83-45-4

Usage

Uses

Used in Food Industry:
Stigmastanol is used as a cholesterol-lowering agent in food product formulations for the prevention and treatment of hypercholesterolemia, hypertension, and inflammation disorders in humans. Its presence in the diet helps to reduce the absorption of dietary and biliary cholesterol, thereby lowering blood cholesterol levels and reducing the risk of cardiovascular diseases.
In addition to its cholesterol-lowering properties, stigmastanol also exhibits anti-inflammatory effects, making it a valuable ingredient in food products for managing inflammation-related disorders. Its incorporation into the diet can contribute to overall health and well-being by promoting cardiovascular health and reducing inflammation.

Upstream product

• 83-46-5 β-sitosterol 
• 915-05-9 stigmast-5-en-3-yl acetate 
• 481-14-1 Fucosterol 
• 63631-47-0 3β-acetoxy-5α-stigmastene-(14) 
• 51414-75-6 3α-chloro-5α-stigmastane 
• 83-48-7 stigmasterol 
• 1058-61-3 stigmast-4-en-3-one 
• 4651-48-3 acetic acid stigmasteryl ester 
• 5405-37-8 24-ethyl-5α-cholest-22-en-3β-yl acetate 
• 127-08-2 potassium acetate 
• 109-52-4 valeric acid 
• 2364-21-8 3β-acetoxy-5α-stigmastane 
• 83-48-7 Stigmasterol 
• 57331-04-1 (28R)-calysterol 

Downstream Products

• 138706-00-0 (10S)-3c-(4-nitro-benzoyloxy)-10-r.13c-dimethyl-17c-((1R:4R)-1.5-dimethyl-4-ethyl-hexyl)-(5tH.8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthrene 
• 4736-94-1 stigmastan-3-one 
• 107493-31-2 (24R)-5α-stigmastan-3β-ol benzoate 
• 18089-48-0 3β-(toluene-sulfonyl-(4)-oxy)-5α-stigmastane 
• 6160-48-1 3.5-dinitro-benzoic acid-(5α-stigmastanyl-(3β)-ester) 
• 106774-74-7 3-O-(trans-4-O-acetylferuloyl)-β-sitostanol 
• 152602-30-7 5α-Sigmastan-3α-yl m-Iodobenzoate 
• 53-41-8 cis-androsterone 
• 1164-95-0 androsterone acetate 
• 677324-56-0 C₃₇H₅₆O₄ 
• 677324-57-1 C₃₈H₅₈O₄ 
• 106774-76-9 3-O-(trans-4-feruloyl)-β-sitostanol 

Relevant academic research and scientific papers

7-DEHYDROSITOSTEROL FROM RAUWOLFIA SERPENTINA

7-Dehydrositosterol has been isolated from the roots of Rauwolfia serpentina. Key Word Index - Rauwolfia serpentina; Apocynaceae; 7-dehydrositosterol.

Novel human umbilical vein endothelial cells (HUVEC)-apoptosis inhibitory phytosterol analogues: Insight into their structure-activity relationships

Design, synthesis and insight into the structure-activity relationships (SAR) of phytosterol analogues as novel antiapoptotic agents are described. In particular, the non-branched alkyl chain at C24 and the pseudosugar moiety at C3 hydroxyl group turned out crucial for the inhibition of human umbilical vein endothelial cells (HUVEC) apoptosis.

Novel approach to determining the absolute configurations at the C3-positions of various types of sterols based on an induced circular dichroism

Circular dichroism (CD) spectra of the 2,2′-binaphthyl ester derived from Δ5-sterols showed not bisignate CD but diagnostic CD bands at around 210 and 240 nm. These bands might be attributable to an interaction between an olefinic chromophore and a binaphthyl one. Various types of unsaturated sterols were thus derivatized followed by complete hydrogenation, to give saturated sterols. As a result, CD spectra of the binaphthyl derivatives of the saturated sterols showed bisignate curves centered at 240 nm (3S(β): positive chirality; 3R(α): negative one). This suggested a straightforward and practical method for discriminating the absolute stereogenic center at the C-3 positions of sterols based on an induced CD. This finding should contribute significantly to the analysis of metabolites of various types of sterols.

Synthesis of highly pure oxyphytosterols and (oxy)phytosterol esters. Part I. Regioselective hydrogenation of stigmasterol: An easy access to oxyphytosterols

The synthesis of several oxyphytosterols is described starting from stigmasterol, the key step being the regioselective hydrogenation of the 22-23 double bond of the latter.

PROCESS FOR RECOVERING STEROLS FROM A CRUDE SOURCE CONTAINING STEROL ESTERS

A process of obtaining sterols suitable for human consumption from a crude wood pulping source containing sterol esters is disclosed. The sterols are obtained at high yield and purity. In particular, a process of obtaining sterols at high yield and purity from tall oil pitch (TOP) is disclosed. The sterols obtained can be esterified to sterol esters for use in dietary supplements and as additives for food and beverage products.

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.

3β-Carboxysteranes, a Novel Family of Fossil Steroids

Two 3β-carboxy-24-ethylcholestanes (24R and 24S) have been isolated as a mixture from a carbonated sediment and characterised by comparison of their mass spectrometric and 1H NMR spectroscopic data with those of synthetic standards; their origin is still unknown, since their carbon skeleton has not yet been reported in living organisms.

5α-STIGMAST-11-EN-3β-YL PALMITATE AND 24-ETHYL-5α-CHOLESTA-8(14),25-DIEN-3β-YL-STEARATE, TWO STERYL ESTERS FROM CRYPTOCORYNE SPIRALIS RHIZOMES

Two new steryl esters, 5α-stigmast-11-en-3β-yl palmitate and 24-ethyl-5α-cholesta-8(14),25-dien-3β-yl stearate have been isolated from the rhizomes of Cryptocoryne spiralis.Their structures have been established on the basis of chemical and spectroscopic studies. Key Word Index - Cryptocoryne spiralis; Araceae; rhizomes; steryl esters; 5α-stigmast-11-en-3β-yl palmitate; 24-ethyl-5α-cholesta-8(14),25-dien-3β-yl stearate.