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3,4-Dihydroxymandelic acid

3,4-Dihydroxymandelic acid
Names
Preferred IUPAC name

(3,4-Dihydroxyphenyl)(hydroxy)acetic acid

Other names

2-(3,4-Dihydroxyphenyl)-2-hydroxyacetic acid

Identifiers

3D model (JSmol)

ChEBI
ChemSpider
ECHA InfoCard 100.011.154 Edit this at Wikidata
KEGG
MeSH 3,4-dihydroxymandelic+acid

PubChem CID

UNII

  • 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) checkY

    Key: RGHMISIYKIHAJW-UHFFFAOYSA-N checkY

  • 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

  • O=C(O)C(O)c1cc(O)c(O)cc1

Properties
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).

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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]
  1. ^ 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.
  2. ^ Figure 11-4 in: Rod Flower; Humphrey P. Rang; Maureen M. Dale; Ritter, James M. (2007). Rang & Dale's pharmacology. Edinburgh: Churchill Livingstone. ISBN 978-0-443-06911-6.

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