(-)-Menthol

(-)-menthol is a lipid of Prenol Lipids (PR) class. (-)-menthol is associated with abnormalities such as Wiskott-Aldrich Syndrome. The involved functions are known as Agent, Anabolism, Signal Transduction, Binding (Molecular Function) and Signal Transduction Pathways. (-)-menthol often locates in Membrane, Tissue fiber and Dominant hand. The associated genes with (-)-Menthol are REG1A gene, UGT2B7 gene, HM13 gene and SCN10A gene. The related lipids are Steroids and androsterone glucuronide.

Cross Reference

Introduction

To understand associated biological information of (-)-Menthol, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with (-)-Menthol?

(-)-Menthol is suspected in and other diseases in descending order of the highest number of associated sentences.

Related references are mostly published in these journals:

Disease Cross reference Weighted score Related literature
Loading... please refresh the page if content is not showing up.

Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with (-)-Menthol

MeSH term MeSH ID Detail
Pain D010146 64 associated lipids
Endophthalmitis D009877 12 associated lipids
Uveitis, Posterior D015866 5 associated lipids
Total 3

PubChem Associated disorders and diseases

What pathways are associated with (-)-Menthol

There are no associated biomedical information in the current reference collection.

PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with (-)-Menthol?

Related references are published most in these journals:

Location Cross reference Weighted score Related literatures
Loading... please refresh the page if content is not showing up.

What functions are associated with (-)-Menthol?


Related references are published most in these journals:

Function Cross reference Weighted score Related literatures

What lipids are associated with (-)-Menthol?

Related references are published most in these journals:

Lipid concept Cross reference Weighted score Related literatures
Loading... please refresh the page if content is not showing up.

What genes are associated with (-)-Menthol?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with (-)-Menthol?

There are no associated biomedical information in the current reference collection.

NCBI Entrez Crosslinks

All references with (-)-Menthol

Download all related citations
Per page 10 20 50 100 | Total 2230
Authors Title Published Journal PubMed Link
Kitagawa S and Li H Effects of removal of stratum corneum, delipidization and addition of enhancers, ethanol and l-menthol, on skin permeation of benzoic acid and its 4-n-alkyl substituents in excised guinea pig dorsal skin. 1999 Chem. Pharm. Bull. pmid:9987825
Rosenblatt MR et al. Olfactory thresholds for nicotine and menthol in smokers (abstinent and nonabstinent) and nonsmokers. 1998 Physiol. Behav. pmid:9877426
Zahir A et al. Effect of menthol on permeability of an optically active and racemic propranolol across guinea pig skin. 1998 Drug Dev Ind Pharm pmid:9876540
Foss S and Harder J Thauera linaloolentis sp. nov. and Thauera terpenica sp. nov., isolated on oxygen-containing monoterpenes (linalool, menthol, and eucalyptol) nitrate. 1998 Syst. Appl. Microbiol. pmid:9841126
Wiseman EJ and McMillan DE Rationale for cigarette smoking and for mentholation preference in cocaine- and nicotine-dependent outpatients. 1998 Nov-Dec Compr Psychiatry pmid:9829143
Mazières L et al. The C fibre reflex of the cat urinary bladder. 1998 J. Physiol. (Lond.) pmid:9807001
Reisert J and Matthews HR Na+-dependent Ca2+ extrusion governs response recovery in frog olfactory receptor cells. 1998 J. Gen. Physiol. pmid:9806962
Zhao K and Singh J Mechanisms of percutaneous absorption of tamoxifen by terpenes: eugenol, D-limonene and menthone. 1998 J Control Release pmid:9795076
Hamasaki K et al. Determination of l-menthol in pharmaceutical products by high performance liquid chromatography with polarized photometric detection. 1998 J Pharm Biomed Anal pmid:9777600
Sleth JC [The Bonain anesthetic mixture: a forgotten ancestor of Emla cream?]. 1998 Ann Fr Anesth Reanim pmid:9750756
Madyastha KM and Gaikwad NW Metabolic fate of S-(-)-pulegone in rat. 1998 Xenobiotica pmid:9741951
Gomes-Carneiro MR et al. Mutagenicity testing (+/-)-camphor, 1,8-cineole, citral, citronellal, (-)-menthol and terpineol with the Salmonella/microsome assay. 1998 Mutat. Res. pmid:9725999
Nakagawa H et al. Anomer-selective glucosylation of l-menthol by yeast alpha-glucosidase. 1998 Biosci. Biotechnol. Biochem. pmid:9720215
Robin O et al. Emotional responses evoked by dental odors: an evaluation from autonomic parameters. 1998 J. Dent. Res. pmid:9719038
Vadiraja BB et al. Hepatoprotective effect of C-phycocyanin: protection for carbon tetrachloride and R-(+)-pulegone-mediated hepatotoxicty in rats. 1998 Biochem. Biophys. Res. Commun. pmid:9712713
Fleming CJ and Forsyth A D5 patch test reactions to menthol and peppermint. 1998 Contact Derm. pmid:9687034
Ho HO et al. Penetration enhancement by menthol combined with a solubilization effect in a mixed solvent system. 1998 J Control Release pmid:9685928
Gao S and Singh J In vitro percutaneous absorption enhancement of a lipophilic drug tamoxifen by terpenes. 1998 J Control Release pmid:9685917
Zibrowski EM et al. Fast wave activity in the rat rhinencephalon: elicitation by the odors of phytochemicals, organic solvents, and a rodent predator. 1998 Brain Res. pmid:9685644
Dalefield RR and Oehme FW Detection of metabolites of a veterinary counter-irritant in canine urine. 1998 Vet Hum Toxicol pmid:9682412
Hilliard CA et al. Chromosome aberrations in vitro related to cytotoxicity of nonmutagenic chemicals and metabolic poisons. 1998 Environ. Mol. Mutagen. pmid:9654240
Kommuru TR et al. Racemate and enantiomers of ketoprofen: phase diagram, thermodynamic studies, skin permeability, and use of chiral permeation enhancers. 1998 J Pharm Sci pmid:9649351
Mølck AM et al. Lack of histological cerebellar changes in Wistar rats given pulegone for 28 days. Comparison of immersion and perfusion tissue fixation. 1998 Toxicol. Lett. pmid:9635415
Xu J et al. Comparison of acid anhydrides with carboxylic acids in enantioselective enzymatic esterification of racemic menthol. 1997 Chin. J. Biotechnol. pmid:9631262
Friedman GD et al. Mentholated cigarettes and non-lung smoking related cancers in California, USA. 1998 J Epidemiol Community Health pmid:9616428
Wright CE et al. Identification of the L-menthol binding site in guinea-pig lung membranes. 1998 Br. J. Pharmacol. pmid:9504389
Fabre DD et al. Volumetric changes of solvent softened gutta-percha using chloroform, eucalyptol or halothane. 1996 Northwest Dent Res pmid:9487924
Uemura M et al. Effectiveness of eucalyptol and d-limonene as gutta-percha solvents. 1997 J Endod pmid:9487849
Olson DL et al. High-resolution microcoil NMR for analysis of mass-limited, nanoliter samples. 1998 Anal. Chem. pmid:9470492
Tao L and Pereira MA Quantification of carvone, cineole, perillaldehyde, perillyl alcohol and sobrerol by isocratic high-performance liquid chromatography. 1998 J Chromatogr A pmid:9468652
Palop Larrea V et al. [Pastillas Juanola and arterial hypertension]. 1997 Aten Primaria pmid:9453779
Coffman BL et al. The glucuronidation of opioids, other xenobiotics, and androgens by human UGT2B7Y(268) and UGT2B7H(268). 1998 Drug Metab. Dispos. pmid:9443856
Kaplun-Frischoff Y and Touitou E Testosterone skin permeation enhancement by menthol through formation of eutectic with drug and interaction with skin lipids. 1997 J Pharm Sci pmid:9423153
Kunta JR et al. Effect of menthol and related terpenes on the percutaneous absorption of propranolol across excised hairless mouse skin. 1997 J Pharm Sci pmid:9423148
Levy LM et al. Functional MRI of human olfaction. 1997 Nov-Dec J Comput Assist Tomogr pmid:9386272
Görduysus MO et al. Solubilizing efficiency of different gutta-percha solvents: a comparative study. 1997 J Nihon Univ Sch Dent pmid:9354028
Riechelmann H et al. Response of human ciliated respiratory cells to a mixture of menthol, eucalyptus oil and pine needle oil. 1997 Arzneimittelforschung pmid:9342418
Richie JP et al. Differences in the urinary metabolites of the tobacco-specific lung carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in black and white smokers. 1997 Cancer Epidemiol. Biomarkers Prev. pmid:9332760
Gaworski CL et al. 13-week inhalation toxicity study of menthol cigarette smoke. 1997 Food Chem. Toxicol. pmid:9301652
Kitagawa S et al. Skin permeation of parabens in excised guinea pig dorsal skin, its modification by penetration enhancers and their relationship with n-octanol/water partition coefficients. 1997 Chem. Pharm. Bull. pmid:9301035
Alaoui-Ismaïli O et al. Basic emotions evoked by odorants: comparison between autonomic responses and self-evaluation. 1997 Physiol. Behav. pmid:9284489
Wright CE et al. Capsaicin and neurokinin A-induced bronchoconstriction in the anaesthetised guinea-pig: evidence for a direct action of menthol on isolated bronchial smooth muscle. 1997 Br. J. Pharmacol. pmid:9283698
Santos FA and Rao VS Mast cell involvement in the rat paw oedema response to 1,8-cineole, the main constituent of eucalyptus and rosemary oils. 1997 Eur. J. Pharmacol. pmid:9274987
Allen PC et al. Effects of components of Artemisia annua on coccidia infections in chickens. 1997 Poult. Sci. pmid:9251146
Nishino T et al. Nasal inhalation of l-menthol reduces respiratory discomfort associated with loaded breathing. 1997 Am. J. Respir. Crit. Care Med. pmid:9230767
Kannan A et al. Estimation of menthol in Pan Masala samples by a spectrophotometric method. 1997 May-Jun Food Addit Contam pmid:9205565
Richardson TL African-American smokers and cancers of the lung and of the upper respiratory and digestive tracts. Is menthol part of the puzzle? 1997 West. J. Med. pmid:9143194
Naito K et al. The effect of L-menthol stimulation of the major palatine nerve on subjective and objective nasal patency. 1997 Auris Nasus Larynx pmid:9134138
Richardson T Menthol cigarette use in African Americans. 1996 Hosp Pract (1995) pmid:9119925
Zufall F and Leinders-Zufall T Identification of a long-lasting form of odor adaptation that depends on the carbon Monoxide/cGMP second-messenger system. 1997 J. Neurosci. pmid:9092591
Bestmann HJ et al. GC profiles of volatile constituents from human urine obtained by closed loop stripping, purge and trap technique and simultaneous stem distillation-extraction. 1996 Nov-Dec Z. Naturforsch., C, J. Biosci. pmid:9081288
Hartmann A and Speit G The contribution of cytotoxicity to DNA-effects in the single cell gel test (comet assay). 1997 Toxicol. Lett. pmid:9067486
Dierkes PW et al. Voltage-dependent Ca2+ influx into identified leech neurones. 1997 Brain Res. pmid:9037508
Maitani Y et al. l-Menthol, oleic acid and lauricidin in absorption enhancement of free and sodium salt of diclofenac using ethanol treated silicone membrane as model for skin. 1996 Chem. Pharm. Bull. pmid:8998843
Karuza L and Folivarski K Validation of the assay method for camphor and menthol in a herbal drug preparation. 1996 J Pharm Biomed Anal pmid:8951703
Clark PI et al. Effect of menthol cigarettes on biochemical markers of smoke exposure among black and white smokers. 1996 Chest pmid:8915220
Bakerink JA et al. Multiple organ failure after ingestion of pennyroyal oil from herbal tea in two infants. 1996 Pediatrics pmid:8909490
Jäger W et al. Pharmacokinetic studies of the fragrance compound 1,8-cineol in humans during inhalation. 1996 Chem. Senses pmid:8866111
Embil K and Nacht S The Microsponge Delivery System (MDS): a topical delivery system with reduced irritancy incorporating multiple triggering mechanisms for the release of actives. 1996 Sep-Oct J Microencapsul pmid:8864994
Almirall M et al. Effect of d-limonene, alpha-pinene and cineole on in vitro transdermal human skin penetration of chlorpromazine and haloperidol. 1996 Arzneimittelforschung pmid:8842336
Schattner P and Randerson D Tiger Balm as a treatment of tension headache. A clinical trial in general practice. 1996 Aust Fam Physician pmid:8839380
Trigg JK Evaluation of a eucalyptus-based repellent against Culicoides impunctatus (Diptera:Ceratopogonidae) in Scotland. 1996 J. Am. Mosq. Control Assoc. pmid:8827615
Trigg JK Evaluation of a eucalyptus-based repellent against Anopheles spp. in Tanzania. 1996 J. Am. Mosq. Control Assoc. pmid:8827599
Ahijevych K et al. Menthol and nonmenthol cigarettes and smoke exposure in black and white women. 1996 Pharmacol. Biochem. Behav. pmid:8808144
Leinders-Zufall T et al. Modulation by cyclic GMP of the odour sensitivity of vertebrate olfactory receptor cells. 1996 Proc. Biol. Sci. pmid:8763798
Sekizawa S et al. Nasal receptors responding to cold and l-menthol airflow in the guinea pig. 1996 Respir Physiol pmid:8738897
Yosipovitch G et al. Effect of topically applied menthol on thermal, pain and itch sensations and biophysical properties of the skin. 1996 Arch. Dermatol. Res. pmid:8738567
Désage M et al. Gas chromatographic-mass spectrometric method to characterise the transfer of dietary odorous compounds into plasma and milk. 1996 J. Chromatogr. B, Biomed. Appl. pmid:8738023
Jyväkorpi M A comparison of topical Emla cream with Bonain's solution for anesthesia of the tympanic membrane during tympanocentesis. 1996 Eur Arch Otorhinolaryngol pmid:8737775
Kawane H Menthol and aspirin-induced asthma. 1996 Respir Med pmid:8736660
Terry LM and Johanson IB Effects of altered olfactory experiences on the development of infant rats' responses to odors. 1996 Dev Psychobiol pmid:8732808
Kobayashi D et al. In vitro/in vivo difference in enhanced skin permeation of nicardipine hydrochloride by the 1-menthol-ethanol system. 1996 Skin Pharmacol. pmid:8722608
Richards RM et al. The effect of formulation on the antimicrobial activity of cetylpyridinium chloride in candy based lozenges. 1996 Pharm. Res. pmid:8710750
Lewis FM et al. Contact sensitivity to food additives can cause oral and perioral symptoms. 1995 Contact Derm. pmid:8706405
Bouchard M et al. Membrane fluidity response to odorants as seen by 2H-NMR and infrared spectroscopy. 1996 Biochim. Biophys. Acta pmid:8703978
Cliff MA and Green BG Sensitization and desensitization to capsaicin and menthol in the oral cavity: interactions and individual differences. 1996 Physiol. Behav. pmid:8700951
Storer RD et al. Revalidation of the in vitro alkaline elution/rat hepatocyte assay for DNA damage: improved criteria for assessment of cytotoxicity and genotoxicity and results for 81 compounds. 1996 Mutat. Res. pmid:8684406
Ortiz-Boyer F et al. Development and validation of chromatographic methods (HPLC and GC) for the determination of the active components (benzocaine, tyrothricin and menthol) of a pharmaceutical preparation. 1995 J Pharm Biomed Anal pmid:8634346
Anderson IB et al. Pennyroyal toxicity: measurement of toxic metabolite levels in two cases and review of the literature. 1996 Ann. Intern. Med. pmid:8633832
Brieskorn CH and Schlicht W [The constitution of a crystalline complex of iron(iii)- thiocyanate with cineol (author's transl)]. 1977 Arch. Pharm. (Weinheim) pmid:860899
Nortier YL et al. Preparation and stability testing of a hydrogel for topical analgesia. 1995 Pharm World Sci pmid:8597779
Behrbohm H et al. [Effect of the phytogenic secretolytic drug Gelomyrtol forte on mucociliary clearance of the maxillary sinus]. 1995 Laryngorhinootologie pmid:8579672
Rouby C and Holley A Temporal competition between odorants: effect of different time intervals on the perception of monorhinic and dichorhinic binary mixtures. 1995 Perception pmid:8552460
Yao QS and Chiou GC Inhibition of crystallins-induced inflammation in rabbit eyes with five phytogenic compounds. 1993 Zhongguo Yao Li Xue Bao pmid:8503279
Marsh PD Antimicrobial strategies in the prevention of dental caries. 1993 Caries Res. pmid:8500130
Carrasco VN et al. A safe, effective anesthetic technique for outpatient myringotomy tube placement. 1993 Laryngoscope pmid:8421427
Laska M and Hudson R Discriminating parts from the whole: determinants of odor mixture perception in squirrel monkeys, Saimiri sciureus. 1993 J. Comp. Physiol. A pmid:8410741
Kelly BR Respiratory preparations. 1993 Aust Fam Physician pmid:8379888
Obata Y et al. Effect of pretreatment of skin with cyclic monoterpenes on permeation of diclofenac in hairless rat. 1993 Biol. Pharm. Bull. pmid:8364480
Kobayashi D et al. Feasibility of use of several cardiovascular agents in transdermal therapeutic systems with l-menthol-ethanol system on hairless rat and human skin. 1993 Biol. Pharm. Bull. pmid:8364469
Madyastha KM and Raj CP Studies on the metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat: isolation and characterization of new metabolites. 1993 Xenobiotica pmid:8342298
Wang Y et al. Selectivity of lingual nerve fibers to chemical stimuli. 1993 J. Gen. Physiol. pmid:8331321
Lundy RF and Contreras RJ Taste prestimulation increases the chorda tympani nerve response to menthol. 1993 Physiol. Behav. pmid:8327609
Geirsson G Evidence of cold receptors in the human bladder: effect of menthol on the bladder cooling reflex. 1993 J. Urol. pmid:8326569
Li M et al. Determination of menthol in honey by gas chromatography. 1993 Nov-Dec J AOAC Int pmid:8286969
Caskey NH et al. Rapid smoking of menthol and nonmenthol cigarettes by black and white smokers. 1993 Pharmacol. Biochem. Behav. pmid:8265679
Ibarrola JL et al. Retrievability of Thermafil plastic cores using organic solvents. 1993 J Endod pmid:8263447
Firestein S et al. The relation between stimulus and response in olfactory receptor cells of the tiger salamander. 1993 J. Physiol. (Lond.) pmid:8254501
Bretz WA and Salvador SL Antimicrobial action of AXOL on periodontopathic bacteria. 1993 Braz Dent J pmid:8180485
Pécora JD et al. In vitro study on the softening of gutta-percha cones in endodontic retreatment. 1993 Braz Dent J pmid:8180484