EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:74974 - N-(4-coumaroyl)-L-homoserine lactone

Default Structure
ChEBI IDCHEBI:74974
ChEBI NameN-(4-coumaroyl)-L-homoserine lactone
Stars
ASCII NameN-(4-coumaroyl)-L-homoserine lactone
DefinitionAn N-acyl-L-homoserine lactone having 4-coumaroyl as the acyl substituent.
Last Modified12 August 2013
SubmitterKAX
DownloadsMolfile
FormulaC13H13NO4
Net Charge0
Average Mass247.250
Monoisotopic Mass247.08446
SMILESO=C(C=Cc1ccc(O)cc1)N[C@H]1CCOC1=O
InChIInChI=1S/C13H13NO4/c15-10-4-1-9(2-5-10)3-6-12(16)14-11-7-8-18-13(11)17/h1-6,11,15H,7-8H2,(H,14,16)/t11-/m0/s1
InChIKeyCCIXZFJYFQJTGK-NSHDSACASA-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-(4-coumaroyl)-L-homoserine lactone (CHEBI:74974) has role metabolite (CHEBI:25212)
N-(4-coumaroyl)-L-homoserine lactone (CHEBI:74974) has role signalling molecule (CHEBI:62488)
N-(4-coumaroyl)-L-homoserine lactone (CHEBI:74974) is a N-acyl-L-homoserine lactone (CHEBI:55474)
IUPAC Name 
3-(4-hydroxyphenyl)-N-[(3S)-2-oxotetrahydrofuran-3-yl]prop-2-enamide
Synonyms  Source
3-(4-hydroxyphenyl)-N-[(3S)-2-oxotetrahydrofuran-3-yl]acrylamideIUPAC
N-(p-coumaroyl)-L-homoserine lactoneChEBI
UniProt Name  Source
N-(4-coumaroyl)-L-homoserine lactoneUniProt
Citations