2-Methyl-5-hydroxytryptamine

2-Methyl-5-hydroxytryptamine (2-Methylserotonin, 2-Methyl-5-HT) is a tryptamine derivative closely related to the neurotransmitter serotonin which acts as a moderately selective full agonist at the 5-HT₃ receptor.^[1][2][3]

2-Methyl-5-hydroxytryptamine

Identifiers
IUPAC name 3-(2-aminoethyl)-2-methyl-1H-indol-5-ol
CAS Number	78263-90-8 N
PubChem CID	1574
IUPHAR/BPS	218
ChemSpider	1518 Y
KEGG	C13665 Y
ChEBI	CHEBI:31085 Y
ChEMBL	ChEMBL266591 Y
CompTox Dashboard (EPA)	DTXSID80228927
ECHA InfoCard	100.231.402
Chemical and physical data
Formula	C11H14N2O
Molar mass	190.246 g·mol−1
3D model (JSmol)	Interactive image
SMILES Oc1cc2c(cc1)[nH]c(c2CCN)C
InChI InChI=1S/C11H14N2O/c1-7-9(4-5-12)10-6-8(14)2-3-11(10)13-7/h2-3,6,13-14H,4-5,12H2,1H3 Y Key:WYWNEDARFVJQSG-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

See also

• 5-Carboxamidotryptamine
• 5-Methoxytryptamine
• α-Methyl-5-hydroxytryptamine

References

1. Elz S, Zimmermann H, Rehse K (1993). "Selectivity of sterically fixed tryptamine and 5-methoxytryptamine derivatives for serotonin receptor subtypes, II: Structure-activity relationships and in vitro pharmacology of N-alkyl- and N,N-dialkyl-3- indolylbicyclo-[2.2.1]-heptane-2-amines". Archiv der Pharmazie. 326 (11): 893–899. doi:10.1002/ardp.19933261110. PMID 8274071. S2CID 1671270.
2. Craig DA, Eglen RM, Walsh LK, Perkins LA, Whiting RL, Clarke DE (1990). "5-Methoxytryptamine and 2-methyl-5-hydroxytryptamine-induced desensitization as a discriminative tool for the 5-HT3 and putative 5-HT4 receptors in guinea pig ileum". Naunyn-Schmiedeberg's Arch Pharmacol. 342 (1): 9–16. doi:10.1007/bf00178965. PMID 2402303. S2CID 24743785.
3. Glennon RA, Dukat M, Westkaemper RB (2000-01-01). "Serotonin Receptor Subtypes and Ligands". American College of Neurophyscopharmacology. Archived from the original on 21 April 2008. Retrieved 2008-04-11.