CHEBI:133813 - asperenone

ChEBI IDCHEBI:133813
ChEBI Nameasperenone
Stars
DefinitionAn enone that is (4E,6E,8E,10E,12E)-8-methyl-13-phenyltrideca-4,6,8,10,12-pentaene in which the two methylene hydrogens at position 3 have been replaced by an oxo group. Originally isolated from Aspergillus niger.
Last Modified2 November 2016
SubmitterJubra
DownloadsMolfile
FormulaC20H22O
Net Charge0
Average Mass278.395
Monoisotopic Mass278.16707
SMILESCCC(=O)/C=C/C=C/C(C)=C/C=C/C=C/c1ccccc1
InChIInChI=1S/C20H22O/c1-3-20(21)17-11-10-13-18(2)12-6-4-7-14-19-15-8-5-9-16-19/h4-17H,3H2,1-2H3/b6-4+,13-10+,14-7+,17-11+,18-12+
InChIKeyKMNUJIARVHVQCF-SVCWYOIUSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger (ncbitaxon:5061)
- DOI (10.1016/S0040-4039(01)88611-1)
- PubMed (6073032) Strain: NRRL 3
Roles Classification
Biological Roles:
lipoxygenase inhibitor  A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
Application:
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
ChEBI Ontology
Outgoing Relation(s)
asperenone (CHEBI:133813) has role Aspergillus metabolite (CHEBI:76956)
asperenone (CHEBI:133813) has role lipoxygenase inhibitor (CHEBI:35856)
asperenone (CHEBI:133813) has role platelet aggregation inhibitor (CHEBI:50427)
asperenone (CHEBI:133813) is a enone (CHEBI:51689)
IUPAC Name 
(4E,6E,8E,10E,12E)-8-methyl-13-phenyltrideca-4,6,8,10,12-pentaen-3-one
Synonym  Source
asperyelloneSUBMITTER
Registry NumbersSources
Reaxys:1970631Reaxys
Citations