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T0512

Sigma-Aldrich

Taurolithocholic acid 3-sulfate disodium salt

Synonym(s):

3α-Hydroxy-5β-cholan-24-oic acid N-(2-sulfoethyl)amide 3-sulfate

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About This Item

Linear Formula:
C26H43NO8S2Na2
CAS Number:
64936-83-0
Molecular Weight:
607.73
MDL number:
MFCD00055891
UNSPSC Code:
12161900
PubChem Substance ID:
24899892
NACRES:
NA.25

description

anionic

Quality Level

200

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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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
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)
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
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
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
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