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CHEBI:9440 - tenuazonic acid

Default Structure
ChEBI IDCHEBI:9440
ChEBI Nametenuazonic acid
Stars
DefinitionA member of the class of pyrrolidin-2-ones that is 5-(butan-2-yl)pyrrolidine-2,4-dione carrying an additional acetyl group at position 3. A mycotoxin produced by various plant pathogenic fungi.
Last Modified7 July 2017
DownloadsMolfile
FormulaC10H15NO3
Net Charge0
Average Mass197.234
Monoisotopic Mass197.10519
SMILES[H][C@@]1([C@@H](C)CC)NC(=O)C(C(C)=O)C1=O
InChIInChI=1S/C10H15NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,7-8H,4H2,1-3H3,(H,11,14)/t5-,7?,8-/m0/s1
InChIKeyKLBSRSYHIIAQTG-PZICIZFRSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Alternaria alternata (ncbitaxon:5599) - PubMed (19486420)
Epicoccum sorghinum (ncbitaxon:749593) - PubMed (28126937)
Homo sapiens (ncbitaxon:9606) urine (BTO:0001419) PubMed (23397093)
Roles Classification
Biological Roles:
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
mycotoxin  Poisonous substance produced by fungi.
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
ChEBI Ontology
Outgoing Relation(s)
tenuazonic acid (CHEBI:9440) has role human urinary metabolite (CHEBI:84087)
tenuazonic acid (CHEBI:9440) has role mycotoxin (CHEBI:25442)
tenuazonic acid (CHEBI:9440) has role protein synthesis inhibitor (CHEBI:48001)
tenuazonic acid (CHEBI:9440) is a methyl ketone (CHEBI:51867)
tenuazonic acid (CHEBI:9440) is a pyrrolidin-2-ones (CHEBI:74223)
tenuazonic acid (CHEBI:9440) is a β-diketone (CHEBI:67265)
tenuazonic acid (CHEBI:9440) is conjugate acid of tenuazonic acid(1−) (CHEBI:136842)
Incoming Relation(s)
tenuazonic acid(1−) (CHEBI:136842) is conjugate base of tenuazonic acid (CHEBI:9440)
IUPAC Name 
(5S)-3-acetyl-5-[(2S)-butan-2-yl]pyrrolidine-2,4-dione
Synonyms  Source
Pyrrole-2,4-diol, 3-acetyl-5-sec-butyl-KEGG COMPOUND
Tenuazonic acidKEGG COMPOUND
Manual XrefsDatabases
C00001554KNApSAcK
C08511KEGG COMPOUND
CPD-19688MetaCyc
Tenuazonic_acidWikipedia
Registry NumbersSources
Reaxys:8485Reaxys
CAS:27778-66-1KEGG COMPOUND
Citations