CHEBI:87397 - aurintricarboxylic acid

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ChEBI Name aurintricarboxylic acid
ChEBI ID CHEBI:87397
Definition A member of the class of quinomethanes that is 3-methylidene-6-oxocyclohexa-1,4-diene-1-carboxylic acid in which the methylidene hydrogens are replaced by 4-carboxy-3-hydroxyphenyl groups. The trisodium salt is the biological stain 'chrome violet CG' while the triammonium salt is 'aluminon'.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H14O9
Net Charge 0
Average Mass 422.34120
Monoisotopic Mass 422.06378
InChI InChI=1S/C22H14O9/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31)
InChIKey GIXWDMTZECRIJT-UHFFFAOYSA-N
SMILES OC(=O)C1=CC(C=CC1=O)=C(c1ccc(O)c(c1)C(O)=O)c1ccc(O)c(c1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): insulin-like growth factor receptor 1 antagonist
An antagonist at the insulin-like growth factor receptor 1.
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.
fluorochrome
A fluorescent dye used to stain biological specimens.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing aurintricarboxylic acid (CHEBI:87397) has role fluorochrome (CHEBI:51217)
aurintricarboxylic acid (CHEBI:87397) has role histological dye (CHEBI:77178)
aurintricarboxylic acid (CHEBI:87397) has role insulin-like growth factor receptor 1 antagonist (CHEBI:75252)
aurintricarboxylic acid (CHEBI:87397) is a monohydroxybenzoic acid (CHEBI:25389)
aurintricarboxylic acid (CHEBI:87397) is a quinomethanes (CHEBI:52404)
aurintricarboxylic acid (CHEBI:87397) is a tricarboxylic acid (CHEBI:27093)
aurintricarboxylic acid (CHEBI:87397) is conjugate acid of aurintricarboxylate (CHEBI:87396)
Incoming aurintricarboxylate (CHEBI:87396) is conjugate base of aurintricarboxylic acid (CHEBI:87397)
IUPAC Name
3,3'-[(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methylene]bis(6-hydroxybenzoic acid)
Synonyms Sources
5,5'-(3-Carboxy-4-oxocyclohexa-2,5-dienylidenemethylene)di(salicylic acid) ChEBI
Aluminon free acid ChEBI
chrome violet CG free acid ChEBI
Manual Xref Database
Aurintricarboxylic_acid Wikipedia
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Registry Numbers Types Sources
2228904 Reaxys Registry Number Reaxys
4431-00-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24430547 PubMed citation Europe PMC
25170016 PubMed citation Europe PMC
26015945 PubMed citation Europe PMC
26077682 PubMed citation Europe PMC
26079891 PubMed citation Europe PMC
Last Modified
07 August 2015