7alpha,12alpha-Dihydroxy-3-oxochol-4-en-24-oic Acid

Base Information

• Chemical Name: 7alpha,12alpha-Dihydroxy-3-oxochol-4-en-24-oic Acid
• CAS No.: 13587-11-6
• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.547
• DSSTox Substance ID: DTXSID201262677
• Nikkaji Number: J81.648E
• Wikidata: Q27121580
• Metabolomics Workbench ID: 36481
• Mol file: 13587-11-6.mol

Synonyms:7alpha,12alpha-Dihydroxy-3-oxochol-4-en-24-oic Acid;7alpha,12alpha-Dihydroxy-3-oxochol-4-enoate;13587-11-6;7a,12a-Dihydroxy-3-oxo-4-cholenoic acid;7alpha,12alpha-dihydroxy-3-oxo-4-cholenoic acid;SCHEMBL4430334;CHEBI:49269;DTXSID201262677;LMST04010241;7a,12a-Dihydroxy-3-oxo-4-cholenoate;(4R)-4-[(7R,8R,9S,10R,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid;7a,12a-dihydroxy-3-oxo-chol-4-en-24-oate;7a,12a-dihydroxy-3-oxo-chol-4-en-24-oic acid;7alpha,12alpha-dihydroxy-3-oxochol-4-enoic acid;7alpha,12alpha-Dihydroxy-3-oxo-4-cholen-24-oic acid;Q27121580

Chemical Property of 7alpha,12alpha-Dihydroxy-3-oxochol-4-en-24-oic Acid

Chemical Property:

• Vapor Pressure: 4.06E-17mmHg at 25°C
• Refractive Index: 1.574
• Boiling Point: 604.2°Cat760mmHg
• Flash Point: 333.2°C
• PSA: 94.83000
• Density: 1.22g/cm³
• LogP: 3.57700
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 404.25627424
• Heavy Atom Count: 29
• Complexity: 729

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC(=O)O)C1CCC2C1(C(CC3C2C(CC4=CC(=O)CCC34C)O)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]2[C@@H](CC4=CC(=O)CC[C@]34C)O)O)C

Technology Process of 7alpha,12alpha-Dihydroxy-3-oxochol-4-en-24-oic Acid

There total 13 articles about 7alpha,12alpha-Dihydroxy-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: 97.0%

3-oxo-7α,12α-diformyloxy-4-cholen-24-oic acid (88674-56-0) → 3-oxo-7α,12α-dihydroxy-4-cholen-24-oic acid (13587-11-6)

Guidance literature:

Reference yield: 45.0%

sodium cholate (361-09-1) → 3-oxo-7α,12α-dihydroxy-4-cholen-24-oic acid (13587-11-6) + 7α,12α-dihydroxy-3-oxocholanoic acid (2304-89-4)

Guidance literature:

With Pseudomonas mendocina ECS₁₀; In water; at 28 ℃; for 72h; Microbiological reaction;

DOI:10.1002/cbdv.201500300

Reference yield: 45.0%

cholic acid (81-25-4) → 3-oxo-7α,12α-dihydroxy-4-cholen-24-oic acid (13587-11-6) + 3α-methoxy-7α,12α-dihydroxy-5β-cholanoic 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

upstream raw materials:

cholic acid

4ξ-bromo-7α,12α-dihydroxy-3-oxo-5β-cholan-24-oic acid

3-oxo-7α,12α-diformyloxy-4-cholen-24-oic acid

3-oxo-7α,12α-diformoxy-5β-cholan-24-oic acid

Downstream raw materials:

methyl 3-oxo-7α,12α-dihydroxy-5α-cholan-24-oate

Methyl 3β-tosyloxy-7α,12α-dihydroxy-5α-cholanate

Methyl 3β-tosyloxy-7α-mesyloxy-12-oxo-5α-cholanate

Methyl 3β-tosyloxy-7α-hydroxy-12-oxo-5α-cholanate