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Merck

86339

Sodium taurocholate hydrate

≥97.0% (TLC)

Synonym(s):

Taurocholic acid sodium salt

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About This Item

Empirical Formula (Hill Notation):
C26H44NNaO7S · xH2O
CAS Number:
345909-26-4
Molecular Weight:
537.68 (anhydrous basis)
UNSPSC Code:
12161902
NACRES:
NA.77
PubChem Substance ID:
57653098
EC Number:
205-653-7
Beilstein/REAXYS Number:
3901620
MDL number:
MFCD00150819

Product Name

Sodium taurocholate hydrate, ≥97.0% (TLC)

InChI key

RDAJAQDLEFHVNR-NEMAEHQESA-M

InChI

1S/C26H45NO7S.Na.H2O/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);;1H2/q;+1;/p-1/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-;;/m1../s1

SMILES string

O.[Na+].C[C@H](CCC(=O)NCCS([O-])(=O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

biological source

ox bile
synthetic

description

anionic

assay

≥97.0% (TLC)

form

powder

optical activity

[α]20/D +23±1°, c = 3% in H2O (dry matter)

mol wt

537.68 g/mol (anhydrous basis)

impurities

≤1% taurine
≤2% cholic acid

solubility

H2O: 50 mg/mL, clear

functional group

sulfonic acid

Quality Level

200

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Application

Sodium taurocholate hydrate was used as an emulsifier in in situ preparation of digestive enzymes.

Biochem/physiol Actions

Taurocholic acid is the main end product of cholesterol catabolism. During enterohepatic circulation, bile taurocholic acid is converted by the microorganisms to taurodeoxycholic acid and deoxycholic acid. These are reabsorbed by the liver via a carrier-mediated process and converted by liver enzymes to taurocholic acid.

Other Notes

For the solubilization of unconjugated bilirubin

Preparation Note

Sodium taurocholate hydrate yields a clear, colorless solution in water at 50 mg/ml.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8688
BCCM3519
BCCJ8821
BCCK7679
BCCH7520

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Andrea Martinez Aguirre et al.
PLoS pathogens, 17(10), e1010015-e1010015 (2021-10-20)
Clostridioides difficile infections occur upon ecological / metabolic disruptions to the normal colonic microbiota, commonly due to broad-spectrum antibiotic use. Metabolism of bile acids through a 7α-dehydroxylation pathway found in select members of the healthy microbiota is regarded to be
Extreme tolerance to environmental stress of sexual and parthenogenetic resting eggs of Eucypris virens (Crustacea, Ostracoda)
Vandekerkhove J et al
Freshwater Biology, 58, 237-247 (2013)
Effect of biliary drainage on individual reactions in the conversion of cholesterol to taurochlic acid. Bile acids and steroids 180.
H Danielsson et al.
European journal of biochemistry, 2(1), 44-49 (1967-07-01)
L R Schwarz et al.
European journal of biochemistry, 55(3), 617-623 (1975-07-15)
Binding and transport characteristics for uptake of taurocholic acid by isolated rat liver cells were studied. 1. An adsorption of taurocholate to the cell surface is terminated in less than 15 s. A Ks of 0.55 mM and a total
Caiming Xu et al.
Journal of cellular and molecular medicine, 25(4), 1851-1866 (2021-01-14)
Long non-coding RNAs (lncRNAs) contribute to disease pathogenesis and drug treatment effects. Both emodin and dexamethasone (DEX) have been used for treating severe acute pancreatitis-associated acute lung injury (SAP-ALI). However, lncRNA regulation networks related to SAP-ALI pathogenesis and drug treatment
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