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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
Stereoselective total synthesis of chrysanthemol.
2001
(D)- and (L)-cyclohexenyl-G, a new class of antiviral agents: synthesis, conformational analysis, molecular modeling, and biological activity.
2001 Apr-Jul
In vivo studies on the metabolism of the monoterpenes S-(+)- and R-(-)-carvone in humans using the metabolism of ingestion-correlated amounts (MICA) approach.
2001 Aug
Total synthesis of (+)-ampullicin and (+)-isoampullicin: two fungal metabolites with growth regulatory activity isolated from Ampulliferina sp. 27.
2001 Dec 14
Mechanism of the antigen formation of carvone and related alpha, beta-unsaturated ketones.
2001 Jun
Enantiospecific total synthesis of (-)-4-thiocyanatoneopupukeanane.
2001 Jun 15
An enantiospecific approach to tricyclic sesquiterpenes mayurone and thujopsenes.
2001 Oct 19
Detection and discrimination of carvone enantiomers in rats with olfactory bulb lesions.
2003
Sensitivity-dependent hierarchical receptor codes for odors.
2003 Feb
Monoterpene biosynthesis pathway construction in Escherichia coli.
2003 Sep
Microbial transformation of (-)-carvone.
2004 May-Jun
Novel approach for the introduction of a C-1 oxygenated group on the decalin skeleton: first asymmetric total synthesis of 1S,6S-dihydroxy-eudesm-3-ene.
2004 Oct
A formal total synthesis of eleutherobin using the ring-closing metathesis (RCM) reaction of a densely functionalized diene as the key step: investigation of the unusual kinetically controlled RCM stereochemistry.
2005 Dec 16
Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint.
2005 Mar
Diastereoselective reactions at enantiomerically pure, sterically congested cyclohexanes as an entry to wailupemycins A and B: total synthesis of (+)-wailupemycin B.
2005 Nov 18
Purinergic receptor antagonists inhibit odorant-induced heat shock protein 25 induction in mouse olfactory epithelium.
2006 Jan 15
Synthesis of the zoanthamine ABC ring system: some surprises from intramolecular Diels-Alder reactions.
2006 Jan 6
Rearrangement of 4,5-epoxy-9-trimethylsilyldecalines. Application to the synthesis of the natural eremophilane (-)-aristolochene.
2006 Jun 23
Convergent, enantioselective syntheses of guanacastepenes A and E featuring a selective cyclobutane fragmentation.
2006 May 31
TRPV1 receptors and nasal trigeminal chemesthesis.
2006 Nov
Control of asymmetric biaryl conformations with terpenol moieties: syntheses, structures and energetics of new enantiopure C2-symmetric diols.
2008
[Characterization of aroma active compounds in blood orange juice by solid phase microextraction and gas chromatography-mass spectrometry-olfactometry].
2008 Jul
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
Structure and spasmolytic activity relationships of monoterpene analogues found in many aromatic plants.
2008 Nov-Dec
Use of human senses as sensors.
2009
Disruption of Adult Neurogenesis in the Olfactory Bulb Affects Social Interaction but not Maternal Behavior.
2010
Insecticidal activity of essential oil of Carum Carvi fruits from China and its main components against two grain storage insects.
2010 Dec 20
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:48:18 GMT 2025
Edited
by admin
on Mon Mar 31 18:48:18 GMT 2025
Record UNII
5TO7X34D3D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(-)-CARVONE
FCC  
Preferred Name English
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
FEMA NO. 2249, (-)-
Code English
Classification Tree Code System Code
JECFA EVALUATION (-)-CARVONE
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
EPA PESTICIDE CODE 79500
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID7041413
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
ECHA (EC/EINECS)
229-352-5
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
SMS_ID
100000129266
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
EVMPD
SUB37982
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
CAS
6485-40-1
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
PUBCHEM
439570
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
RXCUI
2048712
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
DAILYMED
5TO7X34D3D
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
JECFA MONOGRAPH
83
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
FDA UNII
5TO7X34D3D
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
MERCK INDEX
m3144
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY Merck Index
CHEBI
15400
Created by admin on Mon Mar 31 18:48:18 GMT 2025 , Edited by admin on Mon Mar 31 18:48:18 GMT 2025
PRIMARY
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