Cholanic acid

Base Information

• Chemical Name: Cholanic acid
• CAS No.: 25312-65-6
• Molecular Formula: C24H40 O2
• Molecular Weight: 360.58
• European Community (EC) Number: 246-816-2
• UNII: NS0L7RS7DA
• DSSTox Substance ID: DTXSID70871345
• Nikkaji Number: J16.901C
• Wikipedia: Colanic_acid,Cholanic_acid
• Wikidata: Q27116758
• Mol file: 25312-65-6.mol

Synonyms:5 beta-cholan-24-oic acid;cholanic acid;cholanic acid, (5 alpha)-isomer;cholanic acid, (5 beta)-isomer;cholanic acid, sodium salt, (5 beta)-isomer;cholanoic acid;ursocholanic acid

Chemical Property of Cholanic acid

Chemical Property:

• Vapor Pressure: 2.82E-10mmHg at 25°C
• Melting Point: 163-164°; mp 163.5°
• Refractive Index: 1.4480 (estimate)
• Boiling Point: 473.6°Cat760mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 208.7°C
• PSA: 37.30000
• Density: 1.018g/cm³
• LogP: 6.53630
• XLogP3: 8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 360.302830514
• Heavy Atom Count: 26
• Complexity: 542

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C
• Isomeric SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C

Technology Process of Cholanic acid

There total 49 articles about Cholanic 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%

methyl 5β-cholan-24-oate (2204-14-0) → cholanic acid (25312-65-6)

Guidance literature:

With sodium hydroxide; In methanol; water; Inert atmosphere; Reflux;

DOI:10.1016/j.steroids.2015.11.003

Reference yield: 92.0%

3,12-dioxo-7-deoxycholic acid (2958-05-6) → cholanic acid (25312-65-6)

Guidance literature:

With hydrazine hydrate; potassium hydroxide; In ethylene glycol; at 240 ℃; for 0.25h; Microwave irradiation;

DOI:10.1039/d0md00311e

Reference yield: 87.0%

acetyllithocholic acid (4057-84-5) → cholanic acid (25312-65-6)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; water; for 4h; Irradiation;

DOI:10.1016/S0040-4020(01)88794-9

upstream raw materials:

5β-cholestane

cholen-⁽⁵⁾-oic acid-⁽²⁴⁾

3,7-diketocholanic acid

sodium ethanolate

Downstream raw materials:

24-hydroxycholane

12-keto-5β-cholan-24-oic acid methyl ester

5β-Cholan

methyl N-(5-cholan-24-oyl)-D-phenylalaninate

Refernces

• 1、 Iwasaki. "-". . p. 181,188. Retrieved 1936.
• 2、 Ashraf, M. Arfan,Russell, Alexander G.,Wharton, Christopher W.,Snaith, John S.. "2-Hydroxy-1,2,2-triphenylethanone as an efficient photolabile protecting group for carboxylic acids". . p. 586 - 593. Retrieved 2007/10/03.
• 3、 Portella, C.,Deshayes, H.,Pete, J. P.,Scholler, D.. "PHOTOREDUCTION DES ESTERS CARBOXYLIQUES DANS L'HEXAMETHYLPHOSPHORTRIAMIDE (HMPT)". . p. 3635 - 3644. Retrieved 2007/10/02.