474-77-1

Basic information

• Product Name: EPICHOLESTEROL
• Synonyms: EPICHOLESTEROL;5-CHOLESTEN-3-ALPHA-OL;cholest-5-en-3-alpha-ol;3α-Cholesterol;Cholest-5-en-3-ol, (3a)-
• CAS NO: 474-77-1
• Molecular Formula: C27H46O
• Molecular Weight: 386.65
• Mol File: 474-77-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 141.5°
• Boiling Point: 452.8°C (rough estimate)
• Flash Point: 209.3 °C
• Appearance: /
• Density: 0.9610 (rough estimate)
• Vapor Pressure: 2.95E-11mmHg at 25°C
• Refractive Index: 1.5100 (estimate)
• PKA: 15.03±0.70(Predicted)
• CAS DataBase Reference: EPICHOLESTEROL(CAS DataBase Reference)
• NIST Chemistry Reference: EPICHOLESTEROL(474-77-1)
• EPA Substance Registry System: EPICHOLESTEROL(474-77-1)

Safety Data

• Hazardous Substances Data: 474-77-1(Hazardous Substances Data)

Usage

General Description

EPICHOLESTEROL is a chemical compound that has been identified as a key intermediate in the biosynthesis of cholesterol in the human body. It is a hydrocarbon derivative that plays a crucial role in the regulation of cholesterol levels. EPICHOLESTEROL has been the subject of research in the field of lipid metabolism and has been found to influence the activity of enzymes involved in cholesterol synthesis. The chemical structure and function of EPICHOLESTEROL make it a potential target for the development of drugs aimed at regulating cholesterol levels in the body. Further research on EPICHOLESTEROL may provide valuable insights into the development of new therapies for conditions related to cholesterol metabolism and associated diseases.

InChI:InChI=1/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21-,22+,23-,24+,25+,26+,27-/m1/s1

Upstream product

• 60-29-7 diethyl ether 
• 2309-32-2 3-acetoxy-cholesta-3,5-diene 
• 2203-80-7 5-methylhex-1-yne 
• 76514-42-6 {2-[(3S,8S,9S,10R,13R,14S)-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-yloxymethoxy]-ethyl}-trimethyl-silane 

Downstream Products

• 601-57-0 Cholest-4-en-3-one 
• 100102-45-2 3,4,6-tri-O-benzoyl-1,2-O-cholesterylorthobenzoyl-α-D-glucopyranose 
• 601-57-0 Δ₄-cholesten-3-one 
• 566-88-1 5α-cholestan-3-one 
• 566-88-1 5β-cholestan-3-one 
• 133625-38-4 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (3R,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 
• 133625-37-3 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (3R,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 
• 1253-84-5 cholestanetriol 
• 77524-09-5 3-formyloxy-2-iodo-A-nor-2,3-secocholest-5-ene 
• 58028-14-1 3α,5-epoxy-6β-iodo-A-homo-4-oxa-5α-cholestane 
• 58028-15-2 3α,5-epoxy-6α-iodo-A-homo-4-oxa-5α-cholestane 
• 566-88-1 dihydrocholesterone 
• 601-53-6 coprostanone 
• 41736-89-4 C₆₁H₈₀O₆ 

Relevant articles and documents

STEREOCONTROLLED SYNTHESIS OF STEROID SIDE CHAIN; STEREOSELECTIVE SYNTHESES OF CHOLESTEROL AND 25-HYDROXYCHOLESTEROL

Novel stereoselective method to introduce side chain onto 17-oxosteroids has been deviced, and using the method cholesterol and 25-hydroxycholesterol are synthesized.

Synthesis of steroids

In the synthesis of sterols wherein methoxyethoxymethyl groups in an ether linkage are attached to the nucleus of the sterol to protect the sterol nucleus during other steps of the synthesis and the sterols are thereafter treated to remove the methoxyethoxymethyl groups and set free the hydroxyl groups, the improvement in which the sterols being treated with zinc bromide are held in a methylene chloride solution containing a small amount of an aliphatic alcohol having from 1 to 6 carbon atoms.