alpha-Muricholic acid

Base Information

• Chemical Name: alpha-Muricholic acid
• CAS No.: 2393-58-0
• Molecular Formula: C₂₄H₄₀O₅
• Molecular Weight: 408.579
• DSSTox Substance ID: DTXSID101316249
• Nikkaji Number: J367.449E
• Wikidata: Q27155185
• Metabolomics Workbench ID: 36308
• Mol file: 2393-58-0.mol

Synonyms:3 alpha,6 alpha,7 beta-trihydroxy-5 beta-cholanoic acid;3,6,7-trihydroxy-5-cholanoic acid;alpha-muricholic acid;beta-muricholic acid;hyocholic acid;muricholic acid;muricholic acid, (3alpha,5alpha,6alpha,7alpha)-isomer;muricholic acid, (3alpha,5beta,6alpha,7alpha)-isomer;muricholic acid, (3alpha,5beta,6alpha,7beta)-isomer;muricholic acid, (3alpha,5beta,6beta,7alpha)-isomer;muricholic acid, (3alpha,5beta,6beta,7beta)-isomer;muricholic acid, sodium salt;omega-muricholic acid;trihydroxy-5 alpha-cholanoic acid

Chemical Property of alpha-Muricholic acid

Chemical Property:

• Vapor Pressure: 3.75E-15mmHg at 25°C
• Melting Point: 200-202 °C
• Boiling Point: 565.7°Cat760mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 310°C
• PSA: 97.99000
• Density: 1.184g/cm³
• LogP: 3.44870
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• 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:

99%, ^*data from raw suppliers

α-MuricholicAcid ^*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(C(C4C3(CCC(C4)O)C)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@H]([C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
• Description: α-Muricholic acid is a murine-specific primary bile acid. Dietary administration of soybean protein decreases fecal levels of α-muricholic acid in mice with high-fat diet-induced obesity which correlates with increases in fecal Clostridium cluster XIVa, a major producer of secondary bile acids. Plasma, liver, and muscle levels of α-muricholic acid are increased in mice switched from a high-fat to low-fat diet.
• Uses: α-Muricholic Acid is an bile acid found in urine. Studies have linked α-Muricholic in the understanding of the complex signaling pathways of hepatic lipid abnormalities with type 2 diabetes and a treatment target for this condition.

Technology Process of alpha-Muricholic acid

There total 5 articles about alpha-Muricholic 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:

→ 3α,6β,7α-Trihydroxy-5α-cholanic acid (547-75-1,2393-58-0,2393-59-1,6830-03-1,29311-00-0,34186-25-9,39016-49-4,77171-71-2,87638-62-8,102208-39-9,106927-35-9,111320-73-1,116781-73-8,125225-00-5,125225-01-6,135503-50-3)

Guidance literature:

3α-Acetoxy-6β,7α-dihydroxy-5α-cholansaeure-methylester, sd. methanol. KOH;

DOI:10.1016/0039-128X(71)90042-0

Reference yield:

→ 3α,6α,7α-Trihydroxy-5α-cholanic acid (547-75-1,2393-58-0,2393-59-1,6830-03-1,29311-00-0,34186-25-9,39016-49-4,77171-71-2,87638-62-8,102208-39-9,106927-35-9,111320-73-1,116781-73-8,125225-00-5,125225-01-6,135503-50-3)

Guidance literature:

3α-Acetoxy-6α,7α-dihydroxy-5α-cholansaeure-methylester, sd. methanol. KOH;

DOI:10.1016/0039-128X(71)90042-0

Reference yield:

→ Allo-ω-muricholansaeure (547-75-1,2393-58-0,2393-59-1,6830-03-1,29311-00-0,34186-25-9,39016-49-4,77171-71-2,87638-62-8,102208-39-9,106927-35-9,111320-73-1,116781-73-8,125225-00-5,125225-01-6,135503-50-3)

Guidance literature:

3α,7β-Dihydroxy-6-oxo-5α-cholanic acid, Na, Propanol-1, (Siedetemp.);

DOI:10.1016/0039-128X(71)90042-0