24(S),25-Epoxycholesterol (not deuterated)
- Product Name
- 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
- Formula Weight
- 400.64
- MOL File
- 77058-74-3.mol
24(S),25-Epoxycholesterol (not deuterated) Property
- 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.
N-Bromosuccinimide Price
- Product number
- 10131
- Product name
- 24(S),25-epoxy Cholesterol
- Packaging
- 1mg
- Price
- $202
- Updated
- 2024/03/01
- Product number
- LIP0002748
- Product name
- (24S)-24,25-EPOXYCHOLESTEROL
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $502.54
- Updated
- 2021/12/16
- Product number
- 222
- Product name
- 24(S),25-Epoxycholesterol
- Purity
- 98%
- Packaging
- 1mg
- Price
- $890
- Updated
- 2021/12/16
24(S),25-Epoxycholesterol (not deuterated) Chemical Properties,Usage,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
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