CHEBI:56080 - N-(3-oxododecanoyl)-D-homoserine lactone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-(3-oxododecanoyl)-D-homoserine lactone
ChEBI ID CHEBI:56080
ChEBI ASCII Name N-(3-oxododecanoyl)-D-homoserine lactone
Definition An N-acyl-D-homoserine lactone having 3-oxododecanoyl as the acyl substituent.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H27NO4
Net Charge 0
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-/m1/s1
InChIKey PHSRRHGYXQCRPU-CQSZACIVSA-N
SMILES CCCCCCCCCC(=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-oxododecanoyl)-D-homoserine lactone (CHEBI:56080) is a N-(3-oxododecanoyl)homoserine lactone (CHEBI:29639)
N-(3-oxododecanoyl)-D-homoserine lactone (CHEBI:56080) is enantiomer of N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534)
Incoming N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534) is enantiomer of N-(3-oxododecanoyl)-D-homoserine lactone (CHEBI:56080)
IUPAC Name
3-oxo-N-[(3R)-2-oxotetrahydrofuran-3-yl]dodecanamide
Synonyms Sources
3-oxo-C12-AHL ChEBI
N-(3-ketododecanoyl)-D-homoserine lactone ChEBI
Registry Number Type Source
10372104 Beilstein Registry Number Beilstein
Last Modified
21 November 2011