(-)-Limonene

(-)-limonene is a lipid of Prenol Lipids (PR) class. (-)-limonene often locates in Kinetochores.

Cross Reference

Introduction

To understand associated biological information of (-)-Limonene, 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 (-)-Limonene?

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 (-)-Limonene

MeSH term MeSH ID Detail
Acute Lung Injury D055371 33 associated lipids
Dermatitis, Allergic Contact D017449 20 associated lipids
Stomach Ulcer D013276 75 associated lipids
Neuroblastoma D009447 66 associated lipids
Hypolipoproteinemias D007009 9 associated lipids
Diabetes Mellitus, Experimental D003921 85 associated lipids
Cystic Fibrosis D003550 65 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Cataract D002386 34 associated lipids
Body Weight D001835 333 associated lipids
Asthma D001249 52 associated lipids
Per page 10 20 | Total 11

PubChem Associated disorders and diseases

What pathways are associated with (-)-Limonene

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 (-)-Limonene?

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 (-)-Limonene?

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

What lipids are associated with (-)-Limonene?

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

What genes are associated with (-)-Limonene?

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

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

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

NCBI Entrez Crosslinks

All references with (-)-Limonene

Download all related citations
Per page 10 20 50 100 | Total 1129
Authors Title Published Journal PubMed Link
Beauchamp PS et al. California Lomatiums, Part X. Comparison of composition of the hydrodistilled oils from two subspecies of Lomatium mohavense. 2011 Nat. Prod. Res. pmid:21859259
Amiri H Volatile constituents and antioxidant activity of flowers, stems and leaves of Nasturtium officinale R. Br. 2012 Nat. Prod. Res. pmid:21815727
Kiralan M et al. Essential oil composition and antiradical activity of the oil of Iraq plants. 2012 Nat. Prod. Res. pmid:21827329
Esmaeili MA et al. Oxidative stress protective effect of Dracocephalum multicaule essential oil against human cancer cell line. 2014 Nat. Prod. Res. pmid:24484273
Paudel P et al. Volatile analysis and antimicrobial screening of the parasitic plant Cuscuta reflexa Roxb. from Nepal. 2014 Nat. Prod. Res. pmid:24116676
Mabrouk S et al. Chemical composition of essential oils from leaves, stems, flower heads and roots of Conyza bonariensis L. from Tunisia. 2011 Nat. Prod. Res. pmid:21240765
Chessa M et al. Chemical composition and antibacterial activity of the essential oil from Mentha requienii Bentham. 2013 Nat. Prod. Res. pmid:22385272
Orav A et al. Chemical investigation of the essential oil from berries and needles of common juniper (Juniperus communis L.) growing wild in Estonia. 2010 Nat. Prod. Res. pmid:21104523
Samaneh ET et al. Composition of essential oils in subterranean organs of three species of Valeriana L. 2010 Nat. Prod. Res. pmid:21104529
Sonboli A et al. Antibacterial activity of the essential oil and main components of two Dracocephalum species from Iran. 2012 Nat. Prod. Res. pmid:22007732
Khajeh M Optimisation of supercritical fluid extraction of essential oil components of Diplotaenia cachrydifolia: Box-Behnken design. 2012 Nat. Prod. Res. pmid:22017585
Manassero CA et al. In vitro comparative analysis of antiproliferative activity of essential oil from mandarin peel and its principal component limonene. 2013 Nat. Prod. Res. pmid:22943501
Gholivand MB et al. Determination of the chemical composition and in vitro antioxidant activities of essential oil and methanol extracts of Echinophora platyloba DC. 2011 Nat. Prod. Res. pmid:21644173
Shafaghat A Volatile oil constituents and antibacterial activity of different parts of Falcaria vulgaris Bernh. growing wild in two localities from Iran. 2011 Nat. Prod. Res. pmid:20544497
Thang TD et al. Constituents of essential oils from the leaves, stem barks and resins of Canarium parvum Leen., and Canarium tramdenanum Dai et Yakovl. (Burseracea) grown in Vietnam. 2014 Nat. Prod. Res. pmid:24443833
Kurahashi T and Yau KW Co-existence of cationic and chloride components in odorant-induced current of vertebrate olfactory receptor cells. 1993 Nature pmid:7683113
Vaccaro PH Spectroscopy: Handedness in quick time. 2009 Nature pmid:19295594
Rhee H et al. Femtosecond characterization of vibrational optical activity of chiral molecules. 2009 Nature pmid:19295604
Attygalle AB et al. Orange/lemon-scented beetles: opposite enantiomers of limonene as major constituents in the defensive secretion of related carabids. 2009 Naturwissenschaften pmid:19690825
Croteau RB et al. (-)-Menthol biosynthesis and molecular genetics. 2005 Naturwissenschaften pmid:16292524
Ishida Y and Ozaki M Aversive odorant causing appetite decrease downregulates tyrosine decarboxylase gene expression in the olfactory receptor neuron of the blowfly, Phormia regina. 2012 Naturwissenschaften pmid:22101840
Kawai F Odorant suppression of delayed rectifier potassium current in newt olfactory receptor cells. 1999 Neurosci. Lett. pmid:10821641
Kawai F and Miyachi E Odorants suppress voltage-gated currents in retinal horizontal cells in goldfish. 2000 Neurosci. Lett. pmid:10704765
Shen J et al. Olfactory stimulation with scent of grapefruit oil affects autonomic nerves, lipolysis and appetite in rats. 2005 Neurosci. Lett. pmid:15862904
Nakamura A et al. Odour of limonene affects feeding behaviour in the blowfly, Phormia regina. 2008 Neurosci. Lett. pmid:18809464
Duchamp-Viret P and Duchamp A GABAergic control of odour-induced activity in the frog olfactory bulb: possible GABAergic modulation of granule cell inhibitory action. 1993 Neuroscience pmid:8284042
Ighimi H [Gallstone solubilizers]. 1984 Nihon Geka Gakkai Zasshi pmid:6503981
Sugata F [New therapeutic methods--technics, application, efficacy and problems. Litholysis. c) Present status of direct litholytic agents]. 1987 Nippon Rinsho pmid:3118078
Bardon S et al. Monoterpenes inhibit cell growth, cell cycle progression, and cyclin D1 gene expression in human breast cancer cell lines. 1998 Nutr Cancer pmid:9824849
Hakim IA et al. Citrus peel use is associated with reduced risk of squamous cell carcinoma of the skin. 2000 Nutr Cancer pmid:11142088
Miller JA et al. Adipose tissue accumulation of d-limonene with the consumption of a lemonade preparation rich in d-limonene content. 2010 Nutr Cancer pmid:20661827
Fukumoto S et al. Flavor components of monoterpenes in citrus essential oils enhance the release of monoamines from rat brain slices. 2006 Feb-Apr Nutr Neurosci pmid:16913049
Zhou W et al. Components of lemon essential oil attenuate dementia induced by scopolamine. 2009 Nutr Neurosci pmid:19356307
d-limonene, an anticarcinogenic terpene. 1988 Nutr. Rev. pmid:3067145
Lewis KA and Hohl RJ Modulation of RAS expression in human malignant cells by dietary supplements. 1997 Nutrition pmid:9357036
D'Erme AM et al. Contact dermatitis due to dipentene and pine oil in an automobile mechanic. 2012 Occup Environ Med pmid:22146991
Tammaro A et al. Archer dermatitis: a new case of allergic contact dermatitis. 2013 Occup Environ Med pmid:23873984
Giri RK et al. d-limonene chemoprevention of hepatocarcinogenesis in AKR mice: inhibition of c-jun and c-myc. 1999 Sep-Oct Oncol. Rep. pmid:10425313
Jia SS et al. Induction of apoptosis by D-limonene is mediated by inactivation of Akt in LS174T human colon cancer cells. 2013 Oncol. Rep. pmid:23117412
Vajrabhaya LO et al. Cytotoxicity evaluation of gutta-percha solvents: Chloroform and GP-Solvent (limonene). 2004 Oral Surg Oral Med Oral Pathol Oral Radiol Endod pmid:15583552
Wender PA and Zhang L Asymmetric total synthesis of (+)-aphanamol I based on the transition metal catalyzed [5 + 2] cycloaddition of allenes and vinylcyclopropanes. 2000 Org. Lett. pmid:10930274
Pitsinos EN et al. Enantioselective total synthesis of (-)-laurenditerpenol. 2012 Org. Lett. pmid:22905649
Wender PA et al. Asymmetric synthesis of the tricyclic core of NGF-inducing cyathane diterpenes via a transition-metal-catalyzed [5 + 2] cycloaddition. 2001 Org. Lett. pmid:11418060
Bai J et al. Protective Effect of D-Limonene against Oxidative Stress-Induced Cell Damage in Human Lens Epithelial Cells via the p38 Pathway. 2016 Oxid Med Cell Longev pmid:26682012
Govindarajan M et al. Chemical composition and larvicidal activity of essential oil from Mentha spicata (Linn.) against three mosquito species. 2012 Parasitol. Res. pmid:22139403
Gannu R et al. In vitro permeation of carvedilol through porcine skin: effect of vehicles and penetration enhancers. 2008 Jul-Aug PDA J Pharm Sci Technol pmid:19174954
Kostyukovsky M et al. Activation of octopaminergic receptors by essential oil constituents isolated from aromatic plants: possible mode of action against insect pests. 2002 Pest Manag. Sci. pmid:12449528
Miresmailli S et al. Comparative toxicity of Rosmarinus officinalis L. essential oil and blends of its major constituents against Tetranychus urticae Koch (Acari: Tetranychidae) on two different host plants. 2006 Pest Manag. Sci. pmid:16470541
Cheng SS et al. Insecticidal activities of leaf and twig essential oils from Clausena excavata against Aedes aegypti and Aedes albopictus larvae. 2009 Pest Manag. Sci. pmid:19115256
López S et al. Electrophysiological and behavioural responses of Pityophthorus pubescens (Coleoptera: Scolytinae) to (E,E)-α-farnesene, (R)-(+)-limonene and (S)-(-)-verbenone in Pinus radiata (Pinaceae) stands in northern Spain. 2013 Pest Manag. Sci. pmid:22764125
Rastogi SK and Singh J Iontophoretic enhancement of leuprolide acetate by fatty acids, limonene, and depilatory lotions through porcine epidermis. 2004 Pharm Dev Technol pmid:15581070
Zhang CF et al. Effects of enantiomer and isomer permeation enhancers on transdermal delivery of ligustrazine hydrochloride. 2006 Pharm Dev Technol pmid:17101512
Krishnaiah YS et al. Studies on optimizing in vitro transdermal permeation of ondansetron hydrochloride using nerodilol, carvone, and limonene as penetration enhancers. 2008 Pharm Dev Technol pmid:18484486
Rastogi SK and Singh J Effect of chemical penetration enhancer and iontophoresis on the in vitro percutaneous absorption enhancement of insulin through porcine epidermis. 2005 Pharm Dev Technol pmid:15776817
Erdal MS et al. Impacts of chemical enhancers on skin permeation and deposition of terbinafine. 2014 Pharm Dev Technol pmid:23841559
Koyama Y et al. Comparative analysis of percutaneous absorption enhancement by d-limonene and oleic acid based on a skin diffusion model. 1994 Pharm. Res. pmid:8008702
Si A et al. Effects of NMDA receptor antagonists on olfactory learning and memory in the honeybee (Apis mellifera). 2004 Pharmacol. Biochem. Behav. pmid:14751445
Lima NG et al. Anxiolytic-like activity and GC-MS analysis of (R)-(+)-limonene fragrance, a natural compound found in foods and plants. 2013 Pharmacol. Biochem. Behav. pmid:22995322
Bell GD Cholelitholytic agents. 1983 Pharmacol. Ther. pmid:6419241
Whysner J and Williams GM d-limonene mechanistic data and risk assessment: absolute species-specific cytotoxicity, enhanced cell proliferation, and tumor promotion. 1996 Pharmacol. Ther. pmid:8910952
Souza MC et al. Evaluation of anti-inflammatory activity of essential oils from two Asteraceae species. 2003 Pharmazie pmid:12967039
Krishnaiah YS et al. Effect of limonene on the in vitro permeation of nicardipine hydrochloride across the excised rat abdominal skin. 2002 Pharmazie pmid:12561249
Krishnaiah YS et al. In vitro percutaneous permeability enhancement of nimodipine by limonene across the excised rat abdominal skin. 2004 Pharmazie pmid:15638083
Liu T et al. Bioequivalence evaluation of two D-limonene capsule formulations in healthy Chinese volunteers. 2008 Pharmazie pmid:18972832
Walser ML et al. High-resolution mass spectrometric analysis of secondary organic aerosol produced by ozonation of limonene. 2008 Phys Chem Chem Phys pmid:18259641
Bateman AP et al. Photolytic processing of secondary organic aerosols dissolved in cloud droplets. 2011 Phys Chem Chem Phys pmid:21617794
Maksymiuk CS et al. Secondary organic aerosol formation from multiphase oxidation of limonene by ozone: mechanistic constraints via two-dimensional heteronuclear NMR spectroscopy. 2009 Phys Chem Chem Phys pmid:19727487
Bateman AP et al. Time-resolved molecular characterization of limonene/ozone aerosol using high-resolution electrospray ionization mass spectrometry. 2009 Phys Chem Chem Phys pmid:19727500
Śmiałek MA et al. Limonene: electronic state spectroscopy by high-resolution vacuum ultraviolet photoabsorption, electron scattering, He(I) photoelectron spectroscopy and ab initio calculations. 2012 Phys Chem Chem Phys pmid:22231475
Belkin MA et al. Sum-frequency vibrational spectroscopy on chiral liquids: a novel technique to probe molecular chirality. 2000 Phys. Rev. Lett. pmid:11082574
Laing DG et al. Odor masking in the rat. 1989 Physiol. Behav. pmid:2780835
Youngentob SL et al. Odorant threshold following methyl bromide-induced lesions of the olfactory epithelium. 1997 Physiol. Behav. pmid:9383109
Tankeu S et al. Vibrational spectroscopy as a rapid quality control method for Melaleuca alternifolia cheel (tea tree oil). 2014 Jan-Feb Phytochem Anal pmid:23934710
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
Mahmoud SS et al. Cosuppression of limonene-3-hydroxylase in peppermint promotes accumulation of limonene in the essential oil. 2004 Phytochemistry pmid:15003417
Maffei M et al. Effect of Mentha x piperita essential oil and monoterpenes on cucumber root membrane potential. 2001 Phytochemistry pmid:11672734
Zhao T et al. The influence of Ceratocystis polonica inoculation and methyl jasmonate application on terpene chemistry of Norway spruce, Picea abies. 2010 Phytochemistry pmid:20557909
Demyttenaere JC et al. Biotransformation of (R)-(+)- and (S)-(-)-limonene by fungi and the use of solid phase microextraction for screening. 2001 Phytochemistry pmid:11382235
Carter OA et al. Monoterpene biosynthesis pathway construction in Escherichia coli. 2003 Phytochemistry pmid:12943759
Chaiyana W and Okonogi S Inhibition of cholinesterase by essential oil from food plant. 2012 Phytomedicine pmid:22510493
Slinski SL et al. The Effect of Resin and Monoterpenes on Spore Germination and Growth in Fusarium circinatum. 2015 Phytopathology pmid:25163010
Conforti F et al. In vitro activities of Citrus medica L. cv. Diamante (Diamante citron) relevant to treatment of diabetes and Alzheimer's disease. 2007 Phytother Res pmid:17236166
Manuele MG et al. Effect of Tilia x viridis flower extract on the proliferation of a lymphoma cell line and on normal murine lymphocytes: contribution of monoterpenes, especially limonene. 2008 Phytother Res pmid:18688792
Kumar P et al. Kinetics of enzyme inhibition by active molluscicidal agents ferulic acid, umbelliferone, eugenol and limonene in the nervous tissue of snail Lymnaea acuminata. 2009 Phytother Res pmid:18814203
Satou T et al. Organ accumulation in mice after inhalation of single or mixed essential oil compounds. 2013 Phytother Res pmid:22581512
Cabral C et al. Essential oil of Juniperus communis subsp. alpina (Suter) ÄŒelak needles: chemical composition, antifungal activity and cytotoxicity. 2012 Phytother Res pmid:22294341
Manuele MG et al. Mechanism of the antiproliferative action of limonene on a lymphoma cell line: participation of nitric oxide. antiproliferative action of limonene on a lymphoma cell line. 2009 Phytother Res pmid:19145635
Asnaashari S et al. Essential oil from Citrus aurantifolia prevents ketotifen-induced weight-gain in mice. 2010 Phytother Res pmid:20623616
Noe SM et al. Foliar limonene uptake scales positively with leaf lipid content: "non-emitting" species absorb and release monoterpenes. 2008 Plant Biol (Stuttg) pmid:17564947
Ohara K et al. Monoterpene engineering in a woody plant Eucalyptus camaldulensis using a limonene synthase cDNA. 2010 Plant Biotechnol. J. pmid:20055958
Byers KJ et al. Floral volatile alleles can contribute to pollinator-mediated reproductive isolation in monkeyflowers (Mimulus). 2014 Plant J. pmid:25319242
Chen F et al. Characterization of a root-specific Arabidopsis terpene synthase responsible for the formation of the volatile monoterpene 1,8-cineole. 2004 Plant Physiol. pmid:15299125
Rodríguez A et al. Terpene down-regulation triggers defense responses in transgenic orange leading to resistance against fungal pathogens. 2014 Plant Physiol. pmid:24192451
Rodríguez A et al. Terpene down-regulation in orange reveals the role of fruit aromas in mediating interactions with insect herbivores and pathogens. 2011 Plant Physiol. pmid:21525333
Niinemets U et al. Stomatal constraints may affect emission of oxygenated monoterpenoids from the foliage of Pinus pinea. 2002 Plant Physiol. pmid:12428002
Rodríguez A et al. Resistance to pathogens in terpene down-regulated orange fruits inversely correlates with the accumulation of D-limonene in peel oil glands. 2015 Plant Signal Behav pmid:26023857
Rodríguez A et al. The monoterpene limonene in orange peels attracts pests and microorganisms. 2011 Plant Signal Behav pmid:22212123
Miller B et al. First isolation of an isoprene synthase gene from poplar and successful expression of the gene in Escherichia coli. 2001 Planta pmid:11506373
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
Moraes Jd et al. Anthelmintic activity of the natural compound (+)-limonene epoxide against Schistosoma mansoni. 2013 Planta Med. pmid:23408270