lanosterol

lanosterol is a lipid of Sterol Lipids (ST) class. Lanosterol is associated with abnormalities such as Infection, Atherosclerosis, Myocardial Infarction, Chagas Disease and Fatty Liver. The involved functions are known as Signal, Cytokinesis, physiological aspects, Stereochemistry and ergosterol biosynthetic process. Lanosterol often locates in Body tissue, Membrane, Plasma membrane, Tissue membrane and Cytoskeletal Filaments. The associated genes with lanosterol are Retinoic Acid Response Element, P4HTM gene, CYP51A1 gene, HM13 gene and SC4MOL gene. The related lipids are pneumocysterol, Sterols, lanosteryl acetate, ebericol and cycloartenol. The related experimental models are Knock-out.

Cross Reference

Introduction

To understand associated biological information of lanosterol, 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 lanosterol?

lanosterol is suspected in Atherosclerosis, Chagas Disease, vaginalis, hypercholesterolemia, Obesity, Infection 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 lanosterol

MeSH term MeSH ID Detail
Abetalipoproteinemia D000012 7 associated lipids
Carcinoma, Hepatocellular D006528 140 associated lipids
Leukemia, Hairy Cell D007943 5 associated lipids
Xanthomatosis D014973 17 associated lipids
Total 4

PubChem Associated disorders and diseases

What pathways are associated with lanosterol

Lipid pathways are not clear in current pathway databases. We organized associated pathways with lanosterol through full-text articles, including metabolic pathways or pathways of biological mechanisms.

Related references are published most in these journals:

Pathway name Related literatures
Loading... please refresh the page if content is not showing up.

PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with lanosterol?

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 lanosterol?


Related references are published most in these journals:

Function Cross reference Weighted score Related literatures

What lipids are associated with lanosterol?

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 lanosterol?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with lanosterol?

Knock-out

Knock-out are used in the study 'Dual biosynthetic pathways to phytosterol via cycloartenol and lanosterol in Arabidopsis.' (Ohyama K et al., 2009), Knock-out are used in the study 'Expression, purification, and characterization of Aspergillus fumigatus sterol 14-alpha demethylase (CYP51) isoenzymes A and B.' (Warrilow AG et al., 2010) and Knock-out are used in the study 'Potential biological functions of cytochrome P450 reductase-dependent enzymes in small intestine: novel link to expression of major histocompatibility complex class II genes.' (D'Agostino J et al., 2012).

Related references are published most in these journals:

Model Cross reference Weighted score Related literatures
Loading... please refresh the page if content is not showing up.

NCBI Entrez Crosslinks

All references with lanosterol

Download all related citations
Per page 10 20 50 100 | Total 1125
Authors Title Published Journal PubMed Link
Yoshikawa K et al. Lanostane triterpenoids and triterpene glycosides from the fruit body of Fomitopsis pinicola and their inhibitory activity against COX-1 and COX-2. 2005 J. Nat. Prod. pmid:15679320
Akihisa T et al. Oxygenated lanostane-type triterpenoids from the fungus ganodermalucidum. 2005 J. Nat. Prod. pmid:15844948
Yoshikawa K et al. New lanostanoids, elfvingic acids A-H, from the fruit body of Elfvingia applanata. 2002 J. Nat. Prod. pmid:11975498
Kwon J et al. Lanostane Triterpenes Isolated from Antrodia heteromorpha and Their Inhibitory Effects on RANKL-Induced Osteoclastogenesis. 2016 J. Nat. Prod. pmid:27266877
Peng XR et al. Hepatoprotective effects of triterpenoids from Ganoderma cochlear. 2014 J. Nat. Prod. pmid:24559087
Liu C et al. Chemical constituents from Inonotus obliquus and their biological activities. 2014 J. Nat. Prod. pmid:24359303
Rezen T et al. New aspects on lanosterol 14alpha-demethylase and cytochrome P450 evolution: lanosterol/cycloartenol diversification and lateral transfer. 2004 J. Mol. Evol. pmid:15383907
Cavalier-Smith T and Chao EE Phylogeny of choanozoa, apusozoa, and other protozoa and early eukaryote megaevolution. 2003 J. Mol. Evol. pmid:12698292
Hucke O et al. The protein farnesyltransferase inhibitor Tipifarnib as a new lead for the development of drugs against Chagas disease. 2005 J. Med. Chem. pmid:16107140
Pedretti A et al. Modeling of binding modes and inhibition mechanism of some natural ligands of farnesyl transferase using molecular docking. 2002 J. Med. Chem. pmid:11906287
Yao B et al. Synthesis and antifungal activities of novel 2-aminotetralin derivatives. 2007 J. Med. Chem. pmid:17900179
Sheng C et al. Structure-based optimization of azole antifungal agents by CoMFA, CoMSIA, and molecular docking. 2006 J. Med. Chem. pmid:16610794
Ji H et al. Structure-based de novo design, synthesis, and biological evaluation of non-azole inhibitors specific for lanosterol 14alpha-demethylase of fungi. 2003 J. Med. Chem. pmid:12570370
Lingham RB et al. Clavaric acid and steroidal analogues as Ras- and FPP-directed inhibitors of human farnesyl-protein transferase. 1998 J. Med. Chem. pmid:9804689
Kraus JM et al. Second generation analogues of the cancer drug clinical candidate tipifarnib for anti-Chagas disease drug discovery. 2010 J. Med. Chem. pmid:20429511
Suryadevara PK et al. Structurally simple inhibitors of lanosterol 14alpha-demethylase are efficacious in a rodent model of acute Chagas disease. 2009 J. Med. Chem. pmid:19463001
Lütjohann D et al. Profile of cholesterol-related sterols in aged amyloid precursor protein transgenic mouse brain. 2002 J. Lipid Res. pmid:12091492
Panini SR et al. Regulation of 3-hydroxy-3-methylglutaryl coenzyme A reductase activity and cholesterol biosynthesis by oxylanosterols. 1986 J. Lipid Res. pmid:3559385
Nikkari T et al. In vivo studies of sterol and squalene secretion by human skin. 1974 J. Lipid Res. pmid:4430879
Gibbons GF et al. A method for the rapid qualitative and quantitative analysis of 4,4-dimethyl sterols. 1973 J. Lipid Res. pmid:4729975
Ramsey RB and Davison AN Steryl esters and their relationship to normal and diseased human central nervous system. 1974 J. Lipid Res. pmid:4363969
Giner JL et al. Comprehensive and definitive structural identities of Pneumocystis carinii sterols. 2002 J. Lipid Res. pmid:12091496
Hargrove TY et al. Human sterol 14α-demethylase as a target for anticancer chemotherapy: towards structure-aided drug design. 2016 J. Lipid Res. pmid:27313059
Bullock E and Dawson CJ Sterol content of the Myxomycetes Physarum polycephalum and P. flavicomum. 1976 J. Lipid Res. pmid:1033261
Méjanelle L et al. Ergosterol biosynthesis in novel melanized fungi from hypersaline environments. 2001 J. Lipid Res. pmid:11254746
Shafiee A et al. Oxidative demethylation of lanosterol in cholesterol biosynthesis: accumulation of sterol intermediates. 1986 J. Lipid Res. pmid:3514778
Aboushadi N and Krisans SK Analysis of isoprenoid biosynthesis in peroxisomal-deficient Pex2 CHO cell lines. 1998 J. Lipid Res. pmid:9741690
Morand OH et al. Ro 48-8.071, a new 2,3-oxidosqualene:lanosterol cyclase inhibitor lowering plasma cholesterol in hamsters, squirrel monkeys, and minipigs: comparison to simvastatin. 1997 J. Lipid Res. pmid:9162756
Emmons GT et al. 24,25-epoxysterols. Differentiation of 24R and 24S epimers by 13C nuclear magnetic resonance spectroscopy. 1989 J. Lipid Res. pmid:2918248
Harwood HJ et al. Dual-action hypoglycemic and hypocholesterolemic agents that inhibit glycogen phosphorylase and lanosterol demethylase. 2005 J. Lipid Res. pmid:15604516
Kidane ME et al. Sterol methyltransferase a target for anti-amoeba therapy: towards transition state analog and suicide substrate drug design. 2017 J. Lipid Res. pmid:29042405
Raskin P and Siperstein MD Mevalonate metabolism by renal tissue in vitro. 1974 J. Lipid Res. pmid:4811213
Keber R et al. Male germ cell-specific knockout of cholesterogenic cytochrome P450 lanosterol 14α-demethylase (Cyp51). 2013 J. Lipid Res. pmid:23509403
McDonald JG et al. A comprehensive method for extraction and quantitative analysis of sterols and secosteroids from human plasma. 2012 J. Lipid Res. pmid:22517925
Tuck SF et al. Lanosterol 14 alpha-demethylase (P45014DM): effects of P45014DM inhibitors on sterol biosynthesis downstream of lanosterol. 1991 J. Lipid Res. pmid:1940622
Andreyev AY et al. Subcellular organelle lipidomics in TLR-4-activated macrophages. 2010 J. Lipid Res. pmid:20574076
Lange Y Disposition of intracellular cholesterol in human fibroblasts. 1991 J. Lipid Res. pmid:2066666
Izumi A et al. Inhibitors of sterol synthesis. Submicromolar 14 alpha-ethyl-5 alpha-cholest-7-ene-3 beta, 15 alpha-diol causes a major modification of the sterol composition of CHO-K1 cells and a marked change in cell morphology. 1994 J. Lipid Res. pmid:7964186
Zhu J et al. Effects of FoxO4 overexpression on cholesterol biosynthesis, triacylglycerol accumulation, and glucose uptake. 2010 J. Lipid Res. pmid:20037138
Frye LL et al. Oxolanosterol oximes: dual-action inhibitors of cholesterol biosynthesis. 1994 J. Lipid Res. pmid:7989858
Parish EJ and Schroepfer GJ Sterol synthesis. A simplified method for the synthesis of 32-oxygenated derivatives of 24,25-dihydrolanosterol. 1981 J. Lipid Res. pmid:7288292
Miller MB et al. Evolutionarily conserved Delta(25(27))-olefin ergosterol biosynthesis pathway in the alga Chlamydomonas reinhardtii. 2012 J. Lipid Res. pmid:22591742
Tint GS and Salen G Biosynthesis of cholesterol, lanosterol, and delta 7-cholestenol, but not cholestanol, in cultured fibroblasts from normal individuals and patients with cerebrotendinous xanthomatosis. 1982 J. Lipid Res. pmid:7097124
Hargrove TY et al. Structural complex of sterol 14α-demethylase (CYP51) with 14α-methylenecyclopropyl-Delta7-24, 25-dihydrolanosterol. 2012 J. Lipid Res. pmid:22135275
Hansbury E and Scallen TJ Resolution of desmosterol, cholesterol, and other sterol intermediates by reverse-phase high-pressure liquid chromatography. 1978 J. Lipid Res. pmid:690514
Lindenthal B et al. Neutral sterols of rat epididymis. High concentrations of dehydrocholesterols in rat caput epididymidis. 2001 J. Lipid Res. pmid:11441136
Wang C et al. Reducing CYP51 inhibits follicle-stimulating hormone induced resumption of mouse oocyte meiosis in vitro. 2009 J. Lipid Res. pmid:19433477
Vuorio AF et al. Cholesterol metabolism in normal and heterozygous familial hypercholesterolemic newborns. 2002 J. Lab. Clin. Med. pmid:12080326
Sud IJ and Feingold DS Mechanisms of action of the antimycotic imidazoles. 1981 J. Invest. Dermatol. pmid:7017013
Feingold KR et al. Effect of essential fatty acid deficiency on cutaneous sterol synthesis. 1986 J. Invest. Dermatol. pmid:3772153
Paller AS et al. Pathogenesis-based therapy reverses cutaneous abnormalities in an inherited disorder of distal cholesterol metabolism. 2011 J. Invest. Dermatol. pmid:21753784
Jennings GK et al. Spin equilibrium and Oâ‚‚-binding kinetics of Mycobacterium tuberculosis CYP51 with mutations in the histidine-threonine dyad. 2014 J. Inorg. Biochem. pmid:24793591
Podust LM et al. Substrate recognition sites in 14alpha-sterol demethylase from comparative analysis of amino acid sequences and X-ray structure of Mycobacterium tuberculosis CYP51. 2001 J. Inorg. Biochem. pmid:11744060
Shumyantseva VV et al. Electrochemical properties of cytochroms P450 using nanostructured electrodes: direct electron transfer and electro catalysis. 2007 J. Inorg. Biochem. pmid:17376532
de Sain-van der Velden MG et al. Elevated cholesterol precursors other than cholestanol can also be a hallmark for CTX. 2008 J. Inherit. Metab. Dis. pmid:18949577
Montero MT et al. Geranylgeraniol regulates negatively caspase-1 autoprocessing: implication in the Th1 response against Mycobacterium tuberculosis. 2004 J. Immunol. pmid:15470035
Shapiro BE and Gealt MA Ergosterol and lanosterol from Aspergillus nidulans. 1982 J. Gen. Microbiol. pmid:7050295
Evans JL and Gealt MA The sterols of growth and stationary phases of Aspergillus nidulans cultures. 1985 J. Gen. Microbiol. pmid:3884732
Ho YK et al. Regulation of cholesterol synthesis by low density lipoprotein in isolated human lymphocytes. Comparison of cells from normal subjects and patients with homozygous familial hypercholesterolemia and abetalipoproteinemia. 1977 J. Exp. Med. pmid:194011
Kaneshiro ES Is Pneumocystis a plant? 2002 Sep-Oct J. Eukaryot. Microbiol. pmid:12425523
Kaneshiro ES et al. Identification of C31 and C32 sterols in Pneumocystis carinii hominis-infected human lungs. 1996 Sep-Oct J. Eukaryot. Microbiol. pmid:8822839
Nkinin SW et al. Pneumocystis carinii sterol 14α-demethylase activity in Saccharomyces cerevisiae erg11 knockout mutant: sterol biochemistry. 2011 Jul-Aug J. Eukaryot. Microbiol. pmid:21569162
Lewis DF et al. Molecular modelling of lanosterol 14 alpha-demethylase (CYP51) from Saccharomyces cerevisiae via homology with CYP102, a unique bacterial cytochrome P450 isoform: quantitative structure-activity relationships (QSARs) within two related series of antifungal azole derivatives. 1999 J. Enzym. Inhib. pmid:10445042
Shimokawa O et al. Relationship between MIC and minimum sterol 14{alpha}-demethylation-inhibitory concentration as a factor in evaluating activities of azoles against various fungal species. 2005 J. Clin. Microbiol. pmid:16272484
Hellstrom KH et al. Studies of the in vivo metabolism of mevalonic acid in the normal rat. 1973 J. Clin. Invest. pmid:4703220
Bhattacharyya AK et al. Excretion of sterols from the skin of normal and hypercholesterolemic humans. Implications for sterol balance studies. 1972 J. Clin. Invest. pmid:5054464
Idkowiak J et al. Pubertal presentation in seven patients with congenital adrenal hyperplasia due to P450 oxidoreductase deficiency. 2011 J. Clin. Endocrinol. Metab. pmid:21190981
Niimi M et al. Identification of two proteins induced by exposure of the pathogenic fungus Candida glabrata to fluconazole. 2002 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:12458010
Cao FR et al. Plasma and brain pharmacokinetics of ganoderic acid A in rats determined by a developed UFLC-MS/MS method. 2017 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:28346885
Acimovic J et al. Combined gas chromatographic/mass spectrometric analysis of cholesterol precursors and plant sterols in cultured cells. 2009 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:19525158
Fox JE et al. Photo-oxygenation of lanosteryl acetate. 1972 J. Chem. Soc. Perkin Trans. I pmid:5064150
Barton DH et al. Equilibration of 24,25-dibromides of lanosterol and derivatives. 1972 J. Chem. Soc. Perkin Trans. I pmid:5065342
Entwistle N and Pratt AD Studies of artefacts of the acid treatment of (23S)-lanosta-8,24-diene-3 ,23-diol. 1973 J. Chem. Soc. Perkin Trans. I pmid:4795248
Boar RB et al. Epoxides of lanosterol and some related compounds. 1972 J. Chem. Soc. Perkin Trans. I pmid:4672737
Burger BV et al. Mammalian exocrine secretions XVI. Constitutents of secretion of supplementary sacculi of dwarf hamster, Phodopus sungorus sungorus. 2001 J. Chem. Ecol. pmid:11504028
Martin-Creuzburg D and Von Elert E Impact of 10 dietary sterols on growth and reproduction of Daphnia galeata. 2004 J. Chem. Ecol. pmid:15139303
Li HJ et al. Enhancement of ganoderic acid production by constitutively expressing Vitreoscilla hemoglobin gene in Ganoderma lucidum. 2016 J. Biotechnol. pmid:27080449
Sheng C et al. Homology modeling of lanosterol 14alpha-demethylase of Candida albicans and Aspergillus fumigatus and insights into the enzyme-substrate Interactions. 2004 J. Biomol. Struct. Dyn. pmid:15214809
Aono T et al. Direct electrochemical analyses of human cytochromes b5 with a mutated heme pocket showed a good correlation between their midpoint and half wave potentials. 2010 J. Biomed. Sci. pmid:21129218
Choi SY et al. Anti-inflammatory effects of Inonotus obliquus in colitis induced by dextran sodium sulfate. 2010 J. Biomed. Biotechnol. pmid:20300439
Chen HW and Leonard DA Chloroquine inhibits cyclization of squalene oxide to lanosterol in mammalian cells. 1984 J. Biol. Chem. pmid:6429139
Aoyama Y et al. Metabolism of 32-hydroxy-24,25-dihydrolanosterol by purified cytochrome P-45014DM from yeast. Evidence for contribution of the cytochrome to whole process of lanosterol 14 alpha-demethylation. 1987 J. Biol. Chem. pmid:3543000
Berkhout TA et al. The novel cholesterol-lowering drug SR-12813 inhibits cholesterol synthesis via an increased degradation of 3-hydroxy-3-methylglutaryl-coenzyme A reductase. 1996 J. Biol. Chem. pmid:8662919
Leonard DA and Chen HW Aphidicolin, a specific inhibitor of DNA polymerase alpha, inhibits conversion of lanosterol to C-27 sterols in mouse L cells. 1984 J. Biol. Chem. pmid:6425279
Jackson CJ et al. A novel sterol 14alpha-demethylase/ferredoxin fusion protein (MCCYP51FX) from Methylococcus capsulatus represents a new class of the cytochrome P450 superfamily. 2002 J. Biol. Chem. pmid:12235134
Morris PW and Gorski J Control of steroidogenesis in pre-ovulatory cells. Luteinizing hormone stimulation of (14C)-acetate incorporation into sterols. 1973 J. Biol. Chem. pmid:4355508
Derksen A and Cohen P Extensive incorporation of (2-14C) mevalonic acid into cholesterol precursors by human platelets in vitro. 1973 J. Biol. Chem. pmid:4355579
Shichiri M et al. A novel role for α-tocopherol transfer protein (α-TTP) in protecting against chloroquine toxicity. 2012 J. Biol. Chem. pmid:22147702
Buttke TM and Folks TM Complete replacement of membrane cholesterol with 4,4',14-trimethyl sterols in a human T cell line defective in lanosterol demethylation. 1992 J. Biol. Chem. pmid:1577721
Wang Y et al. Regulation of cholesterologenesis by the oxysterol receptor, LXRalpha. 2008 J. Biol. Chem. pmid:18676367
Mayer RJ et al. Effects of a novel lanosterol 14 alpha-demethylase inhibitor on the regulation of 3-hydroxy-3-methylglutaryl-coenzyme A reductase in Hep G2 cells. 1991 J. Biol. Chem. pmid:1657912
Ohashi M et al. Localization of mammalian NAD(P)H steroid dehydrogenase-like protein on lipid droplets. 2003 J. Biol. Chem. pmid:12837764
Trzaskos JM et al. Cytochrome P-450-dependent oxidation of lanosterol in cholesterol biosynthesis. Microsomal electron transport and C-32 demethylation. 1984 J. Biol. Chem. pmid:6208195
Yoshida Y and Aoyama Y Yeast cytochrome P-450 catalyzing lanosterol 14 alpha-demethylation. I. Purification and spectral properties. 1984 J. Biol. Chem. pmid:6363414
Aoyama Y et al. Yeast cytochrome P-450 catalyzing lanosterol 14 alpha-demethylation. II. Lanosterol metabolism by purified P-450(14)DM and by intact microsomes. 1984 J. Biol. Chem. pmid:6420412
Grinstead GF and Gaylor JL Total enzymic synthesis of cholesterol from 4,4,14 alpha-trimethyl-5 alpha-cholesta-8,24-dien-3 beta-ol. Solubilization, resolution, and reconstitution of delta 7-sterol 5-desaturase. 1982 J. Biol. Chem. pmid:6815183
Aoyama Y et al. Altered cytochrome P-450 in a yeast mutant blocked in demethylating C-32 of lanosterol. 1983 J. Biol. Chem. pmid:6409899
Panini SR et al. Post-transcriptional regulation of 3-hydroxy-3-methylglutaryl coenzyme A reductase by 24(S),25-oxidolanosterol. 1992 J. Biol. Chem. pmid:1618770
Paik YK et al. Microsomal enzymes of cholesterol biosynthesis from lanosterol. Characterization, solubilization, and partial purification of NADPH-dependent delta 8,14-steroid 14-reductase. 1984 J. Biol. Chem. pmid:6444198
Hughes AL et al. 4-Methyl sterols regulate fission yeast SREBP-Scap under low oxygen and cell stress. 2007 J. Biol. Chem. pmid:17595166