CHEBI:69404 - pestalamide A

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ChEBI Name pestalamide A
ChEBI ID CHEBI:69404
Definition A pyranone that is (2S)-2-methyl-4-oxo-4-{[(4-oxo-4H-pyran-3-yl)carbonyl]amino}butanoic acid substituted by a benzyl group at position 6. It has been isolated from Aspergillus niger.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:64472
Supplier Information
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Formula C18H17NO6
Net Charge 0
Average Mass 343.331
Monoisotopic Mass 343.106
InChI InChI=1S/C18H17NO6/c1-11(18(23)24)7-16(21)19-17(22)14-10-25-13(9-15(14)20)8-12-5-3-2-4-6-12/h2-6,9-11H,7-8H2,1H3,(H,23,24)(H,19,21,22)/t11-/m0/s1
InChIKey JBQPQUZBAGHRDN-NSHDSACASA-N
SMILES C1=CC=CC(CC2=CC(C(=CO2)C(=O)NC(C[C@@H](C(O)=O)C)=O)=O)=C1
Metabolite of Species Details
Aspergillus niger (NCBI:5061) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pestalamide A (CHEBI:69404) has role Aspergillus metabolite (CHEBI:76956)
pestalamide A (CHEBI:69404) is a 4-pyranones (CHEBI:131906)
pestalamide A (CHEBI:69404) is a dicarboximide (CHEBI:35356)
pestalamide A (CHEBI:69404) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(2S)-4-{[(6-benzyl-4-oxo-4H-pyran-3-yl)carbonyl]amino}-2-methyl-4-oxobutanoic acid
Synonyms Sources
4-[(6-benzyl-3-hydroxy-6H-furo[2,3-b]pyrrol-4-yl)oxy]-2-methyl-4-oxobutyric acid ChEBI
tensidol B ChEBI
Registry Number Type Source
19412737 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17080684 PubMed citation Europe PMC
20461106 PubMed citation Europe PMC
21854017 PubMed citation Europe PMC
Last Modified
21 October 2016