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CAS 16545-11-2

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Guamecycline

Description:
Guamecycline is a synthetic antibiotic belonging to the tetracycline class, characterized by its broad-spectrum antibacterial activity. It is primarily effective against a variety of Gram-positive and Gram-negative bacteria, making it useful in treating various infections. Guamecycline functions by inhibiting bacterial protein synthesis, specifically by binding to the 30S ribosomal subunit, which prevents the addition of amino acids to the growing peptide chain. This mechanism of action is common among tetracyclines, contributing to their effectiveness. The substance is known for its stability in the presence of certain enzymes that typically confer resistance to other tetracyclines, enhancing its therapeutic potential. Guamecycline is also notable for its pharmacokinetic properties, which allow for effective oral absorption and distribution in tissues. However, like other antibiotics, it may have side effects, including gastrointestinal disturbances and potential allergic reactions. Its use should be guided by susceptibility testing to ensure efficacy against specific pathogens, and it is important to consider the development of antibiotic resistance in clinical applications.
Formula:C29H38N8O8
InChI:InChI=1S/C29H38N8O8/c1-28(44)13-5-4-6-16(38)17(13)21(39)18-14(28)11-15-20(35(2)3)22(40)19(24(42)29(15,45)23(18)41)25(43)33-12-36-7-9-37(10-8-36)27(32)34-26(30)31/h4-6,14-15,20,38,40-41,44-45H,7-12H2,1-3H3,(H,33,43)(H5,30,31,32,34)/t14-,15-,20-,28+,29-/m0/s1
InChI key:InChIKey=DIRJDIBCAHCCFL-AQFAATAFSA-N
SMILES:O[C@@]12[C@@](C[C@]3(C(=C1O)C(=O)C=4C([C@@]3(C)O)=CC=CC4O)[H])([C@H](N(C)C)C(O)=C(C(NCN5CCN(C(NC(=N)N)=N)CC5)=O)C2=O)[H]
Synonyms:
  • 2-Naphthacenecarboxamide, N-[[4-[[(aminoiminomethyl)amino]iminomethyl]-1-piperazinyl]methyl]-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, [4S-(4α,4aα,5aα,6β,12aα)]-
  • 2-Naphthacenecarboxamide, N-[[4-(amidinoamidino)-1-piperazinyl]methyl]-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-
  • Tetrabiguanide
  • 2-Naphthacenecarboxamide, N-[[4-[amino[(aminoiminomethyl)imino]methyl]-1-piperazinyl]methyl]-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)-
  • (4S,4aS,5aS,6S,12aS)-N-[[4-[Amino[(aminoiminomethyl)imino]methyl]-1-piperazinyl]methyl]-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
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