CHEBI:5623 - harman

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ChEBI Name harman
ChEBI ID CHEBI:5623
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C12H10N2
Net Charge 0
Average Mass 182.22120
Monoisotopic Mass 182.084
InChI InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3
InChIKey PSFDQSOCUJVVGF-UHFFFAOYSA-N
SMILES Cc1nccc2c3ccccc3[nH]c12
Metabolite of Species Details
Symplocos setchuensis (NCBI:txid210366) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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).
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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
1-methyl-2-carboline NIST Chemistry WebBook
1-methyl-9H-β-carboline IUPAC
1-methyl-β-carboline NIST Chemistry WebBook
1-methylnorharman ChemIDplus
aribin ChemIDplus
aribine ChemIDplus
Harman KEGG COMPOUND
harmane ChemIDplus
L-methylpyridobindole NIST Chemistry WebBook
locuturin ChemIDplus
locuturine ChemIDplus
loturine ChemIDplus
passiflorin ChemIDplus
Manual Xrefs Databases
C00001736 KNApSAcK
C09209 KEGG COMPOUND
LSM-19989 LINCS
View more database links
Registry Numbers Types Sources
143898 Reaxys Registry Number Reaxys
143898 Beilstein Registry Number ChemIDplus
486-84-0 CAS Registry Number NIST Chemistry WebBook
486-84-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11473435 PubMed citation Europe PMC
19645722 PubMed citation Europe PMC
20732341 PubMed citation Europe PMC
22757671 PubMed citation Europe PMC
22981972 PubMed citation Europe PMC
23544153 PubMed citation Europe PMC
24103378 PubMed citation Europe PMC
24300779 PubMed citation Europe PMC
24486683 PubMed citation Europe PMC
Last Modified
25 February 2016