(-)-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.

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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
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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:

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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?

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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

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Authors Title Published Journal PubMed Link
Yener G et al. Effect of vehicles and penetration enhancers on the in vitro percutaneous absorption of celecoxib through human skin. 2003 Pharmazie pmid:12779049
Döge EM and Wollmann H [Plastic packs for drug preparations containing volatile oils. 88. Problems in filling plastic containers with liquid drug preparations]. 1984 Pharmazie pmid:6483950
White JR Effects of a counterirritant on perceived pain and hand movement in patients with arthritis. 1973 Phys Ther pmid:4724455
Kupisz K and Trebacz K Effect of cold and menthol on membrane potential in plants. 2011 Physiol Plant pmid:21214882
Ehrlich M et al. Analysis of metabolic effects of menthol on WFS1-deficient mice. 2016 Physiol Rep pmid:26733243
Cliff MA and Green BG Sensory irritation and coolness produced by menthol: evidence for selective desensitization of irritation. 1994 Physiol. Behav. pmid:7824566
Green BG et al. Chemesthesis and taste: evidence of independent processing of sensation intensity. 2005 Physiol. Behav. pmid:16199067
Lundy RF and Contreras RJ Taste prestimulation increases the chorda tympani nerve response to menthol. 1993 Physiol. Behav. pmid:8327609
Rosenblatt MR et al. Olfactory thresholds for nicotine and menthol in smokers (abstinent and nonabstinent) and nonsmokers. 1998 Physiol. Behav. pmid:9877426
Prescott J The generalizability of capsaicin sensitization and desensitization. 1999 Physiol. Behav. pmid:10405101
Pager J A selective modulation of the olfactory bulb electrical activity in relation to the learning of palatability in hungry and satiated rats. 1974 Physiol. Behav. pmid:4816076
Phillips AG Enhancement and inhibition of olfactory bulb self-stimulation by odours. 1970 Physiol. Behav. pmid:5524487
Haahr AM et al. Release of peppermint flavour compounds from chewing gum: effect of oral functions. 2004 Physiol. Behav. pmid:15276819
Jarvik ME et al. Mentholated cigarettes decrease puff volume of smoke and increase carbon monoxide absorption. 1994 Physiol. Behav. pmid:7972409
Dessirier JM et al. Oral irritant properties of menthol: sensitizing and desensitizing effects of repeated application and cross-desensitization to nicotine. 2001 Physiol. Behav. pmid:11399291
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
Green BG Menthol inhibits the perception of warmth. 1986 Physiol. Behav. pmid:3823202
Overbosch P et al. Temporal integration and reaction times in human smell. 1989 Physiol. Behav. pmid:2756054
Green BG Menthol modulates oral sensations of warmth and cold. 1985 Physiol. Behav. pmid:4070414
Green BG and McAuliffe BL Menthol desensitization of capsaicin irritation. Evidence of a short-term anti-nociceptive effect. 2000 Physiol. Behav. pmid:10764892
Alaoui-Ismaïli O et al. Basic emotions evoked by odorants: comparison between autonomic responses and self-evaluation. 1997 Physiol. Behav. pmid:9284489
Kanakis CD et al. Classification of Greek Mentha pulegium L. (Pennyroyal) samples, according to geographical location by Fourier transform infrared spectroscopy. 2012 Jan-Feb Phytochem Anal pmid:21618307
Moradi M et al. Comparison of headspace solid-phase microextraction, headspace single-drop microextraction and hydrodistillation for chemical screening of volatiles in Myrtus communis L. 2012 Jul-Aug Phytochem Anal pmid:22069217
Mucciarelli M et al. Effect of (+)-pulegone and other oil components of Mentha x Piperita on cucumber respiration. 2001 Phytochemistry pmid:11336266
Maffei M et al. Effect of Mentha x piperita essential oil and monoterpenes on cucumber root membrane potential. 2001 Phytochemistry pmid:11672734
Shaiq Ali M et al. A chlorinated monoterpene ketone, acylated beta-sitosterol glycosides and a flavanone glycoside from Mentha longifolia (Lamiaceae). 2002 Phytochemistry pmid:11937172
Manns D Linalool and cineole type glucosides from Cunila spicata. 1995 Phytochemistry pmid:7662275
Kamatou GP et al. Menthol: a simple monoterpene with remarkable biological properties. 2013 Phytochemistry pmid:24054028
Orihara Y et al. Triglucosylation on the biotransformation of (+)-menthol by cultured cells of Eucalyptus perriniana. 1991 Phytochemistry pmid:1367340
Ahmad VU et al. Bucharioside and buchariol from Salvia bucharica. 1999 Phytochemistry pmid:10691324
Herrmann F and Wink M Synergistic interactions of saponins and monoterpenes in HeLa cells, Cos7 cells and in erythrocytes. 2011 Phytomedicine pmid:21968386
Grigoleit HG and Grigoleit P Pharmacology and preclinical pharmacokinetics of peppermint oil. 2005 Phytomedicine pmid:16121523
Hamoud R et al. Antimicrobial activity of a traditionally used complex essential oil distillate (Olbas(®) Tropfen) in comparison to its individual essential oil ingredients. 2012 Phytomedicine pmid:22739414
Cai Y et al. Anti-hypoxia activity and related components of Rhodobryum giganteum par. 2011 Phytomedicine pmid:20724127
Flamini G et al. Antimicrobial activity of the essential oil of Calamintha nepeta and its constituent pulegone against bacteria and fungi. 1999 Phytother Res pmid:10404547
Heimes K et al. Mode of action of peppermint oil and (-)-menthol with respect to 5-HT3 receptor subtypes: binding studies, cation uptake by receptor channels and contraction of isolated rat ileum. 2011 Phytother Res pmid:21077259
Ramsewak RS et al. In vitro antagonistic activity of monoterpenes and their mixtures against 'toe nail fungus' pathogens. 2003 Phytother Res pmid:12722144
McKay DL and Blumberg JB A review of the bioactivity and potential health benefits of peppermint tea (Mentha piperita L.). 2006 Phytother Res pmid:16767798
Santos FA and Rao VS Antiinflammatory and antinociceptive effects of 1,8-cineole a terpenoid oxide present in many plant essential oils. 2000 Phytother Res pmid:10861965
Karlsson JO et al. Effects of odorants on pigment aggregation and cAMP in fish melanophores. 1994 Pigment Cell Res. pmid:8072946
Chang TH et al. Structure of a heterotetrameric geranyl pyrophosphate synthase from mint (Mentha piperita) reveals intersubunit regulation. 2010 Plant Cell pmid:20139160
Ziegler J et al. Comparative transcript and alkaloid profiling in Papaver species identifies a short chain dehydrogenase/reductase involved in morphine biosynthesis. 2006 Plant J. pmid:16968522
Zhang P et al. Creation of a genome-wide metabolic pathway database for Populus trichocarpa using a new approach for reconstruction and curation of metabolic pathways for plants. 2010 Plant Physiol. pmid:20522724
Ringer KL et al. Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint. 2005 Plant Physiol. pmid:15734920
Choi HW et al. A role for a menthone reductase in resistance against microbial pathogens in plants. 2008 Plant Physiol. pmid:18599651
Davis EM et al. Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint. 2005 Plant Physiol. pmid:15728344
Romagni JG et al. Inhibition of plant asparagine synthetase by monoterpene cineoles. 2000 Plant Physiol. pmid:10859202
McConkey ME et al. Developmental regulation of monoterpene biosynthesis in the glandular trichomes of peppermint. 2000 Plant Physiol. pmid:10631265
Santoro MV et al. Volatile organic compounds from rhizobacteria increase biosynthesis of essential oils and growth parameters in peppermint (Mentha piperita). 2011 Plant Physiol. Biochem. pmid:21843946
Bose SK et al. 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. 2013 Plant Physiol. Biochem. pmid:23514759
Kriegs B et al. Cyclic monoterpene mediated modulations of Arabidopsis thaliana phenotype: effects on the cytoskeleton and on the expression of selected genes. 2010 Plant Signal Behav pmid:20484979
Kupisz K and Trebacz K Electrophysiological approach to examine a putative cold- and menthol- sensitive channel in the liverwort Conocephalum conicum. 2011 Plant Signal Behav pmid:21701252
Schulz M et al. Allelopathic Monoterpenes Interfere with Arabidopsis thaliana Cuticular Waxes and Enhance Transpiration. 2007 Plant Signal Behav pmid:19516993
Turner GW et al. Immunocytochemical localization of short-chain family reductases involved in menthol biosynthesis in peppermint. 2012 Planta pmid:22170164
Zunino MP and Zygadlo JA Effect of monoterpenes on lipid oxidation in maize. 2004 Planta pmid:14986141
Bradu BL et al. Comparative performance of diploid and tetraploid Mentha arvensis and evaluation of their oils. 1971 Planta Med. pmid:5125487
Franz C [Influence of the nutritient potassium and nitrogen on formation of volatile oil of Mentha piperita]. 1972 Planta Med. pmid:5081815
Huang MH et al. Stimulatory actions of thymol, a natural product, on Ca(2+)-activated K(+) current in pituitary GH(3) cells. 2005 Planta Med. pmid:16395643
Schnell FJ and Hörster H [GLC-analysis of etheric oil from Montha requienii]. 1968 Planta Med. pmid:5686771
Galeotti N et al. Local anaesthetic activity of (+)- and (-)-menthol. 2001 Planta Med. pmid:11301871
Fuchs S et al. Different stereoselectivity in the reduction of pulegone by Mentha species. 2001 Planta Med. pmid:11345699
Xu X et al. Pharmacokinetic study of borneol and menthol in rats after oral administration of qingyan drop pills. 2011 Planta Med. pmid:21484670
Nunes IS et al. Menthol and geraniol biotransformation and glycosylation capacity of Levisticum officinale hairy roots. 2009 Planta Med. pmid:19156598
Cariddi L et al. Monoterpenes isolated from Minthostachys verticillata (Griseb.) Epling essential oil modulates immediate-type hypersensitivity responses in vitro and in vivo. 2011 Planta Med. pmid:21590652
Kovar KA et al. Blood levels of 1,8-cineole and locomotor activity of mice after inhalation and oral administration of rosemary oil. 1987 Planta Med. pmid:3671550
Spichiger M et al. The inhibition of bone resorption in rats treated with (-)-menthol is due to its metabolites. 2006 Planta Med. pmid:17021997
Lorenzo D et al. Achyrocline satureioides essential oils from southern Brazil and Uruguay. 2000 Planta Med. pmid:10909273
Mu TW et al. Partial restoration of mutant enzyme homeostasis in three distinct lysosomal storage disease cell lines by altering calcium homeostasis. 2008 PLoS Biol. pmid:18254660
Saito S et al. Evolution of vertebrate transient receptor potential vanilloid 3 channels: opposite temperature sensitivity between mammals and western clawed frogs. 2011 PLoS Genet. pmid:21490957
Bang S et al. Dopamine signalling in mushroom bodies regulates temperature-preference behaviour in Drosophila. 2011 PLoS Genet. pmid:21455291
Glantz SA et al. Compromise or capitulation? US Food and Drug Administration jurisdiction over tobacco products. 2009 PLoS Med. pmid:19636359
Wertz MS et al. The toxic effects of cigarette additives. Philip Morris' project mix reconsidered: an analysis of documents released through litigation. 2011 PLoS Med. pmid:22205885
Crawford DC et al. Comparative effects of heterologous TRPV1 and TRPM8 expression in rat hippocampal neurons. 2009 PLoS ONE pmid:19997638
Caspani O et al. The contribution of TRPM8 and TRPA1 channels to cold allodynia and neuropathic pain. 2009 PLoS ONE pmid:19812688
Miyamoto T et al. TRPV1 and TRPA1 mediate peripheral nitric oxide-induced nociception in mice. 2009 PLoS ONE pmid:19893614
Ogura T et al. Chemoreception regulates chemical access to mouse vomeronasal organ: role of solitary chemosensory cells. 2010 PLoS ONE pmid:20689832
Scialò F et al. Molecular and functional characterization of the odorant receptor2 (OR2) in the tiger mosquito Aedes albopictus. 2012 PLoS ONE pmid:22606270
Rudick CN et al. Mast cell-derived histamine mediates cystitis pain. 2008 PLoS ONE pmid:18461160
Blackiston DJ et al. Retention of memory through metamorphosis: can a moth remember what it learned as a caterpillar? 2008 PLoS ONE pmid:18320055
Almeida MC et al. Neural substrate of cold-seeking behavior in endotoxin shock. 2006 PLoS ONE pmid:17183631
Stotz SC et al. Citral sensing by Transient [corrected] receptor potential channels in dorsal root ganglion neurons. 2008 PLoS ONE pmid:18461159
Patschull AO et al. In silico assessment of potential druggable pockets on the surface of α1-antitrypsin conformers. 2012 PLoS ONE pmid:22590577
McCoy ES et al. CGRPα-expressing sensory neurons respond to stimuli that evoke sensations of pain and itch. 2012 PLoS ONE pmid:22563493
Kim A et al. Defects in the peripheral taste structure and function in the MRL/lpr mouse model of autoimmune disease. 2012 PLoS ONE pmid:22536412
Aperce CC et al. Effects of Menthol Supplementation in Feedlot Cattle Diets on the Fecal Prevalence of Antimicrobial-Resistant Escherichia coli. 2016 PLoS ONE pmid:28030622
Rowe HC et al. Response of sunflower (Helianthus annuus L.) leaf surface defenses to exogenous methyl jasmonate. 2012 PLoS ONE pmid:22623991
Spanopoulos D et al. Retail price and point of sale display of tobacco in the UK: a descriptive study of small retailers. 2012 PLoS ONE pmid:22242183
Wang T et al. Phenotypic switching of nonpeptidergic cutaneous sensory neurons following peripheral nerve injury. 2011 PLoS ONE pmid:22216140
Ashoor A et al. Menthol binding and inhibition of α7-nicotinic acetylcholine receptors. 2013 PLoS ONE pmid:23935840
Jones MR et al. Smoking, menthol cigarettes and all-cause, cancer and cardiovascular mortality: evidence from the National Health and Nutrition Examination Survey (NHANES) and a meta-analysis. 2013 PLoS ONE pmid:24205038
Silva DF et al. TRPM8 Channel Activation Induced by Monoterpenoid Rotundifolone Underlies Mesenteric Artery Relaxation. 2015 PLoS ONE pmid:26599698
Knowlton WM et al. Pharmacological blockade of TRPM8 ion channels alters cold and cold pain responses in mice. 2011 PLoS ONE pmid:21984952
Alsharari SD et al. Effects of Menthol on Nicotine Pharmacokinetic, Pharmacology and Dependence in Mice. 2015 PLoS ONE pmid:26355604
Bargues MD et al. Lymnaea schirazensis, an overlooked snail distorting fascioliasis data: genotype, phenotype, ecology, worldwide spread, susceptibility, applicability. 2011 PLoS ONE pmid:21980347
Tsumura M et al. Functional expression of TRPM8 and TRPA1 channels in rat odontoblasts. 2013 PLoS ONE pmid:24358160
Rozza AL et al. The gastroprotective effect of menthol: involvement of anti-apoptotic, antioxidant and anti-inflammatory activities. 2014 PLoS ONE pmid:24466200
Zhang XB et al. A-type GABA receptor as a central target of TRPM8 agonist menthol. 2008 PLoS ONE pmid:18852885
Ha MA et al. Menthol attenuates respiratory irritation and elevates blood cotinine in cigarette smoke exposed mice. 2015 PLoS ONE pmid:25679525
Ramos-Filho AC et al. Menthol inhibits detrusor contractility independently of TRPM8 activation. 2014 PLoS ONE pmid:25375115
Alherbish A et al. The prevalence of natural health product use in patients with acute cardiovascular disease. 2011 PLoS ONE pmid:21573067