(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
Loading... please refresh the page if content is not showing up.

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
Body Weight D001835 333 associated lipids
Lung Neoplasms D008175 171 associated lipids
Adenocarcinoma D000230 166 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Edema D004487 152 associated lipids
Hemolysis D006461 131 associated lipids
Cell Transformation, Neoplastic D002471 126 associated lipids
Inflammation D007249 119 associated lipids
Weight Gain D015430 101 associated lipids
Hypercholesterolemia D006937 91 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
Loading... please refresh the page if content is not showing up.

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
Loading... please refresh the page if content is not showing up.

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

Download all related citations
Per page 10 20 50 100 | Total 1766
Authors Title Published Journal PubMed Link
Matsuo I et al. Mechanism of skin surface lipid peroxidation. 1983 Curr. Probl. Dermatol. pmid:6197240
Brown AJ et al. Cholesterol precursors: more than mere markers of biosynthesis. 2014 Curr. Opin. Lipidol. pmid:24378747
Fitzky BU et al. Molecular genetics of the Smith-Lemli-Opitz syndrome and postsqualene sterol metabolism. 1999 Curr. Opin. Lipidol. pmid:10327280
Lambrecht BN et al. Mechanism of action of clinically approved adjuvants. 2009 Curr. Opin. Immunol. pmid:19246182
Kostyuk VA et al. Modulation of human keratinocyte responses to solar UV by plant polyphenols as a basis for chemoprevention of non-melanoma skin cancers. 2013 Curr. Med. Chem. pmid:23210792
Albers-Jackson B et al. Incorporation of 14C acetate into the sterols of rabbit lens in organ culture. 1982-1983 Curr. Eye Res. pmid:7184713
Bhilwade HN et al. Squalene as novel food factor. 2010 Curr Pharm Biotechnol pmid:20874681
Cattel L and Ceruti M Inhibitors of 2,3-oxidosqualene cyclase as tools for studying the mechanism and function of the enzyme. 1998 Crit. Rev. Biochem. Mol. Biol. pmid:9827705
Visioli F and Galli C Biological properties of olive oil phytochemicals. 2002 Crit Rev Food Sci Nutr pmid:12058980
Vishnubhatla S et al. Contact lenses and the rate of evaporation measured in vitro; the influence of wear, squalene and wax. 2012 Cont Lens Anterior Eye pmid:22906863
Teshima S and Kanazawa A Biosynthesis of sterols in abalone, Haliotis gurneri, and mussel, Mytilus edulis. 1974 Comp. Biochem. Physiol., B pmid:4452229
Frayha GJ Synthesis of certain cholesterol precursors by hydatid protoscoleces of Echinococcus granulosus and cysticerci of Taenia hydatigena. 1974 Comp. Biochem. Physiol., B pmid:4416028
Silva CJ et al. Biosynthetic studies of marine lipids. 35. The demonstration of de novo sterol biosynthesis in sponges using radiolabeled isoprenoid precursors. 1991 Comp. Biochem. Physiol., B pmid:1790671
Teshima SI and Kanazawa A Biosynthesis of sterols in a starfish, Laiaster leachii. 1975 Comp. Biochem. Physiol., B pmid:1183195
Voogt PA et al. What about squalene in the earthworm Lumbricus terrestris? 1975 Comp. Biochem. Physiol., B pmid:1122731
Phleger CF et al. Pressure effect on squalene-2,3-oxide cyclization in fish. 1973 Comp. Biochem. Physiol., B pmid:4719990
Anderson DG Gorgosterol biosynthesis: localization of squalene formation in the zooxanthellar component of various gorgonians. 1985 Comp. Biochem. Physiol., B pmid:2861942
Edkins E and Hansen IA Wax esters secreted by the uropygial glands of some Australian waterfowl, including the magpie goose. 1972 Comp. Biochem. Physiol., B pmid:5075378
Wells JW Steroids in the pineal gland of the domestic fowl (Gallus domesticus): cholesterol and its biosynthesis. 1971 Comp. Biochem. Physiol., B pmid:5133342
Silva CJ and Djerassi C Biosynthetic studies of marine lipids 36. The origin of common sterol side chains in eleven sponges using [3-3H]-squalene. 1992 Jan-Feb Comp. Biochem. Physiol., B pmid:1499273
Phleger CF et al. Membrane biosynthesis in swimbladders of deep sea fishes Coryphaenoides acrolepis and Antimora rostrata. 1977 Comp. Biochem. Physiol., B pmid:830467
Arce V et al. The in vivo incorporation of acetate into different non-saponifiable lipids by neonatal chick tissues. 1984 Comp. Biochem. Physiol., B pmid:6478791
Frayha GJ A study of the synthesis and absorption of cholesterol in hydatid cysts (Echinococcus granulosus). 1968 Comp. Biochem. Physiol. pmid:5710286
VAN DEN OORD A THE ABSENCE OF CHOLESTEROL SYNTHESIS IN THE CRAB, CANCER PAGURUS L. 1964 Comp. Biochem. Physiol. pmid:14246359
Blondin GA et al. The biosynthesis of squalene and sterols in fish. 1966 Comp. Biochem. Physiol. pmid:4380202
Frayha GJ and Fairbairn D Lipid metabolism in helminth parasites--VI. Synthesis of 2-cis,6-trans farnesol by Hymenolepis diminuta (Cestoda). 1969 Comp. Biochem. Physiol. pmid:4306773
Lewis DJ et al. Rapid and frequent induction of protective immunity exceeding UK recommendations for healthcare settings by MF59-adjuvated hepatitis B vaccine. 2003 Commun Dis Public Health pmid:15067859
Fox CB et al. Monitoring the effects of component structure and source on formulation stability and adjuvant activity of oil-in-water emulsions. 2008 Colloids Surf B Biointerfaces pmid:18440205
Berglund J et al. Safety, immunogenicity, and antibody persistence following an investigational Streptococcus pneumoniae and Haemophilus influenzae triple-protein vaccine in a phase 1 randomized controlled study in healthy adults. 2014 Clin. Vaccine Immunol. pmid:24173029
Fragapane E et al. A heterologous MF59-adjuvanted H5N1 prepandemic influenza booster vaccine induces a robust, cross-reactive immune response in adults and the elderly. 2010 Clin. Vaccine Immunol. pmid:20810680
Del Giudice G et al. Vaccines with the MF59 adjuvant do not stimulate antibody responses against squalene. 2006 Clin. Vaccine Immunol. pmid:16960112
Cheong HJ et al. Immunogenicity and safety of the influenza A/H1N1 2009 inactivated split-virus vaccine in young and older adults: MF59-adjuvanted vaccine versus nonadjuvanted vaccine. 2011 Clin. Vaccine Immunol. pmid:21715575
Viganò A et al. Long-term immunogenicity after one and two doses of a monovalent MF59-adjuvanted A/H1N1 Influenza virus vaccine coadministered with the seasonal 2009-2010 nonadjuvanted Influenza virus vaccine in HIV-infected children, adolescents, and young adults in a randomized controlled trial. 2011 Clin. Vaccine Immunol. pmid:21795458
Song JY et al. Comparison of the long-term immunogenicity of two pandemic influenza A/H1N1 2009 vaccines, the MF59-adjuvanted and unadjuvanted vaccines, in adults. 2012 Clin. Vaccine Immunol. pmid:22379067
Huijskens E et al. Immunogenicity, boostability, and sustainability of the immune response after vaccination against Influenza A virus (H1N1) 2009 in a healthy population. 2011 Clin. Vaccine Immunol. pmid:21795459
Fox CB et al. Effects on immunogenicity by formulations of emulsion-based adjuvants for malaria vaccines. 2012 Clin. Vaccine Immunol. pmid:22896687
Durando P et al. Safety and immunogenicity of two influenza virus subunit vaccines, with or without MF59 adjuvant, administered to human immunodeficiency virus type 1-seropositive and -seronegative adults. 2008 Clin. Vaccine Immunol. pmid:18003811
Bihari I et al. Assessment of antigen-specific and cross-reactive antibody responses to an MF59-adjuvanted A/H5N1 prepandemic influenza vaccine in adult and elderly subjects. 2012 Clin. Vaccine Immunol. pmid:23081815
Lopez P et al. Combined administration of MF59-adjuvanted A/H5N1 prepandemic and seasonal influenza vaccines: long-term antibody persistence and robust booster responses 1 year after a one-dose priming schedule. 2013 Clin. Vaccine Immunol. pmid:23536690
Rajaratnam RA et al. Impaired postprandial clearance of squalene and apolipoprotein B-48 in post-menopausal women with coronary artery disease. 1999 Clin. Sci. pmid:10409473
Kudchodkar BJ et al. Mechanisms of hypolipidemic action of nicotinic acid. 1978 Clin. Pharmacol. Ther. pmid:688728
O'Hagan DT et al. MF59 is a safe and potent vaccine adjuvant for flu vaccines in humans: what did we learn during its development? 2007 Clin. Pharmacol. Ther. pmid:17971820
Kawakami T et al. Evaluation of heterotopic bone formation induced by squalane and bone morphogenetic protein composite. 1997 Clin. Orthop. Relat. Res. pmid:9137198
Hoschler K et al. Administration of AS03B-adjuvanted A(H1N1)pdm09 vaccine in children aged <3 years enhances antibody response to H3 and B viruses following a single dose of trivalent vaccine one year later. 2014 Clin. Infect. Dis. pmid:24149079
Manuel O et al. Humoral response to the influenza A H1N1/09 monovalent AS03-adjuvanted vaccine in immunocompromised patients. 2011 Clin. Infect. Dis. pmid:21288852
Atmar RL et al. Safety and immunogenicity of nonadjuvanted and MF59-adjuvanted influenza A/H9N2 vaccine preparations. 2006 Clin. Infect. Dis. pmid:17029131
Cunningham CK et al. Safety of 2 recombinant human immunodeficiency virus type 1 (HIV-1) envelope vaccines in neonates born to HIV-1-infected women. 2001 Clin. Infect. Dis. pmid:11229849
Bate J et al. Immunogenicity of pandemic (H1N1) 2009 vaccine in children with cancer in the United Kingdom. 2010 Clin. Infect. Dis. pmid:21067352
Son J et al. Immunogenicity of low-dose MF59-adjuvanted 2009 influenza A/H1N1 vaccine in dialysis patients. 2013 Clin. Exp. Nephrol. pmid:22990301
Milanetti F et al. Safety and immunogenicity of co-administered MF59-adjuvanted 2009 pandemic and plain 2009-10 seasonal influenza vaccines in rheumatoid arthritis patients on biologicals. 2014 Clin. Exp. Immunol. pmid:24666311
Holm BC et al. Adjuvant oil induces waves of arthritogenic lymph node cells prior to arthritis onset. 2004 Clin. Exp. Immunol. pmid:15196244
Holm BC et al. The arthritogenic adjuvant squalene does not accumulate in joints, but gives rise to pathogenic cells in both draining and non-draining lymph nodes. 2002 Clin. Exp. Immunol. pmid:11966758
Cho S et al. High-dose squalene ingestion increases type I procollagen and decreases ultraviolet-induced DNA damage in human skin in vivo but is associated with transient adverse effects. 2009 Clin. Exp. Dermatol. pmid:19522983
Wysocki SJ et al. Simultaneous assessment of fetal lung maturity and sebaceous gland function by gas chromatography. 1984 Clin. Chim. Acta pmid:6705230
Yamanishi Y et al. Serum squalene levels in hepatobiliary diseases. 1978 Clin. Chim. Acta pmid:679482
Hallikainen M et al. Postprandial behavior of plasma squalene and non-cholesterol sterols in men with varying cholesterol absorption. 2006 Clin. Chim. Acta pmid:16814761
Senthilkumar S et al. Effect of squalene on cyclophosphamide-induced toxicity. 2006 Clin. Chim. Acta pmid:16150433
Simonen P et al. Acute effects of weight reduction on cholesterol metabolism in obese type 2 diabetes. 2002 Clin. Chim. Acta pmid:11750274
Ketomäki A et al. Removal of intravenous Intralipid in patients with familial hypercholesterolemia during inhibition of cholesterol absorption and synthesis. 2004 Clin. Chim. Acta pmid:15149875
Hirayama C et al. Serum cholesterol and squalene in hepatocellular carcinoma. 1979 Clin. Chim. Acta pmid:216506
Nikkilä K et al. Liver transplantation modifies serum cholestanol, cholesterol precursor and plant sterol levels. 1992 Clin. Chim. Acta pmid:1499139
Messeri G et al. Amniotic fluid squalene and gestational age. 1982 Clin. Chem. pmid:7094305
Beran J et al. A phase III, randomized, open-label study to assess the tolerability and immunogenicity of an H5N1 influenza vaccine administered to healthy adults with a 1-, 2-, 3-, or 6-week interval between first and second doses. 2010 Clin Ther pmid:21316535
Nestel PJ and Kudchodkar B Plasma squalene as an index of cholesterol synthesis. 1975 Clin Sci Mol Med pmid:1204294
Broeders NE et al. Influenza A/H1N1 vaccine in patients treated by kidney transplant or dialysis: a cohort study. 2011 Clin J Am Soc Nephrol pmid:21921153
Morimoto Y et al. Asymmetric total synthesis of highly symmetric squalene-derived cytotoxic polyethers. 2002 Chirality pmid:12112332
Asnis DS et al. Shark oil pneumonia. An overlooked entity. 1993 Chest pmid:8449116
Mouzdahir A et al. Aerobic and anaerobic abiotic oxidation of squalene in the presence of hydroperoxides. 2001 Chemosphere pmid:11482668
Hoshino T et al. Lanosterol biosynthesis: the critical role of the methyl-29 group of 2,3-oxidosqualene for the correct folding of this substrate and for the construction of the five-membered D ring. 2012 Chemistry pmid:22933236
Ito R et al. Effect of cation-π interactions and steric bulk on the catalytic action of oxidosqualene cyclase: a case study of Phe728 of β-amyrin synthase from Euphorbia tirucalli L. 2013 Chemistry pmid:24203491
López P and Martín J Potential chemosignals associated with male identity in the amphisbaenian Blanus cinereus. 2009 Chem. Senses pmid:19406874
Zhang JX et al. Sex- and gonad-affecting scent compounds and 3 male pheromones in the rat. 2008 Chem. Senses pmid:18515819
Radwan SS and Mangold HK Lipids in plant tissue cultures. V. Effect of environmental conditions on the lipids of Glycine soja and Brassica napus cultures. 1975 Chem. Phys. Lipids pmid:1168102
Stein RA and Mead JF Small hydrocarbons formed by the peroxidation of squalene. 1988 Chem. Phys. Lipids pmid:3342456
Pogliani L et al. An NMR and molecular mechanics study of squalene and squalene derivatives. 1994 Chem. Phys. Lipids pmid:8013054
Nurminen T et al. Neutral lipids in the cells and cell envelope fractions of aerobic baker's yeast and anaerobic brewer's yeast. 1975 Chem. Phys. Lipids pmid:1091369
Kishi M et al. Acid-catalyzed cyclization of squalene oxide. 1967 Chem. Pharm. Bull. pmid:5583148
Kawaki H The interaction of monosubstituted benzenes with the stationary liquid in gas liquid chromatography. 2004 Chem. Pharm. Bull. pmid:14758007
Giner JL et al. Detection of 1,2-hydride shifts in the formation of euph-7-ene by the squalene-tetrahymanol cyclase of Tetrahymena pyriformis. 2005 Chem. Commun. (Camb.) pmid:15959594
Senthilkumar S et al. Attenuation of cyclophosphamide induced toxicity by squalene in experimental rats. 2006 Chem. Biol. Interact. pmid:16554041
Richter E et al. Effects of dietary paraffin, squalane and sucrose polyester on residue disposition and elimination of hexachlorobenzene in rats. 1982 Chem. Biol. Interact. pmid:7083398
Dang T and Prestwich GD Site-directed mutagenesis of squalene-hopene cyclase: altered substrate specificity and product distribution. 2000 Chem. Biol. pmid:11048954
Poralla K Profound insights into squalene cyclization. 2004 Chem. Biol. pmid:15112988
Reinert DJ et al. Conversion of squalene to the pentacarbocyclic hopene. 2004 Chem. Biol. pmid:15113001
Pannkuk EL et al. Sebaceous lipid profiling of bat integumentary tissues: quantitative analysis of free Fatty acids, monoacylglycerides, squalene, and sterols. 2013 Chem. Biodivers. pmid:24327437
Wu TK et al. Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase: a chemistry-biology interdisciplinary study of the protein's structure-function-reaction mechanism relationships. 2008 Chem Rec pmid:18956480
Cmelik SH and Webster GD Squalene in vernix caseosa from African neonates. 1966 Cent Afr J Med pmid:5919884
Andersson HC Disorders of post-squalene cholesterol biosynthesis leading to human dysmorphogenesis. 2002 Cell. Mol. Biol. (Noisy-le-grand) pmid:11990452
Dupuis M et al. Dendritic cells internalize vaccine adjuvant after intramuscular injection. 1998 Cell. Immunol. pmid:9637761
Yoshino S and Yoshino J Recruitment of pathogenic T cells to synovial tissues of rats injected intraarticularly with nonspecific agents. 1994 Cell. Immunol. pmid:7522973
Gill S et al. Cholesterol-dependent degradation of squalene monooxygenase, a control point in cholesterol synthesis beyond HMG-CoA reductase. 2011 Cell Metab. pmid:21356516
Seiki S and Frishman WH Pharmacologic inhibition of squalene synthase and other downstream enzymes of the cholesterol synthesis pathway: a new therapeutic approach to treatment of hypercholesterolemia. 2009 Mar-Apr Cardiol Rev pmid:19367148
Rao CV et al. Chemopreventive effect of squalene on colon cancer. 1998 Carcinogenesis pmid:9498278
Sporn MB and Suh N Chemoprevention of cancer. 2000 Carcinogenesis pmid:10688873
Smith TJ et al. Inhibition of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced lung tumorigenesis by dietary olive oil and squalene. 1998 Carcinogenesis pmid:9600360
Schulz S et al. Mechanisms of cell growth inhibition and cell cycle arrest in human colonic adenocarcinoma cells by dehydroepiandrosterone: role of isoprenoid biosynthesis. 1992 Cancer Res. pmid:1531325
Ito M et al. Killing of tumor cells in vitro by macrophages from mice given injections of squalene-treated cell wall skeleton of Nocardia rubra. 1981 Cancer Res. pmid:7248952
Yarkoni E and Rapp HJ Tumor regression after intralesional injection of mycobacterial components emulsified in 2,6,10,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaene (squalene), 2,6,10,15,19,23-hexamethyltetracosane (squalane), peanut oil, or mineral oil. 1979 Cancer Res. pmid:427795
Ren Z and Gould MN Inhibition of ubiquinone and cholesterol synthesis by the monoterpene perillyl alcohol. 1994 Cancer Lett. pmid:8149348
Masihi KN et al. Modulation of natural killer cytotoxicity by muramyl dipeptide and trehalose dimycolate incorporated in squalane droplets. 1987 Cancer Immunol. Immunother. pmid:3815418