5β,6β-Epoxycholestanol
Based on 1 Customer Validation
5β,6β-epoxycholestanol (Cholesterol 5β,6β-epoxide; 5β,6β-Epoxycholesterol) is an oxysterol. 5β,6β-epoxycholestanol induces cytotoxicity in bronchial epithelial cells. 5β,6β-epoxycholestanol induces lactate dehydrogenase (LDH) release and apoptosis in lymphoma cells undergoing macrophage differentiation. 5β,6β-epoxycholestanol is applicable to research related to atherosclerosis.
For research use only. We do not sell to patients.
- Purity: 98.0%
- CAS No.: 4025-59-6
- Formula: C27H46O2
- Molecular Weight:402.65
-
Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| HT-29 | IC50 |
27.5 μM
Compound: 3
|
Cytotoxicity against human HT-29 cells after 96 hrs by Alamar blue assay
Cytotoxicity against human HT-29 cells after 96 hrs by Alamar blue assay
|
[PMID: 20931970] |
| HT-29 | IC50 |
37.6 μM
Compound: 1b
|
Cytotoxicity against human HT-29 cells after 48 hrs by Alamar Blue assay
Cytotoxicity against human HT-29 cells after 48 hrs by Alamar Blue assay
|
[PMID: 19473028] |
| HT-29 | IC50 |
37.6 μM
Compound: 3
|
Cytotoxicity against human HT-29 cells after 48 hrs by Alamar blue assay
Cytotoxicity against human HT-29 cells after 48 hrs by Alamar blue assay
|
[PMID: 20931970] |
5β,6β-epoxycholestanol (10-30 μM; 50 h) is dose- and time-dependently cytotoxic to 16-HBE cells, with 30 μM inducing significant death by 24 h and 10 μM inducing over 50% death by 48 h[1].
5β,6β-epoxycholestanol (0.03-10 μM; 24 h pre-incubation; 3 h [14C]acetate incubation) potently inhibits cholesterol biosynthesis in 16-HBE cells with an IC50 of 350 nM and in A549 cells with an IC50 of 150 nM[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Cell Line:16-HBE cells
-
Concentration:10 μM; 20 μM; 30 μM
-
Incubation Time:50 h
-
Result:Induced dose- and time-dependent cytotoxicity.
Caused significant cell death in 24 h at 30 μM dose.
Induced over 50% cell death in 48 h at 10 μM dose.
Showed no cell death with 30 μM α-epoxide after 40 h.
Chemical Information
-
CAS No. 4025-59-6
-
Appearance Solid
-
Molecular Weight 402.65
-
Formula C27H46O2
-
Color White to off-white
-
SMILES
C[C@]12[C@@]3(C[C@H](CC2)O)[C@](C[C@]4([H])[C@]1([H])CC[C@]5([C@@]4([H])CC[C@]5([H])[C@H](C)CCCC(C)C)C)([H])O3
-
Synonyms
Cholesterol 5β,6β-epoxide; 5β,6β-Epoxycholesterol
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
Ethanol : 20 mg/mL (49.67 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
-
Data Sheet (273 KB)
-
SDS (418 KB)
- English - EN (418 KB)
- Français - FR (418 KB)
- Deutsch - DE (418 KB)
- Norwegian - NO (418 KB)
- Español - ES (418 KB)
- Swedish - SV (418 KB)
- Italian - IT (418 KB)
- Korean - KR (418 KB)
- Portuguese - PT (418 KB)
-
Handling Instructions (2659 KB)
References
[1]. Pulfer MK, et al. Formation of biologically active oxysterols during ozonolysis of cholesterol present in lung surfactant. J Biol Chem. 2004;279(25):26331-26338. [Content Brief]
[2]. Aringer L, et al. Formation and metabolism in vitro of 5,6-epoxides of cholesterol and beta-sitosterol. J Lipid Res. 1974;15(4):389-398. [Content Brief]
[3]. Garcia-Cruset S, et al. Oxysterol profiles of normal human arteries, fatty streaks and advanced lesions. Free Radic Res. 2001;35(1):31-41. [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 | 2.4835 mL | 12.4177 mL | 24.8355 mL | 62.0887 mL |
| 5 mM | 0.4967 mL | 2.4835 mL | 4.9671 mL | 12.4177 mL | |
| 10 mM | 0.2484 mL | 1.2418 mL | 2.4835 mL | 6.2089 mL | |
| 15 mM | 0.1656 mL | 0.8278 mL | 1.6557 mL | 4.1392 mL | |
| 20 mM | 0.1242 mL | 0.6209 mL | 1.2418 mL | 3.1044 mL | |
| 25 mM | 0.0993 mL | 0.4967 mL | 0.9934 mL | 2.4835 mL | |
| 30 mM | 0.0828 mL | 0.4139 mL | 0.8278 mL | 2.0696 mL | |
| 40 mM | 0.0621 mL | 0.3104 mL | 0.6209 mL | 1.5522 mL |
- 5β,6β-Epoxycholestanol
- 4025-59-6
- Cholesterol 5β,6β-epoxide
- 5β,6β-Epoxycholesterol
- Apoptosis
- pulmonary surfactant
- atherosclerosis
- microsomal cholesterol 7α-hydroxylase
- A549 cells
- microsomal hydrolase
- cholestan-3β
- 5α
- 6β-triol
- isoprenoid-based cholesterol biosynthesis pathway
- cholestan-6-oxo-3β
- 5α-diol
- human bronchial epithelial cells
- oxysterol
- Inhibitor
- inhibitor
- inhibit