CHEBI:133813 - asperenone

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ChEBI Name asperenone
ChEBI ID CHEBI:133813
Definition An 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in which the two methylene hydrogens at position 3 have been replaced by an oxo group.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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Julian Brandl
Supplier Information
Download Molfile XML SDF
Formula C20H22O
Net Charge 0
Average Mass 278.389
Monoisotopic Mass 278.16707
InChI InChI=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+
InChIKey KMNUJIARVHVQCF-SVCWYOIUSA-N
SMILES C=1C(=CC=CC1)/C=C/C=C/C=C(/C=C/C=C/C(CC)=O)\C
Metabolite of Species Details
Aspergillus niger (NCBI:txid5061) See: DOI
Aspergillus niger (NCBI:txid5061) of strain NRRL 3 See: PubMed
Roles Classification
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
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.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
asperyellone SUBMITTER
Registry Number Type Source
1970631 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23100720 PubMed citation Europe PMC
6073032 PubMed citation Europe PMC
6073033 PubMed citation Europe PMC
Last Modified
02 November 2016