(-)-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
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
Clausen PA et al. Chemical and biological evaluation of a reaction mixture of R-(+)-limonene/ozone: formation of strong airway irritants. 2001 Environ Int pmid:11485219
Youngsukkasem S et al. Biogas production by encased bacteria in synthetic membranes: protective effects in toxic media and high loading rates. 2013 Jul-Aug Environ Technol pmid:24350461
Wainman T et al. Ozone and limonene in indoor air: a source of submicron particle exposure. 2000 Environ. Health Perspect. pmid:11133393
Waring MS and Siegel JA Indoor secondary organic aerosol formation initiated from reactions between ozone and surface-sorbed D-limonene. 2013 Environ. Sci. Technol. pmid:23724989
Takahama S et al. Efflorescence transitions of ammonium sulfate particles coated with secondary organic aerosol. 2007 Environ. Sci. Technol. pmid:17438777
Alshawa A et al. Kinetic analysis of competition between aerosol particle removal and generation by ionization air purifiers. 2007 Environ. Sci. Technol. pmid:17438806
Youssefi S and Waring MS Transient secondary organic aerosol formation from limonene ozonolysis in indoor environments: impacts of air exchange rates and initial concentration ratios. 2014 Environ. Sci. Technol. pmid:24940869
Lee HJ et al. Effect of solar radiation on the optical properties and molecular composition of laboratory proxies of atmospheric brown carbon. 2014 Environ. Sci. Technol. pmid:25102050
Fry JL et al. Secondary organic aerosol formation and organic nitrate yield from NO3 oxidation of biogenic hydrocarbons. 2014 Environ. Sci. Technol. pmid:25229208
Jonsson AM et al. Impact of humidity on the ozone initiated oxidation of limonene, delta3-carene, and alpha-pinene. 2006 Environ. Sci. Technol. pmid:16433350
Leungsakul S et al. Kinetic mechanism for predicting secondary organic aerosol formation from the reaction of d-limonene with ozone. 2005 Environ. Sci. Technol. pmid:16475339
Jaoui M et al. Analysis of secondary organic aerosol compounds from the photooxidation of d-limonene in the presence of NOx and their detection in ambient PM2.5. 2006 Environ. Sci. Technol. pmid:16830548
Chen X et al. Secondary organic aerosol from ozonolysis of biogenic volatile organic compounds: chamber studies of particle and reactive oxygen species formation. 2011 Environ. Sci. Technol. pmid:21121662
Jonsson AM et al. Influence of OH scavenger on the water effect on secondary organic aerosol formation from ozonolysis of limonene, Delta3-carene, and alpha-pinene. 2008 Environ. Sci. Technol. pmid:18767648
Pathak RK et al. Influence of ozone and radical chemistry on limonene organic aerosol production and thermal characteristics. 2012 Environ. Sci. Technol. pmid:22985264
Bateman AP et al. The effect of solvent on the analysis of secondary organic aerosol using electrospray ionization mass spectrometry. 2008 Environ. Sci. Technol. pmid:18939568
Kourtchev I et al. Characterization of atmospheric aerosols at a forested site in central Europe. 2009 Environ. Sci. Technol. pmid:19673249
Fadeyi MO et al. Impact of human presence on secondary organic aerosols derived from ozone-initiated chemistry in a simulated office environment. 2013 Environ. Sci. Technol. pmid:23488675
Lee HJ et al. Excitation-emission spectra and fluorescence quantum yields for fresh and aged biogenic secondary organic aerosols. 2013 Environ. Sci. Technol. pmid:23663151
Li YJ et al. Acid-catalyzed condensed-phase reactions of limonene and terpineol and their impacts on gas-to-particle partitioning in the formation of organic aerosols. 2010 Environ. Sci. Technol. pmid:20550185
Li TH et al. Indoor hydrogen peroxide derived from ozone/d-limonene reactions. 2002 Environ. Sci. Technol. pmid:12188357
Klenø JG et al. Degradation of the adsorbent Tenax TA by nitrogen oxides, ozone, hydrogen peroxide, OH radical, and limonene oxidation products. 2002 Environ. Sci. Technol. pmid:12380084
Diez I et al. Influence of d-limonene on the transdermal penetration of felodipine. 1998 Jan-Mar Eur J Drug Metab Pharmacokinet pmid:9625266
Xu B et al. Identification of wood between Phoebe zhennan and Machilus pingii using the gas chromatography-mass spectrometry direct injection technique. 2013 Eur J Mass Spectrom (Chichester, Eng) pmid:24308199
Furneri PM et al. In vitro antimycoplasmal activity of Citrus bergamia essential oil and its major components. 2012 Eur J Med Chem pmid:22465092
Graebin CS et al. Synthesis and in vitro activity of limonene derivatives against Leishmania and Trypanosoma. 2010 Eur J Med Chem pmid:20116908
Victor Antony Santiago J et al. Dietary d-limonene alleviates insulin resistance and oxidative stress-induced liver injury in high-fat diet and L-NAME-treated rats. 2012 Eur J Nutr pmid:21445622
Vitorino C et al. Passive and active strategies for transdermal delivery using co-encapsulating nanostructured lipid carriers: in vitro vs. in vivo studies. 2014 Eur J Pharm Biopharm pmid:24333401
Guillard EC et al. Molecular interactions of penetration enhancers within ceramides organization: a FTIR approach. 2009 Eur J Pharm Sci pmid:19022378
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
Donaldson MJ et al. XR3054, structurally related to limonene, is a novel inhibitor of farnesyl protein transferase. 1999 Eur. J. Cancer pmid:10533487
Wangensteen H et al. Identification of epoxybergamottin as a CYP3A4 inhibitor in grapefruit peel. 2003 Eur. J. Clin. Pharmacol. pmid:12610742
Schulz S et al. Prenylated proteins and lymphocyte proliferation: inhibition by d-limonene related monoterpenes. 1994 Eur. J. Immunol. pmid:8299679
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
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
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
Barker M et al. Volatile organic compounds in the exhaled breath of young patients with cystic fibrosis. 2006 Eur. Respir. J. pmid:16455833
Lim JH et al. Effect of orange oil on the oral absorption of enrofloxacin in rats. 2012 Exp. Anim. pmid:22293675
Traina O et al. In vitro acaricidal activity of four monoterpenes and solvents against Otodectes cynotis (Acari: Psoroptidae). 2005 Exp. Appl. Acarol. pmid:16180080
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
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
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
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
ROSSI A [Not Available]. 1947 Mar-Apr Farmaco Sci Tec pmid:20261998
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
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
Schulman VK et al. A method for reversible drug delivery to internal tissues of Drosophila embryos. 2013 Jul-Sep Fly (Austin) pmid:23846179
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
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
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
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
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
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
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
Lehman-McKeeman LD and Caudill D d-Limonene induced hyaline droplet nephropathy in alpha 2u-globulin transgenic mice. 1994 Fundam Appl Toxicol pmid:7532604
Igimi H et al. A useful cholesterol solvent for medical dissolution of gallstones. 1992 Gastroenterol. Jpn. pmid:1526435
Trapp SC and Croteau RB Genomic organization of plant terpene synthases and molecular evolutionary implications. 2001 Genetics pmid:11404343
Stel'makh VA [Toxicologic properties and the nature of the combined effect of a orthomenthane hydrocarbon mixture]. 1988 Gig Tr Prof Zabol pmid:3234846
Vergunst H et al. In vitro comparison of different gall stone dissolution solvents. 1991 Gut pmid:1864544
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
d-limonene. 1999 IARC Monogr Eval Carcinog Risks Hum pmid:10804960
d-Limonene. 1993 IARC Monogr Eval Carcinog Risks Hum pmid:8411619
Raphael TJ and Kuttan G Immunomodulatory activity of naturally occurring monoterpenes carvone, limonene, and perillic acid. 2003 Immunopharmacol Immunotoxicol pmid:12784919
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
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
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
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
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
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
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
Azam M et al. Comparative analysis of flower volatiles from nine citrus at three blooming stages. 2013 Int J Mol Sci pmid:24232454