Cholic acid

Base Information

• Chemical Name: Cholic acid
• CAS No.: 81-25-4
• Deprecated CAS: 10321-98-9,116-68-7,134353-30-3,728917-96-2,732303-80-9,882740-42-3,889875-66-5,904791-60-2,2222145-69-7,2599839-19-5,116-68-7,728917-96-2,732303-80-9,882740-42-3,889875-66-5,904791-60-2
• Molecular Formula: C24H40O5
• Molecular Weight: 408.579
• Hs Code.: 29181990
• European Community (EC) Number: 201-337-8,206-643-5
• NSC Number: 6135
• UNII: G1JO7801AE
• DSSTox Substance ID: DTXSID6040660
• Nikkaji Number: J8.604E
• Wikipedia: Cholic_acid
• Wikidata: Q287415
• NCI Thesaurus Code: C91035
• RXCUI: 1440856
• Pharos Ligand ID: UDJY45NUQ2LL
• Metabolomics Workbench ID: 36243
• ChEMBL ID: CHEMBL205596
• Mol file: 81-25-4.mol

Synonyms:Cholbam;Cholic Acid

Chemical Property of Cholic acid

Chemical Property:

• Appearance/Colour: white to light beige crystalline powder
• Vapor Pressure: 4.59E-16mmHg at 25°C
• Melting Point: 200-201 °C(lit.)
• Refractive Index: 1.558
• Boiling Point: 583.876 °C at 760 mmHg
• PKA: 4.98(at 20℃)
• Flash Point: 320.956 °C
• PSA: 97.99000
• Density: 1.185 g/cm³
• LogP: 3.44870
• Storage Temp.: Store at RT.
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: 0.28 g/L (15 ºC)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 408.28757437
• Heavy Atom Count: 29
• Complexity: 637

Purity/Quality:

40% Cholic acid , ^*data from raw suppliers

Cholic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Drug Classes: Gastrointestinal Agents
• Canonical SMILES: CC(CCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
• Isomeric SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
• Recent ClinicalTrials: The REPLACE Registry for Cholbam? (Cholic Acid)
• Recent EU Clinical Trials: Cholic acid treatment in Peroxisomal Biogenesis Disorders (Zellweger spectrum): biochemical and clinical effects.
• Uses: (1) Emulsifiers. (2) Used for biochemical research, as pharmaceutical intermediates. Sodium cholate is a cholagogue, for the treatment of cholecystitis, bile deficiency, intestinal indigestion embolism. (3) As organic acids with steroid structure, cholic acid can emulsify fat, promote its digestion. (4) Non-denaturing ionic detergents for the extraction of membrane proteins. Choleretic produced by, and isolated from liver cells. asthma therapeutic Cholic Acid is an emulsifier that exists as colorless plates or a white crystalline powder which has a bitter taste with a sweetish aftertaste. it is slightly soluble in water. it functions as an emulsifying agent in egg white.

Technology Process of Cholic acid

There total 79 articles about Cholic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-ketocholic acid, sodium salt → cholic acid (81-25-4)

Guidance literature:

With phosphate buffer; 3α-HSDH from Pseudomonas paucimobilis; NAD; iso-butanol; In water; at 22 ℃; for 48h;

DOI:10.1016/S0040-4020(98)01111-9

Reference yield: 99.0%

methyl cholate (1448-36-8) → cholic acid (81-25-4)

Guidance literature:

With potassium hydroxide; In methanol; water; for 0.0666667h; microwave irradiation;

DOI:10.1016/j.steroids.2004.09.007

Reference yield: 98.0%

10-undecenyl 7α,12α,3α-trihydroxy-5β-cholan-24-oate (850210-60-5) → cholic acid (81-25-4)

Guidance literature:

With potassium hydroxide; In methanol; water; for 0.1h; microwave irradiation;

DOI:10.1016/j.steroids.2004.09.007

upstream raw materials:

sodium ethanolate

7-ketodeoxycholic acid

N-nitrosoglycocholic acid

sodium N-nitrosotaurocholate

Downstream raw materials:

cholic acid triformate

methyl cholate 3-acetate

methyl 3α,12α-dihydroxy-7-oxo-5β-cholate

methyl cholate

Refernces

• 1、 -. "METHODS FOR PREPARING BILE ACIDS". Paragraph 219; 220. . Retrieved 2019/02/15.
• 2、 Kollerov,Lobastova,Monti,Deshcherevskaya,Ferrandi,Fronza,Riva,Donova. "Deoxycholic acid transformations catalyzed by selected filamentous fungi". . p. 20 - 29. Retrieved 2016/03/04.