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5α,6β-Dihydroxycholestanol

Catalog No. T37215 CAS 1253-84-5

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.

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5α,6β-Dihydroxycholestanol Chemical Structure

5α,6β-Dihydroxycholestanol, CAS 1253-84-5

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Biological Description

Chemical Properties

Storage & Solubility Information

Description

Molecular Weight	420.67
Formula	C27H48O3
CAS No.	1253-84-5

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMF: 2 mg/mL

DMSO: 0.1 mg/mL

Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/mL

Ethanol: 20 mg/mL

References and Literature

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).

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Keywords

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