CHEBI:28121 - harmine

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ChEBI Name harmine
ChEBI ID CHEBI:28121
Definition A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:5624, CHEBI:24477
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Formulae C13H12N2O
C13H12N2O
Net Charge 0
Average Mass 212.24720
Monoisotopic Mass 212.095
InChI InChI=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
InChIKey BXNJHAXVSOCGBA-UHFFFAOYSA-N
SMILES COc1ccc2c(c1)[nH]c1c(C)nccc21
Metabolite of Species Details
Symplocos setchuensis (NCBI:210366) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): 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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 6-bromoharmine (CHEBI:72481) has functional parent harmine (CHEBI:28121)
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)
IUPAC Name
7-methoxy-1-methyl-9H-pyrido[3,4-b]indole
Synonyms Sources
6-Methoxyharman ChemIDplus
7-methoxy-1-methyl-9H-β-carboline IUPAC
Banisterine ChemIDplus
Harmine KEGG COMPOUND
Leucoharmine ChemIDplus
Telepathine ChemIDplus
Yageine ChemIDplus
Yajeine ChemIDplus
Database Links Databases
C00001737 KNApSAcK
C06538 KEGG COMPOUND
DB07919 DrugBank
Harmine Wikipedia
HRM PDBeChem
LSM-5451 LINCS
View more database links
Registry Numbers Types Sources
178813 Beilstein Registry Number ChemIDplus
178813 Reaxys Registry Number Reaxys
442-51-3 CAS Registry Number KEGG COMPOUND
442-51-3 CAS Registry Number ChemIDplus
442-51-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
11473435 PubMed citation Europe PMC
22877698 PubMed citation Europe PMC
Last Modified
25 February 2016