Ursocholic acid

Base Information

• Chemical Name: Ursocholic acid
• CAS No.: 2955-27-3
• Molecular Formula: C24H40 O5
• Molecular Weight: 408.579
• UNII: MLP1T05RBX
• DSSTox Substance ID: DTXSID301018756
• Nikkaji Number: J363.683F
• Wikidata: Q27155182
• Metabolomics Workbench ID: 36329
• ChEMBL ID: CHEMBL1254416
• Mol file: 2955-27-3.mol

Synonyms:3 alpha,7 beta,12 alpha-trihydroxy-5 beta-cholan-24-oic acid;7-epicholic acid;ursocholic acid

Chemical Property of Ursocholic acid

Chemical Property:

• Vapor Pressure: 4.59E-16mmHg at 25°C
• Melting Point: 144 °C
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 583.9°Cat760mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 321°C
• PSA: 97.99000
• Density: 1.184g/cm³
• LogP: 3.44870
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly)
• Water Solubility.: 682.3mg/L(25 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:

HPLC≥98% ^*data from raw suppliers

UrsocholicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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
• Uses: Ursocholic Acid (Ursodeoxycholic Acid EP Impurity D) is an Ursodeoxycholic Acid (U850000) impurity. Ursodeoxycholic acid (U850000) impurity.

Technology Process of Ursocholic acid

There total 12 articles about Ursocholic 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: 86.0%

7-ketodeoxycholic acid (911-40-0) → ursocholic acid (2955-27-3)

Guidance literature:

With potassium phosphate; D-glucose; NADP; diothiothreitol; In water; for 24h; glucose dehydrogenase, 7β-hydroxysteroid dehydrogenase;

DOI:10.1021/jo00054a039

Reference yield: 85.0%

cholic acid (81-25-4) → 7-ketodeoxycholic acid (911-40-0) + ursocholic acid (2955-27-3)

Guidance literature:

With air; Xanthomonas maltophilia; In water; at 30 ℃; for 24h; pH=8;

DOI:10.1016/S0039-128X(01)00136-2

Reference yield: 80.0%

7-ketodeoxycholic acid (911-40-0) → cholic acid (81-25-4) + ursocholic acid (2955-27-3)

Guidance literature:

With sodium; In propan-1-ol; for 3h; Reflux;

DOI:10.1016/j.steroids.2011.07.009

upstream raw materials:

7-ketodeoxycholic acid

cholic acid

Lithocholic acid

Deoxycholic acid

Downstream raw materials:

3α,7α,12α-trihydroxy-(5β)-cholan-24-oic acid methyl ester

methyl chlolate

lithocholic acid

7α-hydroxy-3α-phenylsulfonyloxy-5β-cholansaeure-24,12α-lacton