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CHEBI:56080 - N-(3-oxododecanoyl)-D-homoserine lactone

ChEBI IDCHEBI:56080
ChEBI NameN-(3-oxododecanoyl)-D-homoserine lactone
Stars
ASCII NameN-(3-oxododecanoyl)-D-homoserine lactone
DefinitionAn N-acyl-D-homoserine lactone having 3-oxododecanoyl as the acyl substituent.
Last Modified21 November 2011
SubmitterSteve
DownloadsMolfile
FormulaC16H27NO4
Net Charge0
Average Mass297.395
Monoisotopic Mass297.19401
SMILESCCCCCCCCCC(=O)CC(=O)N[C@@H]1CCOC1=O
InChIInChI=1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m1/s1
InChIKeyPHSRRHGYXQCRPU-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-(3-oxododecanoyl)-D-homoserine lactone (CHEBI:56080) is a N-(3-oxododecanoyl)homoserine lactone (CHEBI:29639)
N-(3-oxododecanoyl)-D-homoserine lactone (CHEBI:56080) is enantiomer of N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534)
Incoming Relation(s)
N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534) is enantiomer of N-(3-oxododecanoyl)-D-homoserine lactone (CHEBI:56080)
IUPAC Name 
3-oxo-N-[(3R)-2-oxotetrahydrofuran-3-yl]dodecanamide
Synonyms  Source
3-oxo-C12-AHLChEBI
N-(3-ketododecanoyl)-D-homoserine lactoneChEBI
Registry NumbersSources
Beilstein:10372104Beilstein