CAS 58152-03-7
:Isepamicin
Description:
Isepamicin is an aminoglycoside antibiotic that is primarily used in the treatment of infections caused by Gram-negative bacteria. It is particularly effective against strains that are resistant to other aminoglycosides. The chemical structure of Isepamicin includes an amino group and a sugar moiety, which are characteristic of aminoglycosides, allowing it to inhibit bacterial protein synthesis by binding to the 30S ribosomal subunit. This binding disrupts the translation process, leading to the production of nonfunctional proteins and ultimately bacterial cell death. Isepamicin exhibits a broad spectrum of activity, making it useful in clinical settings, especially for patients with compromised immune systems. However, like other aminoglycosides, it has potential nephrotoxic and ototoxic side effects, necessitating careful monitoring of renal function during treatment. Its pharmacokinetics involve renal excretion, and it is typically administered via injection due to poor oral bioavailability. Overall, Isepamicin represents a valuable option in the arsenal against resistant bacterial infections, although its use must be judiciously managed.
Formula:C22H43N5O12
InChI:InChI=1S/C22H43N5O12/c1-22(35)6-36-20(15(33)18(22)26-2)39-17-8(27-19(34)9(28)4-23)3-7(25)16(14(17)32)38-21-13(31)12(30)11(29)10(5-24)37-21/h7-18,20-21,26,28-33,35H,3-6,23-25H2,1-2H3,(H,27,34)/t7-,8+,9-,10+,11+,12-,13+,14-,15+,16+,17-,18+,20+,21+,22-/m0/s1
InChI key:InChIKey=UDIIBEDMEYAVNG-ZKFPOVNWSA-N
SMILES:O([C@H]1[C@H](NC([C@H](CN)O)=O)C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O)[C@@H]3[C@H](O)[C@@H](NC)[C@@](C)(O)CO3
Synonyms:- (2S)-3-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-3-hydroxycyclohexyl]-2-hydroxypropanamide
- (S)-O-6-Amino-6-deoxy-alpha-D-glucopyranosyl-(1.4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1.6))-1,3-diamino-N1-(3-aminolactoyl)-1,2,3-trideoxy-D-scyllo-inositol
- 3-amino-N-(5-amino-4-[(6-amino-6-deoxyhexopyranosyl)oxy]-2-{[3-deoxy-4-C-methyl-3-(methylamino)pentopyranosyl]oxy}-3-hydroxycyclohexyl)-2-hydroxypropanamide
- <span class="text-smallcaps">D</smallcap>-Streptamine, O-6-amino-6-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-<smallcap>L</span>-arabinopyranosyl-(1→6)]-N<sup>1</sup>-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-
- <span class="text-smallcaps">D</smallcap>-Streptamine, O-6-amino-6-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-<smallcap>L</span>-arabinopyranosyl-(1→6)]-N<sup>1</sup>-[(2S)-3-amino-2-hydroxy-1-oxopropyl]-2-deoxy-
- Brn 4896716
- Ccris 1919
- D-Streptamine, O-6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-N(sup 1)-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-
- D-Streptamine, O-6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-N1-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-
- HAPA-gentamycin B
- Hapa-B
- Isepamicin [USAN:INN:BAN]
- Isepamicina
- Isepamicina [Spanish]
- Isepamicine
- Isepamicine [French]
- Isepamicinum
- Isepamicinum [Latin]
- O-6-Amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-2-deoxy-N(sup 1)-((S)-isoseryl)-D-streptamine
- O-6-Amino-6-deoxy-α-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-<smallcap>L</smallcap>-arabinopyranosyl-(1→6)]-N<sup>1</sup>-[(2S)-3-amino-2-hydroxy-1-oxopropyl]-2-deoxy-<smallcap>D</span>-streptamine
- Sch 21420
- Unii-G7K224460P
- O-6-Amino-6-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-N1-[(2S)-3-amino-2-hydroxy-1-oxopropyl]-2-deoxy-D-streptamine
- D-Streptamine, O-6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-N1-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-
- See more synonyms
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Found 2 products.
Isepamicin
CAS:Isepamicin (Sch 21420) is a strong aminoglycoside antibiotic, effective on Enterobacteriaceae and staphylococci, less so on other bacteria.Formula:C22H43N5O12Color and Shape:SolidMolecular weight:569.60Isepamicin
CAS:<p>Isepamicin is a peptide antibiotic that inhibits bacterial protein synthesis by binding to ribosomes. It binds to the receptor site of the ribosome and blocks access to the mRNA by the tRNA molecule, inhibiting protein synthesis. Isepamicin has been shown to be an activator of ion channels and a ligand for some receptors. Isepamicin is used as a research tool in cell biology and pharmacology studies. This drug is also used as an inhibitor in antibody-based immunoassays.</p>Formula:C22H43N5O12Purity:Min. 95%Molecular weight:569.6 g/mol

