(e,e,e,e)-squalene

(e,e,e,e)-squalene is a lipid of Fatty Acyls (FA) class. (e,e,e,e)-squalene is associated with abnormalities such as Hypercholesterolemia and Cataract. The involved functions are known as Process, metaplastic cell transformation, Protein Overexpression, Anabolism and Biosynthetic Pathways. (e,e,e,e)-squalene often locates in Membrane, Protoplasm, Plasma membrane, Tissue membrane and Back. The associated genes with (e,e,e,e)-squalene are Genome, IMPACT gene, GAPDH gene, GTF2I gene and Chromatin. The related lipids are Membrane Lipids, cycloartenol, Sterols, Fatty Acids and Nonesterified Fatty Acids.

Cross Reference

Introduction

To understand associated biological information of (e,e,e,e)-squalene, 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 (e,e,e,e)-squalene?

(e,e,e,e)-squalene is suspected in Hypercholesterolemia, Cataract and other diseases in descending order of the highest number of associated sentences.

Related references are mostly published in these journals:

Disease Cross reference Weighted score Related literature
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Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with (e,e,e,e)-squalene

MeSH term MeSH ID Detail
Cholestasis D002779 23 associated lipids
Lymphoma, B-Cell D016393 24 associated lipids
Arthritis, Experimental D001169 24 associated lipids
Niemann-Pick Diseases D009542 25 associated lipids
Brain Diseases D001927 27 associated lipids
Vitamin E Deficiency D014811 29 associated lipids
Micronuclei, Chromosome-Defective D048629 33 associated lipids
Peripheral Nervous System Diseases D010523 33 associated lipids
Thyroid Neoplasms D013964 33 associated lipids
Acne Vulgaris D000152 35 associated lipids
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PubChem Associated disorders and diseases

What pathways are associated with (e,e,e,e)-squalene

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 (e,e,e,e)-squalene?

Related references are published most in these journals:

Location Cross reference Weighted score Related literatures
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What functions are associated with (e,e,e,e)-squalene?


Related references are published most in these journals:

Function Cross reference Weighted score Related literatures

What lipids are associated with (e,e,e,e)-squalene?

Related references are published most in these journals:

Lipid concept Cross reference Weighted score Related literatures
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What genes are associated with (e,e,e,e)-squalene?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with (e,e,e,e)-squalene?

There are no associated biomedical information in the current reference collection.

NCBI Entrez Crosslinks

All references with (e,e,e,e)-squalene

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Per page 10 20 50 100 | Total 1766
Authors Title Published Journal PubMed Link
Richter E and Schäfer SG The effect of squalane on the absorption of dietary cholesterol by the rat. 1982 Res Exp Med (Berl) pmid:7100640
Naziri E and Tsimidou MZ Formulated squalene for food related applications. 2013 Recent Pat Food Nutr Agric pmid:23270393
Zambonin CG et al. Laser desorption/ionization time-of-flight mass spectrometry of squalene in oil samples. 2006 Rapid Commun. Mass Spectrom. pmid:16345138
Camin F et al. Stable isotope ratios of carbon and hydrogen to distinguish olive oil from shark squalene-squalane. 2010 Rapid Commun. Mass Spectrom. pmid:20499327
Palamarchuk VI et al. [Radiation-induced changes in the content of squalene, lathosterol and cholesterol in rat blood proteins]. 1991 May-Jun Radiobiologiia pmid:1887013
Palamarchuk VI [Characteristics of the radiation-induced changes in the content of sterols and squalene in the lymphoid system tissues and erythrocyte membranes of rats]. 1990 May-Jun Radiobiologiia pmid:2371389
Novoselova EG and KolomiÄ­tseva IK [Early radiation impairments of the metabolism of cholesterol, squalene and ubiquinone in rat liver]. 1976 Jul-Aug Radiobiologiia pmid:996254
Limberti A et al. [Squalene-cholesterol ratio in the amniotic fluid and gestational age: changes in the threshold in relation to the preparation of the sample]. 1986 Quad Sclavo Diagn pmid:3786665
Grimes DS et al. Sunlight, cholesterol and coronary heart disease. 1996 QJM pmid:8935479
Szostak WB and Szostak-Wegierek D [Health properties of shark oil]. 2006 Prz. Lek. pmid:17083160
Buddhan S et al. Protective effect of dietary squalene supplementation on mitochondrial function in liver of aged rats. 2007 Prostaglandins Leukot. Essent. Fatty Acids pmid:17574827
Mercer EI Inhibitors of sterol biosynthesis and their applications. 1993 Prog. Lipid Res. pmid:8309949
Haines TH Do sterols reduce proton and sodium leaks through lipid bilayers? 2001 Prog. Lipid Res. pmid:11412894
SHORB MS et al. EFFECT OF TRIPARANOL ON SYNTHESIS OF SQUALENE AND TETRAHYMANOL BY TETRAHYMENA PYRIFORMIS. 1965 Proc. Soc. Exp. Biol. Med. pmid:14277681
ALEXANDER GJ and ALEXANDER RB INHIBITION OF CHOLESTEROL SYNTHESIS IN VIVO BY A CONVULSANT, METRAZOL. 1964 Proc. Soc. Exp. Biol. Med. pmid:14117448
BURGESS TL and WILSON JD Studies on hormonal regulation of squalene synthesis in preputial gland and skin of the rat. 1963 Proc. Soc. Exp. Biol. Med. pmid:14016990
GAYLOR JL Anaerobic conversion of acetate to squalene by rat skin. 1961 Proc. Soc. Exp. Biol. Med. pmid:13704081
Fiser RH et al. Effects of acute infection on cholesterogenesis in the rhesus monkey. 1971 Proc. Soc. Exp. Biol. Med. pmid:4399094
PATTERSON JF Biosynthesis of squalene by rat preputial gland. 1960 Proc. Soc. Exp. Biol. Med. pmid:13733368
Bazzano G and Bazzano GS Hypocholesterolemic effect of -ketoglutarate in the Mongolian gerbil. 1972 Proc. Soc. Exp. Biol. Med. pmid:5033114
Beck FW and Whitehouse MW I. Drug sensitivity of rat adjuvant arthritis, induced with "adjuvants" containing no mineral oil components. 1974 Proc. Soc. Exp. Biol. Med. pmid:4841187
FLESCH P Hair loss from squalene. 1951 Proc. Soc. Exp. Biol. Med. pmid:14844354
Theiner M and Friedman L Characterization of rat tissues by gas-liquid chromatography with the electron capture detector. 1969 Proc. Soc. Exp. Biol. Med. pmid:4183040
Aaronson S Inhibition of yeast multiplication by hypocholesteremic compounds and its annulment by lipids. 1971 Proc. Soc. Exp. Biol. Med. pmid:5540639
Popják G et al. Effects of 2,3-iminosqualene on cultured cells. 1987 Proc. R. Soc. Lond., B, Biol. Sci. pmid:2894034
Cornforth JW et al. Studies on the biosynthesis of cholesterol. XVII. The asymmetric synthesis of a symmetrical molecule. 1966 Proc. R. Soc. Lond., B, Biol. Sci. pmid:4379289
Cornforth JW et al. Studies on the biosynthesis of cholesterol XIX. Steric course of hydrogen eliminations and of C-C bond formations in squalene biosynthesis. 1966 Proc. R. Soc. Lond., B, Biol. Sci. pmid:4379291
Cornforth J Symmetry of squalene epoxidation in vivo. 1977 Proc. R. Soc. Lond., B, Biol. Sci. pmid:22855
Ellebedy AH et al. Inflammasome-independent role of the apoptosis-associated speck-like protein containing CARD (ASC) in the adjuvant effect of MF59. 2011 Proc. Natl. Acad. Sci. U.S.A. pmid:21270336
Liu GC et al. Measurement of cholesterol synthesis in man by isotope kinetics of squalene. 1975 Proc. Natl. Acad. Sci. U.S.A. pmid:1060141
Ritter MC and Dempsey ME Squalene and sterol carrier protein: structural properties, lipid-binding, and function in cholesterol biosynthesis. 1973 Proc. Natl. Acad. Sci. U.S.A. pmid:4509660
Maksimenko A et al. A unique squalenoylated and nonpegylated doxorubicin nanomedicine with systemic long-circulating properties and anticancer activity. 2014 Proc. Natl. Acad. Sci. U.S.A. pmid:24385587
Galli G et al. Adjuvanted H5N1 vaccine induces early CD4+ T cell response that predicts long-term persistence of protective antibody levels. 2009 Proc. Natl. Acad. Sci. U.S.A. pmid:19237568
Vono M et al. The adjuvant MF59 induces ATP release from muscle that potentiates response to vaccination. 2013 Proc. Natl. Acad. Sci. U.S.A. pmid:24324152
Galli G et al. Fast rise of broadly cross-reactive antibodies after boosting long-lived human memory B cells primed by an MF59 adjuvanted prepandemic vaccine. 2009 Proc. Natl. Acad. Sci. U.S.A. pmid:19416838
Werthemann L and Johnson WS Application of the chloro ketal Claisen reaction to the total synthesis of squalene. 1970 Proc. Natl. Acad. Sci. U.S.A. pmid:5274470
Werthemann L and Johnson WS Application of the chloro ketal claisen reaction to the total synthesis of squalene. Experimental details. 1970 Proc. Natl. Acad. Sci. U.S.A. pmid:5275377
Mosca F et al. Molecular and cellular signatures of human vaccine adjuvants. 2008 Proc. Natl. Acad. Sci. U.S.A. pmid:18650390
Fisher JE et al. Alendronate mechanism of action: geranylgeraniol, an intermediate in the mevalonate pathway, prevents inhibition of osteoclast formation, bone resorption, and kinase activation in vitro. 1999 Proc. Natl. Acad. Sci. U.S.A. pmid:9874784
Giron MD et al. Mevalonate-mediated suppression of 3-hydroxy-3-methylglutaryl coenzyme A reductase function in alpha-toxin-perforated cells. 1994 Proc. Natl. Acad. Sci. U.S.A. pmid:8022795
Stone KJ and Strominger JL Inhibition of sterol biosynthesis by bacitracin. 1972 Proc. Natl. Acad. Sci. U.S.A. pmid:4338587
Niehaus TD et al. Identification of unique mechanisms for triterpene biosynthesis in Botryococcus braunii. 2011 Proc. Natl. Acad. Sci. U.S.A. pmid:21746901
Yamamoto S et al. Some properties of the microsomal 2,3-oxidosqualene sterol cyclase. 1969 Proc. Natl. Acad. Sci. U.S.A. pmid:5257956
Shibata N et al. Supernatant protein factor, which stimulates the conversion of squalene to lanosterol, is a cytosolic squalene transfer protein and enhances cholesterol biosynthesis. 2001 Proc. Natl. Acad. Sci. U.S.A. pmid:11226224
Lin FY et al. Mechanism of action and inhibition of dehydrosqualene synthase. 2010 Proc. Natl. Acad. Sci. U.S.A. pmid:21098670
Chang TY et al. Isolation and partial characterization of a cholesterol-requiring mutant of Chinese hamster ovary cells. 1977 Proc. Natl. Acad. Sci. U.S.A. pmid:265577
McNamara DJ et al. Measurement of daily cholesterol synthesis rates in man by assay of the fractional conversion of mevalonic acid to cholesterol. 1977 Proc. Natl. Acad. Sci. U.S.A. pmid:268653
Seubert A et al. Adjuvanticity of the oil-in-water emulsion MF59 is independent of Nlrp3 inflammasome but requires the adaptor protein MyD88. 2011 Proc. Natl. Acad. Sci. U.S.A. pmid:21690334
Babiychuk E et al. Allelic mutant series reveal distinct functions for Arabidopsis cycloartenol synthase 1 in cell viability and plastid biogenesis. 2008 Proc. Natl. Acad. Sci. U.S.A. pmid:18287026
Volkov GL et al. [In vitro biosynthesis of cholesterol and its precursors in the osseous tissue of rats]. 1976 Mar-Apr Prikl. Biokhim. Mikrobiol. pmid:1005362
Anisimov MM et al. [Effect of triterpene glycosides on the biosynthesis of sterols and fatty acids by the yeast Saccharomyces carlsbergensis]. 1978 Jul-Aug Prikl. Biokhim. Mikrobiol. pmid:724665
Influenza vaccine with squalene adjuvant: new preparation. No better than available products. 2004 Prescrire Int pmid:15599987
Sliwowski J [Mechanisms of squalene cyclization to tetra- and pentacyclic triterpenes (author's transl)]. 1974 Postepy Biochem. pmid:4849151
Wojciechowski ZA [Protein activators of the biosynthesis and metabolism of cholesterol]. 1986 Postepy Biochem. pmid:3550764
JACHYMCZYK W [Biosynthesis of triterpenoid compounds]. 1963 Postepy Biochem. pmid:13957182
Henryk T et al. [The effect of alcoxyglycerols, squalene and n-3 fatty acid on some innate immunity parameters in healthy people]. 2005 Pol. Merkur. Lekarski pmid:15997638
Lewkowicz N et al. [Biological action and clinical application of shark liver oil]. 2006 Pol. Merkur. Lekarski pmid:16875171
Goff PH et al. Adjuvants and immunization strategies to induce influenza virus hemagglutinin stalk antibodies. 2013 PLoS ONE pmid:24223176
Banzhoff A et al. MF59-adjuvanted H5N1 vaccine induces immunologic memory and heterotypic antibody responses in non-elderly and elderly adults. 2009 PLoS ONE pmid:19197383
Surls J et al. Increased membrane cholesterol in lymphocytes diverts T-cells toward an inflammatory response. 2012 PLoS ONE pmid:22723880
Leszczynska A et al. Investigating the effects of statins on cellular lipid metabolism using a yeast expression system. 2009 PLoS ONE pmid:20041128
Lai RP et al. Mixed adjuvant formulations reveal a new combination that elicit antibody response comparable to Freund's adjuvants. 2012 PLoS ONE pmid:22509385
Marinaro M et al. A caprine herpesvirus 1 vaccine adjuvanted with MF59â„¢ protects against vaginal infection and interferes with the establishment of latency in goats. 2012 PLoS ONE pmid:22511971
Oliaro-Bosso S et al. Characterization of the channel constriction allowing the access of the substrate to the active site of yeast oxidosqualene cyclase. 2011 PLoS ONE pmid:21811565
Meyer K et al. A weak neutralizing antibody response to hepatitis C virus envelope glycoprotein enhances virus infection. 2011 PLoS ONE pmid:21887300
Gefenaite G et al. Effectiveness of A(H1N1)pdm09 influenza vaccine in adults recommended for annual influenza vaccination. 2013 PLoS ONE pmid:23840413
Wijnans L et al. Effectiveness of MF59â„¢ adjuvanted influenza A(H1N1)pdm09 vaccine in risk groups in the Netherlands. 2013 PLoS ONE pmid:23646191
Bischoff AL et al. Altered response to A(H1N1)pnd09 vaccination in pregnant women: a single blinded randomized controlled trial. 2013 PLoS ONE pmid:23637733
Puleston R et al. Multi-centre observational study of transplacental transmission of influenza antibodies following vaccination with AS03(A)-adjuvanted H1N1 2009 vaccine. 2013 PLoS ONE pmid:23372640
Takami T et al. A genetic and pharmacological analysis of isoprenoid pathway by LC-MS/MS in fission yeast. 2012 PLoS ONE pmid:23145048
Uchida H et al. Cloning and characterization of a squalene synthase gene from a petroleum plant, Euphorbia tirucalli L. 2009 Planta pmid:19283408
Wu S et al. Engineering triterpene metabolism in tobacco. 2012 Planta pmid:22729821
Nguyen HT et al. Molecular characterization of Glycine max squalene synthase genes in seed phytosterol biosynthesis. 2013 Plant Physiol. Biochem. pmid:24036394
Wentzinger LF et al. Inhibition of squalene synthase and squalene epoxidase in tobacco cells triggers an up-regulation of 3-hydroxy-3-methylglutaryl coenzyme a reductase. 2002 Plant Physiol. pmid:12226513
Suzuki M et al. Loss of function of 3-hydroxy-3-methylglutaryl coenzyme A reductase 1 (HMG1) in Arabidopsis leads to dwarfing, early senescence and male sterility, and reduced sterol levels. 2004 Plant J. pmid:14871314
Caligiani A et al. Characterization of a potential nutraceutical ingredient: pomegranate (Punica granatum L.) seed oil unsaponifiable fraction. 2010 Plant Foods Hum Nutr pmid:20607413
Ryan E et al. Phytosterol, squalene, tocopherol content and fatty acid profile of selected seeds, grains, and legumes. 2007 Plant Foods Hum Nutr pmid:17594521
Flores-Sánchez IJ et al. Biosynthesis of sterols and triterpenes in cell suspension cultures of Uncaria tomentosa. 2002 Plant Cell Physiol. pmid:12514247
Suzuki M et al. Lanosterol synthase in dicotyledonous plants. 2006 Plant Cell Physiol. pmid:16531458
Achitouv E et al. C31-C34 methylated squalenes from a Bolivian strain of Botryococcus braunii. 2004 Phytochemistry pmid:15541746
Fernández-Martín R et al. ent-Kaurene and squalene synthesis in Fusarium fujikuroi cell-free extracts. 2000 Phytochemistry pmid:10975508
Metzger P et al. Braunicetals: acetals from condensation of macrocyclic aldehydes and terpene diols in Botryococcus braunii. 2008 Phytochemistry pmid:18639308
Xu R et al. On the origins of triterpenoid skeletal diversity. 2004 Phytochemistry pmid:14751299
Metzger P et al. Botryolins A and B, two tetramethylsqualene triethers from the green microalga Botryococcus braunii. 2002 Phytochemistry pmid:11937163
Quang DN et al. Concentriols B, C and D, three squalene-type triterpenoids from the ascomycete Daldinia concentrica. 2002 Phytochemistry pmid:12359521
Catalán CA et al. A linear sesterterpene, two squalene derivatives and two peptide derivatives from Croton hieronymi. 2003 Phytochemistry pmid:12943786
Wilson KR et al. The statistical evolution of multiple generations of oxidation products in the photochemical aging of chemically reduced organic aerosol. 2012 Phys Chem Chem Phys pmid:22158973
King KL et al. Inelastic scattering of OH radicals from organic liquids: isolating the thermal desorption channel. 2013 Phys Chem Chem Phys pmid:23807737
Packwood DM and Phillips LF A stochastic, local mode study of neon-liquid surface collision dynamics. 2011 Phys Chem Chem Phys pmid:21042647
Binks BP et al. How membrane permeation is affected by donor delivery solvent. 2012 Phys Chem Chem Phys pmid:23073464
Liu CL et al. The direct observation of secondary radical chain chemistry in the heterogeneous reaction of chlorine atoms with submicron squalane droplets. 2011 Phys Chem Chem Phys pmid:21455529
Matsuo I et al. Possible involvement of oxidation of lipids in inducing griseofulvin photosensitivity. 1990 Photodermatol Photoimmunol Photomed pmid:2091745
Picardo M et al. Squalene peroxides may contribute to ultraviolet light-induced immunological effects. 1991 Photodermatol Photoimmunol Photomed pmid:1804289
Kawada A et al. In vitro phototoxicity of new quinolones: production of active oxygen species and photosensitized lipid peroxidation. 1999 Photodermatol Photoimmunol Photomed pmid:10599972
Fujita H and Matsuo I In vitro phototoxic activities of new quinolone antibacterial agents: lipid peroxidative potentials. 1994 Photodermatol Photoimmunol Photomed pmid:7880759
Fujita H and Matsuo I Type I lipid photo-oxidation by the nonsteroidal anti-inflammatory drug suprofen: a possible key to its photosensitivity. 1992-1993 Oct Photodermatol Photoimmunol Photomed pmid:1342189
Dennis KJ and Shibamoto T Production of malonaldehyde from squalene, a major skin surface lipid, during UV-irradiation. 1989 Photochem. Photobiol. pmid:2756005
Sabeena Farvin KH et al. Effect of squalene on tissue defense system in isoproterenol-induced myocardial infarction in rats. 2004 Pharmacol. Res. pmid:15225664
Morin RJ and Srikantaiah MV Inhibition of rat liver sterol formation by isoprenoid and conjugated ene compounds. 1982 Pharmacol Res Commun pmid:7156175
Baudner BC et al. MF59 emulsion is an effective delivery system for a synthetic TLR4 agonist (E6020). 2009 Pharm. Res. pmid:19255727