Micronomicin sulfate
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| Category | Antibiotics |
| Catalog number | BBF-03930 |
| CAS | 66803-19-8 |
| Molecular Weight | 561.65 |
| Molecular Formula | C20H43N5O11S |
| Purity | ≥95% |
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Description
Micronomicin is an aminoglycoside antibiotic originally isolated from Micromonospora sagamiensis var. nonreducans. It exhibits broad-spectrum activity against Gram-positive and Gram-negative activity.
Specification
| Related CAS | 52093-21-7 |
| Synonyms | Antibiotic XK-62-2; Gentamicin C2b; Santemycin; Sagamicin |
| Storage | Store at -20°C |
| IUPAC Name | (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(methylaminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol;sulfuric acid |
| Canonical SMILES | CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CCC(O3)CNC)N)N)N)O.OS(=O)(=O)O |
| InChI | InChI=1S/C20H41N5O7.H2O4S/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;1-5(2,3)4/h9-19,24-28H,4-8,21-23H2,1-3H3;(H2,1,2,3,4)/t9-,10+,11-,12+,13-,14+,15+,16-,17+,18+,19+,20-;/m0./s1 |
| InChI Key | MQDGQSCLOYLSEK-SCFBDNQUSA-N |
Properties
| Appearance | Solid Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 667.2°C at 760 mmHg |
| Melting Point | >205°C (dec.) |
| Solubility | Soluble in DMSO |
Reference Reading
1.[Determination of the content for micronomicin sulfate by ultraviolet spectrophotometric derivatization].
Ma L1, Huang B. Hunan Yi Ke Da Xue Xue Bao. 1997;22(4):363-5.
An ultraviolet spectrophotometric method for determination of micromonicin (MCR) was developed by the reaction of MCR with o-pathaldehyde (OPA) and obtained a derivative absorbing ultraviolet in special wave length. The comparison was made between this method and high performance liquid chromatography (HPLC). The results indicate that the method is simple, rapid, precise and reproducible.
2.[Clinical study on intravenous infusion of micronomicin].
Okada K, Kawamura N, Ohkoshi M, Nemoto S, Oda T, Ikeda N. Jpn J Antibiot. 1983 Nov;36(11):3302-11.
In recent years, aminoglycoside agents as well as beta-lactam antibiotics have been increasingly used with increased incidence of opportunistic infection caused mainly by Gram-negative bacteria. Therefore, we administered micronomicin sulfate (MCR), reportedly lower in nephrotoxicity, at doses of 60 and 120 mg by intravenous drip infusion for 1 and 2 hours to healthy male volunteers and determined the blood level and the urinary recovery rate. The peak of blood level after 1 hour infusion of MCR was 7.3 micrograms/ml in the 60 mg group and 9.5 micrograms/ml in the 120 mg group. T 1/2 (beta) was 3.34 and 2.48 hours respectively. The peak of blood level after 2 hours infusion of MCR was 5.7 micrograms/ml in the 60 mg group and 8.7 micrograms/ml in the 120 mg group. T 1/2 (beta) was 3.36 and 3.71 hours respectively. In the 120 mg group, the urinary recovery rate for the first 24 hours was 53.5% after 1 hour infusion and 60.9% after 2 hours infusion.
3.Neuromuscular blocking actions of the aminoglycoside antibiotics sisomicin and micronomicin in the rabbit.
Matsukawa S1, Suh JH, Hashimoto Y, Kato M, Satoh D, Saito S, Endo K, Saishu T. Tohoku J Exp Med. 1997 Apr;181(4):471-3.
The neuromuscular blocking actions of sisomicin sulfate (SISO), micronomicin sulfate (MCR) and d-tubocurarine (dTc) were studied in 20 rabbits anesthetized with halothane. The i.v. administration of SISO 20-40 mg/kg, MCR 40-80 mg/kg or dTc 0.1-0.3 mg/kg resulted in dose-dependent decreases in twitch tension. The ED50s for SISO, MCR and dTc were 23.5, 58.2 and 0.2 mg/kg, respectively. SISO- and MCR-induced neuromuscular blockade was partially antagonized by neostigmine or by calcium.
4.Analysis of micronomicin by liquid chromatography with pulsed electrochemical detection.
Yuan Y1, Chopra S, Deng X, Zhang M, Fan X, Hu C, Jin S, Van Schepdael A, Adams E. J Chromatogr A. 2013 Jun 21;1295:90-8. doi: 10.1016/j.chroma.2013.04.059. Epub 2013 Apr 27.
This paper describes the separation of the main component micronomicin from its related substances using a new established liquid chromatographic method with pulsed electrochemical detection (LC-PED). The mobile phase consists of 1 volume of acetonitrile and 99 volumes of an aqueous solution containing 1.25% (v/v) trifluoroacetic acid, 0.025% (v/v) pentafluoropropionic acid and 0.85% (v/v) of 50% sodium hydroxide. The pH of the aqueous solution is adjusted to 2.6 with 0.5 M NaOH. The influence of the different chromatographic parameters on the separation was investigated. A quadruple-potential waveform was used as detection waveform. 0.5 M NaOH was added post column at a flow rate of 0.3 mL/min to raise the pH of detection to at least 12. The LOD and LOQ of micronomicin are 0.08 μg/mL (1.6 ng injected) and 0.25 μg/mL (5 ng injected), respectively. The linearity of micronomicin ranges from 0.25 to 60 μg/mL with a correlation coefficient of 0.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
