CHEBI:28121 - harmine

ChEBI IDCHEBI:28121
ChEBI Nameharmine
Stars
DefinitionA harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7.
Secondary ChEBI IDsCHEBI:5624, CHEBI:24477
Last Modified17 October 2023
DownloadsMolfile
FormulaC13H12N2O
Net Charge0
Average Mass212.252
Monoisotopic Mass212.09496
SMILESCOc1ccc2c(c1)nc1c(C)nccc12
InChIInChI=1S/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H3
InChIKeyBXNJHAXVSOCGBA-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Symplocos setchuensis (ncbitaxon:210366) stem (BTO:0001300) PubMed (11473435)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
EC 1.4.3.4 (monoamine oxidase) inhibitor  An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
harmine (CHEBI:28121) has parent hydride harman (CHEBI:5623)
harmine (CHEBI:28121) has role anti-HIV agent (CHEBI:64946)
harmine (CHEBI:28121) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623)
harmine (CHEBI:28121) has role metabolite (CHEBI:25212)
harmine (CHEBI:28121) is a harmala alkaloid (CHEBI:61379)
Incoming Relation(s)
N-butylharmine (CHEBI:66002) has functional parent harmine (CHEBI:28121)
N-ethylharmine (CHEBI:66003) has functional parent harmine (CHEBI:28121)
N2-methylharmine (CHEBI:66005) has functional parent harmine (CHEBI:28121)
6-bromoharmine (CHEBI:72481) has functional parent harmine (CHEBI:28121)
harmine-d3 (CHEBI:195234) has functional parent harmine (CHEBI:28121)
IUPAC Name 
7-methoxy-1-methyl-9H-pyrido[3,4-b]indole
Synonyms  Source
HarmineKEGG COMPOUND
6-MethoxyharmanChemIDplus
TelepathineChemIDplus
LeucoharmineChemIDplus
YajeineChemIDplus
7-methoxy-1-methyl-9H-β-carbolineIUPAC
Manual XrefsDatabases
C06538KEGG COMPOUND
HarmineWikipedia
DB07919DrugBank
C00001737KNApSAcK
HRMPDBeChem
LSM-5451LINCS
Registry NumbersSources
Reaxys:178813Reaxys
CAS:442-51-3KEGG COMPOUND
CAS:442-51-3ChemIDplus
CAS:442-51-3NIST Chemistry WebBook
Citations