(-)-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?


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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
Maurer F et al. Wash-out of ambient air contaminations for breath measurements. 2014 J Breath Res pmid:24837657
Antunes LA et al. Oral chemical burns caused by self-medication in a child: case report. 2009 Jul-Aug J Burn Care Res pmid:19506514
Graham JS et al. Wound healing of cutaneous sulfur mustard injuries: strategies for the development of improved therapies. 2005 J Burns Wounds pmid:16921406
Zakariasen KL et al. Efficient and effective root canal retreatment without chloroform. 1990 J Can Dent Assoc pmid:2369702
Shahverdi AR et al. Inhibition of nitrofurantoin reduction by menthol leads to enhanced antimicrobial activity. 2003 J Chemother pmid:14598936
Lin YT et al. Enantiomeric analysis of (+)-menthol and (-)-menthol by fluorogenic derivatization and liquid chromatography. 2005 J Chromatogr A pmid:16130717
Bicchi C et al. Reliability of fibres in solid-phase microextraction for routine analysis of the headspace of aromatic and medicinal plants. 2007 J Chromatogr A pmid:17331518
Nozal MJ et al. Extraction of thymol, eucalyptol, menthol, and camphor residues from honey and beeswax. Determination by gas chromatography with flame ionization detection. 2002 J Chromatogr A pmid:12058905
Ortiz G and Tena MT Headspace solid-phase microextraction gas chromatography-mass spectrometry method for the identification of cosmetic ingredients causing delamination of packagings. 2006 J Chromatogr A pmid:16246353
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
Tranchida PQ et al. Analysis of fresh and aged tea tree essential oils by using GCxGC-qMS. 2010 J Chromatogr Sci pmid:20412647
Ruiz del Castillo ML et al. A comparative study of the ability of different techniques to extract menthol from Mentha piperita. 2003 J Chromatogr Sci pmid:12908957
Park EJ et al. Menthol Enhances an Antiproliferative Activity of 1alpha,25-Dihydroxyvitamin D(3) in LNCaP Cells. 2009 J Clin Biochem Nutr pmid:19308266
Parikh-Das AM et al. Superiority of essential oils versus 0.075% CPC-containing mouthrinse: a two-week randomized clinical trial. 2013 J Clin Dent pmid:24660271
Roberts K et al. A novel human volunteer pain model using contact heat evoked potentials (CHEP) following topical skin application of transient receptor potential agonists capsaicin, menthol and cinnamaldehyde. 2011 J Clin Neurosci pmid:21550252
Baer PN Toothpaste allergies. 1992 J Clin Pediatr Dent pmid:1525080
Martin D et al. Dermal absorption of camphor, menthol, and methyl salicylate in humans. 2004 J Clin Pharmacol pmid:15342616
Wienforth F et al. Smart textiles: a new drug delivery system for symptomatic treatment of a common cold. 2007 J Clin Pharmacol pmid:17442689
Spino C et al. A chiral cyclohexanone linked to polystyrene for solid-phase synthesis of chiral alpha-carbonyls. 2005 Mar-Apr J Comb Chem pmid:15762765
Woods SC et al. Temporal parameters of conditioned hypoglycemia. 1969 J Comp Physiol Psychol pmid:5404461
Domjan M Role of ingestion in odor-toxicosis learning in the rat. 1973 J Comp Physiol Psychol pmid:4745819
Levy LM et al. Functional MRI of human olfaction. 1997 Nov-Dec J Comput Assist Tomogr pmid:9386272
Chang CE and Gilson MK Tork: Conformational analysis method for molecules and complexes. 2003 J Comput Chem pmid:14531053
Schmahl DP et al. Successful treatment of habitual smokers with warm, smoky air and rapid smoking. 1972 J Consult Clin Psychol pmid:5010650
Zhao K and Singh J Mechanisms of percutaneous absorption of tamoxifen by terpenes: eugenol, D-limonene and menthone. 1998 J Control Release pmid:9795076
Gao S and Singh J In vitro percutaneous absorption enhancement of a lipophilic drug tamoxifen by terpenes. 1998 J Control Release pmid:9685917
Ho HO et al. Penetration enhancement by menthol combined with a solubilization effect in a mixed solvent system. 1998 J Control Release pmid:9685928
Takayama K et al. Formula optimization based on artificial neural networks in transdermal drug delivery. 1999 J Control Release pmid:10518647
Zhao K and Singh J In vitro percutaneous absorption enhancement of propranolol hydrochloride through porcine epidermis by terpenes/ethanol. 1999 J Control Release pmid:10528073
Narishetty ST and Panchagnula R Effect of L-menthol and 1,8-cineole on phase behavior and molecular organization of SC lipids and skin permeation of zidovudine. 2005 J Control Release pmid:15653134
Khattak ZG et al. An assessment of the quality of care provided to orthognathic surgery patients through a multidisciplinary clinic. 2012 J Craniomaxillofac Surg pmid:21752662
El Karim IA et al. Human dental pulp fibroblasts express the "cold-sensing" transient receptor potential channels TRPA1 and TRPM8. 2011 J Endod pmid:21419293
Hunter KR et al. Halothane and eucalyptol as alternatives to chloroform for softening gutta-percha. 1991 J Endod pmid:1779214
Ibarrola JL et al. Retrievability of Thermafil plastic cores using organic solvents. 1993 J Endod pmid:8263447
Haas SB et al. A comparison of four root canal filling techniques. 1989 J Endod pmid:2639960
Yancich PP et al. A comparison of apical seal: chloroform versus eucalyptol-dipped gutta-percha obturation. 1989 J Endod pmid:2592881
Kaplowitz GJ Evaluation of Gutta-percha solvents. 1990 J Endod pmid:2084211
Morse DR et al. A comparative tissue toxicity evaluation of Gutta-percha root canal sealers. Part II. Forty-eight-hour findings. 1984 J Endod pmid:6593411
Morse DR et al. A comparative tissue toxicity evaluation of Gutta-percha root canal sealers. Part I. Six-hour findings. 1984 J Endod pmid:6590727
Morse DR et al. A comparative tissue toxicity evaluation of the liquid components of gutta-percha root canal sealers. 1981 J Endod pmid:6985546
Thé SD et al. Reactions of guinea pig subcutaneous connective tissue to direct or long distance exposure to parachlorophenol- or formalin-containing endodontic drugs. 1981 J Endod pmid:6938619
Uemura M et al. Effectiveness of eucalyptol and d-limonene as gutta-percha solvents. 1997 J Endod pmid:9487849
McMillen R et al. Use of emerging tobacco products in the United States. 2012 J Environ Public Health pmid:22654922
Friedman GD et al. Mentholated cigarettes and non-lung smoking related cancers in California, USA. 1998 J Epidemiol Community Health pmid:9616428
Johnson LM Gitksan medicinal plants--cultural choice and efficacy. 2006 J Ethnobiol Ethnomed pmid:16790066
Macfoy CA and Cline EI In vitro antibacterial activities of three plants used in traditional medicine in Sierra Leone. 1990 J Ethnopharmacol pmid:2335960
ANDRADE MA [Differential reactions of camphor, menthol and terpene hydrated]. 1948 Sep-Dec J Farm pmid:18119741
Greco PJ and Ende J Pruritus: a practical approach. 1992 May-Jun J Gen Intern Med pmid:1351941
Topp R et al. The effect of either topical menthol or a placebo on functioning and knee pain among patients with knee OA. 2013 Apr-Jun J Geriatr Phys Ther pmid:22976810
Murphy C Age-related effects on the threshold, psychophysical function, and pleasantness of menthol. 1983 J Gerontol pmid:6827039
Ainapure SS et al. Efficacy and safety of Ascoril in the management of cough--National Study Group report. 2001 J Indian Med Assoc pmid:11482804
Malhotra S and Yeltiwar RK Evaluation of two mouth rinses in reduction of oral malodor using a spectrophotometric technique. 2011 J Indian Soc Periodontol pmid:22028512
Soo Hoo GW et al. Fatal large-volume mouthwash ingestion in an adult: a review and the possible role of phenolic compound toxicity. 2003 May-Jun J Intensive Care Med pmid:14984634
dos Santos MA et al. Menthol-induced asthma: a case report. 2001 J Investig Allergol Clin Immunol pmid:11436974
Song SG and Kim SH Pruritus ani. 2011 J Korean Soc Coloproctol pmid:21602962
Collins NA and Murrin JR Endodontic treatment of internal resorption using a gutta percha-euchapercha technique. Report of a case. 1979 J Ky Dent Assoc pmid:297748
Barton RP Olfaction in leprosy. 1974 J Laryngol Otol pmid:4824671
Naus A Alterations of the smell acuity caused by menthol. 1968 J Laryngol Otol pmid:5686414
Eccles R et al. The effects of D and L isomers of menthol upon nasal sensation of airflow. 1988 J Laryngol Otol pmid:3397650
Eccles R and Jones AS The effect of menthol on nasal resistance to air flow. 1983 J Laryngol Otol pmid:6886530
Nagle A et al. Efficacy study of vesicular gel containing methotrexate and menthol combination on parakeratotic rat skin model. 2011 J Liposome Res pmid:20557280
Sarkodie T and Ross P Late presentation of sorafenib-associated rash: a case report. 2010 J Med Case Rep pmid:20973944
Katotomichelakis M et al. Recurrent prurigo nodularis related to infected tonsils: a case report. 2008 J Med Case Rep pmid:18652691
Knobel U et al. Gitelman's syndrome with persistent hypokalemia - don't forget licorice, alcohol, lemon juice, iced tea and salt depletion: a case report. 2011 J Med Case Rep pmid:21756318
Staniforth M and Khong TM Determination of encapsulated menthol flavour using thermal desorption gas chromatography. 1999 May-Jun J Microencapsul pmid:10340222
Nuisin R et al. Microencapsulation of menthol by crosslinked chitosan via porous glass membrane emulsification technique and their controlled release properties. 2013 J Microencapsul pmid:23398357
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
Vimolmangkang S et al. Productivity and quality of volatile oil extracted from Mentha spicata and M. arvensis var. piperascens grown by a hydroponic system using the deep flow technique. 2010 J Nat Med pmid:19763744
Mandadi S et al. Protein kinase C modulation of thermo-sensitive transient receptor potential channels: Implications for pain signaling. 2011 J Nat Sci Biol Med pmid:22470230
Moolchan ET et al. Heart rate and blood pressure responses to tobacco smoking among African-American adolescents. 2004 J Natl Med Assoc pmid:15233486
Okuyemi KS et al. African-American menthol and nonmenthol smokers: differences in smoking and cessation experiences. 2004 J Natl Med Assoc pmid:15481749
Görduysus MO et al. Solubilizing efficiency of different gutta-percha solvents: a comparative study. 1997 J Nihon Univ Sch Dent pmid:9354028
Marumoto S et al. Biotransformation of (-)-(1R,4S)-Menthone and (+)-(1S,4R)-Menthone by the Common Cutworm Spodoptera litura Larvae. 2017 J Oleo Sci pmid:28701651
Miyazawa M et al. Metabolism of (+)- and (-)-menthols by CYP2A6 in human liver microsomes. 2011 J Oleo Sci pmid:21343660
Pauly JL and Paszkiewicz G Cigarette smoke, bacteria, mold, microbial toxins, and chronic lung inflammation. 2011 J Oncol pmid:21772847
Binder A et al. Topical high-concentration (40%) menthol-somatosensory profile of a human surrogate pain model. 2011 J Pain pmid:21459681
Martini C et al. Pharmacodynamic analysis of the analgesic effect of capsaicin 8% patch (Qutenzaâ„¢) in diabetic neuropathic pain patients: detection of distinct response groups. 2012 J Pain Res pmid:22536092
Shenoy R et al. Functional MRI brain imaging studies using the Contact Heat Evoked Potential Stimulator (CHEPS) in a human volunteer topical capsaicin pain model. 2011 J Pain Res pmid:22090805
Storey DJ et al. Reversal of dose-limiting carboplatin-induced peripheral neuropathy with TRPM8 activator, menthol, enables further effective chemotherapy delivery. 2010 J Pain Symptom Manage pmid:20538177
Soen G et al. Corneal erosions and encephalopathy following exposure to "Rhino-Caps". 1992 May-Jun J Pediatr Ophthalmol Strabismus pmid:1432508
Halot D and Bourin M [Determination of menthol and terpin in lozenges by gas chromatography]. 1972 Sep-Oct J Pharm Belg pmid:4660650
Shaikh KA and Patil SD Sensitive and selective method for the analysis of menthol from pharmaceutical products by RP-HPLC with refractive index detector. 2010 J Pharm Bioallied Sci pmid:21180473
Zafar S et al. Transdermal drug delivery of labetalol hydrochloride: Feasibility and effect of penetration enhancers. 2010 J Pharm Bioallied Sci pmid:21180464
Pauwels J et al. Optimization and validation of liquid chromatography and headspace-gas chromatography based methods for the quantitative determination of capsaicinoids, salicylic acid, glycol monosalicylate, methyl salicylate, ethyl salicylate, camphor and l-menthol in a topical formulation. 2012 J Pharm Biomed Anal pmid:22094014
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
Yeung DY et al. A SPME-GC procedure for monitoring peppermint flavor in tablets. 2003 J Pharm Biomed Anal pmid:12467918
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
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
Sherkheli MA et al. Monoterpenoids induce agonist-specific desensitization of transient receptor potential vanilloid-3 (TRPV3) ion channels. 2009 J Pharm Pharm Sci pmid:19470296
Sherkheli MA et al. Characterization of selective TRPM8 ligands and their structure activity response (S.A.R) relationship. 2010 J Pharm Pharm Sci pmid:20816009
Hajratwala BR Influence of sunscreening agents on color stability of tablets coated with certified dyes. I. FD&C red No. 3. 1974 J Pharm Sci pmid:4811267
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
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
Panchagnula R et al. Effect of lipid bilayer alteration on transdermal delivery of a high-molecular-weight and lipophilic drug: studies with paclitaxel. 2004 J Pharm Sci pmid:15295779
Sapio JP et al. Simultaneous GLC determination of methyl salicylate and menthol in a topical analgesic formulation. 1979 J Pharm Sci pmid:438980
Caraballo I et al. A rapid HPLC method for the quantification of tyrothricin, menthol, and benzocaine in pharmaceutical formulations. 1994 J Pharm Sci pmid:7983600
De Fabrizio F GLC analysis of menthol, phenol, benzocaine, and pyrilamine maleate in aerosol spray lotion. 1981 J Pharm Sci pmid:7299650
BAHJAT KS DETERMINATION OF CAMPHOR AND MENTHOL IN PHARMACEUTICAL PRODUCTS BY GAS CHROMATOGRAPHY. 1963 J Pharm Sci pmid:14076493
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
Chantasart D et al. Effects of oxygen-containing terpenes as skin permeation enhancers on the lipoidal pathways of human epidermal membrane. 2009 J Pharm Sci pmid:19156845