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Merck

B4936

Brassicasterol

from semisynthetic

Sinónimos:

5,22-Cholestadien-24β-methyl-3β-ol

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5 MG

MXP 12,346.00

MXP 12,346.00


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Fórmula empírica (notación de Hill):
C28H46O
Número CAS:
Peso molecular:
398.66
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
207-486-5
MDL number:

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InChI key

OILXMJHPFNGGTO-ZAUYPBDWSA-N

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

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

biological source

semisynthetic

assay

≥98% (TLC)

form

powder

shipped in

wet ice

storage temp.

2-8°C

Quality Level

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1 of 4

Este artículo
700175PC2648700178P
assay

≥98% (TLC)

assay

>99% (TLC)

assay

≥98%

assay

>99% (TLC)

biological source

semisynthetic

biological source

-

biological source

-

biological source

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

room temp

storage temp.

−20°C

shipped in

wet ice

shipped in

dry ice

shipped in

ambient

shipped in

dry ice

form

powder

form

powder

form

powder

form

powder

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

-

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.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
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
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

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Cholesterol synthesis regulation by dietary levels, LDL receptors control lipid-rich LDL particle transport in cells.

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