CHEBI:29639 - N-(3-oxododecanoyl)homoserine lactone

ChEBI IDCHEBI:29639
ChEBI NameN-(3-oxododecanoyl)homoserine lactone
Stars
ASCII NameN-(3-oxododecanoyl)homoserine lactone
DefinitionA N-acyl homoserine lactone that is the monocarboxylic acid amide arising from formal condensation of homoserine lactone with 3-oxododecanoic acid.
Last Modified10 July 2017
DownloadsMolfile
FormulaC16H27NO4
Net Charge0
Average Mass297.395
Monoisotopic Mass297.19401
SMILESCCCCCCCCCC(=O)CC(=O)NC1CCOC1=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)
InChIKeyPHSRRHGYXQCRPU-UHFFFAOYSA-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)homoserine lactone (CHEBI:29639) is a N-acyl homoserine lactone (CHEBI:83169)
Incoming Relation(s)
N-(3-oxododecanoyl)-D-homoserine lactone (CHEBI:56080) is a N-(3-oxododecanoyl)homoserine lactone (CHEBI:29639)
N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534) is a N-(3-oxododecanoyl)homoserine lactone (CHEBI:29639)
IUPAC Name 
3-oxo-N-(2-oxotetrahydrofuran-3-yl)dodecanamide
Synonyms  Source
N-(3-Oxododecanoyl)homoserine lactoneKEGG COMPOUND
3-Oxo-N-(tetrahydro-2-oxo-3-furanyl)dodecanamideChemIDplus
Pseudomonas aeruginosa autoinducerChemIDplus
PA AutoinducerChemIDplus
N-(3-ketododecanoyl)homoserine lactoneChEBI
3-oxo-C12-HSLChEBI
UniProt Name  Source
N-(3-oxododecanoyl)homoserine lactoneUniProt
Manual XrefsDatabases
C11840KEGG COMPOUND
LMFA08030001LIPID MAPS
Registry NumbersSources
Reaxys:10100143Reaxys
CAS:152833-54-0KEGG COMPOUND
CAS:152833-54-0ChemIDplus
Citations