117609-50-4
Chemical Structure
Tauroursodeoxycholate dihydrate
Synonym(s): Tauroursodeoxycholic acid dihydrate; TUDCA dihydrate; UR 906 dihydrate
- CAS No.: 117609-50-4
- Formula:C26H49NO8S
- Molecular Weight:535.73
IUPAC Name: 2-((R)-4-((3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)ethane-1-sulfonic acid dihydrate
InChIKey: BNXLUNVCHFIPFY-GUBAPICVSA-N
SMILES: C[C@H](CCC(NCCS(=O)(O)=O)=O)[C@H]1CC[C@@]2([H])[C@]3([H])[C@@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C.O.O
Biological Activity: Tauroursodeoxycholate dehydrate is an orally active taurine conjugate of Ursodeoxycholic acid (HY-13771). Tauroursodeoxycholate dehydrate inhibits caspase-3/7, Apoptosis, IRE1α/TRAF2/NF-κB, prevents JNK phosphorylation, inhibits ROS generation, and activates Akt signaling. Tauroursodeoxycholate dehydrate prevents cataract formation, reduces renal tubular damage in type 2 diabetic mice, reduces I/R injury in liver, and inhibits intestinal inflammation and barrier disruption in nonalcoholic fatty liver disease[1][2][3][4][5][6][7][8][9][10].
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Tauroursodeoxycholate dihydrate | 99.96% | Tauroursodeoxycholate dehydrate is an orally active taurine conjugate of Ursodeoxycholic acid (HY-13771). Tauroursodeoxycholate dehydrate inhibits caspase-3/7, Apoptosis, IRE1α/TRAF2/NF-κB, prevents JNK phosphorylation, inhibits ROS generation, and activates Akt signaling. Tauroursodeoxycholate dehydrate prevents cataract formation, reduces renal tubular damage in type 2 diabetic mice, reduces I/R injury in liver, and inhibits intestinal inflammation and barrier disruption in nonalcoholic fatty liver disease. | ||||||||||||||||||||
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Tauroursodeoxycholate dihydrate (Standard) | ≥98% | Tauroursodeoxycholate (dihydrate) (Standard) is the analytical standard of Tauroursodeoxycholate (dihydrate). This product is intended for research and analytical applications. Tauroursodeoxycholate (Tauroursodeoxycholic acid; TDUCA) dihydrate is an endoplasmic reticulum (ER) stress inhibitor. Tauroursodeoxycholate significantly reduces expression of apoptosis molecules, such as caspase-3 and caspase-12. Tauroursodeoxycholate also inhibits ERK. | ||||||||||||||||||||
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References
- [1]. Beuers U. Effects of bile acids on hepatocellular signaling and secretion. Yale J Biol Med. 1997 Jul-Aug;70(4):341-6. [Content Brief]
- [2]. Boatright JH, et al. Bile acids in treatment of ocular disease. J Ocul Biol Dis Infor. 2009 Sep;2(3):149-159. [Content Brief]
- [3]. Vang S, et al. The Unexpected Uses of Urso- and Tauroursodeoxycholic Acid in the Treatment of Non-liver Diseases. Glob Adv Health Med. 2014 May;3(3):58-69. [Content Brief]
- [4]. Benz C, et al. Effect of tauroursodeoxycholic acid on bile acid-induced apoptosis in primary human hepatocytes. Eur J Clin Invest. 2000 Mar;30(3):203-9. [Content Brief]
- [5]. Pike CM, et al. Tauroursodeoxycholic Acid Inhibits Clostridioides difficile Toxin-Induced Apoptosis. Infect Immun. 2022 Aug 18;90(8):e0015322. [Content Brief]
- [6]. Shekels LL, et al. Tauroursodeoxycholic acid protects in vitro models of human colonic cancer cells from cytotoxic effects of hydrophobic bile acids. J Lab Clin Med. 1996 Jan;127(1):57-66. [Content Brief]
- [7]. Zhang J, et al. Tauroursodeoxycholic Acid Attenuates Renal Tubular Injury in a Mouse Model of Type 2 Diabetes. Nutrients. 2016 Sep 22;8(10):589. [Content Brief]
- [8]. Castro-Caldas M, et al. Tauroursodeoxycholic acid prevents MPTP-induced dopaminergic cell death in a mouse model of Parkinson's disease. Mol Neurobiol. 2012 Oct;46(2):475-86. [Content Brief]
- [9]. Wang W, et al. Tauroursodeoxycholic acid inhibits intestinal inflammation and barrier disruption in mice with non-alcoholic fatty liver disease. Br J Pharmacol. 2018 Feb;175(3):469-484. [Content Brief]
- [10]. Xu X, et al. Tauroursodeoxycholic acid alleviates hepatic ischemia reperfusion injury by suppressing the function of Kupffer cells in mice. Biomed Pharmacother. 2018 Oct;106:1271-1281. [Content Brief]
