Cas no 52886-36-9 (Cholic Acid-24-13C)

Cholic Acid-24-13C structure
Cholic Acid-24-13C structure
Product Name:Cholic Acid-24-13C
CAS No:52886-36-9
MF:C24H40O5
MW:409.564063072205
CID:367160
PubChem ID:329767944
Update Time:2025-07-19

Cholic Acid-24-13C Chemical and Physical Properties

Names and Identifiers

    • Cholan-24-oic-24-13Cacid, 3,7,12-trihydroxy-, (3a,5b,7a,12a)-
    • CHOLIC ACID-24-13C
    • [13C]- Ursodeoxycholic Acid
    • [13C]-Ursudiol
    • < 24-13C> -Chenodeoxycholsaeure
    • < 24-13C> -Cholsaeure
    • CHOLAN-24-OIC-24-13C ACID, 3,7,12-TRIHYDROXY-, (3.ALPHA.,5.BETA.,7.ALPHA.,12.ALPHA.)-
    • SCHEMBL1332043
    • Cholic-24-13C acid, 99 atom % 13C, 98% (CP), S & P tested
    • Cholic-24-13C acid
    • Cholic-24-13C acid, 99 atom % 13C, 98% (CP)
    • 5Z5T260AYI
    • CS-0380792
    • (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl](113C)pentanoic acid
    • Cholic acid, 24-C-13
    • Cholan-24-oic-24-13c acid, 3,7,12-trihydroxy-, (3alpha,5beta,7alpha,12alpha)-
    • D98681
    • 52886-36-9
    • Cholic acid-13C
    • HY-N0324S2
    • UNII-5Z5T260AYI
    • (3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-oic-24-13c acid
    • MS-27055
    • (3.ALPHA.,5.BETA.,7.ALPHA.,12.ALPHA.)-3,7,12-TRIHYDROXYCHOLAN-24-OIC-24-13C ACID
    • Cholic Acid-24-13C
    • MDL: MFCD00190289
    • Inchi: 1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1/i21+1
    • InChI Key: BHQCQFFYRZLCQQ-HFINQHRVSA-N
    • SMILES: O[C@H]1C[C@@H]2[C@@]3(C)CC[C@H](C[C@H]3C[C@H]([C@H]2[C@@H]2CC[C@H]([C@H](C)CC[13C](=O)O)[C@]21C)O)O

Computed Properties

  • Exact Mass: 409.29092921g/mol
  • Monoisotopic Mass: 409.29092921g/mol
  • Isotope Atom Count: 1
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 29
  • Rotatable Bond Count: 4
  • Complexity: 637
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 11
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.6
  • Topological Polar Surface Area: 98?2

Experimental Properties

  • Melting Point: 200-201?°C (lit.)

Cholic Acid-24-13C Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H319
  • Warning Statement: P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3

Cholic Acid-24-13C Pricemore >>

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Cholic Acid-24-13C Related Literature

Additional information on Cholic Acid-24-13C

Cholic Acid-24-13C: Applications and Significance in Modern Chemical Biology

Cholic Acid-24-13C, a labeled derivative of the naturally occurring bile acid Cholic Acid, is a compound of significant interest in the field of chemical biology and pharmaceutical research. The inclusion of the stable isotope 13C provides a unique tool for metabolic studies, tracing pathways, and enhancing analytical sensitivity in various biochemical assays. This introduction delves into the properties, applications, and recent advancements involving Cholic Acid-24-13C, emphasizing its role in cutting-edge research.

The molecular structure of Cholic Acid-24-13C consists of a steroid backbone with hydroxyl and carboxyl functional groups, a configuration that is critical for its biological activity. Cholic Acid itself is a major bile acid secreted by the liver and stored in the gallbladder, playing a pivotal role in the digestion and absorption of dietary fats. The labeled version, where one carbon atom is replaced with 13C, allows researchers to monitor metabolic processes with high precision.

In recent years, the use of isotopically labeled compounds has revolutionized metabolic studies. Cholic Acid-24-13C serves as an excellent probe for investigating the enterohepatic circulation of bile acids, their synthesis pathways, and their interactions with various enzymes and transporters. Advanced mass spectrometry techniques coupled with stable isotope labeling have enabled researchers to gain unprecedented insights into these processes. For instance, studies utilizing Cholic Acid-24-13C have revealed novel details about the role of gut microbiota in modifying bile acid metabolism, highlighting the interconnectedness of host and microbial physiology.

The pharmaceutical industry has also embraced Cholic Acid-24-13C for drug development and formulation studies. Bile acids are emerging as therapeutic agents for a range of conditions, including cholesterol metabolism disorders, obesity, and inflammatory bowel disease. By incorporating the stable isotope 13C into Cholic Acid derivatives like Cholic Acid-24-13C, researchers can accurately assess drug efficacy and pharmacokinetics. This approach has been particularly valuable in developing new bile acid sequestrants and agonists that target specific receptors involved in metabolic regulation.

Beyond its applications in metabolic research and drug development, Cholic Acid-24-13C has found utility in environmental science. Bile acids are known to be persistent pollutants in aquatic ecosystems due to their resistance to degradation. Monitoring the presence of labeled bile acids can help scientists track environmental contamination levels and assess the impact of anthropogenic activities on aquatic health. This application underscores the versatility of isotopically labeled compounds in addressing ecological challenges.

The synthesis of Cholic Acid-24-13C presents unique challenges due to the complexity of its molecular structure. However, advancements in synthetic chemistry have made it increasingly feasible to produce high-purity labeled bile acids. Techniques such as enzymatic labeling and chemical synthesis have been refined to ensure minimal isotopic impurities, which is crucial for accurate metabolic studies. These advancements have democratized access to isotopically labeled compounds like Cholic Acid-24-13C, fostering further research across multiple disciplines.

In conclusion, Cholic Acid-24-13C represents a cornerstone compound in modern chemical biology research. Its ability to provide detailed insights into metabolic pathways, enhance analytical sensitivity, and serve as a tool for drug development underscores its importance. As our understanding of bile acid biology continues to evolve, compounds like Cholic Acid-24-13C will undoubtedly play a central role in unraveling complex biological processes and developing innovative therapeutic strategies.

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