(24S,25)-Epoxycholesterol
Based on 1 Customer Validation
24S,25-Epoxycholesterol is an agonist for Liver X Receptor (LXR). 24S,25-Epoxycholesterol exhibits properties in regulating the cholesterol efflux, inhibiting tumor growth against gastric cancer and glioblastoma and inducing apoptosis in BMMC cells.
For research use only. We do not sell to patients.
- Purity: 98.1%
- CAS No.: 77058-74-3
- Formula: C27H44O2
- Molecular Weight:400.64
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| CV-1 | EC50 |
117 nM
Compound: 1
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Agonist activity at human LXRalpha coexpressed in African green monkey CV1 cells by Gal4 responsive reporter gene assay
Agonist activity at human LXRalpha coexpressed in African green monkey CV1 cells by Gal4 responsive reporter gene assay
|
[PMID: 26990539] |
| CV-1 | EC50 |
168 nM
Compound: 1
|
Agonist activity at human LXRbeta coexpressed in African green monkey CV1 cells by Gal4 responsive reporter gene assay
Agonist activity at human LXRbeta coexpressed in African green monkey CV1 cells by Gal4 responsive reporter gene assay
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[PMID: 26990539] |
| HEK293 | EC50 |
0.5 μM
Compound: 24(S), 25-epoxycholesterol
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Activity against LXR alpha transiently transfected in HEK293 cells
Activity against LXR alpha transiently transfected in HEK293 cells
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[PMID: 16386417] |
| SH-SY5Y | EC50 |
0.4 μM
Compound: 1
|
Agonist activity at human LXRbeta expressed in human SH-SY5Y cells co-transfected with Gal4-LBD after 24 hrs by luciferase reporter gene assay
Agonist activity at human LXRbeta expressed in human SH-SY5Y cells co-transfected with Gal4-LBD after 24 hrs by luciferase reporter gene assay
|
[PMID: 19264481] |
24S,25-Epoxycholesterol (1-10 μM) upregulates the LXR-related genes ABCA1, ABCG1 and APOE, promotes the cholesterol efflux, therefore prevents the foam cell formation and blocks proliferation of mouse and human glioma stem-like cells through depeting cellular cholesterol[1][3].
24S,25-Epoxycholesterol inhibits proliferation and migration of HGC27, which is enhanced by knockout of LXRβ[2].
24S,25-Epoxycholesterol (40 μM) inhibits HMG-CoA reductase and activates the LXR, which suppresses mevalonate-dependent isoprenoid production and enhancing the ATP-binding cassette G1 expression, induces apoptosis in bone marrow-derived murine mast cells (BMMCs)[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:GGPP induced mDA neurogenesis defect in CYP46A1 overexpressing CD-1 mice[4]
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Dosage:5 mM
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Administration:icv, 1 μL, single dosage
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Result:Increased levels of mDA neurons, blocked the GGPP induced decrease of double EdU and TH cells.
Chemical Information
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CAS No. 77058-74-3
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Appearance Solid
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Molecular Weight 400.64
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Formula C27H44O2
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Color White to off-white
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SMILES
C[C@@]12[C@](CC[C@]2([H])[C@H](C)CC[C@H]3C(C)(O3)C)([H])[C@@]4([H])[C@@](CC1)([H])[C@@]5(C(C[C@H](CC5)O)=CC4)C
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
Ethanol : 16 mg/mL (39.94 mM; Need ultrasonic and warming)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (274 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Beyea MM, et al., Selective up-regulation of LXR-regulated genes ABCA1, ABCG1, and APOE in macrophages through increased endogenous synthesis of 24(S),25-epoxycholesterol. J Biol Chem. 2007 Feb 23;282(8):5207-16. [Content Brief]
[2]. Guo F, et al., Upregulation of 24(R/S),25-epoxycholesterol and 27-hydroxycholesterol suppresses the proliferation and migration of gastric cancer cells. Biochem Biophys Res Commun. 2018 Oct 12;504(4):892-898. [Content Brief]
[3]. Nguyen TP, et al., Selective and brain-penetrant lanosterol synthase inhibitors target glioma stem-like cells by inducing 24(S),25-epoxycholesterol production. Cell Chem Biol. 2023 Feb 16;30(2):214-229.e18. [Content Brief]
[4]. Theofilopoulos S, et al., 24(S),25-Epoxycholesterol and cholesterol 24S-hydroxylase (CYP46A1) overexpression promote midbrain dopaminergic neurogenesis in vivo. J Biol Chem. 2019 Mar 15;294(11):4169-4176. [Content Brief]
[5]. Fukunaga M, et al., Mast cell death induced by 24(S),25-epoxycholesterol. Exp Cell Res. 2010 Nov 15;316(19):3272-81. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| Ethanol | 1 mM | 2.4960 mL | 12.4800 mL | 24.9601 mL | 62.4002 mL |
| 5 mM | 0.4992 mL | 2.4960 mL | 4.9920 mL | 12.4800 mL | |
| 10 mM | 0.2496 mL | 1.2480 mL | 2.4960 mL | 6.2400 mL | |
| 15 mM | 0.1664 mL | 0.8320 mL | 1.6640 mL | 4.1600 mL | |
| 20 mM | 0.1248 mL | 0.6240 mL | 1.2480 mL | 3.1200 mL | |
| 25 mM | 0.0998 mL | 0.4992 mL | 0.9984 mL | 2.4960 mL | |
| 30 mM | 0.0832 mL | 0.4160 mL | 0.8320 mL | 2.0800 mL |