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T0266

Sodium tauroursodeoxycholate

Synonym(s):

3α,7β-Dihydroxy-5β-cholan-24-oic acid N-(2-sulfoethyl)amide, Tauroursodeoxycholic acid sodium salt

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About This Item

Linear Formula:
C26H44NO6SNa
CAS Number:
35807-85-3
Molecular Weight:
521.69
NACRES:
NA.25
PubChem Substance ID:
24899875
UNSPSC Code:
12161900
MDL number:
MFCD00065451
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description

anionic

Quality Level

200

assay

≥95.0% (TLC)

form

powder

mol wt

521.69 g/mol

CMC

4

HLB

20.1

application(s)

(Cell Biology, Drug formulation)

SMILES string

[H][C@@]12[C@]([C@](CC[C@@H](O)C3)(C)[C@]3([H])C[C@@H]2O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCC(NCCS(=O)([O-])=O)=O.[Na+]

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

General description

Sodium tauroursodeoxycholate is a bile salt which is naturally present in the small bowel.

Application

Sodium tauroursodeoxycholate has been used in a study to assess whether ER stress is involved in palmitic acid upregulation (PA). It has also been used in a study to investigate its effect on Estradiol-17β-D-glucuronide (E-17G) induced cholestasis in female rats.

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000467773
0000467772
0000467772
0000467773
0000442361

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Ana F Nunes et al.
Molecular neurobiology, 45(3), 440-454 (2012-03-23)
Alzheimer's disease (AD) is a neurodegenerative disorder characterized by accumulation of amyloid-β (Aβ) peptide in the hippocampus and frontal cortex of the brain, leading to progressive cognitive decline. The endogenous bile acid tauroursodeoxycholic acid (TUDCA) is a strong neuroprotective agent
Masato Mochizuki et al.
PloS one, 13(8), e0202962-e0202962 (2018-08-28)
Cumulus-free in vitro maturation (IVM) provides a powerful tool to manipulate immature oocytes, but IVM oocytes lead to poor development after fertilization. Supplementation of the culture medium with tauroursodeoxycholic acid (TUDCA), a bile acid, has been reported to improve the
Junichi Ishiyama et al.
Journal of lipid research, 52(2), 299-307 (2010-11-17)
Palmitic acid (PA) upregulates oxidized LDL receptor-1 (LOX-1), a scavenger receptor responsible for uptake of oxidized LDL (oxLDL), and enhances oxLDL uptake in macrophages. However, the precise underlying mechanism remains to be elucidated. PA is known to induce endoplasmic reticulum
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