Gentisic acid

Gentisic acid is a dihydroxybenzoic acid. It is a derivative of benzoic acid and a minor (1%) product of the metabolic break down of aspirin, excreted by the kidneys.

Gentisic acid
Names
Preferred IUPAC name
2,5-Dihydroxybenzoic acid
Other names
DHB
5-Hydroxysalicylic acid
Gentianic acid
Carboxyhydroquinone
2,5-Dioxybenzoic Acid
Hydroquinonecarboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.017
KEGG
PubChem CID
UNII
  • InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11) Y
    Key: WXTMDXOMEHJXQO-UHFFFAOYSA-N Y
  • InChI=1/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
    Key: WXTMDXOMEHJXQO-UHFFFAOYAO
SMILES
  • O=C(O)c1cc(O)ccc1O
Properties
C7H6O4
Molar mass 154.12 g/mol
Appearance white to yellow powder
Melting point 204 °C (399 °F; 477 K)
Acidity (pKa) 2.97
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

It is also found in the African tree Alchornea cordifolia and in wine.

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