3,4-Dihydroxymandelic acid

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3,4-Dihydroxymandelic acid

IUPAC name 2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid
Identifiers
CAS number	775-01-9^N
PubChem	85782
ChemSpider	77371^Y
KEGG	C05580^Y
MeSH	3,4-dihydroxymandelic+acid
ChEBI	CHEBI:27637^Y
Jmol-3D images	Image 1
SMILES O=C(O)C(O)c1cc(O)c(O)cc1
InChI InChI=1S/C8H8O5/c9-5-2-1-4(3-6(5)10)7(11)8(12)13/h1-3,7,9-11H,(H,12,13)^Y Key: RGHMISIYKIHAJW-UHFFFAOYSA-N^Y InChI=1/C8H8O5/c9-5-2-1-4(3-6(5)10)7(11)8(12)13/h1-3,7,9-11H,(H,12,13) Key: RGHMISIYKIHAJW-UHFFFAOYAB
Properties
Molecular formula	C₈H₈O₅
Molar mass	184.14612
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

3,4-Dihydroxymandelic acid (DHMA, DOMA) is a metabolite of norepinephrine.^[1]

Norepinephrine degradation. 3,4-Dihydroxymandelic acid is shown at right. Enzymes are shown in boxes. ^[1]

References

↑ Ley JP, Engelhart K, Bernhardt J, Bertram HJ (October 2002). "3,4-Dihydroxymandelic acid, a noradrenalin metabolite with powerful antioxidative potential". J. Agric. Food Chem. 50 (21): 5897–902. doi:10.1021/jf025667e. PMID 12358456.

Catabolism/
metabolites

dopamine:	DOPAL DOPAC MOPET Hydroxytyrosol 3-Methoxytyramine Homovanillic acid

norepinephrine:	3,4-Dihydroxymandelic acid Normetanephrine Vanillylmandelic acid 3-Methoxy-4-hydroxyphenylglycol Dihydroxyphenylethylene glycol

epinephrine:	Metanephrine

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

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