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C2394 Sigma-Aldrich

5-Cholesten-3β-ol-7-one

≥90%

Synonym: 3β-Hydroxy-5-cholesten-7-one, 7-Ketocholesterol

  • CAS Number 566-28-9

  • Empirical Formula (Hill Notation) C27H44O2

  • Molecular Weight 400.64

  •  MDL number MFCD00010474

  •  PubChem Substance ID 24892324

  •  NACRES NA.77

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Properties

Related Categories Biochemicals and Reagents, Cholesterol and Derivatives, Lipids, Sterol Lipids
Quality Level   200
biological source   synthetic (organic)
assay   ≥90%
form   powder
functional group   ketone
shipped in   ambient
storage temp.   room temp
SMILES string   C[C@]12CC[C@@]([C@](CC[C@H](O)C3)(C)C3=CC4=O)([H])[C@]4([H])[C@]1([H])CC[C@]2([H])[C@]([H])(C)CCCC(C)C
InChI   1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1
InChI key   YIKKMWSQVKJCOP-ABXCMAEBSA-N

Description

Application

5-Cholesten-3β-ol-7-one was used as a standard in the determination of cholesterol derivatives by GC-MS and HPLC.

Packaging

1 g in poly bottle

100, 250 mg in poly bottle

Biochem/physiol Actions

5-Cholesten-3β-ol-7-one is a cholesterol derivative that decreases the membrane potential of lipid bilayers. It reportedly accumulates in atherosclerotic plaques that leads to apoptosis of vascular cells.

Preparation Note

5-Cholesten-3β-ol-7-one yields clear to slightly hazy, colorless to faint yellow solution in chloroform at 250 mg/5 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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Certificate of Origin (COO)

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Protocols & Articles

Articles

BACSMLS Online Plate Map

BACSMLS compounds are conveniently provided at 5µg per well, enough for multiple injections. These are high purity (>95%) compounds supplied in an economical, ready to use format. Compounds are arran...
Keywords: Metabolites

Peer-Reviewed Papers
15

References

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