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β-carboline (CHEBI:109895)

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ChEBI Name β-carboline
ChEBI ID CHEBI:109895
ChEBI ASCII Name beta-carboline
Definition The parent compound of the β-carbolines, a tricyclic structure comprising an indole ring system ortho- fused to C-3 and C-4 of a pyridine ring.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
See structure as:  Image  Applet
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Formula Source
C11H8N2 ChEBI
Net Charge 0
Average Mass 168.19460
InChI
InChI=1S/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H
InChIKey
AIFRHYZBTHREPW-UHFFFAOYSA-N
SMILES
c1ccc2c(c1)[nH]c1cnccc21
Metabolite of Species Source
Isolated from Homo sapiens (NCBI:9606) DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing β-carboline (CHEBI:109895) has role human metabolite (CHEBI:75770)
β-carboline (CHEBI:109895) is a β-carbolines (CHEBI:60834)
β-carboline (CHEBI:109895) is a mancude organic heterotricyclic parent (CHEBI:36416)
Incoming annomontine (CHEBI:65409) has functional parent β-carboline (CHEBI:109895)
cordysinin D (CHEBI:69428) has functional parent β-carboline (CHEBI:109895)
cordysinin C (CHEBI:69427) has parent hydride β-carboline (CHEBI:109895)
cordysinin E (CHEBI:69429) has parent hydride β-carboline (CHEBI:109895)
IUPAC Name
9H-β-carboline
Synonyms Sources
2,9-Diazafluorene ChemIDplus
2-Azacarbazole ChemIDplus
9H-beta-Carboline ChEMBL
9H-Pyrido(3,4-B)indole ChemIDplus
9H-pyrido[3,4-b]indole ChEBI
beta-carboline ChEMBL
Carbazoline ChemIDplus
Norharman ChemIDplus
Norharmane ChemIDplus
Registry Numbers Types Sources
128414 Beilstein Registry Number Beilstein
128414 Reaxys Registry Number Reaxys
244-63-3 CAS Registry Number NIST Chemistry WebBook
244-63-3 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
8070089 PubMed citation CiteXplore
General Comment
2010-12-22 The structure of β-carboline is similar to that of tryptamine, with the ethylamine chain re-connected to the indole ring via an extra carbon atom, to produce a three-ringed structure. Indeed, biosynthesis of β-carbolines is believed to follow this route from analogous tryptamines.
 
Last Modified
10 March 2014

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