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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-(4-coumaroyl)-L-homoserine lactone
ChEBI ID CHEBI:74974
ChEBI ASCII Name N-(4-coumaroyl)-L-homoserine lactone
Definition An N-acyl-L-homoserine lactone having 4-coumaroyl as the acyl substituent.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information
Download Molfile XML SDF
Formula C13H13NO4
Net Charge 0
Average Mass 247.24660
Monoisotopic Mass 247.08446
InChI InChI=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
InChIKey CCIXZFJYFQJTGK-NSHDSACASA-N
SMILES Oc1ccc(C=CC(=O)N[C@H]2CCOC2=O)cc1
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-(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 Sources
3-(4-hydroxyphenyl)-N-[(3S)-2-oxotetrahydrofuran-3-yl]acrylamide IUPAC
N-(4-coumaroyl)-L-homoserine lactone UniProt
N-(p-coumaroyl)-L-homoserine lactone ChEBI
Citation Waiting for Citations Type Source
18563084 PubMed citation SUBMITTER
Last Modified
12 August 2013