(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
Hemolysis D006461 131 associated lipids
Stomach Ulcer D013276 75 associated lipids
Otitis Media D010033 12 associated lipids
Adenocarcinoma D000230 166 associated lipids
Dermatitis, Occupational D009783 12 associated lipids
Pain D010146 64 associated lipids
Lupus Erythematosus, Systemic D008180 43 associated lipids
Lung Neoplasms D008175 171 associated lipids
Inflammation D007249 119 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Per page 10 20 50 100 | Total 84

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
Mercer EI Sterol biosynthesis inhibitors: their current status and modes of action. 1991 Lipids pmid:1779706
Johnson RC and Shah SN Hepatic cholesterol synthesis from mevalonate and squalwne in rats: effect of feeding cholesterol supplemented diet during weaning and following starvation. 1974 Lipids pmid:4444430
Strandberg TE et al. Effects of cholestyramine and squalene feeding on hepatic and serum plant sterols in the rat. 1989 Lipids pmid:2586228
McKean ML and Nes WR Delayed conversion of squalene to sterols during development of Pinus pinea seeds. 1977 Lipids pmid:853880
Oliaro-Bosso S et al. Analogs of squalene and oxidosqualene inhibit oxidosqualene cyclase of Trypanosoma cruzi expressed in Saccharomyces cerevisiae. 2005 Lipids pmid:16477810
Viola F et al. Rationally designed inhibitors as tools for comparing the mechanism of squalene-hopene cyclase with oxidosqualene cyclase. 2000 Lipids pmid:10783007
Cattel L et al. The squalene-2,3-epoxide cyclase as a model for the development of new drugs. 1986 Lipids pmid:3515096
Nes WR Role of sterols in membranes. 1974 Lipids pmid:4607429
Storm HM et al. Radioprotection of mice by dietary squalene. 1993 Lipids pmid:8355581
Milla P et al. 19-Azasqualene-2,3-epoxide and its N-oxide: metabolic fate and inhibitory effect on sterol biosynthesis in Saccharomyces cerevisiae. 1999 Lipids pmid:10478925
Brooks CJ et al. Lipids of human atheroma. VI. Hydrocarbons of the atheromatous plaque. 1970 Lipids pmid:5488810
Ceruti M et al. Vinyl sulfide derivatives of truncated oxidosqualene as selective inhibitors of oxidosqualene and squalene-hopene cyclases. 2001 Lipids pmid:11485168
Tilvis RS and Miettinen TA Dietary squalene increases tissue sterols and fecal bile acids in the rat. 1983 Lipids pmid:6835033
Ramsey RB et al. The biosynthesis of cholesterol and other sterols by brain tissue. II. A comparison of in vitro and in vivo methods. 1971 Lipids pmid:5559874
Porcellati G et al. Inhibition of cholesterol synthesis by beta-benzal butyric acid and derivatives. 1969 Lipids pmid:5785689
Ramsey RB et al. The biosynthesis of cholesterol and other sterols by brain tissue. I. Subcellular biosynthesis in vitro. 1971 Lipids pmid:5574907
Nakagawa K et al. gamma-Tocotrienol reduces squalene hydroperoxide-induced inflammatory responses in HaCaT keratinocytes. 2010 Lipids pmid:20714817
Lewis RW Effect of alimentation on human serum squalene levels. 1976 Lipids pmid:180373
Bell FP and Hubert EV Stimulation of hepatic squalene and triglyceride synthesis by dimethylsulfoxide, in vitro. 1982 Lipids pmid:7162368
Kushwaha SC and Kates M Lipid composition of Neurospora crassa. 1976 Lipids pmid:136584
Rocco F et al. Conjugated methyl sulfide and phenyl sulfide derivatives of oxidosqualene as inhibitors of oxidosqualene and squalene-hopene cyclases. 2003 Lipids pmid:12784859
Bell FP Inhibition of hepatic sterol and squalene biosynthesis in rats fed di-i-ethylhexyl phthalate. 1976 Lipids pmid:994746
Johnson RC and Shah SN Binding of squalene, lanosterol, desmosterol, and cholesterol to proteins in brain and liver 105,000 g supernatant fractions: evidence for specific binding sites. 1976 Lipids pmid:994754
Peyronel D et al. Fatty acid and squalene compositions of Mediterranean Centrophorus SPP egg and liver oils in relation to age. 1984 Lipids pmid:6503627
Iannitti T and Palmieri B An update on the therapeutic role of alkylglycerols. 2010 Mar Drugs pmid:20948908
Hernández-García I et al. [Adverse events after administration of A/H1N1 vaccine to patients]. 2011 Med Clin (Barc) pmid:20199781
Saadatzadeh MR et al. Production of the mycelial phase of Malassezia in vitro. 2001 Med. Mycol. pmid:11798054
De Luca C and Valacchi G Surface lipids as multifunctional mediators of skin responses to environmental stimuli. 2010 Mediators Inflamm. pmid:20981292
Cuzzopoli M et al. Effect of nephrectomy and cholesterol feeding on the metabolism of intravenously administered DL-mevalonate in the rat. 1972 Metab. Clin. Exp. pmid:4641957
Gylling H et al. Hypolipidemic effect and mechanism of ketoconazole without and with cholestyramine in familial hypercholesterolemia. 1991 Metab. Clin. Exp. pmid:1984567
Relas H et al. Effect of stanol ester on postabsorptive squalene and retinyl palmitate. 2000 Metab. Clin. Exp. pmid:10778871
Salvioli G et al. Relationships between squalene and cholesterol in bile: effect of ursodeoxycholic acid administration in patients with radiolucent gallstones. 1984 Metab. Clin. Exp. pmid:6738365
Nakano M et al. 3-(4'-methyl-1'-naphthyl)propionic acid, 1',4'-endoperoxide for dioxygenation of squalene and for bacterial killing. 2000 Meth. Enzymol. pmid:10907513
Maes D et al. Noninvasive techniques for measuring oxidation products on the surface of human skin. 2000 Meth. Enzymol. pmid:10907548
Nishino T and Katsuki H Formation of 12-cis-dehydrosqualene catalyzed by squalene synthetase. 1985 Meth. Enzymol. pmid:3894880
Allison AC Squalene and squalane emulsions as adjuvants. 1999 Methods pmid:10525443
Colombatti M and Dosio F Synthesis of monensin derivatives and their effect on the activity of ricin A-chain immunotoxins. 2001 Methods Mol. Biol. pmid:11217376
Huang MH et al. Enhancement of potent antibody and T-cell responses by a single-dose, novel nanoemulsion-formulated pandemic influenza vaccine. 2009 May-Jun Microbes Infect. pmid:19344782
Perzl M et al. Squalene-hopene cyclase from Bradyrhizobium japonicum: cloning, expression, sequence analysis and comparison to other triterpenoid cyclases. 1997 Microbiology (Reading, Engl.) pmid:9141686
Kerwin JL et al. Isoprenoid-mediated changes in the glycerophospholipid molecular species of the sterol auxotrophic fungus Lagenidium giganteum. 1995 Microbiology (Reading, Engl.) pmid:7704271
HADORN H and JUNGKUNZ R [Further studies on squalene. 4]. 1950 Mitt Lebensmittelunters Hyg pmid:14806249
O'Hagan DT et al. Recent advances in vaccine adjuvants: the development of MF59 emulsion and polymeric microparticles. 1997 Mol Med Today pmid:9060004
Granados-Principal S et al. Squalene ameliorates atherosclerotic lesions through the reduction of CD36 scavenger receptor expression in macrophages. 2012 Mol Nutr Food Res pmid:22648620
Vriet C et al. From squalene to brassinolide: the steroid metabolic and signaling pathways across the plant kingdom. 2013 Mol Plant pmid:23761349
Lamb DC et al. Lanosterol biosynthesis in the prokaryote Methylococcus capsulatus: insight into the evolution of sterol biosynthesis. 2007 Mol. Biol. Evol. pmid:17567593
Popják G and Agnew WS Squalene synthetase. 1979 Mol. Cell. Biochem. pmid:41173
García-Román N et al. Lovastatin induces apoptosis of spontaneously immortalized rat brain neuroblasts: involvement of nonsterol isoprenoid biosynthesis inhibition. 2001 Mol. Cell. Neurosci. pmid:11178870
Karst F and Lacroute F Ertosterol biosynthesis in Saccharomyces cerevisiae: mutants deficient in the early steps of the pathway. 1977 Mol. Gen. Genet. pmid:200835
Allison AC and Byars NE Immunological adjuvants: desirable properties and side-effects. 1991 Mol. Immunol. pmid:1850114
Reddy LH et al. Anticancer efficacy of squalenoyl gemcitabine nanomedicine on 60 human tumor cell panel and on experimental tumor. 2009 Sep-Oct Mol. Pharm. pmid:19634915
Shenoy SD et al. Induction of CYP3A by 2,3-oxidosqualene:lanosterol cyclase inhibitors is mediated by an endogenous squalene metabolite in primary cultured rat hepatocytes. 2004 Mol. Pharmacol. pmid:15102959
Huang ZR et al. Biological and pharmacological activities of squalene and related compounds: potential uses in cosmetic dermatology. 2009 Molecules pmid:19169201
Fox CB Squalene emulsions for parenteral vaccine and drug delivery. 2009 Molecules pmid:19783926
Lokvam J and Fine PV An oxidized squalene derivative from Protium subserratum Engl. (Engl.) growing in Peru. 2012 Molecules pmid:22706374
Piccialli V et al. Isolation of a bis-iodurated tetra-THF as a trace product from the oxidation of squalene with RuOâ‚„ and its double ring expansion to a novel bis-THF-bis-THP compound. 2011 Molecules pmid:21709619
Ačimovič J and Rozman D Steroidal triterpenes of cholesterol synthesis. 2013 Molecules pmid:23558541
Fan SR et al. Squalene inhibits sodium arsenite-induced sister chromatid exchanges and micronuclei in Chinese hamster ovary-K1 cells. 1996 Mutat. Res. pmid:8692222
Hamdan JS and Casali AK Effect of amphotericin B on the lipids of yeast cells of Sporothrix schenckii. 1996-1997 Mycopathologia pmid:9276941
Campagnac E et al. Fenpropimorph slows down the sterol pathway and the development of the arbuscular mycorrhizal fungus Glomus intraradices. 2009 Mycorrhiza pmid:19340463
Voyron S et al. Antifungal activity of bis-azasqualenes, inhibitors of oxidosqualene cyclase. 2010 Mycoses pmid:19549106
Airaudi D et al. In vitro susceptibility of fungi to acyclic inhibitors of 2,3-oxidosqualene cyclases. 1996 Jan-Feb Mycoses pmid:8786759
Airaudi D et al. Preliminary screening of some squalenoid derivatives for toxicity towards dermatophytes. 1995 Jul-Aug Mycoses pmid:8559196
Chen G et al. Optimization of nitrogen source for enhanced production of squalene from thraustochytrid Aurantiochytrium sp. 2010 N Biotechnol pmid:20412873
Stephenson I et al. Antigenically distinct MF59-adjuvanted vaccine to boost immunity to H5N1. 2008 N. Engl. J. Med. pmid:18843132
Pass RF et al. Vaccine prevention of maternal cytomegalovirus infection. 2009 N. Engl. J. Med. pmid:19297572
Clark TW et al. Trial of 2009 influenza A (H1N1) monovalent MF59-adjuvanted vaccine. 2009 N. Engl. J. Med. pmid:19745215
Vesikari T et al. Oil-in-water emulsion adjuvant with influenza vaccine in young children. 2011 N. Engl. J. Med. pmid:21995388
Ambrose CS and Belshe RB Influenza vaccine in young children. 2012 N. Engl. J. Med. pmid:22276839
Heikkinen T and Heinonen S Influenza vaccine in young children. 2012 N. Engl. J. Med. pmid:22276840
Sancho A et al. More on influenza vaccine in young children. 2012 N. Engl. J. Med. pmid:22738111
Miettinen TA et al. Serum squalene and methyl sterols. 1970 N. Engl. J. Med. pmid:5470273
Gallin JI et al. Increased serum levels of seualene in patients with acute influenza. 1970 N. Engl. J. Med. pmid:5442630
Villee CA Shark oil and medicine. 1970 N. Engl. J. Med. pmid:5462581
Finotti E et al. Synergistic effects of alpha-tocopherol, beta-sitosterol and squalene on antioxidant activity assayed by crocin bleaching method. 2000 Nahrung pmid:11075383
Couvreur P et al. Squalenoyl nanomedicines as potential therapeutics. 2006 Nano Lett. pmid:17090088
Réjiba S et al. Squalenoyl gemcitabine nanomedicine overcomes the low efficacy of gemcitabine therapy in pancreatic cancer. 2011 Nanomedicine pmid:21419876
Pili B et al. Liposomal squalenoyl-gemcitabine: formulation, characterization and anticancer activity evaluation. 2010 Nanoscale pmid:20820745
Zhang XH et al. Chemical composition of volatile oils from the pericarps of Indian sandalwood (Santalum album) by different extraction methods. 2012 Nat Prod Commun pmid:22428257
Harrison DM The biosynthesis of triterpenoids and steroids. 1985 Nat Prod Rep pmid:3913885
Abe I et al. Inhibitors of squalene biosynthesis and metabolism. 1994 Nat Prod Rep pmid:15200015
Connolly JD and Hill RA Triterpenoids. 2002 Nat Prod Rep pmid:12195814
Ali NA et al. Essential oil composition of leaves of Stachys yemenensis obtained by supercritical COâ‚‚. 2010 Nat. Prod. Res. pmid:21104527
Naughton C et al. Transcription forms and remodels supercoiling domains unfolding large-scale chromatin structures. 2013 Nat. Struct. Mol. Biol. pmid:23416946
Wadman M Race is on for flu vaccine. 2005 Nature pmid:16267526
Thoma R et al. Insight into steroid scaffold formation from the structure of human oxidosqualene cyclase. 2004 Nature pmid:15525992
Clark RP and Shirley SG Identification of skin in airborne particulate matter. 1973 Nature pmid:4585846
LUCY JA and DINGLE JT FAT-SOLUBLE VITAMINS AND BIOLOGICAL MEMBRANES. 1964 Nature pmid:14222261
WOOTTON JM and WRIGHT LD Biosynthesis of squalene by the annelid Lumbricus terrestris. 1960 Nature pmid:13786660
ALAM SQ et al. Detection and estimation of squalene in leaves. 1962 Nature pmid:13860005
Bird CW et al. Steroids and squalene in Methylococcus capsulatus grown on methane. 1971 Nature pmid:4929985
GOSSELIN L et al. Particulate enzyme system for the synthesis of squalene from 2-(14C)-mevalonic acid. 1962 Nature pmid:13900654
Phytochemistry: terpenoids for progress. 1970 Nature pmid:5437511
Lewis RW Distribution of dietary squalene in a wandering Albatross, diomedea exultans. 1969 Nature pmid:5358352
Boyd GS and Onajobi FD Control of cholesterol biosynthesis by a plasma apo-lipoprotein. 1969 Nature pmid:5789314
Brassell SC et al. Specific acyclic isoprenoids as biological markers of methanogenic bacteria in marine sediments. 1981 Nature pmid:7219553
HELLER JH et al. Squalene content of various shark livers. 1957 Nature pmid:13430738
Ackman RG et al. Unusual occurrence of squalene in a fish, the eulachon Thaleichthys pacificus. 1968 Nature pmid:5701840
Autrum H et al. [Squalene in the glandular secretion of mammals]. 1968 Naturwissenschaften pmid:5726004
Das B et al. Squalene selectively protects mouse bone marrow progenitors against cisplatin and carboplatin-induced cytotoxicity in vivo without protecting tumor growth. 2008 Neoplasia pmid:18813359
Esposito S et al. An open-label, randomized clinical trial assessing immunogenicity, safety and tolerability of pandemic influenza A/H1N1 MF59-adjuvanted vaccine administered sequentially or simultaneously with seasonal virosomal-adjuvanted influenza vaccine to paediatric kidney transplant recipients. 2011 Nephrol. Dial. Transplant. pmid:20974645