CHEBI:17289 - homoserine lactone

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ChEBI Name homoserine lactone
ChEBI ID CHEBI:17289
Definition A butan-4-olide having an amino substituent at the 2-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11522, CHEBI:1017, CHEBI:19468, CHEBI:30656
Supplier Information
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Formula C4H7NO2
Net Charge 0
Average Mass 101.10392
Monoisotopic Mass 101.048
InChI InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2
InChIKey QJPWUUJVYOJNMH-UHFFFAOYSA-N
SMILES NC1CCOC1=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing homoserine lactone (CHEBI:17289) has role Escherichia coli metabolite (CHEBI:76971)
homoserine lactone (CHEBI:17289) is a butan-4-olide (CHEBI:22950)
homoserine lactone (CHEBI:17289) is a primary amino compound (CHEBI:50994)
homoserine lactone (CHEBI:17289) is conjugate base of homoserinium lactone (CHEBI:58093)
Incoming N-acyl homoserine lactone (CHEBI:83169) has functional parent homoserine lactone (CHEBI:17289)
D-homoserine lactone (CHEBI:30657) is a homoserine lactone (CHEBI:17289)
L-homoserine lactone (CHEBI:30655) is a homoserine lactone (CHEBI:17289)
homoserinium lactone (CHEBI:58093) is conjugate acid of homoserine lactone (CHEBI:17289)
IUPAC Names
3-amino-4,5-dihydrofuran-2(3H)-one
homoserine lactone
Synonyms Sources
2-Aminobutan-4-olide KEGG COMPOUND
α-amino-γ-butyrolactone ChEBI
Homoserine lactone KEGG COMPOUND
Hsl IUPAC
HSL ChEBI
HSLs ChEBI
Manual Xrefs Databases
C02926 KEGG COMPOUND
DB02624 DrugBank
HOMOSERINE-LACTONE MetaCyc
View more database links
Registry Numbers Types Sources
1192-20-7 CAS Registry Number ChemIDplus
80584 Beilstein Registry Number Beilstein
80584 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
7545940 PubMed citation Europe PMC
Last Modified
29 September 2014