3-methoxytyramine

3-Methoxytyramine
Names


IUPAC name 4-(2-aminoethyl)-2-methoxyphenol
Other names 3-O-methyldopamine
Identifiers
CAS Number	554-52-9^N
3D model (Jmol)	Interactive image
ChemSpider	1606^N
ECHA InfoCard	100.122.789
IUPHAR/BPS	6642
MeSH	3-methoxytyramine
PubChem CID	1669
InChI 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
SMILES COc1cc(ccc1O)CCN
Properties
Chemical formula	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 (what is ^YN ?)
Infobox references

3-Methoxytyramine (3-MT), also known as 3-methoxy-4-hydroxyphenethylamine, is a human trace amine that occurs as a metabolite of the neurotransmitter dopamine. It is formed by the introduction of a methyl group to dopamine by the enzyme 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.

3-Methoxytyramine occurs naturally in the prickly pear cactus (genus Opuntia), and is in general widespread throughout the Cactaceae. It has also been found in crown gall tumors on Nicotiana sp.

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

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