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20ALPHA-HYDROXYCHOLESTEROL

20ALPHA-HYDROXYCHOLESTEROL Suppliers list
Company Name: Creative Enzymes
Tel: 1-516-855-7709
Email: info@creative-enzymes.com
Products Intro: Product Name:20α-hydroxycholesterol
Purity:>99% Remarks:C 80.54%, H 11.51%, O 7.95%
Company Name: TargetMol Chemicals Inc.
Tel: +1-781-999-5354 +1-00000000000
Email: marketing@targetmol.com
Products Intro: Product Name:20(S)-Hydroxycholesterol;20α-Hydroxycholesterol
CAS:516-72-3
Purity:98.00% Package:1 mL * 10mM (in DMSO);10 mg;100 mg;5 mg;50 mg Remarks:REAGENT;FOR LABORATORY USE ONLY
Company Name: Shanghai Acmec Biochemical Technology Co., Ltd.
Tel: +undefined18621343501
Email: product@acmec-e.com
Products Intro: Product Name:(8S,9S,10R,13S,14S,17S)-17-((R)-2-Hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
CAS:516-72-3
Purity:95% Package:10mg, 50mg, 5mg, 100mg, 25mg
Company Name: J & K SCIENTIFIC LTD.  
Tel: 010-82848833 400-666-7788
Email: jkinfo@jkchemical.com
Products Intro: Product Name:20α-Hydroxy Cholesterol
CAS:516-72-3
Package:100Mg,10Mg
Company Name: 3B Pharmachem (Wuhan) International Co.,Ltd.  
Tel: 821-50328103-801 18930552037
Email: 3bsc@sina.com
Products Intro: Product Name:20ALPHA-HYDROXYCHOLESTEROL
CAS:516-72-3
Purity:99% HPLC Package:1Mg ; 5Mg;10Mg ;100Mg;250Mg ;500Mg ;1g;2.5g ;5g ;10g
20ALPHA-HYDROXYCHOLESTEROL Basic information
Product Name:20ALPHA-HYDROXYCHOLESTEROL
Synonyms:20alpha-Hydroxycholesterol (not deuterated);5-Cholestene-3B,20a-diol;Cholest-5-ene-3,20-diol, (3.beta.)-;5-cholestene-3β,20α-diol;(3S,8S,9S,10R,13S,14S,17S)-17-[(2R)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;20α-Hydroxycholesterol (not deuterated);(20S)-Cholest-5-ene-3,20-diol;(3)-Cholest-5-ene-3,20-diol
CAS:516-72-3
MF:C27H46O2
MW:402.65
EINECS:
Product Categories:Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids;Standards - 13C & 2H for GC-Mass Spectrometry
Mol File:516-72-3.mol
20ALPHA-HYDROXYCHOLESTEROL Structure
20ALPHA-HYDROXYCHOLESTEROL Chemical Properties
Melting point 136-137°C
Boiling point 512.3±23.0 °C(Predicted)
density 1.03±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,2-8°C
solubility Soluble in DMSO or in Ethanol.
pka15.04±0.70(Predicted)
color White
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
20ALPHA-HYDROXYCHOLESTEROL Usage And Synthesis
Description20(S)-hydroxy Cholesterol is an allosteric agonist of the smoothened (Smo) receptor that activates the hedgehog (Hh) signaling pathway with an EC50 value of approxiately 3 μM in a gene transcription reporter assay using NIH3T3 cells. 20(S)-hydroxy Cholesterol is necessary for normal Hh signaling. It induces Smo accumulation in primary cilia, an early event in signaling, and binds to the extracellular, cysteine-rich domain of Smo. 20(S)-hydroxy Cholesterol also stimulates osteogenic differentiation of pluripotent bone marrow stromal cells, a process mediated via Hh and Notch signaling.
Chemical PropertiesWhite Solid
UsesA metabolite of Cholesterol. Cholesterol oxidation product having cytotoxicity effects
UsesA metabolite of Cholesterol (C432501). Cholesterol oxidation product having cytotoxicity effects.
DefinitionChEBI: An oxysterol that is cholesterol substituted by a hydroxy group at position 20.
storageStore at -20°C
References1) Janowski?et al. (1996),?An oxysterol signaling pathway mediated by the nuclear receptor LXR7alpha; Nature,?383?728 2) Kha?et al. (2004),?Oxysterols regulate differentiation of mesenchymal stem cells: Pro-bone and Anti-fat: J. Bone Min. Res.,?19?830 3) Kim?et al. (2010),?Osteogenic oxysterol, 20(S)-hydroxycholesterol, induces notch target gene expression in bone marrow stromal cells; J. Bone Miner. Res.,?25?7823 4) Dwyer?et al. (2007),?Oxysterols are novel activators of the hedgehog signaling pathway in pluripotent mesenchymal cells; J. Biol. Chem.,?282?8959 5) Nedelcu?et al. (2013);?Oxysterol binding to the extracellular domain of Smoothened in Hedgehog signaling; Nat. Chem. Biol.,?9?557 6) Cheng?et al. (2021);?A proteome-wide map of 20(S)-hydroxycholesterol interactors in cell membranes; Nat. Chem. Biol.,?17?1271
20ALPHA-HYDROXYCHOLESTEROL Preparation Products And Raw materials
Raw materials4-METHYL-1-PENTYNE-->1-Bromo-4-methylpentane-->3-tert-Butyldimethylsilyloxy Pregnenolone-->Cholesterol-->Pregnenolone
Tag:20ALPHA-HYDROXYCHOLESTEROL(516-72-3) Related Product Information
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