(±)-menthol
DL-menthol
Identification
| Name | (±)-menthol |
| IUPAC | 5-methyl-2-propan-2-ylcyclohexan-1-ol |
| CAS Number | 1490-04-6 |
| EINECS | 216-074-4 |
| FDA UNII | L7T10EIP3A |
| Molecular Formula | C10 H20 O |
| Molecular Weight | 156.26860000 |
| MDL Number | MFCD00001484 |
| Nikkaji Number | J2.129F |
| Beilstein | 3194263 |
| CoE Number | 63 |
Regulatory
| FEMA Number | 2665 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
Physical Properties
| Appearance | colorless crystallin solid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 214.00 to 216.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.032000 mmHg @ 25.00 °C. (est) |
| Flash Point | 200.00 °F. TCC ( 93.33 °C. ) |
| logP (o/w) | 3.216 (est) |
| Soluble in | alcohol |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | denaturants |
Organoleptic Properties
| Odor Description | at 10.00 % in dipropylene glycol. |
| Taste Description | cooling mentholic minty |
Safety Information
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| maximum skin levels for fine fragrances | 0.0400 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey). (IFRA, 2004) |
| Recommendation for (±)-menthol usage levels up to | 8.0000 % in the fragrance concentrate. |
| use level in formulae for use in cosmetics | 0.2900 % |
| Dermal Systemic Exposure in Cosmetic Products | 0.0074 mg/kg/day (IFRA, 2004) |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| 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 | - |
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Potential Uses
Natural Occurrence
Synonyms
dermoplast
hexahydrothymol
3-p-
menthanol
3-para-
menthanol
dextro,laevo-
menthol
DL-
menthol
menthol racemic
5-
methyl-2-(1-methyl ethyl) cyclohexanol
5-
methyl-2-(1-methylethyl)cyclohexanol
5-
methyl-2-isopropyl cyclohexanol
5-
methyl-2-propan-2-ylcyclohexan-1-ol
2-iso
propyl-5-methyl cyclohexanol
sarna
Info:
menthol
PubMed:
Patterns of longitudinal transitions in menthol use among U.S. young adult smokers.
PubMed:
Formulation development and evaluation of metformin chewing gum with bitter taste masking.
PubMed:
Intramolecular hydrogen transfer reaction: menthon from isopulegol.
PubMed:
Formulation, preparation, and evaluation of novel orally disintegrating tablets containing taste-masked naproxen sodium granules and naratriptan hydrochloride.
PubMed:
The JFFMA assessment of flavoring substances structurally related to menthol and uniquely used in Japan.
PubMed:
Pharmaceutical and pharmacokinetic characterization of a novel sublingual buprenorphine/naloxone tablet formulation in healthy volunteers.
PubMed:
Characterization of aroma compounds in Chinese bayberry (Myrica rubra Sieb. et Zucc.) by gas chromatography mass spectrometry (GC-MS) and olfactometry (GC-O).
PubMed:
Central mechanisms of menthol-induced analgesia.
PubMed:
Flavored and nonflavored smokeless tobacco products: rate, pattern of use, and effects.
PubMed:
[Effects of menthol as an additive in tobacco products and the need for regulation].
PubMed:
The toxic effects of cigarette additives. Philip Morris' project mix reconsidered: an analysis of documents released through litigation.
PubMed:
Intake of dried bonito broth flavored with dextrin solution induced conditioned place preference in mice.
PubMed:
Development of quality assessment method for optically active food flavor chemicals.
PubMed:
Electrospun polyethylene oxide (PEO) nanofibers containing cyclodextrin inclusion complex.
PubMed:
The health effects of menthol cigarettes as compared to non-menthol cigarettes.
PubMed:
Influence of composition (CO2 and sugar) on aroma release and perception of mint-flavored carbonated beverages.
PubMed:
Electrospinning of functional poly(methyl methacrylate) nanofibers containing cyclodextrin-menthol inclusion complexes.
PubMed:
The menthol smoker: tobacco industry research on consumer sensory perception of menthol cigarettes and its role in smoking behavior.
PubMed:
Do increases in cigarette prices lead to increases in sales of cigarettes with high tar and nicotine yields?
PubMed:
Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans.
PubMed:
[The role of four natures of medicine in acupoint sticking therapy].
PubMed:
Enzymatic synthesis of l-menthyl alpha-maltoside and l-menthyl alpha-maltooligosides from l-menthyl alpha-glucoside by cyclodextrin glucanotransferase.
PubMed:
Chemesthesis and taste: evidence of independent processing of sensation intensity.
PubMed:
Characterization of measured menthol in 48 U.S. cigarette sub-brands.
PubMed:
Effect of harvest time and drying method on biomass production, essential oil yield, and quality of peppermint (Mentha x piperita L.).
PubMed:
Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint.
PubMed:
The effect of solvent interactions on alpha-, beta-, and gamma-cyclodextrin/flavor molecular inclusion complexes.
PubMed:
Extinguishing the rewarding value of smoke cues: pharmacological and behavioral treatments.
PubMed:
Identification of monomenthyl succinate, monomenthyl glutarate, and dimenthyl glutarate in nature by high performance liquid chromatography-tandem mass spectrometry.
PubMed:
Flavor release and perception in hard candy: influence of flavor compound-flavor solvent interactions.
PubMed:
Flavor release and perception in hard candy: influence of flavor compound-compound interactions.
PubMed:
Application, function, and effects of menthol in cigarettes: a survey of tobacco industry documents.
PubMed:
Crystal structure of amylose complexes with small ligands.
PubMed:
Flavor release measurement by atmospheric pressure chemical ionization ion trap mass spectrometry, construction of interface and mathematical modeling of release profiles.
PubMed:
A SPME-GC procedure for monitoring peppermint flavor in tablets.
PubMed:
Measurements by gas chromatography/pyrolysis/mass spectrometry: fundamental conditions in (2)H/(1)H isotope ratio analysis.
PubMed:
Cyclodextrin encapsulation to prevent the loss of l-menthol and its retention during drying.
PubMed:
Effect of sucrose on the perceived flavor intensity of chewing gum.
PubMed:
Glass fiber contamination of cigarette filters: an additional health risk to the smoker?
PubMed:
Variation in odor thresholds for l-carvone and cineole and correlations with suprathreshold intensity ratings.
PubMed:
Metabolic fate of [3H]-l-menthol in the rat.
PubMed:
The alcohol-deprivation effect in hybrid mice.
PubMed:
The use of flavor in cigarette substitutes.
PubMed:
Comparative genotoxicity testing of mainstream whole smoke from cigarettes which burn or heat tobacco.
PubMed:
The lingering question of menthol in cigarettes.
PubMed:
Natural Control of Corn Postharvest Fungi Aspergillus flavus and Penicillium sp. Using Essential Oils from Plants Grown in Argentina.
PubMed:
The Governor has a sweet tooth - Mouth sensing of nutrients to enhance sports performance.
PubMed:
Acaricidal activity of constituents derived from peppermint oil against Tyrophagus putrescentiae.
PubMed:
The tobacco endgame: It's all about behavior.
PubMed:
Comparison of Soxhlet, Accelerated Solvent and Supercritical Fluid Extraction Techniques for Volatile (GC-MS and GC/FID) and Phenolic Compounds (HPLC-ESI/MS/MS) from Lamiaceae Species.
PubMed:
Tobacco Products Sold by Internet Vendors Following Restrictions on Flavors and "Light" Descriptors.
PubMed:
Mentha piperita essential oil induces apoptosis in yeast associated with both cytosolic and mitochondrial ROS-mediated damage.
PubMed:
Switching between menthol and nonmenthol cigarettes: findings from the u.s. Cohort of the international tobacco control four country survey.
PubMed:
Seasonal variability of the main components in essential oil of MenthaâÃâpiperita L.
PubMed:
Public opinion about FDA regulation of menthol and nicotine.
PubMed:
A rationale to design longer lasting mosquito repellents.
PubMed:
Antifungal efficacy of thymol, carvacrol, eugenol and menthol as alternative agents to control the growth of food-relevant fungi.
PubMed:
Antimicrobial activity of natural Respitol-B and its main components against poultry microorganisms.
PubMed:
Biocontrol potential of essential oil monoterpenes against housefly, Musca domestica (Diptera: Muscidae).
PubMed:
Choice alters Drosophila oviposition site preference on menthol.
PubMed:
The JFFMA assessment of flavoring substances structurally related to menthol and uniquely used in Japan.
PubMed:
Smoking, menthol cigarettes and all-cause, cancer and cardiovascular mortality: evidence from the National Health and Nutrition Examination Survey (NHANES) and a meta-analysis.
PubMed:
Isoxazole derivatives as potent transient receptor potential melastatin type 8 (TRPM8) agonists.
PubMed:
How do international trade obligations affect policy options for obesity prevention? Lessons from recent developments in trade and tobacco control.
PubMed:
Nutritional and sensory quality during refrigerated storage of fresh-cut mints (MenthaÃpiperita and M. spicata).
PubMed:
Nematicidal activity of mint aqueous extracts against the root-knot nematode Meloidogyne incognita.
PubMed:
Differential trends in cigarette smoking in the USA: is menthol slowing progress?
PubMed:
FDA might consider restrictions on menthol cigarettes.
PubMed:
A novel animal model of dysphagia following stroke.
PubMed:
Thermal taste and anti-aspiration drugs: a novel drug discovery against pneumonia.
PubMed:
The role of trigeminal nasal TRPM8-expressing afferent neurons in the antitussive effects of menthol.
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:
[GC-MS study on fingerprint of volatile oil from Kadsura heteroclita].
PubMed:
The effect of menthol on cigarette smoking behaviors, biomarkers and subjective responses.
PubMed:
Comparison of Temperature and Additives Affecting the Stability of the Probiotic Weissella cibaria.
PubMed:
Chemical Composition, Antifungal and Antibiofilm Activities of the Essential Oil of Mentha piperita L.
PubMed:
Race moderates the effect of menthol cigarette use on short-term smoking abstinence.
PubMed:
The greater effectiveness of Glomus mosseae and Glomus intraradices in improving productivity, oil content and tolerance of salt-stressed menthol mint (Mentha arvensis).
PubMed:
Retention of aroma compounds from Mentha piperita essential oil by cyclodextrins and crosslinked cyclodextrin polymers.
PubMed:
Menthol toxicity: an unusual cause of coma.
PubMed:
Anti-yeast activity of mentha oil and vapours through in vitro and in vivo (real fruit juices) assays.
PubMed:
[Therapeutic approach targeting TRP channels and development of anti-aspiration drugs].
PubMed:
The distribution of transient receptor potential melastatin-8 in the rat soft palate, epiglottis, and pharynx.
PubMed:
Cessation outcomes among treatment-seeking menthol and nonmenthol smokers.
PubMed:
NNAL exposure by race and menthol cigarette use among U.S. smokers.
PubMed:
What happens if people start drinking mouthwash as surrogate alcohol? A quantitative risk assessment.
PubMed:
Response to "menthol cigarettes and lung cancer mortality".
PubMed:
Characterization of aroma compounds in Chinese bayberry (Myrica rubra Sieb. et Zucc.) by gas chromatography mass spectrometry (GC-MS) and olfactometry (GC-O).
PubMed:
A ban on menthol cigarettes: impact on public opinion and smokers' intention to quit.
PubMed:
Irradiation depolymerized guar gum as partial replacement of gum Arabic for microencapsulation of mint oil.
PubMed:
Inhibition of morphine glucuronidation in the liver microsomes of rats and humans by monoterpenoid alcohols.
PubMed:
Menthol use among smokers with psychological distress: findings from the 2008 and 2009 National Survey on Drug Use and Health.
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:
The relationship of neighborhood demographic characteristics to point-of-sale tobacco advertising and marketing.
PubMed:
Flavored and nonflavored smokeless tobacco products: rate, pattern of use, and effects.
PubMed:
Identification of aroma-active compounds in Jiashi muskmelon juice by GC-O-MS and OAV calculation.
PubMed:
What would menthol smokers do if menthol in cigarettes were banned? Behavioral intentions and simulated demand.
PubMed:
Menthol inhibits the proliferation and motility of prostate cancer DU145 cells.
PubMed:
Mentholated cigarettes and smoking-related cancers revisited: an ecologic examination.
PubMed:
Comparative GC/MS analysis of essential oils extracted by 3 methods from the bud of Citrus aurantium L. var. amara Engl.
PubMed:
Intake of dried bonito broth flavored with dextrin solution induced conditioned place preference in mice.
PubMed:
Stimulating oral and nasal chemoreceptors for preventing aspiration pneumonia in the elderly.
PubMed:
Research opportunities concerning youth and the Family Smoking Prevention and Tobacco Control Act.
PubMed:
Smoking-cessation prevalence among U.S. smokers of menthol versus non-menthol cigarettes.
PubMed:
Therapeutic options for acute cough due to upper respiratory infections in children.
PubMed:
Development of quality assessment method for optically active food flavor chemicals.
PubMed:
The health effects of menthol cigarettes as compared to non-menthol cigarettes.
PubMed:
Menthol cigarettes and smoking cessation behavior.
PubMed:
Menthol cigarette smoking and nicotine dependence.
PubMed:
Menthol and initiation of cigarette smoking.
PubMed:
Sensory properties of menthol and smoking topography.
PubMed:
Marketing of menthol cigarettes and consumer perceptions.
PubMed:
US attitudes about banning menthol in cigarettes: results from a nationally representative survey.
PubMed:
The threat of menthol cigarettes to U.S. public health.
PubMed:
A lost opportunity for public health--the FDA advisory committee report on menthol.
PubMed:
Menthol sensory qualities and smoking topography: a review of tobacco industry documents.
PubMed:
Menthol cigarettes and smoking initiation: a tobacco industry perspective.
PubMed:
FDA finding may curb mentholated cigarette availability.
PubMed:
Lung cancer risk among smokers of menthol cigarettes.
PubMed:
Comparison of serum cotinine concentration within and across smokers of menthol and nonmenthol cigarette brands among non-Hispanic black and non-Hispanic white U.S. adult smokers, 2001-2006.
PubMed:
Toxicity of Schizonpeta multifida essential oil and its constituent compounds towards two grain storage insects.
PubMed:
Tobacco firms move to stop FDA banning menthol cigarettes.
PubMed:
Sensory stimulation to improve swallowing reflex and prevent aspiration pneumonia in elderly dysphagic people.
PubMed:
Menthol cigarettes: moving toward a broader definition of harm.
PubMed:
Hemisynthesis of dihydroumbellulols from umbellulone: new cooling compounds.
PubMed:
Oral epithelial cells are activated via TRP channels.
PubMed:
Menthol and non-menthol smoking: the impact of prices and smoke-free air laws.
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:
TRPM8 mediates cold and menthol allergies associated with mast cell activation.
PubMed:
Seasonal variation in content, chemical composition and antimicrobial and cytotoxic activities of essential oils from four Mentha species.
PubMed:
Relation between developmental stage, sensory properties, and volatile content of organically and conventionally grown pac choi (Brassica rapa var. Mei Qing Choi).
PubMed:
Ultraviolet-B and photosynthetically active radiation interactively affect yield and pattern of monoterpenes in leaves of peppermint (Mentha x piperita L.).
PubMed:
Efficacy and safety profile of a topical methyl salicylate and menthol patch in adult patients with mild to moderate muscle strain: a randomized, double-blind, parallel-group, placebo-controlled, multicenter study.
PubMed:
Menthol and non-menthol cigarette use among Black smokers in Southern California.
PubMed:
A review and assessment of menthol employed as a cigarette flavoring ingredient.
PubMed:
Evaluation of certain food additives.
PubMed:
Levels of mint and wintergreen flavorants: smokeless tobacco products vs. confectionery products.
PubMed:
Probable warfarin interaction with menthol cough drops.
PubMed:
FDA exercises new authority to regulate tobacco products, but some limits remain.
PubMed:
The effects of swilling an L(-)-menthol solution during exercise in the heat.
PubMed:
Influence of composition (CO2 and sugar) on aroma release and perception of mint-flavored carbonated beverages.
PubMed:
Intragastric administration of TRPV1, TRPV3, TRPM8, and TRPA1 agonists modulates autonomic thermoregulation in different manners in mice.
PubMed:
Surfactants, aromatic and isoprenoid compounds, and fatty acid biosynthesis inhibitors suppress Staphylococcus aureus production of toxic shock syndrome toxin 1.
PubMed:
Chemical composition of essential oils of Thymus and Mentha species and their antifungal activities.
PubMed:
Repellency of an over-the-counter essential oil product in China against workers of red imported fire ants.
PubMed:
Antioxidant property of volatile oils determined by the ferric reducing ability.
PubMed:
Fragrance material review on l-menthol.
PubMed:
Fragrance material review on 4-carvomenthenol.
PubMed:
Fragrance material review on d-menthol.
PubMed:
Fragrance material review on d,l-menthol.
PubMed:
Fragrance material review on menthol racemic.
PubMed:
Fragrance material review on menthol.
PubMed:
Fragrance material review on geranodyle.
PubMed:
The monoterpenoids citral and geraniol are moderate inhibitors of CYP2B6 hydroxylase activity.
PubMed:
Differential transfer of dietary flavour compounds into human breast milk.
PubMed:
Oral lichenoid lesions and allergy to dental materials.
PubMed:
pH memory of immobilized lipase for (+/-)-menthol resolution in ionic liquid.
PubMed:
Isolation and characterization of Escherichia coli mutants exhibiting altered response to thymol.
PubMed:
Screening of antibacterial activities of twenty-one oxygenated monoterpenes.
PubMed:
Modulation of oral heat and cold pain by irritant chemicals.
PubMed:
Enhancing antioxidant, antiproliferation, and free radical scavenging activities in strawberries with essential oils.
PubMed:
The effects of foods, beverages, and other factors on cigarette palatability.
PubMed:
Dandruff, seborrheic dermatitis, and psoriasis drug products containing coal tar and menthol for over-the-counter human use; amendment to the monograph. Final rule.
PubMed:
Assessment of sensitization potential of monoterpenes using the rat popliteal lymph node assay.
PubMed:
Rhinitis because of toothpaste and other menthol-containing products.
PubMed:
Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection.
PubMed:
TRPM8-independent menthol-induced Ca2+ release from endoplasmic reticulum and Golgi.
PubMed:
Possible effects on smokers of cigarette mentholation: a review of the evidence relating to key research questions.
PubMed:
Use of Rhodotorula minuta live cells hosted in water-in-oil macroemulsion for biotrasformation reaction.
PubMed:
Volatile monoterpenes in black currant (Ribes nigrum L.) juice: effects of heating and enzymatic treatment by beta-glucosidase.
PubMed:
Evaluation of residues of essential oil components in honey after different anti-varroa treatments.
PubMed:
Alpha-anomer-selective glucosylation of menthol with high yield through a crystal accumulation reaction using lyophilized cells of Xanthomonas campestris WU-9701.
PubMed:
Effects of antimicrobial components of essential oils on growth of Bacillus cereus INRA L2104 in and the sensory qualities of carrot broth.
PubMed:
Improvement of table grapes quality and safety by the combination of modified atmosphere packaging (MAP) and eugenol, menthol, or thymol.
PubMed:
Effect of harvest time and drying method on biomass production, essential oil yield, and quality of peppermint (Mentha x piperita L.).
PubMed:
The effect of solvent interactions on alpha-, beta-, and gamma-cyclodextrin/flavor molecular inclusion complexes.
PubMed:
Biofilm in water pipelines; a potential source for off-flavours in the drinking water.
PubMed:
Flavor release and perception in hard candy: influence of flavor compound-compound interactions.
PubMed:
In vivo studies on the metabolism of the monoterpene pulegone in humans using the metabolism of ingestion-correlated amounts (MICA) approach: explanation for the toxicity differences between (S)-(-)- and (R)-(+)-pulegone.
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:
In vitro antagonistic activity of monoterpenes and their mixtures against 'toe nail fungus' pathogens.
PubMed:
Common herbs, essential oils, and monoterpenes potently modulate bone metabolism.
PubMed:
Lytic activity of l-menthol derivatives against the snow blight disease fungus, Micronectriella nivalis.
PubMed:
Simulated microgravity [bed rest] has little influence on taste, odor or trigeminal sensitivity.
PubMed:
Enzymatic synthesis of aroma compound xylosides using transfer reaction by Trichoderma longibrachiatum xylanase.
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:
The phenolic hydroxyl group of carvacrol is essential for action against the food-borne pathogen Bacillus cereus.
PubMed:
Essential oil composition of sachalinmint from Norway detected by solid-phase microextraction and gas chromatography-mass spectrometry analysis.
PubMed:
Factors affecting the resolution of dl-menthol by immobilized lipase-catalyzed esterification in organic solvent.
PubMed:
Systematic studies on structure and physiological activity of cyclic alpha-keto enamines, a novel class of "cooling" compounds.
PubMed:
Fullerene modified supported lipid membrane as sensitive element of sensor for odorants.
PubMed:
Efficacy of essential oils of Caesulia axillaris and Mentha arvensis against some storage pests causing biodeterioration of food commodities.
PubMed:
1,8-cineol, a food flavoring agent, prevents ethanol-induced gastric injury in rats.
PubMed:
Genetic and biochemical characterization of a novel monoterpene epsilon-lactone hydrolase from Rhodococcus erythropolis DCL14.
PubMed:
Floral Origin Markers of Chestnut and Lime Tree Honeys.
PubMed:
Xanthobacter sp. C20 contains a novel bioconversion pathway for limonene.
PubMed:
Suppression of the furylfuramide-induced SOS response by monoterpenoids with a p-menthane skeleton using the Salmonella typhimurium TA1535/pSK1002 Umu test.
PubMed:
Cold, cough, allergy, bronchodilator, and antiasthmatic drug products for over-the-counter human use; amendment of final monograph for OTC antitussive drug products. Food and Drug Administration, HHS. Final rule.
PubMed:
Evaluation of certain food additives. Fifty-first report of the Joint FAO/WHO Expert Committee on Food Additives.
PubMed:
Purification and characterization of a Baeyer-Villiger mono-oxygenase from Rhodococcus erythropolis DCL14 involved in three different monocyclic monoterpene degradation pathways.
PubMed:
Biotransformation of (+)- and (-)-menthol by the larvae of common cutworm (Spodoptera litura).
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:
Effect of sucrose on the perceived flavor intensity of chewing gum.
PubMed:
Biosynthesis of menthofuran in Mentha x piperita: stereoselective and mechanistic studies.
PubMed:
Enantiomeric purity and odor characteristics of 2- and 3-acetoxy-1, 8-cineoles in the rhizomes of Alpinia galanga willd.
PubMed:
Disposition kinetics and effects of menthol.
PubMed:
The generalizability of capsaicin sensitization and desensitization.
PubMed:
Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene.
PubMed:
Mutagenicity testing (+/-)-camphor, 1,8-cineole, citral, citronellal, (-)-menthol and terpineol with the Salmonella/microsome assay.
PubMed:
Lack of histological cerebellar changes in Wistar rats given pulegone for 28 days. Comparison of immersion and perfusion tissue fixation.
PubMed:
13-week inhalation toxicity study of menthol cigarette smoke.
PubMed:
Estimation of menthol in Pan Masala samples by a spectrophotometric method.
PubMed:
Validation of the assay method for camphor and menthol in a herbal drug preparation.
PubMed:
Gas chromatographic-mass spectrometric method to characterise the transfer of dietary odorous compounds into plasma and milk.
PubMed:
Sensitization and desensitization to capsaicin and menthol in the oral cavity: interactions and individual differences.
PubMed:
Contact sensitivity to food additives can cause oral and perioral symptoms.
PubMed:
Cloning and expression of a rat liver phenobarbital-inducible UDP-glucuronosyltransferase (2B12) with specificity for monoterpenoid alcohols.
PubMed:
Variation in odor thresholds for l-carvone and cineole and correlations with suprathreshold intensity ratings.
PubMed:
Prevalence of food allergy and intolerance in the adult Dutch population.
PubMed:
Determination of menthol in honey by gas chromatography.
PubMed:
Antibacterial activity of essential oil components.
PubMed:
Halothane and eucalyptol as alternatives to chloroform for softening gutta-percha.
PubMed:
Effects of drug metabolism modifiers on pulegone-induced hepatotoxicity in mice.
PubMed:
Capsaicin and its effects on olfaction and trigeminal chemoreception.
PubMed:
Chewing-gum preservative induced toxidermic vasculitis.
PubMed:
Preparative resolution of D,L-threonine catalyzed by immobilized phosphatase.
PubMed:
Effect of a proprietary rubefacient "Tiger Balm" on rabbit skin.
PubMed:
Monographs on fragrance raw materials.
PubMed:
[Psychotropic action of some aromatic substances used in food].
PubMed:
Palindromic rheumatism: a request.