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3,4-Dihydroxymandelic acid

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3,4-Dihydroxymandelic acid
Names

Preferred IUPAC name (3,4-Dihydroxyphenyl)(hydroxy)acetic acid
Other names 2-(3,4-Dihydroxyphenyl)-2-hydroxyacetic acid
Identifiers
CAS Number	775-01-9^N
3D model (JSmol)	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 CID	85782
UNII	WDP6VCX5T6^Y
CompTox Dashboard(EPA)	DTXSID30862411
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 theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

3,4-Dihydroxymandelic acid (DHMA,DOMA) is ametabolite ofnorepinephrine.^[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.Bibcode:2002JAFC...50.5897L.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 978-0-443-06911-6.

Dopamine	3,4-Dihydroxyphenylacetaldehyde (DOPAL) 3,4-Dihydroxyphenylacetic acid (DOPAC) Homovanillyl alcohol Hydroxytyrosol (3,4-dihydroxyphenylethanol; DOPET) 3-Methoxytyramine (3-MT) Homovanillic acid (HVA)
Norepinephrine	3,4-Dihydroxyphenylglycolaldehyde (DOPEGAL, DHMAL) 3,4-Dihydroxymandelic acid (DHMA) Normetanephrine 3-Methoxy-4-hydroxymandelaldehyde (MHMAL) Vanillylmandelic acid (VMA) 3,4-Dihydroxyphenylethylene glycol (DOPEG, DHPG) 3-Methoxy-4-hydroxyphenylglycol (MHPG, MOPEG)
Epinephrine	3,4-Dihydroxyphenylglycolaldehyde (DOPEGAL, DHMAL) Metanephrine 3-Methoxy-4-hydroxymandelaldehyde (MHMAL)

Anabolism	Tryptophan 5-Hydroxytryptophan (5-HTP)
Catabolism	5-Hydroxyindoleacetaldehyde (5-HIAL) 5-Hydroxyindoleacetic acid (5-HIAA) 5-Hydroxytryptophol (5-HTOL)

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