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
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
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C26H42NO5 |
| Molecular Weight | 448.6154 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 10 / 10 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:34:44 GMT 2025
by
admin
on
Mon Mar 31 17:34:44 GMT 2025
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| Record UNII |
2SMU62O28G
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| Record Status |
Validated (UNII)
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| Record Version |
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92411-07-9
Created by
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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
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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
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PARENT -> SALT/SOLVATE |
