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H5884 Sigma-Aldrich

22(S)-Hydroxycholesterol

Synonym: 22β-Hydroxycholesterol, 5-Cholestene-3β,22(S)-diol

  • CAS Number 22348-64-7

  • Empirical Formula (Hill Notation) C27H46O2

  • Molecular Weight 402.65

  •  MDL number MFCD00010476

  •  PubChem Substance ID 24895715

  •  NACRES NA.77

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, Cholesterol and Derivatives, Lipids, Metabolic Pathways,
Quality Level   200
assay   ≥98% (TLC)
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.

Packaging

10 mg in poly bottle

5 mg in glass bottle

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 & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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