CHEBI:42639 - γ-butyrolactone

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ChEBI Name γ-butyrolactone
ChEBI ID CHEBI:42639
ChEBI ASCII Name gamma-butyrolactone
Definition A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42636, CHEBI:18871
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Formula C4H6O2
Net Charge 0
Average Mass 86.08920
InChI InChI=1S/C4H6O2/c5-4-2-1-3-6-4/h1-3H2
InChIKey YEJRWHAVMIAJKC-UHFFFAOYSA-N
SMILES O=C1CCCO1
Roles Classification
Biological Role(s): neurotoxin
A poison that interferes with the functions of the nervous system.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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ChEBI Ontology
Outgoing γ-butyrolactone (CHEBI:42639) has role metabolite (CHEBI:25212)
γ-butyrolactone (CHEBI:42639) has role neurotoxin (CHEBI:50910)
γ-butyrolactone (CHEBI:42639) is a butan-4-olide (CHEBI:22950)
Incoming 2-isocapryloyl-3R-hydroxymethyl-γ-butyrolactone (CHEBI:73982) has functional parent γ-butyrolactone (CHEBI:42639)
4-butyl-γ-butyrolactone (CHEBI:87416) has functional parent γ-butyrolactone (CHEBI:42639)
5-ethoxydihydro-2(3H)-furanone (CHEBI:87307) has functional parent γ-butyrolactone (CHEBI:42639)
podorhizol (CHEBI:37394) has functional parent γ-butyrolactone (CHEBI:42639)
IUPAC Name
dihydrofuran-2(3H)-one
Synonyms Sources
1,2-butanolide UM-BBD
1,4-Butanolide UM-BBD
1,4-Lactone KEGG COMPOUND
4-Butyrolactone UM-BBD
4-Deoxytetronic acid UM-BBD
4-Hydroxybutyric acid lactone UM-BBD
Butyrolactone UM-BBD
dihydro-2(3H)-furanone NIST Chemistry WebBook
γ-butanolactone NIST Chemistry WebBook
GAMMA-BUTYROLACTONE PDBeChem
γ-butyrolactone UniProt
γ-hydroxybutyric acid lactone NIST Chemistry WebBook
γ-hydroxybutyrolactone NIST Chemistry WebBook
tetrahydrofuran-2-one ChEBI
Database Links Databases
c0033 UM-BBD
C01770 KEGG COMPOUND
DB04699 DrugBank
Gamma-Butyrolactone Wikipedia
GBL PDBeChem
HMDB00549 HMDB
View more database links
Registry Numbers Types Sources
105248 Reaxys Registry Number Reaxys
96-48-0 CAS Registry Number NIST Chemistry WebBook
96-48-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12429914 PubMed citation CiteXplore
23245230 PubMed citation CiteXplore
24500753 PubMed citation CiteXplore
Last Modified
23 October 2015