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CHEBI:65894 - F390C

ChEBI IDCHEBI:65894
ChEBI NameF390C
Stars
DefinitionA member of the class xanthones which consists of a dihydroxanthone skeleton substituted by hydroxy groups at positions 4 and 8, a hydroxymethyl group at position 6 and a methoxycarbonyl group at position 4a (the 4R,4aS stereoisomer). It is isolated from Penicillium and exhibits potent antitumour activity against both human and murine tumour cell lines.
Last Modified6 March 2015
DownloadsMolfile
FormulaC16H14O7
Net Charge0
Average Mass318.281
Monoisotopic Mass318.07395
SMILESCOC(=O)[C@]12Oc3cc(CO)cc(O)c3C(=O)C1=CC=C[C@H]2O
InChIInChI=1S/C16H14O7/c1-22-15(21)16-9(3-2-4-12(16)19)14(20)13-10(18)5-8(7-17)6-11(13)23-16/h2-6,12,17-19H,7H2,1H3/t12-,16+/m1/s1
InChIKeyPMHCAQUSIVAZPO-WBMJQRKESA-N
Species of MetaboliteComponentSourceComments
Penicillium (ncbitaxon:5073) - PubMed (9711252) Strain: AJ117291
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
F390C (CHEBI:65894) has role Penicillium metabolite (CHEBI:76964)
F390C (CHEBI:65894) has role antimicrobial agent (CHEBI:33281)
F390C (CHEBI:65894) has role antineoplastic agent (CHEBI:35610)
F390C (CHEBI:65894) is a benzyl alcohols (CHEBI:22743)
F390C (CHEBI:65894) is a methyl ester (CHEBI:25248)
F390C (CHEBI:65894) is a phenols (CHEBI:33853)
F390C (CHEBI:65894) is a xanthones (CHEBI:51149)
IUPAC Name 
methyl (4R,4aS)-4,8-dihydroxy-6-(hydroxymethyl)-9-oxo-4,9-dihydro-4aH-xanthene-4a-carboxylate
Registry NumbersSources
Reaxys:8161679Reaxys
Citations