tauroursodeoxycholic acid   Click here for help

GtoPdb Ligand ID: 4746

Abbreviated name: TUDA
Synonyms: tauroursodeoxycholate | taurursodiol | TUDCA | UR 906 | ursodoxicoltaurine (INN)
PDB Ligand Immunopharmacology Ligand
Comment: Tauroursodeoxycholic acid (TUDCA) is a conjugated bile acid derivative. Evidence suggests that it acts as a chemical chaperone and facilitates protein folding within the endoplasmic reticulum [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 132.31
Molecular weight 499.3
XLogP 4.86
No. Lipinski's rules broken 0
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Isomeric SMILES O[C@@H]1CC[C@]2([C@@H](C1)C[C@@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)NCCS(=O)(=O)O)C)C)O)C
InChI InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17+,18-,19-,20+,21+,22+,24+,25+,26-/m1/s1
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Summary of Clinical Use Click here for help
An orally bioavailable fixed-dose coformulation containing tauroursodeoxycholic acid (taurursodiol) and sodium phenylbutyrate, known as AMX0035 (PB-TURSO; Amylyx Pharmaceuticals) is being investigated for clinical efficacy in neurodegenerative diseases, including amyotrophic lateral sclerosis (ALS) [3-4]. Sodium phenylbutyrate and taurursodiol have been found to reduce neuronal death in experimental models, which suggests potential to treat human neurodegeneration [6].
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT03127514 AMX0035 in Patients With Amyotrophic Lateral Sclerosis (ALS) Phase 2/Phase 3 Interventional Amylyx Pharmaceuticals Inc. 3-4