1.0 2011-09-21 00:18:47 UTC 2015-10-09 22:31:19 UTC FDB022735 Azythromycin Azithromycin is an azalide, a subclass of macrolide antibiotics. Azithromycin is derived from erythromycin; however, it differs chemically from erythromycin in that a methyl-substituted nitrogen atom is incorporated into the lactone ring, thus making the lactone ring 15-membered. Azithromycin is sold under the brand names Zithromax ("Zmax") and Sumamed, and is one of the world's best-selling antibiotics. Azithromycin is used to treat certain bacterial infections, most often bacteria causing middle ear infections, tonsillitis, throat infections, laryngitis, bronchitis, pneumonia and sinusitis. It is also effective against certain sexually transmitted infectious diseases, such as non-gonococcal urethritis and cervicitis. [HMDB] Azithramycine Azithromycin Azithromycin (AIDS Initiative) Azithromycin dihydrate Azithromycin plus Tumor Necrosis Factor Azithromycin Sterile Azithromycine N,N-dimethyl-4-amino-benzaldehyde ZIT Zithromax C38H72N2O12 748.9845 748.508525778 (2S,3S,4R,5S,8S,10S,11S,12R,13S,14R)-11-{[(2R,3S,4R,6S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-3,4,10-trihydroxy-13-{[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one zithromax IV 83905-01-5 CC[C@@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2C[C@](C)(OC)[C@H](O)[C@@H](C)O2)[C@@H](C)[C@H](O[C@H]2O[C@@H](C)C[C@H]([C@@H]2O)N(C)C)[C@@](C)(O)C[C@H](C)CN(C)[C@@H](C)[C@@H](O)[C@]1(C)O InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23+,24-,25+,26+,27-,28+,29-,30-,31+,32+,33-,35+,36-,37-,38+/m0/s1 MQTOSJVFKKJCRP-HHZDEWPHSA-N belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars. Aminoglycosides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds 1,2-aminoalcohols Acetals Amino acids and derivatives Azacyclic compounds Carbonyl compounds Carboxylic acid esters Dialkyl ethers Hydrocarbon derivatives Lactones Macrolides and analogues Monocarboxylic acids and derivatives Monosaccharides O-glycosyl compounds Organic oxides Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Secondary alcohols Tertiary alcohols Trialkylamines 1,2-aminoalcohol Acetal Alcohol Aliphatic heteromonocyclic compound Amine Amino acid or derivatives Aminoglycoside core Azacycle Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Ether Glycosyl compound Hydrocarbon derivative Lactone Macrolide Monocarboxylic acid or derivatives Monosaccharide O-glycosyl compound Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Secondary alcohol Tertiary alcohol Tertiary aliphatic amine Tertiary amine Solid logp 3.03 ALOGPS logs -3.16 ALOGPS solubility 5.14e-01 g/l ALOGPS logp 2.44 ChemAxon pka_strongest_acidic 12.43 ChemAxon pka_strongest_basic 9.57 ChemAxon iupac (2S,3S,4R,5S,8S,10S,11S,12R,13S,14R)-11-{[(2R,3S,4R,6S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-3,4,10-trihydroxy-13-{[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one ChemAxon average_mass 748.9845 ChemAxon mono_mass 748.508525778 ChemAxon smiles CC[C@@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2C[C@](C)(OC)[C@H](O)[C@@H](C)O2)[C@@H](C)[C@H](O[C@H]2O[C@@H](C)C[C@H]([C@@H]2O)N(C)C)[C@@](C)(O)C[C@H](C)CN(C)[C@@H](C)[C@@H](O)[C@]1(C)O ChemAxon formula C38H72N2O12 ChemAxon inchi InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23+,24-,25+,26+,27-,28+,29-,30-,31+,32+,33-,35+,36-,37-,38+/m0/s1 ChemAxon inchikey MQTOSJVFKKJCRP-HHZDEWPHSA-N ChemAxon polar_surface_area 180.08 ChemAxon refractivity 194.11 ChemAxon polarizability 82.63 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 13 ChemAxon donor_count 5 ChemAxon physiological_charge 2 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 1796 Specdb::NmrTwoD 1736 Specdb::MsMs 1831 Specdb::MsMs 1832 Specdb::MsMs 1833 Specdb::MsMs 304993 Specdb::MsMs 304994 Specdb::MsMs 304995 Specdb::MsMs 348325 Specdb::MsMs 348326 Specdb::MsMs 348327 Specdb::CMs 65222 HMDB01916