Neomycin C

Base Information

• Chemical Name: Neomycin C
• CAS No.: 66-86-4
• Molecular Formula: C₂₃H₄₆N₆O₁₃
• Molecular Weight: 614.651
• UNII: 6B1U1NS16Z
• DSSTox Substance ID: DTXSID80892006
• Nikkaji Number: J4.457A
• Wikidata: Q27124124
• NCI Thesaurus Code: C95127
• Metabolomics Workbench ID: 58678
• Mol file: 66-86-4.mol

Synonyms:neomycin C;neomycin C monohydrochloride

Chemical Property of Neomycin C

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 927.1°C at 760 mmHg
• PKA: 12.93±0.70(Predicted)
• Flash Point: 514.5°C
• PSA: 353.11000
• Density: 1.3548 (rough estimate)
• LogP: -4.69350
• XLogP3: -9
• Hydrogen Bond Donor Count: 13
• Hydrogen Bond Acceptor Count: 19
• Rotatable Bond Count: 9
• Exact Mass: 614.31228554
• Heavy Atom Count: 42
• Complexity: 872

Purity/Quality:

99%, ^*data from raw suppliers

Neomycin C ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)N)OC3C(C(C(O3)CO)OC4C(C(C(C(O4)CN)O)O)N)O)O)N
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CN)O)O)N)O)O)N
• Uses: Neomycin C, is an aminoglycoside antibiotic found in many topical medications. Neomycin has been used as a preventive measure for hepatic encephalopathy and hypercholesterolemia.

Technology Process of Neomycin C

There total 1 articles about Neomycin C 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:

6,3',4',5'',3''',4'''-hexa-O-acetyl-6'''-azido-1,3,2',6',2'''-penta-N-(benzyloxycarbonyl)-6'''-deamino-neomycin C → neomycin C (66-86-4,119-04-0,58617-08-6)

Guidance literature:

With barium dihydroxide; hydrogen; palladium; Yield given. Multistep reaction; 1.) dioxane, H₂O, acetic acid, RT, 4 kg/cm2, 14 h, 2.) 95 deg C, 5h;

DOI:10.1246/bcsj.53.3259

Reference yield:

neomycin C (66-86-4,119-04-0,58617-08-6) → neomycin B (119-04-0)

Guidance literature:

With sodium dithionite; reduced form of S-adenosyl-L-methionine epimerase C₂₄₉A mutant; S-Adenosyl-L-methionine; In aq. buffer; at 20 ℃; for 30h; Reagent/catalyst; Glovebox; Enzymatic reaction;

DOI:10.1021/ja507759f

Downstream raw materials:

neomycin B

Refernces