24(S),25-Epoxycholesterol (not deuterated)
- CAS No.
- 77058-74-3
- Chemical Name:
- 24(S),25-Epoxycholesterol (not deuterated)
- Synonyms
- 24(S);24S,25-EpoxyC;25-epoxycholesterol;(24S)-24,25-Epoxycholestero;(24S)-24,25-Epoxycholesterol;5-CHOLESTEN-24(S), 25-EPOXY-3β-OL;(24S)-24,25-Epoxycholest-5-en-3β-ol;Cholest-5-en-3-ol, 24,25-epoxy-, (3β,24S)-;24(S),25-Epoxycholesterol (not deuterated);24(S),25-EPOXYCHOLESTEROL;24(S);25-EPOXYCHOLESTEROL
- CBNumber:
- CB11121024
- Molecular Formula:
- C27H44O2
- Molecular Weight:
- 400.64
- MDL Number:
- MOL File:
- 77058-74-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 156-157 °C |
|---|---|
| Boiling point | 496.4±18.0 °C(predicted) |
| Density | 1.05 |
| storage temp. | -20°C |
| solubility | Soluble in DMSO (up to 30 mg/ml). |
| pka | 15.03±0.70(predicted) |
| form | White solid. |
| color | White |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months. |
| InChIKey | OSENKJZWYQXHBN-XVYZBDJZSA-N |
| SMILES | O1[C@H](C1(C)C)CC[C@H]([C@@H]2[C@@]3([C@H]([C@H]4[C@@H]([C@]5(CC[C@@H](CC5=CC4)O)C)CC3)CC2)C)C |
| UNSPSC Code | 12352211 |
| NACRES | NA.25 |
24(S),25-Epoxycholesterol (not deuterated) price More Price(15)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 10131 | 24(S),25-epoxy Cholesterol ≥95% | 77058-74-3 | 1mg | $223 | 2026-04-30 | Buy |
| Usbiological | 421421 | (24S)-24,25-Epoxycholesterol | 77058-74-3 | 500ug | $496 | 2026-06-03 | Buy |
| Usbiological | 421421 | (24S)-24,25-Epoxycholesterol | 77058-74-3 | 2.5mg | $1656 | 2026-06-03 | Buy |
| Biosynth | CDA05874 | (24S)-24,25-Epoxycholesterol | 77058-74-3 | 1mg | $1370.65 | 2026-06-04 | Buy |
| Biosynth | CDA05874 | (24S)-24,25-Epoxycholesterol | 77058-74-3 | 5mg | $3873.6 | 2026-06-04 | Buy |
24(S),25-Epoxycholesterol (not deuterated) Chemical Properties, Uses, Production
Description
24(S),25-epoxy Cholesterol is an oxysterol and the most abundant oxysterol in mouse ventral midbrain. It activates liver X receptors (LXRs) in the developing ventral midbrain to induce stem cell differentiation into dopaminergic neurons. 24(S),25-epoxy Cholesterol inhibits IL-6 production and degranulation of bone marrow-derived murine mast cells that express LXRβ. It inhibits the conversion of desmosterol to cholesterol by 3β-hydroxysterol Δ24-reductase (DHCR24/Seladin-1) in CHO-7 and SRD-1 cells when used at a concentration of 2.5 μM.
Uses
(24S)-24,25-Epoxycholesterol is a derivative of 4β-Hydroxy Cholesterol (H917980), a metabolite of Cholesterol. It is formed from Cholesterol by the drug-metabolizing enzyme cytochrome P 450 3A4. A potential ligand for the nuclear receptor LXR and also a new endogenous CYP3A marker.
Definition
ChEBI: A 3beta-hydroxy steroid that is desmosterol in which the double bond at position 24-25 has been oxidised to the corresponding epoxide (the 24S diastereoisomer). It is an oxysterol agonist of the liver X receptor.
in vivo
24S,25-Epoxycholesterol (5 mM, icv) enhances the mDA neurogenesis, limits the neurodegeneration in CYP46A1-overexpressing mice midbrain[4].
| Animal Model: | GGPP induced mDA neurogenesis defect in CYP46A1 overexpressing CD-1 mice[4] |
| Dosage: | 5 mM |
| Administration: | icv, 1 μL, single dosage |
| Result: | Increased levels of mDA neurons, blocked the GGPP induced decrease of double EdU and TH cells. |
References
[1] AJAY CHAWLA. Nuclear Receptors and Lipid Physiology: Opening the X-Files[J]. Science, 2001, 294 5548. DOI:10.1126/science.294.5548.1866
[2] BROWN A J. 24(S),25-Epoxycholesterol: A messenger for cholesterol homeostasis[J]. International Journal of Biochemistry & Cell Biology, 2009, 41 4: Pages 744-747. DOI:10.1016/j.biocel.2008.05.029
[3] SPYRIDON THEOFILOPOULOS. Brain endogenous liver X receptor ligands selectively promote midbrain neurogenesis[J]. Nature chemical biology, 2012, 9 2: 126-133. DOI:10.1038/nchembio.1156
24(S),25-Epoxycholesterol (not deuterated) Preparation Products And Raw materials
Raw materials
Preparation Products
24(S),25-Epoxycholesterol (not deuterated) Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-6206333 13167063860 | anhua.mao@aladdin-e.com | China | 29977 | 65 |
| BOC Sciences | 16314854226 | info@bocsci.com | United States | 9909 | 65 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Chengdu Huachun Technology Co., Ltd | 400-1166-196 15982826727 | cdhxsj@163.com | China | 14571 | 60 |
| Chengdu Push Bio-Technology Co., Ltd. | 028-85370565-229 18080489829 | 18080489829@163.com | China | 8379 | 60 |
| Shenzhen Regent Biochemical Technology Co., Ltd. | 0755-85201366 18938635012 | sales@regentsciences.com | China | 9383 | 58 |
| Shanghai Zhen Li Biological Technology Co., Ltd | 021-16621358918; 18516310516;16621358918;13045646768 | zhenlipharma888@163.com | China | 19060 | 58 |
| Shanghai Hongye Biotechnology Co. Ltd | 400-9205774 400-920-5774 | sales@glpbio.cn | China | 6705 | 58 |
| BOC Sciences | 16314854226; +8616314854226 | inquiry@bocsci.com | United States | 19852 | 58 |
