3,5-Dihydroxybenzoic acid

3,5-Dihydroxybenzoic acid
Names

IUPAC name 3,5-dihydroxybenzoic acid
Other names alpha-Resorcylic acid
Identifiers
CAS Number	99-10-5^Y=
3D model (Jmol)	Interactive image
ChEMBL	ChEMBL95308^Y
ChemSpider	7146^Y
ECHA InfoCard	100.002.482
IUPHAR/BPS	5783
PubChem	7424
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	154.12 g/mol
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

3,5-Dihydroxybenzoic acid (α-resorcylic acid) is a dihydroxybenzoic acid. It is a metabolite of alkylresorcinols, first identified in human urine^[1] and can be quantified in urine^[2] and plasma,^[3] and may be an alternative, equivalent biomarker of whole grain wheat intake.^[4]

References

↑ Ross, A. B.; Åman, P.; Kamal-Eldin, A. (2004). "Identification of cereal alkylresorcinol metabolites in human urine—potential biomarkers of wholegrain wheat and rye intake". Journal of Chromatography B. 809 (1): 125–130. doi:10.1016/j.jchromb.2004.06.015. PMID 15282102.
↑ Koskela, A.; Linko-Parvinen, A. -M.; Hiisivuori, P.; Samaletdin, A.; Kamal-Eldin, A.; Tikkanen, M. J.; Adlercreutz, H. (2007). "Quantification of Alkylresorcinol Metabolites in Urine by HPLC with Coulometric Electrode Array Detection". Clinical Chemistry. 53 (7): 1380–1383. doi:10.1373/clinchem.2006.084764. PMID 17495018.
↑ Koskela, A.; Samaletdin, A.; Aubertin-Leheudre, M. N.; Adlercreutz, H. (2008). "Quantification of Alkylresorcinol Metabolites in Plasma by High-Performance Liquid Chromatography with Coulometric Electrode Array Detection". Journal of Agricultural and Food Chemistry. 56 (17): 7678–7681. doi:10.1021/jf801252s. PMID 18690683.
↑ Aubertin-Leheudre, M.; Koskela, A.; Marjamaa, A.; Adlercreutz, H. (2008). "Plasma Alkylresorcinols and Urinary Alkylresorcinol Metabolites as Biomarkers of Cereal Fiber Intake in Finnish Women". Cancer Epidemiology Biomarkers & Prevention. 17 (9): 2244–2248. doi:10.1158/1055-9965.EPI-08-0215. PMID 18768490.

Phenolic acids (C6-C1) and their glycosides

Monohydroxybenzoic acids

Glycosides	p-Hydroxybenzoic acid glucoside

Acetylated	Methylparaben (Methyl p-hydroxybenzoic acid)

Dihydroxybenzoic acids

2,3-Dihydroxybenzoic acid (Hypogallic acid)
2,4-Dihydroxybenzoic acid
2,5-Dihydroxybenzoic acid (Gentisic acid)
2,6-Dihydroxybenzoic acid
3,4-Dihydroxybenzoic acid (Protocatechuic acid)
3,5-Dihydroxybenzoic acid

Acetylated	Ethyl protocatechuate Orsellinic acid

Trihydroxybenzoic acids

Glycosides	Bergenin Norbergenin Theogallin Chebulic acid

Acetylated	Ethyl gallate Eudesmic acid Methyl gallate Syringic acid

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