83-45-4

Basic information

• Product Name: STIGMASTANOL
• Synonyms: 24ALPHA-ETHYL-5ALPHA-CHOLESTAN-3BETA-OL;24-ALPHA-ETHYLCHOLESTANOL;24-ETHYL-5A-CHOLESTAN-3BETA-OL;24-ETHYLCHOLESTANOL;5-ALPHA-CHOLESTAN-24-BETA-ETHYL-3-BETA-OL;5,6-DIHYDRO-BETA-SITOSTEROL;BETA-SITOSTEROL, DIHYDRO-;BETA-SISTOSTANOL
• CAS NO: 83-45-4
• Molecular Formula: C29H52O
• Molecular Weight: 416.72
• EINECS: 201-479-0
• Mol File: 83-45-4.mol
• Article Data: 15

Chemical Properties

• Melting Point: 144°C
• Boiling Point: 474.98°C (rough estimate)
• Appearance: /
• Density: 0.9444 (rough estimate)
• Refractive Index: 1.5000 (estimate)
• PKA: 15.14±0.70(Predicted)
• CAS DataBase Reference: STIGMASTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: STIGMASTANOL(83-45-4)
• EPA Substance Registry System: STIGMASTANOL(83-45-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24-26-36
• Hazardous Substances Data: 83-45-4(Hazardous Substances Data)

Usage

Uses

Stigmastanol is used in food product formulations for prevention and treatment of hypercholesterolemia, hypertension and inflammation disorders in humans

Definition

ChEBI: A 3-hydroxy steroid that is 5alpha-stigmastane which is substituted at the 3beta position by a hydroxy group.

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) 
• 57815-95-9 stigmastadien-(4.22t)-yl-(3β)-acetate 
• 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 

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 articles and documents

-

-

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.

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.