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CHEBI:55555 - N-dodecanoyl-L-homoserine lactone

ChEBI IDCHEBI:55555
ChEBI NameN-dodecanoyl-L-homoserine lactone
Stars
ASCII NameN-dodecanoyl-L-homoserine lactone
DefinitionAn N-acyl-L-homoserine lactone having dodecanoyl as the acyl substituent.
Last Modified27 January 2011
SubmitterSteve
DownloadsMolfile
FormulaC16H29NO3
Net Charge0
Average Mass283.412
Monoisotopic Mass283.21474
SMILESCCCCCCCCCCCC(=O)N[C@@H]1CCOC1=O
InChIInChI=1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)/t14-/m1/s1
InChIKeyWILLZMOKUUPJSL-CQSZACIVSA-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-dodecanoyl-L-homoserine lactone (CHEBI:55555) is a N-acyl-L-homoserine lactone (CHEBI:55474)
IUPAC Name 
N-[(3R)-2-oxotetrahydrofuran-3-yl]dodecanamide
Synonyms  Source
N-lauroyl-L-homoserine lactoneChEBI
N-dodecanoyl-S-homoserine lactoneChEBI
C12-HSLChEBI
N-lauroyl-S-homoserine lactoneChEBI
Citations