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CHEBI:5623 - harman

Default Structure
ChEBI IDCHEBI:5623
ChEBI Nameharman
Stars
DefinitionAn indole alkaloid fundamental parent with a structure of 9H-β-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.
Last Modified25 February 2016
DownloadsMolfile
FormulaC12H10N2
Net Charge0
Average Mass182.226
Monoisotopic Mass182.08440
SMILESCc1nccc2c1nc1ccccc12
InChIInChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3
InChIKeyPSFDQSOCUJVVGF-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Symplocos setchuensis (ncbitaxon:210366) stem (BTO:0001300) PubMed (11473435)
Roles Classification
Biological Roles:
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).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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)
harman (CHEBI:5623) has role anti-HIV agent (CHEBI:64946)
harman (CHEBI:5623) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623)
harman (CHEBI:5623) has role plant metabolite (CHEBI:76924)
harman (CHEBI:5623) is a harmala alkaloid (CHEBI:61379)
harman (CHEBI:5623) is a indole alkaloid (CHEBI:38958)
harman (CHEBI:5623) is a indole alkaloid fundamental parent (CHEBI:38482)
Incoming Relation(s)
harmaline (CHEBI:28172) has parent hydride harman (CHEBI:5623)
harmalol (CHEBI:27943) has parent hydride harman (CHEBI:5623)
harmine (CHEBI:28121) has parent hydride harman (CHEBI:5623)
IUPAC Name 
1-methyl-9H-pyrido[3,4-b]indole
Synonyms  Source
1-methyl-2-carbolineNIST Chemistry WebBook
1-methyl-9H-β-carbolineIUPAC
1-methylnorharmanChemIDplus
1-methyl-β-carbolineNIST Chemistry WebBook
aribinChemIDplus
aribineChemIDplus
Manual XrefsDatabases
C00001736KNApSAcK
C09209KEGG COMPOUND
LSM-19989LINCS
Registry NumbersSources
Reaxys:143898Reaxys
CAS:486-84-0NIST Chemistry WebBook
CAS:486-84-0ChemIDplus
CAS:486-84-0KEGG COMPOUND
Citations