CHEBI:156318 - alternapyrone

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ChEBI Name alternapyrone
ChEBI ID CHEBI:156318
Definition A member of the class of 2-pyranones that is 2H-pyran-2-one in which the hydrogens at positions 3, 4, 5 and 6 are replaced by methyl, hydroxy, methyl and (4E,6E,12E)-4,6,8,12,14-pentamethylhexadeca-4,6,12-trien-2-yl groups, respectively. It is a decaketide that is anabolized by a type I polyketide synthase in Alternaria solani.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
Supplier Information
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Formula C28H44O3
Net Charge 0
Average Mass 428.657
Monoisotopic Mass 428.32905
InChI InChI=1S/C28H44O3/c1-10-18(2)14-19(3)12-11-13-20(4)15-21(5)16-22(6)17-23(7)27-24(8)26(29)25(9)28(30)31-27/h14-16,18,20,23,29H,10-13,17H2,1-9H3/b19-14+,21-15+,22-16+
InChIKey ZPFTUJZLXSKBKE-NZDFSFLRSA-N
SMILES CCC(C)\C=C(/C)CCCC(C)\C=C(/C)\C=C(/C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1
Metabolite of Species Details
Alternaria solani (NCBI:txid48100) See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing alternapyrone (CHEBI:156318) has role fungal metabolite (CHEBI:76946)
alternapyrone (CHEBI:156318) is a 2-pyranones (CHEBI:75885)
alternapyrone (CHEBI:156318) is a decaketide (CHEBI:48128)
alternapyrone (CHEBI:156318) is a heteroaryl hydroxy compound (CHEBI:74818)
alternapyrone (CHEBI:156318) is a olefinic compound (CHEBI:78840)
IUPAC Name
4-hydroxy-3,5-dimethyl-6-[(4E,6E,12E)-4,6,8,12,14-pentamethylhexadeca-4,6,12-trien-2-yl]-2H-pyran-2-one
Citations Waiting for Citations Types Sources
16356847 PubMed citation SUBMITTER
19100326 PubMed citation Europe PMC
27388157 PubMed citation Europe PMC
Last Modified
14 August 2020