H5884

22(S)-Hydroxycholesterol

• Synonym(s): 22β-Hydroxycholesterol, 5-Cholestene-3β,22(S)-diol
• Empirical Formula (Hill Notation): C₂₇H₄₆O₂
• CAS Number: 22348-64-7
• Molecular Weight: 402.65
• NACRES: NA.77
• PubChem Substance ID: 24895715
• UNSPSC Code: 12352211
• MDL number: MFCD00010476

Properties

• assay: ≥98% (TLC)
• Quality Segment: 200
• form: powder
• shipped in: ambient
• storage temp.: room temp
• SMILES string: [H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([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-QUOSNDFLSA-N

Description

Application

Human hepatoma cells were treated with 22(S)-Hydroxycholesterol to study cholesterol modulation by liver X receptor-mediated gene regulation.

Biochem/physiol Actions

22(S)-Hydroxycholesterol modulates the lipid and glucose metabolism by acting on liver X receptors. It has the potential to reduce lipogenesis and the accumulation of lipid in hepatocytes, myotubes and non-adipose tissue.

Preparation Note

22(S)-Hydroxycholesterol yields clear, colorless solution in chloroform at 20 mg/ml.

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)