CHEBI:65519 - brasixanthone B

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ChEBI Name brasixanthone B
Definition A member of the class of pyranoxanthones that is 2H,6H-pyrano[3,2-b]xanthen-6-one substituted by hydroxy, geminal methyl and a prenyl group at positions 5, 8, 2 and 12 respectively. It is isolated from the stem bark of Calophyllum brasiliense and exhibits significant inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate induced Epstein-Barr virus early antigen activation in Raji cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H22O5
Net Charge 0
Average Mass 378.41780
Monoisotopic Mass 378.14672
InChI InChI=1S/C23H22O5/c1-12(2)5-7-15-21-14(9-10-23(3,4)28-21)19(25)18-20(26)16-11-13(24)6-8-17(16)27-22(15)18/h5-6,8-11,24-25H,7H2,1-4H3
SMILES CC(C)=CCc1c2OC(C)(C)C=Cc2c(O)c2c1oc1ccc(O)cc1c2=O
Metabolite of Species Details
Calophyllum brasiliense (IPNI:427115-1) Found in stem (BTO:0001300). Previous component: stem bark; See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing brasixanthone B (CHEBI:65519) has role antineoplastic agent (CHEBI:35610)
brasixanthone B (CHEBI:65519) has role metabolite (CHEBI:25212)
brasixanthone B (CHEBI:65519) is a polyphenol (CHEBI:26195)
brasixanthone B (CHEBI:65519) is a pyranoxanthones (CHEBI:71238)
Synonyms Sources
5,8-dihydroxy-2,2-dimethyl-12-(3-methylbut-2-en-1-yl)-2H,6H-pyrano[3,2-b]xanthen-6-one IUPAC
cudraxanthone Q ChEBI
Manual Xref Database
8537718 ChemSpider
View more database links
Registry Number Type Source
8800172 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11908963 PubMed citation Europe PMC
22113580 PubMed citation Europe PMC
22781442 PubMed citation Europe PMC
Last Modified
27 November 2012