Cas no 52840-12-7 (Chenodeoxycholic Acid-d5 (Major))

Chenodeoxycholic Acid-d5 (Major) is a deuterated analog of chenodeoxycholic acid, a primary bile acid involved in lipid metabolism. The incorporation of five deuterium atoms enhances its utility in metabolic studies, providing improved stability and reduced metabolic interference in tracer applications. This isotopically labeled compound is particularly valuable for quantitative mass spectrometry, enabling precise tracking and analysis in pharmacokinetic and biochemical research. Its high isotopic purity ensures reliable data integrity, making it suitable for use as an internal standard in LC-MS/MS assays. Chenodeoxycholic Acid-d5 (Major) is synthesized under stringent conditions to meet rigorous analytical standards, supporting advanced research in bile acid metabolism and related disorders.
Chenodeoxycholic Acid-d5 (Major) structure
52840-12-7 structure
Product Name:Chenodeoxycholic Acid-d5 (Major)
CAS No:52840-12-7
MF:C24H40O4
MW:397.602816581726
CID:1063399
PubChem ID:71309530
Update Time:2025-05-20

Chenodeoxycholic Acid-d5 (Major) Chemical and Physical Properties

Names and Identifiers

    • Chenodeoxycholic Acid-d5 (Major)
    • (4R)-4-[(3R,5R,7R,8R,9S,10S,13R,14S,17R)-2,2,3,4,4-pentadeuterio-3,7-dihydroxy-10,13-dimethyl-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
    • 3-Ursodeoxycholic Acid-d5
    • CDC-d5
    • Chendol-d5
    • Chenocol-d5
    • Chenodeoxycholic Acid-d5
    • Chenodiol-d5
    • Fluibil-d5
    • DTXSID90745918
    • HY-76847S3
    • CHENODEOXYCHOLIC ACID (2,2,3,4,4-D5, 98%)
    • (4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-2,2,3,4,4-pentadeuterio-3,7-dihydroxy-10,13-dimethyl-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
    • CS-0380820
    • 52840-12-7
    • Chenodeoxycholic-2,2,3,4,4-d5 acid, 98 atom % D
    • Inchi: 1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1/i8D2,12D2,16D
    • InChI Key: RUDATBOHQWOJDD-FVAYXOGXSA-N
    • SMILES: O[C@@H]1C[C@@H]2C([2H])([2H])[C@@]([2H])(C([2H])([2H])C[C@]2(C)[C@H]2CC[C@]3(C)[C@@H]([C@H](C)CCC(=O)O)CC[C@H]3[C@@H]21)O

Computed Properties

  • Exact Mass: 397.32400
  • Monoisotopic Mass: 397.32404348g/mol
  • Isotope Atom Count: 5
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 28
  • Rotatable Bond Count: 4
  • Complexity: 605
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 10
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.9
  • Topological Polar Surface Area: 77.8?2

Experimental Properties

  • Melting Point: 97-100°C
  • Solubility: Chloroform, Methanol
  • PSA: 77.76000
  • LogP: 4.47790

Chenodeoxycholic Acid-d5 (Major) Security Information

Chenodeoxycholic Acid-d5 (Major) Pricemore >>

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Additional information on Chenodeoxycholic Acid-d5 (Major)

Chenodeoxycholic Acid-d5 (Major): A Comprehensive Overview

Chenodeoxycholic Acid-d5 (Major), also known by its CAS number 52840-12-7, is a derivative of chenodeoxycholic acid, a naturally occurring bile acid. This compound has gained significant attention in recent years due to its role in various biological processes and its applications in both research and therapeutic settings. The d5 designation indicates that this compound contains five deuterium atoms, which are often used in scientific studies to track molecular behavior through techniques such as mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy.

Bile acids, including chenodeoxycholic acid, play a critical role in lipid metabolism, digestion, and overall liver function. The introduction of deuterium into the molecular structure of chenodeoxycholic acid-d5 allows researchers to study the stereochemistry and metabolic pathways of bile acids with greater precision. Recent studies have highlighted the importance of bile acids in regulating energy expenditure, glucose metabolism, and gut microbiota composition. These findings underscore the potential of chenodeoxycholic acid-d5 as a tool for understanding the intricate mechanisms underlying metabolic disorders such as obesity and type 2 diabetes.

In the context of drug development, chenodeoxycholic acid-d5 has been utilized as a stable isotope for pharmacokinetic studies. By incorporating deuterium into the molecule, researchers can accurately trace the absorption, distribution, metabolism, and excretion (ADME) profiles of bile acids within the body. This information is invaluable for optimizing drug delivery systems and assessing the efficacy of potential therapeutic agents targeting bile acid pathways.

Recent advancements in mass spectrometry techniques have further enhanced the utility of chenodeoxycholic acid-d5 in metabolomics research. High-resolution mass spectrometry (HRMS) coupled with tandem MS has enabled precise identification and quantification of bile acids in complex biological matrices. These methods have been instrumental in elucidating the role of bile acids in chronic liver diseases such as non-alcoholic fatty liver disease (NAFLD) and cirrhosis. Studies have shown that altered bile acid metabolism is closely associated with disease progression, making chenodeoxycholic acid-d5 a valuable tool for investigating therapeutic interventions.

The application of chenodeoxycholic acid-d5 extends beyond basic research into clinical diagnostics. In diagnostic settings, this compound is used as an internal standard for measuring endogenous bile acid levels in patients with liver dysfunction or gastrointestinal disorders. Accurate quantification of bile acids is essential for diagnosing conditions such as primary biliary cholangitis (PBC) and cholestasis. The use of deuterated standards ensures high sensitivity and specificity in these assays, providing clinicians with reliable data for diagnosis and treatment monitoring.

Moreover, chenodeoxycholic acid-d5 has been employed in preclinical studies to evaluate the efficacy of novel drugs targeting bile acid receptors. The farnesoid X receptor (FXR) and the G protein-coupled receptor 19 (TGR5) are key targets for modulating bile acid signaling pathways. By using chenodeoxycholic acid-d5, researchers can assess how these receptors regulate lipid metabolism and inflammation at a molecular level. This knowledge is critical for developing drugs that can address unmet medical needs in metabolic diseases.

In summary, Chenodeoxycholic Acid-d5 (Major) is a versatile compound with significant implications for both research and clinical applications. Its unique properties as a deuterated bile acid make it an indispensable tool for studying metabolic pathways, developing therapeutic agents, and improving diagnostic accuracy. As advancements in analytical techniques continue to unfold, the role of chenodeoxycholic acid-d5 in advancing our understanding of human health and disease is likely to expand further.

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