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CHEBI:65520 - brasixanthone C

ChEBI IDCHEBI:65520
ChEBI Namebrasixanthone C
Stars
DefinitionA 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.
Last Modified27 November 2012
DownloadsMolfile
FormulaC23H22O7
Net Charge0
Average Mass410.422
Monoisotopic Mass410.13655
SMILESC=C(C)C(Cc1c2c(c(O)c3c(=O)c4cc(O)ccc4oc13)C=CC(C)(C)O2)OO
InChIInChI=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
InChIKeyJSZZQWZCXGLNKJ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Calophyllum brasiliense (IPNI:427115-1) stem (BTO:0001300) PubMed (11908963) Previous component: stem bark;
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 XrefsDatabases
8177171ChemSpider
Registry NumbersSources
Reaxys:9093892Reaxys
Citations