CAS 516-50-7|taurodeoxycholic acid
| Common Name | taurodeoxycholic acid | ||
|---|---|---|---|
| CAS Number | 516-50-7 | Molecular Weight | 499.70400 |
| Density | / | Boiling Point | / |
| Molecular Formula | C26H45NO6S | Melting Point | / |
| MSDS | / | Flash Point | / |
Names
| Name | taurodeoxycholic acid |
|---|---|
| Synonym | More Synonyms |
taurodeoxycholic acid BiologicalActivity
| 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 | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>Neurological Disease |
| 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 |
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 |
