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B4936 Sigma-Aldrich

Brassicasterol

from semisynthetic

Synonym: 5,22-Cholestadien-24β-methyl-3β-ol

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Properties

Related Categories Allium cepa (Onion), Biochemicals and Reagents, Cell Biology, Lipids, Metabolic Pathways,
Quality Level   200
biological source   semisynthetic
assay   ≥98% (TLC)
form   powder
shipped in   wet ice
storage temp.   2-8°C
SMILES string   CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
InChI   1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-9,18-20,22-26,29H,10-17H2,1-6H3/b8-7+/t19-,20+,22-,23-,24+,25-,26-,27-,28+/m0/s1
InChI key   OILXMJHPFNGGTO-ZAUYPBDWSA-N

Description

Application

Brassicasterol was used as standard to analyze the sterols from mussels sample by thin layer chromatography.

Packaging

5 mg in glass bottle

Biochem/physiol Actions

Brassicasterol is a plant sterol, structurally similar to cholesterol. Plant sterols compete with cholesterol and reduce the content of cholesterol incorporated into micelles thereby reducing its absorption. Brassicasterol reportedly decreases the progression of atherosclerosis. The level of brassicasterol in cerebrospinal fluid may be used as a prognostic factor for progression of Alzheimer′s disease.

Brassicasterol is a phytosterol found in rapeseed and canola oils; it is also present in marine algae and shellfish. Brassicasterol has been shown to inhibit sterol Δ24-reductase, an enzyme involved in the mammalian cholesterol biosynthesis pathway.

Preparation Note

Brassicasterol is from a semi-synthetic source. It yields clear, colorless solution in chloroform at 50 mg/ml.

Safety & Documentation

Safety Information

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

Cholesterol Biosynthesis Regulation

The amount of cholesterol that is synthesized in the liver is tightly regulated by dietary cholesterol levels. When dietary intake of cholesterol is high, synthesis is decreased and when dietary inta...
BioFiles 2007, 2.7, 6.
Keywords: Gene expression, Transcription

GC Analysis of Sterols (Silylated Derivatives) in Olive Oil (Free Sterol Fraction) on SLB®-5ms after SPE using Discovery DSC-Si

From our library of Articles, Sigma-Aldrich presents GC Analysis of Sterols (Silylated Derivatives) in Olive Oil (Free Sterol Fraction) on SLB®-5ms after SPE using Discovery DSC-Si
Keywords: Agriculture, Calorimetry, Chromatography, Fractionation, Gas chromatography, Gas chromatography mass spectrometry, Mass selective detector, Mass spectrometry, Purification, Sample preparations, Saponifications, Silylations, Solid phase extractions

Peer-Reviewed Papers
15

References

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