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Merck
CN

S0900000

Sodium taurocholate

BRP, European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Taurocholic acid sodium salt

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About This Item

Empirical Formula (Hill Notation):
C26H44NNaO7S
CAS Number:
145-42-6
Molecular Weight:
537.68
PubChem Substance ID:
329824184
UNSPSC Code:
41116107
NACRES:
NA.24
EC Number:
205-653-7
MDL number:
MFCD00013050
Beilstein/REAXYS Number:
3901620

Key Documents

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grade

pharmaceutical primary standard

SMILES string

[NaH].[S](=O)(=O)(O)CCNC(=O)CC[C@H]([C@@H]1[C@@]2([C@H]([C@H]3[C@@H]([C@@]4([C@H](C[C@H]3O)C[C@@H](CC4)O)C)C[C@@H]2O)CC1)C)C

InChI key

VXRNGJZKPMKERN-NEMAEHQESA-N

InChI

1S/C26H45NO7S.Na.H/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29;;/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34);;/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-;;/m1../s1

API family

sodium taurocholate

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

Related Categories

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Anionic detergent used for protein solubilization.

Biochem/physiol Actions

Non-sulfated bile salt, physiological transport substrate for the bile salt export pump/sister of Pgp (BSEP/spgp), Na(+)/taurocholate cotransporter (NTCP) and MRP3 into the hepatic carnalicular.
Non-sulfated bile salt.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Takashi Yoshikado et al.
Molecular pharmacology, 83(2), 552-562 (2012-12-12)
The antiplatelet drug, ticlopidine (TIC), reportedly causes cholestatic liver injuries. The present study analyzed the effect of TIC on bile formation, revealing that the biliary secretion of phospholipids was significantly decreased in TIC-administered Sprague Dawley (SD) rats. However, the effect
Jean-Louis Delaunay et al.
Hepatology (Baltimore, Md.), 65(2), 560-570 (2016-12-25)
ABCB4 (MDR3) is an adenosine triphosphate (ATP)-binding cassette (ABC) transporter expressed at the canalicular membrane of hepatocytes, where it mediates phosphatidylcholine (PC) secretion. Variations in the ABCB4 gene are responsible for several biliary diseases, including progressive familial intrahepatic cholestasis type
Apurva Kanneganti et al.
The Journal of experimental medicine, 215(6), 1519-1529 (2018-05-26)
Pyroptosis is an inflammasome-induced lytic cell death mode, the physiological role of which in chronic inflammatory diseases is unknown. Familial Mediterranean Fever (FMF) is the most common monogenic autoinflammatory disease worldwide, affecting an estimated 150,000 patients. The disease is caused
Inha Heo et al.
Nature microbiology, 3(7), 814-823 (2018-06-28)
Stem-cell-derived organoids recapitulate in vivo physiology of their original tissues, representing valuable systems to model medical disorders such as infectious diseases. Cryptosporidium, a protozoan parasite, is a leading cause of diarrhoea and a major cause of child mortality worldwide. Drug
Kristine Bach Korsholm Knudsen et al.
Nutrients, 13(2) (2021-02-03)
Efficient lipid digestion in formula-fed infants is required to ensure the availability of fatty acids for normal organ development. Previous studies suggest that the efficiency of lipid digestion may depend on whether lipids are emulsified with soy lecithin or fractions
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