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⚗️ Ingredient

Tauroursodeoxycholic acid

11
Clinical Trials
0
Meta-Analyses
16
PubMed References
📋 Sample Trials
NCT00004410
Randomized Study of Tauroursodeoxycholic Acid in Prophylactic Therapy of Total Parenteral Nutrition Associated Cholestasis in Infants
Completed
NCT00004441
Study of Tauroursodeoxycholic Acid for Hepatobiliary Disease in Cystic Fibrosis
Completed
NCT00877604
Efficacy and Tolerability of Tauroursodeoxycholic Acid in Amyotrophic Lateral Sclerosis
Completed · Phase 2
📊 Sample Meta-Analyses
None linked yet.
📚 Sample References
PMID 30785084
TUDCA-treated chronic kidney disease-derived hMSCs improve therapeutic efficacy in ischemic disease via PrPC
Redox Biol · 2019
PMID 28688954
Rifampicin-induced injury in HepG2 cells is alleviated by TUDCA via increasing bile acid transporters expression and enhancing the Nrf2-mediated adaptive response
Free Radic Biol Med · 2017
PMID 25695629
Integration of Hippo signalling and the unfolded protein response to restrain liver overgrowth and tumorigenesis
Nat Commun · 2015
⚗️ All Ingredient data fields for Tauroursodeoxycholic acid
⚗️ Identity
Name
Tauroursodeoxycholic acid
Aliases / Synonyms
14605-22-2; Tauroursodeoxycholate; TUDCA; Ursodeoxycholyltaurine; Taurursodiol; ursodoxicoltaurine; Taurolite; Taurursodiol [USAN]; UR 906
🧪 Chemistry
Molecular Weight
499.7140
LogP
3.3973
Drug-likeness
0.398
H-Bond Acceptors
5
H-Bond Donors
4
Rotatable Bonds
7
🔬 Structures
Canonical SMILES
CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
Isomeric SMILES
C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
InChIKey
BHTRKEVKTKCXOH-LBSADWJPSA-N
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
🔗 External References
PubChem CID
NPASS
NPC233575
TCMID
23140; 20719
🔍 Raw view — every non-empty column on this row (28 fields)
name
Tauroursodeoxycholic acid
common names
14605-22-2; Tauroursodeoxycholate; TUDCA; Ursodeoxycholyltaurine; Taurursodiol; ursodoxicoltaurine; Taurolite; Taurursodiol [USAN]; UR 906
herb ingredient id
HBIN045592
canonical smiles
CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
isomeric smiles
C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](C[C@H]4[C@@]3(CC[C@H](C4)O)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
inchikey
BHTRKEVKTKCXOH-LBSADWJPSA-N
mol wt
499.7140
num h acceptors
5
num h donors
4
mol logp
3.3973
num rotatable bonds
7
drug likeness
0.398
tcmid ingredient id
23140; 20719
pubchem cid
9848818
npass id
NPC233575

📋 Clinical Trials

11 · subject of clinical study
NCT00004410 Randomized Study of Tauroursodeoxycholic Acid in Prophylactic Therapy of Total P
→ Cholestasis
NCT00004441 Study of Tauroursodeoxycholic Acid for Hepatobiliary Disease in Cystic Fibrosis
→ Cystic Fibrosis
NCT00877604 Efficacy and Tolerability of Tauroursodeoxycholic Acid in Amyotrophic Lateral Sc
→ Amyotrophic Lateral Sclerosis
NCT01171859 Safety, Efficacy and Pharmacokinetics of Doxycycline Plus Tauroursodeoxycholic A
→ Transthyretin Amyloidosis
NCT01857284 Safety and Efficacy of Tauroursodeoxycholic Acid Versus Ursofalk in the Treatmen
→ Primary Biliary Cirrhosis
NCT01877551 Tauroursodeoxycholic Acid for Protease-inhibitor Associated Insulin Resistance
→ HIV Related Insulin Resistance|Protease Inhibitor
NCT03331432 Effects of Dietary Supplement Tauroursodeoxycholic Acid on Vascular Function
→ Type 2 Diabetes Mellitus
NCT03481972 A Study of Doxycycline and Tauroursodeoxycholic Acid (Doxy/TUDCA) Plus Standard
→ TTR Cardiac Amyloidosis
NCT01855360 Doxycycline and TUDCA in Patients With Transthyretin Amyloid Cardiomyopathy
→ Amyloidosis; Heart (Manifestation)|Senile Cardiac
NCT03423121 A Trial of Bile Acid Supplementation in Patients With Multiple Sclerosis
→ Progressive Multiple Sclerosis
NCT05753852 Open Label Extension of TUDCA-ALS Study
→ Amyotrophic Lateral Sclerosis

📚 PubMed References

12 · cited research
PMID 30785084 TUDCA-treated chronic kidney disease-derived hMSCs improve therapeutic efficacy
Redox Biol
PMID 28688954 Rifampicin-induced injury in HepG2 cells is alleviated by TUDCA via increasing b
Free Radic Biol Med
PMID 25695629 Integration of Hippo signalling and the unfolded protein response to restrain li
Nat Commun
PMID 25407160 Tauroursodeoxycholic acid, a bile acid, promotes blood vessel repair by recruiti
Stem Cells
PMID 24645669 Tauroursodeoxycholic acid reduces glial cell activation in an animal model of ac
J Neuroinflammation
PMID 24225943 Restoration of the unfolded protein response in pancreatic β cells protects mice
Sci Transl Med
PMID 23707365 ASMase is required for chronic alcohol induced hepatic endoplasmic reticulum str
J Hepatol
PMID 22994543 Tauroursodeoxycholic acid affects PPARγ and TLR4 in Steatotic liver transplantat
Am J Transplant
PMID 22974733 Tauroursodeoxycholic acid (TUDCA) supplementation prevents cognitive impairment
Neurobiol Dis
PMID 22081301 Chronic inhibition of endoplasmic reticulum stress and inflammation prevents isc
J Pathol
PMID 33261652 Tauroursodeoxycholic acid attenuates neuronal apoptosis via the TGR5/ SIRT3 path
Biol Res
PMID 33681203 Treatment of in vitro-Matured Bovine Oocytes With Tauroursodeoxycholic Acid Modu
Front Cell Dev Biol
How relationships are computed
  • Clinical Trials / Meta-Analyses / References: direct foreign-key link via subject_entity_id (Phase 2d wireup)
  • Formula ↔ Herbs: text bridge via formulas.herbs_in_pinyin matching herbs.pinyin_name
  • Herb ↔ Ingredient: empty — needs HERB_herb_ingredient import
  • Ingredient ↔ Target: empty — needs HERB_ingredient_target import
  • Target ↔ Disease: empty — needs HERB_target_disease import
  • Herb → Target → Disease (full chemical spine): awaiting Phase 2e link tables