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CHEBI:63789 - N-(3-oxohexanoyl)-L-homoserine lactone

ChEBI IDCHEBI:63789
ChEBI NameN-(3-oxohexanoyl)-L-homoserine lactone
Stars
ASCII NameN-(3-oxohexanoyl)-L-homoserine lactone
DefinitionAn N-acyl-L-homoserine lactone having 3-oxohexanoyl as the acyl substituent.
Last Modified31 January 2012
SubmitterSteve
DownloadsMolfile
FormulaC10H15NO4
Net Charge0
Average Mass213.233
Monoisotopic Mass213.10011
SMILESCCCC(=O)CC(=O)N[C@H]1CCOC1=O
InChIInChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)/t8-/m0/s1
InChIKeyYRYOXRMDHALAFL-QMMMGPOBSA-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-oxohexanoyl)-L-homoserine lactone (CHEBI:63789) is a N-acyl-L-homoserine lactone (CHEBI:55474)
IUPAC Name 
3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]hexanamide
Synonyms  Source
(S)-3-(3-oxohexanamido)-2-oxotetrahydrofuranChEBI
(S)-3-(3-oxohexanamido)butyrolactoneChEBI
N-(β-ketocaproyl)-L-homoserine lactoneChEBI
(S)-3-(3-ketohexanamido)butyrolactoneChEBI
(S)-3-(3-ketohexanamido)-2-oxotetrahydrofuranChEBI
N-(3-ketohexanoyl)-L-homoserine lactoneChEBI
Registry NumbersSources
Reaxys:7479823Reaxys