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566-26-7,MFCD00201416
Catalog No.:AA00EER3

566-26-7 | 5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL

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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00EER3
Chemical Name:
5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL
CAS Number:
566-26-7
Molecular Formula:
C27H46O2
Molecular Weight:
402.6529
MDL Number:
MFCD00201416
SMILES:
CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C(O)C=C2[C@]1(C)CC[C@@H](C2)O)C)C
Properties
Computed Properties
 
Complexity:
624  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
5  
XLogP3:
7.4  

Literature

Title: 27-Hydroxycholesterol and 7alpha-hydroxycholesterol trigger a sequence of events leading to migration of CCR5-expressing Th1 lymphocytes.

Journal: Toxicology and applied pharmacology 20140201

Title: Loading into nanoparticles improves quercetin's efficacy in preventing neuroinflammation induced by oxysterols.

Journal: PloS one 20140101

Title: Regulation of the expression of interleukin-8 induced by 25-hydroxycholesterol in retinal pigment epithelium cells.

Journal: Acta ophthalmologica 20120601

Title: Inverse correlation between plasma oxysterol and LDL-cholesterol levels in hepatitis C virus-infected patients.

Journal: Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver 20120301

Title: 7β-Hydroxycholesterol-induced energy stress leads to sequential opposing signaling responses and to death of C6 glioblastoma cells.

Journal: Biochemical pharmacology 20120101

Title: Inhibition of intestinal bile acid transporter Slc10a2 improves triglyceride metabolism and normalizes elevated plasma glucose levels in mice.

Journal: PloS one 20120101

Title: Selective cytotoxicity of oxysterols through structural modulation on rings A and B. Synthesis, in vitro evaluation, and SAR.

Journal: Journal of medicinal chemistry 20110922

Title: The effect of oxycholesterols on thermo-induced membrane dynamics.

Journal: Biochimica et biophysica acta 20110901

Title: Oxysterols direct B-cell migration through EBI2.

Journal: Nature 20110727

Title: Lipid accumulation and lysosomal pathways contribute to dysfunction and apoptosis of human endothelial cells caused by 7-oxysterols.

Journal: Biochemical and biophysical research communications 20110617

Title: Biomarkers of oxidative damage in cigarette smokers: which biomarkers might reflect acute versus chronic oxidative stress?

Journal: Free radical biology & medicine 20110615

Title: Interaction between 24-hydroxycholesterol, oxidative stress, and amyloid-β in amplifying neuronal damage in Alzheimer's disease: three partners in crime.

Journal: Aging cell 20110601

Title: Relative contribution of individual oxidized components in ox-LDL to inhibition on endothelium-dependent relaxation in rat aorta.

Journal: Nutrition, metabolism, and cardiovascular diseases : NMCD 20110301

Title: Advanced glycation in macrophages induces intracellular accumulation of 7-ketocholesterol and total sterols by decreasing the expression of ABCA-1 and ABCG-1.

Journal: Lipids in health and disease 20110101

Title: Proinflammatory effect of cholesterol and its oxidation products on CaCo-2 human enterocyte-like cells: effective protection by epigallocatechin-3-gallate.

Journal: Free radical biology & medicine 20101215

Title: Isolation and identification of two steroid compounds from Oviductus Ranae.

Journal: Natural product research 20101001

Title: Dansylation of unactivated alcohols for improved mass spectral sensitivity and application to analysis of cytochrome P450 oxidation products in tissue extracts.

Journal: Analytical chemistry 20100915

Title: Dimethyl sulfoxide prevents 7β-hydroxycholesterol-induced apoptosis by preserving lysosomes and mitochondria.

Journal: Journal of cardiovascular pharmacology 20100901

Title: Prevention of 7β-hydroxycholesterol-induced cell death by mangafodipir is mediated through lysosomal and mitochondrial pathways.

Journal: European journal of pharmacology 20100825

Title: The effect of APOE genotype on brain levels of oxysterols in young and old human APOE epsilon2, epsilon3 and epsilon4 knock-in mice.

Journal: Neuroscience 20100811

Title: Cholesterol 7alpha-hydroxylase (CYP7A1) activity is modified after chronic ingestion of depleted uranium in the rat.

Journal: The Journal of steroid biochemistry and molecular biology 20100501

Title: Modulation of retinoic acid receptor-related orphan receptor alpha and gamma activity by 7-oxygenated sterol ligands.

Journal: The Journal of biological chemistry 20100212

Title: Antiapoptotic and proliferative effects of low concentrations of 7β-hydroxycholesterol in human endothelial cells via ERK activation.

Journal: Journal of vascular research 20100101

Title: Effects of different rearing and feeding systems on lipid oxidation and antioxidant capacity of freeze-dried egg yolks.

Journal: Journal of agricultural and food chemistry 20091223

Title: 4beta-hydroxycholesterol as a marker of CYP3A4 inhibition in vivo - effects of itraconazole in man.

Journal: International journal of clinical pharmacology and therapeutics 20091201

Title: Oxidation of cholesterol and beta-sitosterol and prevention by natural antioxidants.

Journal: Journal of agricultural and food chemistry 20091014

Title: Oxysterol-induced rearrangement of the liquid-ordered phase: a possible link to Alzheimer's disease?

Journal: Journal of the American Chemical Society 20090902

Title: Efficient chemoenzymatic synthesis, cytotoxic evaluation, and SAR of epoxysterols.

Journal: Journal of medicinal chemistry 20090709

Title: Increase of cholesterol oxidation and decrease of PUFA as a result of thermal processing and storage in eggs enriched with n-3 fatty acids.

Journal: Journal of agricultural and food chemistry 20090610

Title: Elucidation of functions of human cytochrome P450 enzymes: identification of endogenous substrates in tissue extracts using metabolomic and isotopic labeling approaches.

Journal: Analytical chemistry 20090415

Title: 7beta-Hydroxycholesterol and 25-hydroxycholesterol-induced interleukin-8 secretion involves a calcium-dependent activation of c-fos via the ERK1/2 signaling pathway in THP-1 cells: oxysterols-induced IL-8 secretion is calcium-dependent.

Journal: Cell biology and toxicology 20090401

Title: 7beta-hydroxycholesterol induces apoptosis and regulates cyclooxygenase 2 in head and neck squamous cell carcinoma.

Journal: Archives of otolaryngology--head & neck surgery 20090301

Title: Highly sensitive quantification of key regulatory oxysterols in biological samples by LC-ESI-MS/MS.

Journal: Journal of lipid research 20090201

Title: A single step solid-phase extraction method for complete separation of sterol oxidation products in food lipids.

Journal: Journal of chromatography. A 20090102

Title: Cathepsin L is significantly associated with apoptosis and plaque destabilization in human atherosclerosis.

Journal: Atherosclerosis 20090101

Title: 7beta-hydroxycholesterol induces natural killer cell death via oxidative lysosomal destabilization.

Journal: Free radical research 20090101

Title: The role of calcium in apoptosis induced by 7beta-hydroxycholesterol and cholesterol-5beta,6beta-epoxide.

Journal: Journal of biochemical and molecular toxicology 20090101

Title: Oxysterol as a marker of atherogenic dyslipidemia in adolescence.

Journal: The Journal of clinical endocrinology and metabolism 20081101

Title: Plasma oxysterols in normal and cholestatic children as indicators of the two pathways of bile acid synthesis.

Journal: Clinica chimica acta; international journal of clinical chemistry 20080901

Title: Activation of a caspase-3-independent mode of cell death associated with lysosomal destabilization in cultured human retinal pigment epithelial cells (ARPE-19) exposed to 7beta-hydroxycholesterol.

Journal: Current eye research 20080901

Title: Effects of apigenin, lycopene and astaxanthin on 7 beta-hydroxycholesterol-induced apoptosis and Akt phosphorylation in U937 cells.

Journal: The British journal of nutrition 20080801

Title: Intracellular cholesterol transporter StarD4 binds free cholesterol and increases cholesteryl ester formation.

Journal: Journal of lipid research 20080701

Title: Measurement of F2-isoprostanes, hydroxyeicosatetraenoic products, and oxysterols from a single plasma sample.

Journal: Free radical biology & medicine 20080401

Title: Ox-LDL induces monocyte-to-macrophage differentiation in vivo: Possible role for the macrophage colony stimulating factor receptor (M-CSF-R).

Journal: Atherosclerosis 20080201

Title: Anthocyanin-rich Aronox extract from Aronia melanocarpa E protects against 7beta-hydroxycholesterol-induced apoptosis of endothelial cells.

Journal: Annals of nutrition & metabolism 20080101

Title: Degradation of 24S-hydroxycholesterol in men is not regulated by CYP7A1.

Journal: International journal of clinical pharmacology and therapeutics 20071101

Title: Novel LC-MS/MS method for assay of 7alpha-hydroxy-4-cholesten-3-one in human plasma. Evidence for a significant extrahepatic metabolism.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070901

Title: In vivo interconversion of 7beta-hydroxycholesterol and 7-ketocholesterol, potential surrogate markers for oxidative stress.

Journal: Free radical biology & medicine 20070901

Title: Changes in classic and alternative pathways of bile acid synthesis in chronic liver disease.

Journal: Clinica chimica acta; international journal of clinical chemistry 20070701

Title: Unique patient with cerebrotendinous xanthomatosis. Evidence for presence of a defect in a gene that is not identical to sterol 27-hydroxylase.

Journal: Journal of internal medicine 20070501

Title: Levels of lipid peroxidation in human plasma and erythrocytes: comparison between fatty acids and cholesterol.

Journal: Lipids 20070501

Title: Expression of ATP binding cassette-transporter ABCG1 prevents cell death by transporting cytotoxic 7beta-hydroxycholesterol.

Journal: FEBS letters 20070417

Title: Effect of storage on cholesterol oxide formation and fatty acid alterations in egg powder.

Journal: Journal of agricultural and food chemistry 20070404

Title: Increased plasma levels of oxysterols, in vivo markers of oxidative stress, in patients with familial combined hyperlipidemia: reduction during atorvastatin and fenofibrate therapy.

Journal: Free radical biology & medicine 20070301

Title: 25-Hydroxycholesterol, 7beta-hydroxycholesterol and 7-ketocholesterol upregulate interleukin-8 expression independently of Toll-like receptor 1, 2, 4 or 6 signalling in human macrophages.

Journal: Free radical research 20070301

Title: Oxidative status of human low density lipoprotein isolated by anion-exchange high-performance liquid chromatography--assessment by total hydroxyoctadecadienoic acid, 7-hydroxycholesterol, and 8-iso-prostaglandin F(2alpha).

Journal: Analytica chimica acta 20070227

Title: Cholesterol oxides as biomarkers of oxidative stress in type 1 and type 2 diabetes mellitus.

Journal: Diabetes/metabolism research and reviews 20070101

Title: Mitochondrial perturbation, oxidative stress and lysosomal destabilization are involved in 7beta-hydroxysitosterol and 7beta-hydroxycholesterol triggered apoptosis in human colon cancer cells.

Journal: Apoptosis : an international journal on programmed cell death 20070101

Title: Hexose-6-phosphate dehydrogenase modulates 11beta-hydroxysteroid dehydrogenase type 1-dependent metabolism of 7-keto- and 7beta-hydroxy-neurosteroids.

Journal: PloS one 20070101

Title: Chemical constituents of the red alga Laurencia tristicha.

Journal: Journal of Asian natural products research 20070101

Title: Death-signaling pathways in human myeloid cells by oxLDL and its cytotoxic components 7beta-hydroxycholesterol and cholesterol-5beta,6beta-epoxide.

Journal: Journal of biochemical and molecular toxicology 20070101

Title: Perturbation of polyamine metabolism and its relation to cell death in human colon cancer cells treated by 7beta-hydroxycholesterol and 7beta-hydroxysitosterol.

Journal: International journal of oncology 20061201

Title: Cytotoxicity of myeloperoxidase/nitrite-oxidized low-density lipoprotein toward endothelial cells is due to a high 7beta-hydroxycholesterol to 7-ketocholesterol ratio.

Journal: Free radical biology & medicine 20061001

Title: Formation of cholesterol oxidation products in marinated foods during heating.

Journal: Journal of agricultural and food chemistry 20060628

Title: Induction of adaptive response and enhancement of PC12 cell tolerance by 7-hydroxycholesterol and 15-deoxy-delta(12,14)-prostaglandin J2 through up-regulation of cellular glutathione via different mechanisms.

Journal: The Journal of biological chemistry 20060519

Title: Species differences among various rodents in the conversion of 7alpha-hydroxycholesterol in liver microsomes.

Journal: Steroids 20060501

Title: Short-term hepatic effects of depleted uranium on xenobiotic and bile acid metabolizing cytochrome P450 enzymes in the rat.

Journal: Archives of toxicology 20060401

Title: Cholesterol-metabolizing cytochromes P450.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060401

Title: High circulating levels of 7beta- and 7alpha-hydroxycholesterol and presence of apoptotic and oxidative markers in arterial lesions of normocholesterolemic atherosclerotic patients undergoing endarterectomy.

Journal: Pathologie-biologie 20060201

Title: Kaempferol inhibits apoptosis in vascular smooth muscle induced by a component of oxidized LDL.

Journal: European journal of pharmacology 20060104

Title: Skeletal muscle and liver oxysterols during fasting and alcohol exposure.

Journal: Metabolism: clinical and experimental 20060101

Title: 7beta-hydroxycholesterol reduces the extent of reactive gliosis caused by iron deposition in the hippocampus but does not attenuate the iron-induced seizures in rats.

Journal: Neuroscience 20060101

Title: Involvement of calcium in 7beta -hydroxycholesterol and cholesterol-5beta,6beta -epoxide-induced apoptosis.

Journal: International journal of toxicology 20060101

Title: An isocratic high-performance liquid chromatography assay for CYP7A1-catalyzed cholesterol 7alpha-hydroxylation.

Journal: Methods in molecular biology (Clifton, N.J.) 20060101

Title: High preoperative recipient plasma 7beta-hydroxycholesterol is associated with initial poor graft function after liver transplantation.

Journal: Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society 20051201

Title: Combined effect of 25-hydroxycholesterol and IL-1beta on IL-8 production in human colon carcinoma cell line (Caco-2).

Journal: Inflammation 20051201

Title: 7-Ketocholesterol predisposes human aorta smooth muscle cells to Fas-mediated death.

Journal: Journal of molecular and cellular cardiology 20051101

Title: Foam cell death induced by 7beta-hydroxycholesterol is mediated by labile iron-driven oxidative injury: mechanisms underlying induction of ferritin in human atheroma.

Journal: Free radical biology & medicine 20051001

Title: TNF-alpha activates death pathway in human aorta smooth muscle cell in the presence of 7-ketocholesterol.

Journal: Biochemical and biophysical research communications 20050812

Title: Cytotoxic effect of 7beta-hydroxycholesterol on human NCI-H460 lung cancer cells.

Journal: Biological & pharmaceutical bulletin 20050801

Title: Comparative enzymology of 11beta-hydroxysteroid dehydrogenase type 1 from six species.

Journal: Journal of molecular endocrinology 20050801

Title: Lipid metabolism and TNF-alpha secretion in response to dietary sterols in human monocyte derived macrophages.

Journal: European journal of clinical investigation 20050801

Title: Effects of dietary fat and oxidized cholesterol on gene expression in rat liver as assessed by cDNA expression array analysis.

Journal: European journal of nutrition 20050601

Title: Effect of cholesterol and 7-beta hydroxycholesterol on glutathione status and nitric oxide production in murine peritoneal macrophages.

Journal: Indian journal of experimental biology 20050601

Title: A minimally invasive technique for the evaluation of the regulatory steps of the two major pathways of bile acid synthesis.

Journal: Clinica chimica acta; international journal of clinical chemistry 20050501

Title: Cholesterol binding to cytochrome P450 7A1, a key enzyme in bile acid biosynthesis.

Journal: Biochemistry 20050308

Title: Oxidation of cholesterol by amyloid precursor protein and beta-amyloid peptide.

Journal: The Journal of biological chemistry 20050225

Title: Different apoptotic mechanisms are involved in the antiproliferative effects of 7beta-hydroxysitosterol and 7beta-hydroxycholesterol in human colon cancer cells.

Journal: Cell death and differentiation 20050201

Title: Baseline oxysterols and other markers of oxidative stress, inflammation and malnutrition in the vitamin e and intima media thickness progression in end-stage renal disease (VIPER) cohort.

Journal: Nephron. Clinical practice 20050101

Title: [Cholesterol oxidation products in fresh and frozen shrimps, raw and grilled].

Journal: Nutricion hospitalaria 20050101

Title: Activation of caspase-3-dependent and -independent pathways during 7-ketocholesterol- and 7beta-hydroxycholesterol-induced cell death: a morphological and biochemical study.

Journal: Journal of biochemical and molecular toxicology 20050101

Title: Enhanced expression of natural resistance-associated macrophage protein 1 in atherosclerotic lesions may be associated with oxidized lipid-induced apoptosis.

Journal: Annals of the New York Academy of Sciences 20041201

Title: Does brain specific 24S-hydroxycholesterol in plasma indicate the disruption of the blood-brain barrier in patients with ischemic stroke?

Journal: Neuroscience letters 20040923

Title: Cytotoxicity of oxidized low-density lipoprotein in cultured RPE cells is dependent on the formation of 7-ketocholesterol.

Journal: Investigative ophthalmology & visual science 20040801

Title: Detection of lipid peroxidation in vivo: total hydroxyoctadecadienoic acid and 7-hydroxycholesterol as oxidative stress marker.

Journal: Free radical research 20040801

Title: Vitamin E is not deficient in human atherosclerotic plaques.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20040701

Title: Rapid hepatic metabolism of 7-ketocholesterol by 11beta-hydroxysteroid dehydrogenase type 1: species-specific differences between the rat, human, and hamster enzyme.

Journal: The Journal of biological chemistry 20040430

Title: Oxysterol mixtures prevent proapoptotic effects of 7-ketocholesterol in macrophages: implications for proatherogenic gene modulation.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20040401

Title: Application of water-soluble radical initiator, 2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride, to a study of oxidative stress.

Journal: Free radical research 20040401

Title: Effect of cholesterol and 7beta-hydroxycholesterol on glutathione status and expression of Hsp70 in cultured murine peritoneal macrophages.

Journal: Indian journal of biochemistry & biophysics 20040201

Title: Vitamin E supplementation in patients with carotid atherosclerosis: reversal of altered oxidative stress status in plasma but not in plaque.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20040101

Title: Generation of an oxidative stress precedes caspase activation during 7beta-hydroxycholesterol-induced apoptosis in U937 cells.

Journal: Journal of biochemical and molecular toxicology 20040101

Title: New internal standard for quantitative determination of oxyphytosterols by gas chromatography.

Journal: Journal of AOAC International 20040101

Title: Inhibitory effects of red wine extracts on endothelial-dependent adhesive interactions with monocytes induced by oxysterols.

Journal: Biological research 20040101

Title: Oral alpha-tocopherol supplementation inhibits lipid oxidation in established human atherosclerotic lesions.

Journal: Free radical research 20031101

Title: Serum ferritin concentration is associated with plasma levels of cholesterol oxidation products in man.

Journal: Free radical biology & medicine 20031015

Title: Synthesis of deuterated isotopomers of 7alpha- and (25R,S)-26-hydroxycholesterol, internal standards for in vivo determination of the two biosynthetic pathways of bile acids.

Journal: Steroids 20031001

Title: Identification and quantification of cholesterol and cholesterol oxidation products in different types of Iberian hams.

Journal: Journal of agricultural and food chemistry 20030910

Title: On the origin of the cholestenoic acids in human circulation.

Journal: Steroids 20030901

Title: Effects of megadoses of dietary vitamin E on the antioxidant status of rats fed lard or salmon oil.

Journal: International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition 20030701

Title: Lysophosphatidylcholine regulates synthesis of biglycan and the proteoglycan form of macrophage colony stimulating factor.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20030501

Title: Impairment of the cytotoxic and oxidative activities of 7 beta-hydroxycholesterol and 7-ketocholesterol by esterification with oleate.

Journal: Biochemical and biophysical research communications 20030411

Title: Oxysterols induce apoptosis and accumulation of cell cycle at G(2)/M phase in the human monocytic THP-1 cell line.

Journal: Life sciences 20030207

Title: Serum 7alpha-hydroxycholesterol levels during liver regeneration after hepatectomy in humans.

Journal: Hepato-gastroenterology 20030101

Title: Alpha-tocopherol prevents apoptosis of vascular endothelial cells via a mechanism exceeding that of mere antioxidation.

Journal: European journal of pharmacology 20021205

Title: Simultaneous evaluation of HMG-CoA reductase and cholesterol 7alpha-hydroxylase activities by electrospray tandem MS.

Journal: Lipids 20021101

Title: Cholesterol oxides, cholesterol, total lipid, and fatty acid composition in turkey meat.

Journal: Journal of agricultural and food chemistry 20021009

Title: Human sterol 27-hydroxylase (CYP27) overexpressor transgenic mouse model. Evidence against 27-hydroxycholesterol as a critical regulator of cholesterol homeostasis.

Journal: The Journal of biological chemistry 20020913

Title: Protection of superoxide-induced cholesterol oxidation by antioxidants in protic conditions.

Journal: International journal of food sciences and nutrition 20020901

Title: Analysis of oxidative processes and of myelin figures formation before and after the loss of mitochondrial transmembrane potential during 7beta-hydroxycholesterol and 7-ketocholesterol-induced apoptosis: comparison with various pro-apoptotic chemicals.

Journal: Biochemical pharmacology 20020801

Title: A comparative study of the conversion of 7-hydroxycholesterol in rabbit, guinea pig, rat, hamster, and chicken.

Journal: Steroids 20020701

Title: Effect of oxysterols on hematopoietic progenitor cells.

Journal: Experimental hematology 20020701

Title: Characteristics of 7 beta-hydroxycholesterol-induced cell death in a human monocytic blood cell line, U937, and a human hepatoma cell line, HepG2.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20020601

Title: Effect of chronic ethanol feeding on oxysterols in rat liver.

Journal: Free radical research 20020601

Title: Effects of dietary oxysterols on coronary arteries in hyperlipidaemic hamsters.

Journal: The British journal of nutrition 20020501

Title: Cholesterol, hydroxycholesterols, and bile acids.

Journal: Biochemical and biophysical research communications 20020419

Title: Lymphatic transport of dietary cholesterol oxidation products, cholesterol and triacylglycerols in rats.

Journal: Bioscience, biotechnology, and biochemistry 20020401

Title: Conversion of 7 alpha-hydroxycholesterol to bile acid in human subjects: is there an alternate pathway favoring cholic acid synthesis?

Journal: The Journal of laboratory and clinical medicine 20020201

Title: Effects of combinations of 7beta-hydroxycholesterol and anticancer drugs or ionizing radiation on the proliferation of cultured tumor cells.

Journal: Anticancer research 20020101

Title: Antiepileptic drugs increase plasma levels of 4beta-hydroxycholesterol in humans: evidence for involvement of cytochrome p450 3A4.

Journal: The Journal of biological chemistry 20011019

Title: Effects of CYP7A1 overexpression on cholesterol and bile acid homeostasis.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20011001

Title: Bioavailability of vitamin E as function of food intake in healthy subjects: effects on plasma peroxide-scavenging activity and cholesterol-oxidation products.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20011001

Title: alpha-Tocopherol, but not gamma-tocopherol inhibits 7 beta-hydroxycholesterol-induced apoptosis in human U937 cells.

Journal: Free radical research 20010901

Title: Suppression of bile acid synthesis, but not of hepatic cholesterol 7alpha-hydroxylase expression, by obstructive cholestasis in humans.

Journal: Hepatology (Baltimore, Md.) 20010801

Title: Apoptotic death of inflammatory cells in human atheroma.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20010701

Title: Influence of 7beta-hydroxycholesterol on glutathione status and nitric oxide production in macrophages: in vitro studies.

Journal: Indian journal of biochemistry & biophysics 20010601

Title: Selective distribution of oxysterols in atherosclerotic lesions and human plasma lipoproteins.

Journal: Free radical research 20010501

Title: Coronary atherosclerosis and oxidative stress as reflected by autoantibodies against oxidized low-density lipoprotein and oxysterols.

Journal: Atherosclerosis 20010401

Title: Fas/Fas ligand-mediated death pathway is involved in oxLDL-induced apoptosis in vascular smooth muscle cells.

Journal: American journal of physiology. Cell physiology 20010301

Title: Cholesterol metabolism in primary biliary cirrhosis during simvastatin and UDCA administration.

Journal: Journal of lipid research 20010301

Title: Differences in hepatic levels of intermediates in bile acid biosynthesis between Cyp27(-/-) mice and CTX.

Journal: Journal of lipid research 20010201

Title: Evidence that the major oxysterols in human circulation originate from distinct pools of cholesterol: a stable isotope study.

Journal: Journal of lipid research 20010101

Title: Formation of cholesterol oxides in irradiated raw and cooked chicken meat during storage.

Journal: Poultry science 20010101

Title: Ceramide generation occurring during 7beta-hydroxycholesterol- and 7-ketocholesterol-induced apoptosis is caspase independent and is not required to trigger cell death.

Journal: Cell death and differentiation 20010101

Title: Effect of 7beta-hydroxycholesterol on cellular redox status and heat shock protein 70 expression in macrophages.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20010101

Title: Oxysterols, but not cholesterol, inhibit human immunodeficiency virus replication in vitro.

Journal: Antiviral chemistry & chemotherapy 19981101

Title: Reduction of oxysterol levels up-regulates HMG-CoA reductase activity in rat liver.

Journal: Atherosclerosis 19970601

Title: Molecular cloning and sequence analysis of cDNA encoding human cholesterol 7 alpha-hydroxylase.

Journal: FEBS letters 19900730

Title: Ferderbar S, et al. Cholesterol oxides as biomarkers of oxidative stress in type 1 and type 2 diabetes mellitus. Diabetes Metab Res Rev. 2007 Jan;23(1):35-42.

Title: Kitano S, et al. Oxidative status of human low density lipoprotein isolated by anion-exchange high-performance liquid chromatography--assessment by total hydroxyoctadecadienoic acid, 7-hydroxycholesterol, and 8-iso-prostaglandin F(2alpha). Anal Chim Acta. 2007 Feb 28;585(1):86-93.

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Tags:566-26-7 Molecular Formula|566-26-7 MDL|566-26-7 SMILES|566-26-7 5-CHOLESTEN-3-BETA, 7-ALPHA-DIOL