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(+)-menthone
cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel-

Supplier Sponsors

CAS Number:	3391-87-5	3D/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:

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

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

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).

Cosmetic Information:

None found

Suppliers:

Aromatic and Allied Chemicals

Menthone (all grades)

Ind-Swift Laboratories

Menthones (All Grade)

Santa Cruz Biotechnology

For experimental / research use only.

(+)-Menthone ≥98%

For experimental / research use only.

analytical standard

Safety Information:

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

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

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

(2R,5S)-5-methyl-2-propan-2-ylcyclohexan-1-one

Chemidplus:0003391875

References:

	(2R,5S)-5-methyl-2-propan-2-ylcyclohexan-1-one
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	443159
Pubchem (sid):	135062239

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

Potential Blenders and core components note

For Odor

fruity

menthyl isovalerate
FL/FR

herbal

1,4-

mentholic

cornmint oil
FL/FR

cornmint oil china
FL/FR

cornmint oil india
FL/FR

cornmint oil terpeneless
FL/FR

laevo-

dextro,laevo-

dextro-neo

neoiso

(±)-

dextro,laevo-neo

(±)-iso

menthyl acetate
FL/FR

laevo-

menthyl acetate
FL/FR

menthyl acetate racemic
FL/FR

peppermint cyclohexanone
FL/FR

dextro-

piperitone
FL/FR

minty

cornmint oil japan
FL/FR

cornmint oil terpenes
FR

dihydrocarveol
FL/FR

(+)-

dihydrocarvone
FL/FR

mentha piperita extract
FL/FR

mentha piperita flower/leaf/stem extract
FL/FR

mentha piperita flower/leaf/stem water
FR

mentha piperita herb extract america
FR

mentha piperita leaf water
FR

mentha piperita tincture
FL/FR

(-)-

(±)-

2-

methyl cyclohexanone
FL/FR

pennyroyal oil
FL/FR

peppermint absolute
FL/FR

peppermint distillates
FL/FR

peppermint fragrance
FR

peppermint leaf
CS

peppermint oil
FL/FR

peppermint oil america
FL/FR

peppermint oil brazil
FL/FR

peppermint oil china
FL/FR

peppermint oil CO2 extract
FL/FR

peppermint oil dementholized
FL/FR

peppermint oil england
FL/FR

peppermint oil france
FL/FR

peppermint oil hungary
FL/FR

peppermint oil idaho
FL/FR

peppermint oil india
FL/FR

peppermint oil mongolia
FL/FR

peppermint oil montana
FL/FR

peppermint oil morocco
FL/FR

peppermint oil russia
FL/FR

peppermint oil special fractions
FL/FR

peppermint oil tasmania
FL/FR

peppermint oil terpeneless
FL/FR

peppermint oil terpenes
FR

peppermint oil willamette
FL/FR

peppermint oil yakima
FL/FR

peppermint water
FL/FR

laevo-

piperitone
FL/FR

iso

(R)-(+)-

iso

WS-23
FL/FR

woody

1,4-

dimethyl bicyclo(3.2.1)octan-3-one
FR

For Flavor

No flavor group found for these

(+)-

dihydrocarvone
FL/FR

neoiso

dextro,laevo-neo

menthyl acetate racemic
FL/FR

2-

methyl cyclohexanone
FL/FR

iso

cooling

cooling

1,4-

iso

dextro,laevo-

laevo-

menthyl acetate
FL/FR

peppermint oil america
FL/FR

fruity

menthyl isovalerate
FL/FR

green

dihydrocarveol
FL/FR

mentholic

cornmint oil
FL/FR

cornmint oil terpeneless
FL/FR

(±)-

dextro-neo

peppermint cyclohexanone
FL/FR

minty

cherry menthol flavor
FL

cornmint oil china
FL/FR

cornmint oil india
FL/FR

cornmint oil japan
FL/FR

mentha piperita extract
FL/FR

mentha piperita flower/leaf/stem extract
FL/FR

mentha piperita tincture
FL/FR

(±)-

(-)-

(±)-iso

laevo-

menthyl acetate
FL/FR

pennyroyal oil
FL/FR

peppermint absolute
FL/FR

peppermint distillates
FL/FR

peppermint flavor
FL

peppermint oil
FL/FR

peppermint oil brazil
FL/FR

peppermint oil china
FL/FR

peppermint oil CO2 extract
FL/FR

peppermint oil dementholized
FL/FR

peppermint oil england
FL/FR

peppermint oil france
FL/FR

peppermint oil hungary
FL/FR

peppermint oil idaho
FL/FR

peppermint oil india
FL/FR

peppermint oil mongolia
FL/FR

peppermint oil montana
FL/FR

peppermint oil morocco
FL/FR

peppermint oil russia
FL/FR

peppermint oil special fractions
FL/FR

peppermint oil tasmania
FL/FR

peppermint oil terpeneless
FL/FR

peppermint oil willamette
FL/FR

peppermint oil yakima
FL/FR

peppermint water
FL/FR

dextro-

piperitone
FL/FR

laevo-

piperitone
FL/FR

iso

WS-23
FL/FR

Potential Uses:

None Found

Occurrence (nature, food, other):note

	barosma pulchellum Search Trop Picture
	mentha sachalinensis Search Trop Picture

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-iso	propyl-5-methyl cyclohexanone
(2R,5S)-2-iso	propyl-5-methylcyclohexanone
rel-(2R,5S)-2-iso	propyl-5-methylcyclohexanone

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 (Mentha×piperita 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.).

Notes:

Found in some essential oils, e.g. those of Barosma pulchellum, Mentha sachalinensis

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