DT-Web

DB00452 - Framycetin


Identification
Name Framycetin
Accession Number DB00452 (APRD00618)
Type small molecule
Description A component of neomycin that is produced by Streptomyces fradiae. On hydrolysis it yields neamine and neobiosamine B. (From Merck Index, 11th ed)
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 614.6437
Groups approved
Monoisotopic Weight 614.312285588
Pharmacology
Indication For the treatment of bacterial blepharitis, bacterial bonjunctivitis, corneal injuries, corneal ulcers and meibomianitis. For the prophylaxis of ocular infections following foreign body removal
Mechanism of action Framycetin binds to specific 30S-subunit proteins and 16S rRNA, four nucleotides of 16S rRNA and a single amino acid of protein S12. This interferes with decoding site in the vicinity of nucleotide 1400 in 16S rRNA of 30S subunit. This region interacts with the wobble base in the anticodon of tRNA. This leads to interference with the initiation complex, misreading of mRNA so incorrect amino acids are inserted into the polypeptide leading to nonfunctional or toxic peptides and the breakup of polysomes into nonfunctional monosomes.
Absorption Not Available
Protein binding Not Available
Biotransformation Not Available
Route of elimination Not Available
Toxicity Not Available
Affected organisms
  • Enteric bacteria and other eubacteria
Interactions
Drug Interactions Not Available
Food Interactions Not Available

Targets


16S rRNA
Name 16S rRNA
Gene Name Not Available
Pharmacological action yes
Actions inhibitor
References
  • Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. - Pubmed
  • Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. - Pubmed
  • Chao PW, Chow CS: Monitoring aminoglycoside-induced conformational changes in 16S rRNA through acrylamide quenching. Bioorg Med Chem. 2007 Jun 1;15(11):3825-31. Epub 2007 Mar 13. - Pubmed
DTHybrid score Not Available
30S ribosomal protein S12
Name 30S ribosomal protein S12
Gene Name rpsL
Pharmacological action yes
Actions inhibitor
References
  • Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. - Pubmed
  • Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. - Pubmed
  • Famulok M, Huttenhofer A: In vitro selection analysis of neomycin binding RNAs with a mutagenized pool of variants of the 16S rRNA decoding region. Biochemistry. 1996 Apr 9;35(14):4265-70. - Pubmed
DTHybrid score 1.2739
C-X-C chemokine receptor type 4
Name C-X-C chemokine receptor type 4
Gene Name CXCR4
Pharmacological action unknown
Actions antagonist
References
  • Litovchick A, Lapidot A, Eisenstein M, Kalinkovich A, Borkow G: Neomycin B-arginine conjugate, a novel HIV-1 Tat antagonist: synthesis and anti-HIV activities. Biochemistry. 2001 Dec 25;40(51):15612-23. - Pubmed
  • Borkow G, Vijayabaskar V, Lara HH, Kalinkovich A, Lapidot A: Structure-activity relationship of neomycin, paromomycin, and neamine-arginine conjugates, targeting HIV-1 gp120-CXCR4 binding step. Antiviral Res. 2003 Nov;60(3):181-92. - Pubmed
DTHybrid score 1.3066

Predictions


Id Partner name Gene Name Score
6704 30S ribosomal protein S12 rpsL 1.2739
4388 Aminoglycoside 2'-N-acetyltransferase aac 0.1234
1244 Low-density lipoprotein receptor-related protein 2 LRP2 0.0525
6028 Kanamycin nucleotidyltransferase knt 0.0448
3390 Aminoglycoside 3'-phosphotransferase aphA 0.0448
6029 Aminoglycoside 3'-phosphotransferase aphA1 0.0448
4240 Protein disulfide-isomerase P4HB 0.0444
1729 Solute carrier family 22 member 6 SLC22A6 0.044
4565 Aminoglycoside 6'-N-acetyltransferase aac(6')-Iy 0.0363
6208 30S ribosomal protein S13 rpsM 0.0281
6706 30S ribosomal protein S13 rpsM 0.0281
6209 30S ribosomal protein S19 rpsS 0.0245
6712 30S ribosomal protein S19 rpsS 0.0245
6726 30S ribosomal protein S19 rpsS 0.0245
6207 30S ribosomal protein S14 rpsN 0.0245
140 30S ribosomal protein S9 rpsI 0.0185
6719 30S ribosomal protein S9 rpsI 0.0185
6725 30S ribosomal protein S9 rpsI 0.0185
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