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CHEBI:65597 - cassiarin B

ChEBI IDCHEBI:65597
ChEBI Namecassiarin B
Stars
DefinitionAn isoquinoline alkaloid that is pyrano[2,3,4-ij]isoquinolin-8(4H)-one substituted by methyl groups at positions 2 and 5 and a 4-methoxy-4-oxobutyl group at position 4. It is isolated from the leaves of Cassia siamea and exhibits antiplasmodial activity against Plasmodium falciparum.
Last Modified11 March 2015
DownloadsMolfile
FormulaC18H19NO4
Net Charge0
Average Mass313.353
Monoisotopic Mass313.13141
SMILESCOC(=O)CCCn1c(C)cc2cc(=O)cc3oc(C)cc1c23
InChIInChI=1S/C18H19NO4/c1-11-7-13-9-14(20)10-16-18(13)15(8-12(2)23-16)19(11)6-4-5-17(21)22-3/h7-10H,4-6H2,1-3H3
InChIKeyOTLORQJLOJHVHW-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Senna siamea (ncbitaxon:346999) leaf (BTO:0000713) PubMed (17685627)
Roles Classification
Biological Roles:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
cassiarin B (CHEBI:65597) has role antimalarial (CHEBI:38068)
cassiarin B (CHEBI:65597) has role plant metabolite (CHEBI:76924)
cassiarin B (CHEBI:65597) is a enone (CHEBI:51689)
cassiarin B (CHEBI:65597) is a isoquinoline alkaloid (CHEBI:24921)
cassiarin B (CHEBI:65597) is a isoquinolines (CHEBI:24922)
cassiarin B (CHEBI:65597) is a methyl ester (CHEBI:25248)
cassiarin B (CHEBI:65597) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name 
methyl 4-(2,5-dimethyl-8-oxopyrano[2,3,4-ij]isoquinolin-4(8H)-yl)butanoate
Registry NumbersSources
Reaxys:11166746Reaxys
Citations