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CHEBI:29643 - N-butyryl-L-homoserine lactone

ChEBI IDCHEBI:29643
ChEBI NameN-butyryl-L-homoserine lactone
Stars
ASCII NameN-butyryl-L-homoserine lactone
DefinitionAn N-acyl-L-homoserine lactone having butyryl as the acyl substituent.
Last Modified29 January 2010
DownloadsMolfile
FormulaC8H13NO3
Net Charge0
Average Mass171.196
Monoisotopic Mass171.08954
SMILESCCCC(=O)N[C@@H]1CCOC1=O
InChIInChI=1S/C8H13NO3/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)/t6-/m1/s1
InChIKeyVFFNZZXXTGXBOG-ZCFIWIBFSA-N
Roles Classification
Biological Role:
autoinducer  A signalling molecule produced and used by bacteria participating in quorum sensing, that is, in cell-cell communication to coordinate community-wide regulation of processes such as biofilm formation, virulence, and bioluminescence in populations of bacteria. Such communication can occur both within and between different species of bacteria.
ChEBI Ontology
Outgoing Relation(s)
N-butyryl-L-homoserine lactone (CHEBI:29643) is a N-acyl-L-homoserine lactone (CHEBI:55474)
IUPAC Name 
N-[(3R)-2-oxotetrahydrofuran-3-yl]butanamide
Synonyms  Source
N-Butyryl-L-homoserine lactoneKEGG COMPOUND
N-Butyrylhomoserine lactoneLIPID MAPS
Manual XrefsDatabases
C11837KEGG COMPOUND
LMFA08030002LIPID MAPS
Registry NumbersSources
Beilstein:8833344Beilstein