| Identification | Back Directory | [Name]
20ALPHA-HYDROXYCHOLESTEROL | [CAS]
516-72-3 | [Synonyms]
C05500
20-hydroxycholesterol
20A-HYDROXYCHOLESTEROL
20α-Hydroxy Cholesterol
20[S]-HYDROXYCHOLESTEROL
Cholest-5-ene-3β,20-diol
Cholest-5-ene-3,20a-diol
5-Cholestene-3B,20a-diol
5-cholestene-3β,20α-diol
20ALPHA-HYDROXYCHOLESTEROL
(20S)-20-Hydroxycholesterol
(3)-Cholest-5-ene-3,20-diol
20S-Cholest-5-ene-3,20-diol
5-CHOLESTENE-3B,20ALPHA-DIOL
(20S)-Cholest-5-ene-3,20-diol
Cholest-5-ene-3,20-diol, (3β)-
5-CHOLESTENE-3BETA,20ALPHA-DIOL
5-CHOLESTEN-3-BETA, 20-ALPHA-DIOL
Cholest-5-ene-3,20-diol, (3.beta.)-
3BETA,20ALPHA-DIHYDROXY-5-CHOLESTENE
20α-Hydroxycholesterol (not deuterated)
20alpha-Hydroxycholesterol (not deuterated)
20(S)-hydroxyCholesterol (20α-Hydroxycholesterol)
(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
(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 | [Molecular Formula]
C27H46O2 | [MDL Number]
MFCD00003629 | [MOL File]
516-72-3.mol | [Molecular Weight]
402.65 |
| Chemical Properties | Back Directory | [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. | [form ]
neat | [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. |
| Hazard Information | Back Directory | [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 (C432501). Cholesterol oxidation product having | [Uses]
A metabolite of Cholesterol. 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 |
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| Company Name: |
Henan Alfachem Co.,Ltd.
|
| Tel: |
0371-0371-55051623 18137891487 |
| Website: |
http://www.is0513.com/supplier/14555231/ |
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