3-Methoxytyramine

Source: Wikipedia, the free encyclopedia.
3-Methoxytyramine
Skeletal formula of 3-methoxytyramine
Ball-and-stick model of the 3-methoxytyramine molecule
Names
Preferred IUPAC name
4-(2-Aminoethyl)-2-methoxyphenol
Other names
3-O-Methyldopamine
Identifiers
3D model (
JSmol
)
ChEBI
ChemSpider
ECHA InfoCard
100.122.789 Edit this at Wikidata
IUPHAR/BPS
MeSH 3-methoxytyramine
UNII
  • InChI=1S/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3 ☒N
    Key: DIVQKHQLANKJQO-UHFFFAOYSA-N ☒N
  • InChI=1/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3
    Key: DIVQKHQLANKJQO-UHFFFAOYAB
  • COc1cc(ccc1O)CCN
Properties
C9H13NO2
Molar mass 167.21 g/mol
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-Methoxytyramine (3-MT), also known as 3-methoxy-4-hydroxyphenethylamine, is a human

catechol-O-methyl transferase (COMT). 3-MT can be further metabolized by the enzyme monoamine oxidase (MAO) to form homovanillic acid
(HVA), which is then typically excreted in the urine.

Originally thought to be physiologically inactive, 3-MT has recently been shown to act as an agonist of human TAAR1.[1][2]

Occurrence

3-Methoxytyramine occurs naturally in the

crown gall tumors on Nicotiana sp.[5]

In humans, 3-methoxytyramine is a trace amine that occurs as a metabolite of dopamine.[1]

See also

References