1173-32-6

Basic information

• Product Name: 3-Oxo-5β-24-cholanoic acid methyl ester
• Synonyms: 3-Oxo-5β-24-cholanoic acid methyl ester;3-Oxo-5β-cholan-24-oic acid methyl ester;Methyl-3-keto-5β-cholan-24-oate
• CAS NO: 1173-32-6
• Molecular Formula: C₂₅H₄₀O₃
• Molecular Weight: 388.5833
• Product Categories: Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1173-32-6.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• Solubility: DCM, Ethyl Acetate, Methanol
• CAS DataBase Reference: 3-Oxo-5β-24-cholanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Oxo-5β-24-cholanoic acid methyl ester(1173-32-6)
• EPA Substance Registry System: 3-Oxo-5β-24-cholanoic acid methyl ester(1173-32-6)

Safety Data

• Hazardous Substances Data: 1173-32-6(Hazardous Substances Data)

Usage

Uses

Methyl-3-keto-5β-cholan-24-oate is an intermediate in the synthesis of Taurolithocholic Acid (T009100), an major human metabolite, a bile acid which inhibits radioligand binding to muscarinic M1, but not to M2 or M3 receptors.

Upstream product

• 73409-98-0 choladiene-1,4 one-3 oate-24 de methyle 
• 5405-42-5 methyl 3β-hydroxy-5β-cholan-24-oate 
• 67-56-1 methanol 
• 434-13-9 Lithocholic acid 
• 1452-33-1 methyl 3-oxo-4-cholenolate 
• 20231-57-6 methyl 5-cholenoate 
• 91667-86-6 5β cholene-1, one-3, oate-24 de methyle 
• 1553-56-6 dehydrolithocholic acid 
• 1249-75-8 methyl lithocholate 
• 186581-53-3 diazomethane 

Downstream Products

• 1452-33-1 methyl 3-oxo-4-cholenolate 
• 643758-93-4 methyl 5β-hydroxy-3-oxocholan-24-oate 
• 643758-97-8 (20S)-3-oxo-5β-cholan-O-24,20-lactone 
• 1415548-72-9 C₃₅H₅₀O₅ 
• 1415548-75-2 C₃₅H₄₉FO₅ 
• 1415548-78-5 C₃₅H₄₉ClO₅ 
• 84529-86-2 (20R)-3β-(tert-butyldimethylsilyloxy)-24-hydroxy-25,26,27-trisnorcholest-5-ene 
• 114011-35-7 3β-(t-butyldimethylsilyloxy)-5-cholenic acid methyl ester 
• 20231-57-6 methyl 5-cholenoate 
• 1293362-44-3 methyl 3-(3-(4-methoxyphenyl)-5-thioxo-1H-1,2,4-triazol-4-ylimino)cholanate 
• 1293362-47-6 methyl 3-(3-(4-bromophenyl)-5-thioxo-1H-1,2,4-triazol-4-ylimino)cholanate 
• 1293362-46-5 methyl 3-(3-(4-chlorophenyl)-5-thioxo-1H-1,2,4-triazol-4-ylimino)cholanate 
• 1293362-43-2 methyl 3-(3-(4-methylphenyl)-5-thioxo-1H-1,2,4-triazol-4-ylimino)cholanate 
• 1293362-42-1 methyl 3-(3-phenyl-5-thioxo-1H-1,2,4-triazol-4-ylimino)cholanate 

Relevant articles and documents

Bile acid-derived mono- and diketals-synthesis, structural characterization and self-assembling properties

Three oxo-derivatives of bile acid methyl esters have been used as starting compounds in the preparation of novel bile acid monoketals with 1,2-benzenediol (catechol) and 2,3-naphthalenediol, as well as mono- and diketals with pentaerythritol. Monoketals of pentaerythritol showed a tendency to form thermoreversible gels in many aromatic solvents and the methyl lithocholate derivative proved to be a supergelator able to form a gel with t-butylbenzene at a concentration as low as 0.5% w/v. Whereas the naphthalenediol ketals formed film-type materials in the studied solvents, the catechol ketals underwent rapid crystallization into X-ray quality single crystals. Single crystal X-ray structures of the catechol ketals have been determined. The monoketal obtained from methyl-3,7,12-trioxo-5β-cholan-24-oate (dehydrocholate) revealed to have an unusual packing pattern in its solid state compared to other bile acid derivatives reported in the literature. The synthesis of diketals from pentaerythritol furnished a mixture of two diastereomers which, in the case of the methyl lithocholate derivative, have been separated and the X-ray crystal structure of one isomer resolved.

SYNTHETIC RECEPTORS FOR IONOPHORIC COMPOUNDS

The present invention relates to synthetic receptors for ionophoric compounds, such as ionophoric toxins. Hence, the invention provides synthetic molecules capable of binding different ionophoric compounds, thereby being suitable for use in the detection,

Cholic acid derivative and preparation method and application thereof

The invention discloses a cholic acid derivative represented by the formula (I) and a preparation method thereof. The target product cholic acid derivative is prepared by esterification, oxidation, bromination, debromination, 4,4-dimethylation, C-7 oxidation, reduction, TBSCl protection, iodation, cyano substitution, Wittig, Grignard, TBS-removing protection and other reactions. The invention alsoprovides an application of the cholic acid derivative in inhibiting cholesterol synthesis and reducing cholesterol and triglyceride levels in a body; the cholic acid derivative can be used for preparing drugs for preventing and treating hypercholesterolemia, hypertriglyceride, atherosclerosis and other diseases, and has good application prospects.