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Merck

S0900000

Sodium taurocholate

BRP, European Pharmacopoeia (EP) Reference Standard

Synonyme(s) :

Taurocholic acid sodium salt

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A propos de cet article

Formule empirique (notation de Hill) :
C26H44NNaO7S
Numéro CAS:
Poids moléculaire :
537.68
PubChem Substance ID:
UNSPSC Code:
41116107
NACRES:
NA.24
EC Number:
205-653-7
MDL number:
Beilstein/REAXYS Number:
3901620
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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

grade

pharmaceutical primary standard

API family

sodium taurocholate

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

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.

Classe de stockage

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
Philipp Uhl et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 108, 111-118 (2017-07-19)
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Sama I Sayin et al.
Cell metabolism, 17(2), 225-235 (2013-02-12)
Bile acids are synthesized from cholesterol in the liver and further metabolized by the gut microbiota into secondary bile acids. Bile acid synthesis is under negative feedback control through activation of the nuclear receptor farnesoid X receptor (FXR) in the

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