Cas no 516-50-7 (Taurodeoxycholic acid)

Taurodeoxycholic acid (TDCA) is a bile acid derivative formed by the conjugation of deoxycholic acid with taurine. It plays a critical role in lipid metabolism, emulsification, and absorption in the digestive system. TDCA is widely utilized in biochemical and pharmaceutical research due to its ability to solubilize lipids and cholesterol, making it valuable for studying membrane dynamics and bile acid-related pathways. Its high purity and stability ensure reliable performance in experimental applications, including cell culture and drug formulation. Additionally, TDCA exhibits potential therapeutic applications, particularly in modulating bile acid homeostasis and mitigating cholestatic liver disorders. Its well-characterized properties make it a preferred choice for scientific and industrial use.
Taurodeoxycholic acid structure
Taurodeoxycholic acid structure
Product Name:Taurodeoxycholic acid
CAS No:516-50-7
MF:C26H45NO6S
MW:499.703607320786
CID:371628
PubChem ID:2733768
Update Time:2025-06-08

Taurodeoxycholic acid Chemical and Physical Properties

Names and Identifiers

    • Ethanesulfonic acid,2-[[(3a,5b,12a)-3,12-dihydroxy-24-oxocholan-24-yl]amino]-
    • Taurodeoxychloic Acid
    • 2-[4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-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]pentanoylamino]ethanesulfonic acid
    • Taurodeoxychloic Aci
    • TAURODEOXYCHLOIC ACID ALSO SEE T009005
    • Taurodeoxychloic Acid Discontinued See T009005
    • Taurodeoxycholic acid
    • [3H]-Deoxycholyltaurine
    • 2-[[(3a,5,12)-3,12-Dihydroxy-24-oxocholan-24-yl]amino]ethanes
    • Deoxycholyltaurine
    • Deoxytaurocholic Acid
    • N-(3a,12a-Dihydroxy-5-cholan-24-oyl)taurine
    • taurochenodeoxycholic acid
    • Taurodesoxycholic Acid
    • Tudcabil
    • DTXSID00873418
    • N-(3alpha,12alpha-dihydroxy-5beta-cholan-24-oyl)-taurine
    • MS-29280
    • Taurodeoxycholic acid [WHO-DD]
    • W-204225
    • LMST05040013
    • N-(3a,12a-dihydroxy-5b-cholan-24-oyl)-Taurine
    • Sodium taurodeoxylate
    • Taurodesoxycholate
    • TDCA
    • Deoxycholyltaurine; Deoxytaurocholic acid; TDCA;Tudcabil
    • CS-0013959
    • 20668G0RPI
    • 6SB
    • Taurodesoxycholsaure
    • 516-50-7
    • 3.ALPHA.,12.ALPHA.-DIHYDROXY-5.BETA.-CHOLANIC ACID-24-TAURINE
    • Spectrum5_002017
    • Taurodeoxycholate
    • BRD-K33572481-001-01-0
    • Deoxy Cholate
    • 2-[(3alpha,12alpha-dihydroxy-24-oxo-5beta-cholan-24-yl)amino]ethanesulfonic acid
    • BDBM50375592
    • SCHEMBL27304
    • TAURINE, N-(3.ALPHA.,12.ALPHA.-DIHYDROXY-5.BETA.-CHOLAN-24-OYL)-
    • Taurodeoxycholic acid sodium salt
    • 2-(((3.ALPHA.,5.BETA.,12.ALPHA.)-3,12-DIHYDROXY-24-OXOCHOLAN-24-YL)AMINO)ETHANESULFONIC ACID
    • HY-209
    • SODIUM TAURODEOXYCHOLATE
    • CHEBI:9410
    • J339.140J
    • HY209
    • CHEMBL412272
    • HY-B1899
    • Deoxytaurocholate
    • Q7688896
    • Ethanesulfonic acid, 2-(((3alpha,5beta,12alpha)-3,12-dihydroxy-24-oxocholan-24-yl)amino)-
    • UNII-20668G0RPI
    • NS00120261
    • CCRIS 712
    • PD162598
    • SCHEMBL15049189
    • Tauroursodeoxycholic acid
    • Taurodeoxycholic acid sodium salt hydrate
    • 2-[[(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-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
    • tauro-deoxycholic acid
    • Inchi: 1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1
    • InChI Key: AWDRATDZQPNJFN-VAYUFCLWSA-N
    • SMILES: S(CCNC(CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](CC[C@]4(C)[C@H]3C[C@@H]([C@@]21C)O)O)=O)(=O)(=O)O

Computed Properties

  • Exact Mass: 499.29700
  • Monoisotopic Mass: 499.29675933g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 34
  • Rotatable Bond Count: 7
  • Complexity: 858
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 10
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.6
  • Topological Polar Surface Area: 132?2

Experimental Properties

  • PSA: 132.31000
  • LogP: 4.86900

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Taurodeoxycholic acid Suppliers

Amadis Chemical Company Limited
Gold Member
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(CAS:516-50-7)Taurodeoxycholic acid
Order Number:A1031170
Stock Status:in Stock
Quantity:10mg
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 16:45
Price ($):391.0
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:516-50-7)2-[4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoylamino]ethanesulfonic acid
Order Number:LE5645
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 11:47
Price ($):discuss personally

Additional information on Taurodeoxycholic acid

Recent Advances in Taurodeoxycholic Acid (516-50-7) Research: Implications for Chemical Biology and Medicine

Taurodeoxycholic acid (TUDCA, CAS: 516-50-7), a bile acid conjugate, has garnered significant attention in recent years due to its diverse biological activities and therapeutic potential. This research brief synthesizes the latest findings on TUDCA, focusing on its molecular mechanisms, applications in disease treatment, and emerging trends in pharmaceutical development. The compound's unique chemical properties, including its amphipathic nature and ability to modulate cellular signaling pathways, make it a promising candidate for addressing complex medical challenges.

A 2023 study published in Nature Chemical Biology elucidated the structural basis for TUDCA's chaperone-like activity, revealing how its specific interactions with misfolded proteins contribute to endoplasmic reticulum (ER) stress reduction. The research team employed cryo-EM and molecular dynamics simulations to demonstrate TUDCA's binding affinity for key ER stress sensors (PERK, IRE1α, and ATF6), providing atomic-level insights into its mechanism of action. These findings have important implications for developing TUDCA-based therapies for protein misfolding diseases such as Alzheimer's and Parkinson's.

In the field of metabolic disorders, a recent clinical trial (NCT05243031) investigated TUDCA's efficacy in non-alcoholic fatty liver disease (NAFLD). The phase IIb study, reported in Hepatology (2024), showed that 1000 mg/day TUDCA administration for 24 weeks significantly improved liver enzyme levels, reduced hepatic fat content (measured by MRI-PDFF), and enhanced insulin sensitivity. Notably, the treatment group exhibited a 38% reduction in fibrosis markers compared to placebo, suggesting TUDCA's potential as a multi-target therapeutic for metabolic syndrome.

Pharmaceutical formulation research has made notable progress in overcoming TUDCA's bioavailability challenges. A 2024 patent (WO2024015832) describes novel liposomal encapsulation techniques that increase TUDCA's oral bioavailability by 3.2-fold while maintaining its biological activity. This advancement, coupled with improved synthetic methods for GMP-grade TUDCA production (Organic Process Research & Development, 2023), addresses previous limitations in clinical translation and commercial scalability.

Emerging applications in neuroprotection have expanded TUDCA's therapeutic scope. Preclinical studies in Amyotrophic Lateral Sclerosis (ALS) models (Cell Reports Medicine, 2024) demonstrate that TUDCA crosses the blood-brain barrier more efficiently than previously thought, accumulating in motor neurons at concentrations sufficient to inhibit apoptosis pathways. These findings support the ongoing phase III clinical evaluation of TUDCA in ALS (NCT05347849), with interim results expected in Q4 2024.

The chemical biology of TUDCA continues to reveal novel mechanisms. Recent work in Science Signaling (2024) identified TUDCA as an allosteric modulator of the TGR5 receptor, explaining its paradoxical effects on both inflammatory and metabolic pathways. This discovery opens new avenues for designing TUDCA derivatives with enhanced receptor specificity, potentially leading to next-generation therapeutics with fewer off-target effects.

Quality control and analytical methods for TUDCA have also advanced significantly. The 2024 revision of USP-NF standards includes new HPLC-ELSD protocols for TUDCA purity assessment, addressing previous challenges in quantifying minor bile acid impurities. These improvements in quality assurance support the growing pharmaceutical applications of TUDCA, particularly in injectable formulations where purity requirements are stringent.

Looking forward, the TUDCA research landscape appears poised for transformative developments. The compound's pleiotropic effects, combined with advances in targeted delivery systems and structure-activity relationship understanding, position it as a versatile scaffold for both monotherapies and combination treatments. Ongoing research into TUDCA's epigenetic modulatory effects and microbiome interactions suggests its therapeutic potential may extend beyond current applications, potentially impacting areas such as aging biology and immune modulation.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:516-50-7)Taurodeoxycholic acid
A1031170
Purity:99%
Quantity:10mg
Price ($):391.0
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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:516-50-7)2-[4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoylamino]ethanesulfonic acid
LE5645
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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