1249-81-6

Basic information

• Product Name: THIOCHOLESTEROL
• Synonyms: THIOCHOLESTEROL;5-CHOLESTEN-3ALPHA-THIOL;cholest-5-ene-3beta-thiol;THIOCHOLESTEROL SEALED AMPULE;5-cholestene-3β-thiol;5-Cholestene-3β-thiol, Cholesteryl mercaptan;Cholest-5-ene-3β-thiol;Cholesteryl mercaptan
• CAS NO: 1249-81-6
• Molecular Formula: C₂₇H₄₆S
• Molecular Weight: 402.72
• EINECS: 215-003-4
• Mol File: 1249-81-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 97-99 °C(lit.)
• Boiling Point: 482.4°Cat760mmHg
• Flash Point: 224°C
• Appearance: /
• Density: 0.98g/cm³
• Storage Temp.: 2-8°C
• PKA: 10.71±0.70(Predicted)
• CAS DataBase Reference: THIOCHOLESTEROL(CAS DataBase Reference)
• NIST Chemistry Reference: THIOCHOLESTEROL(1249-81-6)
• EPA Substance Registry System: THIOCHOLESTEROL(1249-81-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1249-81-6(Hazardous Substances Data)

Usage

Description

Thiocholesterol, a lipid closely related to cholesterol, is distinguished by the replacement of its hydroxyl group with a thiol group. This modification grants it unique properties that make it valuable in various scientific and industrial applications.

Uses

Used in Biological Cross-linking:
Thiocholesterol is utilized as a cross-linking agent in biological research, where its thiol group facilitates the formation of disulfide bonds between molecules. This application is crucial for studying protein structure, function, and stability.
Used in Membrane Studies:
In the field of membrane studies, thiocholesterol serves as a valuable tool for investigating the properties and behavior of biological membranes. Its unique structure allows it to interact with membrane components, providing insights into membrane dynamics and the role of cholesterol in cellular processes.
Used in Pharmaceutical Industry:
Thiocholesterol is also employed in the pharmaceutical industry for the development of drugs targeting membrane-related diseases. Its ability to modulate membrane properties makes it a promising candidate for the treatment of conditions such as cardiovascular diseases and neurodegenerative disorders.
Used in Chemical Synthesis:
In the realm of chemical synthesis, thiocholesterol is used as a starting material or intermediate for the production of various organic compounds. Its thiol group can be further modified or reacted with other molecules, enabling the synthesis of a wide range of products with diverse applications.

Upstream product

• 53496-46-1 O-((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl) S-methyl carbonodithioate 
• 516-91-6 (3S,8S,9S,10R,13R,14S,17R)-3-Bromo-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene 
• 57-88-5 cholesterol 
• 110-89-4 piperidine 
• 64-17-5 ethanol 
• 1443-86-3 S-cholesteryl-thio acetate 
• 7647-01-0 hydrogenchloride 
• 1253-98-1 cholest-5-en-3β-yl thiocyanate 
• 108-88-3 toluene 
• 39879-87-3 dicholest-5-en-3β-yl disulfide 
• 39879-86-2 S-cholesteryl-S-methyl dithiocarbonate 
• 63469-10-3 S-cholesteryl-isothiourea; toluene-4-sulfonate 

Downstream Products

• 105374-64-9 N,N-bis-(2-chloro-ethyl)-4-cholest-5-en-3β-yldisulfanyl-aniline 
• 39879-87-3 dicholest-5-en-3β-yl disulfide 
• 50611-88-6 3β-benzoylmercapto-cholestene-(5) 
• 50611-89-7 S-cholest-5-en-3β-yl thiobenzoate 
• 94148-04-6 3β-trans-cinnamoylmercapto-cholestene-(5) 
• 107867-71-0 Cyclohexyl-thioacetic acid S-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] ester 
• 107867-70-9 thiocholesterol cyclohexanoate 
• 107867-72-1 3-Cyclohexyl-thiopropionic acid S-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] ester 
• 96872-92-3 1--5-(4-nitro-2-methoxy-phenoxy)-pentan 
• 943978-25-4 4-allyloxybenzyl thiocholesteryl ether 
• 1000692-11-4 C₅₈H₇₇N₂SPO₈ 
• 1253-98-1 cholest-5-en-3β-yl thiocyanate 
• 570-74-1 cholest-5-ene 
• 191990-34-8 5-[(thiocholesteryl)thio]-2-nitrobenzoic acid 

Related news

A calorimetric and spectroscopic comparison of the effects of cholesterol and its sulfur-containing analogs THIOCHOLESTEROL (cas 1249-81-6) and cholesterol sulfate on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine bilayer membranes08/06/2019

We performed differential scanning calorimetric (DSC) and Fourier transform infrared (FTIR) spectroscopic studies of the effects of cholesterol (Chol), thiocholesterol (tChol) and cholesterol sulfate (CholS) on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine (D...detailed

Cyclodextrin inclusion complexes with THIOCHOLESTEROL (cas 1249-81-6) and their self-assembly on gold: A combined electrochemical and lateral force microscopy analysis08/05/2019

The present study is an attempt to understand the properties of an interesting self-assembled monolayer system composed of inclusion complexes of thiocholesterol and cyclodextrins. Cyclodextrins were used as host compound while thiocholesterol was used as the entrant molecule into the cavity of ...detailed

Stabilization of Langmuir monolayer of hydrophobic THIOCHOLESTEROL (cas 1249-81-6) molecules08/04/2019

The self-assembled monolayer of the thiocholesterol (TCh) exhibits interesting properties that can be used for various technological applications. TCh is predominantly a hydrophobic molecule, and it does not spread at the air–water interface to form a stable Langmuir monolayer. We have stabiliz...detailed

Relevant articles and documents

Remarkably fast direct synthesis of thiols from alcohols under mild conditions

One pot rapid synthesis of thiols from alcohols via trifluoroacetates using polymer supported hydrosulfide in acetonitrile under mild conditions has been described.