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

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ChEBI Name	N-(3-oxododecanoyl)-L-homoserine lactone

ChEBI ID	CHEBI:44534

ChEBI ASCII Name	N-(3-oxododecanoyl)-L-homoserine lactone

Definition	An N-acyl-L-homoserine lactone having 3-oxododecanoyl as the acyl substituent.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C16H27NO4

Net Charge

Average Mass

297.38990

Monoisotopic Mass

297.19401

InChI

InChI=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

InChIKey

PHSRRHGYXQCRPU-AWEZNQCLSA-N

SMILES

CCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

Metabolite of Species	Details
Pseudomonas aeruginosa (NCBI:txid287)	See: PubMed

Roles Classification
Biological Role(s):	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. (via N-acyl homoserine lactone )

ChEBI Ontology
Outgoing	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	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	Sources
3-oxo-C12-AHL	ChEBI
3-oxo-C12-HSL	ChEBI
N-(3-ketododecanoyl)-L-homoserine lactone	ChEBI

Registry Number	Type	Source
7485197	Reaxys Registry Number	Reaxys

Last Modified

30 September 2014