Micronomicin

Base Information

• Chemical Name: Micronomicin
• CAS No.: 52093-21-7
• Deprecated CAS: 55062-38-9,63748-00-5,66803-18-7,82643-25-2,95782-71-1
• Molecular Formula: C20H41 N5 O7
• Molecular Weight: 463.575
• Hs Code.: 2942000000
• UNII: S9AZ0R40QV
• DSSTox Substance ID: DTXSID401023736
• Nikkaji Number: J9.787J
• Wikipedia: Micronomicin
• Wikidata: Q6839784
• NCI Thesaurus Code: C90638
• Metabolomics Workbench ID: 154100
• ChEMBL ID: CHEMBL373081
• Mol file: 52093-21-7.mol

Synonyms:6'-N-methylgentamicin C;DE 020;DE-020;gentamicin C2b;KW 1062;KW-1062;micronomicin;sagamicin;XK-62-2

Chemical Property of Micronomicin

Chemical Property:

• Vapor Pressure: 1.19E-20mmHg at 25°C
• Refractive Index: 1.589
• Boiling Point: 667.2oC at 760 mmHg
• PKA: 13.29±0.70(Predicted)
• Flash Point: 357.3oC
• PSA: 199.73000
• Density: 1.32g/cm3
• LogP: -0.83330
• XLogP3: -4.5
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 7
• Exact Mass: 463.30059866
• Heavy Atom Count: 32
• Complexity: 607

Purity/Quality:

98%Min ^*data from raw suppliers

Gentamicin C2b ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CCC(O3)CNC)N)N)N)O
• Isomeric SMILES: C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC[C@H](O3)CNC)N)N)N)O
• General Description: Micronomicin, also known as sagamicin, is an aminoglycoside antibiotic derived from the biotransformation of sisomicin by *Micromonospora sagamiensis*. It is structurally related to gentamicin and is produced alongside gentamicin CIa during microbial fermentation. Micronomicin exhibits antibacterial activity and is part of a broader family of aminoglycosides, which are significant in clinical applications. Its production highlights the role of microbial biotransformation in generating structurally diverse antibiotics.

Technology Process of Micronomicin

There total 1 articles about Micronomicin 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:

sisomicin (32385-11-8) → Gentamicin C1a (26098-04-4) + micronomicin (52093-21-7)

Guidance literature:

In water; at 30 ℃; for 20h; Micromonospora sagamiensis KY 11525, pH 7.5;

DOI:10.1080/00021369.1982.10865090

upstream raw materials:

sisomicin

Refernces

Biotransformation of sisomicin and verdamicin by Micromonospora sagamiensis

10.1080/00021369.1982.10865090

The research investigates the biotransformation of sisomicin and verdamicin by Micromonospora sagamiensis. The study found that the resting cells of a 2-deoxystreptamine idiotrophic mutant of M. sagamiensis could transform sisomicin into gentamicin CIa and sagamicin, while verdamicin was transformed into gentamicin C2a, C2, and then CI. The biotransformation products were isolated using ion exchange and carbon column chromatographic procedures and identified through various analytical techniques. The study also compared the biotransformation capabilities of other Micromonospora species, such as M. zionensis and M. inyoensis, and found that they lacked the (4',5')-reduction activity present in M. sagamiensis. Instead, M. zionensis transformed sisomicin into antibiotic G-52 and verdamicin into a new antibiotic, VF3-1, which was suggested to be 6'-N-methylverdamicin based on chromatographic and mass spectrum data. The findings provide insights into the biosynthetic pathways of these antibiotics and their potential for further development.

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