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CHEBI:66765 - pleosporone

ChEBI IDCHEBI:66765
ChEBI Namepleosporone
Stars
DefinitionA carbotricyclic compound that is 1,2,3,4-tetrahydroanthracene-9,10-dione substituted by hydroxy groups at positions 1, 2, 3 and 8 and a methyl group at position 6. It is isolated from a pleosporalean ascomycete (MF7028), an endophytic fungus from Anthyllis vulneraria and exhibits modest antibacterial activity against a number of bacterial strains. Additionally it exhibits cytotoxicity against HeLa cells.
Last Modified6 June 2016
DownloadsMolfile
FormulaC15H14O6
Net Charge0
Average Mass290.271
Monoisotopic Mass290.07904
SMILESCc1cc(O)c2c(c1)C(=O)C1=C(C2=O)[C@@H](O)[C@@H](O)[C@@H](O)C1
InChIInChI=1S/C15H14O6/c1-5-2-6-10(8(16)3-5)14(20)11-7(12(6)18)4-9(17)13(19)15(11)21/h2-3,9,13,15-17,19,21H,4H2,1H3/t9-,13-,15+/m0/s1
InChIKeyYUSJPHSHLVVZRA-DYQSUWPFSA-N
Species of MetaboliteComponentSourceComments
Pleospora (ncbitaxon:28557) - PubMed (18442914) An endophytic fungus from Anthyllis vulneraria L.(Fabaceae) Strain: MF7028
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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)
pleosporone (CHEBI:66765) has role antibacterial agent (CHEBI:33282)
pleosporone (CHEBI:66765) has role antineoplastic agent (CHEBI:35610)
pleosporone (CHEBI:66765) has role metabolite (CHEBI:25212)
pleosporone (CHEBI:66765) is a p-quinones (CHEBI:25830)
pleosporone (CHEBI:66765) is a carbotricyclic compound (CHEBI:38032)
pleosporone (CHEBI:66765) is a phenols (CHEBI:33853)
pleosporone (CHEBI:66765) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(1R,2S,3S)-1,2,3,8-tetrahydroxy-6-methyl-1,2,3,4-tetrahydroanthracene-9,10-dione
Citations