Homovanillic acid

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Structural formula
Structural formula of homovanillic acid
General
Surname Homovanillic acid
other names

4-hydroxy-3-methoxyphenylacetic acid

Molecular formula C 9 H 10 O 4
Brief description

yellow-brown powder

External identifiers / databases
CAS number 306-08-1
EC number 206-176-7
ECHA InfoCard 100.005.616
PubChem 1738
ChemSpider 1675
Wikidata Q903566
properties
Molar mass 182.17 g mol −1
Physical state

firmly

Melting point

142-145 ° C

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Homovanillic acid (HVS, engl .: HVA = homovanillic acid) is the degradation product of dopamine . This is converted into 3-methoxytyramine and finally into homovanillic acid via several intermediate stages . Three enzymes are involved in the conversion : monoamine oxidase (MAO), catechol-O-methyltransferase (COMT) and aldehyde dehydrogenase .

Homovanillic acid can serve as a tumor marker in neuroblastoma as well as in malignant pheochromocytoma . The quantitative determination in urine samples can be carried out together with other metabolites of biogenic amines by gas chromatography after extraction and pre-separation by lipophilic gel chromatography .

Individual evidence

  1. a b c d Data sheet Homovanillic acid, 98 +% from AlfaAesar, accessed on December 7, 2019 ( PDF )(JavaScript required) .
  2. HU Melchert, H. Hoffmeister: Determination of the urinary metabolites hydroxyindole-acetic acid, vanillyl mandelic acid and homovanillic acid by means of lipophilic gel chromatography and gas chromatography. In: J Clin Chem Clin Biochem. Volume 15, No. 2, Feb 1977, pp. 81-87. PMID 845547 .