taurodeoxycholic acid

Modify Date: 2025-08-21 15:43:10

taurodeoxycholic acid Structure
taurodeoxycholic acid structure
Common Name taurodeoxycholic acid
CAS Number 516-50-7 Molecular Weight 499.70400
Density N/A Boiling Point N/A
Molecular Formula C26H45NO6S Melting Point N/A
MSDS N/A Flash Point N/A

 Use of taurodeoxycholic acid


Taurodeoxycholic acid, a bile acid, stabilizes the mitochondrial membrane, decreases free radical formation. Taurodeoxycholic acid inhibits apoptosis by blocking a calcium-mediated apoptotic pathway as well as caspase-12 activation. Taurodeoxycholic acid exhibits neuroprotective effect in 3-nitropropionic acid induced mouse model or genetic mouse model of Huntington's disease (HD)[1][2][3][4].

 Names

Name taurodeoxycholic acid
Synonym More Synonyms

 taurodeoxycholic acid Biological Activity

Description Taurodeoxycholic acid, a bile acid, stabilizes the mitochondrial membrane, decreases free radical formation. Taurodeoxycholic acid inhibits apoptosis by blocking a calcium-mediated apoptotic pathway as well as caspase-12 activation. Taurodeoxycholic acid exhibits neuroprotective effect in 3-nitropropionic acid induced mouse model or genetic mouse model of Huntington's disease (HD)[1][2][3][4].
Related Catalog
Target

Microbial Metabolite

In Vitro Taurodeoxycholic acid (50 μM,100 μM;4 h) 增加原代人肝细胞中寡核体 DNA 切割和细胞核凋亡[1]。 Taurodeoxycholic acid (400 μM;18-24 h) 在人肝来源的 Huh7 细胞中增加 DNA 碎片和 PARP 切割,诱导凋亡[2]。
In Vivo Taurodeoxycholic acid (50 mg/kg;腹腔注射;每天 1 次,共 34 天) 预防亨廷顿舞蹈病 (HD) 大鼠模型的神经病理和相关的行为缺陷[3]。 Taurodeoxycholic acid (500 mg/kg;皮下注射;每 3 天 1 次,共 7 周) 导致 R6/2 转基因 HD 小鼠纹状体神经病理的显著降低[4]。 Animal Model: Huntington's disease model in mouse[3] Dosage: 50 mg/kg Administration: Intraperitoneal injection; once daliy for 34 d, injected 3-NP at 6 hr after Taurodeoxycholic acid treatment Result: Reduced striatal atrophy, decreased striatal apoptosis, as well as fewer and smaller size ubiquitinated neuronal intranuclear huntingtin inclusions. Significantly improved locomotor and sensorimotor deficits.
References

[1]. 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.  

[2]. Xie Q, et al. Effect of tauroursodeoxycholic acid on endoplasmic reticulum stress-induced caspase-12 activation. Hepatology. 2002 Sep;36(3):592-601.  

[3]. Keene CD, et al. A bile acid protects against motor and cognitive deficits and reduces striatal degeneration in the 3-nitropropionic acid model of Huntington's disease. Exp Neurol. 2001 Oct;171(2):351-60.  

[4]. Keene CD, et al. Tauroursodeoxycholic acid, a bile acid, is neuroprotective in a transgenic animal model of Huntington's disease. Proc Natl Acad Sci U S A. 2002 Aug 6;99(16):10671-6.  

 Chemical & Physical Properties

Molecular Formula C26H45NO6S
Molecular Weight 499.70400
Exact Mass 499.29700
PSA 132.31000
LogP 4.86900
InChIKey AWDRATDZQPNJFN-INWVEICNSA-N
SMILES CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C

 Synthetic Route

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taurodeoxycholic acid Structure

taurodeoxycholi...

CAS#:516-50-7

Literature: Cortese Journal of the American Chemical Society, 1937 , vol. 59, p. 2532 Full Text View citing articles Show Details Wieland Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1919 , vol. 106, p. 181,185

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taurodeoxycholic acid Structure

taurodeoxycholi...

CAS#:516-50-7

Literature: Cortese; Bashour Journal of Biological Chemistry, 1937 , vol. 119, p. 177,180

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taurodeoxycholic acid Structure

taurodeoxycholi...

CAS#:516-50-7

Literature: Norman Arkiv foer Kemi, 1956 , vol. 8, p. 331,338

 taurodeoxycholic acidBioassay

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Name: TP_TRANSPORTER: inhibition of Etoposide glucuronide uptake (Etoposide glucuronide: 0....
Source: ChEMBL
Target: ABC-type glutathione-S-conjugate transporter
External Id: CHEMBL2076972
Name: Reduction in human pancreatic recombinant 1B PLA2 activity expressed in Escherichia c...
Source: ChEMBL
Target: Phospholipase A2
External Id: CHEMBL1026212
Name: TP_TRANSPORTER: inhibition of Etoposide glucuronide uptake (Etoposide glucuronide: 0....
Source: ChEMBL
Target: ABC-type glutathione-S-conjugate transporter
External Id: CHEMBL2076973
Name: TP_TRANSPORTER: uptake in ASBT-expressing COS cells
Source: ChEMBL
Target: Ileal sodium/bile acid cotransporter
External Id: CHEMBL2076059
Name: TP_TRANSPORTER: RT-PCR in vivo, liver of CD-1 mouse
Source: ChEMBL
Target: Solute carrier organic anion transporter family member 1A4
External Id: CHEMBL2077952
Name: Reduction in human pancreatic recombinant 1B PLA2 activity expressed in Escherichia c...
Source: ChEMBL
Target: Phospholipase A2
External Id: CHEMBL1026996
Name: Inhibition of human liver OATP1B1 expressed in HEK293 Flp-In cells assessed as reduct...
Source: ChEMBL
Target: Solute carrier organic anion transporter family member 1B1
External Id: CHEMBL2169429
Name: TP_TRANSPORTER: inhibition of Taurocholate uptake (Taurochorate: 10 uM, TDCA: 100 uM)...
Source: ChEMBL
Target: Sodium/bile acid cotransporter
External Id: CHEMBL2077662
Name: Agonist activity at human FXR transfected in human HuH7 cells co-transfected with hum...
Source: ChEMBL
Target: Bile acid receptor
External Id: CHEMBL1027008
Name: Antagonist activity at human FXR transfected in human HuH7 cells co-transfected with ...
Source: ChEMBL
Target: Bile acid receptor
External Id: CHEMBL1027009
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 Synonyms

taurochenodeoxycholic acid
Deoxycholyltaurine
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
Tudcabil
Taurodeoxychloic Acid
[3H]-Deoxycholyltaurine
Taurodesoxycholic Acid
Deoxytaurocholic Acid
N-(3a,12a-Dihydroxy-5-cholan-24-oyl)taurine
2-[[(3a,5,12)-3,12-Dihydroxy-24-oxocholan-24-yl]amino]ethanesulfonic Acid
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