Davercin

Base Information

• Chemical Name: Davercin
• CAS No.: 55224-05-0
• Molecular Formula: C₃₈H₆₅NO₁₄
• Molecular Weight: 759.932
• UNII: 4H3125L82R
• DSSTox Substance ID: DTXSID801031707
• Wikidata: Q27259580
• ChEMBL ID: CHEMBL4788726
• Mol file: 55224-05-0.mol

Synonyms:cyclic 11,12-erythromycin A carbonate;Davercin;erythromycin A cyclic 11,12-carbonate

Chemical Property of Davercin

Chemical Property:

• Vapor Pressure: 1.91E-34mmHg at 25°C
• Refractive Index: 1.534
• Boiling Point: 859.8 °C at 760 mmHg
• PKA: 13.49±0.70(Predicted)
• Flash Point: 473.8 °C
• PSA: 188.98000
• Density: 1.22 g/cm³
• LogP: 2.96780
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 7
• Exact Mass: 759.44050575
• Heavy Atom Count: 53
• Complexity: 1300

Purity/Quality:

99% ^*data from raw suppliers

ErythromycinCyclocarbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C2(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)OC3CC(C(C(O3)C)O)(C)OC)C)OC4C(C(CC(O4)C)N(C)C)O)(C)O)C)C)OC(=O)O2)C
• Isomeric SMILES: CC[C@@H]1[C@@]2([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)(C)O)C)C)OC(=O)O2)C
• Description: Davercin is a macrolide antibiotic that inhibits bacterial protein synthesis by targeting the 50S ribosomal subunit, blocking the progression of nascent polypeptide chains. It has broad-spectrum activity against various Gram-positive and Gram-negative bacteria (MICs = 0.02-50 μg/ml). Davercin is non-toxic to mice and rats (LD50s = 4.05 and 5.9 g/kg, respectively). Formulations containing davercin have been used to treat a variety of urogenital bacterial infections.
• Uses: Davercin (erythromycin A cyclic 11,12-carbonate) is a first generation semi-synthetic erythromycin. Davercin is prepared by coupling the 11- and 12-OH groups to form a cyclic carbonate. This simple modification improves the stability and hydrophobicity of the macrocyclic structure. Davercin shows comparable or better in vitro potency, low host toxicity and improved pharmacokinetics compared with erythromycin. Erythromycin Cyclocarbonate is a derivative of Erythromycin (E649950), an antibcterial agent working on the 50S ribosomal subunit.

Technology Process of Davercin

There total 1 articles about Davercin 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:

[1,3]-dioxolan-2-one (96-49-1) + erythromycin (114-07-8) → Erythromycin A cyclic 11,12-carbonate (55224-05-0)

Guidance literature:

With potassium carbonate; In toluene; at 20 ℃; for 120h;

upstream raw materials:

[1,3]-dioxolan-2-one

erythromycin

Refernces