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CHEBI:87397 - aurintricarboxylic acid

Default Structure
ChEBI IDCHEBI:87397
ChEBI Nameaurintricarboxylic acid
Stars
DefinitionA 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'.
Last Modified7 August 2015
SubmitterSteve
DownloadsMolfile
FormulaC22H14O9
Net Charge0
Average Mass422.345
Monoisotopic Mass422.06378
SMILESO=C(O)C1=CC(=C(c2ccc(O)c(C(=O)O)c2)c2ccc(O)c(C(=O)O)c2)C=CC1=O
InChIInChI=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)
InChIKeyGIXWDMTZECRIJT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
insulin-like growth factor receptor 1 antagonist  An antagonist at the insulin-like growth factor receptor 1.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
5,5'-(3-Carboxy-4-oxocyclohexa-2,5-dienylidenemethylene)di(salicylic acid)ChEBI
Aluminon free acidChEBI
chrome violet CG free acidChEBI
Manual XrefsDatabases
Aurintricarboxylic_acidWikipedia
Registry NumbersSources
Reaxys:2228904Reaxys
CAS:4431-00-9ChemIDplus
Citations