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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H42NO5.Na
Molecular Weight 471.6061
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of URSODEOXYCHOLYLGLYCINE SODIUM

SMILES

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

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

Molecular Formula C26H42NO5
Molecular Weight 448.6164
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
pH-Solubility relations of chenodeoxycholic and ursodeoxycholic acids: physical-chemical basis for dissimilar solution and membrane phenomena.
1980 Jan
Positions of conjugation of bile acids with glucose and N-acetylglucosamine in vitro.
1994 Sep
Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter.
1998 Jan
Whole-cell response characteristics of ciliated and microvillous olfactory receptor neurons to amino acids, pheromone candidates and urine in rainbow trout.
2001 Nov
Interactions of combined bile acids on hepatocyte viability: cytoprotection or synergism.
2002 Feb 7
High-performance liquid chromatographic mass spectrometric method for the determination of ursodeoxycholic acid and its glycine and taurine conjugates in human plasma.
2003 Dec 25
Feedback regulation of bile acid synthesis in primary human hepatocytes: evidence that CDCA is the strongest inhibitor.
2003 Oct
Vectorial transport of bile salts across MDCK cells expressing both rat Na+-taurocholate cotransporting polypeptide and rat bile salt export pump.
2005 Jan
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 Jan-Feb
Human multidrug resistance protein 2 transports the therapeutic bile salt tauroursodeoxycholate.
2007 Feb
p53 is a key molecular target of ursodeoxycholic acid in regulating apoptosis.
2007 Nov 23
Glycoursodeoxycholic acid and interleukin-10 modulate the reactivity of rat cortical astrocytes to unconjugated bilirubin.
2007 Sep
Combination of ursodeoxycholic acid and glucocorticoids upregulates the AE2 alternate promoter in human liver cells.
2008 Feb
Determination of bile acids in human serum by on-line restricted access material-ultra high-performance liquid chromatography-mass spectrometry.
2008 Jun 15
Bilirubin injury to neurons: contribution of oxidative stress and rescue by glycoursodeoxycholic acid.
2008 Mar
Contribution of inflammatory processes to nerve cell toxicity by bilirubin and efficacy of potential therapeutic agents.
2009
Effect of SLCO1B1 polymorphism on the plasma concentrations of bile acids and bile acid synthesis marker in humans.
2009 Jun
Protective effects of glycoursodeoxycholic acid in Barrett's esophagus cells.
2010 Feb
Bilirubin selectively inhibits cytochrome c oxidase activity and induces apoptosis in immature cortical neurons: assessment of the protective effects of glycoursodeoxycholic acid.
2010 Jan
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 16:40:34 UTC 2021
Edited
by admin
on Sat Jun 26 16:40:34 UTC 2021
Record UNII
2SMU62O28G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
GLYCOURSODEOXYCHOLIC ACID, SODIUM SALT
Common 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 Sat Jun 26 16:40:34 UTC 2021 , Edited by admin on Sat Jun 26 16:40:34 UTC 2021
PRIMARY
FDA UNII
2SMU62O28G
Created by admin on Sat Jun 26 16:40:34 UTC 2021 , Edited by admin on Sat Jun 26 16:40:34 UTC 2021
PRIMARY
PUBCHEM
53391168
Created by admin on Sat Jun 26 16:40:34 UTC 2021 , Edited by admin on Sat Jun 26 16:40:34 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE