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T0512

Sigma-Aldrich

Taurolithocholic acid 3-sulfate disodium salt

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Synonym(s):
3α-Hydroxy-5β-cholan-24-oic acid N-(2-sulfoethyl)amide 3-sulfate
Linear Formula:
C26H43NO8S2Na2
CAS Number:
Molecular Weight:
607.73
MDL number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25

description

anionic

Quality Level

assay

≥90.0% (TLC)

mol wt

607.73 g/mol

impurities

≤3% (TLC)

SMILES string

[Na].[H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC(=O)NCCS(O)(=O)=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@H](C2)OS(O)(=O)=O

InChI

1S/C26H45NO8S2.Na.H/c1-17(4-9-24(28)27-14-15-36(29,30)31)21-7-8-22-20-6-5-18-16-19(35-37(32,33)34)10-12-25(18,2)23(20)11-13-26(21,22)3;;/h17-23H,4-16H2,1-3H3,(H,27,28)(H,29,30,31)(H,32,33,34);;/t17-,18-,19-,20+,21-,22+,23+,25+,26-;;/m1../s1

InChI key

POWDNUISUWSLLN-RLHFEMFKSA-N

General description

Taurolithocholic acid 3-sulfate disodium salt is a natural detergent bile salt with potential use as a topical microbicidal agent.

Application

Taurolithocholic acid 3-sulfate disodium salt has been used in a study to assess the electrophysiological effects of bile acids on pancreatic acinar cells. It has also been used in a study to investigate the mechanisms underlying the inhibition of bile acid-induced apoptosis by cyclic AMP in rat hepatocytes.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Svetlana G Voronina et al.
The Journal of biological chemistry, 280(3), 1764-1770 (2004-11-13)
Biliary disease is a major cause of acute pancreatitis. In this study we investigated the electrophysiological effects of bile acids on pancreatic acinar cells. In perforated patch clamp experiments we found that taurolithocholic acid 3-sulfate depolarized pancreatic acinar cells. At
Inhibition of taurolithocholate 3-sulfate-induced apoptosis by cyclic AMP in rat hepatocytes involves protein kinase A-dependent and -independent mechanisms
Graf, D., et al.
Archives of Biochemistry and Biophysics, 415, 9-9 (2003)
B C Herold et al.
Antimicrobial agents and chemotherapy, 43(4), 745-751 (1999-04-02)
The development of new, safe, topical microbicides for intravaginal use for the prevention of sexually transmitted diseases is imperative. Previous studies have suggested that bile salts may inhibit human immunodeficiency virus infection; however, their activities against other sexually transmitted pathogens
Yongjian Wen et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 79, 153328-153328 (2020-10-03)
Chaiqin chengqi decoction (CQCQD) is a Chinese herbal formula derived from dachengqi decoction. CQCQD has been used for the management of acute pancreatitis (AP) in the West China Hospital for more than 30 years. Although CQCQD has a well-established clinical
Hanno Ehlken et al.
PloS one, 6(10), e25942-e25942 (2011-10-25)
Mice lacking the Abc4 protein encoded by the multidrug resistance-2 gene (Mdr2(-/-)) develop chronic periductular inflammation and cholestatic liver disease resulting in the development of hepatocellular carcinoma (HCC). Inhibition of NF-κB by expression of an IκBα super-repressor (IκBαSR) transgene in

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