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

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Category	Standards
Catalog NO.	BPG-3136
Product Name	Cholic acid-[2,2,4,4-d4]
CAS	116380-66-6
Molecular Formula	C24H36D4O5
Molecular Weight	412.60

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Description	Cholic acid-[2,2,4,4-d4] is the labelled analogue of Cholesteryl oleate. Cholesteryl oleate is an esterified form of cholesterol found in plasma.
Synonyms	3α,7α,12α-Trihydroxy-5β-cholanic acid-D4; Cholic acid-2,2,4,4-d4
IUPAC Name	(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-2,2,4,4-tetradeuterio-3,7,12-trihydroxy-10,13-dimethyl-3,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
Canonical SMILES	[2H]C1([2H])C[C@]2(C)[C@H]3C[C@H](O)[C@]4(C)[C@H](CC[C@H]4[C@@H]3[C@H](O)C[C@@H]2C([2H])([2H])[C@@H]1O)[C@H](C)CCC(O)=O
InChI	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/i8D2,10D2
InChIKey	BHQCQFFYRZLCQQ-YFEOEUIKSA-N
Melting Point	200-201°C (lit.)
Purity	98% by CP; 98% atom D
Solubility	Soluble in DMSO, Ethanol, Methanol
Related CAS	81-25-4 (unlabelled)
Appearance	Off-white to Pale Beige Solid
Shelf Life	1 Year
Storage	-20°C
Exact Mass	412.31
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 69.86%, H 10.75%, O 19.39%

Cholic acid-[2,2,4,4-d4], a deuterium-labeled derivative of cholic acid, finds widespread utility in biochemical research. Here are four key applications of Cholic acid-[2,2,4,4-d4] presented with high perplexity and burstiness:

Metabolic Studies: Serving as an internal standard in mass spectrometry, Cholic acid-[2,2,4,4-d4] plays a pivotal role in quantifying bile acids in biological samples, shedding light on the intricate metabolism and functionality of bile acids across diverse physiological and pathological contexts. Accurate quantification is paramount for unraveling the delicate balance of bile acid homeostasis and its implications in conditions such as cholestasis and hepatic disorders.

Drug Development: Within the realm of pharmaceutical innovation, Cholic acid-[2,2,4,4-d4] proves invaluable in assessing drugs that modulate bile acid pathways. Through the utilization of this labeled variant in research, scientists can meticulously track the synthesis, transformation, and transportation of bile acids in response to drug interventions. This knowledge is fundamental for designing therapeutics tailored to address bile acid-related disorders like gallstones and non-alcoholic fatty liver disease.

Lipidomics Research: Embraced in the field of lipidomics, Cholic acid-[2,2,4,4-d4] serves as a cornerstone for investigating intricate lipid interactions and pathways. Its stable isotope labeling facilitates precise measurement of lipid species using mass spectrometry, enabling researchers to decipher the complexities of lipid metabolism and its implications in metabolic maladies and other health conditions.

Nutritional Biochemistry: In the quest to unravel the impact of dietary variations on bile acid profiles and lipid metabolism, researchers turn to Cholic acid-[2,2,4,4-d4]. By exploring how dietary shifts influence the composition of bile acids, scientists gain valuable insights into the nutritional regulation of lipid equilibrium. This knowledge forms the bedrock for devising dietary interventions to manage conditions such as obesity and hyperlipidemia.

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