(-)-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
Stomach Ulcer D013276 75 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Cataract D002386 34 associated lipids
Diabetes Mellitus, Experimental D003921 85 associated lipids
Body Weight D001835 333 associated lipids
Asthma D001249 52 associated lipids
Neuroblastoma D009447 66 associated lipids
Cystic Fibrosis D003550 65 associated lipids
Hypolipoproteinemias D007009 9 associated lipids
Dermatitis, Allergic Contact D017449 20 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
Yano H et al. Attenuation by d-limonene of sodium chloride-enhanced gastric carcinogenesis induced by N-methyl-N'-nitro-N-nitrosoguanidine in Wistar rats. 1999 Int. J. Cancer pmid:10417763
Kaji I et al. Inhibition by d-limonene of experimental hepatocarcinogenesis in Sprague-Dawley rats does not involve p21(ras) plasma membrane association. 2001 Int. J. Cancer pmid:11433412
Jafari SM et al. Emulsification properties of a novel hydrocolloid (Angum gum) for d-limonene droplets compared with Arabic gum. 2013 Int. J. Biol. Macromol. pmid:23817096
Del Toro-Arreola S et al. Effect of D-limonene on immune response in BALB/c mice with lymphoma. 2005 Int. Immunopharmacol. pmid:15778119
Touvay C et al. Effect of limonene and sobrerol on monocrotaline-induced lung alterations and pulmonary hypertension. 1995 May-Jun Int. Arch. Allergy Immunol. pmid:7542078
Krishnaiah YS et al. Influence of limonene on the bioavailability of nicardipine hydrochloride from membrane-moderated transdermal therapeutic systems in human volunteers. 2002 Int J Pharm pmid:12429488
Subedi RK et al. Influence of formulation variables in transdermal drug delivery system containing zolmitriptan. 2011 Int J Pharm pmid:21843607
Fang JY et al. In vitro and in vivo evaluations of the efficacy and safety of skin permeation enhancers using flurbiprofen as a model drug. 2003 Int J Pharm pmid:12672611
Lim PF et al. Physicochemical effects of terpenes on organogel for transdermal drug delivery. 2008 Int J Pharm pmid:18406084
Prasad R et al. Effect of DC/mDC iontophoresis and terpenes on transdermal permeation of methotrexate: in vitro study. 2007 Int J Pharm pmid:17116378
Cal K et al. In vitro studies on penetration of terpenes from matrix-type transdermal systems through human skin. 2001 Int J Pharm pmid:11472817
Lim PF et al. Limonene GP1/PG organogel as a vehicle in transdermal delivery of haloperidol. 2006 Int J Pharm pmid:16451823
Femenía-Font A et al. Combination strategies for enhancing transdermal absorption of sumatriptan through skin. 2006 Int J Pharm pmid:16809010
Bhatia KS and Singh J Effect of linolenic acid/ethanol or limonene/ethanol and iontophoresis on the in vitro percutaneous absorption of LHRH and ultrastructure of human epidermis. 1999 Int J Pharm pmid:10370194
De Caro V et al. New prospective in treatment of Parkinson's disease: studies on permeation of ropinirole through buccal mucosa. 2012 Int J Pharm pmid:22465630
SenyiÄŸit T et al. Different approaches for improving skin accumulation of topical corticosteroids. 2009 Int J Pharm pmid:19635541
Puglia C et al. Evaluation of in vitro percutaneous absorption of lorazepam and clonazepam from hydro-alcoholic gel formulations. 2001 Int J Pharm pmid:11576770
Caon T et al. Novel perspectives in the tuberculosis treatment: Administration of isoniazid through the skin. 2015 Int J Pharm pmid:26319631
Yang Z et al. Enhancement of skin permeation of bufalin by limonene via reservoir type transdermal patch: formulation design and biopharmaceutical evaluation. 2013 Int J Pharm pmid:23467076
Hoppel M et al. Self-assembled nanostructured aqueous dispersions as dermal delivery systems. 2015 Int J Pharm pmid:26364712
Subongkot T et al. Visualization of ultradeformable liposomes penetration pathways and their skin interaction by confocal laser scanning microscopy. 2013 Int J Pharm pmid:23247017
Mah CS et al. A miniaturized flow-through cell to evaluate skin permeation of endoxifen. 2013 Int J Pharm pmid:23174412
Liu KC et al. Synergistic effect of chemical penetration enhancer and iontophoresis on transappendageal transport of oligodeoxynucleotides. 2013 Int J Pharm pmid:23099122
Rangsimawong W et al. Mechanistic study of decreased skin penetration using a combination of sonophoresis with sodium fluorescein-loaded PEGylated liposomes with d-limonene. 2015 Int J Nanomedicine pmid:26719685
Yu S et al. Quantitative comparative analysis of the bio-active and toxic constituents of leaves and spikes of Schizonepeta tenuifolia at different harvesting times. 2011 Int J Mol Sci pmid:22072908
Saviuc C et al. Development and Sequential Analysis of a New Multi-Agent, Anti-Acne Formulation Based on Plant-Derived Antimicrobial and Anti-Inflammatory Compounds. 2017 Int J Mol Sci pmid:28106736
Azam M et al. Citrus leaf volatiles as affected by developmental stage and genetic type. 2013 Int J Mol Sci pmid:23994837
Shi X et al. The Salicylic Acid-Mediated Release of Plant Volatiles Affects the Host Choice of Bemisia tabaci. 2016 Int J Mol Sci pmid:27376280
Azam M et al. Comparative analysis of flower volatiles from nine citrus at three blooming stages. 2013 Int J Mol Sci pmid:24232454
Jiang L et al. Theoretical investigation of the NO₃radical addition to double bonds of limonene. 2009 Int J Mol Sci pmid:19865516
Li H et al. Antibacterial activity and mechanism of action of Monarda punctata essential oil and its main components against common bacterial pathogens in respiratory tract. 2014 Int J Clin Exp Pathol pmid:25550774
Klenø J and Wolkoff P Changes in eye blink frequency as a measure of trigeminal stimulation by exposure to limonene oxidation products, isoprene oxidation products and nitrate radicals. 2004 Int Arch Occup Environ Health pmid:15007652
Keeling CI et al. CYP345E2, an antenna-specific cytochrome P450 from the mountain pine beetle, Dendroctonus ponderosae Hopkins, catalyses the oxidation of pine host monoterpene volatiles. 2013 Insect Biochem. Mol. Biol. pmid:24139909
Rand MD et al. Permeabilization of Drosophila embryos for introduction of small molecules. 2010 Insect Biochem. Mol. Biol. pmid:20727969
Hirota R et al. Limonene inhalation reduces allergic airway inflammation in Dermatophagoides farinae-treated mice. 2012 Inhal Toxicol pmid:22564095
Rohr AC et al. Upper airway and pulmonary effects of oxidation products of (+)-alpha-pinene, d-limonene, and isoprene in BALB/c mice. 2002 Inhal Toxicol pmid:12122569
Chi G et al. Suppression of MAPK and NF-κB pathways by limonene contributes to attenuation of lipopolysaccharide-induced inflammatory responses in acute lung injury. 2013 Inflammation pmid:23180366
Tamás G et al. Influence of ozone-limonene reactions on perceived air quality. 2006 Indoor Air pmid:16683936
Cain WS et al. Olfactory detection of ozone and D-limonene: reactants in indoor spaces. 2007 Indoor Air pmid:17880630
Metts TA and Batterman SA Heterogeneous reactions of ozone and D-limonene on activated carbon. 2007 Indoor Air pmid:17880632
Chen X and Hopke PK A chamber study of secondary organic aerosol formation by limonene ozonolysis. 2010 Indoor Air pmid:20557377
Weschler CJ and Shields HC The influence of ventilation on reactions among indoor pollutants: modeling and experimental observations. 2000 Indoor Air pmid:11980107
Hata T et al. Induction of apoptosis by Citrus paradisi essential oil in human leukemic (HL-60) cells. 2003 Nov-Dec In Vivo pmid:14758720
Raphael TJ and Kuttan G Immunomodulatory activity of naturally occurring monoterpenes carvone, limonene, and perillic acid. 2003 Immunopharmacol Immunotoxicol pmid:12784919
d-limonene. 1999 IARC Monogr Eval Carcinog Risks Hum pmid:10804960
d-Limonene. 1993 IARC Monogr Eval Carcinog Risks Hum pmid:8411619
Larsen ST et al. Effects of R-(+)- and S-(-)-limonene on the respiratory tract in mice. 2000 Hum Exp Toxicol pmid:11125716
York M et al. Skin irritation testing in man for hazard assessment--evaluation of four patch systems. 1995 Hum Exp Toxicol pmid:8579884
Chaudhary SC et al. D-Limonene modulates inflammation, oxidative stress and Ras-ERK pathway to inhibit murine skin tumorigenesis. 2012 Hum Exp Toxicol pmid:22318307
Vergunst H et al. In vitro comparison of different gall stone dissolution solvents. 1991 Gut pmid:1864544
Stel'makh VA [Toxicologic properties and the nature of the combined effect of a orthomenthane hydrocarbon mixture]. 1988 Gig Tr Prof Zabol pmid:3234846
Trapp SC and Croteau RB Genomic organization of plant terpene synthases and molecular evolutionary implications. 2001 Genetics pmid:11404343
Igimi H et al. A useful cholesterol solvent for medical dissolution of gallstones. 1992 Gastroenterol. Jpn. pmid:1526435
Lehman-McKeeman LD and Caudill D d-Limonene induced hyaline droplet nephropathy in alpha 2u-globulin transgenic mice. 1994 Fundam Appl Toxicol pmid:7532604
Fietzek C et al. Chiral discrimination of limonene by use of beta-cyclodextrin-coated quartz-crystal-microbalances (QCMs) and data evaluation by artificial neuronal networks. 2001 Fresenius J Anal Chem pmid:11605760
Nannapaneni R et al. Antimicrobial activity of commercial citrus-based natural extracts against Escherichia coli O157:H7 isolates and mutant strains. 2008 Foodborne Pathog. Dis. pmid:18851678
Maté J et al. Fat and fibre interfere with the dramatic effect that nanoemulsified d-limonene has on the heat resistance of Listeria monocytogenes. 2017 Food Microbiol. pmid:27889158
Webb DR et al. Assessment of the subchronic oral toxicity of d-limonene in dogs. 1990 Food Chem. Toxicol. pmid:2276695
Webb DR et al. Acute and subchronic nephrotoxicity of d-limonene in Fischer 344 rats. 1989 Food Chem. Toxicol. pmid:2481635
Kanerva RL et al. Comparison of short-term renal effects due to oral administration of decalin or d-limonene in young adult male Fischer-344 rats. 1987 Food Chem. Toxicol. pmid:3609973
Kanerva RL and Alden CL Review of kidney sections from a subchronic d-limonene oral dosing study conducted by the National Cancer Institute. 1987 Food Chem. Toxicol. pmid:3609974
Antonella DS et al. Antimutagenic and antioxidant activities of some bioflavours from wine. 2013 Food Chem. Toxicol. pmid:23891760
Jonker D et al. Acute (24 hr) toxicity of a combination of four nephrotoxicants in rats compared with the toxicity of the individual compounds. 1993 Food Chem. Toxicol. pmid:8095245
Jonker D et al. Subacute (4-wk) oral toxicity of a combination of four nephrotoxins in rats: comparison with the toxicity of the individual compounds. 1993 Food Chem. Toxicol. pmid:8449457
Jonker D et al. Toxicity of mixtures of nephrotoxicants with similar or dissimilar mode of action. 1996 Nov-Dec Food Chem. Toxicol. pmid:9119318
Singh P et al. Chemical profile, antifungal, antiaflatoxigenic and antioxidant activity of Citrus maxima Burm. and Citrus sinensis (L.) Osbeck essential oils and their cyclic monoterpene, DL-limonene. 2010 Food Chem. Toxicol. pmid:20385194
Kim KN et al. Anti-inflammatory effect of essential oil and its constituents from fingered citron (Citrus medica L. var. sarcodactylis) through blocking JNK, ERK and NF-κB signaling pathways in LPS-activated RAW 264.7 cells. 2013 Food Chem. Toxicol. pmid:23541436
Zhang Z et al. Effects of nisin on the antimicrobial activity of d-limonene and its nanoemulsion. 2014 Food Chem pmid:24360455
Ahmad S and Beg ZH Hypolipidemic and antioxidant activities of thymoquinone and limonene in atherogenic suspension fed rats. 2013 Food Chem pmid:23411222
Begley TH et al. Diffusion behaviour of additives in polypropylene in correlation with polymer properties. 2008 Food Addit Contam Part A Chem Anal Control Expo Risk Assess pmid:19680849
Franz R Migration modelling from food-contact plastics into foodstuffs as a new tool for consumer exposure estimation. 2005 Food Addit Contam pmid:16227176
Franz R et al. European survey on post-consumer poly(ethylene terephthalate) (PET) materials to determine contamination levels and maximum consumer exposure from food packages made from recycled PET. 2004 Food Addit Contam pmid:15195474
Limm W et al. Diffusion of limonene in polyethylene. 2006 Food Addit Contam pmid:16751151
Devlieghere F et al. Evaluation, modelling and optimization of the cleaning process of contaminated plastic food refillables. 1997 Aug-Oct Food Addit Contam pmid:9373531
Dekker M et al. Modelling the effect of oil/fat content in food systems on flavour absorption by LLDPE. 2003 Food Addit Contam pmid:12623667
Van Willige RW et al. Influence of flavour absorption by food-packaging materials (low-density polyethylene, polycarbonate and polyethylene terephthalate) on taste perception of a model solution and orange juice. 2003 Food Addit Contam pmid:12519723
Schulman VK et al. A method for reversible drug delivery to internal tissues of Drosophila embryos. 2013 Jul-Sep Fly (Austin) pmid:23846179
Russo R et al. Implication of limonene and linalyl acetate in cytotoxicity induced by bergamot essential oil in human neuroblastoma cells. 2013 Fitoterapia pmid:23707744
Senatore F et al. Chemical composition, antimicrobial and antioxidant activities of anethole-rich oil from leaves of selected varieties of fennel [Foeniculum vulgare Mill. ssp. vulgare var. azoricum (Mill.) Thell]. 2013 Fitoterapia pmid:23933237
Menichini F et al. Acetylcholinesterase and butyrylcholinesterase inhibition of ethanolic extract and monoterpenes from Pimpinella anisoides V Brig. (Apiaceae). 2009 Fitoterapia pmid:19351555
Nguyen Thanh V et al. Rhodotorula cycloclastica sp. nov., Rhodotorula retinophila sp. nov., and Rhodotorula terpenoidalis sp. nov., three limonene-utilizing yeasts isolated from soil. 2004 FEMS Yeast Res. pmid:15450193
ROSSI A [Not Available]. 1947 Mar-Apr Farmaco Sci Tec pmid:20261998
Williams GM and Whysner J Epigenetic carcinogens: evaluation and risk assessment. 1996 Exp. Toxicol. Pathol. pmid:8672874
Wrba H et al. Carcinogenicity testing of some constituents of black pepper (Piper nigrum). 1992 Exp. Toxicol. Pathol. pmid:1617288
Wilson MJ et al. The effect of dietary supplementation with limonene or myo-inositol on the induction of neoplasia and matrix metalloproteinase and plasminogen activator activities in accessory sex organs of male Lobund-Wistar rats. 2008 Exp. Mol. Pathol. pmid:18675799
Morse MA Inhibition of NNK-induced lung tumorigenesis by modulators of NNK activation. 1998 Jul-Aug Exp. Lung Res. pmid:9659585
Witschi H Successful and not so successful chemoprevention of tobacco smoke-induced lung tumors. 2000 Exp. Lung Res. pmid:11195468
Rehman MU et al. D-limonene suppresses doxorubicin-induced oxidative stress and inflammation via repression of COX-2, iNOS, and NFκB in kidneys of Wistar rats. 2014 Exp. Biol. Med. (Maywood) pmid:24586096
Traina O et al. In vitro acaricidal activity of four monoterpenes and solvents against Otodectes cynotis (Acari: Psoroptidae). 2005 Exp. Appl. Acarol. pmid:16180080
Lim JH et al. Effect of orange oil on the oral absorption of enrofloxacin in rats. 2012 Exp. Anim. pmid:22293675
Barker M et al. Volatile organic compounds in the exhaled breath of young patients with cystic fibrosis. 2006 Eur. Respir. J. pmid:16455833
Gonçalves JC et al. Distinct effects of carvone analogues on the isolated nerve of rats. 2010 Eur. J. Pharmacol. pmid:20670618
Jing L et al. Preventive and ameliorating effects of citrus D-limonene on dyslipidemia and hyperglycemia in mice with high-fat diet-induced obesity. 2013 Eur. J. Pharmacol. pmid:23838456
Seebungkert B and Lynch JW A common inhibitory binding site for zinc and odorants at the voltage-gated K(+) channel of rat olfactory receptor neurons. 2001 Eur. J. Neurosci. pmid:11553285
Seebungkert B and Lynch JW Effects of polyunsaturated fatty acids on voltage-gated K+ and Na+ channels in rat olfactory receptor neurons. 2002 Eur. J. Neurosci. pmid:12473076
Kreuzer J et al. Protein kinase C activation after cellular adhesion on fibronectin: partial suppression after inhibition of protein isoprenylation. 1997 Eur. J. Med. Res. pmid:9233906
Schulz S et al. Prenylated proteins and lymphocyte proliferation: inhibition by d-limonene related monoterpenes. 1994 Eur. J. Immunol. pmid:8299679
Wangensteen H et al. Identification of epoxybergamottin as a CYP3A4 inhibitor in grapefruit peel. 2003 Eur. J. Clin. Pharmacol. pmid:12610742
Donaldson MJ et al. XR3054, structurally related to limonene, is a novel inhibitor of farnesyl protein transferase. 1999 Eur. J. Cancer pmid:10533487
Lücker J et al. Monoterpene biosynthesis in lemon (Citrus limon). cDNA isolation and functional analysis of four monoterpene synthases. 2002 Eur. J. Biochem. pmid:12084056