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CAS 59711-96-5

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Etimicin

Description:
Etimicin is an aminoglycoside antibiotic that is primarily used for its antibacterial properties. It is derived from the natural product of the bacterium Micromonospora purpurea. The chemical structure of etimicin features a complex arrangement of amino sugars and a characteristic aminocyclitol ring, which is typical of aminoglycosides. This structure enables it to bind to bacterial ribosomes, inhibiting protein synthesis and ultimately leading to bacterial cell death. Etimicin exhibits a broad spectrum of activity against various Gram-negative and some Gram-positive bacteria, making it useful in treating serious infections. It is particularly noted for its effectiveness against strains resistant to other antibiotics. However, like other aminoglycosides, etimicin can have nephrotoxic and ototoxic side effects, necessitating careful monitoring of kidney function and hearing during treatment. Its pharmacokinetics involve renal excretion, and it is typically administered via injection due to poor oral bioavailability. Overall, etimicin represents a valuable option in the arsenal against bacterial infections, especially in cases where resistance is a concern.
Formula:C21H43N5O7
InChI:InChI=1S/C21H43N5O7/c1-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)14(27)17(13)33-20-15(28)18(25-3)21(2,29)9-30-20/h10-20,25-29H,4-9,22-24H2,1-3H3/t10-,11+,12-,13+,14-,15+,16+,17-,18+,19+,20+,21-/m0/s1
InChI key:InChIKey=NZGMVSJQULXLHF-RAKCNUBFSA-N
SMILES:O([C@H]1[C@H](NCC)C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)CC[C@H]2N)[C@@H]1O)[C@@H]3[C@H](O)[C@@H](NC)[C@@](C)(O)CO3
Synonyms:
  • <span class="text-smallcaps">D</smallcap>-Streptamine, O-3-deoxy-4-C-methyl-3-(methylamino)-β-<smallcap>L</smallcap>-arabinopyranosyl-(1→6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-α-<smallcap>D</span>-erythro-hexopyranosyl-(1→4)]-2-deoxy-N<sup>1</sup>-ethyl-
  • Antibiotic 89-07
  • Etilmicin
  • Etimicin
  • Etimicin Sulfate
  • N<sup>1</sup>-Ethylgentamicin C<sub>1a</sub>
  • O-3-Deoxy-4-C-methyl-3-(methylamino)-β-<span class="text-smallcaps">L</smallcap>-arabinopyranosyl-(1→6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-α-<smallcap>D</smallcap>-erythro-hexopyranosyl-(1→4)]-2-deoxy-N<sup>1</sup>-ethyl-<smallcap>D</span>-streptamine
  • N1-Ethylgentamicin C1a
  • D-Streptamine, O-3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranosyl-(1→4)]-2-deoxy-N1-ethyl-
  • O-3-Deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranosyl-(1→4)]-2-deoxy-N1-ethyl-D-streptamine
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