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CHEBI:69259 - nigerapyrone D

ChEBI IDCHEBI:69259
ChEBI Namenigerapyrone D
Stars
DefinitionA member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 4, a methyl group at position 3 and a 3-methyl-5-oxohexa-1,3-dien-1-yl group at position 6. It has been isolated from an endophytic fungus Aspergillus niger.
Last Modified13 January 2014
DownloadsMolfile
FormulaC14H16O4
Net Charge0
Average Mass248.278
Monoisotopic Mass248.10486
SMILESCOc1cc(/C=C/C(C)=C/C(C)=O)oc(=O)c1C
InChIInChI=1S/C14H16O4/c1-9(7-10(2)15)5-6-12-8-13(17-4)11(3)14(16)18-12/h5-8H,1-4H3/b6-5+,9-7+
InChIKeyQNRKTRKCMAQCAK-SBIWHPGTSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger (ncbitaxon:5061) mycelium (BTO:0001436) PubMed (21774474) EtOAc extract of mycelium and broth, Endophytic fungus in inner tissue (fresh) of Avicennia marina Strain: MA 132
Roles Classification
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
nigerapyrone D (CHEBI:69259) has role Aspergillus metabolite (CHEBI:76956)
nigerapyrone D (CHEBI:69259) has role antineoplastic agent (CHEBI:35610)
nigerapyrone D (CHEBI:69259) is a 2-pyranones (CHEBI:75885)
nigerapyrone D (CHEBI:69259) is a methyl ketone (CHEBI:51867)
IUPAC Name 
4-methoxy-3-methyl-6-[(1E,3E)-3-methyl-5-oxohexa-1,3-dien-1-yl]-2H-pyran-2-one
Registry NumbersSources
Reaxys:21856160Reaxys
Citations