20231-57-6

Basic information

• Product Name: 5-Cholenic acid-3beta-ol methyl ester,3-methyl ether
• Synonyms: NSC84140;B-HYDROXYCHO-5-EN-24-OIC ACID METHYL ESTER);5-Cholenic acid 3-beta-ol methyl ether methyl ester;3beta-methyl-3-hydroxychol-5-en-24-oic acid;3β-Hydroxychol-5-enoic Acid Methyl Ester;(4R)-Methyl 4-((3S,10R,13R,17R)-3-hydroxy-10,13-diMethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate;(R)-methyl 4-((3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate;3β-Hydroxychol-5-en-24-oic acid methyl ester
• CAS NO: 20231-57-6
• Molecular Formula: C₂₅H₄₀O₃
• Molecular Weight: 388.58
• Product Categories: Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 20231-57-6.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 484°C at 760 mmHg
• Flash Point: 183.1°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 2.13E-11mmHg at 25°C
• Refractive Index: 1.535
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: 5-Cholenic acid-3beta-ol methyl ester,3-methyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Cholenic acid-3beta-ol methyl ester,3-methyl ether(20231-57-6)
• EPA Substance Registry System: 5-Cholenic acid-3beta-ol methyl ester,3-methyl ether(20231-57-6)

Safety Data

• Hazardous Substances Data: 20231-57-6(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

3β-Hydroxychol-5-enoic Acid Methyl Ester is a derivative of 5-Cholenic acid-3β-ol, an selective inhibition of cyclic AMP-dependent protein kinase. 3β-Hydroxychol-5-enoic Acid Methyl Ester is a reactant used in the preparation of cholenoic acid based bile acids present in human biological fluids.

InChI:InChI=1/C25H40O3/c1-16(5-10-23(27)28-4)20-8-9-21-19-7-6-17-15-18(26)11-13-24(17,2)22(19)12-14-25(20,21)3/h6,16,18-22,26H,5,7-15H2,1-4H3

Upstream product

• 5255-17-4 3β-hydroxy-5-cholenoic acid 
• 74-88-4 methyl iodide 
• 570-84-3 3β,6α-dihydroxy-5β-cholan-24-oic acid 
• 116262-87-4 C₂₅H₄₂O₄ 
• 76463-43-9 (22E)-3β-hydroxy-chola-5,16,22-trien-24-oic acid methyl ester 
• 22953-07-7 (3S,8S,9S,10R,13S,14S,Z)-17-ethylidene-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 
• 53-43-0 dehydroepiandrosterone 
• 1173-32-6 methyl 3-oxo-5β-cholan-24-oate 
• 1249-75-8 methyl lithocholate 
• 83-49-8 Hyodeoxycholic Acid 
• 13223-95-5 methyl 3α,5-cyclo-6β-methoxy-5α-cholan-24-oate 
• 604-35-3 Cholesteryl acetate 
• 514-50-1 3β-acetoxy-5α,6β-dibromocholestane 
• 52032-49-2 methyl 4β-bromo-3-oxo-5β-cholan-24-oate 

Downstream Products

• 1249-75-8 methyl 3β-hydroxy-5α-cholan-24-oate 
• 90343-95-6 4-<3β-(oleoyloxy)androst-5-en-17β-yl>pentanol chlorambucil ester 
• 19246-13-0 3β,7α-dihydroxy-5-cholen-24-oic acid 
• 19246-14-1 3β,7α-dibenzoyloxy-cholen-(5)-oic acid-(24)-methyl ester 
• 434-13-9 Lithocholic acid 
• 1452-29-5 3-oxo-4-cholenic acid 
• 34751-25-2 3β-acetoxy-24-nor-chol-5-en-23-oic acid 
• 1474-14-2 3β-acetoxybisnor-5-cholenic acid 
• 117899-79-3 3β-hydroxy-24-phenyl-5α-cholanone-(24) 
• 15074-03-0 (R)-methyl 4-((5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate 
• 1173-32-6 methyl 3-oxo-5β-cholan-24-oate 
• 1579253-65-8 methyl 3β-diphenylphosphorylchol-5-enoate 
• 5255-17-4 3β-hydroxy-5-cholenoic acid 
• 128-13-2 ursodeoxycholic acid 

Relevant articles and documents

Coordination of sodium cation to an oxygen function and olefinic double bond to form molecular adduct ion in fast atom bombardment mass spectrometry

Steroidal allylic alcohols formed Na+ adduct ion peaks [M+Na]+ by the addition of NaCl in FAB mass spectrometry. A comparison of the intensities of the adduct ion peaks of allylic alcohols with those of the corresponding saturated alcohols and olefin suggested that the olefinic double bond and the proximal hydroxyl group had coordinated to Na +. The adduct ion was stable and did not undergo dehydroxylation. We suggest that the Na+ adduct ion will be useful for the molecular weight determination of allylic alcohols which are susceptible to dehydroxylation under FAB mass spectrometric conditions. Na+ adduct ions of α, β-unsaturated carbonyl compounds were also investigated.

Synthesis method of saringosterol

The invention discloses a synthesis method of saringosterol. The synthesis method comprises the following steps of: carrying out esterification on hyodeoxycholic acid serving as a raw material to generate hyodeoxycholate or directly carrying out sulfonylation reaction on the hyodeoxycholate serving as a raw material to generate 3, 6-disulfonyl hyodeoxycholate, then carrying out nucleophilic substitution-elimination reaction to generate 3beta-hydroxychol-5-ene-24-acid ester, then performing reaction with N, O-dimethyl hydroxylamine to prepare weinreb amide, and carrying out two-step Green Nisi reaction to finally obtain sargassterol. The synthesis method disclosed by the invention is mild in reaction condition, relatively short in reaction time, low in price of the starting raw material hyodeoxycholic acid and the reaction reagent, relatively high in final yield and suitable for large-scale preparation of the sargassterol.

Elucidation of Distinct Modular Assemblies of Smoothened Receptor by Bitopic Ligand Measurement

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OXYSTEROLS AND METHODS OF USE THEREOF

Compounds are provided according to Formula (I): and pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof; wherein R2, R3, R4, R5, and and R6 are as defined herein. Compounds of the present invention are contemplated useful for the prevention and treatment of a variety of conditions.