CAS 20231-57-6

3B-hydroxychol-5-en-24-oic acid*methyl ester

Description:

3B-hydroxychol-5-en-24-oic acid methyl ester, commonly known as methyl cholate, is a derivative of cholesterol and belongs to the class of sterols. This compound features a hydroxyl group at the 3-position and a methyl ester functional group at the carboxylic acid end, which contributes to its solubility and reactivity. It is characterized by a steroidal structure, which includes four fused hydrocarbon rings, a double bond between the 5 and 6 positions, and a side chain at the 17-position. The presence of the hydroxyl group imparts some polar characteristics, making it partially soluble in water, while the ester group enhances its lipophilicity. Methyl cholate is often studied for its biological significance, particularly in relation to cholesterol metabolism and its role in bile acid synthesis. Additionally, it may have applications in biochemistry and pharmacology, particularly in the study of lipid metabolism and membrane dynamics. As with many sterols, it can influence cellular processes and is of interest in various research fields, including endocrinology and nutrition.

Formula: C₂₅H₄₀O₃

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

SMILES: CC(CCC(=O)OC)C1CCC2C3CC=C4CC(CCC4(C)C3CCC12C)O

Synonyms:

• Methyl 3-Hydroxychol-5-En-24-Oate
• Methyl-3β-hydroxycholete
• Chol-5-en-24-oic acid, 3-hydroxy-, methyl ester, (3β)-
• (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
• NSC84140
• Methyl-3β-hydroxycholenate
• 3B-HYDROXYCHOL-5-EN-24-OIC ACID*METHYL E STER
• 5-Cholenic acid 3-beta-ol methyl ether methyl ester
• B-HYDROXYCHO-5-EN-24-OIC ACID METHYL ESTER)
• (R)-Methyl 4-((3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,1
• 112190
• (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
• 3β-Hydroxychol-5-en-24-oic acid methyl ester
• 3β-Hydroxychol-5-enoic Acid Methyl Ester

3β-Hydroxychol-5-enoic Acid Methyl Ester

CAS: 20231-57-6

Formula: C₂₆H₄₂O₃

Color and Shape: Solid

Molecular weight: 402.6099

Ref: IN-DA002866

Methyl-3-β-Hydroxycholenate

CAS: 20231-57-6

Formula: C₂₅H₄₀O₃

Molecular weight: 388.59

Ref: 4Z-C-53116

3β-Hydroxychol-5-enoic Acid Methyl Ester

Controlled Product

CAS: 20231-57-6

Applications 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.
References Wang, B. & Polya, G.: Phytochem., 41, 55 (1996); Tohma, M. et al.: Steroids, 48, 331 (1986); Herz, J. & Ocampo, R.: Steroids, 40, 661 (1982)

Formula: C₂₅H₄₀O₃

Color and Shape: Neat

Molecular weight: 388.58

Ref: TR-H917800

Cholenic acid methyl ester

Controlled Product

CAS: 20231-57-6

Cholenic acid methyl ester is an inhibitor of human immunodeficiency virus (HIV) that belongs to the class of fatty acids. It has been shown to inhibit HIV-1 infection in vitro. Cholenic acid methyl ester inhibits HIV-1 replication by preventing the formation of viral particles and inhibiting the function of enzymes essential for viral replication. This compound binds to hydroxyl groups on nucleic acid, forming hydrogen bonds with the bases in DNA or RNA. Cholenic acid methyl ester also inhibits aminosterol synthesis, which is required for the production of cholesterol and steroid hormones, resulting in a decrease in cellular membrane fluidity and increased permeability. Cholenic acid methyl ester has been shown to inhibit cholesterol production when administered orally to rats, leading to decreased levels of serum cholesterol and triglycerides.

Formula: C₂₅H₄₀O₃

Purity: Min. 95%

Molecular weight: 388.6 g/mol

Ref: 3D-VAA23157

Methyl-3β-hydroxycholenate

CAS: 20231-57-6

Methyl-3β-hydroxycholenate (Methyl 3beta-hydroxychol-5-enoate) is a modulator of RORγ.

Formula: C₂₅H₄₀O₃

Purity: 98.78%

Color and Shape: Solid

Molecular weight: 388.58

Ref: TM-T11923