12alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic Acid

Base Information

• Chemical Name: 12alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic Acid
• CAS No.: 2304-92-9
• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.547
• DSSTox Substance ID: DTXSID901243298
• Nikkaji Number: J1.040.203D
• Wikidata: Q76294533
• Metabolomics Workbench ID: 36437
• Mol file: 2304-92-9.mol

Synonyms:12alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic Acid;LMST04010196;3,7-Diketocholic acid;CHEBI:185983;DTXSID901243298;(4R)-4-[(5S,8R,9S,10S,12S,13R,14S,17R)-12-hydroxy-10,13-dimethyl-3,7-dioxo-2,4,5,6,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid;(5beta,12alpha)-12-Hydroxy-3,7-dioxocholan-24-oic acid;2304-92-9

Chemical Property of 12alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic Acid

Chemical Property:

• Melting Point: 152-154 °C
• Boiling Point: 582.2±50.0 °C(Predicted)
• Density: 1.176±0.06 g/cm3(Predicted)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 404.25627424
• Heavy Atom Count: 29
• Complexity: 716

Purity/Quality:

95%-98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC(=O)O)C1CCC2C1(C(CC3C2C(=O)CC4C3(CCC(=O)C4)C)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]2C(=O)C[C@H]4[C@@]3(CCC(=O)C4)C)O)C

Technology Process of 12alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic Acid

There total 2 articles about 12alpha-Hydroxy-3,7-dioxo-5beta-cholan-24-oic 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: 90.0%

7-ketodeoxycholic acid (911-40-0) → 3,7-diketo-12α-hydroxy-5β-cholan-24-oic acid (2304-92-9)

Guidance literature:

With dipotassium hydrogenphosphate; D-glucose; Pseudomonas paucimobilis; yeast extracxt; peptone; In water; at 28 ℃; for 24h;

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

Reference yield:

sodium cholate (361-09-1) → 7α,12α-dihydroxy-3-oxocholanoic acid (2304-89-4) + 7-ketodeoxycholic acid (911-40-0) + 3,7-diketo-12α-hydroxy-5β-cholan-24-oic acid (2304-92-9)

Guidance literature:

With methyl (2S)-2-(3-benzoylphenyl)propanoate; sodium chloride; In water; for 12h; Kinetics; Inert atmosphere; Irradiation;

DOI:10.1039/c5ob02561c

upstream raw materials:

7-ketodeoxycholic acid

sodium cholate

Refernces

• 1、 Bianchini, Ercolina,Chinaglia, Nicola,Dean, Mariangela,Giovannini, Pier Paolo,Medici, Alessandro,Pedrini, Paola,Poli, Silvia. "Regiospecific oxidoreductions catalyzed by a new Pseudomonas paucimobilis hydroxysteroid dehydrogenase". . p. 1391 - 1398. Retrieved 2007/10/03.