CHEBI:65520 - brasixanthone C

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ChEBI Name brasixanthone C
ChEBI ID CHEBI:65520
Definition A member of the class of pyranoxanthones that is 2H,6H-pyrano[3,2-b]xanthen-6-one substituted by a 2-hydroperoxy-3-methylbut-3-en-1-yl moiety at position 12, hydroxy groups at positions 5 and 8 and geminal methyl groups at position 2. 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 C23H22O7
Net Charge 0
Average Mass 410.41660
Monoisotopic Mass 410.13655
InChI InChI=1S/C23H22O7/c1-11(2)17(30-27)10-15-21-13(7-8-23(3,4)29-21)19(25)18-20(26)14-9-12(24)5-6-16(14)28-22(15)18/h5-9,17,24-25,27H,1,10H2,2-4H3
InChIKey JSZZQWZCXGLNKJ-UHFFFAOYSA-N
SMILES CC(=C)C(Cc1c2OC(C)(C)C=Cc2c(O)c2c1oc1ccc(O)cc1c2=O)OO
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 C (CHEBI:65520) has role antineoplastic agent (CHEBI:35610)
brasixanthone C (CHEBI:65520) has role metabolite (CHEBI:25212)
brasixanthone C (CHEBI:65520) is a peroxol (CHEBI:35924)
brasixanthone C (CHEBI:65520) is a polyphenol (CHEBI:26195)
brasixanthone C (CHEBI:65520) is a pyranoxanthones (CHEBI:71238)
IUPAC Name
12-(2-hydroperoxy-3-methylbut-3-en-1-yl)-5,8-dihydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]xanthen-6-one
Manual Xref Database
8177171 ChemSpider
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Registry Number Type Source
9093892 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11908963 PubMed citation Europe PMC
Last Modified
27 November 2012