Glycoursodeoxycholic acid-[2,2,4,4-d4]

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Catalog NO.	BPG-3237
Product Name	Glycoursodeoxycholic acid-[2,2,4,4-d4]
CAS	2044276-17-5
Molecular Formula	C26H39D4NO5
Molecular Weight	453.65

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Description	Glycoursodeoxycholic acid-[2,2,4,4-d4] is the labelled analogue of Glycoursodeoxycholic Acid. Glycoursodeoxycholic Acid is a bile acid-glycine conjugate produced in the metabolism of ursodeoxycholic acid. It can be used as an anticholelithogenic.
Synonyms	Glycoursodeoxycholic acid-2,2,4,4-d4; N-[(3α,5β,7β))-3,7-dihydroxy-24-oxocholan-24-yl]Glycine-d4; 3α,7β-Dihydroxy-5β-cholanoylglycine-d4; Glycylursodeoxycholic Acid-d4; N-(3α,7β-Dihydroxy-5β-cholan-24-oyl)glycine-d4; N-[(3α,5β,7β)-3,7-Dihydroxy-24-oxocholan-24-yl]glycine-d4; Ursodeoxycholylglycine-d4; Glycoursodiol-d4; Glycoursodeoxycholic Acid-d4; Glycoursodeoxycholic-2,2,4,4-d4 acid
IUPAC Name	2-[[(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-2,2,4,4-tetradeuterio-3,7-dihydroxy-10,13-dimethyl-3,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid
Canonical SMILES	CC(CCC(=O)NCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
InChI	InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21+,24+,25+,26-/m1/s1/i8D2,12D2
InChIKey	GHCZAUBVMUEKKP-ODDJOPSVSA-N
Melting Point	>221°C (dec.)
Purity	≥97%; ≥98% atom D
Solubility	Soluble in Methanol (100 μg/mL); Slightly soluble in DMSO, Ethanol (Heated, Sonicated), Methanol
Related CAS	64480-66-6 (unlabelled) 92411-07-9 (unlabelled sodium)
Appearance	White Solid
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	453.34
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 68.84%, H 10.44%, N 3.09%, O 17.63%

Glycoursodeoxycholic acid-[2,2’,4,4’-d4], a deuterated derivative of bile acid, finds diverse applications in research and clinical settings. Here are four key applications of Glycoursodeoxycholic acid-[2,2’,4,4’-d4] presented with a high degree of perplexity and burstiness:

Pharmacokinetic Studies: Employing Glycoursodeoxycholic acid-[2,2’,4,4’-d4] in pharmacokinetic investigations enables researchers to trace the absorption, distribution, metabolism, and excretion (ADME) of bile acids within the human body. The deuterated properties of this compound facilitate precise measurements using mass spectrometry, offering invaluable insights into the pharmacokinetic behavior of bile acids and their implications in various disease states.

Liver Function Research: Serving as a versatile tool in exploring liver function and bile acid metabolism, Glycoursodeoxycholic acid-[2,2’,4,4’-d4] aids in studying aspects such as bile acid transport, enterohepatic circulation, and the impact of liver pathology on bile acid dynamics. These investigations pave the way for potential breakthroughs in treatments for liver disorders and conditions associated with bile acid disturbances.

Stable Isotope Tracing: In the realm of metabolic analysis, Glycoursodeoxycholic acid-[2,2’,4,4’-d4] emerges as a pivotal stable isotope tracer for investigating biochemical pathways involving bile acids. The deuterium labels present a clear differentiation from endogenous compounds, facilitating precise tracing of metabolic processes. This application plays a crucial role in unraveling intricate metabolic networks and deciphering the intricate interplay between bile acids and overall metabolism.

Clinical Diagnostics: The utility of Glycoursodeoxycholic acid-[2,2’,4,4’-d4] extends to the realm of clinical diagnostics, where it can be harnessed for developing assays to assess bile acid levels in patients with liver or gastrointestinal ailments. Incorporating this compound into diagnostic tests enables healthcare providers to monitor changes in bile acid profiles, aiding in the diagnosis and monitoring of conditions like cholestasis and non-alcoholic fatty liver disease.

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