CHEBI:38265 - carvone

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ChEBI Name carvone
ChEBI ID CHEBI:38265
Definition A p-menthane monoterpenoid that consists of cyclohex-2-enone having methyl and isopropenyl substituents at positions 2 and 5, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H14O
Net Charge 0
Average Mass 150.21756
Monoisotopic Mass 150.10447
InChI InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3
InChIKey ULDHMXUKGWMISQ-UHFFFAOYSA-N
SMILES CC(=C)C1CC=C(C)C(=O)C1
Roles Classification
Biological Role(s): allergen
A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via botanical anti-fungal agent )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via botanical anti-fungal agent )
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ChEBI Ontology
Outgoing carvone (CHEBI:38265) has role allergen (CHEBI:50904)
carvone (CHEBI:38265) is a botanical anti-fungal agent (CHEBI:86494)
carvone (CHEBI:38265) is a carvones (CHEBI:23048)
Incoming (−)-carvone (CHEBI:15400) is a carvone (CHEBI:38265)
(+)-carvone (CHEBI:15399) is a carvone (CHEBI:38265)
IUPAC Names
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
p-mentha-1(6),8-dien-2-one
Synonyms Sources
1-carvone ChEBI
2-methyl-5-(1-methyl-1-ethenyl)-2-cyclohexen-1-one ChEBI
2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one ChEBI
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone ChEBI
2-methyl-5-isopropenyl-2-cyclohexenone NIST Chemistry WebBook
5-isopropenyl-2-methylcyclohex-2-en-1-one ChEBI
carvol ChEBI
Carvon ChEBI
carvone ChemIDplus
Karvon ChemIDplus
p-mentha-6,8-dien-2-one ChemIDplus
Manual Xrefs Databases
Carvone Wikipedia
Carvones MetaCyc
View more database links
Registry Numbers Types Sources
102300 Gmelin Registry Number Gmelin
1364206 Beilstein Registry Number ChemIDplus
1364206 Reaxys Registry Number Reaxys
99-49-0 CAS Registry Number ChemIDplus
99-49-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
16638680 PubMed citation Europe PMC
19876560 PubMed citation Europe PMC
20233552 PubMed citation Europe PMC
21428701 PubMed citation Europe PMC
Last Modified
04 March 2019
General Comment
2011-03-09 Found naturally in many essential oils, it is most abundant in the oils from seeds of caraway (Carum carvi) and dill. The sharply different tastes and smells of its two enantiomers make it useful as an organic chemistry teaching tool and in the food industry.