(-)-Limonene

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

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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:

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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

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Authors Title Published Journal PubMed Link
Karp F et al. Monoterpene biosynthesis: specificity of the hydroxylations of (-)-limonene by enzyme preparations from peppermint (Mentha piperita), spearmint (Mentha spicata), and perilla (Perilla frutescens) leaves. 1990 Arch. Biochem. Biophys. pmid:2297225
El Tamer MK et al. Domain swapping of Citrus limon monoterpene synthases: impact on enzymatic activity and product specificity. 2003 Arch. Biochem. Biophys. pmid:12623068
Adam KP et al. Partial purification and characterization of a monoterpene cyclase, limonene synthase, from the liverwort Ricciocarpos natans. 1996 Arch. Biochem. Biophys. pmid:8806745
Lupien S et al. Regiospecific cytochrome P450 limonene hydroxylases from mint (Mentha) species: cDNA isolation, characterization, and functional expression of (-)-4S-limonene-3-hydroxylase and (-)-4S-limonene-6-hydroxylase. 1999 Arch. Biochem. Biophys. pmid:10415126
Kjonaas R and Croteau R Demonstration that limonene is the first cyclic intermediate in the biosynthesis of oxygenated p-menthane monoterpenes in Mentha piperita and other Mentha species. 1983 Arch. Biochem. Biophys. pmid:6830247
Wüst M et al. Hydroxylation of limonene enantiomers and analogs by recombinant (-)-limonene 3- and 6-hydroxylases from mint (Mentha) species: evidence for catalysis within sterically constrained active sites. 2001 Arch. Biochem. Biophys. pmid:11368174
Karlberg AT et al. Hydroperoxides in oxidized d-limonene identified as potent contact allergens. 1994 Arch. Dermatol. Res. pmid:8154930
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Warnasuriya GD et al. A Mechanism for the induction of renal tumours in male Fischer 344 rats by short-chain chlorinated paraffins. 2010 Arch. Toxicol. pmid:20069279
Priborský J et al. Influence of limonene and laurocapram on percutaneous absorption of nonsteroidal anti-inflammatory drugs. 1992 Arzneimittelforschung pmid:1610418
Sauerbruch T Non-surgical management of bile duct stones refractory to routine endoscopic measures. 1992 Baillieres Clin. Gastroenterol. pmid:1362502
Murali R et al. Protective effects of D-limonene on lipid peroxidation and antioxidant enzymes in streptozotocin-induced diabetic rats. 2013 Basic Clin. Pharmacol. Toxicol. pmid:22998493
Roberto D et al. Antioxidant activity of limonene on normal murine lymphocytes: relation to H2O2 modulation and cell proliferation. 2010 Basic Clin. Pharmacol. Toxicol. pmid:19796276
Seo M et al. Influence of Binasal and Uninasal Inhalations of Essential Oil of Abies koreana Twigs on Electroencephalographic Activity of Human. 2016 Behav Neurol pmid:28042202
Laing DG and Willcox ME An investigation of the mechanisms of odor suppression using physical and dichorhinic mixtures. 1987 Nov-Dec Behav. Brain Res. pmid:3426790
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Park HM et al. Limonene, a natural cyclic terpene, is an agonistic ligand for adenosine A(2A) receptors. 2011 Biochem. Biophys. Res. Commun. pmid:21134357
Watabe T et al. Metabolism of d-limonene by hepatic microsomes to non-mutagenic epoxides toward Salmonella typhimurium. 1980 Biochem. Pharmacol. pmid:6992785
Crowell PL et al. Structure-activity relationships among monoterpene inhibitors of protein isoprenylation and cell proliferation. 1994 Biochem. Pharmacol. pmid:8185648
Hardcastle IR et al. Inhibition of protein prenylation by metabolites of limonene. 1999 Biochem. Pharmacol. pmid:10075086
Wüst M and Croteau RB Hydroxylation of specifically deuterated limonene enantiomers by cytochrome p450 limonene-6-hydroxylase reveals the mechanism of multiple product formation. 2002 Biochemistry pmid:11827526
van Lieshout EM et al. Effects of the sulforaphane analog compound 30, indole-3-carbinol, D-limonene or relafen on glutathione S-transferases and glutathione peroxidase of the rat digestive tract. 1998 Biochim. Biophys. Acta pmid:9545594
Eaton RW Dehydration of the off-flavor chemical 2-methylisoborneol by the R-limonene-degrading bacteria Pseudomonas sp. strain 19-rlim and Sphingomonas sp. strain BIR2-rlima. 2012 Biodegradation pmid:21842206
Savithiry N et al. Degradation of pinene by Bacillus pallidus BR425. 1998 Biodegradation pmid:10192895
Galli I et al. DNA replication and order of cell cycle events: a role for protein isoprenylation? 1997 Biol. Chem. pmid:9348105
do Amaral JF et al. Antinociceptive effect of the monoterpene R-(+)-limonene in mice. 2007 Biol. Pharm. Bull. pmid:17603156
Chandrashekar NS and Hiremath SR In vivo immunomodulatory, cumulative skin irritation, sensitization and effect of d-limonene on permeation of 6-mercaptopurine through transdermal drug delivery. 2008 Biol. Pharm. Bull. pmid:18379058
Hendradi E et al. Effect of mixed micelle formulations including terpenes on the transdermal delivery of diclofenac. 2003 Biol. Pharm. Bull. pmid:14646182
Ohara N et al. Combined effect of d-limonene pretreatment and temperature on the rat skin permeation of lipophilic and hydrophilic drugs. 1995 Biol. Pharm. Bull. pmid:7550099
Maruyama T et al. Molecular cloning, functional expression and characterization of d-limonene synthase from Schizonepeta tenuifolia. 2001 Biol. Pharm. Bull. pmid:11305598
Wikandari R et al. Improvement of biogas production from orange peel waste by leaching of limonene. 2015 Biomed Res Int pmid:25866787
Medvedovici A et al. Use of a green (bio) solvent--limonene--as extractant and immiscible diluent for large volume injection in the RPLC-tandem MS assay of statins and related metabolites in human plasma. 2013 Biomed. Chromatogr. pmid:22511331
O'Neill HJ et al. Identification of isoprenoid-type components in human expired air: a possible shunt pathway in sterol metabolism. 1987 Biomed. Chromatogr. pmid:3147729
Arruda DC et al. Inhibitory activity of limonene against Leishmania parasites in vitro and in vivo. 2009 Biomed. Pharmacother. pmid:19321295
Keinan E et al. Natural ozone scavenger prevents asthma in sensitized rats. 2005 Bioorg. Med. Chem. pmid:15598576
Chen J et al. The synthesis of L-carvone and limonene derivatives with increased antiproliferative effect and activation of ERK pathway in prostate cancer cells. 2006 Bioorg. Med. Chem. pmid:16806947
Eummer JT et al. Novel limonene phosphonate and farnesyl diphosphate analogues: design, synthesis, and evaluation as potential protein-farnesyl transferase inhibitors. 1999 Bioorg. Med. Chem. pmid:10218815
O'Neill PM et al. Diels-Alder/thiol-olefin co-oxygenation approach to antimalarials incorporating the 2,3-dioxabicyclo[3.3.1]nonane pharmacophore. 2006 Bioorg. Med. Chem. Lett. pmid:16527481
Rajak H et al. Novel limonene and citral based 2,5-disubstituted-1,3,4-oxadiazoles: a natural product coupled approach to semicarbazones for antiepileptic activity. 2013 Bioorg. Med. Chem. Lett. pmid:23265873
Oberoi HS et al. Enhanced ethanol production from Kinnow mandarin (Citrus reticulata) waste via a statistically optimized simultaneous saccharification and fermentation process. 2011 Bioresour. Technol. pmid:20863699
Datta S et al. An attempt towards simultaneous biobased solvent based extraction of proteins and enzymatic saccharification of cellulosic materials from distiller's grains and solubles. 2010 Bioresour. Technol. pmid:20206501
Lohrasbi M et al. Process design and economic analysis of a citrus waste biorefinery with biofuels and limonene as products. 2010 Bioresour. Technol. pmid:20488693
Martín MA et al. Biomethanization of orange peel waste. 2010 Bioresour. Technol. pmid:20655741
Pourbafrani M et al. Production of biofuels, limonene and pectin from citrus wastes. 2010 Bioresour. Technol. pmid:20149643
Widmer W et al. Pretreatment effects on orange processing waste for making ethanol by simultaneous saccharification and fermentation. 2010 Bioresour. Technol. pmid:20189803
Kashiwagi T et al. Determination of the absolute configuration of quercivorol, (1S,4R)-p-menth-2-en-1-ol, an aggregation pheromone of the ambrosia beetle Platypus quercivorus (Coleoptera: Platypodidae). 2006 Biosci. Biotechnol. Biochem. pmid:17031065
Sawamura M et al. Characteristic odor components of Citrus reticulata Blanco (ponkan) cold-pressed oil. 2004 Biosci. Biotechnol. Biochem. pmid:15322352
Choi HS and Sawamura M Volatile flavor components of ripe and overripe ki-mikans (Citrus flaviculpus Hort. ex Tanaka) in comparison with Hyuganatsu (Citrus tamurana Hort. ex Tanaka). 2001 Biosci. Biotechnol. Biochem. pmid:11272845