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

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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 0
Average Mass 297.38990
Monoisotopic Mass 297.194
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:287) 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 )
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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
Database Links Databases
LMFA08030001 LIPID MAPS
OHN PDBeChem
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Registry Number Type Source
7485197 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10556916 PubMed citation Europe PMC
16495538 PubMed citation Europe PMC
17400249 PubMed citation Europe PMC
25188245 PubMed citation Europe PMC
Last Modified
30 September 2014