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CHEBI:69263 - nigerapyrone F

ChEBI IDCHEBI:69263
ChEBI Namenigerapyrone F
Stars
DefinitionA member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 4 and a 3,5-dimethyl-6-phenylhexa-1,3,5-trien-1-yl group at position 6 (the 1E,3E,5Z stereoisomer). It has been isolated from an endophytic fungus Aspergillus niger.
Last Modified13 January 2014
DownloadsMolfile
FormulaC20H20O3
Net Charge0
Average Mass308.377
Monoisotopic Mass308.14124
SMILESCOc1cc(/C=C/C(C)=C/C(C)=C\c2ccccc2)oc(=O)c1
InChIInChI=1S/C20H20O3/c1-15(11-16(2)12-17-7-5-4-6-8-17)9-10-18-13-19(22-3)14-20(21)23-18/h4-14H,1-3H3/b10-9+,15-11+,16-12-
InChIKeyNLLRTVRDMOKHDF-CUEQUERMSA-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 .
ChEBI Ontology
Outgoing Relation(s)
nigerapyrone F (CHEBI:69263) has role Aspergillus metabolite (CHEBI:76956)
nigerapyrone F (CHEBI:69263) is a 2-pyranones (CHEBI:75885)
IUPAC Name 
6-[(1E,3E,5Z)-3,5-dimethyl-6-phenylhexa-1,3,5-trien-1-yl]-4-methoxy-2H-pyran-2-one
Registry NumbersSources
Reaxys:21856164Reaxys
Citations