Tauroursodeoxycholic Acid Dihydrate - Moligand™, ≥98% , CAS No.117609-50-4

CAS: 117609-50-4 Cat. No.: S101371 Molecular Weight: 535.7 PubChem CID: 71306862

GRADE & PURITY Moligand™, ≥98%

Synonyms

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;dihydrate | MFCD09750398 | Tauroursodeoxycholate dihydrate | U

Storage

Room temperature

Shipped In

Normal

Overview

Tauroursodeoxycholate dihydrodrate (TUDCA dihydrate; ur 906 dihydrite; taurolite dihydrite) is an inhibitor of endoplasmic reticulum stress. Tauroursodeoxyhold significantly reduced the expression of apoptosis molecules such as caspase-3 and caspase-12. Tauroursodeoxyhold also inhibited ERK.

Specifications

Synonyms

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;dihydrate | MFCD09750398 | Tauroursodeoxycholate dihydrate | U

Specifications & Purity

Moligand™, ≥98%

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488202190
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488202190
• Canonical Smiles: CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C.O.O
• 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;dihydrate
• InChIKey: BNXLUNVCHFIPFY-GUBAPICVSA-N
• INCHI: 1S/C26H45NO6S.2H2O/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);2*1H2/t16-,17+,18-,19-,20+,21+,22+,24+,25+,26-;;/m1../s1
• 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.O.O
• Alternate CAS: 14605-22-2
• PubChem CID: 71306862
• Molecular Weight: 535.7

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Bile acids, alcohols and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Bile acids, alcohols and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Taurinated bile acids and derivatives
• Alternative Parents: Vitamin D and derivatives Triterpenoids Dihydroxy bile acids, alcohols and derivatives 7-hydroxysteroids 3-alpha-hydroxysteroids N-acyl amines Sulfonyls Organosulfonic acids Secondary alcohols Cyclic alcohols and derivatives Carboxylic acid amides Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Taurinated bile acid - Triterpenoid - Dihydroxy bile acid, alcohol, or derivatives - Hydroxy bile acid, alcohol, or derivatives - 7-hydroxysteroid - 3-alpha-hydroxysteroid - Hydroxysteroid - 3-hydroxysteroid - Fatty acyl - N-acyl-amine - Fatty amide - Sulfonyl - Organosulfonic acid - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Cyclic alcohol - Secondary alcohol - Carboxamide group - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as taurinated bile acids and derivatives. These are bile acid derivatives containing a taurine conjugated to the bile acid moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Molecular Weight: 535.700 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 535.318 Da
• Monoisotopic Mass: 535.318 Da
• Topological Polar Surface Area: 134.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 858.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

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5. Guang Chen, Gang Yu, Zheng Yong, Hui Yan, Ruibin Su, Huijun Wang.  (2021)  A large dose of methamphetamine inhibits drug‑evoked synaptic plasticity via ER stress in the hippocampus.  Molecular Medicine Reports,  23  (4): (1-1).  [PMID:33576466] [10.3892/mmr.2021.11917]

6. Lin Xu, Yuanyuan Zhao, Yang Yang, Enbo Qi, Boao Liu, Peili Zhuang, Shiyi Song, Tingmin Chang, Zhiguo Chen, Xiaohong Kang, Xiwen Xiong.  (2025)  Constitutive hepatic mTORC1 activation aggravates alcohol-induced liver injury via endoplasmic reticulum stress-mediated ferroptosis.  AMERICAN JOURNAL OF PATHOLOGY,      [PMID:40204188] [10.1016/j.ajpath.2025.03.005]