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Merck

C9282

Sodium cholate hydrate

suitable for cell culture, BioReagent

Synonym(s):

3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid sodium salt, Cholalic acid sodium salt

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About This Item

Empirical Formula (Hill Notation):
C24H39NaO5 · xH2O
CAS Number:
Molecular Weight:
430.55 (anhydrous basis)
UNSPSC Code:
12161902
NACRES:
NA.75
PubChem Substance ID:
EC Number:
206-643-5
Beilstein/REAXYS Number:
3582354
MDL number:
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Quality Segment

biological source

bovine bile, ovine bile

description

anionic

product line

BioReagent

assay

≥99.0% (HPLC)

form

powder

mol wt

micellar avg mol wt 900-1300

aggregation number

2-3

technique(s)

cell culture | mammalian: suitable

CMC

9-15 mM (20-25°C)

solubility

water: 100 mg/mL, clear, colorless to light yellow

HLB

18

SMILES string

O.[Na+].C[C@H](CCC([O-])=O)C1CCC2C3[C@H](O)CC4C[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@]12C

InChI

1S/C24H40O5.Na.H2O/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26;;/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29);;1H2/q;+1;/p-1/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-;;/m1../s1

InChI key

MUVVIYFKOVLQHL-RCVKHMDESA-M

General description

Cholate is a primary bile acid produced from cholesterol in the liver. It is an anionic detergent synthesized from cholesterol in the presence of sterol 12α-hydroxylase (CYP8B1).

Application

Cholate is a bile acid produced in liver during cholesterol breakdown. Cholate downregulates cholesterol-7-α-hydroxylase (rate-limiting step in bile acid synthesis). Cholate, an anionic detergent, is used alone and in combination with urea to extract and reconstitute membrane proteins and protein complexes.
Sodium cholate hydrate has been used:
  • as a bile acid to induce bile acid-responsive (BEAR) transcription system,
  • as a component of Campylobacter defined broth (CDB) to test its effect on stress response in Campylobacter jejuni{52
  • to test its sensitivity towards the bile acid sensor

Biochem/physiol Actions

Reduction in 12-α hydroxylase activity leads to low levels of cholic acid in liver disease.


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hcodes

Hazard Classifications

Aquatic Chronic 3

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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