meta-Tyramine

*meta*-Tyramine
	File:Meta-Tyramine.svg
	Meta-Tyramine ball and stick model
Names
	Preferred IUPAC name 3-(2-Aminoethyl)phenol
	Other names m-Tyramine; 3-Tyramine; 3-Hydroxyphenethylamine; 3-Hydroxyphenylethylamine; 3-OH-PEA
Identifiers
CAS Number	588-05-6 check;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:89626;
ChemSpider	11008;
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
PubChem CID	11492;
UNII	K1OA38R0EZ check;
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).;
	InChI InChI=1S/C8H11NO/c9-5-4-7-2-1-3-8(10)6-7/h1-3,6,10H,4-5,9H2;
	SMILES Oc1cc(ccc1)CCN;
Properties
Chemical formula	C8H11NO
Molar mass	137.182 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

meta-Tyramine, also known as m-tyramine and 3-tyramine, as well as 3-hydroxyphenethylamine, is an endogenous trace amine neuromodulator and a structural analog of phenethylamine.^[1]^[2]^[3] It is a positional isomer of para-tyramine, and similarly to it, has effects on the adrenergic and dopaminergic systems.^[4]^[5]

meta-Tyramine is produced in humans via aromatic amino acid decarboxylase-mediated metabolism of meta-tyrosine.^[6] meta-Tyramine can be metabolized into dopamine via peripheral or brain CYP2D6 enzymes in humans.^[7]

References

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Reaction diagram
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