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
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
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
Title | Date | PubMed |
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Stereoselective total synthesis of chrysanthemol. | 2001 |
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(D)- and (L)-cyclohexenyl-G, a new class of antiviral agents: synthesis, conformational analysis, molecular modeling, and biological activity. | 2001 Apr-Jul |
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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 |
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Total synthesis of (+)-ampullicin and (+)-isoampullicin: two fungal metabolites with growth regulatory activity isolated from Ampulliferina sp. 27. | 2001 Dec 14 |
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Mechanism of the antigen formation of carvone and related alpha, beta-unsaturated ketones. | 2001 Jun |
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Enantiospecific total synthesis of (-)-4-thiocyanatoneopupukeanane. | 2001 Jun 15 |
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An enantiospecific approach to tricyclic sesquiterpenes mayurone and thujopsenes. | 2001 Oct 19 |
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Detection and discrimination of carvone enantiomers in rats with olfactory bulb lesions. | 2003 |
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Sensitivity-dependent hierarchical receptor codes for odors. | 2003 Feb |
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Monoterpene biosynthesis pathway construction in Escherichia coli. | 2003 Sep |
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Microbial transformation of (-)-carvone. | 2004 May-Jun |
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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 |
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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 |
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Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint. | 2005 Mar |
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Diastereoselective reactions at enantiomerically pure, sterically congested cyclohexanes as an entry to wailupemycins A and B: total synthesis of (+)-wailupemycin B. | 2005 Nov 18 |
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Purinergic receptor antagonists inhibit odorant-induced heat shock protein 25 induction in mouse olfactory epithelium. | 2006 Jan 15 |
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Synthesis of the zoanthamine ABC ring system: some surprises from intramolecular Diels-Alder reactions. | 2006 Jan 6 |
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Rearrangement of 4,5-epoxy-9-trimethylsilyldecalines. Application to the synthesis of the natural eremophilane (-)-aristolochene. | 2006 Jun 23 |
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Convergent, enantioselective syntheses of guanacastepenes A and E featuring a selective cyclobutane fragmentation. | 2006 May 31 |
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TRPV1 receptors and nasal trigeminal chemesthesis. | 2006 Nov |
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Control of asymmetric biaryl conformations with terpenol moieties: syntheses, structures and energetics of new enantiopure C2-symmetric diols. | 2008 |
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[Characterization of aroma active compounds in blood orange juice by solid phase microextraction and gas chromatography-mass spectrometry-olfactometry]. | 2008 Jul |
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Activity of essential oils and individual components against acetyl- and butyrylcholinesterase. | 2008 Jul-Aug |
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Stereocontrolled synthesis of the sterically encumbered F ring of lancifodilactone G. | 2008 Jun 5 |
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Structure and spasmolytic activity relationships of monoterpene analogues found in many aromatic plants. | 2008 Nov-Dec |
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Use of human senses as sensors. | 2009 |
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Disruption of Adult Neurogenesis in the Olfactory Bulb Affects Social Interaction but not Maternal Behavior. | 2010 |
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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
Edited
Mon Mar 31 18:48:18 GMT 2025
by
admin
on
Mon Mar 31 18:48:18 GMT 2025
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Record UNII |
5TO7X34D3D
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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JECFA EVALUATION |
(-)-CARVONE
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EPA PESTICIDE CODE |
79500
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m3144
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15400
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Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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PARENT -> IMPURITY |