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T0266

Sigma-Aldrich

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
MDL number:
MFCD00065451
UNSPSC Code:
12161900
PubChem Substance ID:
24899875
NACRES:
NA.25

Key Documents

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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

Related Categories

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_germany

WGK 2

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
13190318
049M4093V
13180906
068M4018V
038M4098V

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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
Structure-function analysis of the tertiary bile acid TUDCA for the resolution of endoplasmic reticulum stress in intestinal epithelial cells
Berger, E. and D. Haller
Biochemical and Biophysical Research Communications, 409, 6-6 (2011)
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
Laura Obici et al.
Amyloid : the international journal of experimental and clinical investigation : the official journal of the International Society of Amyloidosis, 19 Suppl 1, 34-36 (2012-05-04)
We designed a phase II, open-label study to evaluate the efficacy, tolerability, safety, and pharmacokinetics of orally doxycycline (100 mg BID) and tauroursodeoxycholic acid (TUDCA) (250 mg three times/day) administered continuously for 12 months. Primary endpoint is response rate defined
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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