3,4-Dihydroxymandelic acid

3,4-Dihydroxymandelic acid
Names

IUPAC name 2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid
Identifiers
CAS Number	775-01-9^N
3D model (Jmol)	Interactive image
ChEBI	CHEBI:27637^Y
ChemSpider	77371^Y
ECHA InfoCard	100.011.154
IUPHAR/BPS	6633
KEGG	C05580^Y
MeSH	3,4-dihydroxymandelic+acid
PubChem	85782
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
SMILES O=C(O)C(O)c1cc(O)c(O)cc1
Properties
Chemical formula	C₈H₈O₅
Molar mass	184.14612
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
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.^[2]

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.
↑ Figure 11-4 in: Rod Flower; Humphrey P. Rang; Maureen M. Dale; Ritter, James M. (2007). Rang & Dale's pharmacology. Edinburgh: Churchill Livingstone. ISBN 0-443-06911-5.

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

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