(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
Morimoto Y et al. Asymmetric total synthesis of highly symmetric squalene-derived cytotoxic polyethers. 2002 Chirality pmid:12112332
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
Nestel PJ and Kudchodkar B Plasma squalene as an index of cholesterol synthesis. 1975 Clin Sci Mol Med pmid:1204294
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
Messeri G et al. Amniotic fluid squalene and gestational age. 1982 Clin. Chem. pmid:7094305
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
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
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
Son J et al. Immunogenicity of low-dose MF59-adjuvanted 2009 influenza A/H1N1 vaccine in dialysis patients. 2013 Clin. Exp. Nephrol. pmid:22990301
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
Kawakami T et al. Evaluation of heterotopic bone formation induced by squalane and bone morphogenetic protein composite. 1997 Clin. Orthop. Relat. Res. pmid:9137198
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
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
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
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
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
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
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
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
Visioli F and Galli C Biological properties of olive oil phytochemicals. 2002 Crit Rev Food Sci Nutr pmid:12058980
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
Bhilwade HN et al. Squalene as novel food factor. 2010 Curr Pharm Biotechnol pmid:20874681
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
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
Lambrecht BN et al. Mechanism of action of clinically approved adjuvants. 2009 Curr. Opin. Immunol. pmid:19246182
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
Ohkido M et al. Lipid peroxide of human skin. 1980 Curr. Probl. Dermatol. pmid:6165521
Matsuo I et al. Mechanism of skin surface lipid peroxidation. 1983 Curr. Probl. Dermatol. pmid:6197240
Thiele JJ et al. The antioxidant network of the stratum corneum. 2001 Curr. Probl. Dermatol. pmid:11225199
Wei A and Shibamoto T Antioxidant activities of essential oil mixtures toward skin lipid squalene oxidized by UV irradiation. 2007 Cutan Ocul Toxicol pmid:17687687
Zaaijer D and van der Horst CJ Cyclic changes in hormones, carbohydrates and indole metabolism in cervical mucus of normal, fertilizing cows and the relationship with non-fertility. 1983 Cytobios pmid:6684538
Habczyńska D et al. [The effect of squalene and cholesterol on the histological picture of the periodontium in white rats]. 1970 Oct-Nov Czas Stomatol pmid:5274119
Gloor M et al. Biochemical and physiological parameters on the healthy skin surface of patients with common warts. 1976 Dermatologica pmid:939341
Gloor M and Karenfeld A Effect of ultraviolet light therapy, given over a period of several weeks, on the amount and composition of the skin surface lipids. 1977 Dermatologica pmid:844642
Schmidt JB et al. Sebum suppression by benzoylperoxide. 1985 Dermatologica pmid:3158557
Law S et al. Skin surface lipids inhibit adherence of Candida albicans to stratum corneum. 1997 Dermatology (Basel) pmid:9407165
Hachem JP et al. Combination therapy improves the recovery of the skin barrier function: an experimental model using a contact allergy patch test combined with TEWL measurements. 2001 Dermatology (Basel) pmid:11455143
Pratt HP Preimplantation mouse embryos synthesize membrane sterols. 1982 Dev. Biol. pmid:7054002
Zuccotti GV et al. Long-lasting immunogenicity and safety of a 2009 pandemic influenza A(H1N1) MF59-adjuvanted vaccine when co-administered with a 2009-2010 seasonal influenza vaccine in young patients with type 1 diabetes mellitus. 2011 Diabet. Med. pmid:21916971
Järvisalo M et al. Cholesterol absorption and synthesis in children with type 1 diabetes. 2006 Diabetes Care pmid:17003310
Miettinen TA et al. Low synthesis and high absorption of cholesterol characterize type 1 diabetes. 2004 Diabetes Care pmid:14693966
Okajima M et al. Preparation and physicochemical properties of surfactant-free emulsions using electrolytic-reduction ion water containing lithium magnesium sodium silicate. 2013 Drug Discov Ther pmid:23715508
Reddy LH et al. Squalenoylation favorably modifies the in vivo pharmacokinetics and biodistribution of gemcitabine in mice. 2008 Drug Metab. Dispos. pmid:18474674
KARLSON P [NOBEL PRIZE FOR MEDICINE AND PHYSIOLOGY IN 1964]. 1965 Dtsch. Med. Wochenschr. pmid:14238764
Richter E et al. Excretion of beta-hexachlorocyclohexane by the rat as influenced by oral paraffin, squalane, and Lutrol E 400. 1981 Ecotoxicol. Environ. Saf. pmid:6170505
Lin YS et al. A real-time impedance-sensing chip for the detection of emulsion phase separation. 2013 Electrophoresis pmid:23765861
Tsuchiya M et al. Cholesterol biosynthesis pathway intermediates and inhibitors regulate glucose-stimulated insulin secretion and secretory granule formation in pancreatic beta-cells. 2010 Endocrinology pmid:20685866
Bhavani BR and Short RV Formation of steroids by the pregnant mare. 3. Metabolism of 14C-squalene and 3H-dehydroisoandrosterone injected into the fetal circulation. 1973 Endocrinology pmid:4267110
Gianelly AA and Terner C Inhibition of cholesterol biosynthesis by dehydroepiandrosterone in lactating mammary gland. 1968 Endocrinology pmid:4177463
Pearson A et al. Novel hopanoid cyclases from the environment. 2007 Environ. Microbiol. pmid:17686016
Kling D and Gamble W Cholesterol biosynthesis in polychlorinated biphenyl-treated rats. 1982 Environ. Res. pmid:6802634
Weschler CJ et al. Squalene and cholesterol in dust from danish homes and daycare centers. 2011 Environ. Sci. Technol. pmid:21476540
Fu D et al. ATR-IR study of ozone initiated heterogeneous oxidation of squalene in an indoor environment. 2013 Environ. Sci. Technol. pmid:23957297
Iob A et al. Evidence of increased clinical protection of an MF59-adjuvant influenza vaccine compared to a non-adjuvant vaccine among elderly residents of long-term care facilities in Italy. 2005 Epidemiol. Infect. pmid:16050515
Benoy CJ et al. Enhancement of the cancer chemotherapeutic effect of the cell cycle phase specific agents methotrexate and cytosine arabinoside when given as a water-oil-water emulsion. 1974 Eur J Cancer pmid:4435002
Pimm MV et al. Suppression of an ascitic rat hepatoma with cord factor and Nocardia cell wall skeleton in squalene emulsions. 1980 Eur J Cancer pmid:7227439
Uusitupa MI et al. Lathosterol and other non-cholesterol sterols during treatment of hypercholesterolaemia with beta-glucan-rich oat bran. 1997 Eur J Clin Nutr pmid:9306087
Cravotto G et al. Umbelliferone aminoalkyl derivatives, a new class of squalene-hopene cyclase inhibitors. 2004 Eur J Med Chem pmid:15501540
Cen-Pacheco F et al. Cytotoxic oxasqualenoids from the red alga Laurencia viridis. 2011 Eur J Med Chem pmid:21616566
Gerpe A et al. Naftifine-analogues as anti-Trypanosoma cruzi agents. 2010 Eur J Med Chem pmid:20163894
Lange S et al. Aminopropylindenes derived from Grundmann's ketone as a novel chemotype of oxidosqualene cyclase inhibitors. 2013 Eur J Med Chem pmid:23583910