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CHEBI:65521 - brasixanthone D

ChEBI IDCHEBI:65521
ChEBI Namebrasixanthone D
Stars
DefinitionA 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.
Last Modified27 November 2012
DownloadsMolfile
FormulaC24H24O7
Net Charge0
Average Mass424.449
Monoisotopic Mass424.15220
SMILES[H][C@@]1(C(O)Cc2c3c(c(O)c4c(=O)c5cc(O)ccc5oc24)C=CC(C)(C)O3)OC1(C)C
InChIInChI=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
InChIKeyIMTVDLTVVRHMPA-CEISFSOZSA-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 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-oneIUPAC
Manual XrefsDatabases
10269291ChemSpider
Registry NumbersSources
Reaxys:9089726Reaxys
Citations