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

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ChEBI Name	N-(3-oxododecanoyl)homoserine lactone

ChEBI ID	CHEBI:29639

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

Definition	A N-acyl homoserine lactone that is the monocarboxylic acid amide arising from formal condensation of homoserine lactone with 3-oxododecanoic acid.

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

Supplier Information

Download	Molfile XML SDF

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)

InChIKey

PHSRRHGYXQCRPU-UHFFFAOYSA-N

SMILES

CCCCCCCCCC(=O)CC(=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. (via N-acyl homoserine lactone )

ChEBI Ontology
Outgoing	N-(3-oxododecanoyl)homoserine lactone (CHEBI:29639) is a N-acyl homoserine lactone (CHEBI:83169)

Incoming	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	Sources
3-oxo-C12-AHL	ChEBI
3-oxo-C12-HSL	ChEBI
3-Oxo-N-(tetrahydro-2-oxo-3-furanyl)dodecanamide	ChemIDplus
N-(3-ketododecanoyl)homoserine lactone	ChEBI
N-(3-Oxododecanoyl)homoserine lactone	KEGG COMPOUND
N-(3-oxododecanoyl)homoserine lactone	UniProt
PA Autoinducer	ChemIDplus
Pseudomonas aeruginosa autoinducer	ChemIDplus

Last Modified

10 July 2017