| MeSH term | MeSH ID | Detail |
|---|---|---|
| Pain | D010146 | 64 associated lipids |
| Endophthalmitis | D009877 | 12 associated lipids |
| Uveitis, Posterior | D015866 | 5 associated lipids |
Total
3
(-)-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 |
|---|
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Possible diseases from mapped MeSH terms on references
We collected disease MeSH terms mapped to the references associated with (-)-Menthol
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 PathwaysWhat cellular locations are associated with (-)-Menthol?
Visualization in cellular structure
Associated locations are in red color. Not associated locations are in black.
Related references are published most in these journals:
| Location | Cross reference | Weighted score | Related literatures |
|---|
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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?
Related references are published most in these journals:
| Lipid concept | Cross reference | Weighted score | Related literatures |
|---|
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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
Download all related citations| Authors | Title | Published | Journal | PubMed Link |
|---|---|---|---|---|
| Hede K | Drilling down to the causes of racial disparities in lung cancer. | 2010 | J. Natl. Cancer Inst. | pmid:20826735 |
| Goozner M | FDA finding may curb mentholated cigarette availability. | 2011 | J. Natl. Cancer Inst. | pmid:21474834 |
| Cox LS et al. | Bupropion for smoking cessation in African American light smokers: a randomized controlled trial. | 2012 | J. Natl. Cancer Inst. | pmid:22282543 |
| Terada Y et al. | Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree. | 2014 | J. Nat. Prod. | pmid:24484240 |
| Rose SW et al. | Perceptions of Menthol Cigarettes Among Twitter Users: Content and Sentiment Analysis. | 2017 | J. Med. Internet Res. | pmid:28242592 |
| Barasa SS et al. | Repellent activities of stereoisomers of p-menthane-3,8-diols against Anopheles gambiae (Diptera: Culicidae). | 2002 | J. Med. Entomol. | pmid:12349856 |
| Barnard DR et al. | Repellency of IR3535, KBR3023, para-menthane-3,8-diol, and deet to black salt marsh mosquitoes (Diptera: Culicidae) in the Everglades National Park. | 2002 | J. Med. Entomol. | pmid:12495189 |
| Jaenson TG et al. | Repellency of oils of lemon eucalyptus, geranium, and lavender and the mosquito repellent MyggA natural to Ixodes ricinus (Acari: Ixodidae) in the laboratory and field. | 2006 | J. Med. Entomol. | pmid:16892632 |
| Kupce E and Freeman R | Molecular structure from a single NMR sequence (fast-PANACEA). | 2010 | J. Magn. Reson. | pmid:20659811 |
| Verdier L et al. | Measurement of long range H,C couplings in natural products in orienting media: a tool for structure elucidation of natural products. | 2003 | J. Magn. Reson. | pmid:12914852 |
| Reinsperger T and Luy B | Homonuclear BIRD-decoupled spectra for measuring one-bond couplings with highest resolution: CLIP/CLAP-RESET and constant-time-CLIP/CLAP-RESET. | 2014 | J. Magn. Reson. | pmid:24365099 |
| Holstein SA and Hohl RJ | Monoterpene regulation of Ras and Ras-related protein expression. | 2003 | J. Lipid Res. | pmid:12671036 |
| Park CW et al. | Development of guideline for rating the physical impairment of otolaryngologic field. | 2009 | J. Korean Med. Sci. | pmid:19503682 |
| Berger H et al. | Effect of Vaporub and petrolatum on frequency and amplitude of breathing in children with acute bronchitis. | 1978 | J. Int. Med. Res. | pmid:720737 |
| Berger H et al. | Effect of Vaporub and petrolatum on skin and rectal temperature in children with acute bronchitis. | 1978 | J. Int. Med. Res. | pmid:720738 |
| Berger H et al. | Effect of Vaporub on the restlessness of children with acute bronchitis. | 1978 | J. Int. Med. Res. | pmid:720739 |
| Lai PM et al. | Efficacy and safety of topical diclofenac/menthol gel for ankle sprain: A randomized, double-blind, placebo- and active-controlled trial. | 2017 | J. Int. Med. Res. | pmid:28345425 |
| Ebihara T et al. | A survey of subcutaneous blood flow in patients with SMID and subcutaneous ceftazidime administration using mentholated warm compresses in healthy subjects. | 2016 | J. Int. Med. Res. | pmid:26912507 |
| Matts SG | A trial of Lotussin and linctus diphenhydramine in patients wth an irritant cough. | 1977 | J. Int. Med. Res. | pmid:338397 |
| Koch RL | The multicolored Asian lady beetle, Harmonia axyridis: a review of its biology, uses in biological control, and non-target impacts. | 2003 | J. Insect Sci. | pmid:15841248 |
| Rodriguez SD et al. | The Efficacy of Some Commercially Available Insect Repellents for Aedes aegypti (Diptera: Culicidae) and Aedes albopictus (Diptera: Culicidae). | 2015 | J. Insect Sci. | pmid:26443777 |
| Sidell N et al. | Retinoic acid-induced growth inhibition of a human myeloma cell line via down-regulation of IL-6 receptors. | 1991 | J. Immunol. | pmid:2033252 |
| Reisert J and Matthews HR | Na+-dependent Ca2+ extrusion governs response recovery in frog olfactory receptor cells. | 1998 | J. Gen. Physiol. | pmid:9806962 |
| Wang Y et al. | Selectivity of lingual nerve fibers to chemical stimuli. | 1993 | J. Gen. Physiol. | pmid:8331321 |
| Schäfer K et al. | Effect of menthol on cold receptor activity. Analysis of receptor processes. | 1986 | J. Gen. Physiol. | pmid:3794639 |
| Anagnostopoulos GK et al. | Liver cirrhosis observed in a patient with chronic excessive menthol intake. | 2004 | J. Gastroenterol. Hepatol. | pmid:14731143 |
| Hiki N et al. | An open-label, single-arm study assessing the efficacy and safety of L: -menthol sprayed onto the gastric mucosa during upper gastrointestinal endoscopy. | 2011 | J. Gastroenterol. | pmid:21559772 |
| Kang W et al. | Characterization of aroma compounds in Chinese bayberry (Myrica rubra Sieb. et Zucc.) by gas chromatography mass spectrometry (GC-MS) and olfactometry (GC-O). | 2012 | J. Food Sci. | pmid:23009608 |
| Jiang MH et al. | Comparative GC/MS analysis of essential oils extracted by 3 methods from the bud of Citrus aurantium L. var. amara Engl. | 2011 Nov-Dec | J. Food Sci. | pmid:22416680 |
| Matthews JL et al. | Menthol-induced bleaching rapidly and effectively provides experimental aposymbiotic sea anemones (Aiptasia sp.) for symbiosis investigations. | 2016 | J. Exp. Biol. | pmid:26596538 |
| Robin O et al. | Emotional responses evoked by dental odors: an evaluation from autonomic parameters. | 1998 | J. Dent. Res. | pmid:9719038 |
| Azuma Y et al. | Pharmacological studies on the anti-inflammatory action of phenolic compounds. | 1986 | J. Dent. Res. | pmid:3001162 |
| Brown N et al. | The de novo design of median molecules within a property range of interest. | 2004 | J. Comput. Aided Mol. Des. | pmid:16075308 |
| Smith ES and Lewin GR | Nociceptors: a phylogenetic view. | 2009 | J. Comp. Physiol. A Neuroethol. Sens. Neural. Behav. Physiol. | pmid:19830434 |
| 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 |
| Johnson BA et al. | Prolonged stimulus exposure reveals prolonged neurobehavioral response patterns. | 2010 | J. Comp. Neurol. | pmid:20232477 |
| Feng HS et al. | Subgingival ultrasonic instrumentation of residual pockets irrigated with essential oils: a randomized controlled trial. | 2011 | J. Clin. Periodontol. | pmid:21449990 |
| Colvin LA et al. | From bench to bedside: a case of rapid reversal of bortezomib-induced neuropathic pain by the TRPM8 activator, menthol. | 2008 | J. Clin. Oncol. | pmid:18802169 |
| DRUCKER WD et al. | ON THE RATE OF FORMATION OF STERIDAL GLUCURONOSIDES IN PATIENTS WITH FAMILIAL AND ACQUIRED JAUNDICE. | 1964 | J. Clin. Invest. | pmid:14236219 |
| Barni T et al. | Sex steroids and odorants modulate gonadotropin-releasing hormone secretion in primary cultures of human olfactory cells. | 1999 | J. Clin. Endocrinol. Metab. | pmid:10566683 |
| 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 |
| Valdez JS et al. | Sensitive and selective gas chromatographic methods for the quantitation of camphor, menthol and methyl salicylate from human plasma. | 1999 | J. Chromatogr. B Biomed. Sci. Appl. | pmid:10410939 |
| Spichiger M et al. | Determination of menthol in plasma and urine of rats and humans by headspace solid phase microextraction and gas chromatography--mass spectrometry. | 2004 | J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. | pmid:14659442 |
| Huang W et al. | Quantitative analysis of menthol in human urine using solid phase microextraction and stable isotope dilution gas chromatography-mass spectrometry. | 2017 | J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. | pmid:28153673 |
| Meesters RJ et al. | Sensitive determination of monoterpene alcohols in urine by HPLC-FLD combined with ESI-MS detection after online-solid phase extraction of the monoterpene-coumarincarbamate derivates. | 2008 | J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. | pmid:18845490 |
| Parihar DB et al. | The thin-layer chromatography of 2,4-dinitrophenyl ethers of some hydroxy compounds. | 1966 | J. Chromatogr. | pmid:5947398 |
| Kaffenberger RM and Doyle MJ | Determination of menthol and menthol glucuronide in human urine by gas chromatography using an enzyme-sensitive internal standard and flame ionization detection. | 1990 | J. Chromatogr. | pmid:2365793 |
| Spitz HD et al. | Chromatographic separation of diastereoisomeric esters. I. Lactate and mandelate of butanol-2. | 1967 | J. Chromatogr. | pmid:6058217 |
| Banchio E et al. | Effects of mechanical wounding on essential oil composition and emission of volatiles from Minthostachys mollis. | 2005 | J. Chem. Ecol. | pmid:16124247 |
| Loi RX et al. | Solid-phase microextraction method for in vivo measurement of allelochemical uptake. | 2008 | J. Chem. Ecol. | pmid:18080164 |
| Müller-Schwarze D and Thoss V | Defense on the rocks: low monoterpenoid levels in plants on pillars without mammalian herbivores. | 2008 | J. Chem. Ecol. | pmid:18925383 |
| MartÃnez-López P et al. | TRPM8 in mouse sperm detects temperature changes and may influence the acrosome reaction. | 2011 | J. Cell. Physiol. | pmid:21413020 |
| Sidell N et al. | Menthol blocks dihydropyridine-insensitive Ca2+ channels and induces neurite outgrowth in human neuroblastoma cells. | 1990 | J. Cell. Physiol. | pmid:2154507 |
| Dolder S et al. | Effect of monoterpenes on the formation and activation of osteoclasts in vitro. | 2006 | J. Bone Miner. Res. | pmid:16598385 |
| Zheng GW et al. | An efficient bioprocess for enzymatic production of L-menthol with high ratio of substrate to catalyst using whole cells of recombinant E. coli. | 2010 | J. Biotechnol. | pmid:20638431 |
| van der Werf MJ et al. | Xanthobacter sp. C20 contains a novel bioconversion pathway for limonene. | 2001 | J. Biotechnol. | pmid:11090685 |
| Shasany AK et al. | Positive correlation between menthol content and in vitro menthol tolerance in Mentha arvensis L. cultivars. | 2000 | J. Biosci. | pmid:11022228 |
| Hu K et al. | Two-dimensional concurrent HMQC-COSY as an approach for small molecule chemical shift assignment and compound identification. | 2011 | J. Biomol. NMR | pmid:21373839 |
| Wondergem R and Bartley JW | Menthol increases human glioblastoma intracellular Ca2+, BK channel activity and cell migration. | 2009 | J. Biomed. Sci. | pmid:19778436 |
| Pertusa M et al. | Bidirectional modulation of thermal and chemical sensitivity of TRPM8 channels by the initial region of the N-terminal domain. | 2014 | J. Biol. Chem. | pmid:24917670 |
| Thebault S et al. | Novel role of cold/menthol-sensitive transient receptor potential melastatine family member 8 (TRPM8) in the activation of store-operated channels in LNCaP human prostate cancer epithelial cells. | 2005 | J. Biol. Chem. | pmid:16174775 |
| Kühn FJ et al. | Contribution of the S5-pore-S6 domain to the gating characteristics of the cation channels TRPM2 and TRPM8. | 2010 | J. Biol. Chem. | pmid:20587417 |
| Morenilla-Palao C et al. | Lipid raft segregation modulates TRPM8 channel activity. | 2009 | J. Biol. Chem. | pmid:19176480 |
| Phelps CB and Gaudet R | The role of the N terminus and transmembrane domain of TRPM8 in channel localization and tetramerization. | 2007 | J. Biol. Chem. | pmid:17908685 |
| Vanden Abeele F et al. | Ca2+-independent phospholipase A2-dependent gating of TRPM8 by lysophospholipids. | 2006 | J. Biol. Chem. | pmid:17082190 |
| Smith PL et al. | Bisandrographolide from Andrographis paniculata activates TRPV4 channels. | 2006 | J. Biol. Chem. | pmid:16899456 |
| Park CK et al. | Functional expression of thermo-transient receptor potential channels in dental primary afferent neurons: implication for tooth pain. | 2006 | J. Biol. Chem. | pmid:16595689 |
| Hu HZ et al. | 2-aminoethoxydiphenyl borate is a common activator of TRPV1, TRPV2, and TRPV3. | 2004 | J. Biol. Chem. | pmid:15194687 |
| Engels B et al. | Cloning and characterization of an Armillaria gallica cDNA encoding protoilludene synthase, which catalyzes the first committed step in the synthesis of antimicrobial melleolides. | 2011 | J. Biol. Chem. | pmid:21148562 |
| Pertusa M et al. | N-glycosylation of TRPM8 ion channels modulates temperature sensitivity of cold thermoreceptor neurons. | 2012 | J. Biol. Chem. | pmid:22493431 |
| Clegg RJ et al. | The mechanism of cyclic monoterpene inhibition of hepatic 3-hydroxy-3-methylglutaryl coenzyme A reductase in vivo in the rat. | 1982 | J. Biol. Chem. | pmid:7061423 |
| Daniels RL et al. | Activity of the neuronal cold sensor TRPM8 is regulated by phospholipase C via the phospholipid phosphoinositol 4,5-bisphosphate. | 2009 | J. Biol. Chem. | pmid:19019830 |
| Kühn FJ et al. | Inhibition of TRPM8 by icilin distinct from desensitization induced by menthol and menthol derivatives. | 2009 | J. Biol. Chem. | pmid:19095656 |
| Dragoni I et al. | The cold and menthol receptor TRPM8 contains a functionally important double cysteine motif. | 2006 | J. Biol. Chem. | pmid:17015441 |
| Raddatz N et al. | Temperature and voltage coupling to channel opening in transient receptor potential melastatin 8 (TRPM8). | 2014 | J. Biol. Chem. | pmid:25352597 |
| Mahieu F et al. | TRPM8-independent menthol-induced Ca2+ release from endoplasmic reticulum and Golgi. | 2007 | J. Biol. Chem. | pmid:17142461 |
| Taberner FJ et al. | The region adjacent to the C-end of the inner gate in transient receptor potential melastatin 8 (TRPM8) channels plays a central role in allosteric channel activation. | 2014 | J. Biol. Chem. | pmid:25157108 |
| Orani GP et al. | Upper airway cooling and l-menthol reduce ventilation in the guinea pig. | 1991 | J. Appl. Physiol. | pmid:1864790 |
| Plevkova J et al. | The role of trigeminal nasal TRPM8-expressing afferent neurons in the antitussive effects of menthol. | 2013 | J. Appl. Physiol. | pmid:23640596 |
| Sant'Ambrogio FB et al. | Effect of l-menthol on laryngeal receptors. | 1991 | J. Appl. Physiol. | pmid:2022571 |
| Liu BY et al. | Menthol suppresses laryngeal C-fiber hypersensitivity to cigarette smoke in a rat model of gastroesophageal reflux disease: the role of TRPM8. | 2015 | J. Appl. Physiol. | pmid:25539933 |
| Van Bibber-Krueger CL et al. | Effects of crystalline menthol on blood metabolites in Holstein steers and in vitro volatile fatty acid and gas production. | 2016 | J. Anim. Sci. | pmid:27065278 |
| Moore SJ et al. | Field evaluation of three plant-based insect repellents against malaria vectors in Vaca Diez Province, the Bolivian Amazon. | 2002 | J. Am. Mosq. Control Assoc. | pmid:12083351 |
| Trigg JK | Evaluation of a eucalyptus-based repellent against Anopheles spp. in Tanzania. | 1996 | J. Am. Mosq. Control Assoc. | pmid:8827599 |
| Trigg JK | Evaluation of a eucalyptus-based repellent against Culicoides impunctatus (Diptera:Ceratopogonidae) in Scotland. | 1996 | J. Am. Mosq. Control Assoc. | pmid:8827615 |
| Carroll SP and Loye J | PMD, a registered botanical mosquito repellent with deet-like efficacy. | 2006 | J. Am. Mosq. Control Assoc. | pmid:17067054 |
| Espindola AP et al. | Deconvolution of complex NMR spectra in small molecules by multi frequency homonuclear decoupling (MDEC). | 2009 | J. Am. Chem. Soc. | pmid:19845379 |
| Spino C et al. | p-Menthane-3-carboxaldehyde: a useful chiral auxiliary for the synthesis of chiral quaternary carbons of high enantiomeric purity. | 2004 | J. Am. Chem. Soc. | pmid:15479086 |
| Nahm MR et al. | Metallophosphite-catalyzed asymmetric acylation of alpha,beta-unsaturated amides. | 2006 | J. Am. Chem. Soc. | pmid:16492064 |
| Haught JM et al. | Hydroxyethyl starch-induced pruritus relieved by a combination of menthol and camphor. | 2008 | J. Am. Acad. Dermatol. | pmid:18455262 |
| Patel T et al. | Menthol: a refreshing look at this ancient compound. | 2007 | J. Am. Acad. Dermatol. | pmid:17498839 |
| Mahattanatawee K et al. | Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection. | 2007 | J. Agric. Food Chem. | pmid:17266328 |
| Valverde JM et al. | Improvement of table grapes quality and safety by the combination of modified atmosphere packaging (MAP) and eugenol, menthol, or thymol. | 2005 | J. Agric. Food Chem. | pmid:16159173 |
| Hiserodt RD et al. | Identification of monomenthyl succinate, monomenthyl glutarate, and dimenthyl glutarate in nature by high performance liquid chromatography-tandem mass spectrometry. | 2004 | J. Agric. Food Chem. | pmid:15161227 |
| Schober AL and Peterson DG | Flavor release and perception in hard candy: influence of flavor compound-compound interactions. | 2004 | J. Agric. Food Chem. | pmid:15113168 |
| Schober AL and Peterson DG | Flavor release and perception in hard candy: influence of flavor compound-flavor solvent interactions. | 2004 | J. Agric. Food Chem. | pmid:15113169 |
| Rohloff J | Essential oil composition of sachalinmint from Norway detected by solid-phase microextraction and gas chromatography-mass spectrometry analysis. | 2002 | J. Agric. Food Chem. | pmid:11879034 |
| Wang DL et al. | Factors affecting the resolution of dl-menthol by immobilized lipase-catalyzed esterification in organic solvent. | 2002 | J. Agric. Food Chem. | pmid:11782192 |
| Wang CY et al. | Enhancing antioxidant, antiproliferation, and free radical scavenging activities in strawberries with essential oils. | 2007 | J. Agric. Food Chem. | pmid:17636936 |
| Saint-Eve A et al. | Influence of composition (CO2 and sugar) on aroma release and perception of mint-flavored carbonated beverages. | 2009 | J. Agric. Food Chem. | pmid:19514724 |