CHEBI:68712 - globosuxanthone A

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ChEBI Name globosuxanthone A
ChEBI ID CHEBI:68712
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H12O7
Net Charge 0
Average Mass 304.25160
Monoisotopic Mass 304.05830
InChI InChI=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
InChIKey HEFOWMGZUBJFBY-BMIGLBTASA-N
SMILES COC(=O)[C@]1(O)[C@H](O)C=Cc2oc3cccc(O)c3c(=O)c12
Metabolite of Species Details
Chaetomium globosum (NCBI:txid38033) See: PubMed
Roles Classification
Biological Role(s): Chaetomium metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 ester ChEBI
Manual Xref Database
13174524 ChemSpider
View more database links
Registry Number Type Source
10577630 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16904330 PubMed citation Europe PMC
Last Modified
16 March 2015