5alpha,6beta-Dihydroxycholestanol

5alpha,6beta-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 µM. It increases survival of spinal cord motoneurons, cortical neurons, and cerebellar granule neurons in vitro when used at concentrations ranging from 5 to 15 µM. 5alpha,6beta-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 (PTZ, Cay-18682) in rats. 5alpha,6beta-Dihydroxycholestanol has been used as a replacement for cholesterol in the study of cholesterol binding proteins.Formal Name: cholestane-3beta,5alpha,6beta-triol. CAS Number: 1253-84-5. Synonyms: Cholestanetriol, NSC 124751, NSC 18178, 5alpha,6beta-di-OHC. Molecular Formula: C27H48O3. Formula Weight: 420.7. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 2 mg/ml, DMSO: 0.1 mg/ml, Ethanol: 20 mg/ml, Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml. 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. InChi Code: InChI=1S/C27H48O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28-30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,25-,26-,27+/m1/s1. InChi Key: YMMFNKXZULYSOQ-RUXQDQFYSA-N.