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

ChEBI IDCHEBI:74958
ChEBI NameN-isovaleryl-L-homoserine lactone
Stars
ASCII NameN-isovaleryl-L-homoserine lactone
DefinitionAn N-acyl-L-homoserine lactone having isovaleryl as the acyl substituent.
Last Modified8 August 2013
SubmitterKAX
DownloadsMolfile
FormulaC9H15NO3
Net Charge0
Average Mass185.223
Monoisotopic Mass185.10519
SMILESCC(C)CC(=O)N[C@H]1CCOC1=O
InChIInChI=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
InChIKeyDUHWGLQNCKHNBY-ZETCQYMHSA-N
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
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.
ChEBI Ontology
Outgoing Relation(s)
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
Synonym  Source
N-isopentanoyl-L-homoserine lactoneChEBI
UniProt Name  Source
N-isovaleryl-L-homoserine lactoneUniProt
Citations