1.0 2018-10-03 16:33:30 UTC 2020-06-04 19:11:09 UTC BMDB0063613 BMDB63613 Oxolinic Acid Oxolinic acid is a quinolinemonocarboxylic acid having the carboxy group at position 7 as well as oxo and ethyl groups at positions 4 and 1 respectively and a dioxolo ring fused at the 5- and 6-positions. A synthetic antibiotic, it is used in veterinary medicine for the treatment of bacterial infections in cattle, pigs and poultry. It has a role as an antiinfective agent, an antibacterial drug, an enzyme inhibitor, an antimicrobial agent and an antifungal agent. It is a quinolinemonocarboxylic acid, an organic heterotricyclic compound, an aromatic carboxylic acid, an oxacycle and a quinolone antibiotic. It is a conjugate acid of an oxolinate. 1-Ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylic acid 1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylic acid 5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo(4,5-g)quinoline-7-carboxylic acid Acide oxolinique Acido oxolinico Acidum oxolinicum OA Aqualinic 1-Ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylate 1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylate 5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo(4,5-g)quinoline-7-carboxylate Oxolinate Acid, oxolinic Gramurin Oxolinate, sodium Sodium oxolinate C13H11NO5 261.2301 261.063722467 5-ethyl-8-oxo-2H,5H,8H-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid ossian 14698-29-4 CCN1C=C(C(O)=O)C(=O)C2=CC3=C(OCO3)C=C12 InChI=1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17) KYGZCKSPAKDVKC-UHFFFAOYSA-N belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Organic compounds Organoheterocyclic compounds Quinolines and derivatives Quinoline carboxylic acids Quinoline carboxylic acids Acetals Azacyclic compounds Benzenoids Benzodioxoles Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Hydroquinolines Hydroquinolones Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pyridinecarboxylic acids Vinylogous amides Acetal Aromatic heteropolycyclic compound Azacycle Benzenoid Benzodioxole Carboxylic acid Carboxylic acid derivative Dihydroquinoline Dihydroquinolone Heteroaromatic compound Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pyridine Pyridine carboxylic acid Pyridine carboxylic acid or derivatives Quinoline-3-carboxylic acid Vinylogous amide Aromatic heteropolycyclic compounds Quinone fungicides aromatic carboxylic acid organic heterotricyclic compound oxacycle quinolinemonocarboxylic acid quinolone antibiotic logp 0.86 ALOGPS logs -2.14 ALOGPS logp 1.35 ChemAxon pka_strongest_acidic 5.58 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac 5-ethyl-8-oxo-2H,5H,8H-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid ChemAxon average_mass 261.2301 ChemAxon mono_mass 261.063722467 ChemAxon smiles CCN1C=C(C(O)=O)C(=O)C2=CC3=C(OCO3)C=C12 ChemAxon formula C13H11NO5 ChemAxon inchi InChI=1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17) ChemAxon inchikey KYGZCKSPAKDVKC-UHFFFAOYSA-N ChemAxon polar_surface_area 76.07 ChemAxon refractivity 65.84 ChemAxon polarizability 25.52 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 114731 Specdb::CMs 128875 Specdb::CMs 953121 Specdb::CMs 953122 Specdb::MsMs 99222 Specdb::MsMs 99223 Specdb::MsMs 99224 Specdb::MsMs 164334 Specdb::MsMs 164335 Specdb::MsMs 164336 Specdb::MsMs 440778 Specdb::MsMs 440779 Specdb::MsMs 440780 Specdb::MsMs 444455 Specdb::MsMs 444456 Specdb::MsMs 444457 Specdb::MsMs 444458 Specdb::MsMs 444459 Specdb::MsMs 444460 Specdb::MsMs 444461 Specdb::MsMs 444462 Specdb::MsMs 444463 Specdb::MsMs 2227248 Specdb::MsMs 2229649 Specdb::MsMs 2229822 Specdb::MsMs 2235882 Specdb::MsMs 2237517 Specdb::MsMs 2244127 Specdb::MsMs 2245948 Milk 0.0356 - 0.0582 uM Whole milk Chen D, Yu J, Tao Y, Pan Y, Xie S, Huang L, Peng D, Wang X, Wang Y, Liu Z, Yuan Z: Qualitative screening of veterinary anti-microbial agents in tissues, milk, and eggs of food-producing animals using liquid chromatography coupled with tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Apr 1;1017-1018:82-88. doi: 10.1016/j.jchromb.2016.02.037. Epub 2016 Mar 3. 26950031 DB13627 4467 C11342 138856 Oxolinic_acid Chen D, Yu J, Tao Y, Pan Y, Xie S, Huang L, Peng D, Wang X, Wang Y, Liu Z, Yuan Z: Qualitative screening of veterinary anti-microbial agents in tissues, milk, and eggs of food-producing animals using liquid chromatography coupled with tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Apr 1;1017-1018:82-88. doi: 10.1016/j.jchromb.2016.02.037. Epub 2016 Mar 3. 26950031