CHEBI:145738 - γ-octalactone

ChEBI IDCHEBI:145738
ChEBI Nameγ-octalactone
Stars
ASCII Namegamma-octalactone
DefinitionA 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.
Last Modified7 January 2020
Submittermwilliams
DownloadsMolfile
FormulaC8H14O2
Net Charge0
Average Mass142.198
Monoisotopic Mass142.09938
SMILESCCCCC1CCC(=O)O1
InChIInChI=1S/C8H14O2/c1-2-3-4-7-5-6-8(9)10-7/h7H,2-6H2,1H3
InChIKeyIPBFYZQJXZJBFQ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Bos taurus (ncbitaxon:9913) - PubMed (21535590) Found in the Longissimus Thoracis muscle.
Mangifera indica (ncbitaxon:29780) - PubMed (22438014)
Mus spicilegus (ncbitaxon:10103) urine (BTO:0001419) PubMed (19390894)
Prunus persica (ncbitaxon:3760) - DOI (10.1007/s10886-014-0379-3) Found in ripe peach with leaves.
Sus scrofa domesticus (ncbitaxon:9825) - DOI (10.1007/s00217-006-0465-z)
Taiwanofungus camphoratus (ncbitaxon:196114) - PubMed (21823126)
Roles Classification
Chemical Role:
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
Biological Roles:
mammalian metabolite  Any animal metabolite produced during a metabolic reaction in mammals.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Application:
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
ChEBI Ontology
Outgoing Relation(s)
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 tetrahydrofuranone (CHEBI:47016)
γ-octalactone (CHEBI:145738) is a volatile organic compound (CHEBI:134179)
γ-octalactone (CHEBI:145738) is a γ-lactone (CHEBI:37581)
IUPAC Name 
5-butyldihydrofuran-2(3H)-one
Synonyms  Source
4-butyl-γ-butyrolactoneChemIDplus
4-octanolideChemIDplus
5-butyldihydro-2(3H)-furanoneChemIDplus
5-butyloxolan-2-oneIUPAC
8-oxo-5-octanolideChemIDplus
dihydro-5-butyl-2(3H)-furanoneChemIDplus
Manual XrefsDatabases
FDB014100FooDB
HMDB0035422HMDB
LMFA07040016LIPID MAPS
Registry NumbersSources
Reaxys:111677Reaxys
CAS:104-50-7ChemIDplus
CAS:104-50-7NIST Chemistry WebBook
Citations