5-Methoxytryptamine

5-Methoxytryptamine
Clinical data
Other names	5-MT; Mexamine
Drug class	Serotonin receptor agonist
Identifiers
	IUPAC name 2-(5-Methoxy-1H-indol-3-yl)ethanamine;
CAS Number	608-07-1 ;
PubChem CID	1833;
IUPHAR/BPS	107;
ChemSpider	1767 ;
UNII	3VMW6141KC;
KEGG	C05659 ;
ChEBI	CHEBI:2089 ;
ChEMBL	ChEMBL8165 ;
CompTox Dashboard (EPA)	DTXSID60209638 ;
ECHA InfoCard	100.009.231
Chemical and physical data
Formula	C11H14N2O
Molar mass	190.246 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O(c1cc2c(cc1)[nH]cc2CCN)C;
	InChI InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3 ; Key:JTEJPPKMYBDEMY-UHFFFAOYSA-N ;
	(verify)

5-Methoxytryptamine (5-MT), also known as mexamine, is a tryptamine derivative closely related to the neurotransmitters serotonin and melatonin. 5-MT has been shown to occur naturally in the body in low levels.^[1] It is formed via the deacetylation of melatonin in the pineal gland.^[1]

^ ^a ^b Galzin AM, Eon MT, Esnaud H, Lee CR, Pévet P, Langer SZ (1988). "Day-night rhythm of 5-methoxytryptamine biosynthesis in the pineal gland of the golden hamster (Mesocricetus auratus)". J. Endocrinol. 118 (3): 389–397. doi:10.1677/joe.0.1180389. PMID 2460575.