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5α,6β-Dihydroxycholestanol (Synonyms: Cholestanetriol, NSC 124751, NSC 18178, 5α,6β-di-OHC)

カタログ番号GC18176

5α,6β-ジヒドロキシコレスタノールは、5,6-エポキシステロール加水分解酵素によるコレステロールエポキシドの変換から形成される、コレステロールのオキシステロール代謝物です。

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5α,6β-Dihydroxycholestanol 化学構造

Cas No.: 1253-84-5

サイズ 価格 在庫数 個数
5mg
$71.00
在庫あり
10mg
$135.00
在庫あり
25mg
$317.00
在庫あり
50mg
$598.00
在庫あり

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Sample solution is provided at 25 µL, 10mM.

Description of 5α,6β-Dihydroxycholestanol

5α,6β-Dihydroxycholestanol is an oxysterol metabolite of cholesterol formed from conversion of cholesterol epoxides by 5,6-epoxysterol hydrolase. It inhibits NMDA-mediated calcium influx in HEK293 cells expressing NR1/NR2B NMDA receptors in a concentration-dependent manner. It also binds to voltage-gated sodium (Nav) channels and decreases action potentials in hippocampal neurons in vitro when used at a concentration of 10 uM. It increases survival of spinal cord motoneurons, cortical neurons, and cerebellar granule neurons in vitro when used at concentrations ranging from 5 to 15 uM. 5α,6β-Dihydroxycholestanol is neuroprotective in a rat model of cerebral ischemia when administered at a dose of 12 mg/kg and increases latency to seizure onset and reduces severity of seizures induced by pentylenetetrazole in rats. 5α,6β-Dihydroxycholestanol has been used as a replacement for cholesterol in the study of cholesterol binding proteins.

References:
[1]. Aringer, L., and Eneroth, P. Formation and metabolism in vitro of 5,6-epoxides of cholesterol and β-sitosterol J. Lipid Res. 15(4), 389-398 (1974).
[2].Tang, L., Yan, M., Leng, T., et al. Cholestane-3β, 5α, 6β-triol suppresses neuronal hyperexcitability via binding to voltage-gated sodium channels Biochem. Biophys. Res. Commun. 496(1), 95-100 (2018).
[3].Hu, H., Zhou, Y., Leng, T., et al. The major cholesterol metabolite cholestane-3β,5α,6β-triol functions as an endogenous neuroprotectant J. Neurosci. 34(34), 11426-11438 (2014).
[4].Sheng, R., Kim, H., Lee, H., et al. Cholesterol selectively activates canonical Wnt signalling over non-canonical Wnt signalling Nat. Commun. 5:4393, (2014).

Chemical Properties of 5α,6β-Dihydroxycholestanol

Cas No. 1253-84-5 SDF
同義語 Cholestanetriol, NSC 124751, NSC 18178, 5α,6β-di-OHC
Chemical Name cholestane-3β,5α,6β-triol
Canonical SMILES C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C[C@@H](O)[C@@]4(O)C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
Formula C27H48O3 M.Wt 420.7
溶解度 DMF: 2 mg/ml,DMSO: 0.1 mg/ml,Ethanol: 20 mg/ml,Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml 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.

Complete Stock Solution Preparation Table of 5α,6β-Dihydroxycholestanol

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1 mg 5 mg 10 mg
1 mM 2.377 mL 11.885 mL 23.7699 mL
5 mM 0.4754 mL 2.377 mL 4.754 mL
10 mM 0.2377 mL 1.1885 mL 2.377 mL
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