1174-92-1

Basic information

• Product Name: 3-Methoxy-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
• Synonyms: 3beta-Methoxycholest-5-ene;3-Methoxycholest-5-ene;Cholest-5-en-3beta-yl-methyl ether;Cholest-5-ene, 3beta-methoxy-;Cholesterin methyl ether;Cholesterol methyl ether;CHOLESTERYL METHYL ETHER;5-CHOLESTEN-3BETA-OL 3-METHYL ETHER
• CAS NO: 1174-92-1
• Molecular Formula: C₂₈H₄₈O
• Molecular Weight: 400.68
• Product Categories: Steroids
• Mol File: 1174-92-1.mol
• Article Data: 25

Chemical Properties

• Melting Point: 85.5–86°C
• Boiling Point: 463.29°C (rough estimate)
• Flash Point: 238.682 °C
• Appearance: /
• Density: 0.9575 (rough estimate)
• Vapor Pressure: 1.52E-08mmHg at 25°C
• Refractive Index: 1.5100 (estimate)
• Storage Temp.: −20°C
• CAS DataBase Reference: 3-Methoxy-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methoxy-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene(1174-92-1)
• EPA Substance Registry System: 3-Methoxy-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene(1174-92-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1174-92-1(Hazardous Substances Data)

Usage

General Description

3-Methoxy-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene is a complex chemical compound with a long molecular structure. It is a derivative of cyclopenta[a]phenanthrene and contains methoxy, methyl, and heptan-2-yl groups. 3-Methoxy-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene is an important intermediate in the synthesis of various biochemicals and pharmaceuticals. It may have potential uses in the fields of medicine, biochemistry, and organic chemistry due to its unique structure and properties. However, further research is needed to fully understand its potential applications and effects.

InChI:InChI=1/C28H48O/c1-19(2)8-7-9-20(3)24-12-13-25-23-11-10-21-18-22(29-6)14-16-27(21,4)26(23)15-17-28(24,25)5/h10,19-20,22-26H,7-9,11-18H2,1-6H3/t20-,22+,23+,24-,25+,26+,27+,28-/m1/s1

Upstream product

• 67-56-1 methanol 
• 910-31-6 cholesteryl chloride 
• 765935-41-9 cholesterol 
• 74-88-4 methyl iodide 
• 24352-63-4 17-(1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthren-3-yl diphenyl phosphate 
• 2867-93-8 i-cholesteryl methyl ether 
• 2867-93-8 6β-methoxy-3α,5-cyclo-5-α-cholestane 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 57-88-5 cholesterol 
• 910-31-6 3-chloro-cholest-5-ene 
• 57700-98-8 cholesterol thiocarbonylimidazolide 
• 56-23-5 tetrachloromethane 
• 7664-93-9 sulfuric acid 
• 3381-57-5 3α,5α-cyclo-cholest-6-ene 

Downstream Products

• 53-43-0 dehydroepiandrosterone 
• 897-06-3 Androsta-1,4-diene-3,17-dione 
• 56085-46-2 3β-methoxyandrost-5-ene-17-one 
• 63-05-8 Androstenedione 
• 103567-43-7 3β-cyclohexyl-5α-cholestane 
• 22213-59-8 benzoic acid-(5-hydroxy-3β-methoxy-5α-cholestan-6β-yl ester) 
• 70240-77-6 3β-methoxy-19-tosyloxy-5-cholestene 
• 66277-11-0 19-iodo-3β-methoxy-5-cholestene 
• 1182-65-6 cholesteryl p-toluenesulfonate 
• 17007-06-6 B-Nor-cholestadien-(3.5) 
• 1981-90-4 (5α-cholestan-3β-yl)-methyl ether 
• 5232-73-5 3β-Methoxycholestan-5α.6α-diol 
• 5837-39-8 3β-methoxy-5α-cholestan-6-one 
• 131308-34-4 3'-phenylcholestano<5,6-d>-2'-isoxazolin-3β-methyl ether 

Relevant articles and documents

Synthesis of 3β-methyl ether of dehydroepiandrosterone by biotransformation of 3β-methyl ether of cholesterol with cells of mycobacteria Mycobacterium sp.

3p-Methyl ether of dehydroepiandrosterone was obtained by microbiological transformation of 3?-methyl ether of cholesterol with Mycobacterium sp. Androstane-3,17-dione, androst-4-ene-3,17-dione, and androsta-1,4-diene-3,17-dione were minor transformation products.

Optimised conditions for the synthesis of 17O and 18O labelled cholesterol

Conditions are described for the preparation of cholesterol with 17O and 18O labels from i-cholesteryl methyl ether using minimal amounts of isotopically enriched water. Optimum yields employed trifluoromethanesulfonic acid as catalyst in 1,4-dioxane at room temperature with 5 equivalents of water. An isotopic enrichment >90% of that of the water used for the reaction could be attained. Tetrafluoroboric acid could also be used as catalyst, at the expense of a lower overall reaction yield. Byproducts from the reaction included dicholesteryl ether, methyl cholesteryl ether, compounds formed by ether hydrolysis, and olefins arising from elimination reactions. Reactions in tetrahydrofuran yielded significant amounts of cholesteryl ethers formed by reaction with alcohols arising from hydrolysis of the solvent.

Determination of total cholesterol in serum by gas chromatography-mass spectrometry

In this study, a reliable protocol for determination of total cholesterol in serum using gas chromatography-mass spectrometry was established. The total free cholesterol was extracted from the serum with chloroform and derivatized with bis(trimethylsilyl)trifluoroacetamide, analyzed without the saponification step commonly used. Linear calibration curves of cholesterol were obtained from the concentration 0.1 to 15 mmol L-1. The limit of detection was 0.04 mmol L-1. Finally, the proposed method was to explore the influence of high cholesterol diet on total cholesterol in serum of rats.