CHEBI:145738 - γ-octalactone

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ChEBI Name γ-octalactone
ChEBI ID CHEBI:145738
ChEBI ASCII Name gamma-octalactone
Definition A γ-lactone that is oxolan-2-one substituted by a butyl group at position 5. It is a volatile compound found in peaches, mangoes, beef and ham.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
Download Molfile XML SDF
Formula C8H14O2
Net Charge 0
Average Mass 142.198
Monoisotopic Mass 142.09938
InChI InChI=1S/C8H14O2/c1-2-3-4-7-5-6-8(9)10-7/h7H,2-6H2,1H3
InChIKey IPBFYZQJXZJBFQ-UHFFFAOYSA-N
SMILES C1(OC(=O)CC1)CCCC
Metabolite of Species Details
Mus sp.cilegus (NCBI:txid10103) Found in urine (BTO:0001419). See: PubMed
Taiwanofungus camphoratus (NCBI:txid196114) See: PubMed
Mangifera indica (NCBI:txid29780) See: PubMed
Prunus persica (NCBI:txid3760) Found in ripe peach with leaves. See: DOI
Sus scrofa domesticus (NCBI:txid9825) See: DOI
Bos taurus (NCBI:txid9913) Found in the Longissimus Thoracis muscle. See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
insect attractant
A chemical that attracts insects.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
flavouring agent
A food additive that is used to added improve the taste or odour of a food.
Application(s): flavouring agent
A food additive that is used to added improve the taste or odour of a food.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing γ-octalactone (CHEBI:145738) has role flavouring agent (CHEBI:35617)
γ-octalactone (CHEBI:145738) has role fungal metabolite (CHEBI:76946)
γ-octalactone (CHEBI:145738) has role insect attractant (CHEBI:24850)
γ-octalactone (CHEBI:145738) has role mammalian metabolite (CHEBI:75768)
γ-octalactone (CHEBI:145738) has role mouse metabolite (CHEBI:75771)
γ-octalactone (CHEBI:145738) has role plant metabolite (CHEBI:76924)
γ-octalactone (CHEBI:145738) is a γ-lactone (CHEBI:37581)
γ-octalactone (CHEBI:145738) is a tetrahydrofuranone (CHEBI:47016)
γ-octalactone (CHEBI:145738) is a volatile organic compound (CHEBI:134179)
IUPAC Name
5-butyldihydrofuran-2(3H)-one
Synonyms Sources
4-butyl-γ-butyrolactone ChemIDplus
4-octanolide ChemIDplus
5-butyldihydro-2(3H)-furanone ChemIDplus
5-butyloxolan-2-one IUPAC
8-oxo-5-octanolide ChemIDplus
dihydro-5-butyl-2(3H)-furanone ChemIDplus
γ-butyl-γ-butyrolactone ChemIDplus
γ-butylbutyrolactone ChEBI
γ-n-butyl-γ-butyrolactone ChemIDplus
gamma-octalactone ChemIDplus
γ-octalactone ChemIDplus
γ-octanoic lactone ChEBI
octan-4-olide ChemIDplus
octano-1,4-lactone ChEBI
Manual Xrefs Databases
FDB014100 FooDB
HMDB0035422 HMDB
LMFA07040016 LIPID MAPS
View more database links
Registry Numbers Types Sources
104-50-7 CAS Registry Number NIST Chemistry WebBook
104-50-7 CAS Registry Number ChemIDplus
111677 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19154158 PubMed citation Europe PMC
19228057 PubMed citation Europe PMC
19390894 PubMed citation Europe PMC
21535590 PubMed citation Europe PMC
21823126 PubMed citation Europe PMC
22438014 PubMed citation Europe PMC
Last Modified
07 January 2020