CHEBI:74958 - N-isovaleryl-L-homoserine lactone

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ChEBI Name N-isovaleryl-L-homoserine lactone
ChEBI ID CHEBI:74958
ChEBI ASCII Name N-isovaleryl-L-homoserine lactone
Definition An N-acyl-L-homoserine lactone having isovaleryl as the acyl substituent.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information
Download Molfile XML SDF
Formula C9H15NO3
Net Charge 0
Average Mass 185.22030
Monoisotopic Mass 185.10519
InChI InChI=1S/C9H15NO3/c1-6(2)5-8(11)10-7-3-4-13-9(7)12/h6-7H,3-5H2,1-2H3,(H,10,11)/t7-/m0/s1
InChIKey DUHWGLQNCKHNBY-ZETCQYMHSA-N
SMILES CC(C)CC(=O)N[C@H]1CCOC1=O
Roles Classification
Biological Role(s): signalling molecule
A molecular messenger in which the molecule is specifically involved in transmitting information between cells. Such molecules are released from the cell sending the signal, cross over the gap between cells by diffusion, and interact with specific receptors in another cell, triggering a response in that cell by activating a series of enzyme controlled reactions which lead to changes inside the cell.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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-isovaleryl-L-homoserine lactone (CHEBI:74958) has role metabolite (CHEBI:25212)
N-isovaleryl-L-homoserine lactone (CHEBI:74958) has role signalling molecule (CHEBI:62488)
N-isovaleryl-L-homoserine lactone (CHEBI:74958) is a N-acyl-L-homoserine lactone (CHEBI:55474)
IUPAC Name
3-methyl-N-[(3S)-2-oxotetrahydrofuran-3-yl]butanamide
Synonyms Sources
N-isopentanoyl-L-homoserine lactone ChEBI
N-isovaleryl-L-homoserine lactone UniProt
Citation Waiting for Citations Type Source
21949379 PubMed citation SUBMITTER
Last Modified
08 August 2013