phenylazo)-2-naphthol ChemIDplus
Benzeneazobenzeneazo-beta-naphthol ChemIDplus
C.I. 26100 ChEBI
Solvent red 23 ChEBI
Sudan 3 ChemIDplus
Sudan red BK ChEBI
Manual Xref Database
C19527 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
85-86-9 CAS Registry Number KEGG COMPOUND
85-86-9 CAS Registry Number ChemIDplus
931185 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
25466094 PubMed citation Europe PMC
25619730 PubMed citation Europe PMC
25640141 PubMed citation Europe PMC
25682246 PubMed citation Europe PMC
25720844 PubMed citation Europe PMC
26456513 PubMed citation Europe PMC
26558990 PubMed citation Europe PMC
Last Modified
05 July 2016