(+)-Pulegone

(+)-pulegone is a lipid of Prenol Lipids (PR) class. The involved functions are known as Excretory function, conjugation, Competitive inhibition, radiochemical and Synthesis. (+)-pulegone often locates in Microsomes. The associated genes with (+)-Pulegone are 4S-limonene synthase.

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Introduction

To understand associated biological information of (+)-Pulegone, 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 (+)-Pulegone?

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

Possible diseases from mapped MeSH terms on references

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

MeSH term MeSH ID Detail
Body Weight D001835 333 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 (+)-Pulegone

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 (+)-Pulegone?

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Location Cross reference Weighted score Related literatures
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What functions are associated with (+)-Pulegone?


Related references are published most in these journals:

Function Cross reference Weighted score Related literatures

What lipids are associated with (+)-Pulegone?

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

What genes are associated with (+)-Pulegone?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

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

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

NCBI Entrez Crosslinks

All references with (+)-Pulegone

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Authors Title Published Journal PubMed Link
Yang JP et al. [Quantitative analysis of pulegone in Herba Schizonepetae]. 2005 Zhongguo Zhong Yao Za Zhi pmid:16075729
Li CQ et al. [Determination of effective time of Schizonepeta tenuifalia pieces by classical constant temperature acceleration experiment]. 2012 Zhongguo Zhong Yao Za Zhi pmid:23397705
Wang JM et al. [Stable life predection for Mentha haplocalyx by initial average rate stability test]. 2012 Zhongguo Zhong Yao Za Zhi pmid:23397709
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
Mo JX et al. [Studies on characteristics of volatile oil and micro-identification between Herba Pogostemonis and Herba Agastachis rugosae]. 2009 Zhong Yao Cai pmid:20218287
de Sousa DP et al. Pharmacological activity of (R)-(+)-pulegone, a chemical constituent of essential oils. 2011 Jul-Aug Z. Naturforsch., C, J. Biosci. pmid:21950159
Madyastha KM and Gaikwad NW Metabolic fate of S-(-)-pulegone in rat. 1998 Xenobiotica pmid:9741951
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
Moorthy B et al. Metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat. 1989 Xenobiotica pmid:2728495
Dolan LC et al. Naturally occurring food toxins. 2010 Toxins (Basel) pmid:22069686
Moorthy B et al. Hepatotoxicity of pulegone in rats: its effects on microsomal enzymes, in vivo. 1989 Toxicology pmid:2541521
Da Rocha MS et al. Mode of action of pulegone on the urinary bladder of F344 rats. 2012 Toxicol. Sci. pmid:22499580
Arvidson KB et al. In silico toxicological screening of natural products. 2008 Toxicol. Mech. Methods pmid:20020917
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
Thorup I et al. Short term toxicity study in rats dosed with pulegone and menthol. 1983 Toxicol. Lett. pmid:6658833
Aviles-Moreno JR et al. IR-Raman-VCD study of R-(+)-pulegone: influence of the solvent. 2011 Spectrochim Acta A Mol Biomol Spectrosc pmid:20870454
Chuang KV et al. A 15-step synthesis of (+)-ryanodol. 2016 Science pmid:27563092
Rios-Estepa R et al. A systems biology approach identifies the biochemical mechanisms regulating monoterpenoid essential oil composition in peppermint. 2008 Proc. Natl. Acad. Sci. U.S.A. pmid:18287058
Mahmoud SS and Croteau RB Menthofuran regulates essential oil biosynthesis in peppermint by controlling a downstream monoterpene reductase. 2003 Proc. Natl. Acad. Sci. U.S.A. pmid:14623962
Atsbaha Zebelo S et al. Chrysolina herbacea modulates terpenoid biosynthesis of Mentha aquatica L. 2011 PLoS ONE pmid:21408066
Liu Q et al. Reconstitution of the costunolide biosynthetic pathway in yeast and Nicotiana benthamiana. 2011 PLoS ONE pmid:21858047
Fuchs S et al. Different stereoselectivity in the reduction of pulegone by Mentha species. 2001 Planta Med. pmid:11345699
Soares PM et al. Inhibitory effects of the essential oil of Mentha pulegium on the isolated rat myometrium. 2005 Planta Med. pmid:15770540
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
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
Rios-Estepa R et al. Mathematical modeling-guided evaluation of biochemical, developmental, environmental, and genotypic determinants of essential oil composition and yield in peppermint leaves. 2010 Plant Physiol. pmid:20147490
Turner GW and Croteau R Organization of monoterpene biosynthesis in Mentha. Immunocytochemical localizations of geranyl diphosphate synthase, limonene-6-hydroxylase, isopiperitenol dehydrogenase, and pulegone reductase. 2004 Plant Physiol. pmid:15542490
Scherbak N et al. The pea SAD short-chain dehydrogenase/reductase: quinone reduction, tissue distribution, and heterologous expression. 2011 Plant Physiol. pmid:21343423
McDowell ET et al. Comparative functional genomic analysis of Solanum glandular trichome types. 2011 Plant Physiol. pmid:21098679
van Schie CC et al. Tomato linalool synthase is induced in trichomes by jasmonic acid. 2007 Plant Mol. Biol. pmid:17440821
Chang TH et al. Structure of a heterotetrameric geranyl pyrophosphate synthase from mint (Mentha piperita) reveals intersubunit regulation. 2010 Plant Cell pmid:20139160
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
Oumzil H et al. Antibacterial and antifungal activity of essential oils of Mentha suaveolens. 2002 Phytother Res pmid:12458474
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
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
Debie E et al. Solvent effects on IR and VCD spectra of natural products: an experimental and theoretical VCD study of pulegone. 2008 Phys Chem Chem Phys pmid:18548155
Umezu T et al. Ambulation-promoting effect of peppermint oil and identification of its active constituents. 2001 Jul-Aug Pharmacol. Biochem. Behav. pmid:11509195
Umezu T Evidence for dopamine involvement in ambulation promoted by pulegone in mice. 2010 Pharmacol. Biochem. Behav. pmid:19917306
Sharafi SM et al. Protective effects of bioactive phytochemicals from Mentha piperita with multiple health potentials. 2010 Pharmacogn Mag pmid:20931070
Samarasekera R et al. Insecticidal activity of menthol derivatives against mosquitoes. 2008 Pest Manag. Sci. pmid:18095385
Clapperton BK et al. Designer repellents: combining olfactory, visual or taste cues with a secondary repellent to deter free-ranging house sparrows from feeding. 2012 Pest Manag. Sci. pmid:22337510
Esther A et al. Assessing the effects of three potential chemical repellents to prevent bird damage to corn seeds and seedlings. 2013 Pest Manag. Sci. pmid:22499556
Bakerink JA et al. Multiple organ failure after ingestion of pennyroyal oil from herbal tea in two infants. 1996 Pediatrics pmid:8909490
Viveros-Valdez E et al. Antimicrobial activity of Hedeoma drummondii against opportunistic pathogens. 2011 Pak. J. Biol. Sci. pmid:21870634
Jia YX et al. Synthetic studies of the HIV-1 protease inhibitive didemnaketals: stereocontrolled synthetic approach to the key mother spiroketals. 2001 Org. Lett. pmid:11263897
Ding R et al. An efficient total synthesis of (-)-huperzine A. 2012 Org. Lett. pmid:22900755
Marjani A et al. Effect of peppermint oil on serum lipid peroxidation and hepatic enzymes after immobility stress in mice. 2012 Open Biochem J pmid:22654997
Toxicology and carcinogenesis studies of pulegone (CAS No. 89-82-7) in F344/N rats and B6C3F1 mice (gavage studies). 2011 Natl Toxicol Program Tech Rep Ser pmid:21921962
Chessa M et al. Chemical composition and antibacterial activity of the essential oil from Mentha requienii Bentham. 2013 Nat. Prod. Res. pmid:22385272
Kasrati A et al. Essential oil composition and antimicrobial activity of wild and cultivated mint timija (Mentha suaveolens subsp. timija (Briq.) Harley), an endemic and threatened medicinal species in Morocco. 2013 Nat. Prod. Res. pmid:22838406
Marongiu B et al. Chemical composition and biological assays of essential oils of Calamintha nepeta (L.) Savi subsp. nepeta (Lamiaceae). 2010 Nat. Prod. Res. pmid:20981614
Araniti F et al. Allelopathic potential of Artemisia arborescens: isolation, identification and quantification of phytotoxic compounds through fractionation-guided bioassays. 2013 Nat. Prod. Res. pmid:22687059
Negro C et al. Intraspecific variability of the essential oil of Calamintha nepeta subsp. nepeta from Southern Italy (Apulia). 2013 Nat. Prod. Res. pmid:22646908
Araniti F et al. Individual and joint activity of terpenoids, isolated from Calamintha nepeta extract, on Arabidopsis thaliana. 2013 Nat. Prod. Res. pmid:23972283
Zhou X et al. GC-MS analysis of Ziziphora clinopodioides essential oil from North Xinjiang, China. 2012 Nat Prod Commun pmid:22428253
Andersen PH and Jensen NJ Mutagenic investigation of peppermint oil in the Salmonella/mammalian-microsome test. 1984 Mutat. Res. pmid:6387476
González-Chávez MM et al. Fungicidal properties of the essential oil of Hesperozygis marifolia on Aspergillus flavus link. 2011 Molecules pmid:21407150
Božović M and Ragno R Calamintha nepeta (L.) Savi and its Main Essential Oil Constituent Pulegone: Biological Activities and Chemistry. 2017 Molecules pmid:28216606
Li HQ et al. Chemical composition and nematicidal activity of essential oil of Agastache rugosa against Meloidogyne incognita. 2013 Molecules pmid:23571530
Thomsen M et al. Acute liver failure associated with the use of herbal preparations containing black cohosh. 2004 Med. J. Aust. pmid:15175000
Kweka EJ et al. Ethnobotanical study of some of mosquito repellent plants in north-eastern Tanzania. 2008 Malar. J. pmid:18687119
Zhou S et al. Herbal bioactivation: the good, the bad and the ugly. 2004 Life Sci. pmid:14672753
Kawasaki H et al. Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves. 2013 Life Sci. pmid:23352972
Brown JR et al. Enhanced biotransformation of TCE using plant terpenoids in contaminated groundwater. 2009 Lett. Appl. Microbiol. pmid:19843209
Rim IS and Jee CH Acaricidal effects of herb essential oils against Dermatophagoides farinae and D. pteronyssinus (Acari: Pyroglyphidae) and qualitative analysis of a herb Mentha pulegium(pennyroyal). 2006 Korean J. Parasitol. pmid:16809961
Ferguson LJ et al. 14C-labeled pulegone and metabolites binding to alpha2u-globulin in kidneys of male F-344 rats. 2007 J. Toxicol. Environ. Health Part A pmid:17687727
Liu ZL et al. Toxicity of Schizonpeta multifida essential oil and its constituent compounds towards two grain storage insects. 2011 J. Sci. Food Agric. pmid:21384358
Gata-Gonçalves L et al. Photoactive extracts from Thevetia peruviana with antifungal properties against Cladosporium cucumerinum. 2003 J. Photochem. Photobiol. B, Biol. pmid:12745247
Dolzhenko Y et al. UV-B modulates the interplay between terpenoids and flavonoids in peppermint (Mentha x piperita L.). 2010 J. Photochem. Photobiol. B, Biol. pmid:20627615
Thomassen D et al. Menthofuran-dependent and independent aspects of pulegone hepatotoxicity: roles of glutathione. 1990 J. Pharmacol. Exp. Ther. pmid:2338648
Thomassen D et al. Contribution of menthofuran to the hepatotoxicity of pulegone: assessment based on matched area under the curve and on matched time course. 1988 J. Pharmacol. Exp. Ther. pmid:3252034
Ortiz de Urbina AV et al. Antihistaminic activity of pulegone on the guinea-pig ileum. 1990 J. Pharm. Pharmacol. pmid:1974304
Kang H et al. Immunomodulatory effect of Schizonepeta tenuifolia water extract on mouse Th1/Th2 cytokine production in-vivo and in-vitro. 2008 J. Pharm. Pharmacol. pmid:18549677
Soares PM et al. Relaxant effects of the essential oil of Mentha pulegium L. in rat isolated trachea and urinary bladder. 2012 J. Pharm. Pharmacol. pmid:23146041
Bartoli G et al. An efficient procedure for the preparation of (E)-alpha-alkylidenecycloalkanones mediated by a CeCl(3) x 7H(2)O-NaI system. Novel methodology for the synthesis of (S)-(-)-pulegone. 2002 J. Org. Chem. pmid:12467442
Denmark SE and Venkatraman S On the mechanism of the Skraup-Doebner-Von Miller quinoline synthesis. 2006 J. Org. Chem. pmid:16468822
Tun MK and Herzon SB Synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one. 2012 J. Org. Chem. pmid:23030397
Ding R et al. Divergent total synthesis of the Lycopodium alkaloids huperzine A, huperzine B, and huperzine U. 2014 J. Org. Chem. pmid:24299147
Sherer EC et al. Systematic approach to conformational sampling for assigning absolute configuration using vibrational circular dichroism. 2014 J. Med. Chem. pmid:24383452
Mkaddem M et al. Chemical composition and antimicrobial and antioxidant activities of Mentha (longifolia L. and viridis) essential oils. 2009 J. Food Sci. pmid:19895481
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
Dancewicz K et al. Enantiospecific effect of pulegone and pulegone-derived lactones on Myzus persicae (Sulz.) settling and feeding. 2008 J. Chem. Ecol. pmid:18340487
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
Madyastha KM and Thulasiram HV Transformation of a monoterpene ketone, (R)-(+)-pulegone, a potent hepatotoxin, in Mucor piriformis. 1999 J. Agric. Food Chem. pmid:10552438
Fuchs S et al. Biogenetic studies in Mentha x piperita. 2. Stereoselectivity in the bioconversion of pulegone into menthone and isomenthone. 1999 J. Agric. Food Chem. pmid:10552608
Fuchs S et al. Biosynthesis of menthofuran in Mentha x piperita: stereoselective and mechanistic studies. 1999 J. Agric. Food Chem. pmid:10552773
Ntalli NG et al. Phytochemistry and nematicidal activity of the essential oils from 8 Greek Lamiaceae aromatic plants and 13 terpene components. 2010 J. Agric. Food Chem. pmid:20527965
Engel W 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. 2003 J. Agric. Food Chem. pmid:14558782
Valladares GR et al. Phytochemical induction by herbivores could affect quality of essential oils from aromatic plants. 2002 J. Agric. Food Chem. pmid:12083883
Daferera DJ et al. Characterization of essential oils from lamiaceae species by fourier transform Raman spectroscopy. 2002 J. Agric. Food Chem. pmid:12236670
Petrakis EA et al. Quantitative determination of pulegone in pennyroyal oil by FT-IR spectroscopy. 2009 J. Agric. Food Chem. pmid:19817373
Dams I et al. Lactones. 21. Synthesis and odoriferous properties of lactones with the p-menthane system. 2004 J. Agric. Food Chem. pmid:15030222
Banchio E et al. Quantitative variations in the essential oil of Minthostachys mollis (Kunth.) Griseb. in response to insects with different feeding habits. 2005 J. Agric. Food Chem. pmid:16104818
Mahboubi M and Haghi G Antimicrobial activity and chemical composition of Mentha pulegium L. essential oil. 2008 J Ethnopharmacol pmid:18703127
Duru ME et al. The constituents of essential oil and in vitro antimicrobial activity of Micromeria cilicica from Turkey. 2004 J Ethnopharmacol pmid:15261961
Tagarelli G et al. Folk medicine used to heal malaria in Calabria (southern Italy). 2010 J Ethnobiol Ethnomed pmid:20849654
Senatore F et al. Chemical composition of the essential oil of Salvia microstegia Boiss. et Balansa growing wild in Lebanon. 2006 J Chromatogr A pmid:16472535
Avila M et al. Determination of alkenylbenzenes and related flavour compounds in food samples by on-column preconcentration-capillary liquid chromatography. 2009 J Chromatogr A pmid:19735919
Galli CL et al. Quantitative analysis of alpha, beta-thujone, pulegone, safrole, coumarin and beta-asarone in alcoholic beverages by selected-ion monitoring. 1984 J Appl Toxicol pmid:6512167