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ChemicalBook--->CAS DataBase List--->77058-74-3

77058-74-3

77058-74-3 Structure

77058-74-3 Structure
IdentificationBack Directory
[Name]

24(S),25-Epoxycholesterol (not deuterated)
[CAS]

77058-74-3
[Synonyms]

24(S)
24S,25-EpoxyC
25-epoxycholesterol
(24S)-24,25-Epoxycholestero
(24S)-24,25-Epoxycholesterol
(24S)-24,25-Epoxycholest-5-en-3β-ol
24(S),25-Epoxycholesterol (not deuterated)
Cholest-5-en-3-ol, 24,25-epoxy-, (3β,24S)-
24(S),25-EPOXYCHOLESTEROL;24(S);25-EPOXYCHOLESTEROL
[Molecular Formula]

C27H44O2
[MOL File]

77058-74-3.mol
[Molecular Weight]

400.64
Chemical PropertiesBack Directory
[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).
[form ]

White solid.
[pka]

15.03±0.70(predicted)
[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.
Hazard InformationBack Directory
[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.
[storage]

Store at -20°C
[References]

1) Chawla et al. (2001), Nuclear receptors and lipid physiology: opening the X-files; Science, 294 1866 2) Brown et al. (2009), 24(S),25-epoxycholesterol: a messenger for cholesterol homeostasis; Int. J. Biochem. Cell Biol., 41 744 3) Theofilopoulos et al. (2013), Brain endogenous liver X receptor ligands selectively promote midbrain neurogenesis; Nature Chem. Biol., 9 126
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