Skip to Content
Merck
All Photos(3)

Key Documents

Safety Information

T0266

Sigma-Aldrich

Sodium tauroursodeoxycholate

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C26H44NO6SNa
CAS Number:
Molecular Weight:
521.69
MDL number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25

description

anionic

Quality Level

Assay

≥95.0% (TLC)

mol wt

521.69 g/mol

CMC

4

HLB

20.1

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 Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

T0266-5G:
T0266-500MG-PW:
T0266-1G-PW:
T0266-BULK:
T0266-500MG:
T0266-VAR:
T0266-1G:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Protocols

This method is particularly useful in research into the role of individual bile acids as signaling molecules; suitable for clinical laboratories to investigate potential mechanisms linked to gut hormone profiles and glycemic control.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service