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Documentos Principais

700095P

Avanti

sitosterol

Avanti Research - A Croda Brand

Sinônimo(s):

stigmast-5-en-3β-ol; β-sitosterin

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About This Item

Fórmula empírica (Notação de Hill):
C29H50O
Número CAS:
Peso molecular:
414.71
Número MDL:
Código UNSPSC:
12352211
NACRES:
NA.25

descrição

22,23-dihydrostigmasterol

Ensaio

>99% (contains ~2% of the 24 alpha isomer, TLC)

Formulário

powder

embalagem

pkg of 1 × 25 mg (700095P-25mg)
pkg of 1 × 5 mg (700095P-5mg)

fabricante/nome comercial

Avanti Research - A Croda Brand

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

KZJWDPNRJALLNS-VJSFXXLFSA-N

Descrição geral

Sitosterol, also called as β-sitosterol, is synthesized through the mevalonate and deoxy xylulose pathways.[1] 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.[2] It corresponds to a molecular mass of 414.71 g/mol).[3]
ß-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

Aplicação

Sitosterol has been used as a sterol compound to test its interaction with human Mincle protein.[4] It has also been used as a component of erythrocyte lipid model membrane for biophysical studies.[5]

Ações bioquímicas/fisiológicas

Sitosterol promotes the antioxidant levels[2] and is used as an effective anti-inflammatory, antiapoptotic and anticancer agent in medicinal preparations.[1] It acts as a neutralizing agent for the venom from viper and cobra.[1] Sitosterol acts on protein kinase C (PKC) and in the sphingomyelin cycle to mediate tumor progression inhibition.[2]

Embalagem

5 mL Amber Glass Screw Cap Vial (700095P-25mg)
5 mL Amber Glass Screw Cap Vial (700095P-5mg)

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

geralmente comprado junto com este produto

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Campesterol ~65%

Sigma-Aldrich

C5157

Campesterol

Campesterol phyproof® Reference Substance

PHL89514

Campesterol

β-Sitosterol certified reference material, 100 μg/mL in chloroform

Supelco

47133

β-Sitosterol

cholestanol Avanti Research™ - A Croda Brand

Avanti

700064P

cholestanol

Lupeol analytical standard

Supelco

18692

Lupeol

Brassicasterol from semisynthetic

Sigma-Aldrich

B4936

Brassicasterol

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
Keisuke Matsuoka et al.
Chemistry and physics of lipids, 154(2), 87-93 (2008-06-12)
We investigated the difference between the molecular structures of plant sterols and stanols that affect the solubilization of cholesterol in bile salt micelles (in vitro study). First, the aqueous solubility of beta-sitosterol, beta-sitostanol, and campesterol was determined by considering the
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)
Katarzyna Hąc-Wydro
Colloids and surfaces. B, Biointerfaces, 91, 226-233 (2011-11-29)
Plant sterols, which are well known dietary taken cholesterol lowering agents, can incorporate into erythrocyte membranes. However, the influence of these compounds on membrane properties seems to be unclear. Since the composition of erythrocytes undergoes changes, e.g., in pathological cases

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