CHEBI:66699 - 9-methoxycanthin-6-one

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 9-methoxycanthin-6-one
ChEBI ID CHEBI:66699
Definition An indole alkaloid that is the 9-methoxy derivative of canthin-6-one. Isolated from Eurycoma longifolia and Simaba multiflora, it exhibits cytotoxic activity towards human cancer cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C15H10N2O2
Net Charge 0
Average Mass 250.25210
Monoisotopic Mass 250.07423
InChI InChI=1S/C15H10N2O2/c1-19-9-2-3-10-11-6-7-16-12-4-5-14(18)17(15(11)12)13(10)8-9/h2-8H,1H3
InChIKey OWCRARVHWCCRAG-UHFFFAOYSA-N
SMILES COc1ccc2c3ccnc4ccc(=O)n(c2c1)c34
Metabolite of Species Details
Simaba cuspidata (IPNI:236515-2) Found in bark (BTO:0001301). See: DOI
Simaba multiflora (IPNI:236532-2) Found in xylem (BTO:0001468). Previous component: wood; See: DOI
Eurycoma longifolia (NCBI:txid458531) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 9-methoxycanthin-6-one (CHEBI:66699) has functional parent canthin-6-one (CHEBI:3363)
9-methoxycanthin-6-one (CHEBI:66699) has role antineoplastic agent (CHEBI:35610)
9-methoxycanthin-6-one (CHEBI:66699) has role antiplasmodial drug (CHEBI:64915)
9-methoxycanthin-6-one (CHEBI:66699) has role metabolite (CHEBI:25212)
9-methoxycanthin-6-one (CHEBI:66699) is a aromatic ether (CHEBI:35618)
9-methoxycanthin-6-one (CHEBI:66699) is a indole alkaloid (CHEBI:38958)
9-methoxycanthin-6-one (CHEBI:66699) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name
9-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one
Synonyms Sources
13-methoxy-1,6-diazatetracyclo[7.6.1.0(5,16).0(10,15)]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one ChEBI
8-methoxycanthin-6-one ChEBI
Registry Number Type Source
4470310 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11249106 PubMed citation Europe PMC
11988862 PubMed citation Europe PMC
15138004 PubMed citation Europe PMC
1800638 PubMed citation Europe PMC
19521859 PubMed citation Europe PMC
Last Modified
07 November 2013