Basic information Safety Supplier Related

URSODEOXYCHOLIC-2,2,4,4-D4 ACID

Basic information Safety Supplier Related

URSODEOXYCHOLIC-2,2,4,4-D4 ACID Basic information

Product Name:
URSODEOXYCHOLIC-2,2,4,4-D4 ACID
Synonyms:
  • URSODEOXYCHOLIC-2,2,4,4-D4 ACID
  • Ursodeoxycholic-d4 Acid
  • (4R)-4-[(3R,5R,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]pentanoic acid
  • (4R)-4-[(3R,5R,7S,8R,9S,10S,13R,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]pentanoic acid
  • Ursodiol-d4 (Ursodeoxycholic Acid-d4)
  • URSODEOXYCHOLIC ACID (2,2,4,4-D4, 98%) 100 UG/ML IN METHANOL
  • Ursodeoxycholic acid-[d4] (Solution)
  • URSODEOXYCHOLIC ACID (2,2,4,4-D4, 98%) 95% CHEMICAL PURITY
CAS:
347841-46-7
MF:
C24H40O4
MW:
392.58
Product Categories:
  • Bile Acids - 13C & 2H
Mol File:
347841-46-7.mol
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URSODEOXYCHOLIC-2,2,4,4-D4 ACID Chemical Properties

storage temp. 
Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility 
DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly),
form 
Solid
color 
White to Off-White
Stability:
Hygroscopic
CAS Number Unlabeled
128-13-2
CAS Number Unlabeled
128-13-2
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URSODEOXYCHOLIC-2,2,4,4-D4 ACID Usage And Synthesis

Description

Ursodeoxycholic acid-d4 (UDCA-d4) is intended for use as an internal standard for the quantification of UDCA (Item No. 15121) by GC- or LC-MS. UDCA is a secondary bile acid formed via epimerization of chenodeoxycholic acid (CDCA; ). UDCA is also a metabolite of lithocholic acid (LCA; ) in human liver microsomes. It inhibits taurocholic acid uptake in HeLa cells expressing recombinant sodium/taurocholate cotransporting polypeptide (NTCP) with an IC50 value of 3.6 μM. UDCA (50 μM) inhibits apoptosis induced by deoxycholic acid (DCA; Item Nos. 20756 | 18231) or ethanol in primary rat hepatocytes. Dietary administration of UDCA blocks DCA-induced increases in the number of TUNEL-positive hepatocytes in rats. Formulations containing UDCA have been used in the treatment of primary biliary cirrhosis.

Uses

Ursodeoxycholic Acid-d4 is a deuterated form of Ursodeoxcholic Acid (U850000), which is used as an anticholelithogenic. Ursodeoxcholic Acid is an epimer with Chenodiol with respect to the hydroxyl group at C7. Ursodeoxycholic Acid-d4 was used as an internal standard for rapid quantification of bile acids by liquid chromatography-tandem mass spectrometry.

References

[1] PAUL A DAWSON  Saul J K. Intestinal transport and metabolism of bile acids.[J]. Journal of Lipid Research, 2015, 56 6: 1085-1099. DOI: 10.1194/jlr.r054114
[2] ANAND K DEO S M B. 3-ketocholanoic acid is the major in vitro human hepatic microsomal metabolite of lithocholic acid.[J]. Drug Metabolism and Disposition, 2009, 37 9: 1938-1947. DOI: 10.1124/dmd.109.027763
[3] R B KIM. Modulation by drugs of human hepatic sodium-dependent bile acid transporter (sodium taurocholate cotransporting polypeptide) activity.[J]. Journal of Pharmacology and Experimental Therapeutics, 1999, 291 3: 1204-1209.
[4] C M RODRIGUES. A novel role for ursodeoxycholic acid in inhibiting apoptosis by modulating mitochondrial membrane perturbation.[J]. Journal of Clinical Investigation, 1998, 101 12: 2790-2799. DOI: 10.1172/jci1325

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