CHEBI:64341 - 2-(4-hydroxyphenylazo)benzoic acid

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ChEBI Name 2-(4-hydroxyphenylazo)benzoic acid
ChEBI ID CHEBI:64341
Definition An azo compound that is azobenzene in which one phenyl group is substituted at position 4 by a hydroxy group, while the other phenyl group is substituted at position 2 by a carboxy group. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Gerhard Mayer
Supplier Information
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Formula C13H10N2O3
Net Charge 0
Average Mass 242.23010
Monoisotopic Mass 242.06914
InChI InChI=1S/C13H10N2O3/c16-10-7-5-9(6-8-10)14-15-12-4-2-1-3-11(12)13(17)18/h1-8,16H,(H,17,18)/b15-14+
InChIKey DWQOTEPNRWVUDA-CCEZHUSRSA-N
SMILES Oc1ccc(cc1)\N=N\c1ccccc1C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Application(s): MALDI matrix material
A compound used to form the matrix for MALDI (matrix-assisted laser desorption/ionization) mass spectrometry. MALDI matrix materials are crystalline compounds with a fairly low molecular weight, so as to allow facile vaporization, have strong absorption at UV or IR wavelengths (to rapidly and efficiently absorb laser irradiation), generally contain polar groups (enabling them to be used in aqueous solutions) and are frequently acidic (so assisting ionisation of the compound being studied, which is contained within the matrix material).
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ChEBI Ontology
Outgoing 2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) has functional parent azobenzene (CHEBI:190358)
2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) has role MALDI matrix material (CHEBI:64345)
2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) is a azo compound (CHEBI:37533)
2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) is a monocarboxylic acid (CHEBI:25384)
2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) is a phenols (CHEBI:33853)
IUPAC Name
2-[(4-hydroxyphenyl)diazenyl]benzoic acid
Synonyms Sources
2-((4'-HYDROXYPHENYL)-AZO)BENZOIC ACID DrugBank
2-(4'-hydroxyphenylazo)benzoic acid ChEBI
2-(p-hydroxyphenylazo)benzoic acid ChemIDplus
HABA ChemIDplus
HBABA ChEBI
o-(p-hydroxyphenylazo)benzoic acid ChemIDplus
Manual Xrefs Databases
DB07880 DrugBank
HAB PDBeChem
View more database links
Registry Numbers Types Sources
1634-82-8 CAS Registry Number ChemIDplus
1842696 Reaxys Registry Number Reaxys
1842697 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14715887 PubMed citation Europe PMC
19858171 PubMed citation Europe PMC
3925116 PubMed citation Europe PMC
Last Modified
04 April 2012
General Comment
2012-04-04 MALDI matrix solution [PubChem_Compound:5357439]