20ALPHA-HYDROXYCHOLESTEROL
- CAS No.
- 516-72-3
- Chemical Name:
- 20ALPHA-HYDROXYCHOLESTEROL
- Synonyms
- C05500;20-hydroxycholesterol;20A-HYDROXYCHOLESTEROL;20α-Hydroxy Cholesterol;Cholesterol Impurity 32;5-Cholestene-3B,20a-diol;5-cholestene-3β,20α-diol;Cholest-5-ene-3,20a-diol;Cholest-5-ene-3β,20-diol;20[S]-HYDROXYCHOLESTEROL
- CBNumber:
- CB2372501
- Molecular Formula:
- C27H46O2
- Molecular Weight:
- 402.65
- MDL Number:
- MFCD16661190
- MOL File:
- 516-72-3.mol
- MSDS File:
- SDS
| 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) |
| 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. |
| FDA UNII | 30060WAL99 |
20ALPHA-HYDROXYCHOLESTEROL price More Price(19)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | H6378 | 20α-Hydroxycholesterol analytical standard | 516-72-3 | 5mg | $115.8 | 2024-03-01 | Buy |
| Cayman Chemical | 20103 | 20(S)-hydroxy Cholesterol ≥98% | 516-72-3 | 1mg | $50 | 2024-03-01 | Buy |
| Cayman Chemical | 20103 | 20(S)-hydroxy Cholesterol ≥98% | 516-72-3 | 5mg | $111 | 2024-03-01 | Buy |
| Cayman Chemical | 20103 | 20(S)-hydroxy Cholesterol ≥98% | 516-72-3 | 10mg | $195 | 2024-03-01 | Buy |
| Tocris | 4474 | 20(S)-Hydroxycholesterol ≥95%(HPLC) | 516-72-3 | 10 | $184 | 2021-12-16 | Buy |
20ALPHA-HYDROXYCHOLESTEROL Chemical Properties,Uses,Production
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) 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 materials
Preparation Products
20ALPHA-HYDROXYCHOLESTEROL Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Creative Enzymes | 1-516-855-7709 | info@creative-enzymes.com | United States | 8748 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33349 | 58 |
| J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32344 | 50 |
| Clearsynth Labs Limited | +91-22-26355700 | info@clearsynth.com | India | 9685 | 58 |
| ChemStrong Scientific Co.,Ltd | 0755-66853366 13670046396 | sales@chem-strong.com | China | 17982 | 56 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8449 | 60 |
| Beijing Solarbio Science & Tecnology Co., Ltd. | 010-50973130 4009686088 | 3193328036@qq.com | China | 29797 | 68 |
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