3,5-Dihydroxybenzoic acid

3,5-Dihydroxybenzoic acid (α-resorcylic acid) is a dihydroxybenzoic acid. It is a colorless solid.

3,5-Dihydroxybenzoic acid

Chemical structure of 3,5-dihydroxybenzoic acid
Names
Preferred IUPAC name 3,5-Dihydroxybenzoic acid
Other names α-Resorcylic acid
Identifiers
CAS Number	99-10-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:39912
ChEMBL	ChEMBL95308 Y
ChemSpider	7146 Y
ECHA InfoCard	100.002.482
EC Number	202-730-7
IUPHAR/BPS	5783
PubChem CID	7424
UNII	2WC5LMO6L1 Y
CompTox Dashboard (EPA)	DTXSID8059184
InChI InChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11) Y Key: UYEMGAFJOZZIFP-UHFFFAOYSA-N Y
SMILES C1=C(C=C(C=C1O)O)C(=O)O
Properties
Chemical formula	C7H6O4
Molar mass	154.121 g·mol−1
Melting point	235.3 °C (455.5 °F; 508.4 K)[1]
Acidity (pKa)	4.04[2]
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Related compounds
Related compounds	Gallic acid; 4-Hydroxybenzoic acid; Phloroglucinol
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

Preparation and occurrence

It is prepared by disulfonation of benzoic acid followed by hydrolysis of the disulfonate.^[3]

It is a metabolite of alkylresorcinols, first identified in human urine^[4] and can be quantified in urine^[5] and plasma,^[6] and may be an alternative, equivalent biomarker of whole grain wheat intake.^[7]