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About This Item
Empirical Formula (Hill Notation):
C28H46O
CAS Number:
Molecular Weight:
398.66
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
207-486-5
MDL number:
biological source
semisynthetic
Quality Level
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
Application
Brassicasterol was used as standard to analyze the sterols from mussels sample by thin layer chromatography.
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. The level of brassicasterol in cerebrospinal fluid may be used as a prognostic factor for progression of Alzheimer′s disease.
Preparation Note
Brassicasterol is from a semi-synthetic source. It yields clear, colorless solution in chloroform at 50 mg/ml.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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