Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H41N5O7 |
Molecular Weight | 463.5688 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 12 / 12 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CNC[C@@H]1CC[C@@H](N)[C@@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3OC[C@](C)(O)[C@H](NC)[C@H]3O)[C@H]2O)O1
InChI
InChIKey=DNYGXMICFMACRA-XHEDQWPISA-N
InChI=1S/C20H41N5O7/c1-20(28)8-29-19(14(27)17(20)25-3)32-16-12(23)6-11(22)15(13(16)26)31-18-10(21)5-4-9(30-18)7-24-2/h9-19,24-28H,4-8,21-23H2,1-3H3/t9-,10+,11-,12+,13-,14+,15+,16-,17+,18+,19+,20-/m0/s1
Molecular Formula | C20H41N5O7 |
Molecular Weight | 463.5688 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 12 / 12 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Micronomicin is a new aminoglycosidic antibiotic discovered and developed by Kyowa Hakko Kogyo Co., Ltd. It is produced by Micromonospora sagamiensis var. nonreducans. Investigation of micronomicin performed in 134 research facilities in Japan led to the following results. 1) Micronomicin showed a broad antibacterial spectrum against Gram positive and Gram negative bacteria. 2) In susceptibility tests of clinical isolates, micronomicin was almost similarly active to GM. 3) Bactericidal activity of micronomicin against Pseudomonas aeruginosa and E. coli was higher than those of TOB and DKB. 4) Micronomicin showed a synergistic antibacterial activity against Pseudomonas aeruginosa and E. coli with CBPC and SBPC. 5) The therapeutic activity of micronomicin in mice infected with Pseudomonas aeruginosa and Serratia sp. was in high correlation with in vitro antibacterial activity similarly to that of GM. Micronomicin (sold under the brand names Sagamicin and Luxomicina among others) is an aminoglycoside antibiotic, and like others in its class, binds to the ribosomes of non-resistant cells causing mistranscription of mRNA which fatally inhibits production of essential proteins.
Micronomicin sulfate can inhibit bacterial protein synthesis, while destroy the bacterial cell wall.
Micronomicin has an antibacterial activity against gram-negative and gram-positive bacteria such as Staphylococcus aureus, Staphylococcus epidermidis, Pseudomonas aeruginosa, Shara, Escherichia coli, etc. Streptococcus pneumoniae and Pneumococcus are sensitive to it, but its activity on anaerobic bacteria and some hemolytic streptococcus is weak.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2363135 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Curative | Sagamicin Approved UseOcular infection |
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Curative | Micronomicin sulfate Approved UseSepsis, bronchitis, bronchiectasis(in infection), pneumonia, peritonitis, pyelonephritis, cystitis Launch Date2001 |
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Curative | Micronomicin sulfate Approved UseSepsis, bronchitis, bronchiectasis(in infection), pneumonia, peritonitis, pyelonephritis, cystitis Launch Date2001 |
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Curative | Micronomicin sulfate Approved UseSepsis, bronchitis, bronchiectasis(in infection), pneumonia, peritonitis, pyelonephritis, cystitis Launch Date2001 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.epharmapedia.com/medicine/profile/129543/Sagamicin.html?lang=en&tab=druginfo http://www.ndrugs.com/?s=micronomicin
Curator's Comment: Could also be administered i.m.: Single- and multiple-dose pharmacokinetics have been investigated in patients affected by bronchopulmonary infections treated with 60 mg sagamicin i.m. every 12 h. https://www.ncbi.nlm.nih.gov/pubmed/3568801
I.V route is possible: IM or IV 120mg twice daily for adult pyelonephritis and cystitis 60mg 2-3 times daily for other infections http://eng.yuhan.co.kr/OVERSEAS/Products/Finished/?cid=516&Category=530
Instillation of a drop or two drops, 3-8 times per day on average, in the cul-de-sac of the lower conjunctival eye to Treat. In the initial treatment of more serious infections, the dose may be increased, the product can be instilled every hour during the first days under medical supervision.
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11919440
Sagamicin was highly effective against enterobacteriaceae with a MIC(90) of 2 mg/l.
Substance Class |
Chemical
Created
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Record UNII |
S9AZ0R40QV
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C2363
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MICRONOMICIN
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |