3,7-Dioxo-5beta-cholanoic acid

Base Information

• Chemical Name: 3,7-Dioxo-5beta-cholanoic acid
• CAS No.: 859-97-2
• Molecular Formula: C24H36O4
• Molecular Weight: 388.547
• DSSTox Substance ID: DTXSID701033867
• Nikkaji Number: J22.723D
• Wikidata: Q63408902
• Metabolomics Workbench ID: 36377
• ChEMBL ID: CHEMBL1254261
• Mol file: 859-97-2.mol

Synonyms:3,7-Dioxo-5beta-cholanoic acid;859-97-2;3,7-diketone;(4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-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;CHEMBL1254261;3,7-Dioxo-5beta-cholan-24-oic Acid;CCRIS 3988;3,7-Diketo-CA;3,7-diketocholanic acid;5.beta.-Cholan-24-oic acid, 3,7-dioxo-;Cholan-24-oic acid, 3,7-dioxo-, (5.beta.)-;SCHEMBL966480;Chenodeoxycholic acid, dehydro-;3,7-Diketochenodeoxycholic acid;3,7-dioxo-5beta-cholanic acid;3,7-diketo-5beta-cholanoic acid;CHEBI:166708;3,7-Dioxocholan-24-oic acid #;DTXSID701033867;3,7-Dioxo-5b-cholan-24-oic acid;BDBM50065436;LMST04010136;AKOS024386259;Q63408902

Chemical Property of 3,7-Dioxo-5beta-cholanoic acid

Chemical Property:

• Vapor Pressure: 2.64E-13mmHg at 25°C
• Melting Point: 152 °C
• Boiling Point: 544.7°C at 760 mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 297.3°C
• PSA: 71.44000
• Density: 1.12g/cm³
• LogP: 4.89430
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 388.26135963
• Heavy Atom Count: 28
• Complexity: 684

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,7-Dioxo-5beta-cholanoic acid

There total 8 articles about 3,7-Dioxo-5beta-cholanoic 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: 93.3%

chenodeoxycholic acid → 3,7-diketocholanic acid (859-97-2) + 7-Ketolithocholic acid (4651-67-6)

Guidance literature:

chenodeoxycholic acid; With tartaric acid; In methanol; for 0.5h;

With calcium hypochlorite; In methanol; at 15 - 22 ℃; for 1h;

Reference yield: 9.0%

chenodeoxycholic acid (474-25-9) → 3,7-diketocholanic acid (859-97-2) + 7-Ketolithocholic acid (4651-67-6)

Guidance literature:

With sodium bromate; ammonium cerium (IV) nitrate; In water; acetonitrile; at 60 ℃; for 0.5h; Green chemistry;

DOI:10.1080/00304948.2016.1127101

Reference yield:

sodium chenodeoxycholate (2646-38-0) → 3,7-diketocholanic acid (859-97-2)

Guidance literature:

With Pseudomonas fluorescens B₂₅ broth; In water; at 30 ℃; for 48h;

DOI:10.1016/S0040-4020(97)10408-2

upstream raw materials:

sodium chenodeoxycholate

chenodeoxycholic acid

Downstream raw materials:

(E/Z)-3α-hydroxy-6-ethylidene-7-keto-5β-cholan-24-oic acid

7-ketolithocholic methyl ester

7α-hydroxy-5β-cholanoic acid

(S)-methyl p-tolyl sulfoxide

Refernces

• 1、 Han, Young Taek,Yun, Hwayoung. "A Practical and Eco-friendly Synthesis of Oxo-bile Acids". . p. 55 - 61. Retrieved 2016/02/09.