2,5-dihydroxybenzoic acid (CHEBI:17189)

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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

Average Mass

154.12014

Monoisotopic Mass

154.02661

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:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Tremella fuciformis (NCBI:txid64657)	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).

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-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	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

Last Modified

19 June 2020