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CHEBI:44534 - N-(3-oxododecanoyl)-L-homoserine lactone

Default Structure
ChEBI IDCHEBI:44534
ChEBI NameN-(3-oxododecanoyl)-L-homoserine lactone
Stars
ASCII NameN-(3-oxododecanoyl)-L-homoserine lactone
DefinitionAn N-acyl-L-homoserine lactone having 3-oxododecanoyl as the acyl substituent.
Last Modified30 September 2014
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-/m0/s1
InChIKeyPHSRRHGYXQCRPU-AWEZNQCLSA-N
Species of MetaboliteComponentSourceComments
Pseudomonas aeruginosa (ncbitaxon:287) - PubMed (10556916)
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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)-L-homoserine lactone (CHEBI:44534) has role bacterial metabolite (CHEBI:76969)
N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534) is a N-(3-oxododecanoyl)homoserine lactone (CHEBI:29639)
N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534) is a N-acyl-L-homoserine lactone (CHEBI:55474)
N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534) is enantiomer of N-(3-oxododecanoyl)-D-homoserine lactone (CHEBI:56080)
Incoming Relation(s)
N-(3-oxododecanoyl)-D-homoserine lactone (CHEBI:56080) is enantiomer of N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534)
IUPAC Name 
3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]dodecanamide
Synonyms  Source
3-oxo-C12-AHLChEBI
3-oxo-C12-HSLChEBI
N-(3-ketododecanoyl)-L-homoserine lactoneChEBI
Manual XrefsDatabases
LMFA08030001LIPID MAPS
OHNPDBeChem
Registry NumbersSources
Reaxys:7485197Reaxys
Citations