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Details

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

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

SMILES

CC(=C)[C@@H]1CC=C(C)C(=O)C1

InChI

InChIKey=ULDHMXUKGWMISQ-SECBINFHSA-N
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H14O
Molecular Weight 150.2176
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

CARVONE, (-)-, a volatile terpenoid, is found mostly in the seeds of caraway (Carum carvi) and spearmint (Mentha crispa) leaves. It is a constituent of costmary, kuromoji, and other oils. CARVONE, (-)- is a flavoring ingredient. Caraway was used for medicinal purposes by the ancient Romans, but carvone was probably not isolated as a pure compound until Franz Varrentrapp obtained it in 1841.

Approval Year

PubMed

PubMed

TitleDatePubMed
(D)- and (L)-cyclohexenyl-G, a new class of antiviral agents: synthesis, conformational analysis, molecular modeling, and biological activity.
2001 Apr-Jul
Enantiospecific total synthesis of (-)-4-thiocyanatoneopupukeanane.
2001 Jun 15
Percutaneous absorption of the montoterperne carvone: implication of stereoselective metabolism on blood levels.
2001 May
Detection and discrimination of carvone enantiomers in rats with olfactory bulb lesions.
2003
Monoterpene biosynthesis pathway construction in Escherichia coli.
2003 Sep
Synthetic approaches to guanacastepenes. Enantiospecific syntheses of BC and AB ring systems of guanacastepenes and rameswaralide.
2004 Jan 22
Diastereoselective reactions at enantiomerically pure, sterically congested cyclohexanes as an entry to wailupemycins A and B: total synthesis of (+)-wailupemycin B.
2005 Nov 18
Reversible effects of permeation enhancers on human skin.
2007 Aug
Antinociceptive activity of structural analogues of rotundifolone: structure-activity relationship.
2007 Jan-Feb
Improved reactor performance and operability in the biotransformation of carveol to carvone using a solid-liquid two-phase partitioning bioreactor.
2008 Dec 1
Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.
2008 Jul-Aug
Stereocontrolled synthesis of the sterically encumbered F ring of lancifodilactone G.
2008 Jun 5
Use of human senses as sensors.
2009
Syntheses of bioactive bisabolane-type Cryptomeria japonica sesquiterpenes.
2009 Mar 23
Total synthesis of (+)-chinensiolide B via tandem allylboration/lactonization.
2010 Feb 10
Chitosan coating improves retention and redispersibility of freeze-dried flavor oil emulsions.
2010 Feb 24
Mint essential oil can induce or inhibit potato sprouting by differential alteration of apical meristem.
2010 Jun
Acaricidal and quantitative structure activity relationship of monoterpenes against the two-spotted spider mite, Tetranychus urticae.
2010 Nov
Distinct effects of carvone analogues on the isolated nerve of rats.
2010 Oct 25
Anti-inflammatory activity of hydroxydihydrocarvone.
2010 Sep-Oct
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:33:55 GMT 2023
Edited
by admin
on Fri Dec 15 17:33:55 GMT 2023
Record UNII
5TO7X34D3D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CARVONE, (-)-
Common Name English
R-(-)-CARVONE
Common Name English
(-)-CARVONE [FCC]
Common Name English
2-CYCLOHEXEN-1-ONE, 2-METHYL-5-(1-METHYLETHENYL)-, (5R)-
Systematic Name English
(R)-(-)- P-MENTHA-6,8-DIEN-2-ONE
Common Name English
(R)-2-METHYL-5-(1- METHYLETHENYL)-2-CYCLOHEXEN-1-ONE
Systematic Name English
(R)-(-)-CARVONE
Common Name English
CARVONE, L-
Common Name English
CARVONE [FHFI]
Common Name English
L-CARVONE
Common Name English
(R)-CARVONE (CONSTITUENT OF MYRRH) [DSC]
Common Name English
CARVONE L-FORM [MI]
Common Name English
(-)-CARVONE
FCC  
Common Name English
FEMA NO. 2249, (-)-
Code English
Classification Tree Code System Code
JECFA EVALUATION (-)-CARVONE
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
EPA PESTICIDE CODE 79500
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID7041413
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
ECHA (EC/EINECS)
229-352-5
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
SMS_ID
100000129266
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
EVMPD
SUB37982
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
CAS
6485-40-1
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
PUBCHEM
439570
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
RXCUI
2048712
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
DAILYMED
5TO7X34D3D
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
JECFA MONOGRAPH
83
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
FDA UNII
5TO7X34D3D
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
MERCK INDEX
m3144
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY Merck Index
CHEBI
15400
Created by admin on Fri Dec 15 17:33:55 GMT 2023 , Edited by admin on Fri Dec 15 17:33:55 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
PARENT -> IMPURITY
ASSAY (GC)