H9384

22(R)-Hydroxycholesterol

≥98%

• Synonym(s): 22α-Hydroxycholesterol, 5-Cholestene-3β,22(R)-diol, 5-Cholestene-3β,22[R]-diol
• Empirical Formula (Hill Notation): C₂₇H₄₆O₂
• CAS Number: 17954-98-2
• Molecular Weight: 402.65
• UNSPSC Code: 12352211
• eCl@ss: 39023139
• PubChem Substance ID: 24895852
• NACRES: NA.77
• MDL number: MFCD00070042

Properties

• Quality Segment: 200
• assay: ≥98%
• form: powder
• shipped in: ambient
• storage temp.: room temp
• SMILES string: [H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])[C@H](C)[C@H](O)CCC(C)C
• InChI: 1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1
• InChI key: RZPAXNJLEKLXNO-GFKLAVDKSA-N

Description

Application

Bovine aortic endothelial cells were treated with 22(R)-Hydroxycholesterol to study the effects on production of free radicals and in studies related to fatty acid metabolism.

Biochem/physiol Actions

22(R)-Hydroxycholesterol is an intermediate of the pregnenolone synthesis pathway from cholesterol. It reported has neuroprotective properties and protects the neurons against β-amyloid-induced cell death. 22(R)-Hydroxycholesterol acts as the ligand of liver X receptors that act as sensors of sterol concentration and regulates the fatty acid metabolism.

Preparation Note

22(R)-Hydroxycholesterol yield clear, colorless solution in chloroform.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)