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50534

Sigma-Aldrich

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
Beilstein:
3847290
MDL number:
MFCD00036743
UNSPSC Code:
12161902
PubChem Substance ID:
329757607
NACRES:
NA.77

description

anionic

Quality Level

100

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

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

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

InChI key

AAYACJGHNRIFCT-YRJJIGPTSA-M

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Other Notes

Studies on cholesterol solubilizing capacities

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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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
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
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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