CAS 13291-74-2

gentamicin A

Description:

Gentamicin A is an aminoglycoside antibiotic derived from the bacterium Micromonospora purpurea. It is primarily used to treat various bacterial infections, particularly those caused by Gram-negative bacteria. The substance exhibits a broad spectrum of antibacterial activity, making it effective against a range of pathogens, including Pseudomonas aeruginosa and Escherichia coli. Gentamicin A works by inhibiting bacterial protein synthesis, which ultimately leads to cell death. It is typically administered via injection or topical application, depending on the type and severity of the infection. The compound is known for its potential nephrotoxicity and ototoxicity, necessitating careful monitoring of kidney function and hearing in patients receiving treatment. Gentamicin A is often used in combination with other antibiotics to enhance its efficacy and reduce the risk of resistance development. Its stability and solubility in aqueous solutions make it suitable for various pharmaceutical formulations. Overall, gentamicin A remains a critical agent in the management of serious bacterial infections, particularly in hospital settings.

Formula: C₁₈H₃₆N₄O₁₀

InChI: InChI=1/C18H36N4O10/c1-22-10-7(24)4-29-18(13(10)27)32-16-6(20)2-5(19)15(14(16)28)31-17-9(21)12(26)11(25)8(3-23)30-17/h5-18,22-28H,2-4,19-21H2,1H3/t5-,6+,7-,8+,9+,10+,11+,12+,13-,14-,15+,16-,17+,18-/m0/s1

InChI key: InChIKey=LKKVGKXCMYHKSL-UHFFFAOYSA-N

SMILES: O(C1C(O)C(OC2C(O)C(NC)C(O)CO2)C(N)CC1N)C3OC(CO)C(O)C(O)C3N

Synonyms:

• (1R,2S,3S,4R,6S)-4,6-diamino-3-{[3-deoxy-3-(methylamino)-alpha-L-xylopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside
• 4,6-Diamino-3-{[3-Deoxy-3-(Methylamino)Pentopyranosyl]Oxy}-2-Hydroxycyclohexyl 2-Amino-2-Deoxyhexopyranoside
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-2-amino-2-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-O-[3-deoxy-3-(methylamino)-α-<smallcap>D</span>-xylopyranosyl-(1→6)]-2-deoxy-
• D-Streptamine, O-2-amino-2-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-deoxy-3-(methylamino)-alpha-D-xylopyranosyl-(1-6))-2-deoxy-
• Gentamycin A
• O-2-Amino-2-deoxy-α-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→4)-O-[3-deoxy-3-(methylamino)-α-<smallcap>D</smallcap>-xylopyranosyl-(1→6)]-2-deoxy-<smallcap>D</span>-streptamine
• Streptamine, O-2-amino-2-deoxy-α-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→4)-O-[3-deoxy-3-(methylamino)-α-<smallcap>D</smallcap>-xylopyranosyl-(1→6)]-2-deoxy-, <smallcap>D</span>-
• O-2-Amino-2-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-3-(methylamino)-α-D-xylopyranosyl-(1→6)]-2-deoxy-D-streptamine
• Streptamine, O-2-amino-2-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-3-(methylamino)-α-D-xylopyranosyl-(1→6)]-2-deoxy-, D-
• D-Streptamine, O-2-amino-2-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-3-(methylamino)-α-D-xylopyranosyl-(1→6)]-2-deoxy-
• Gentamicin A
• Gentiomycin A
• Gentamycin Sulfate Impurity 13 (Gentamicin A)
• Gentamicin Sulfate Impurity Ⅲ:(Impurity F)

Gentamicin A

CAS: 13291-74-2

Gentamicin A is an antibiotic exhibiting effective antibacterial activity against both Gram-positive and Gram-negative bacteria, and it also demonstrates activity against most methicillin-sensitive staphylococci.

Formula: C₁₈H₃₆N₄O₁₀

Color and Shape: Solid

Molecular weight: 468.499

Ref: TM-TN10319