tauroursodeoxycholic acid , CAS No.14605-22-2

Item Number
T614340
Grouped product items
SKUSizeAvailabilityPrice Qty
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

Basic Description

SynonymsTauroursodeoxycholic 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
Specifications & PurityMoligand™, ≥98%
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
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.

Product Properties

ALogP3.6

Associated Targets(Human)

NR1H4 Tclin Bile acid receptor FXR (6228 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC10A2 Tclin Ileal bile acid transporter (415 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Huh-7 (12904 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ENPP2 Tchem Autotaxin (2645 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GPBAR1 Tchem G-protein coupled bile acid receptor 1 (1723 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCB11 Tchem Bile salt export pump (2311 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1A2 Tchem Solute carrier organic anion transporter family member 1A2 (104 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

PLA2G1B Phospholipase A2 group 1B (227 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hepatitis B virus (7925 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc10a1 Bile acid transporter (65 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mdr1a Multidrug resistance protein 1a (106 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slco1a1 Solute carrier organic anion transporter family member 1A1 (265 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slco1a4 Solute carrier organic anion transporter family member 1A4 (114 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc10a2 Ileal sodium/bile acid cotransporter (17 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slco1a5 Solute carrier organic anion transporter family member 1A5 (48 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

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
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

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Chemical and Physical Properties

Specific Rotation[α]46 ° (C=1, EtOH)

Safety and Hazards(GHS)

WGK Germany 2

Related Documents

Citations of This Product

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,  (15): (11036-11042).  [PMID:] [10.1039/C4RA11422A]

References

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,  (15): (11036-11042).  [PMID:] [10.1039/C4RA11422A]

Solution Calculators