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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H42NO5.Na
Molecular Weight 471.6051
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of URSODEOXYCHOLYLGLYCINE SODIUM

SMILES

[Na+].C[C@H](CCC(=O)NCC([O-])=O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

InChIKey=AAYACJGHNRIFCT-LWADHXPTSA-M
InChI=1S/C26H43NO5.Na/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);/q;+1/p-1/t15-,16+,17-,18-,19+,20+,21+,24+,25+,26-;/m1./s1

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Protective effects of glycoursodeoxycholic acid in Barrett's esophagus cells.
2010-02
Bilirubin selectively inhibits cytochrome c oxidase activity and induces apoptosis in immature cortical neurons: assessment of the protective effects of glycoursodeoxycholic acid.
2010-01
Effect of SLCO1B1 polymorphism on the plasma concentrations of bile acids and bile acid synthesis marker in humans.
2009-06
Contribution of inflammatory processes to nerve cell toxicity by bilirubin and efficacy of potential therapeutic agents.
2009
Determination of bile acids in human serum by on-line restricted access material-ultra high-performance liquid chromatography-mass spectrometry.
2008-06-15
Bilirubin injury to neurons: contribution of oxidative stress and rescue by glycoursodeoxycholic acid.
2008-03
Combination of ursodeoxycholic acid and glucocorticoids upregulates the AE2 alternate promoter in human liver cells.
2008-02
p53 is a key molecular target of ursodeoxycholic acid in regulating apoptosis.
2007-11-23
Glycoursodeoxycholic acid and interleukin-10 modulate the reactivity of rat cortical astrocytes to unconjugated bilirubin.
2007-09
Human multidrug resistance protein 2 transports the therapeutic bile salt tauroursodeoxycholate.
2007-02
Uptake of ursodeoxycholate and its conjugates by human hepatocytes: role of Na(+)-taurocholate cotransporting polypeptide (NTCP), organic anion transporting polypeptide (OATP) 1B1 (OATP-C), and oatp1B3 (OATP8).
2006-05-12
Vectorial transport of bile salts across MDCK cells expressing both rat Na+-taurocholate cotransporting polypeptide and rat bile salt export pump.
2005-01
Ursodeoxycholic acid inhibits endothelin-1 production in human vascular endothelial cells.
2004-11-28
High-performance liquid chromatographic mass spectrometric method for the determination of ursodeoxycholic acid and its glycine and taurine conjugates in human plasma.
2003-12-25
Feedback regulation of bile acid synthesis in primary human hepatocytes: evidence that CDCA is the strongest inhibitor.
2003-10
Interactions of combined bile acids on hepatocyte viability: cytoprotection or synergism.
2002-02-07
Whole-cell response characteristics of ciliated and microvillous olfactory receptor neurons to amino acids, pheromone candidates and urine in rainbow trout.
2001-11
Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter.
1998-01
Positions of conjugation of bile acids with glucose and N-acetylglucosamine in vitro.
1994-09
pH-Solubility relations of chenodeoxycholic and ursodeoxycholic acids: physical-chemical basis for dissimilar solution and membrane phenomena.
1980-01
Patents
Name Type Language
GLYCOURSODEOXYCHOLIC ACID, SODIUM SALT
Preferred Name English
URSODEOXYCHOLYLGLYCINE SODIUM
Common Name English
SODIUM GLYCOURSODEOXYCHOLATE
Common Name English
GLYCINE, N-((3.ALPHA.,5.BETA.,7.BETA.)-3,7-DIHYDROXY-24-OXOCHOLAN-24-YL)-, SODIUM SALT (1:1)
Systematic Name English
SODIUM GLYCOURSODESOXYCHOLATE
Common Name English
GLYCINE, N-((3.ALPHA.,5.BETA.,7.BETA.)-3,7-DIHYDROXY-24-OXOCHOLAN-24-YL)-, MONOSODIUM SALT
Common Name English
Code System Code Type Description
CAS
92411-07-9
Created by admin on Mon Mar 31 17:34:44 GMT 2025 , Edited by admin on Mon Mar 31 17:34:44 GMT 2025
PRIMARY
FDA UNII
2SMU62O28G
Created by admin on Mon Mar 31 17:34:44 GMT 2025 , Edited by admin on Mon Mar 31 17:34:44 GMT 2025
PRIMARY
PUBCHEM
53391168
Created by admin on Mon Mar 31 17:34:44 GMT 2025 , Edited by admin on Mon Mar 31 17:34:44 GMT 2025
PRIMARY