Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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T614340-25μg | 25μg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $1,334.90 | |
T614340-100μg | 100μg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $3,334.90 |
Synonyms | Tauroursodeoxycholic acid | 14605-22-2 | Tauroursodeoxycholate | TUDCA | Ursodeoxycholyltaurine | Taurursodiol | Taurolite | ursodoxicoltaurine | UR 906 | Tauroursodesoxycholic acid | Ursodeoxy cholic acid | Taurursodiol [USAN] | 60EUX8MN5X | CHEMBL272427 | CHEBI:80774 | Ur-906 | Taurur |
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Specifications & Purity | Moligand™, ≥98% |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Product Description |
Tauroursodeoxycholate (Tauroursodeoxycholic acid) 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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ALogP | 3.6 |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | 2-[[(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid |
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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 |
InChi Key | BHTRKEVKTKCXOH-LBSADWJPSA-N |
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 |
WGK Germany | 2 |
Alternate CAS | 117609-50-4 |
PubChem CID | 9848818 |
Molecular Weight | 499.71 |
CAS Registry No. | 14605-22-2 |
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Wikipedia | Tauroursodeoxycholic_acid |
PubChem CID | 9848818 |
ChEMBL Ligand | CHEMBL272427 |
RCSB PDB Ligand | 5D5 |
Enter Lot Number to search for COA:
Specific Rotation[α] | 46 ° (C=1, EtOH) |
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WGK Germany | 2 |
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1. Jiating Zheng, Xiaoru Peng, Taifeng Zhu, Shuyao Huang, Chao Chen, Guosheng Chen, Shuqin Liu, Gangfeng Ouyang. (2022) Detection of bile acids in small volume human bile samples via an amino metal-organic framework composite based solid-phase microextraction probe. JOURNAL OF CHROMATOGRAPHY A, 1685 (463634). [PMID:36345074] [10.1016/j.chroma.2022.463634] |
2. Ma Wen, Yang Bingxin, Li Jun, Liu Mingxia, Li Xianjiang, Liu Huwei. (2022) Maltose-functional metal–organic framework assisted laser desorption/ionization mass spectrometry for small biomolecule determination. MICROCHIMICA ACTA, 189 (7): (1-8). [PMID:35689150] [10.1007/s00604-022-05338-x] |
3. Xiaoxu Cheng, Zifeng Pi, Zhong Zheng, Shu Liu, Fengrui Song, Zhiqiang Liu. (2022) Combined 16S rRNA gene sequencing and metabolomics to investigate the protective effects of Wu-tou decoction on rheumatoid arthritis in rats. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 1199 (123249). [PMID:35447521] [10.1016/j.jchromb.2022.123249] |
4. Wentao Sun, Yang Zhou, Hongmei Xue, Haitao Hou, Guowei He, Qin Yang. (2022) Endoplasmic reticulum stress mediates homocysteine-induced hypertrophy of cardiac cells through activation of cyclic nucleotide phosphodiesterase 1C. ACTA BIOCHIMICA ET BIOPHYSICA SINICA, 54 (3): (388-399). [PMID:35538034] [10.3724/abbs.2022009] |
5. Yufei Sun, Zhiqiang Liu, Zifeng Pi, Fengrui Song, Jianlin Wu, Shu Liu. (2021) Poria cocos could ameliorate cognitive dysfunction in APP/PS1 mice by restoring imbalance of Aβ production and clearance and gut microbiota dysbiosis. PHYTOTHERAPY RESEARCH, 35 (5): (2678-2690). [PMID:33432644] [10.1002/ptr.7014] |
6. Chen Guang, Gao Cheng, Yan Ya’nan, Wang Tao, Luo Chengliang, Zhang Mingyang, Chen Xiping, Tao Luyang. (2020) Inhibiting ER Stress Weakens Neuronal Pyroptosis in a Mouse Acute Hemorrhagic Stroke Model. MOLECULAR NEUROBIOLOGY, 57 (12): (5324-5335). [PMID:32880859] [10.1007/s12035-020-02097-9] |
7. Di Wu, Yuanming Zhai, Jin Yan, Kailin Xu, Qing Wang, Yuanzhi Li, Hui Li. (2015) Binding mechanism of tauroursodeoxycholic acid to human serum albumin: insights from NMR relaxation and docking simulations. RSC Advances, 5 (15): (11036-11042). [PMID:] [10.1039/C4RA11422A] |
1. Cao SS, Zimmermann EM, Chuang BM, Song B, Nwokoye A, Wilkinson JE, Eaton KA, Kaufman RJ. (2013) The unfolded protein response and chemical chaperones reduce protein misfolding and colitis in mice.. Gastroenterology, 144 (5): (989-1000.e6). [PMID:23336977] [10.1021/op500134e] |
2. Wang W, Zhao J, Gui W, Sun D, Dai H, Xiao L, Chu H, Du F, Zhu Q, Schnabl B et al.. (2018) Tauroursodeoxycholic acid inhibits intestinal inflammation and barrier disruption in mice with non-alcoholic fatty liver disease.. Br J Pharmacol, 175 (3): (469-484). [PMID:29139555] [10.1021/op500134e] |
3. Paganoni S, Macklin EA, Hendrix S, Berry JD, Elliott MA, Maiser S, Karam C, Caress JB, Owegi MA, Quick A et al.. (2020) Trial of Sodium Phenylbutyrate-Taurursodiol for Amyotrophic Lateral Sclerosis.. N Engl J Med, 383 (10): (919-930). [PMID:32877582] [10.1021/op500134e] |
4. Zangerolamo L, Vettorazzi JF, Rosa LRO, Carneiro EM, Barbosa HCL. (2021) The bile acid TUDCA and neurodegenerative disorders: An overview.. Life Sci, 272 (13): (119252). [PMID:33636170] [10.1021/op500134e] |
5. Paganoni S, Hendrix S, Dickson SP, Knowlton N, Macklin EA, Berry JD, Elliott MA, Maiser S, Karam C, Caress JB et al.. (2021) Long-term survival of participants in the CENTAUR trial of sodium phenylbutyrate-taurursodiol in amyotrophic lateral sclerosis.. Muscle Nerve, 63 (1): (31-39). [PMID:33063909] [10.1021/op500134e] |
6. Jiating Zheng, Xiaoru Peng, Taifeng Zhu, Shuyao Huang, Chao Chen, Guosheng Chen, Shuqin Liu, Gangfeng Ouyang. (2022) Detection of bile acids in small volume human bile samples via an amino metal-organic framework composite based solid-phase microextraction probe. JOURNAL OF CHROMATOGRAPHY A, 1685 (463634). [PMID:36345074] [10.1016/j.chroma.2022.463634] |
7. Ma Wen, Yang Bingxin, Li Jun, Liu Mingxia, Li Xianjiang, Liu Huwei. (2022) Maltose-functional metal–organic framework assisted laser desorption/ionization mass spectrometry for small biomolecule determination. MICROCHIMICA ACTA, 189 (7): (1-8). [PMID:35689150] [10.1007/s00604-022-05338-x] |
8. Xiaoxu Cheng, Zifeng Pi, Zhong Zheng, Shu Liu, Fengrui Song, Zhiqiang Liu. (2022) Combined 16S rRNA gene sequencing and metabolomics to investigate the protective effects of Wu-tou decoction on rheumatoid arthritis in rats. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 1199 (123249). [PMID:35447521] [10.1016/j.jchromb.2022.123249] |
9. Wentao Sun, Yang Zhou, Hongmei Xue, Haitao Hou, Guowei He, Qin Yang. (2022) Endoplasmic reticulum stress mediates homocysteine-induced hypertrophy of cardiac cells through activation of cyclic nucleotide phosphodiesterase 1C. ACTA BIOCHIMICA ET BIOPHYSICA SINICA, 54 (3): (388-399). [PMID:35538034] [10.3724/abbs.2022009] |
10. Yufei Sun, Zhiqiang Liu, Zifeng Pi, Fengrui Song, Jianlin Wu, Shu Liu. (2021) Poria cocos could ameliorate cognitive dysfunction in APP/PS1 mice by restoring imbalance of Aβ production and clearance and gut microbiota dysbiosis. PHYTOTHERAPY RESEARCH, 35 (5): (2678-2690). [PMID:33432644] [10.1002/ptr.7014] |
11. Chen Guang, Gao Cheng, Yan Ya’nan, Wang Tao, Luo Chengliang, Zhang Mingyang, Chen Xiping, Tao Luyang. (2020) Inhibiting ER Stress Weakens Neuronal Pyroptosis in a Mouse Acute Hemorrhagic Stroke Model. MOLECULAR NEUROBIOLOGY, 57 (12): (5324-5335). [PMID:32880859] [10.1007/s12035-020-02097-9] |
12. Di Wu, Yuanming Zhai, Jin Yan, Kailin Xu, Qing Wang, Yuanzhi Li, Hui Li. (2015) Binding mechanism of tauroursodeoxycholic acid to human serum albumin: insights from NMR relaxation and docking simulations. RSC Advances, 5 (15): (11036-11042). [PMID:] [10.1039/C4RA11422A] |