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Key Documents

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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
EC Number:
207-486-5
MDL number:
MFCD00201659
UNSPSC Code:
12352211
PubChem Substance ID:
329773247
NACRES:
NA.77

biological source

semisynthetic

Quality Level

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

Categorías relacionadas

Application

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

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_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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Photo-reactive Clickable trans-Sterol Probe 95%

Sigma-Aldrich

804657

Photo-reactive Clickable trans-Sterol Probe

Karen J Murphy et al.
Asia Pacific journal of clinical nutrition, 12(1), 50-60 (2003-05-10)
In view of previously reported anti-inflammatory bioactivity of the New Zealand Green Lipped Mussel (NZGLM), the overall lipid profile and fatty acid and sterol composition of the NZGLM from various sites in New Zealand (Hallam Cove, Port Ligar. Little Nikau)
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
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
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
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
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