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Xenobiotica
the fate of foreign compounds in biological systems
Volume 4, 1974 - Issue 2
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Research Article

Studies on the Metabolism of d-Limonene (p-Mentha-1,8-diene): I. The Absorption, Distribution and Excretion of d-Limonene in Rats

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Pages 77-84 | Received 11 May 1973, Published online: 14 Oct 2008

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José Fernando Rinaldi de Alvarenga, Brunna Genaro, Bruna Lamesa Costa, Eduardo Purgatto, Claudine Manach & Jarlei Fiamoncini. (2023) Monoterpenes: current knowledge on food source, metabolism, and health effects. Critical Reviews in Food Science and Nutrition 63:10, pages 1352-1389.
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Abhisek Karn, Chengying Zhao, Feilong Yang, Jiefen Cui, Zili Gao, Minqi Wang, Fengzhong Wang, Hang Xiao & Jinkai Zheng. (2021) In-vivo biotransformation of citrus functional components and their effects on health. Critical Reviews in Food Science and Nutrition 61:5, pages 756-776.
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Young Woo Kim, Min Ji Kim, Bu Young Chung, Du Yeon Bang, Seong Kwang Lim, Seul Min Choi, Duck Soo Lim, Myung Chan Cho, Kyungsil Yoon, Hyung Sik Kim, Kyu Bong Kim, You Sun Kim, Seung Jun Kwack & Byung-Mu Lee. (2013) Safety Evaluation And Risk Assessment Of d-Limonene. Journal of Toxicology and Environmental Health, Part B 16:1, pages 17-38.
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Nevcihan Gursoy, Bektas Tepe & Munevver Sokmen. (2010) Evaluation of the Chemical Composition and Antioxidant Activity of the Peel Oil of Citrus nobilis . International Journal of Food Properties 13:5, pages 983-991.
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Syuichi Fukumoto, Emi Sawasaki, Satoshi Okuyama, Yoshiaki Miyake & Hidehiko Yokogoshi. (2006) Flavor components of monoterpenes in citrus essential oils enhance the release of monoamines from rat brain slices. Nutritional Neuroscience 9:1-2, pages 73-80.
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J. M. Langman. (1995) d-Limonene: Is It A Safe, Effective Alternative to Xylene?. Journal of Histotechnology 18:2, pages 131-137.
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Gordon C. Hard & John Whysner. (1994) Risk Assessment ofd-Limonene: An Example of Male Rat-Specific Renal Tumorigens. Critical Reviews in Toxicology 24:3, pages 231-254.
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Agneta Falk‐Filipsson, Agneta Löf, Mats Hagberg, Ewa Wigaeus Hjelm & Zhiping Wang. (1993) d‐Limonene exposure to humans by inhalation: Uptake, distribution, elimination, and effects on the pulmonary function. Journal of Toxicology and Environmental Health 38:1, pages 77-88.
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K. Madhava Madyastha & V. Srivatsan. (1987) Metabolism of β-myrcene in vivo and in vitro: its effects on rat-liver microsomal enzymes. Xenobiotica 17:5, pages 539-549.
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P. Ventura, M. Schiavi, S. Serafini & A. Selva. (1985) Further studies of trans-sobrerol metabolism: rat, dog and human urine. Xenobiotica 15:4, pages 317-325.
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A. Chadha & K. Madhava Madyastha. (1984) Metabolism of geraniol and linalool in the rat and effects on liver and lung microsomal enzymes. Xenobiotica 14:5, pages 365-374.
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J. W. Regan, M. M. Morris, B. Nao & L. F. Bjeldanes. (1980) Metabolism of limonene-1,2-epoxide in the rat. Xenobiotica 10:12, pages 859-861.
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Ryuhei Kodama, Tadanori Yano, Kazuhide Furukawa, Kanji Noda & Hiroyuki Ide. (1976) Studies on the Metabolism of d-Limonene (p-mentha-1, 8-diene). IV Isolation and Characterization of New Metabolites and Species Differences in Metabolism. Xenobiotica 6:6, pages 377-389.
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Ryuhei Kodama, Toshikazu Sonoda, Tadanori Yano, Kazuhide Furukawa, Hidetoshi Amano, Kanji Noda & Hiroyuki Ide. (1975) Metabolism of 1-(3-Trifluoromethylphenyl)-3-(2-hydroxyethyl)quinazoline-2,4(1H,3H)-dione (H-88). II. Absorption, Distribution and Excretion in Rat, Mouse, Rabbit, Monkey and Man. Xenobiotica 5:10, pages 601-609.
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Toshihiko Ariyoshi, Mitsuo Arakaki, Katsumi Ideguchi, Yasuhiro Ishizuka & Hiroyuki Ide. (1975) Studies on the Metabolism of d-Limonene (p-Mentha-1,8-diene): III. Effects of d-Limonene on the Lipids and Drug-Metabolizing Enzymes in Rat Livers. Xenobiotica 5:1, pages 33-38.
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Ryuhei Kodama, Kanji Noda & Hiroyuki Ide. (1974) Studies on the Metabolism of d-Limonene (p-Mentha-1,8-diene): II. The Metabolic Fate of d-Limonene in Rabbits. Xenobiotica 4:2, pages 85-95.
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CB Lima, DL Migotto, GR Oliveira, TC Souza, RO Santana, FV Castejon, CBGS Tanure, AP Santana, JH Stringhini & AMC Racanicci. (2016) Dietary Supplementation of Barbatimão (Stryphnodendron Adstringens) and Pacari (Lafoensia Pacari) Extracts on the Oxidative Stability and Quality of Chicken Meat. Revista Brasileira de Ciência Avícola 18:4, pages 669-676.
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Carlos Alberto F. Ramos, Rita de Cássia da S. Sá, Mateus F. Alves, Rubens B. Benedito, Damião P. de Sousa, Margareth de Fátima F.M. Diniz, Maria Salete T. Araújo & Reinaldo N. de Almeida. (2015) Histopathological and biochemical assessment of d -limonene-induced liver injury in rats. Toxicology Reports 2, pages 482-488.
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Jaesuk Yun. (2014) Limonene inhibits methamphetamine-induced locomotor activity via regulation of 5-HT neuronal function and dopamine release. Phytomedicine 21:6, pages 883-887.
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. 2014. Essential Oil Safety. Essential Oil Safety 677 755 .
Robert Tisserand & Rodney Young. 2014. Essential Oil Safety. Essential Oil Safety 39 67 .
Anne Marie Api, Gretchen Ritacco & David R. Hawkins. (2013) The Fate of Dermally Applied [ 14 C] d -Limonene in Rats and Humans . International Journal of Toxicology 32:2, pages 130-135.
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Cherng-Wei Hao, Wen-Sung Lai, Chi-Tang Ho & Lee-Yan Sheen. (2013) Antidepressant-like effect of lemon essential oil is through a modulation in the levels of norepinephrine, dopamine, and serotonin in mice: Use of the tail suspension test. Journal of Functional Foods 5:1, pages 370-379.
Crossref
. 2002. The MAK‐Collection for Occupational Health and Safety. The MAK‐Collection for Occupational Health and Safety 1 7 .
Courtney M. Lappas & Nicholas T. Lappas. (2012) d-Limonene modulates T lymphocyte activity and viability. Cellular Immunology 279:1, pages 30-41.
Crossref
. (2012) Scientific Opinion on the evaluation of the substances currently on the list in the annex to Commission Directive 96/3/EC as acceptable previous cargoes for edible fats and oils - Part II of III. EFSA Journal 10:5, pages 2703.
Crossref
. 2002. The MAK‐Collection for Occupational Health and Safety. The MAK‐Collection for Occupational Health and Safety 186 201 .
. 2002. The MAK‐Collection for Occupational Health and Safety. The MAK‐Collection for Occupational Health and Safety 1 18 .
. 2002. The MAK-Collection for Occupational Health and Safety. The MAK-Collection for Occupational Health and Safety 1 318 .
Kotamballi N. Chidambara Murthy, G. K. Jayaprakasha, Shivappa M. Mantur & Bhimanagouda S. Patil. 2012. Emerging Trends in Dietary Components for Preventing and Combating Disease. Emerging Trends in Dietary Components for Preventing and Combating Disease 545 558 .
T.B. Adams, C. Lucas Gavin, M.M. McGowen, W.J. Waddell, S.M. Cohen, V.J. Feron, L.J. Marnett, I.C. Munro, P.S. Portoghese, I.M.C.M. Rietjens & R.L. Smith. (2011) The FEMA GRAS assessment of aliphatic and aromatic terpene hydrocarbons used as flavor ingredients. Food and Chemical Toxicology 49:10, pages 2471-2494.
Crossref
. (2011) Scientific Opinion on Flavouring Group Evaluation 25, Revision 2 (FGE.25Rev2): Aliphatic and aromatic hydrocarbons from chemical group 31. EFSA Journal 9:6, pages 2177.
Crossref
A. Brenes & E. Roura. (2010) Essential oils in poultry nutrition: Main effects and modes of action. Animal Feed Science and Technology 158:1-2, pages 1-14.
Crossref
. (2008) Flavouring Group Evaluation 25, (FGE.25) - Aliphatic and aromatic hydrocarbons from chemical group 31 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food. EFSA Journal 6:12, pages 918.
Crossref
Donald G. Barceloux. 2008. Medical Toxicology of Natural Substances. Medical Toxicology of Natural Substances 635 643 .
Jean-François BissonChantal MenutPatrizia d'Alessio. (2008) Anti-Inflammatory Senescence Actives 5203-L Molecule to Promote Healthy Aging and Prolongation of Lifespan. Rejuvenation Research 11:2, pages 399-407.
Crossref
Shurong Wang, Yu Chen, Zhaoxia Gao, Meijin Xiong, Zhirong Zhong & Liming Ye. (2007) Gas chromatographic–mass spectrometric analysis of d-limonene in human plasma. Journal of Pharmaceutical and Biomedical Analysis 44:5, pages 1095-1099.
Crossref
Mitsuo Miyazawa & Hiromune Takechi. (2019) Biotransformation of Monoterpenoids by the Larvae of Common Cutworm ( Spodoptera litura ) . Natural Product Communications 2:4, pages 1934578X0700200.
Crossref
. 2007. Aromatherapie. Aromatherapie 63 65 .
J P Neoptolemos, A F Hofmann & A R Moossa. (1986) Chemical treatment of stones in the biliary tree. British Journal of Surgery 73:7, pages 515-524.
Crossref
Russell Mankes & Kristina Mankes. 2004. Riot Control Agents. Riot Control Agents 161 181 .
J. S. Sorensen, C. A. Turnbull & M. D. Dearing. (2004) A Specialist Herbivore ( Neotoma stephensi ) Absorbs Fewer Plant Toxins than Does a Generalist ( Neotoma albigula ) . Physiological and Biochemical Zoology 77:1, pages 139-148.
Crossref
M. Suzanne Stratton, Steven P. Stratton, Sara O. Dionne, Patricia Thompson, Ian N. Jongewaard, Iman Hakim, Tarrah Dilley, Linda Garland, James Ranger-Moore, David S. Alberts & Frederick M. Ahmann. 2004. Principles of Molecular Oncology. Principles of Molecular Oncology 607 673 .
Mitsuo Miyazawa, Masaki Shindo & Tsutomu Shimada. (2002) Metabolism of (+)- and (−)-Limonenes to Respective Carveols and Perillyl Alcohols by CYP2C9 and CYP2C19 in Human Liver Microsomes. Drug Metabolism and Disposition 30:5, pages 602-607.
Crossref
Tsutomu Shimada, Masaki Shindo & Mitsuo Miyazawa. (2002) Species Differences in the Metabolism of (+)- and (−)-Limonenes and their Metabolites, Carveols and Carvones, by Cytochrome P450 Enzymes in Liver Microsomes of Mice, Rats, Guinea Pigs, Rabbits, Dogs, Monkeys, and Humans. Drug Metabolism and Pharmacokinetics 17:6, pages 507-515.
Crossref
Mitsuo Miyazawa, Masaki Shindo & Tsutomu Shimada. (2001) Sex Differences in the Metabolism of (+)- and (−)-Limonene Enantiomers to Carveol and Perillyl Alcohol Derivatives by Cytochrome P450 Enzymes in Rat Liver Microsomes. Chemical Research in Toxicology 15:1, pages 15-20.
Crossref
Iman Hakim. 2000. Vegetables, Fruits, and Herbs in Health Promotion. Vegetables, Fruits, and Herbs in Health Promotion.
IanR Hardcastle, MartinG Rowlands, Amelia Moreno Barber, RachelM Grimshaw, MukeshK Mohan, BernardP Nutley & Michael Jarman. (1999) Inhibition of protein prenylation by metabolites of limonene. Biochemical Pharmacology 57:7, pages 801-809.
Crossref
Pamela L. Crowell. (1999) Prevention and Therapy of Cancer by Dietary Monoterpenes. The Journal of Nutrition 129:3, pages 775S-778S.
Crossref
Haitao Chen, K.K Chan & Thomas Budd. (1998) Pharmacokinetics of d-limonene in the rat by GC–MS assay. Journal of Pharmaceutical and Biomedical Analysis 17:4-5, pages 631-640.
Crossref
Mitsuo Miyazawa, Takashi Wada & Hiromu Kameoka. (1998) Biotransformation of (+)- and (−)-Limonene by the Larvae of Common Cutworm ( Spodoptera litura ) . Journal of Agricultural and Food Chemistry 46:1, pages 300-303.
Crossref
Gregory J. Fulton, Lizzie Barber, Einar Svendsen, Per-Otto Hagen & Mark G. Davies. (1997) Oral Monoterpene Therapy (Perillyl Alcohol) Reduces Vein Graft Intimal Hyperplasia. Journal of Surgical Research 69:1, pages 128-134.
Crossref
R. von Burg. (2006) Limonene. Journal of Applied Toxicology 15:6, pages 495-499.
Crossref
Luigia Trabace, Pinarosa Avato, Michele Mazzoccoli & Giovanni Siro‐Brigiani. (2006) Cholertic activity of Thapsia chem I, II, and III in rats: Comparison with terpenoid constituents and peppermint oil . Phytotherapy Research 8:5, pages 305-307.
Crossref
Pamela L. Crowell, Charles E. Elson, Howard H. Bailey, Abiodun Elegbede, Jill D. Haag & Michael N. Gould. (1994) Human metabolism of the experimental cancer therapeutic agentd-limonene. Cancer Chemotherapy and Pharmacology 35:1, pages 31-37.
Crossref
Jill D. Haag & Michael N. Gould. (1994) Mammary carcinoma regression induced by perillyl alcohol, a hydroxylated analog of limonene. Cancer Chemotherapy and Pharmacology 34:6, pages 477-483.
Crossref
Pamela L. Crowell, Shouzhong Lin, Edwin Vedejs & Michael N. Gould. (1992) Identification of metabolites of the antitumor agentd-limonene capable of inhibiting protein isoprenylation and cell growth. Cancer Chemotherapy and Pharmacology 31:3, pages 205-212.
Crossref
Bruce L. Welch, Jordan C. Pederson & Ronald L. Rodriguez. (1989) Monoterpenoid content of sage grouse ingesta. Journal of Chemical Ecology 15:3, pages 961-969.
Crossref
James A. Barrowman, Anisur Rahman, Mats B. Lindstrom & Bengt Borgstrom. (1989) Intestinal absorption and metabolism of hydrocarbons. Progress in Lipid Research 28:3, pages 189-203.
Crossref
Janet A. Dash. (1988) Effect of dietary terpenes on glucuronic acid excretion and ascorbic acid turnover in the brushtail possum (Trichosurus vulpecula). Comparative Biochemistry and Physiology Part B: Comparative Biochemistry 89:2, pages 221-226.
Crossref
Ralph Chayen, Yehuda Mazur, Hugo Wyler, Elisha Berman, Eleanor Potgieter & Sara Goldberg. (1988) Urodiolenone from grapefruit juice, a urinary metabolite found in hypertensive subjects. Phytochemistry 27:2, pages 369-372.
Crossref
W. J. Foley, E. V. Lassak & J. Brophy. (1987) Digestion and absorption ofEucalyptus essential oils in greater glider (Petauroide svolans) and brushtail possum (Trichosurus vulpecula). Journal of Chemical Ecology 13:11, pages 2115-2130.
Crossref
L. B. Brattsten. 1987. Molecular Aspects of Insect-Plant Associations. Molecular Aspects of Insect-Plant Associations 211 255 .
Richard J. Clegg, Bruce Middleton, G.Duncan Bell & David A. White. (1980) Inhibition of hepatic cholesterol synthesis and S-3-hydroxy-3-methylglutaryl-CoA reductase by mono and bicyclic monoterpenes administered in vivo. Biochemical Pharmacology 29:15, pages 2125-2127.
Crossref
Hartmut Uehleke & Maria Brinkschulte-Freitas. (1979) Oral toxicity of an essential oil from myrtle and adaptive liver stimulation. Toxicology 12:3, pages 335-342.
Crossref
Ryuhei Kodama, Hideaki Inoue, Kanji Noda, Hiroyuki Ide, Hiro-aki Yamamoto, Shin-ichi Yoshihara & Hidetoshi Yoshimura. (1976) Effect of d-Limonene and related compounds on bile flow and biliary lipid composition in rats and dogs. Life Sciences 19:10, pages 1559-1567.
Crossref
Hirotsune Igimi, Takeharu Hisatsugu & Masaya Nishimura. (1976) The use ofd-limonene preparation as a dissolving agent of gallstones. The American Journal of Digestive Diseases 21:11, pages 926-939.
Crossref
J.C. Phillips, J. Kingsnorth, S.D. Gangolli & I.F. Gaunt. (1976) Studies on the absorption, distribution and excretion of citral in the rat and mouse. Food and Cosmetics Toxicology 14:6, pages 537-540.
Crossref

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