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
• Empirical Formula (Hill Notation): C₂₄H₃₉NaO₅ · xH₂O
• CAS Number: 206986-87-0
• Molecular Weight: 430.55 (anhydrous basis)
• Beilstein/REAXYS Number: 3582354
• EC Number: 206-643-5
• MDL number: MFCD00150749
• UNSPSC Code: 12161902
• PubChem Substance ID: 24893147
• NACRES: NA.75

Properties

• biological source: bovine bile; ovine bile
• Quality Level: 200
• 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

Description

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.

Safety Information

• hcodes: H412
• pcodes: P273 - P501
• Hazard Classifications: Aquatic Chronic 3
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)