CHEBI:83169 - N-acyl homoserine lactone

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ChEBI Name N-acyl homoserine lactone
ChEBI ID CHEBI:83169
ChEBI ASCII Name N-acyl homoserine lactone
Definition A monocarboxylic acid amide resulting from the formal condensation of a carboxylic acid with the amino group of homoserine lactone. A class of autoinducers generally involved in bacterial quorum sensing.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C5H6NO3R
Net Charge 0
Average Mass (excl. R groups) 128.106
Monoisotopic Mass (excl. R groups) 128.03477
SMILES [*]C(=O)NC1CCOC1=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.
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ChEBI Ontology
Outgoing N-acyl homoserine lactone (CHEBI:83169) has functional parent homoserine lactone (CHEBI:17289)
N-acyl homoserine lactone (CHEBI:83169) has role autoinducer (CHEBI:71338)
N-acyl homoserine lactone (CHEBI:83169) is a butan-4-olide (CHEBI:22950)
N-acyl homoserine lactone (CHEBI:83169) is a monocarboxylic acid amide (CHEBI:29347)
Incoming N-(3-oxododecanoyl)homoserine lactone (CHEBI:29639) is a N-acyl homoserine lactone (CHEBI:83169)
N-(3-oxohexanoyl)homoserine lactone (CHEBI:29640) is a N-acyl homoserine lactone (CHEBI:83169)
N-acyl-L-homoserine lactone (CHEBI:55474) is a N-acyl homoserine lactone (CHEBI:83169)
Synonyms Sources
AHLs ChEBI
N-acyl homoserine lactones ChEBI
N-AHLs ChEBI
Manual Xref Database
N-Acyl_homoserine_lactone Wikipedia
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Last Modified
05 September 2017