EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66765 - pleosporone

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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