Ursulcholic acid

Base Information

• Chemical Name: Ursulcholic acid
• CAS No.: 88426-32-8
• Molecular Formula: C24H40O10S2
• Molecular Weight: 552.7
• UNII: AJS8W2AXJH
• DSSTox Substance ID: DTXSID201024714
• Nikkaji Number: J33.131G
• Wikidata: Q27273961
• NCI Thesaurus Code: C152807
• Metabolomics Workbench ID: 199644
• ChEMBL ID: CHEMBL2107238
• Mol file: 88426-32-8.mol

Synonyms:Ursulcholic acid;88426-32-8;Ursulcholic;Ursulcholic acid [INN];AJS8W2AXJH;(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3,7-disulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid;UNII-AJS8W2AXJH;SCHEMBL6269998;CHEMBL2107238;DTXSID201024714;CS-AD-00567;Q27273961;3alpha,7beta-Dihydroxy-5beta-cholan-24-oic acid bis(hydrogen sulfate);3.ALPHA.,7.BETA.-DIHYDROXY-5.BETA.-CHOLAN-24-OIC ACID BIS(HYDROGEN SULFATE);3.ALPHA.,7.BETA.-DIHYDROXY-5.BETA.-CHOLAN-24-OIC ACID BIS(HYDROGEN SULPHATE)

Chemical Property of Ursulcholic acid

Chemical Property:

• PSA: 97.99000
• Density: 1.41g/cm³
• LogP: 12.04840
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 552.20628982
• Heavy Atom Count: 36
• Complexity: 1050

Purity/Quality:

99%+, ^*data from raw suppliers

Ursulcholic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)OS(=O)(=O)O)C)OS(=O)(=O)O)C
• Isomeric SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](C[C@H]4[C@@]3(CC[C@H](C4)OS(=O)(=O)O)C)OS(=O)(=O)O)C

Technology Process of Ursulcholic acid

There total 2 articles about Ursulcholic 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: 31.2%

ursodeoxycholic acid (128-13-2) → 3,7-bis(sulfooxy)ursodeoxycholic acid (88426-32-8) + 7-hydroxy-3-(sulfooxy)-(3α,5β,7β)-cholan-24-oic acid (59132-32-0,64520-49-6,68780-68-7,68833-02-3,124815-69-6,68780-73-4) + 7-(sulfooxy)ursodeoxycholic acid (74723-14-1)

Guidance literature:

With pyridine; sulfur trioxide pyridine complex; at 0 - 20 ℃; for 0.166667h; other temperatures, other times, other reagent ratio;

Reference yield:

→ Chenodeoxycholinsaeuredisulfat (60262-91-1,66225-77-2,88426-32-8)

Guidance literature:

unsulfonierter bile acid, Triaethylamin-SO3-Komplex / DMF;

DOI:10.1016/0039-128X(79)90127-2

upstream raw materials:

ursodeoxycholic acid

Refernces