CAS 516-72-3|20(S)-Hydroxycholesterol
| Common Name | 20(S)-Hydroxycholesterol | ||
|---|---|---|---|
| CAS Number | 516-72-3 | Molecular Weight | 402.65 |
| Density | 1.03g/cm3 | Boiling Point | 512.3ºC at 760mmHg |
| Molecular Formula | C27H46O2 | Melting Point | 136-137ºC |
| MSDS | ChineseUSA | Flash Point | 213.1ºC |
Names
| Name | 20-hydroxycholesterol |
|---|---|
| Synonym | More Synonyms |
20(S)-Hydroxycholesterol BiologicalActivity
| Description | 20(S)-hydroxyCholesterol (20α-Hydroxycholesterol) is an allosteric activator of the oncoprotein smoothened (Smo) that activates the hedgehog (Hh) signaling pathway with an EC50 of 3 μM in a gene transcription reporter assay using NIH3T3 cells[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Stem Cell/Wnt >>SmoResearch Areas >>Cancer |
| Target | EC50: 3 μM (hedgehog signaling pathway)[1] |
| References | [1]. Nachtergaele S, et al. Oxysterols are allosteric activators of the oncoprotein Smoothened. Nat Chem Biol. 2012 Jan 8;8(2):211-20. [2]. Nedelcu D, et al, Oxysterol binding to the extracellular domain of Smoothened in Hedgehog signaling. Nat Chem Biol. 2013 Sep;9(9):557-64. |
Chemical & Physical Properties
| Density | 1.03g/cm3 |
|---|---|
| Boiling Point | 512.3ºC at 760mmHg |
| Melting Point | 136-137ºC |
| Molecular Formula | C27H46O2 |
| Molecular Weight | 402.65 |
| Flash Point | 213.1ºC |
| Exact Mass | 402.35000 |
| PSA | 40.46000 |
| LogP | 6.50360 |
| Index of Refraction | 1.538 |
| InChIKey | MCKLJFJEQRYRQT-APGJSSKUSA-N |
| SMILES | CC(C)CCCC(C)(O)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC21C |
| Storage condition | -20°C Freezer |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
Articles29
More Articles| In vitro osteoinductive effects of hydroxycholesterol on human adipose-derived stem cells are mediated through the hedgehog signaling pathway. Plast. Reconstr. Surg. 134(5) , 960-8, (2014) Human adipose-derived stem cells have been identified as a potential source of cells for use in bone tissue engineering because of their ready availability, ease of harvest, and susceptibility to oste... | |
| Conversion of exogenous cholesterol into glycoalkaloids in potato shoots, using two methods for sterol solubilisation. PLoS ONE 8 , e82955, (2013) Steroidal glycoalkaloids (SGA) are toxic secondary metabolites naturally occurring in the potato, as well as in certain other Solanaceous plant species, such as tomato, eggplant and pepper. To investi... | |
| Oxpholipin 11D: an anti-inflammatory peptide that binds cholesterol and oxidized phospholipids. PLoS ONE 5 , e10181, (2010) Many gram-positive bacteria produce pore-forming exotoxins that contain a highly conserved, 12-residue domain (ECTGLAWEWWRT) that binds cholesterol. This domain is usually flanked N-terminally by argi... |
Synonyms
| 20α-Hydroxy Cholesterol |
| 20ALPHA-HYDROXYCHOLESTEROL |
