5-Methoxytryptamine

5-Methoxytryptamine
Identifiers

IUPAC name 2-(5-Methoxy-1H-indol-3-yl)ethanamine
CAS Number	608-07-1^Y
PubChem (CID)	1833
IUPHAR/BPS	107
ChemSpider	1767^Y
KEGG	C05659^Y
ChEBI	CHEBI:2089^Y
ChEMBL	CHEMBL8165^Y
ECHA InfoCard	100.009.231
Chemical and physical data
Formula	C₁₁H₁₄N₂O
Molar mass	190.242 g/mol
3D model (Jmol)	Interactive image
SMILES O(c1cc2c(cc1)ncc2CCN)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^Y Key:JTEJPPKMYBDEMY-UHFFFAOYSA-N^Y

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. It is biosynthesized via the deacetylation of melatonin in the pineal gland.

5-MT acts as a full agonist at the 5-HT₁, 5-HT₂, 5-HT₄, 5-HT₆, and 5-HT₇ receptors. It has no affinity for the 5-HT₃ receptor and it should also be noted that its affinity for the 5-HT_1E receptor is very weak in comparison to the other 5-HT₁ receptors. Its affinity for the 5-HT_5A receptor is unknown.

Measured affinity for some receptors (not a complete list):

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