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Merck
CN

50534

Sodium glycochenodeoxycholate

≥97.0% (TLC)

Synonym(s):

3α,7α-Dihydroxy-5β-cholanoic acid N-(carboxymethyl)amide sodium salt, Glycochenodeoxycholic acid sodium salt, N-(3α,7α-Dihydroxy-24-oxocholan-24-yl)glycine sodium salt

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About This Item

Empirical Formula (Hill Notation):
C26H42NNaO5
CAS Number:
16564-43-5
Molecular Weight:
471.61
UNSPSC Code:
12161902
NACRES:
NA.77
PubChem Substance ID:
329757607
MDL number:
MFCD00036743
Beilstein/REAXYS Number:
3847290

Key Documents

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Product Name

Sodium glycochenodeoxycholate, ≥97.0% (TLC)

InChI

1S/C26H43NO5.Na/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29;/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32);/q;+1/p-1/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-;/m1./s1

SMILES string

[Na+].C[C@H](CCC(=O)NCC([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]3CC[C@]12C

InChI key

AAYACJGHNRIFCT-YRJJIGPTSA-M

description

anionic

assay

≥97.0% (TLC)

form

powder

mol wt

471.61 g/mol

technique(s)

protein quantification: suitable

solubility

H2O: 50 mg/mL, clear, faintly yellow

functional group

amide

Quality Level

100

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Other Notes

Studies on cholesterol solubilizing capacities

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
BCCN4251
BCCN1189
BCCG9498
BCCG6801
BCCB2086

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Raúl González et al.
Journal of hepatology, 55(1), 133-144 (2010-12-15)
Reactive oxygen species (ROS) and nitric oxide (NO) exert a relevant role during bile acid-induced hepatotoxicity. Whether α-Tocopherol regulates oxidative and nitrosative stress, bile acid transporter expression and their NO-dependent post-translational modifications, and cell death were assessed in vitro and
H Higuchi et al.
The Journal of biological chemistry, 276(42), 38610-38618 (2001-08-17)
Toxic bile salts induce hepatocyte apoptosis by both Fas-dependent and -independent mechanisms. In this study, we examined the cellular mechanisms responsible for Fas-independent, bile acid-mediated apoptosis. HuH-7 cells, which are known to be Fas deficient, were stably transfected with the
M C Carey et al.
Biochemistry, 20(12), 3637-3648 (1981-06-09)
The bile salts chenodeoxycholate (CDC) and its 7 beta-hydroxy epimer ursodeoxycholate (UDC) are administered therapeutically (as acids) to dissolve cholesterol gallstones in man. Since their micellarr solutions and those of their physiological conjugates differ strikingly in their capacities to solubilize
Bodvaël Pennarun et al.
Biochimica et biophysica acta, 1805(2), 123-140 (2009-12-08)
Formation of the pro-apoptotic death-inducing signaling complex (DISC) can be initiated in cancer cells via binding of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to its two pro-apoptotic receptors, TRAIL receptor 1 (TRAIL-R1) and TRAIL-R2. Primary components of the DISC are
Kewei Wang et al.
Cellular signalling, 23(10), 1677-1685 (2011-06-23)
Inducible nitric oxide synthase (iNOS) and nitric oxide (NO) can ameliorate apoptosis induced by toxic glycochenodeoxycholate (GCDC) in hepatocytes. However, the underlying molecular mechanisms are not yet understood in detail. This study is to clarify the function of iNOS/NO and
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