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

(±)-menthone
menthone

Supplier Sponsors

Fragrance Demo Formulas
Flavor Demo Formulas
Name:5-methyl-2-propan-2-ylcyclohexan-1-one
CAS Number: 89-80-5Picture of molecule3D/inchi
Other(deleted CASRN):1074-95-9
ECHA EINECS - REACH Pre-Reg:201-941-1
FDA UNII: 9NH5J4V8FN
Nikkaji Web:J633E
CoE Number:2035
XlogP3-AA:2.70 (est)
Molecular Weight:154.25266000
Formula:C10 H18 O
NMR Predictor:Predict (works with chrome, Edge or firefox)
EFSA/JECFA Comments:
CASrn in Register refers to cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel-.
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:429 menthone
DG SANTE Food Flavourings:07.176 menthone
FEMA Number:2667 menthone
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):89-80-5 ; MENTHONE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
 
Physical Properties:
Appearance:colorless clear liquid (est)
Assay: 97.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.89500 to 0.90100 @ 15.00 °C.
Pounds per Gallon - (est).: 7.463 to 7.513
Boiling Point: 209.00 to 210.00 °C. @ 760.00 mm Hg
Boiling Point: 118.00 to 119.00 °C. @ 50.00 mm Hg
Vapor Pressure:0.256000 mmHg @ 25.00 °C. (est)
Flash Point: 185.00 °F. TCC ( 85.00 °C. )
logP (o/w): 2.755 (est)
Soluble in:
 alcohol
 water, 180.5 mg/L @ 25 °C (est)
 water, 688 mg/L @ 25 °C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: minty
Odor Strength:medium ,
recommend smelling in a 10.00 % solution or less
Substantivity: > 12 hour(s) at 100.00 %
minty
Odor Description:at 10.00 % in dipropylene glycol. minty
Flavor Type: minty
cooling mentholic minty woody
Taste Description: cooling mentholic minty woody
Odor and/or flavor descriptions from others (if found).
Takasago
Menthone Synthetic
Odor Description:Minty-refreshing and diffusive odor of moderate tenacity and slightly woody-dry undetones
Used in perfume compositions such as geranium and lavender. Can be used in traces to give freshness and lift. Used in flavor mainly for dentifrice flavors and synthetic peppermint.
Moellhausen
MENTHONE 70/30
Odor Description:fresh, mint, sweet
Taste Description:cold, mint, woody
Takasago
Menthone Natural Biobased 100%
Odor Description:Minty-refreshing and diffusive odor of moderate tenacity and slightly woody-dry undetones
 
Cosmetic Information:
CosIng:cosmetic data2
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Aromatic and Allied Chemicals
Menthone (all grades)
Arora Aromatics
Menthone (70:30)
Arora Aromatics
Menthone (80:20)
Arora Aromatics
Menthone (90:10)
Arora Aromatics
Natural Menthone / Graded Menthones
Augustus Oils
Menthone
Services
Aurochemicals
MENTHONE, Natural
Berjé
Menthone Prime
Media
BOC Sciences
For experimental / research use only.
Menthone
De Monchy Aromatics
Menthone (70:30) Natural
Ernesto Ventós
MENTHONE NATURAL
Odor: HERBAL, MINTY, SWEET, WOODY
Foreverest Resources
Menthone Natural 98%
Odor: peppermint-like
Use: It appears colorless clear lquid with a minty flavor. Menthone naturally occurs in European pennyroyal oil and Asian peppermint oil.
Ind-Swift Laboratories
Menthones (All Grade)
Lluch Essence
MENTHONE 70/30 NATURAL
Lluch Essence
MENTHONE 80/20 NATURAL
M&U International
Menthone
M&U International
Nat. Menthone
Mentha & Allied Products
Menthone
98.00% Min ( Total Menthone)
Minerva Flavours and Fragrances
Menthone 80:20
Moellhausen
MENTHONE 70/30
Odor: fresh, mint, sweet
Flavor: cold, mint, woody
Moellhausen
MENTHONE 80/20
Nectar Lifesciences
Menthones
Nippon Terpene Chemicals
l-Menthone 95% up(n,iso mix)
Perfumery Laboratory
MENTON 10% in DPG (MENTHONE 10% DPG)
Odor: Fresh, cool, sweet scent of mint
Phoenix Aromas & Essential Oils
Menthone 70/30
Phoenix Aromas & Essential Oils
Menthone 80/20
Phoenix Aromas & Essential Oils
Menthone 95/5
Prinova
Menthone
R C Treatt & Co Ltd
Menthone
Reincke & Fichtner
I-Menthone/d-Isomenthone
Som Extracts
MENTHONE 70/30 TO 95/5
SRS Aromatics
L-MENTHONE
SRS Aromatics
MENTHONE 70/30
SRS Aromatics
MENTHONE NATURAL (FG)
Symrise
Menthone L 9505
Odor: Mint, Geranium, Herbal
Symrise
Menthone L/Isomenthone D 80/20
Odor: Mint, Geranium, Herbal
Symrise
Menthone/Isomenthone Rac.
Odor: Mint, Geranium, Herbal
Takasago
Menthone Natural
Biobased 100%
The Fragrance Museum
Takasago
Menthone Synthetic
Odor: Minty-refreshing and diffusive odor of moderate tenacity and slightly woody-dry undetones
Use: Used in perfume compositions such as geranium and lavender. Can be used in traces to give freshness and lift. Used in flavor mainly for dentifrice flavors and synthetic peppermint.
The John D. Walsh Company
Menthone, Racemic
The Lermond Company
MENTHONE, RACEMIC
The Perfumers Apprentice
Menthone
Odor: fresh, mint, sweet; taste: cold, mint, woody
Use: adds fresh minty sparkle to fragrances.
 
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:
oral-rat LD50 [sex: M,F] 1600-1950 mg/kg
(Igimi & Ide, 1974; Levenstein, 1973c)

intravenous-dog LDLo 600 mg/kg
VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION CARDIAC: CHANGE IN RATE
Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 236, Pg. 633, 1953.

oral-rat LD50 500 mg/kg
French Demande Patent Document. Vol. #2448856

Dermal Toxicity:
subcutaneous-mouse LD50 2180 mg/kg
French Demande Patent Document. Vol. #2448856

subcutaneous-mouse LD50 2180 mg/kg
BEHAVIORAL: ANTICONVULSANT BEHAVIORAL: SLEEP
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 46, Pg. 77, 1957.

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
Recommendation for (±)-menthone usage levels up to:
  4.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 890.00 (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
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: -52.00000
beverages(nonalcoholic): -7.70000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -8.70000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -33.00000
fruit ices: -33.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -71.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
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 51, (FGE.51)[1] - Consideration of alicyclic ketones and secondary alcohols and related esters evaluated by JECFA (59th meeting) and structurally related to alicyclic ketones, secondary alcohols and related esters evaluated by EFSA in FGE.09 (2004) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 9, Revision 1: (FGE.09 Rev1)[1] - Secondary alicyclic saturated and unsaturated alcohols, ketones and esters containing secondary alicyclic alcohols from chemical groups 8 and 30, and an ester of a phenol carboxylic acid from chemical group 25 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 9, Revision 2 (FGE.09Rev2): Secondary alicyclic saturated and unsaturated alcohols, ketones and esters containing secondary alicyclic alcohols from chemical group 8 and 30, and an ester of a phenol derivative from chemical group 25
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

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):89-80-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6986
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
5-methyl-2-propan-2-ylcyclohexan-1-one
Chemidplus:0000089805
 
References:
 5-methyl-2-propan-2-ylcyclohexan-1-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:89-80-5
Pubchem (cid):6986
Pubchem (sid):134972993
Flavornet:89-80-5
Pherobase:View
 
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
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB009778
YMDB (Yeast Metabolome Database):YMDB01741
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Formulations/Preparations:
•assay: 98% dl-form; 95% optically active form •note: apinol obtained by dry distillation of wood of pinus palustris mill (p australis michx), pinaceae is chiefly l-menthoneamber-colored oil, bp about 182.2 deg c, density 0.946. apinol
 
Potential Blenders and core components note
For Odor
citrus
bergamot acetoacetate
FR
fruity
buchu wood specialty
FL/FR
(E)-beta-
damascone
FL/FR
menthyl isovalerate
FL/FR
herbal
anethum graveolens herb oil
FL/FR
barosma betulina leaf oil
FL/FR
buchu leaf absolute
FL/FR
(2S,5R)-
buchu mercaptan
FL/FR
buchu oxime
FR
1,4-
cineole
FL/FR
hedeoma pulegioides herb extract america
FR
spike
lavender oil
FL/FR
mentholic
cornmint oil
FL/FR
cornmint oil china
FL/FR
cornmint oil india
FL/FR
cornmint oil terpeneless
FL/FR
neoiso
menthol
FL/FR
laevo-
menthol
FL/FR
dextro,laevo-
menthol
FL/FR
dextro,laevo-neo
menthol
FL/FR
(±)-
menthol
FL/FR
dextro-neo
menthol
FL/FR
(+)-
menthone
FL/FR
(±)-iso
menthone
FL/FR
laevo-
menthyl acetate
FL/FR
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
dextro-
dihydrocarvone
FL/FR
diosphenol
FL/FR
mentha arvensis flower/leaf/stem extract
FL/FR
mentha arvensis flower/leaf/stem water
FL/FR
mentha arvensis herb extract
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
mentha pulegium extract
FR
mentha pulegium herb extract
FR
mentha pulegium herb tincture
FR
(-)-
menthone
FL/FR
laevo-
menthyl lactate
FL/FR
2-
methyl cyclohexanone
FL/FR
pennyroyal herb oil america
FL/FR
pennyroyal oil
FL/FR
pennyroyal oil cuba
FL/FR
pennyroyal oil fractions
FL/FR
pennyroyal oil spain
FL/FR
pennyroyal oil terpenes
FL/FR
pennyroyal oil uruguay
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
pulegol
FL/FR
(R)-(+)-
pulegone
FR
iso
pulegone
FL/FR
musty
3-
acetyl-2,5-dimethyl furan
FL/FR
nutty
2-
acetyl-3-ethyl pyrazine
FL/FR
popcorn
2-
acetyl pyridine
FL/FR
sulfurous
buchu mercaptan
FL/FR
mango thiol
FL/FR
passiflora acetate
FL/FR
For Flavor
No flavor group found for these
buchu wood specialty
FL/FR
mentha arvensis flower/leaf/stem extract
FL/FR
mentha arvensis flower/leaf/stem water
FL/FR
neoiso
menthol
FL/FR
dextro,laevo-neo
menthol
FL/FR
menthyl acetate racemic
FL/FR
2-
methyl cyclohexanone
FL/FR
iso
pulegone
FL/FR
cooling
cooling
1,4-
cineole
FL/FR
spike
lavender oil
FL/FR
laevo-
menthol
FL/FR
dextro,laevo-
menthol
FL/FR
iso
menthol
FL
menthyl acetate
FL/FR
laevo-
menthyl lactate
FL/FR
peppermint oil america
FL/FR
corn
2-
acetyl pyridine
FL/FR
fruity
(E)-beta-
damascone
FL/FR
menthyl isovalerate
FL/FR
green
dextro-
dihydrocarvone
FL/FR
herbal
anethum graveolens herb oil
FL/FR
barosma betulina leaf oil
FL/FR
buchu leaf absolute
FL/FR
(2S,5R)-
buchu mercaptan
FL/FR
buchu oil fractions
FL
malty
yeast thiazoline
FL
mentholic
cornmint oil
FL/FR
cornmint oil terpeneless
FL/FR
(±)-
menthol
FL/FR
dextro-neo
menthol
FL/FR
(+)-
menthone
FL/FR
peppermint cyclohexanone
FL/FR
minty
cherry menthol flavor
FL
cornmint oil china
FL/FR
cornmint oil india
FL/FR
cornmint oil japan
FL/FR
diosphenol
FL/FR
mentha piperita extract
FL/FR
mentha piperita flower/leaf/stem extract
FL/FR
mentha piperita tincture
FL/FR
(-)-
menthone
FL/FR
(±)-iso
menthone
FL/FR
laevo-
menthyl acetate
FL/FR
pennyroyal herb oil america
FL/FR
pennyroyal oil
FL/FR
pennyroyal oil cuba
FL/FR
pennyroyal oil fractions
FL/FR
pennyroyal oil spain
FL/FR
pennyroyal oil terpenes
FL/FR
pennyroyal oil uruguay
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
pulegol
FL/FR
nutty
3-
acetyl-2,5-dimethyl furan
FL/FR
2-
acetyl-3-ethyl pyrazine
FL/FR
sulfurous
buchu leaf distillates
FL
buchu mercaptan
FL/FR
mango thiol
FL/FR
tropical
passiflora acetate
FL/FR
vegetable
potato butyraldehyde
FL
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 agathosma crenulata oil @ 2.91%
Data GC Search Trop Picture
 angelica root oil @ 0.08%
Data GC Search Trop Picture
 basil oil
Search Trop Picture
 basil plant
Search Trop Picture
 bergamot mint oil @ 0.0-0.4%
Data GC Search Trop Picture
 buchu leaf oil @ 9.82%
Data GC Search Trop Picture
 calamintha nepeta (l.) savi subsp. glandulosa oil greece @ 32.00%
Data GC Search Trop Picture
 cardamom seed oil
Search Trop Picture
 celery seed oil
Search Trop Picture
 coriander seed oil CO2 extract @ 1.00%
Data GC Search Trop Picture
 cornmint oil india @ 8.30%
Data GC Search Trop Picture
 cornmint plant
Search Trop Picture
 eucalyptus camaldulensis dehn. leaf oil jerusalem @ 0.30%
Data GC Search Trop Picture
 fennel seed oil sweet @ trace%
Data GC Search Trop Picture
 geranium leaf oil india @ 0.54%
Data GC Search Trop Picture
 geranium oil africa @ 0.88%
Data GC Search Trop Picture
 geranium oil bourbon @ 0.13%
Data GC Search Trop Picture
 geranium oil bourbon @ 1.50%
Data GC Search Trop Picture
 geranium oil china @ 1.41%
Data GC Search Trop Picture
 geranium oil egypt @ 1.31%
Data GC Search Trop Picture
 geranium oil moroccan @ 0.78%
Data GC Search Trop Picture
 geranium oil rwanda @ 0.23%
Data GC Search Trop Picture
 geranium petiole oil india @ 1.27%
Data GC Search Trop Picture
 geranium stem oil india @ 1.32%
Data GC Search Trop Picture
 horsemint shoot
Search Trop Picture
 lemongrass oil morocco @ 0.20%
Data GC Search Trop Picture
 melissa oil slovak republic @ 0.60%
Data GC Search Trop Picture
 pennyroyal oil @ 2.30%
Data GC Search Trop Picture
 pennyroyal oil cuba @ 6.29%
Data GC Search Trop Picture
 pennyroyal oil spain @ 15.6%
Data GC Search Trop Picture
 pennyroyal oil uruguay @ 4.20-5.60%
Data GC Search Trop Picture
 peppermint leaf
Search Trop Picture
 peppermint oil america @ 23.14%
Data GC Search Trop Picture
 peppermint oil CO2 extract @ 36.10%
Data GC Search Trop Picture
 peppermint oil mongolia @ 32.22%
Data GC Search Trop Picture
 peppermint oil russia @ 16.77%
Data GC Search Trop Picture
 peppermint plant
Search Trop Picture
 petitgrain combava oil @ trace%
Data GC Search Picture
 sage oil cuba @ 0.11%
Data GC Search Trop Picture
 salvia officinalis oil cuba @ 0.11%
Data GC Search Trop Picture
 spearmint leaf
Search Trop Picture
 spearmint oil
Search Trop Picture
 spearmint oil america @ 0.08-0.26%
Data GC Search Trop Picture
 tarragon oil
Search Trop Picture
 thyme plant
Search Trop Picture
 water mint leaf
Search Trop Picture
 water mint shoot
Search Trop Picture
 
Synonyms:
p-menthan-3-one racemic
para-menthan-3-one racemic
p-menthane-3-one racemic
para-menthane-3-one racemic
 menthone
(±)-menthone
dextro,laevo-menthone
DL-menthone
neomenthone
p-menthone
para-menthone
 menthone / isomenthone 70:30
 menthone / isomenthone 80:20
 menthone 70/30
 menthone 80:20
 menthone 80/20
 menthone 90:10
 menthone 95:5
 menthone FCC
 menthone pure
 menthone, racemic
5-methyl-2-(1-methyl ethyl) cyclohexanone racemic
5-methyl-2-(1-methylethyl)cyclohexanone racemic
5-methyl-2-propan-2-ylcyclohexan-1-one racemic
2-isopropyl-5-methyl cyclohexanone racemic
 

Articles:

Google Patents:Preparation of dl-menthone
PubMed:Chemical composition of essential oils of Grindelia squarrosa and G. hirsutula.
PubMed:Intestinal absorptive transport of Genkwanin from Flos genkwa using a single-pass intestinal perfusion rat model.
PubMed:Development of a Validated HPLC/Photodiode Array Method for the Determination of Isomenthone in the Aerial Parts of Ziziphora tenuior L.
PubMed:Terpene constituents of the leaves of five Vietnamese species of Clausena (Rutaceae).
PubMed:A rationale to design longer lasting mosquito repellents.
PubMed:Biocontrol potential of essential oil monoterpenes against housefly, Musca domestica (Diptera: Muscidae).
PubMed:Effect of different drying methods on the essential oils of mint (Mentha haplocalyx).
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:(3R*,6R*,4'S*,8'R*,3''R*,6''R*)-3,3''-Diisopropyl-6,6''-dimethyl-2',6'-di-phenyl-dispiro-[cyclo-hexane-1,4'-(3,7-dioxa-2,6-di-aza-bicyclo-[3.3.0]octa-ne)-8',1''-cyclo-hexa-ne]-2,2''-dione.
PubMed:Olfactory responses of the antennal trichoid sensilla to chemical repellents in the mosquito, Culex quinquefasciatus.
PubMed:[Study on effect and mechanism of volatile oil of schizonepetae herba and its essential components against influenza virus].
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:Identification of genetic markers linked to anthracnose resistance in sorghum using association analysis.
PubMed:Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves.
PubMed:Retention of aroma compounds from Mentha piperita essential oil by cyclodextrins and crosslinked cyclodextrin polymers.
PubMed:Essential oils of Micromeria dalmatica Benth., a Balkan endemic species of section Pseudomelissa.
PubMed:Asymmetric chiral ligand-directed alkene dioxygenation.
PubMed:Anti-yeast activity of mentha oil and vapours through in vitro and in vivo (real fruit juices) assays.
PubMed:The plant short-chain dehydrogenase (SDR) superfamily: genome-wide inventory and diversification patterns.
PubMed:Essential oils and their compositions as spatial repellents for pestiferous social wasps.
PubMed:In vitro production of M. × piperita not containing pulegone and menthofuran.
PubMed:The constituents of essential oil: antimicrobial and antioxidant activity of Micromeria congesta Boiss. & Hausskn. ex Boiss. from East Anatolia.
PubMed:Essential oil composition and antimicrobial activity of wild and cultivated mint timija (Mentha suaveolens subsp. timija (Briq.) Harley), an endemic and threatened medicinal species in Morocco.
PubMed:Retro-nasal aroma release is correlated with variations in the in-mouth air cavity volume after empty deglutition.
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:Essential-oil diversity of three Calamintha species from Greece.
PubMed:Volatile secondary metabolites of Micromeria dalmatica Benth. (Lamiaceae): biosynthetical and chemotaxonomical aspects.
PubMed:Bactericidal antibiotic-phytochemical combinations against methicillin resistant Staphylococcus aureus.
PubMed:Antimicrobial activity of a traditionally used complex essential oil distillate (Olbas(®) Tropfen) in comparison to its individual essential oil ingredients.
PubMed:Lack of cytotoxic and genotoxic effects of Minthostachys verticillata essential oil: studies in vitro and in vivo.
PubMed:Intraspecific variability of the essential oil of Calamintha nepeta subsp. nepeta from Southern Italy (Apulia).
PubMed:Molecular and functional characterization of the odorant receptor2 (OR2) in the tiger mosquito Aedes albopictus.
PubMed:Mode of action of pulegone on the urinary bladder of F344 rats.
PubMed:Chemical and morphological diversity in wild populations of Mentha longifolia in Israel.
PubMed:Chemical composition and antibacterial activity of the essential oil from Mentha requienii Bentham.
PubMed:Volatile organic compounds from Centaurium erythraea Rafn (Croatia) and the antimicrobial potential of its essential oil.
PubMed:Quality control of modified xiaoyao san through the determination of 22 active components by ultra-performance liquid chromatography.
PubMed:Blockade of TRPM8 activity reduces the invasion potential of oral squamous carcinoma cell lines.
PubMed:Composition of the essential oil of Origanum tyttanthum from Tajikistan.
PubMed:Simple preparative gas chromatographic method for isolation of menthol and menthone from peppermint oil, with quantitative GC-MS and (1) H NMR assay.
PubMed:Immunocytochemical localization of short-chain family reductases involved in menthol biosynthesis in peppermint.
PubMed:Molecular response of Musca domestica L. to Mintostachys verticillata essential oil, (4R)+-pulegone and menthone.
PubMed:The Arabidopsis short-chain dehydrogenase/reductase 3, an abscisic acid deficient 2 homolog, is involved in plant defense responses but not in ABA biosynthesis.
PubMed:In vitro activities of natural products against oral Candida isolates from denture wearers.
PubMed:Quantitative comparative analysis of the bio-active and toxic constituents of leaves and spikes of Schizonepeta tenuifolia at different harvesting times.
PubMed:Cremophor RH40-PEG 400 microemulsions as transdermal drug delivery carrier for ketoprofen.
PubMed:Analysis of fresh Mentha haplocalyx volatile components by comprehensive two-dimensional gas chromatography and high-resolution time-of-flight mass spectrometry.
PubMed:Volatile organic compounds from rhizobacteria increase biosynthesis of essential oils and growth parameters in peppermint (Mentha piperita).
PubMed:Classification of Greek Mentha pulegium L. (Pennyroyal) samples, according to geographical location by Fourier transform infrared spectroscopy.
PubMed:Chemical diversity of Ziziphora clinopodioides: composition of the essential oil of Z. clinopodioides from Tajikistan.
PubMed:Monoterpenes isolated from Minthostachys verticillata (Griseb.) Epling essential oil modulates immediate-type hypersensitivity responses in vitro and in vivo.
PubMed:Cu(I) catalysed cyclopropanation with enantiopure scorpionate type ligands derived from (+)-camphor or (-)-menthone.
PubMed:[(2R,5R,6S,9R)-6-Isopropyl-9-methyl-1,4-dioxaspiro-[4.5]decan-2-yl]methyl 4-bromo-benzoate.
PubMed:Metal-free diastereoselective catalytic hydrogenations of imines using B(C6F5)3.
PubMed:Fungicidal properties of the essential oil of Hesperozygis marifolia on Aspergillus flavus link.
PubMed:Menthone and p-menthyl-3-carboxaldehyde as chiral auxiliaries.
PubMed:Toxicity of Schizonpeta multifida essential oil and its constituent compounds towards two grain storage insects.
PubMed:Peppermint oil decreases the production of virulence-associated exoproteins by Staphylococcus aureus.
PubMed:Menthone aryl acid hydrazones: a new class of anticonvulsants.
PubMed:Plant volatiles providing additional evidences to the occurence of a wild-growing population of Calamintha vardarensis (Greuter et Burdet) Šilić outside of its natural habitat.
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:Control of enantioselectivity with flexible biaryl axes: terpene-based alkylzinc catalysts in enantioselective dialkylzinc additions.
PubMed:Potential interaction between the volatile and non-volatile fractions on the in vitro antimicrobial activity of three South African Pelargonium (Geraniaceae) species.
PubMed:Pharmacological interactions of essential oil constituents on the viability of micro-organisms.
PubMed:Antimicrobial activity and volatile constituents of the essential oil of Pulsatilla albana from Iran.
PubMed:Topical application of TRPM8 agonists accelerates skin permeability barrier recovery and reduces epidermal proliferation induced by barrier insult: role of cold-sensitive TRP receptors in epidermal permeability barrier homoeostasis.
PubMed:UV-B modulates the interplay between terpenoids and flavonoids in peppermint (Mentha x piperita L.).
PubMed:Seasonal variation in content, chemical composition and antimicrobial and cytotoxic activities of essential oils from four Mentha species.
PubMed:Fumigant toxicity of essential oils to the German cockroach (Dictyoptera: Blattellidae).
PubMed:Molecular cloning and characterization of a broad substrate terpenoid oxidoreductase from Artemisia annua.
PubMed:Ultraviolet-B and photosynthetically active radiation interactively affect yield and pattern of monoterpenes in leaves of peppermint (Mentha x piperita L.).
PubMed:Topical toxicity of essential oils to the German cockroach (Dictyoptera: Blattellidae).
PubMed:Menthone semicarbazides and thiosemicarbazides as anticonvulsant agents.
PubMed:API-IT-MS for measuring aroma release from dentifrice products using a device to simulate tooth brushing.
PubMed:Prolonged stimulus exposure reveals prolonged neurobehavioral response patterns.
PubMed:[Study on the dynamic change of essential components in Folium Apocyni Veneti].
PubMed:Stereocontrolled syntheses of (-)-cubebol and (-)-10-epicubebol involving intramolecular cyclopropanation of alpha-lithiated epoxides.
PubMed:Evidence for dopamine involvement in ambulation promoted by pulegone in mice.
PubMed:Insecticidal activity of essential oils from native medicinal plants of Central Argentina against the house fly, Musca domestica (L.).
PubMed:Chemical composition, olfactory evaluation and antioxidant effects of essential oil from Mentha x piperita.
PubMed:Chemical composition, olfactory evaluation and antioxidant effects of essential oil from Mentha canadensis.
PubMed:Chemical composition and in vitro antibacterial activity of the essential oil of Minthostachys mollis (Kunth) Griseb Vaught from the Venezuelan Andes.
PubMed:Design of improved permeation enhancers for transdermal drug delivery.
PubMed:Evolution of morphine biosynthesis in opium poppy.
PubMed:[Analysis on changes of chemical compounds in different samples of fried Foeniculum vulgare].
PubMed:Toxicity to vapor exposure and topical application of essential oils and monoterpenes on Musca domestica (Diptera: Muscidae).
PubMed:Supercritical fluid extraction--achiral liquid chromatography with circular dichroism detection for the determination of menthone enantiomers in natural peppermint oil samples.
PubMed:In vitro evaluation of the permeation through reconstructed human epidermis of essentials oils from cosmetic formulations.
PubMed:Headspace solid-phase microextraction-gas chromatography-mass spectrometry determination of the characteristic flavourings menthone, isomenthone, neomenthol and menthol in serum samples with and without enzymatic cleavage to validate post-offence alcohol drinking claims.
PubMed:Fumigant insecticidal activity and repellent effect of five essential oils and seven monoterpenes on first-instar nymphs of Rhodnius prolixus.
PubMed:Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods.
PubMed:Effects of oxygen-containing terpenes as skin permeation enhancers on the lipoidal pathways of human epidermal membrane.
PubMed:Chemical composition of essential oils of Thymus and Mentha species and their antifungal activities.
PubMed:Aroma permeability of hydroxypropyl maize starch films.
PubMed:A 3,5-dinitro-benzoyl derivative of a stereoisomer of glycerol menthonide.
PubMed:Antioxidant property of volatile oils determined by the ferric reducing ability.
PubMed:Supercritical carbon dioxide extraction of Mentha pulegium L. essential oil.
PubMed:Comparative analysis of some active principles of herb plants by GC/MS.
PubMed:Control of asymmetric biaryl conformations with terpenol moieties: syntheses, structures and energetics of new enantiopure C2-symmetric diols.
PubMed:Inhibition of lipopolysaccharide-induced interleukin-1beta and tumor necrosis factor-alpha production by menthone through nuclear factor-kappaB signaling pathway in HaCat cells.
PubMed:Menthol derivative WS-12 selectively activates transient receptor potential melastatin-8 (TRPM8) ion channels.
PubMed:Defense on the rocks: low monoterpenoid levels in plants on pillars without mammalian herbivores.
PubMed:Enantiomeric differentiation of oxygenated p-menthane derivatives by 13C NMR using Yb(hfc)3.
PubMed:Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.
PubMed:Evidence for dopamine involvement in ambulation promoted by menthone in mice.
PubMed:Screening of chemical penetration enhancers for transdermal drug delivery using electrical resistance of skin.
PubMed:[Retention of components in a mixture of volatile organic substances by maltodextrins].
PubMed:Matrix-type transdermal patches of verapamil hydrochloride: in vitro permeation studies through excised rat skin and pharmacodynamic evaluation in rats.
PubMed:A role for a menthone reductase in resistance against microbial pathogens in plants.
PubMed:Factors influencing hydrocortisone permeation into human hair follicles: use of the skin sandwich system.
PubMed:Insecticidal activity of menthol derivatives against mosquitoes.
PubMed:Fumigant activity of essential oils and components of Illicium verum and Schizonepeta tenuifolia against Botrytis cinerea and Colletotrichum gloeosporioides.
PubMed:Inhibitory effect of cyclic terpenes (limonene, menthol, menthone and thymol) on Fusarium verticillioides MRC 826 growth and fumonisin B1 biosynthesis.
PubMed:Screening of antibacterial activities of twenty-one oxygenated monoterpenes.
PubMed:14C-labeled pulegone and metabolites binding to alpha2u-globulin in kidneys of male F-344 rats.
PubMed:Synthesis of +-dihydro-epi-deoxyarteannuin B.
PubMed:Composition and antifungal activity of essential oils of Mentha piperita and Lavendula angustifolia on post-harvest phytopathogens.
PubMed:Volatile terpenoids of endophyte-free and infected peppermint (Mentha piperita L.): chemical partitioning of a symbiosis.
PubMed:A highly enantio- and diastereoselective 1,3-dimethylallylation of aldehydes.
PubMed:Comparison of essential oils from three plants for enhancement of antimicrobial activity of nitrofurantoin against enterobacteria.
PubMed:The effect of terpene concentrations on the skin penetration of diclofenac sodium.
PubMed:Broad activation of the glomerular layer enhances subsequent olfactory responses.
PubMed:Fumigant activity of plant essential oils and components from Schizonepeta tenuifolia against Lycoriella ingenua (Diptera: Sciaridae).
PubMed:A review of the bioactivity and potential health benefits of peppermint tea (Mentha piperita L.).
PubMed:Biotransformation of (-)-menthone by human liver microsomes.
PubMed:Acaricidal activities of paeonol and benzoic acid from Paeonia suffruticosa root bark and monoterpenoids against Tyrophagus putrescentiae (Acari: Acaridae).
PubMed:[Comparison of supercritical fluid extraction and steam distillation methods for the extraction of essential oils from Schizonepeta tenuifolia Briq].
PubMed:Metallophosphite-catalyzed asymmetric acylation of alpha,beta-unsaturated amides.
PubMed:Chemical composition of the essential oil of Salvia microstegia Boiss. et Balansa growing wild in Lebanon.
PubMed:Immunomodulating properties of Minthostachys verticillata on human lymphocytes and basophils.
PubMed:Effects of mechanical wounding on essential oil composition and emission of volatiles from Minthostachys mollis.
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:Structural investigation of amylose complexes with small ligands: helical conformation, crystalline structure and thermostability.
PubMed:A chiral cyclohexanone linked to polystyrene for solid-phase synthesis of chiral alpha-carbonyls.
PubMed:Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint.
PubMed:Modulation of human GABAA and glycine receptor currents by menthol and related monoterpenoids.
PubMed:Structural investigation of amylose complexes with small ligands: inter- or intra-helical associations?
PubMed:p-Menthane-3-carboxaldehyde: a useful chiral auxiliary for the synthesis of chiral quaternary carbons of high enantiomeric purity.
PubMed:The effect of selected monoterpenoids on the cellular slime mold, Dictyostelium discoideum NC4.
PubMed:Effect of lipid bilayer alteration on transdermal delivery of a high-molecular-weight and lipophilic drug: studies with paclitaxel.
PubMed:A stereodivergent approach to amino acids, amino alcohols, or oxazolidinones of high enantiomeric purity.
PubMed:Release of peppermint flavour compounds from chewing gum: effect of oral functions.
PubMed:The constituents of essential oil and in vitro antimicrobial activity of Micromeria cilicica from Turkey.
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:Transdermal delivery of zidovudine: effect of terpenes and their mechanism of action.
PubMed:Tetrahydroacridin-9-ones, 9-chlorotetrahydroacridines, 9-amino-tetrahydroacridines and 9-(pyrazol-1-yl)-tetrahydroacridines derived from chiral cyclanones.
PubMed:Thiol-catalysed radical-chain redox rearrangement reactions of benzylidene acetals derived from terpenoid diols.
PubMed:Menthofuran regulates essential oil biosynthesis in peppermint by controlling a downstream monoterpene reductase.
PubMed:Crystal structure of amylose complexes with small ligands.
PubMed:Monoterpene double-bond reductases of the (-)-menthol biosynthetic pathway: isolation and characterization of cDNAs encoding (-)-isopiperitenone reductase and (+)-pulegone reductase of peppermint.
PubMed:Enhanced iontophoretic delivery of buspirone hydrochloride across human skin using chemical enhancers.
PubMed:Antimicrobial and antioxidant activities of three Mentha species essential oils.
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:Transdermal delivery of insulin from poloxamer gel: ex vivo and in vivo skin permeation studies in rat using iontophoresis and chemical enhancers.
PubMed:Biotransformation of aliphatic and aromatic ketones, including several monoterpenoid ketones and their derivatives by five species of marine microalgae.
PubMed:Transdermal iontophoresis of insulin. V. Effect of terpenes.
PubMed:Flavor release measurement by atmospheric pressure chemical ionization ion trap mass spectrometry, construction of interface and mathematical modeling of release profiles.
PubMed:Biosynthetic origin of geosmin in red beets (Beta vulgaris L.).
PubMed:Chiral recognition of terpenoids in some pharmaceuticals derived from natural sources.
PubMed:A SPME-GC procedure for monitoring peppermint flavor in tablets.
PubMed:Antibacterial and antifungal activity of essential oils of Mentha suaveolens.
PubMed:The chemical constituents and biological activity of essential oil of Lavandula stoechas ssp. stoechas.
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:Anti-HIV activity of thiosemicarbazone and semicarbazone derivatives of (+/-)-3-menthone.
PubMed:Phytochemical induction by herbivores could affect quality of essential oils from aromatic plants.
PubMed:Antimicrobial screening of Mentha piperita essential oils.
PubMed:Insecticidal properties of essential plant oils against the mosquito Culex pipiens molestus (Diptera: Culicidae).
PubMed:Menthone and isomenthone biosynthesis in Pelargonium tomentosum Jacq.
PubMed:A chlorinated monoterpene ketone, acylated beta-sitosterol glycosides and a flavanone glycoside from Mentha longifolia (Lamiaceae).
PubMed:Essential oil composition of sachalinmint from Norway detected by solid-phase microextraction and gas chromatography-mass spectrometry analysis.
PubMed:Transdermal drug delivery of imipramine hydrochloride. I. Effect of terpenes.
PubMed:Functional MRI of congenital hyposmia: brain activation to odors and imagination of odors and tastes.
PubMed:Final report on the safety assessment of Mentha Piperita (Peppermint) Oil, Mentha Piperita (Peppermint) Leaf Extract, Mentha Piperita (Peppermint) Leaf, and Mentha Piperita (Peppermint) Leaf Water.
PubMed:Synthesis of new pryridyl alcohols and their use as catalysts in the asymmetric addition of diethylzinc to aldehydes.
PubMed:Metabolism of (R)-(+)-pulegone in F344 rats.
PubMed:Effect of Mentha x piperita essential oil and monoterpenes on cucumber root membrane potential.
PubMed:Central to Axial Transfer of Chirality in Menthone or Camphor-Derived 2,2'-Biphenols.
PubMed:Effect of passive and iontophoretic skin pretreatments with terpenes on the in vitro skin transport of piroxicam.
PubMed:Ambulation-promoting effect of peppermint oil and identification of its active constituents.
PubMed:[Determination of the antibacterial and antiviral activity of the essential oil from Minthostachys verticillata (Griseb.) Epling].
PubMed:Lateralization of brain activation to imagination and smell of odors using functional magnetic resonance imaging (fMRI): left hemispheric localization of pleasant and right hemispheric localization of unpleasant odors.
PubMed:Fumigant toxicity of volatile natural products from Korean spices and medicinal plants towards the rice weevil, Sitophilus oryzae (L).
PubMed:Hydroquinone derivatives and monoterpenoids from the Neotropical liverwort Plagiochila rutilans.
PubMed:Chiral auxiliary based approach toward the synthesis of C-glycosylated amino acids.
PubMed:Different stereoselectivity in the reduction of pulegone by Mentha species.
PubMed:Effect of menthone on the in vitro percutaneous absorption of tamoxifen and skin reversibility.
PubMed:Effect of (+)-pulegone and other oil components of Mentha x Piperita on cucumber respiration.
PubMed:Local anaesthetic activity of (+)- and (-)-menthol.
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:Chiral alpha-substituted carbonyls and alcohols from the S(N)2' displacement of cuprates on chiral carbonates: An alternative to the alkylation of chiral enolates
PubMed:Physiologically initiated and inhibited phantosmia: cyclic unirhinal, episodic, recurrent phantosmia revealed by brain fMRI.
PubMed:Volatile constituents of Cunila polyantha (Lamiaceae) from Costa Rica. A rich source of menthone.
PubMed:3-Chloropropyl and 4-chlorobutyl phenyl ethers as sources of 1, 3-dilithiopropane and 1,4-dilithiobutane: sequential reaction with carbonyl compounds
PubMed:Effects of branched cyclodextrins on the solubility and stability of terpenes.
PubMed:Mechanism(s) of in vitro percutaneous absorption enhancement of tamoxifen by enhancers.
PubMed:Zinc modulates the electro-olfactogram of the frog.
PubMed:Purification and characterization of a Baeyer-Villiger mono-oxygenase from Rhodococcus erythropolis DCL14 involved in three different monocyclic monoterpene degradation pathways.
PubMed:Taste and smell phantoms revealed by brain functional MRI (fMRI).
PubMed:Developmental regulation of monoterpene biosynthesis in the glandular trichomes of peppermint.
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:Sex steroids and odorants modulate gonadotropin-releasing hormone secretion in primary cultures of human olfactory cells.
PubMed:Enhancement of Skin Penetration of Nonsteroidal Anti-Inflammatory Drugs from Extemporaneously Compounded Topical-Gel Formulations.
PubMed:In vitro percutaneous absorption enhancement of propranolol hydrochloride through porcine epidermis by terpenes/ethanol.
PubMed:Influence of drug lipophilicity on terpenes as transdermal penetration enhancers.
PubMed:Taste memory induces brain activation as revealed by functional MRI.
PubMed:Odor memory induces brain activation as measured by functional MRI.
PubMed:Transformation of the limonene synthase gene into peppermint (Mentha piperita L.) and preliminary studies on the essential oil profiles of single transgenic plants.
PubMed:Antimicrobial activity of the essential oil of Calamintha nepeta and its constituent pulegone against bacteria and fungi.
PubMed:Hepatic microsomal enzyme activity in the koala and tammar wallaby: high 17beta-hydroxysteroid oxidoreductase activity in koala liver microsomes.
PubMed:Mechanisms of percutaneous absorption of tamoxifen by terpenes: eugenol, D-limonene and menthone.
PubMed:Mapping brain activation to odorants in patients with smell loss by functional MRI.
PubMed:Functional MRI of human olfaction.
PubMed:Spatially organized response zones in rat olfactory epithelium.
PubMed:Membrane fluidity response to odorants as seen by 2H-NMR and infrared spectroscopy.
PubMed:Chemical constituents of essential oils of muña, Bolivian plants traditionally used as pesticides, and their insecticidal properties against Chagas' disease vectors.
PubMed:Terpene penetration enhancers in propylene glycol/water co-solvent systems: effectiveness and mechanism of action.
PubMed:Olfactory transduction is intrinsically noisy.
PubMed:Aminocyclanols, I: Synthesis and analgetic activities of some aminobenzylcyclanols derived from menthone.
PubMed:Effect of menthol on cytosolic Ca2+ levels in canine airway epithelium in culture.
PubMed:Stimulation by menthol of Cl secretion via a Ca(2+)-dependent mechanism in canine airway epithelium.
PubMed:Mechanism of stimulation of the calcium adenosinetriphosphatase by jasmone.
PubMed:Sensitivity and transduction mechanisms of responses to general odorants in turtle vomeronasal system.
PubMed:Metabolism of monoterpenes in mint (mentha) species.
PubMed:Chemical, physiological, and toxicological aspects of the essential oil of some species of the genus Bystropogon.
PubMed:Olfactory sensitivity of two sympatric species of rice leaf folders (Lepidoptera: Pyralidae) to plant volatiles.
PubMed:Percutaneous absorption enhancing effect and skin irritation of monocyclic monoterpenes.
PubMed:Two-phase system membrane reactor with cofactor recycling.
PubMed:Menthol blocks dihydropyridine-insensitive Ca2+ channels and induces neurite outgrowth in human neuroblastoma cells.
PubMed:Metabolic activation of (R)-(+)-pulegone to a reactive enonal that covalently binds to mouse liver proteins.
PubMed:Hepatotoxicity of pulegone in rats: its effects on microsomal enzymes, in vivo.
PubMed:Sedating and antipyretic activity of the essential oil of Calamintha sylvatica subsp. ascendens.
PubMed:Chemical and Morphometrical Comparison Between two Peppermint Notomorphs.
PubMed:The odorant-sensitive adenylate cyclase of olfactory receptor cells. Differential stimulation by distinct classes of odorants.
PubMed:Metabolism of monoterpenes: demonstration that (+)-cis-isopulegone, not piperitenone, is the key intermediate in the conversion of (-)-isopiperitenone to (+)-pulegone in peppermint (Mentha piperita).
PubMed:Short-term toxicity study in rats dosed with menthone.
PubMed:Inhibitors of ex vivo aggregation of human platelets induced by decompression, during reduced barometric pressure.
PubMed:Biotransformation by divison-arrested and immobilized plant cells: bioconversion of monoterpenes by gamma-irradiated suspended and entrapped cells of mentha and Nicotiana.
PubMed:Determination of griseofulvin, carvone and menthone through intermediate oxime formation.
PubMed:[Components of essential oils from different parts and the charcoal of Schizonepeta tenuifolia].
PubMed:In vivo and in vitro destruction of rat liver cytochrome P-450 by a monoterpene ketone, pulegone.
PubMed:Metabolism of Monoterpenes : Evidence for the Function of Monoterpene Catabolism in Peppermint (Mentha piperita) Rhizomes.
PubMed:Metabolism of Monoterpenes : Early Steps in the Metabolism of d-Neomenthyl-beta-d-Glucoside in Peppermint (Mentha piperita) Rhizomes.
PubMed:Mutagenic investigation of peppermint oil in the Salmonella/mammalian-microsome test.
PubMed:Biotransformation by plant cells immobilized in cross-linked polyacrylamide-hydrazide.
PubMed:Biotransformation of monoterpenes by Mentha cell lines.
PubMed:Demonstration that limonene is the first cyclic intermediate in the biosynthesis of oxygenated p-menthane monoterpenes in Mentha piperita and other Mentha species.
PubMed:Metabolism of Monoterpenes: Conversion of l-Menthone to l-Menthol and d-Neomenthol by Stereospecific Dehydrogenases from Peppermint (Mentha piperita) Leaves.
PubMed:Demonstration of the Intercellular Compartmentation of l-Menthone Metabolism in Peppermint (Mentha piperita) Leaves.
PubMed:Biotransformation of monoterpenes by mentha cell lines: conversion of menthone to neomenthol.
PubMed:Metabolism of Monoterpenes : EVIDENCE FOR COMPARTMENTATION OF l-MENTHONE METABOLISM IN PEPPERMINT (MENTHA PIPERITA) LEAVES.
PubMed:Metabolism of Monoterpenes: Demonstration of (+)-Neomenthyl-beta-d-Glucoside as a Major Metabolite of (-)-Menthone in Peppermint (Mentha Piperita).
PubMed:[Photochemical reaction products of L-menthone (author's transl)].
PubMed:Genetic basis for high limonene-cineole content of exceptional Mentha citrata hybrids.
PubMed:Effects of light and temperature on the monoterpenes of peppermint.
PubMed:Some steroid hormone-like effects of menthol.
PubMed:The Genetic Basis for the Conversion of Menthone to Menthol in Japanese Mint.
PubMed:[Determination of menthone in mint].
PubMed:The genetic basis of the ketones, carvone, and menthone in Mentha crispa L.
PubMed:[Determination of menthone, menthol and menthofuran in essential oil of Mentha; localization of menthofuran in the plant].
PubMed:Studies in detoxication: The biological reduction of l-menthone to d-neomenthol and of d-isomenthone to d-isomenthol in the rabbit. The conjugation of d-neomenthol with glucuronic acid.
PubMed:THE INVERSION OF MENTHONE BY SODIUM, POTASSIUM AND LITHIUM ETHYLATES, AND A METHOD OF ANALYSIS FOR METHONE IN PINE OILS.
 
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