CHEBI:125675 - 5-methyltryptamine

ChEBI IDCHEBI:125675
ChEBI Name5-methyltryptamine
Stars
DefinitionA member of the class of tryptamines that is tryptamine substituted by a methyl group at position 5.
Last Modified16 February 2024
DownloadsMolfile
FormulaC11H14N2
Net Charge0
Average Mass174.247
Monoisotopic Mass174.11570
SMILESCc1ccc2ncc(CCN)c2c1
InChIInChI=1S/C11H14N2/c1-8-2-3-11-10(6-8)9(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3
InChIKeyPYOUAIQXJALPKW-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Hypsizygus marmoreus (ncbitaxon:39966) mycelium (BTO:0001436) PubMed (36558049)
Inonotus obliquus (ncbitaxon:167356) - PubMed (37446570)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Application:
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
ChEBI Ontology
Outgoing Relation(s)
5-methyltryptamine (CHEBI:125675) has role fungal metabolite (CHEBI:76946)
5-methyltryptamine (CHEBI:125675) has role serotonergic agonist (CHEBI:35941)
5-methyltryptamine (CHEBI:125675) is a methylindole (CHEBI:38460)
5-methyltryptamine (CHEBI:125675) is a primary amino compound (CHEBI:50994)
5-methyltryptamine (CHEBI:125675) is a tryptamines (CHEBI:27162)
5-methyltryptamine (CHEBI:125675) is conjugate base of 5-methyltryptaminium (CHEBI:229642)
Incoming Relation(s)
5-methyltryptaminium (CHEBI:229642) is conjugate acid of 5-methyltryptamine (CHEBI:125675)
IUPAC Name 
2-(5-methyl-1H-indol-3-yl)ethanamine
Synonyms  Source
2-(5-methyl-1H-indol-3-yl)ethan-1-amineIUPAC
5-methyl-1H-indole-3-ethanamineChEBI
2-(5-methyl-1H-indol-3-yl)ethylamineChEBI
Manual XrefsDatabases
LSM-37242LINCS
Registry NumbersSources
CAS:1821-47-2NIST Chemistry WebBook
Citations