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About This Item
Empirical Formula (Hill Notation):
C29H50O
CAS Number:
Molecular Weight:
414.71
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
description
22,23-dihydrostigmasterol
assay
>99% (contains ~2% of the 24 alpha isomer, TLC)
form
powder
packaging
pkg of 1 × 25 mg (700095P-25mg), pkg of 1 × 5 mg (700095P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
SMILES string
O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CC[C@H](C(C)C)CC)C)(CC3)C)CC=C2C1)C
InChI
1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1
InChI key
KZJWDPNRJALLNS-VJSFXXLFSA-N
General description
Sitosterol, also called as β-sitosterol, is synthesized through the mevalonate and deoxy xylulose pathways. Synthetically, it is synthesized from stigmasterol by Δ22–23 alkene group hydrogenation. Structurally sitosterol differ from cholesterol with ethyl (sitosterol) group in C24 position of side chain(65). Sitosterol is a lipid component of membranes. It corresponds to a molecular mass of 414.71 g/mol).
β-sitosterol is a phytosterol (plant sterol) found in a wide variety of plants, including pecans, saw palmetto, avocados, pumpkin seed, rice bran, wheat germ, and soybeans. Chemically resembling cholesterol, phytosterols inhibit the absorption of cholesterol. Phytosterols have also been shown to have anticancer properties
Application
Sitosterol has been used as a sterol compound to test its interaction with human Mincle protein. It has also been used as a component of erythrocyte lipid model membrane for biophysical studies.
Biochem/physiol Actions
Sitosterol promotes the antioxidant levels and is used as an effective anti-inflammatory, antiapoptotic and anticancer agent in medicinal preparations. It acts as a neutralizing agent for the venom from viper and cobra. Sitosterol acts on protein kinase C (PKC) and in the sphingomyelin cycle to mediate tumor progression inhibition.
Packaging
5 mL Amber Glass Screw Cap Vial (700095P-25mg)
5 mL Amber Glass Screw Cap Vial (700095P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Maria Luz Fernandez et al.
Cardiovascular drug reviews, 23(1), 57-70 (2005-05-04)
Elevated levels of plasma LDL cholesterol (LDL-C) represent a major risk factor for cardiovascular disease. Treatments aimed at reducing levels of circulating LDL are regarded, therefore, as cardioprotective. The cholesterol lowering properties of plant sterols have been known for some
Atif B Awad et al.
Molecular nutrition & food research, 52(4), 419-426 (2008-03-14)
The objective of this study was to investigate the effects of the dietary phytosterol beta-sitosterol (SIT) and the antiestrogen drug tamoxifen (TAM) on cell growth and ceramide (CER) metabolism in MCF-7 and MDA-MB-231 human breast cancer cells. The MCF-7 and
The story of beta-sitosterol-a review
Saeidnia S, et al.
European Journal of Medicinal Plants, 590-609 (2014)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 700095P-25MG | 04061835383665 |
| 700095P-5MG | 04061835383672 |