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CHEBI:68712 - globosuxanthone A

ChEBI IDCHEBI:68712
ChEBI Nameglobosuxanthone A
Stars
DefinitionA member of the class of xanthones that is methyl 9-oxo-2,9-dihydro-1H-xanthene-1-carboxylate substituted by hydroxy groups at positions 1, 2 and 8 (the 1R,2R stereoisomer). Isolated from Chaetomium globosum, it exhibits cytotoxicity towards human tumour cell lines.
Last Modified16 March 2015
DownloadsMolfile
FormulaC15H12O7
Net Charge0
Average Mass304.254
Monoisotopic Mass304.05830
SMILESCOC(=O)[C@@]1(O)c2c(oc3cccc(O)c3c2=O)C=C[C@H]1O
InChIInChI=1S/C15H12O7/c1-21-14(19)15(20)10(17)6-5-9-12(15)13(18)11-7(16)3-2-4-8(11)22-9/h2-6,10,16-17,20H,1H3/t10-,15+/m1/s1
InChIKeyHEFOWMGZUBJFBY-BMIGLBTASA-N
Species of MetaboliteComponentSourceComments
Chaetomium globosum (ncbitaxon:38033) - PubMed (16904330)
Roles Classification
Biological Role:
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
globosuxanthone A (CHEBI:68712) has role Chaetomium metabolite (CHEBI:76960)
globosuxanthone A (CHEBI:68712) has role antineoplastic agent (CHEBI:35610)
globosuxanthone A (CHEBI:68712) is a methyl ester (CHEBI:25248)
globosuxanthone A (CHEBI:68712) is a phenols (CHEBI:33853)
globosuxanthone A (CHEBI:68712) is a xanthones (CHEBI:51149)
IUPAC Name 
rel-methyl (1R,2R)-1,2,8-trihydroxy-9-oxo-2,9-dihydro-1H-xanthene-1-carboxylate
Synonym  Source
1R*,2R*,8-trihydroxanthenone-1-carboxylic acid methyl esterChEBI
Manual XrefsDatabases
13174524ChemSpider
Registry NumbersSources
Reaxys:10577630Reaxys
Citations