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Details

Stereochemistry RACEMIC
Molecular Formula C10H14O
Molecular Weight 150.2176
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARVONE, (±)-

SMILES

CC(=C)C1CC=C(C)C(=O)C1

InChI

InChIKey=ULDHMXUKGWMISQ-UHFFFAOYSA-N
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3

HIDE SMILES / InChI

Molecular Formula C10H14O
Molecular Weight 150.2176
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Carvone is a monoterpene ketone that is found in several essential oils and used in the flavor industry, alternative medicine and as starting material for the asymmetric total synthesis of natural products. Carvone is produced in two enantiomeric forms: (R)-(-)-carvone, is found in mint leaves, and it is a principal contributor to the distinctive odor of mint. The other form, (S)-(+)-carvone, is found in caraway seeds. This form has a very different smell and is typically used to flavor rye bread and other Eastern European foods. S-(+)-Carvone is also used to prevent premature sprouting of potatoes during storage, being marketed in the Netherlands for this purpose under the name Talent. In the body, in vivo studies indicate that both enantiomers of carvone are mainly metabolized into dihydrocarvonic acid, carvonic acid and uroterpenolone.

Originator

Approval Year

PubMed

Patents

Substance Class Chemical
Record UNII
75GK9XIA8I
Record Status Validated (UNII)
Record Version