5-Methoxytryptamine (BioCAD00000004873)

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Metabolite Card

Formula: C11H14N2O (190.1106)
SMILES: COC1=CC2=C(NC=C2CCN)C=C1

Synonyms [en]

5-Methoxytryptamine; 5-MeOT; 2-(5-Methoxy-1H-indol-3-yl)ethanamine; Mexamine; 3-(2-Aminoethyl)-5-methoxyindole; 5-Mot

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

5-Methoxytryptamine. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000004873). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

5-Methoxytryptamine, also known as mexamine or 5-MT, belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine. 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. 5-Methoxytryptamine exists in all living organisms, ranging from bacteria to humans. Its affinity for the 5-HT5A receptor is unknown. It has no affinity for the 5-HT3 receptor and is affinity for the 5-HT1E receptor is very weak in comparison to the other 5-HT1 receptors. 5-MT has been shown to occur naturally in the body in low levels.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 608-07-1
  • PubChem: 1833
  • ChEBI: ChEBI:2089
  • HMDB: HMDB0004095
  • HMDB: HMDB04095
  • KEGG: C05659
  • NCBI MeSH: 5-Methoxytryptamine
  • Wikipedia: 5-methoxytryptamine
  • RefMet: RM0136257
  • MoNA: Bruker_HCD_library001609
  • MoNA: CCMSLIB00000079068
  • MoNA: FiehnHILIC000129
  • MoNA: FiehnHILIC001708
  • MoNA: FiehnLib000676
  • MoNA: FiehnLib000677
  • MoNA: HMDB0004095_c_ms_1847
  • MoNA: HMDB0004095_c_ms_1981
  • MoNA: HMDB0004095_ms_ms_2361
  • MoNA: HMDB0004095_ms_ms_2362
  • MoNA: HMDB0004095_ms_ms_2363
  • MoNA: KO001379
  • MoNA: KO001380
  • MoNA: KO001381
  • MoNA: KO001382
  • MoNA: KO001383
  • MoNA: KO003402
  • MoNA: KO003403
  • MoNA: KO003404
  • MoNA: KO003405
  • MoNA: KO003406
  • MoNA: MoNA035060
  • MoNA: MoNA035062
  • MoNA: MoNA035064
  • MoNA: MoNA038166
  • MoNA: VF-NPL-LTQ000136
  • MoNA: VF-NPL-QEHF000319
  • MoNA: VF-NPL-QEHF000320
  • MoNA: VF-NPL-QEHF000321
  • MoNA: VF-NPL-QEHF000322
  • MoNA: VF-NPL-QEHF000323
  • MoNA: VF-NPL-QEHF000324
  • MoNA: VF-NPL-QTOF004607
  • MoNA: VF-NPL-QTOF004608
  • MoNA: VF-NPL-QTOF004609
  • Metlin: METLIN_7015
  • Coconut NaturalProduct: CNP0333514.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02912 2.1.1.- serotonin O-methyltransferase
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]
  2. Mus musculus [ncbi taxid: 10090]

Pathway Synthetic

pathway id name
BioCyc:HUMAN_PWY66-401 superpathway of tryptophan utilization
BioCyc:HUMAN_PWY-6402 superpathway of melatonin degradation
BioCyc:META_PWY-6399 melatonin degradation II
BioCyc:HUMAN_PWY-6399 melatonin degradation II
BioCyc:META_PWY-6402 superpathway of melatonin degradation
WikiPathways:WP3298 Melatonin metabolism and effects
WikiPathways:WP79 Tryptophan metabolism
View All Pathways