CHEBI:65521 - brasixanthone D

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ChEBI Name brasixanthone D
ChEBI ID CHEBI:65521
Definition A member of the class of pyranoxanthones that is 2H,6H-pyrano[3,2-b]xanthen-6-one substituted by a 2-[(2S)-3,3-dimethyloxiran-2-yl]-2-hydroxyethyl group 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
Download Molfile XML SDF
Formula C24H24O7
Net Charge 0
Average Mass 424.44320
Monoisotopic Mass 424.15220
InChI InChI=1S/C24H24O7/c1-23(2)8-7-12-18(27)17-19(28)13-9-11(25)5-6-16(13)29-21(17)14(20(12)30-23)10-15(26)22-24(3,4)31-22/h5-9,15,22,25-27H,10H2,1-4H3/t15?,22-/m0/s1
InChIKey IMTVDLTVVRHMPA-CEISFSOZSA-N
SMILES [H][C@]1(OC1(C)C)C(O)Cc1c2OC(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 D (CHEBI:65521) has role antineoplastic agent (CHEBI:35610)
brasixanthone D (CHEBI:65521) has role metabolite (CHEBI:25212)
brasixanthone D (CHEBI:65521) is a epoxide (CHEBI:32955)
brasixanthone D (CHEBI:65521) is a polyphenol (CHEBI:26195)
brasixanthone D (CHEBI:65521) is a pyranoxanthones (CHEBI:71238)
brasixanthone D (CHEBI:65521) is a secondary alcohol (CHEBI:35681)
Synonym Source
12-{[(2S)-3,3-dimethyloxiran-2-yl](hydroxy)methyl}-5,8-dihydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]xanthen-6-one IUPAC
Manual Xref Database
10269291 ChemSpider
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Registry Number Type Source
9089726 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11908963 PubMed citation Europe PMC
Last Modified
27 November 2012