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

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ChEBI Name N-(3-oxohexanoyl)-L-homoserine lactone
ChEBI ID CHEBI:63789
ChEBI ASCII Name N-(3-oxohexanoyl)-L-homoserine lactone
Definition An N-acyl-L-homoserine lactone having 3-oxohexanoyl as the acyl substituent.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C10H15NO4
Net Charge 0
Average Mass 213.23040
Monoisotopic Mass 213.10011
InChI InChI=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
InChIKey YRYOXRMDHALAFL-QMMMGPOBSA-N
SMILES CCCC(=O)CC(=O)N[C@H]1CCOC1=O
Roles Classification
Biological Role(s): 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.
(via N-acyl homoserine lactone )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(S)-3-(3-ketohexanamido)-2-oxotetrahydrofuran ChEBI
(S)-3-(3-ketohexanamido)butyrolactone ChEBI
(S)-3-(3-oxohexanamido)-2-oxotetrahydrofuran ChEBI
(S)-3-(3-oxohexanamido)butyrolactone ChEBI
N-(3-ketocaproyl)-L-homoserine lactone ChEBI
N-(3-ketohexanoyl)-L-homoserine lactone ChEBI
N-(β-ketocaproyl)-L-homoserine lactone ChEBI
Registry Number Type Source
7479823 Reaxys Registry Number Reaxys
Last Modified
31 January 2012