CHEBI:40863 - 3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid

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ChEBI Name 3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
ChEBI ID CHEBI:40863
Definition A dihydroxyanthraquinone that is 1,2-dihydroxyanthraquinone compound carrying an additional sulfo substituent at the 3-position. The monosodium salt is the biological stain 'alizarin red S'.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:87364
Supplier Information
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Formula C14H8O7S
Net Charge 0
Average Mass 320.27400
Monoisotopic Mass 319.99907
InChI InChI=1S/C14H8O7S/c15-11-6-3-1-2-4-7(6)12(16)10-8(11)5-9(22(19,20)21)13(17)14(10)18/h1-5,17-18H,(H,19,20,21)
InChIKey JKYKXTRKURYNGW-UHFFFAOYSA-N
SMILES Oc1c(O)c2C(=O)c3ccccc3C(=O)c2cc1S(O)(=O)=O
Roles Classification
Application(s): 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 3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid (CHEBI:40863) has role histological dye (CHEBI:77178)
3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid (CHEBI:40863) is a dihydroxyanthraquinone (CHEBI:37484)
3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid (CHEBI:40863) is a organosulfonic acid (CHEBI:33551)
3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid (CHEBI:40863) is conjugate acid of 3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate (CHEBI:87361)
Incoming 3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate (CHEBI:87361) is conjugate base of 3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid (CHEBI:40863)
IUPAC Name
3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
Synonyms Sources
1,2-Dihydroxy-3-sulfoanthraquinone ChemIDplus
1,2-Dihydroxy-3-sulfonate-9,10-anthraquinone ChemIDplus
3,4-Dihydroxy-2-anthraquinonesulfonic acid ChemIDplus
3,4-Dihydroxy-9,10-anthraquinone-2-sulfonic acid ChemIDplus
3,4-Dihydroxy-9,10-dioxo-2-anthracenesulfonic acid ChemIDplus
3-Alizarinsulfonic acid ChemIDplus
9,10-Dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenesulfonic acid ChemIDplus
ALIZARIN RED PDBeChem
Alizarin Red S ChemIDplus
Alizarin Red S free acid ChemIDplus
Az-R ChEBI
Manual Xref Database
AZN PDBeChem
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Registry Numbers Types Sources
2225330 Beilstein Registry Number Beilstein
379346 Gmelin Registry Number Gmelin
83-61-4 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
14500876 PubMed citation Europe PMC
Last Modified
07 August 2015