Compound: Gentamycin C1
SMILES: O1[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3OC[C@@](O)(C)[C@@H]([C@H]3O)NC)[C@H](N)C[C@@H]2N)[C@H](N)CC[C@H]1C(NC)C
InChIKey: CEAZRRDELHUEMR-URQXQFDESA-N
Synonyms: Gentamycin C1, (1R,2S,3S,4R,6S)-4,6-diamino-3-[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyloxy]-2-hydroxycyclohexyl 2-amino-2,3,4,6,7-pentadeoxy-6-(methylamino)-beta-L-lyxo-heptopyranoside, (1R,2S,3S,4R,6S)-4,6-diamino-3-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyloxy)-2-hydroxycyclohexyl 2-amino-2,3,4,6,7-pentadeoxy-6-(methylamino)-beta-L-lyxo-heptopyranoside, RefChem:1085751, (2R,3R,4R,5R)-2-((1S,2S,3R,4S,6R)-4,6-diamino-3-((2R,3R,6S)-3-amino-6-(1-(methylamino)ethyl)oxan-2-yl)oxy-2-hydroxycyclohexyl)oxy-5-methyl-4-(methylamino)oxane-3,5-diol, 287730-69-2, Gentamicin C1 Deuterated Pentaacetate Salt (>90%), O-2-amino-2,3,4,6,7-pentadeoxy-6-(methylamino)-alpha-D-ribo-heptopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-2-deoxy-D-streptamine, O-2-Amino-2,3,4,6,7-pentadeoxy-6-(methylamino)-a-D-ribo-heptopyranosyl-(14)-O-[3-deoxy-4-C-methyl-3-(methylamino)-ss-L-arabinopyranosyl-(16)]-2-deoxy-D-streptamine Pentaacetate Salt Deuterated, SCHEMBL196202, CHEMBL195892, DTXSID20859638, SCH-9724, BDBM50476074, GentamicinC1DeuteratedPentaacetateSalt, Q27103118, (1R,2S,3S,4R,6S)-4,6-diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl (6x)-2-amino-2,3,4,6,7-pentadeoxy-6-(methylamino)-alpha-D-erythro-heptopyranoside, (1R,2S,3S,4R,6S)-4,6-Diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl (6xi)-2-amino-2,3,4,6,7-pentadeoxy-6-(methylamino)-alpha-D-erythro-heptopyranoside, (2R,3R,4R,5R)-2-(((1S,2S,3R,4S,6R)-4,6-Diamino-3-(((2R,3R,6S)-3-amino-6-(1-(methylamino)ethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-5-methyl-4-(methylamino)tetrahydro-2H-pyran-3,5-diol, O-(6xi)-2-Amino-2,3,4,6,7-pentadeoxy-6-(methylamino)-alpha-D-erythro-heptopyranosyl-(1a4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1a6)]-2-deoxy-D-streptamine
Theoretical properties:
molecular_formula: C21H43N5O7
molecular_weight: 477.6 g/mol
exact_mass: 477.31624873 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 8
hydrogen_bond_acceptor_count: 12
rotatable_bond_count: 7
heavy_atom_count: 33
topological_polar_surface_area: 200 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Gentamycin C1 is a gentamycin C.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Gentamicin is an aminoglycoside antibiotic used to treat several types of bacterial infections. This may include bone infections, endocarditis, pelvic inflammatory disease, meningitis, pneumonia, urinary tract infections, and sepsis among others. It can be given intravenously, by intramuscular injection, or topically. Topical formulations may be used in burns or for infections of the outside of the eye. It is often only used for two days until bacterial cultures determine what specific antibiotics the infection is sensitive to. The dose required should be monitored by blood testing.
Gentamicin can cause inner ear problems and kidney problems. The inner ear problems can include problems with balance and hearing loss. These problems may be permanent. If used during pregnancy, it can cause harm to the developing fetus. However, it appears to be safe for use during breastfeeding. Gentamicin is a type of aminoglycoside  and works by disrupting the ability of the bacteria to make proteins, which typically kills the bacteria.
Gentamicin is naturally produced by the bacterium Micromonospora purpurea, was patented in 1962, approved for medical use in 1964. The antibiotic is collected from the culture of the Micromonospora by perforating the cell wall of the bacterium. Current research is underway to understand the biosynthesis of this antibiotic in an attempt to increase expression and force secretion of gentamicin for higher titer. Gentamicin is on the World Health Organization's List of Essential Medicines. The World Health Organization classifies gentamicin as critically important for human medicine. It is available as a generic medication.