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CHEBI:17189 - 2,5-dihydroxybenzoic acid

ChEBI IDCHEBI:17189
ChEBI Name2,5-dihydroxybenzoic acid
Stars
DefinitionA dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions.
Secondary ChEBI IDsCHEBI:936, CHEBI:11451, CHEBI:19381, CHEBI:19382
Last Modified19 June 2020
DownloadsMolfile
FormulaC7H6O4
Net Charge0
Average Mass154.121
Monoisotopic Mass154.02661
SMILESO=C(O)c1cc(O)ccc1O
InChIInChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
InChIKeyWXTMDXOMEHJXQO-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Tremella fuciformis (ncbitaxon:64657) - PubMed (24547933)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor  A lipoxygenase inhibitor that interferes with the action of arachidonate 15-lipoxygenase (EC 1.13.11.33).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:
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).
ChEBI Ontology
Outgoing Relation(s)
2,5-dihydroxybenzoic acid (CHEBI:17189) has functional parent benzoic acid (CHEBI:30746)
2,5-dihydroxybenzoic acid (CHEBI:17189) has role EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor (CHEBI:64996)
2,5-dihydroxybenzoic acid (CHEBI:17189) has role fungal metabolite (CHEBI:76946)
2,5-dihydroxybenzoic acid (CHEBI:17189) has role human metabolite (CHEBI:77746)
2,5-dihydroxybenzoic acid (CHEBI:17189) has role MALDI matrix material (CHEBI:64345)
2,5-dihydroxybenzoic acid (CHEBI:17189) has role mouse metabolite (CHEBI:75771)
2,5-dihydroxybenzoic acid (CHEBI:17189) is a dihydroxybenzoic acid (CHEBI:23778)
2,5-dihydroxybenzoic acid (CHEBI:17189) is conjugate acid of 2,5-dihydroxybenzoate (CHEBI:58044)
Incoming Relation(s)
2,5-dihydroxybenzoic acid 2-O-β-D-glucoside (CHEBI:136922) has functional parent 2,5-dihydroxybenzoic acid (CHEBI:17189)
2,5-dihydroxybenzoic acid 5-O-β-D-glucoside (CHEBI:136772) has functional parent 2,5-dihydroxybenzoic acid (CHEBI:17189)
2,5-dihydroxybenzoyl-CoA (CHEBI:90176) has functional parent 2,5-dihydroxybenzoic acid (CHEBI:17189)
benzyl 2,5-dihydroxybenzoate (CHEBI:155896) has functional parent 2,5-dihydroxybenzoic acid (CHEBI:17189)
mygalin (CHEBI:64901) has functional parent 2,5-dihydroxybenzoic acid (CHEBI:17189)
2,5-dihydroxybenzoate (CHEBI:58044) is conjugate base of 2,5-dihydroxybenzoic acid (CHEBI:17189)
IUPAC Name 
2,5-dihydroxybenzoic acid
Synonyms  Source
2,5-DihydroxybenzoateKEGG COMPOUND
Gentisic acidKEGG COMPOUND
Hydroquinonecarboxylic acidKEGG COMPOUND
GentisateKEGG COMPOUND
5-hydroxysalicylic acidChEBI
2,5-dihydroxybenzoic acidChEBI
Manual XrefsDatabases
C00628KEGG COMPOUND
Gentisic_acidWikipedia
GTQPDBeChem
HMDB0000152HMDB
CPD-633MetaCyc
C00002648KNApSAcK
LSM-19031LINCS
3260DrugCentral
Registry NumbersSources
Reaxys:2209119Reaxys
CAS:490-79-9KEGG COMPOUND
CAS:490-79-9ChemIDplus
Citations