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B4936

Sigma-Aldrich

Brassicasterol

from semisynthetic

Sinónimos:

5,22-Cholestadien-24β-methyl-3β-ol

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About This Item

Fórmula empírica (notación de Hill):
C28H46O
Número de CAS:
474-67-9
Peso molecular:
398.66
Número CE:
207-486-5
Número MDL:
MFCD00201659
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
329773247
NACRES:
NA.77

origen biológico

semisynthetic

Análisis

≥98% (TLC)

formulario

powder

Condiciones de envío

wet ice

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

OILXMJHPFNGGTO-ZAUYPBDWSA-N

Categorías relacionadas

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Nota de preparación

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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The search of new biomarkers to identify Alzheimer's disease: an editorial comment to T. Vanmierlo et al. 'The plant sterol brassicasterol and additional CFS biomarker in Alzheimer's Disease' (1).
A Lobo et al.
Acta psychiatrica Scandinavica, 124(3), 163-164 (2011-05-14)
T Vanmierlo et al.
Acta psychiatrica Scandinavica, 124(3), 184-192 (2011-05-19)
Plant sterols (sitosterol, campesterol, stigmasterol and brassicasterol) are solely dietary-derivable sterols that are structurally very similar to cholesterol. In contrast to peripheral cholesterol, plant sterols can cross the blood-brain barrier and accumulate within mammalian brain. As an impaired function of
Gavin Tansley et al.
Current gerontology and geriatrics research, 2012, 179318-179318 (2012-06-01)
Over the past 15 years, insights into sterol metabolism have improved our understanding of the relationship between lipids and common conditions such as atherosclerosis and Alzheimer's Disease (AD). A better understanding of sterol lipid metabolism in individuals with Down Syndrome
Maristela Pereira et al.
Biochimica et biophysica acta, 1801(10), 1163-1174 (2010-07-14)
The first committed step in the formation of 24-alkylsterols in the ascomycetous fungus Paracoccidiodes brasiliensis (Pb) has been shown to involve C24-methylation of lanosterol to eburicol (24(28)-methylene-24,25-dihydro-lanosterol) on the basis of metabolite co-occurrence. A similarity-based cloning strategy was employed to
E Heggen et al.
Nutrition, metabolism, and cardiovascular diseases : NMCD, 20(4), 258-265 (2009-09-15)
Data comparing the impact of different sources of plant sterols on CVD risk factors and antioxidant levels is scarce. We evaluated the effects of plant sterols from rapeseed and tall oils on serum lipids, lipoproteins, fat-soluble vitamins and plant sterol
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Artículos

Cholesterol Biosynthesis Regulation

The amount of cholesterol that is synthesized in the liver is tightly regulated by dietary cholesterol levels. LDL receptors regulate the cellular transport of lipid rich low density lipoprotein (LDL) particles.

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