474-60-2

Usage

Uses

Used in Phytosterol Applications:
Ergostan-3-ol, (3.beta.,5.alpha.,24R)is used as a phytosterol for its potential health benefits, such as helping to lower cholesterol levels and providing anti-inflammatory effects.
Used in Analytical Studies:
Ergostan-3-ol, (3.beta.,5.alpha.,24R)can be used as an analyte in biological and analytical studies for the determination of various natural compounds in plant tissues. This can be achieved through advanced analytical techniques such as UHPLC-ESI-MS/MS (Ultra-High Performance Liquid Chromatography-Electrospray Ionization Tandem Mass Spectrometry), which allows for the identification and quantification of trace amounts of target compounds in complex samples.

InChI:InChI=1/C28H50O/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/h18-26,29H,7-17H2,1-6H3/t19-,20-,21+,22+,23+,24-,25+,26+,27+,28-/m1/s1

Upstream product

• 1449-60-1 (10S)-3c-Acetoxy-10r.13c-dimethyl-17c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-(5ξH.9cH.14tH)-Δ⁷-tetradecahydro-1H-cyclopenta[a]phenanthren 
• 60-29-7 diethyl ether 
• 64-19-7 acetic acid 
• 1105-11-9 5β-lumistadien-(7.22t)-ol-(3α) 
• 1449-60-1 5α.10α-ergostadien-(7.22t)-yl-(3α)-acetate 
• 4087-13-2 5α.24β_FH-ergosten-(14)-yl-(3β)-acetate 
• 53139-27-8 5α.24β_FH-ergosten-(22t)-yl-(3β)-acetate 
• 1900-53-4 campesteryl acetate 
• 13000-50-5 24-methylene cholesteryl acetate 
• 5813-65-0 (22E,24S)-24-methylcholest-22-en-3β-ol 
• 474-62-4 Campesterol 
• 474-63-5 24-methylene cholesterol 
• 1900-53-4 (10R)-3c-Acetoxy-10r.13c-dimethyl-17c-((1S:4R)-1.4.5-trimethyl-hexyl)-(8cH.9tH.14tH)-Δ⁵-tetradecahydro-1H-cyclopenta[a]phenanthren 
• 139403-47-7 campesterol 

Downstream Products

• 116282-74-7 O-(3.5-dinitro-benzoyl)-campestanol 
• 677324-56-0 C₃₇H₅₆O₄ 
• 677324-57-1 C₃₈H₅₈O₄ 
• 6424-44-8 O-Benzoyl-haliclonastanol 

Relevant academic research and scientific papers

Marine and semi-synthetic hydroxysteroids as new scaffolds for pregnane X receptor modulation

In recent years many sterols with unusual structures and promising biological profiles have been identified from marine sources. Here we report the isolation of a series of 24-alkylated-hydroxysteroids from the soft coral Sinularia kavarattiensis, acting as pregnane X receptor (PXR) modulators. Starting from this scaffold a number of derivatives were prepared and evaluated for their ability to activate the PXR by assessing transactivation and quantifying gene expression. Our study reveals that ergost-5-en-3β-ol (4) induces PXR transactivation in HepG2 cells and stimulates the expression of the PXR target gene CYP3A4. To shed light on the molecular basis of the interaction between these ligands and PXR, we investigated, through docking simulations, the binding mechanism of the most potent compound of the series, 4, to the PXR. Our findings provide useful functional and structural information to guide further investigations and drug design.

Novel sterol/stanol phosphorylnitroderivatives and use thereof in treating or preventing cardiovascular disease, its underlying conditions and other disorders

Sterol and stanol phosphorylnitro derivatives and their use in treating or preventing cardiovascular disease, its underlying conditions and other disorders are disclosed. The disclosed compounds include a phosphate linker, at least one moiety that releases nitric oxide (NO), and a sterol or stanol moiety. Some compounds additionally include an ascorbyl moiety to make the compound more readily soluble in aqueous and non-aqueous media.

Rapid hydrogenation of unsaturated sterols and bile alcohols using microwaves

This paper describes an operationally simple, rapid hydrogenation of unsaturated sterols and bile alcohols in a domestic microwave oven. This has been achieved by the addition of catalytic amounts of Pd/C in methylene chloride/propylene glycol solvents in the presence of ammonium formate followed by microwave irradiation. It is suggested that this methodology will be helpful in the identification of saturated and unsaturated sterols with different side-chain structures in rare diseases: sitosterolemia, cerebrotendinous xanthomatosis (CTX), as well as atherosclerosis and diabetes mellitus. Sterols, such as cholesterol, campesterol, sitosterol, and bile alcohols with unsaturated side chains, were converted to their reduced congeners with high yield and purity.

Steroids from the Starfish Euretaster insignis: A Novel Group of Sulphated 3β,21-Dihydroxysteroids

The aqueous extracts of the starfish Euretaster insignis contain two groups of sterol sulphates.The more polar compounds are sulphated 3β,21-dihydroxysteroids; after solvolysis to remove the sulphate groups they were identified as (20R)-24-methylenecholestane-3β,21-diol (3a) (major), (20R)-24-methylenecholest-5-ene-3β,21-diol (3b) (minor), (20R,22E)-methylcholest-22-ene-3β,21-diol (4a) (major), (20R)-cholestane-3β,21-diol (1a) (minor), (20R,22E)-cholest-22-ene-3β,21-diol (2a) (minor), and (20R)-cholest-5-ene-3β,21-diol (1b) (minor).The less polar compouds are sterol sulphates wich are "normal" constituents of starfishes.Analysis of the free sterols mixture has revealed that it contains a low level of cholest-7-en-3β-ol (3percent of the total sterol mixtures) and C26, C27, C28, and C29 5α-steroidal alcohols.This finding, in contrast with previous results indicating the preponderance of Δ7-sterols in starfishes, could be related to the apparent absence of asterosaponins in this species.