| Company Name: |
Shanghai Acmec Biochemical Technology Co., Ltd. |
| Tel: |
+86-18621343501; +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
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20ALPHA-HYDROXYCHOLESTEROL manufacturers
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| | 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;(3S,8S,9S,10R,13S,14S,17S)-17-((S)-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 | | 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 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. | | pka | 15.04±0.70(Predicted) | | form | Solid | | 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. | | Major Application | clinical testing | | InChIKey | MCKLJFJEQRYRQT-APGJSSKUSA-N | | SMILES | CC(C)CCC[C@](C)(O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C |
| WGK Germany | 3 | | Storage Class | 11 - Combustible Solids |
| | 20ALPHA-HYDROXYCHOLESTEROL Usage And Synthesis |
| Description | 20(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 Properties | White Solid | | Uses | A metabolite of Cholesterol. Cholesterol oxidation product having cytotoxicity effects | | Uses | A metabolite of Cholesterol (C432501). Cholesterol oxidation product having cytotoxicity effects. | | Definition | ChEBI: An oxysterol that is cholesterol substituted by a hydroxy group at position 20. | | storage | Store at -20°C | | References | [1] An oxysterol signaling pathway mediated by the nuclear receptor LXR7alpha
[2] HOA TON KHA. Oxysterols Regulate Differentiation of Mesenchymal Stem Cells: Pro-Bone and Anti-Fat†[J]. Journal of Bone and Mineral Research, 2009, 19 5: 830-840. DOI:10.1359/jbmr.040115
[3] WOO-KYUN KIM. Osteogenic oxysterol, 20(S)-hydroxycholesterol, induces notch target gene expression in bone marrow stromal cells[J]. Journal of Bone and Mineral Research, 2010, 25 4: 782-795. DOI:10.1359/jbmr.091024
[4] JENNIFER R DWYER. Oxysterols are novel activators of the hedgehog signaling pathway in pluripotent mesenchymal cells.[J]. The Journal of Biological Chemistry, 2007, 282 12: 8959-8968. DOI:10.1074/jbc.m611741200
[5] DANIEL NEDELCU. Oxysterol binding to the extracellular domain of Smoothened in Hedgehog signaling[J]. Nature chemical biology, 2013, 9 9: 557-564. DOI:10.1038/nchembio.1290
[6] YU-SHIUAN CHENG. A proteome-wide map of 20(S)-hydroxycholesterol interactors in cell membranes[J]. Nature chemical biology, 2021, 17 12: 1271-1280. DOI:10.1038/s41589-021-00907-2 |
| | 20ALPHA-HYDROXYCHOLESTEROL Preparation Products And Raw materials |
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