2864-50-8

Basic information

• Product Name: Cholesteryl sodium sulfate
• Synonyms: SCS;SODIUM CHOLESTERYL SULFATE;CHOLESTERYL SODIUM SULFATE;CHOLESTERYL SODIUM SULFATE SODIUM SALT;CHOLESTERYL SODIUM SULPHATE;CHOLESTERYL SULFATE SODIUM;CHOLESTERYL SULFATE SODIUM SALT;CHOLESTEROL 3-SULFATE SODIUM SALT
• CAS NO: 2864-50-8
• Molecular Formula: C₂₇H₄₅O₄S*Na
• Molecular Weight: 488.7
• Product Categories: Steroids & Hormones - 13C & 2H;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 2864-50-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 178-180°C
• Appearance: White to off-white solid
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly, Heated)
• BRN: 3899884
• CAS DataBase Reference: Cholesteryl sodium sulfate(CAS DataBase Reference)
• NIST Chemistry Reference: Cholesteryl sodium sulfate(2864-50-8)
• EPA Substance Registry System: Cholesteryl sodium sulfate(2864-50-8)

Safety Data

• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 2864-50-8(Hazardous Substances Data)

Usage

Description

Cholesterol sulfate is an endogenous component of cell membranes where it serves as a substrate for steroid synthesis, influences lipid metabolism, stabilizes cell membranes, regulates the activity of functional proteins, and plays a role in keratinocyte differentiation and development of the epidermal barrier. This synthetic formulation can be used to form nonconventional liposomes in order to study cellular membrane properties.

Chemical Properties

White to Off-White Solid

Uses

Principal sterol of the higher animals. Found in all body tissues, especial in the brain, spinal cord, and in animal fats or oils. Main constituent of gallstones.

InChI:InChI=1/C27H46O4S.Na/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5;/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30);/q;+1/p-1/t19-,21+,22+,23-,24+,25+,26+,27-;/m1./s1

Upstream product

• 1256-86-6 cholesterol 3-sulfate 
• 57-88-5 cholesterol 
• 3381-54-2 cholesterol mesylate 

Downstream Products

• 604-35-3 Cholesteryl acetate 
• 57-88-5 cholesterol 
• 57-88-5 cholesterol 

Relevant articles and documents

UPLC–MS/MS identification of sterol sulfates in marine diatoms

Diatoms are unicellular eukaryotic organisms that play a key ecological and biogeochemical role in oceans as major primary producers. Recently, these microalgae have also attracted interest as a promising source of functional products with widespread relevance. Progress in the knowledge of cell and molecular biology of diatoms is envisaged as a key step to understanding regulation of their life cycle in marine environments as well as facilitating their full and profitable exploitation by biotechnological platforms. Recently, we identified sterol sulfates (StS) as regulatory molecules of cell death in the diatom Skeletonema marinoi. As these compounds may have a general role in diatom physiology and chemical signals in aquatic systems, we investigated a suitable tool for their analysis in laboratory and field samples. Herein, we describe a sensitive, fast, and efficient ultra performance liquid chromatography–mass spectrometry (UPLC–MS) method for qualitative and quantitative analysis of StS from crude extract of diatoms and other microalgae. The method was applied to 13 different strains of our collection of marine protists. This first study suggested a species-specific distribution of StS and identified the sulfated derivatives of 24-methylene cholesterol and 24-methyl cholesterol as the most common members in diatoms.

CRYSTALLINE AND LIQUID CRYSTALLINE 25-HYDROXY-CHOLEST-5-EN-3-SULFATE SODIUM AND METHODS FOR PREPARING SAME

Crystalline and liquid crystalline forms of 25HC3S sodium are described herein. The disclosure includes Forms I, II, III, V, IX, XI, and XIII of 25HC3S sodium and combinations thereof. Pharmaceutical formulations of said forms, or combinations thereof, and methods of treating or preventing disease such as hypercholesterolemia, hypertriglyceridemia, and conditions related to fat accumulation and inflammation (e.g., non-alcoholic fatty liver disease (NAFLD), non-alcoholic steatohepatitis (NASH), alcoholic hepatitis, acute kidney injury (AKI), psoriasis, and atherosclerosis) are further disclosed herein. Methods for preparing 25HC3S are also provided