B4936

Brassicasterol

from semisynthetic

• Synonym(s): 5,22-Cholestadien-24β-methyl-3β-ol
• Empirical Formula (Hill Notation): C₂₈H₄₆O
• CAS Number: 474-67-9
• Molecular Weight: 398.66
• NACRES: NA.77
• PubChem Substance ID: 329773247
• UNSPSC Code: 12352211
• EC Number: 207-486-5
• MDL number: MFCD00201659

Properties

• biological source: semisynthetic
• Quality Segment: 200
• 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.[1]

Biochem/physiol Actions

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.

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.[2] The level of brassicasterol in cerebrospinal fluid may be used as a prognostic factor for progression of Alzheimer′s disease.[3]

Preparation Note

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable