5α,6α-epoxy Cholestanol (Synonyms: NSC 18176) |
| Catalog No.GC40053 |
5α,6α-epoxy Cholestanol은 미토콘드리아의 사이토크롬 P450 효소계에 의해 촉매될 수 있고 지질 과산화 중에 유도될 수 있는 콜레스테롤 유도체이다. 5α,6α-epoxy Cholestanol은 담즙산의 생합성을 조절하고 종양세포의 분화와 사멸을 유도할 수 있다.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 1250-95-9
Sample solution is provided at 25 µL, 10mM.
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5α,6α-epoxy Cholestanol은 미토콘드리아의 사이토크롬 P450 효소계에 의해 촉매될 수 있고 지질 과산화 중에 유도될 수 있는 콜레스테롤 유도체이다. 5α,6α-epoxy Cholestanol은 담즙산의 생합성을 조절하고 종양세포의 분화와 사멸을 유도할 수 있다. 5α,6α-epoxy Cholestanol은 특정 조건하에서 콜레스테롤의 산화로 생성된 에폭시 화합물로 5α,6α-epoxy Cholestanol의 일종이고 독특한 화학적 및 생물학적 특성을 가지고 있다[2].5α,6α-epoxy Cholestanol은 콜레스테롤의 7α-수산화를 억제해서 담즙산의 합성을 영향을 미칠 수 있다. 게다가 5,6α-EC는 세포 분화를 조절하고 종양세포의 사멸을 촉진하며, 콜레스테롤 에스테르화를 활성화하고 막의 특성을 조절하는 등 다양한 생물학적 기능을 가지고 있다[3, 4].
체외 실험에서 MCF-7 유방암 세포를 5α,6α-epoxy Cholestanol(20μM)로 12시간 처리하면 MCF-7 세포에서 간 X 수용체 α/β의 발현을 자극하고 중성지방의 합성을 상향 조절한다[5].
References:
[1] Poirot M, Silvente-Poirot S. Cholesterol-5,6-epoxides: chemistry, biochemistry, metabolic fate and cancer. Biochimie. 2013 Mar;95(3):622-31.
[2] Bischoff F. Carcinogenic effects of steroids. Adv Lipid Res. 1969;7:165-244.
[3] Black HS, Lo WB. Formation of a carcinogen in human skin irradiated with ultraviolet light. Nature. 1971 Dec 3;234(5327):306-8.
[4] Black HS, Douglas DR. Formation of a carcinogen of natural origin in the etiology of ultraviolet light-induced carcinogenesis. Cancer Res. 1973 Sep;33(9):2094-6.
[5] Segala G, de Medina P, Iuliano L, et al. 5,6-Epoxy-cholesterols contribute to the anticancer pharmacology of tamoxifen in breast cancer cells. Biochem Pharmacol. 2013 Jul 1;86(1):175-89.
| 세포 실험 [1]: | |
세포 라인 | MCF-7 및 MDA-MB-231 세포 |
제조 방법 | MCF-7 과 MDA-MB-231 세포는 5% 태아 소 혈청(FBS)이 보충된 RPMI 1640 배양기에서 30회 전까지 배양되었습니다. 그리고 세포는 5,6α-EC(20μM)로 12시간 처리되었습니다. |
반응 조건 | 20μM; 12시간 동안 |
응용 분야 | 5α,6α-epoxy Cholestanol은 MCF-7 세포에서 간 X 수용체 α/β의 발현을 자극하고 삼지방트리글리세린의 합성을 상향 조절합니다. |
References: | |
| Cas No. | 1250-95-9 | SDF | |
| Synonyms | NSC 18176 | ||
| Chemical Name | (3β,5α,6α)-5,6-epoxy-cholestan-3-ol | ||
| Canonical SMILES | C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C[C@H]4[C@@]5(O4)C[C@@H](O)CC[C@]5(C)[C@@]3([H])CC[C@@]21C | ||
| Formula | C27H46O2 | M.Wt | 402.7 |
| Solubility | ≤20mg/ml in ethanol; 0.1mg/ml in DMSO; 2mg/ml in dimethyl formamide | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.4832 mL | 12.4162 mL | 24.8324 mL |
| 5 mM | 0.4966 mL | 2.4832 mL | 4.9665 mL |
| 10 mM | 0.2483 mL | 1.2416 mL | 2.4832 mL |
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
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Quality Control & SDS
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- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
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