An oxysterol
Related Products
Isomer(s)
2596624,25-epoxy Cholesterol
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24(S),25-epoxy Cholesterol

Item No. 10131

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,24S)-24,25-epoxy-cholest-5-en-3-ol
CAS Number
77058-74-3
Synonyms
  • 24(S)-24,25-EC
Molecular Formula
C27H44O2
Formula Weight
400.6
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: soluble
SMILES
CC1(C)[C@H](CC[C@@H](C)[C@@]2([H])CC[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@@]32C)O1
InChi Code
InChI=1S/C27H44O2/c1-17(6-11-24-25(2,3)29-24)21-9-10-22-20-8-7-18-16-19(28)12-14-26(18,4)23(20)13-15-27(21,22)5/h7,17,19-24,28H,6,8-16H2,1-5H3/t17-,19+,20+,21-,22+,23+,24+,26+,27-/m1/s1
InChi Key
OSENKJZWYQXHBN-XVYZBDJZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $223

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    Product Description

    24(S),25-epoxy Cholesterol is an oxysterol and the most abundant oxysterol in mouse ventral midbrain.1 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.2 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.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Broccoli, V., and Caiazzo, M. Nuclear receptors: Oxysterols detour to neurodevelopment. Nat. Chem. Biol. 9(2), 70-71 (2013).

    2. Nunomura, S., Endo, K., Makishima, M., et al. Oxysterol represses high-affinity IgE receptor-stimulated mast cell activation in Liver X receptor-dependent and -independent manners. FEBS Lett. 584(6), 1143-1148 (2010).

    3. Zerenturk, E.J., Kristiana, I., Gill, S., et al. The endogenous regulator 24(S),25-epoxycholesterol inhibits cholesterol synthesis at DHCR24 (Seladin-1). Biochim. Biophys. Acta 1821(9), 1269-1277 (2012).