700095P

sitosterol

Avanti Polar Lipids

• Synonym(s): stigmast-5-en-3β-ol; β-sitosterin
• Empirical Formula (Hill Notation): C₂₉H₅₀O
• CAS Number: 83-46-5
• Molecular Weight: 414.71
• UNSPSC Code: 12352211

Properties

• 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 Polar Lipids
• shipped in: dry ice
• storage temp.: −20°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

Description

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).

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

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable