روکسیترومایسین

Also known as RU-965, RU-28965, Rulide, (9e)-Erythromycin 9-(O-((2-methoxyethoxy)methyl)oxime), Roxithromycinum, Roxitromicina, Roxithromycine, Roxithromycin

Roxithromycin is a semi-synthetic macrolide antibiotic used to treat respiratory tract, urinary and soft tissue infections. It is a derivative of erythromycin - comprising the same 14-membered lactone ring - with an oxime-based side chain attached to the macrolide ring.

Chemical data

Formula: C41H76N2O15
Molecular weight: 837 g/mol
IUPAC name: (3R,4S,5S,6R,7R,9R,10E,11S,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-10-(2-methoxyethoxymethoxyimino)-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2-one
SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](/C(=N/OCOCCOC)/[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)O)(C)O
InChIKey: RXZBMPWDPOLZGW-XMRMVWPWSA-N
XLogP: 3.1
Polar surface area: 217 Å²
H-bond donors: 5
H-bond acceptors: 17
Formal charge: 0