EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

dextro-carvone
D-carvone

Supplier Sponsors

Name:(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
CAS Number: 2244-16-8Picture of molecule3D/inchi
Other:53763-73-8
ECHA EINECS - REACH Pre-Reg:218-827-2
FDA UNII:4RWC1CMS3X
Nikkaji Web:J9.490K
Beilstein Number:2042970
MDL:MFCD00062997
CoE Number:146
XlogP3-AA:2.40 (est)
Molecular Weight:150.22078000
Formula:C10 H14 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:380.1 D-carvone
FLAVIS Number:07.146 (Old)
DG SANTE Food Flavourings:07.146 D-carvone
FEMA Number:2249 D-carvone
FDA:No longer provide for the use of these seven synthetic flavoring substances
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: Yes
Boiling Point: 231.00 °C. @ 760.00 mm Hg
Boiling Point: 98.00 °C. @ 10.00 mm Hg
Vapor Pressure:0.066000 mm/Hg @ 25.00 °C. (est)
Flash Point: 204.00 °F. TCC ( 95.56 °C. )
logP (o/w): 3.070
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage:store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in:
 alcohol
 fixed oils
 mineral oil
 propylene glycol
 water, 1300 mg/L @ 18C (exp)
Insoluble in:
 glycerin
 water
 
Organoleptic Properties:
Odor Type: minty
Odor Strength:medium
Substantivity:8 hour(s) at 100.00 %
spicy bready caraway
Odor Description:at 100.00 %. spice mint bread caraway
Luebke, William tgsc, (1987)
Odor sample from: Fritzsche Dodge & Olcott, Inc.
Flavor Type: minty
spicy minty caraway bread rye bread
Taste Description: spicy minty caraway rye bread
Odor and/or flavor descriptions from others (if found).
Bedoukian Research
d-CARVONE (NATURAL) ≥95.0%, FCC, Kosher
Odor Description:caraway
Used anywhere a caraway or rye note is required.
Taste Description:caraway
Used in cordials, cumin, caraway seed oil, bread and pickle flavors.
Bedoukian Research
d-CARVONE (SYNTHETIC) ≥95.0%, FCC, Kosher
Odor Description:Characteristic caraway (rye)
Used anywhere a caraway or rye note is required.
Taste Description:caraway
Used in cordials, cumin, caraway seed oil, bread and pickle flavors.
Indukern F&F
D-CARVONE
Odor Description:MENTHOLATED, SPEARMINT, SWEET, SPICY
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
A.C.S. International
D-Carvone
Operational Capabilities
Advanced Biotech
CARVONE D-NATURAL
98% min.
Anhui Haibei
D-Carvone
Odor: Characteristic caraway (rye)
Bedoukian Research
d-CARVONE (NATURAL)
≥95.0%, FCC, Kosher
Odor: caraway
Use: Used anywhere a caraway or rye note is required.
Flavor: caraway
Used in cordials, cumin, caraway seed oil, bread and pickle flavors.
Bedoukian Research
d-CARVONE (SYNTHETIC)
≥95.0%, FCC, Kosher
Odor: Characteristic caraway (rye)
Use: Used anywhere a caraway or rye note is required.
Flavor: caraway
Used in cordials, cumin, caraway seed oil, bread and pickle flavors.
Beijing Lys Chemicals
D-Carvone
Berjé
Carvone Dextro
Happening at Berje
BOC Sciences
For experimental / research use only.
D-CARVONE (SYNTHETIC) FCC 95.0%
Citrus and Allied Essences
d'Carvone 95% (natural)
Market Report
Excellentia International
Carvone, d- Natural
ExtraSynthese
For experimental / research use only.
(+)-Carvone (GC) ≥98% (sum of enantiomers)
Fleurchem
d-carvone natural
Fleurchem
d-carvone
Frutarom
D CARVONE
Frutarom
D CARVONE
Global Essence
Carvone – D
H. Interdonati, Inc.
Carvone, D-
Featured Products
Hermitage Oils
Carvone Dextro Natural Isolate
Odor: characteristic
Use: Dextro Carvone (d-carvone) is a powerful caraway smelling top note. This natural isolate has captured the ultra-spicy, herbaceous, aromatic, rye-bread, minty aroma with more realism and naturalness than the synthetically produced version ever could.
The Vault
Indenta Group
D-Carvone
Indukern F&F
D-CARVONE
Odor: MENTHOLATED, SPEARMINT, SWEET, SPICY
Jiangyin Healthway
D - Carvon
New functional food ingredients
Lluch Essence
CARVONE NATURAL DEXTRO
Lluch Essence
dextro-CARVONE
Noble Molecular Research
For experimental / research use only.
D-Carvone 95%+ Natural
OQEMA
D-Carvone
Payand Betrand
Carvone dextro natural France
Pearlchem Corporation
D-Carvone
Penta International
D-CARVONE FCC
Penta International
D-CARVONE, NATURAL, Kosher
R C Treatt & Co Ltd
D-Carvone Natural
R C Treatt & Co Ltd
d-Carvone
Reincke & Fichtner
D-Carvone
Reincke & Fichtner
dextro-Carvone natural
Santa Cruz Biotechnology
For experimental / research use only.
(+)-Carvone ≥95%
Sigma-Aldrich
D-Carvone, ≥96%, FG
Certified Food Grade Products
Synerzine
D-Carvone
TCI AMERICA
For experimental / research use only.
(S)-(+)-Carvone >98.0%(GC)
Vigon International
Carvone Dextro Natural FCC ex Caraway Oil
Vigon International
Carvone Dextro Synthetic
Odor: Spice bread caraway
Wanxiang International
D-Carvone (+)
WEN International
D-CARVONE Natural
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 3710 ul/kg
Food and Cosmetics Toxicology. Vol. 16, Pg. 673, 1978.

Dermal Toxicity:
skin-rabbit LD50 4 ml/kg
Food and Cosmetics Toxicology. Vol. 16, Pg. 673, 1978.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
IFRA Critical Effect: Sensitization
IFRA: View Standard
Fragrance usage is IFRA RESTRICTED. View Standard for complete information.
Please review all IFRA documents for complete information.
IFRA categories: limits in the finished product: (For a description of the categories, refer to the IFRA QRA Information Booklet.)
Category 1:
See Note (1)
0.08 % (1)
Category 2:  0.10 %
Category 3:  0.40 %
Category 4:  1.20 %
Category 5:  0.60 %
Category 6:  1.90 % (1)
Category 7:  0.20 %
Category 8:  2.00 %
Category 9:  5.00 %
Category 10:  2.50 %
Category 11: See Note (2)
 Notes:
 

(1) IFRA would recommend that any material used to impart perfume or flavour in products intended for human ingestion should consist of ingredients that are in compliance with appropriate regulations for foods and food flavourings in the countries of planned distribution and, where these are lacking, with the recommendations laid down in the Code of Practice of IOFI (International Organisation of the Flavor Industry). Further information about IOFI can be found on its website (www.iofi.org).

 

(2) Category 11 includes all non-skin contact or incidental skin contact products. Due to the negligible skin contact from these types of products there is no justification for a restriction of the concentration of this fragrance ingredient in the finished product.

 
Maximised Survey-derived Daily Intakes (MSDI-EU): 2390.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 9900.00 (μg/capita/day)
Structure Class: II
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
 average usual ppmaverage maximum ppm
baked goods: 94.00000116.00000
beverages(nonalcoholic): 34.00000850.00000
beverages(alcoholic): 126.00000145.00000
breakfast cereal: --
cheese: 0.200000.20000
chewing gum: 10000.0000020000.00000
condiments / relishes: 50.0000060.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 150.00000197.00000
fruit ices: --
gelatins / puddings: 87.0000090.00000
granulated sugar: --
gravies: --
hard candy: 5000.0000010000.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: 0.100000.10000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 5000.0000010000.00000
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 212: alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.6 of FGE.19
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 212 Revision 1 (FGE.212Rev1): alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.6 of FGE.19.
View page or View pdf

Scientific Opinion on the safety assessment of carvone, considering all sources of exposure
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 212 Revision 3 (FGE.212Rev3): a,-unsaturated alicyclic ketones and precursors from chemical subgroup 2.6 of FGE.19
View page or View pdf

Safety and efficacy of secondary alicyclic saturated and unsaturated alcohols, ketones, ketals and esters with ketals containing alicyclic alcohols or ketones and esters containing secondary alicyclic alcohols from chemical group 8 when used as flavourings for all animal species
View page or View pdf

Peer review of the pesticide risk assessment of the active substance carvone (substance evaluated d-carvone)
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
EPA Substance Registry Services (TSCA):2244-16-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :16724
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
Chemidplus:0002244168
EPA/NOAA CAMEO:hazardous materials
RTECS:OS8670000 for cas# 2244-16-8
 
References:
Leffingwell:Chirality or Article
 (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:2244-16-8
Pubchem (cid):16724
Pubchem (sid):134983806
Flavornet:2244-16-8
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
UM BBD:Search
KEGG (GenomeNet):C11383
HMDB (The Human Metabolome Database):HMDB04487
FooDB:FDB014599
Export Tariff Code:2914.29.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
Formulations/Preparations:
•assay: 97% min (as ketone content) l-form; 95% min d-form •grades: fcc (both d- & l-forms); technical d- & l-form •the proportion of carvone in herb oil has been reported to vary from 6 to 44%, depending on the geographical origin while the amount of carvone in the oil of dill seeds is more constant, 40-55% •the main constituentof caraway oilis d-carvone (60-70%) •the main constituentof spearmint oilis 1-carvone (ca 50-70%)
 
Potential Blenders and core components note
For Odor
No odor group found for these
para-
menth-1-en-9-al
FL/FR
aldehydic
aldehydic
agrumen nitrile
FR
camphoreous
thujyl alcohol
FL/FR
caramellic
5-
methyl furfural
FL/FR
cheesy
2-
heptanone
FL/FR
citrus
ocimene quintoxide
FL/FR
coconut
wine lactone
FL/FR
earthy
3-
octen-2-one
FL/FR
floral
coriander seed oil
FL/FR
dihydrojasmone
FL/FR
geranium oil bourbon
FL/FR
terpinyl isobutyrate
FL/FR
tuberose absolute (from concrete)
FL/FR
fruity
perillyl acetate
FL/FR
green
sec-
butyl-3-methyl but-2-ene thioate
FL/FR
carrot leaf oil (daucus carota ssp.maximus)
FR
elemi absolute
FL/FR
3-
hepten-2-one
FL/FR
privet dioxane
FR
herbal
anethum graveolens herb oil
FL/FR
canarium luzonicum gum
FL/FR
carum carvi fruit oil
FL/FR
carvacryl methyl ether
FL/FR
coriander seed absolute
FL/FR
coriander seed concrete
FR
dehydroxylinalool oxide
FL/FR
dill seed oil indian
FL/FR
herbal acetal
FR
1-para-
menthen-9-yl acetate
FL/FR
T-
muurolol
FL/FR
3-
nonanol
FL/FR
3-
octanon-1-ol
FL/FR
curled
parsley seed oil
FL/FR
saffron indenone
FL/FR
safranal
FL/FR
thymyl methyl ether
FL/FR
minty
betula lenta bark oil america
FL/FR
laevo-
carveol
FL/FR
cis-
carvone-5,6-oxide
FL/FR
dextro-
dihydrocarvone
FL/FR
trans-para-
menthan-2-one
FL/FR
wintergreen oil
FL/FR
naphthyl
ortho-
methyl anisole
FL/FR
spicy
iso
butyl (E,E)-2,4-decadienamide
FL/FR
iso
butyl angelate
FL/FR
carrot weed oil
FL/FR
carvacryl ethyl ether
FL/FR
trans-
carveol
FL/FR
cis-
carveol
FL/FR
cinnamaldehyde dimethyl acetal
FL/FR
(-)-
cubenol
FL/FR
cuminyl alcohol
FL/FR
black
currant bud absolute
FL/FR
N,N-
diethyl octanamide
FR
ginger oleoresin africa
FL/FR
origanum majorana oil
FL/FR
origanum majorana oil cuba
FL/FR
origanum majorana oil morocco
FL/FR
4-iso
propyl-2-cyclohexenone
FL/FR
laevo-
verbenone
FL/FR
zvoulimba leaf oil
FR
woody
patchouli absolute
FR
For Flavor
No flavor group found for these
iso
butyl (E,E)-2,4-decadienamide
FL/FR
sec-
butyl-3-methyl but-2-ene thioate
FL/FR
carvacryl ethyl ether
FL/FR
carvacryl methyl ether
FL/FR
trans-
carveol
FL/FR
laevo-
carveol
FL/FR
cis-
carveol
FL/FR
(3S,3aS,7aR)-
dill ether
FL
2,4-
dimethyl anisole
FL
para-
menth-1-en-9-al
FL/FR
T-
muurolol
FL/FR
3-
nonanol
FL/FR
3-
octanon-1-ol
FL/FR
4-iso
propyl-2-cyclohexenone
FL/FR
terpinyl isobutyrate
FL/FR
laevo-
verbenone
FL/FR
wine lactone
FL/FR
hexyl 3-mercaptobutanoate
FL
thujyl alcohol
FL/FR
berry
berry
perillyl acetate
FL/FR
brown
5-
methyl furfural
FL/FR
camphoreous
ortho-
methyl anisole
FL/FR
cheesy
2-
heptanone
FL/FR
creamy
3-
hepten-2-one
FL/FR
3-
octen-2-one
FL/FR
floral
dihydrojasmone
FL/FR
geranium oil bourbon
FL/FR
tuberose absolute (from concrete)
FL/FR
fruity
1-para-
menthen-9-yl acetate
FL/FR
green
iso
butyl angelate
FL/FR
canarium luzonicum gum
FL/FR
carrot weed oil
FL/FR
dextro-
dihydrocarvone
FL/FR
elemi absolute
FL/FR
ocimene quintoxide
FL/FR
herbal
anethum graveolens herb oil
FL/FR
carum carvi fruit oil
FL/FR
coriander seed absolute
FL/FR
coriander seed oil
FL/FR
origanum majorana oil
FL/FR
curled
parsley seed oil
FL/FR
saffron indenone
FL/FR
minty
betula lenta bark oil america
FL/FR
cis-
carvone-5,6-oxide
FL/FR
trans-para-
menthan-2-one
FL/FR
wintergreen oil
FL/FR
musty
thymyl methyl ether
FL/FR
spicy
cinnamaldehyde dimethyl acetal
FL/FR
(-)-
cubenol
FL/FR
cuminyl alcohol
FL/FR
black
currant bud absolute
FL/FR
dill seed oil indian
FL/FR
ginger oleoresin africa
FL/FR
origanum majorana oil cuba
FL/FR
origanum majorana oil morocco
FL/FR
woody
dehydroxylinalool oxide
FL/FR
safranal
FL/FR
 
Potential Uses:
FLbread white bread
FL/FRcaraway seed
 cordial
FRcumin oil replacer
FL/FRdill weed
FLpickle
FRspice
 
Occurrence (nature, food, other):note
 anetheum sowa (indian dill) 20-60%
Search Trop Picture
 anise plant
Search Trop Picture
 artemisa fergamensis
Search Trop Picture
 caraway
Search Trop Picture
 caraway plant
Search Trop Picture
 caraway plant 50-76%
Search Trop Picture
 caraway seed
Search Trop Picture
 caraway seed oil
Search Trop Picture
 cornmint
Search Trop Picture
 cornmint oil
Search Trop Picture
 dill
Search Trop Picture
 dill 30-60%
Search Trop Picture
 dill oil
Search Trop Picture
 dill seed
Search Trop Picture
 dill seed oil
Search Trop Picture
 eucalyptus globulus
Search Trop Picture
 gingergrass
Search Trop Picture
 lavender
Search Trop Picture
 litsea guatemaleusis
Search Trop Picture
 
Synonyms:
(+)-(4S)-carvone
(4S)-(+)-carvone
(S)-(+)-carvone
D-carvone
D-carvone (+)
D-carvone (natural)
D-carvone (synthetic)
 carvone dextro FCC natural ex caraway oil
 carvone dextro synthetic
D-carvone FCC
dextro-carvone FCC
dextro-carvone hungary, natural
D-carvone natural
D-carvone, natural
2-cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5S)-
2-cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (S)-
(4S)-p-mentha-1(6),8-dien-2-one
(S)-(+)-p-mentha-6,8-dien-2-one
(S)-(+)-para-mentha-6,8-dien-2-one
(S)-d-p-mentha-6,8,(9)-dien-2-one
(S)-p-mentha-6,8,(9)-dien-2-one
(S)-para-mentha-6,8,(9)-dien-2-one
D-p-mentha-6,8,(9)-dien-2-one
dextro-para-mentha-6,8,(9)-dien-2-one
dextro-1-methyl-4-isopropenyl-6-cyclohexen-2-one
(S)-2-methyl-5-(1-methyl ethenyl)-2-cyclohexen-1-one
(5S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
(S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
(S)-2-methyl-5-(1-methylethenyl)-2-cyclohexene-1-one
(5S)-2-methyl-5-(1-methylethenyl)cyclohex-2-en-1-one
(5S)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-one
(S)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-one
(5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
(5S)-5-Isopropenyl-2-methyl-2-cyclohexen-1-on
(S)-(+)-5-isopropenyl-2-methyl-2-cyclohexenone
(S)-5-isopropenyl-2-methyl-2-cyclohexenone
(5S)-5-isopropenyl-2-methylcyclohex-2-en-1-one
(S)-5-isopropenyl-2-methylcyclohex-2-en-1-one
 

Articles:

PubMed:Composition, quality control, and antimicrobial activity of the essential oil of long-time stored dill (Anethum graveolens L.) seeds from Bulgaria.
PubMed:Concanavalin A application to the olfactory epithelium reveals different sensory neuron populations for the odour pair D- and L-carvone.
PubMed:Relationships between odor-elicited oscillations in the salamander olfactory epithelium and olfactory bulb.
PubMed:Temperature increase abolishes ability of turtle olfactory receptors to discriminate similar odorant.
 
Notes:
Constit. of dill (Anethum graveolens) and caraway (Carum carvi) oils. Flavouring ingredient Carvone is a volatile terpenoid. Carvone is found in many essential oils and is very abundant in the seeds of caraway (Carum carvi). Carvone is occasionally found as a component of biological fluids in normal individuals. Caraway was used for medicinal purposes by the ancient Romans, but carvone was probably not isolated as a pure compound until Varrentrapp obtained it in1841. (PMID: 5556886, 2477620, Wikipedia)
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