7alpha-Hydroxy-3-oxochol-4-en-24-oic acid

Base Information

• Chemical Name: 7alpha-Hydroxy-3-oxochol-4-en-24-oic acid
• CAS No.: 14772-95-3
• Molecular Formula: C₂₄H₃₆O₄
• Molecular Weight: 388.547
• DSSTox Substance ID: DTXSID10933198
• Nikkaji Number: J676.108I
• Wikidata: Q27160057
• Metabolomics Workbench ID: 36479
• Mol file: 14772-95-3.mol

Synonyms:3-oxo-7 alpha-hydroxychol-4-enoic acid;3-oxo-7-hydroxychol-4-enoic acid;7-HOC acid;7alpha-hydroxy-3-oxochol-4-en-24-oic acid

Chemical Property of 7alpha-Hydroxy-3-oxochol-4-en-24-oic acid

Chemical Property:

• Vapor Pressure: 3.68E-15mmHg at 25°C
• Melting Point: 231-233 °C
• Boiling Point: 565.9°C at 760 mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 310.1°C
• PSA: 74.60000
• Density: 1.16g/cm³
• LogP: 4.60620
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 388.26135963
• Heavy Atom Count: 28
• Complexity: 697

Purity/Quality:

>98% ^*data from raw suppliers

7α-Hydroxy-3-oxo-chol-4-en-24-oicAcid ^*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(CC4=CC(=O)CCC34C)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](CC4=CC(=O)CC[C@]34C)O)C

Technology Process of 7alpha-Hydroxy-3-oxochol-4-en-24-oic acid

There total 9 articles about 7alpha-Hydroxy-3-oxochol-4-en-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: 94.0%

7α-formyloxy-3-oxo-4-cholenic acid (106351-14-8) → 7α-hydroxy-3-oxochol-4-en-24-oic acid (14772-95-3)

Guidance literature:

Reference yield: 40.0%

chenodeoxycholic acid (474-25-9) → Dehydrochenodeoxycholic acid (4185-00-6) + 7α-hydroxy-3-oxochol-4-en-24-oic acid (14772-95-3) + (R)-4-((3R,5R,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-3-methoxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

Guidance literature:

In water; at 37 ℃; for 120h; grown cells of the bacterium Alcaligenes recti (enzymic methylation);

DOI:10.1016/0039-128X(93)90057-T

Reference yield:

3β,7α-dihydroxy-5-cholen-24-oic acid (19246-13-0) → 7α-hydroxy-3-oxochol-4-en-24-oic acid (14772-95-3)

Guidance literature:

With phosphate buffer pH 7.0; cholesterol oxidase; In water; isopropyl alcohol; at 37 ℃; for 3h;

DOI:10.1016/0039-128X(93)90048-R

upstream raw materials:

3β,7α-dihydroxy-5-cholen-24-oic acid

chenodeoxycholic acid

7α-formyloxy-3-oxo-4-cholenic acid

methyl 3β-acetoxy-7α-hydroxy-5-cholen-24-oate

Downstream raw materials:

methyl 3β,7α-dihydroxy-5α-cholan-24-oate

methyl 7α-hydroxy-3β-tosyloxy-5α-cholanate

methyl 3β,7β-dihydroxy-5α-cholanate

methyl 7α-mesyloxy-3β-tosyloxy-5α-cholanate

Refernces

• 1、 Mazumder, Ipsita,Mahato, Shashi B.. "Bile acid transformations by Alcaligenes recti". . p. 79 - 86. Retrieved 2007/10/02.
• 2、 Kallner. "On the biosynthesis and metabolism of allodeoxycholic acid in the rat. Bile acids and steroids 175.". . p. 315 - 321. Retrieved 2007/10/13.