CHEBI:17189 - 2,5-dihydroxybenzoic acid

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ChEBI Name 2,5-dihydroxybenzoic acid
ChEBI ID CHEBI:17189
Definition A dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:19381, CHEBI:19382, CHEBI:11451, CHEBI:936
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Formula C7H6O4
Net Charge 0
Average Mass 154.12014
Monoisotopic Mass 154.027
InChI InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
InChIKey WXTMDXOMEHJXQO-UHFFFAOYSA-N
SMILES OC(=O)c1cc(O)ccc1O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Tremella fuciformis (NCBI:64657) See: PubMed
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): 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).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
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 2,5-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 2,5-dihydroxybenzoyl-CoA (CHEBI:90176) 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 Sources
2,5-Dihydroxybenzoate KEGG COMPOUND
2,5-dihydroxybenzoic acid ChEBI
2,5-Dihydroxybenzoic acid KEGG COMPOUND
5-hydroxysalicylic acid ChEBI
Gentisate KEGG COMPOUND
Gentisic acid KEGG COMPOUND
Hydroquinonecarboxylic acid KEGG COMPOUND
Database Links Databases
3260 DrugCentral
C00002648 KNApSAcK
C00628 KEGG COMPOUND
CPD-633 MetaCyc
Gentisic_acid Wikipedia
GTQ PDBeChem
HMDB0000152 HMDB
LSM-19031 LINCS
View more database links
Registry Numbers Types Sources
2209119 Reaxys Registry Number Reaxys
490-79-9 CAS Registry Number KEGG COMPOUND
490-79-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15862799 PubMed citation Europe PMC
18314336 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
24547933 PubMed citation Europe PMC
Last Modified
22 February 2017