7beta-Hydroxy-3-oxo-5beta-cholan-24-oic Acid

Base Information

• Chemical Name: 7beta-Hydroxy-3-oxo-5beta-cholan-24-oic Acid
• CAS No.: 77060-26-5
• Molecular Formula: C24H38 O4
• Molecular Weight: 390.563
• Nikkaji Number: J324.808I
• Metabolomics Workbench ID: 36403
• Mol file: 77060-26-5.mol

Synonyms:7beta-Hydroxy-3-oxo-5beta-cholan-24-oic Acid;Cholan-24-oic acid,7-hydroxy-3-oxo-, (5b,7b)-;LMST04010162;7beta-hydroxy-3-keto-5beta-cholanoic acid;3-Oxo-7beta-hydroxy-5beta-cholan-24-oic acid

Chemical Property of 7beta-Hydroxy-3-oxo-5beta-cholan-24-oic Acid

Chemical Property:

• Vapor Pressure: 2.82E-10mmHg at 25°C
• Refractive Index: 1.511
• Boiling Point: 503.8°C at 760 mmHg
• Flash Point: 214.9°C
• PSA: 60.44000
• Density: 1.081g/cm³
• LogP: 4.98270
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 390.27700969
• Heavy Atom Count: 28
• Complexity: 645

Purity/Quality:

99% ^*data from raw suppliers

3-Oxo-7β-hydroxy-5β-cholanoicAcid ^*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(=O)C4)C)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(CCC(=O)C4)C)O)C
• Uses: 3-Oxo-7β-hydroxy-5β-cholanoic Acid is a keto bile acid derivative.

Technology Process of 7beta-Hydroxy-3-oxo-5beta-cholan-24-oic Acid

There total 11 articles about 7beta-Hydroxy-3-oxo-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: 95.0%

3-keto-7β-succinyloxy-5β-cholan-24-oic acid (459840-75-6) → 3-keto-7β-hydroxy-5β-cholan-24-oic acid (77060-26-5)

Guidance literature:

With 20percent NaOH; for 1h; Heating;

DOI:10.1021/jo020146b

Reference yield: 90.0%

ursodeoxycholic acid (128-13-2) → 3-keto-7β-hydroxy-5β-cholan-24-oic acid (77060-26-5)

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: 83.0%

Lithocholic acid (434-13-9) → ursodeoxycholic acid (128-13-2) + 3-keto-7β-hydroxy-5β-cholan-24-oic acid (77060-26-5)

Guidance literature:

With Gibberella zeae VKM F-2600 extract; In methanol; aq. phosphate buffer; at 29 ℃; for 122h; pH=7; Microbiological reaction;

DOI:10.1016/j.steroids.2012.12.010

upstream raw materials:

7β-formyloxy-3-oxo-5β-cholanoic acid-(24)

3,7-dihydroxycholan-24-oic acid, monosodium salt

ursodeoxycholic acid

3-keto-7β-succinyloxy-5β-cholan-24-oic acid

Refernces

• 1、 Bortolini, Olga,Fantin, Giancarlo,Fogagnolo, Marco,Forlani, Roberto,Maietti, Silvia,Pedrini, Paola. "Improved enantioselectivity in the epoxidation of cinnamic acid derivatives with dioxiranes from keto bile acids". . p. 5802 - 5806. Retrieved 2007/10/03.
• 2、 Riva, Sergio,Bovara, Roberto,Zetta, Lucia,Pasta, Piero,Ottolina, Gianluca,Carrera, Giacomo. "Enzymatic α/β Inversion of C-3 Hydroxyl of Bile Acids and Study of the Effects of Organic Solvents on Reaction Rates". . p. 88 - 92. Retrieved 2007/10/02.