(+)-menthone
cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel-
 
Notes:
Found in some essential oils, e.g. those of Barosma pulchellum, Mentha sachalinensis
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CAS Number: 3391-87-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 222-227-6
FDA UNII: 15F1B5K9A5
Nikkaji Web: J205.485J
Beilstein Number: 2041367
MDL: MFCD00210063
XlogP3-AA: 2.70 (est)
Molecular Weight: 154.25266000
Formula: C10 H18 O
NMR Predictor: Predict (works with chrome, Edge or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 97.00 to 100.00 % sum of isomers
Food Chemicals Codex Listed: No
Boiling Point: 208.00 to  210.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.256000 mmHg @ 25.00 °C. (est)
Flash Point: 161.00 °F. TCC ( 71.67 °C. )
logP (o/w): 2.625 (est)
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage: refrigerate in tightly sealed containers.
Soluble in:
 alcohol
 water, 180.5 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: mentholic
 
 mentholic  minty  
Odor Description:
at 10.00 % in dipropylene glycol. 
mentholic minty
 
 
Flavor Type: mentholic
 
 peppermint  mentholic  
Taste Description:
peppermint
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Aromatic and Allied Chemicals
Menthone (all grades)
Ind-Swift Laboratories
Menthones (All Grade)
Santa Cruz Biotechnology
For experimental / research use only.
(+)-Menthone ≥98%
Sigma-Aldrich
For experimental / research use only.
(+)-Menthone
analytical standard
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
 
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 443159
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (2R,5S)-5-methyl-2-propan-2-ylcyclohexan-1-one
Chemidplus: 0003391875
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References:
 (2R,5S)-5-methyl-2-propan-2-ylcyclohexan-1-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 443159
Pubchem (sid): 135062239
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (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
KEGG (GenomeNet): C11390
HMDB (The Human Metabolome Database): HMDB35783
FooDB: FDB014530
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
For Odor
fruity
fruity
 menthyl isovalerateFL/FR
herbal
1,4-cineoleFL/FR
mentholic
 cornmint oilFL/FR
 cornmint oil chinaFL/FR
 cornmint oil indiaFL/FR
 cornmint oil terpenelessFL/FR
laevo-mentholFL/FR
neoisomentholFL/FR
dextro,laevo-neomentholFL/FR
dextro-neomentholFL/FR
(±)-mentholFL/FR
dextro,laevo-mentholFL/FR
(±)-isomenthoneFL/FR
 menthyl acetateFL/FR
laevo-menthyl acetateFL/FR
 menthyl acetate racemicFL/FR
 peppermint cyclohexanoneFL/FR
dextro-piperitoneFL/FR
minty
 cornmint oil japanFL/FR
 cornmint oil terpenesFR
 dihydrocarveolFL/FR
(+)-dihydrocarvoneFL/FR
 mentha piperita extractFL/FR
 mentha piperita flower/leaf/stem extractFL/FR
 mentha piperita flower/leaf/stem waterFR
 mentha piperita herb extract americaFR
 mentha piperita leaf waterFR
 mentha piperita tinctureFL/FR
(-)-menthoneFL/FR
(±)-menthoneFL/FR
2-methyl cyclohexanoneFL/FR
 pennyroyal oilFL/FR
 peppermint absoluteFL/FR
 peppermint distillatesFL/FR
 peppermint fragranceFR
 peppermint leafCS
 peppermint oilFL/FR
 peppermint oil americaFL/FR
 peppermint oil brazilFL/FR
 peppermint oil chinaFL/FR
 peppermint oil CO2 extractFL/FR
 peppermint oil dementholizedFL/FR
 peppermint oil englandFL/FR
 peppermint oil franceFL/FR
 peppermint oil hungaryFL/FR
 peppermint oil idahoFL/FR
 peppermint oil indiaFL/FR
 peppermint oil mongoliaFL/FR
 peppermint oil montanaFL/FR
 peppermint oil moroccoFL/FR
 peppermint oil russiaFL/FR
 peppermint oil special fractionsFL/FR
 peppermint oil tasmaniaFL/FR
 peppermint oil terpenelessFL/FR
 peppermint oil terpenesFR
 peppermint oil willametteFL/FR
 peppermint oil yakimaFL/FR
 peppermint waterFL/FR
laevo-piperitoneFL/FR
isopulegolFL/FR
(R)-(+)-pulegoneFR
isopulegoneFL/FR
 WS-23FL/FR
woody
1,4-dimethyl bicyclo(3.2.1)octan-3-oneFR
 
For Flavor
 
No flavor group found for these
(+)-dihydrocarvoneFL/FR
neoisomentholFL/FR
dextro,laevo-neomentholFL/FR
 menthyl acetate racemicFL/FR
2-methyl cyclohexanoneFL/FR
isopulegoneFL/FR
cooling
1,4-cineoleFL/FR
isomentholFL
dextro,laevo-mentholFL/FR
laevo-mentholFL/FR
 menthyl acetateFL/FR
 peppermint oil americaFL/FR
 WS-3FL
fruity
 menthyl isovalerateFL/FR
green
 dihydrocarveolFL/FR
mentholic
 cornmint oilFL/FR
 cornmint oil terpenelessFL/FR
dextro-neomentholFL/FR
(±)-mentholFL/FR
 peppermint cyclohexanoneFL/FR
minty
 cherry menthol flavorFL
 cornmint oil chinaFL/FR
 cornmint oil indiaFL/FR
 cornmint oil japanFL/FR
 mentha piperita extractFL/FR
 mentha piperita flower/leaf/stem extractFL/FR
 mentha piperita tinctureFL/FR
(-)-menthoneFL/FR
(±)-isomenthoneFL/FR
(±)-menthoneFL/FR
laevo-menthyl acetateFL/FR
 pennyroyal oilFL/FR
 peppermint absoluteFL/FR
 peppermint distillatesFL/FR
 peppermint flavorFL
 peppermint oilFL/FR
 peppermint oil brazilFL/FR
 peppermint oil chinaFL/FR
 peppermint oil CO2 extractFL/FR
 peppermint oil dementholizedFL/FR
 peppermint oil englandFL/FR
 peppermint oil franceFL/FR
 peppermint oil hungaryFL/FR
 peppermint oil idahoFL/FR
 peppermint oil indiaFL/FR
 peppermint oil mongoliaFL/FR
 peppermint oil montanaFL/FR
 peppermint oil moroccoFL/FR
 peppermint oil russiaFL/FR
 peppermint oil special fractionsFL/FR
 peppermint oil tasmaniaFL/FR
 peppermint oil terpenelessFL/FR
 peppermint oil willametteFL/FR
 peppermint oil yakimaFL/FR
 peppermint waterFL/FR
dextro-piperitoneFL/FR
laevo-piperitoneFL/FR
isopulegolFL/FR
 WS-23FL/FR
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 barosma pulchellum
Search Trop  Picture
 mentha sachalinensis
Search Trop  Picture
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Synonyms:
 cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R-trans)-
 cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5S)-
 cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel-
(1S,4R)-p-menthan-3-one
(1S,4R)-para-menthan-3-one
(1S,4R)-p-menthane-3-one
(1S,4R)-para-menthane-3-one
(2R,5S)-5-methyl-2-(propan-2-yl) cyclohexanone
(2R,5S)-5-methyl-2-(propan-2-yl)cyclohexanone
(2R,5S)-5-methyl-2-propan-2-ylcyclohexan-1-one
(2R,5S)-2-isopropyl-5-methyl cyclohexanone
(2R,5S)-2-isopropyl-5-methylcyclohexanone
rel-(2R,5S)-2-isopropyl-5-methylcyclohexanone
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Articles:
PubMed: A rationale to design longer lasting mosquito repellents.
PubMed: Biocontrol potential of essential oil monoterpenes against housefly, Musca domestica (Diptera: Muscidae).
PubMed: Nutritional and sensory quality during refrigerated storage of fresh-cut mints (MenthaƗpiperita and M. spicata).
PubMed: Nematicidal activity of mint aqueous extracts against the root-knot nematode Meloidogyne incognita.
PubMed: Anti-inflammatory effects of 27 selected terpenoid compounds tested through modulating Th1/Th2 cytokine secretion profiles using murine primary splenocytes.
PubMed: Effect of gibberellic acid and calliterpenone on plant growth attributes, trichomes, essential oil biosynthesis and pathway gene expression in differential manner in Mentha arvensis L.
PubMed: Retention of aroma compounds from Mentha piperita essential oil by cyclodextrins and crosslinked cyclodextrin polymers.
PubMed: Anti-yeast activity of mentha oil and vapours through in vitro and in vivo (real fruit juices) assays.
PubMed: The constituents of essential oil: antimicrobial and antioxidant activity of Micromeria congesta Boiss. & Hausskn. ex Boiss. from East Anatolia.
PubMed: Antioxidant and antibacterial effects of Lavandula and Mentha essential oils in minced beef inoculated with E. coli O157:H7 and S. aureus during storage at abuse refrigeration temperature.
PubMed: Lack of cytotoxic and genotoxic effects of Minthostachys verticillata essential oil: studies in vitro and in vivo.
PubMed: Toxicity of Schizonpeta multifida essential oil and its constituent compounds towards two grain storage insects.
PubMed: Composition and antimicrobial activities of Lippia multiflora Moldenke, Mentha x piperita L. and Ocimum basilicum L. essential oils and their major monoterpene alcohols alone and in combination.
PubMed: Yield, content, and composition of peppermint and spearmints as a function of harvesting time and drying.
PubMed: Seasonal variation in content, chemical composition and antimicrobial and cytotoxic activities of essential oils from four Mentha species.
PubMed: Ultraviolet-B and photosynthetically active radiation interactively affect yield and pattern of monoterpenes in leaves of peppermint (Mentha x piperita L.).
PubMed: API-IT-MS for measuring aroma release from dentifrice products using a device to simulate tooth brushing.
PubMed: Supercritical fluid extraction--achiral liquid chromatography with circular dichroism detection for the determination of menthone enantiomers in natural peppermint oil samples.
PubMed: Chemical composition of essential oils of Thymus and Mentha species and their antifungal activities.
PubMed: Aroma permeability of hydroxypropyl maize starch films.
PubMed: Antioxidant property of volatile oils determined by the ferric reducing ability.
PubMed: Screening of antibacterial activities of twenty-one oxygenated monoterpenes.
PubMed: Quantitative variations in the essential oil of Minthostachys mollis (Kunth.) Griseb. in response to insects with different feeding habits.
PubMed: Effect of harvest time and drying method on biomass production, essential oil yield, and quality of peppermint (Mentha x piperita L.).
PubMed: Biofilm in water pipelines; a potential source for off-flavours in the drinking water.
PubMed: Identification of monomenthyl succinate, monomenthyl glutarate, and dimenthyl glutarate in nature by high performance liquid chromatography-tandem mass spectrometry.
PubMed: Antimicrobial and antioxidant activities of Melissa officinalis L. (Lamiaceae) essential oil.
PubMed: Antifungal activity of peppermint and sweet basil essential oils and their major aroma constituents on some plant pathogenic fungi from the vapor phase.
PubMed: Biosynthetic origin of geosmin in red beets (Beta vulgaris L.).
PubMed: Simulated microgravity [bed rest] has little influence on taste, odor or trigeminal sensitivity.
PubMed: Characterization of essential oils from lamiaceae species by fourier transform Raman spectroscopy.
PubMed: Phytochemical induction by herbivores could affect quality of essential oils from aromatic plants.
PubMed: Antimicrobial screening of Mentha piperita essential oils.
PubMed: Essential oil composition of sachalinmint from Norway detected by solid-phase microextraction and gas chromatography-mass spectrometry analysis.
PubMed: Genetic and biochemical characterization of a novel monoterpene epsilon-lactone hydrolase from Rhodococcus erythropolis DCL14.
PubMed: Acaricidal activity of natural monoterpenes on Tyrophagus putrescentiae (Schrank), a mite of stored food.
PubMed: Purification and characterization of a Baeyer-Villiger mono-oxygenase from Rhodococcus erythropolis DCL14 involved in three different monocyclic monoterpene degradation pathways.
PubMed: Monoterpene composition of essential oil from peppermint (Mentha x piperita L.) with regard to leaf position using solid-phase microextraction and gas chromatography/mass spectrometry analysis.
PubMed: Biogenetic studies in Mentha x piperita. 2. Stereoselectivity in the bioconversion of pulegone into menthone and isomenthone.
PubMed: Biogenetic studies in Mentha x piperita. 1. deuterium-labeled monoterpene ketones: synthesis and stereoselective analysis.
PubMed: Effect of sucrose on the perceived flavor intensity of chewing gum.
PubMed: API-IT-MS for measuring aroma release from dentifrice products using a device to simulate tooth brushing.
PubMed: Effect of harvest time and drying method on biomass production, essential oil yield, and quality of peppermint (Mentha x piperita L.).
PubMed: Identification of monomenthyl succinate, monomenthyl glutarate, and dimenthyl glutarate in nature by high performance liquid chromatography-tandem mass spectrometry.
PubMed: Crystal structure of amylose complexes with small ligands.
PubMed: Biosynthetic origin of geosmin in red beets (Beta vulgaris L.).
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