(-)-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
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
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