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> Main
CHEBI:28121 - harmine
Main
ChEBI Ontology
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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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Formula
C13H12N2O
Net Charge
0
Average Mass
212.24720
Monoisotopic Mass
212.09496
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:txid210366)
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-NH
2
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
)
N
2
-methylharmine (
CHEBI:66005
)
has functional parent
harmine (
CHEBI:28121
)
harmine-d
3
(
CHEBI:195234
)
has functional parent
harmine (
CHEBI:28121
)
IUPAC Name
7-methoxy-1-methyl-9
H
-pyrido[3,4-
b
]indole
Synonyms
Sources
6-Methoxyharman
ChemIDplus
7-methoxy-1-methyl-9
H
-β-carboline
IUPAC
Banisterine
ChemIDplus
Harmine
KEGG COMPOUND
Leucoharmine
ChemIDplus
Telepathine
ChemIDplus
Yageine
ChemIDplus
Yajeine
ChemIDplus
Manual Xrefs
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
Types
Sources
11473435
PubMed citation
Europe PMC
22877698
PubMed citation
Europe PMC
Last Modified
17 October 2023