5α,6α-epoxy Cholestanol (Synonyms: NSC 18176) |
| カタログ番号GC40053 |
5α,6α-エポキシコレステロール（5α,6α-epoxy Cholestanol）はコレステロール誘導体であり、ミトコンドリアのチトクロームP450酵素系により触媒的に生成されるか、あるいは脂質過酸化の際に誘導される。5α,6α-エポキシコレステロールは、胆汁酸の生合成を調節し、腫瘍細胞の分化と死滅を誘導することができる。
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-エポキシコレステロール（5α,6α-epoxy Cholestanol）はコレステロール誘導体であり、ミトコンドリアのチトクロームP450酵素系により触媒的に生成されるか、あるいは脂質過酸化の際に誘導される。5α,6α-エポキシコレステロールは、胆汁酸の生合成を調節し、腫瘍細胞の分化と死滅を誘導することができる。5α,6α-エポキシコレステロールは特定の条件下でコレステロールの酸化によって生成されるエポキシド化合物であり、5,6-エポキシコールエスタノールのサブタイプの一つであり、ユニークな化学的および生物学的特性を有する。5α,6α-エポキシコレステロールはコレステロールの7α-水酸化を阻害し、胆汁酸の合成に影響を与えることができる。さらに、5,6α-ECは、細胞分化の制御、腫瘍細胞の死滅促進、コレステロールのエステル化の活性化など、さまざまな生物学的機能を有する。
In vitroでは、MCF‐7乳がん細胞を5α,6α-エポキシコレステロール(20μM)で12時間処理すると、MCF-7細胞の肝臓X受容体α/βの発現が刺激され、トリグリセリドの合成が上昇した。
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.
| 細胞実験[1]: | |
細胞株 | MCF-7とMDA-MB-231細胞 |
準備方法 | MCF-7とMDA-MB-231細胞は、5%ウシ胎児血清（FBS）添加のRPMI 1640培地で増殖させ、継代30まで培養した。 |
反応条件 | 20μM; 12時間 |
アプリケーション | 5α,6α-エポキシコレステロールはMCF-7細胞の肝臓X受容体α/βの発現を刺激し、トリグリセリドの合成を上昇させた。 |
References: | |
| Cas No. | 1250-95-9 | SDF | |
| 同義語 | 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 |
| 溶解度 | ≤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. |
||
| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 2.4832 mL | 12.4162 mL | 24.8324 mL |
| 5 mM | 496.6 μL | 2.4832 mL | 4.9665 mL |
| 10 mM | 248.3 μL | 1.2416 mL | 2.4832 mL |
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
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.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
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- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 10 reference(s) in Google Scholar.)
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