3,4-Dihydroxyphenylacetic acid

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3,4-Dihydroxyphenylacetic acid
Names
Preferred IUPAC name
(3,4-Dihydroxyphenyl)acetic acid
Other names
2-(3,4-Dihydroxyphenyl)acetic acid
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard
 100.002.750 Edit this at Wikidata
KEGG
MeSH 3,4-Dihydroxyphenylacetic+Acid
UNII
  • InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12) checkY
    Key: CFFZDZCDUFSOFZ-UHFFFAOYSA-N checkY
  • InChI=1/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
    Key: CFFZDZCDUFSOFZ-UHFFFAOYAU
  • O=C(O)Cc1cc(O)c(O)cc1
Properties
C8H8O4
Molar mass 168.148 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

3,4-Dihydroxyphenylacetic acid (DOPAC) is a

catechol-O-methyl transferase (COMT), albeit in reverse order: MAO catalyzes dopamine to DOPAC, and COMT catalyzes DOPAC to HVA; whereas COMT catalyzes dopamine to 3-MT and MAO catalyzes 3-MT to HVA. The third metabolic end-product of dopamine is norepinephrine
(noradrenaline).

DOPAC can be oxidized by

levodopa treatment of Parkinson's disease. A MAO-B inhibitor such as selegiline or rasagiline can prevent this from happening.[citation needed
]

Biodegradation of dopamine

It can also be found in the bark of Eucalyptus globulus.[1]

This product has been synthesized (52% yield) from

Arthrobacter protophormiae.[2][3]

References

  1. PMID 21761864
    .
  2. doi:10.2533/chimia.2009.327
    .
  3. ISBN 9781119991397
    .
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