Name: Obeticholic Acid-[d5]
Brand: BOC Sciences
Rating: 5 (1 reviews)

General Information

Catalog: BLP-015214

CAS: 1992001-04-3

Molecular Formula: C26H39D5O4

Molecular Weight: 425.66

Chemical Structure

Description	Obeticholic acid-[d5] is the labelled analogue of Obeticholic acid, which is a potent and selective farnesoid X receptor (FXR) agonist with EC50 of 99 nM. It reduced liver fat and reverted cholestasis in a rat model.
Synonyms	Obeticholic acid-d5; (R)-4-((3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-((S)-ethyl-1,2,2,2-d4)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl-7-d)pentanoic acid
IUPAC Name	(R)-4-((3S,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl-2,2,3,4,4-d5)pentanoic acid
Related CAS	459789-99-2 (unlabelled)
Canonical SMILES	C[C@@]([C@]1([H])[C@@H]([C@@H]([2H])C([2H])([2H])[2H])[C@@]2([2H])O)(CC[C@@H](O)C1)[C@]3([H])[C@]2([H])[C@@](CC[C@]4([H])[C@H](C)CCC(O)=O)([H])[C@]4(C)CC3

Obeticholic Acid-[d5] is an isotopically labeled derivative of Obeticholic Acid, often used in scientific research for its pharmacokinetic properties and efficacy in liver-related diseases. Here are some key applications of Obeticholic Acid-[d5]:

Pharmacokinetic Studies: Obeticholic Acid-[d5] is extensively used to study the absorption, distribution, metabolism, and excretion (ADME) of Obeticholic Acid. The isotope labeling allows researchers to track the compound's pathway in biological systems with precision. This helps in understanding the drug's bioavailability and optimizing dosing regimens.

Cholestatic Liver Disease Research: As an analog of Obeticholic Acid, the labeled [d5] version is employed in the study of cholestatic liver diseases such as primary biliary cholangitis. By providing insights into the drug's mechanism of action, it helps in the development of targeted therapies for liver disorders. Researchers can assess its impact on bile acid pathways and liver enzyme activities.

Drug-Drug Interaction Studies: Obeticholic Acid-[d5] can be used to investigate potential interactions with other compounds in co-administration scenarios. The presence of the isotopic label allows for discrimination between different drug molecules in complex biological matrices.

Stable Isotope-Labeled Internal Standard: In analytical chemistry, Obeticholic Acid-[d5] serves as an internal standard for quantitative analysis of Obeticholic Acid in biological samples. Its stable isotope label provides a constant reference point, ensuring accurate and reliable measurements using techniques like mass spectrometry. This application is vital for consistent data in clinical and preclinical studies.