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CHEBI:69404 - pestalamide A

ChEBI IDCHEBI:69404
ChEBI Namepestalamide A
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:64472
Last Modified21 October 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC18H17NO6
Net Charge0
Average Mass343.335
Monoisotopic Mass343.10559
SMILESC[C@@H](CC(=O)NC(=O)c1coc(Cc2ccccc2)cc1=O)C(=O)O
InChIInChI=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
InChIKeyJBQPQUZBAGHRDN-NSHDSACASA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger (ncbitaxon:5061) - PubMed (21854017)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
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  Source
4-[(6-benzyl-3-hydroxy-6H-furo[2,3-b]pyrrol-4-yl)oxy]-2-methyl-4-oxobutyric acidChEBI
tensidol BChEBI
Registry NumbersSources
Reaxys:19412737Reaxys
Citations