Compound: oxolinic acid
SMILES: O=c1c(C(=O)O)cn(CC)c2c1cc3OCOc3c2
InChIKey: KYGZCKSPAKDVKC-UHFFFAOYSA-N
Synonyms: oxolinic acid, 14698-29-4, Utibid, Prodoxal, Ossian, Pietil, Acido oxolinico, Acide oxolinique, Acidum oxolinicum, NSC-110364, W 4565, Aqualinic, 5-Ethyl-8-oxo-5,8-dihydro[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid, 5-ethyl-8-oxo-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid, 1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylic acid, 1-Ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylic acid, 5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo(4,5-g)quinoline-7-carboxylic acid, L0A22B22FT, DTXSID1021089, CHEBI:138856, NSC110364, W-4565, 1,3-Dioxolo(4,5-g)quinoline-7-carboxylic acid, 5-ethyl-5,8-dihydro-8-oxo-, DTXCID101089, 1,3-Dioxolo[4,5-g]quinoline-7-carboxylic acid, 5-ethyl-5,8-dihydro-8-oxo-, 5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylic acid, Acid, Oxolinic, 5-ethyl-8-oxo-(1,3)dioxolo(4,5-g)quinoline-7-carboxylic acid, 5-ethyl-8-oxo-5,8-dihydro(1,3)dioxolo(4,5-g)quinoline-7-carboxylic acid, Oxolinate, Sodium, RefChem:55790, J01MB05, 5-Ethyl-8-oxo-5,8-dihydro (1,3) dioxolo (4,5-g) quinoline-7-carboxylic acid, 238-750-8, Nidantin, Dioxacin, Emyrenil, Prodoxol, Starner, Uroxol, Gramurin, Oksaren, Oxolinic, Ultibid, Uritrate, Urotrate, Oxoboi, Uro-alvar, 5-Ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid, Urinox, MFCD00056775, Oxolinic acid impurity B, NSC 110364, NCGC00015762-06, Cistopax, Orthurine, Tiurasin, Acido ossolico, CAS-14698-29-4, 5,8-Dihydro-5-ethyl-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylic acid, F3351-0487, Acido ossolico [DCIT], 5-ethyl-8-oxo-5-hydro-2H-1,3-dioxoleno[4,5-g]quinoline-7-carboxylic acid, Acide oxolinique [INN-French], Acido oxolinico [INN-Spanish], Acidum oxolinicum [INN-Latin], CCRIS 6301, HSDB 3243, SR-01000076042, EINECS 238-750-8, S-0208, BRN 0620635, UNII-L0A22B22FT, Inoxyl, oxolinic-acid, Prodoxol;, Utibid;, Oxolinic acid [USAN:INN:BAN], Aqualinic (TN), Oxolinic acid CRS, quinolone antibiotic, Prestwick_629, Spectrum_001397, Prestwick0_000193, Prestwick1_000193, Prestwick2_000193, Prestwick3_000193, Spectrum2_000933, Spectrum3_001490, Spectrum4_000073, Spectrum5_001176, Lopac-O-0877, Oxolinic acid (Standard), Epitope ID:768770, OXOLINIC ACID [MI], Oxolinic acid (USAN/INN), OXOLINIC ACID [INN], Lopac0_000952, Oprea1_169598, SCHEMBL24445, BSPBio_000145, BSPBio_003079, KBioGR_000625, KBioSS_001877, OXOLINIC ACID [HSDB], OXOLINIC ACID [USAN], MLS000028501, DivK1c_000659, SPECTRUM1502030, SPBio_000866, SPBio_002066, OXOLINIC ACID [MART.], BPBio1_000161, CHEMBL416755, orb1309290, orb3025228, OXOLINIC ACID [WHO-DD], SCHEMBL29420856, GTPL12999, HMS502A21, HY-B1002R, KBio1_000659, KBio2_001877, KBio2_004445, KBio2_007013, KBio3_002579, MSK5745, NINDS_000659, GLXC-06138, HMS1568H07, HMS1921F12, HMS2092P09, HMS2095H07, HMS3262P06, HMS3712H07, Oxolinic acid, analytical standard, Pharmakon1600-01502030, Oxolinic acid, quinolone antibiotic, SMSSF-0444094, HY-B1002, Tox21_110216, Tox21_202787, Tox21_500952, AC8065, BBL009934, CCG-39666, NSC758177, OXOLINIC ACID [EP MONOGRAPH], s4537, SBB012469, STK801351, AKOS000282622, Tox21_110216_1, CS-4499, DB13627, EBC-380044, LP00952, NSC-758177, SDCCGSBI-0050926.P004, 5-ETHYL-8-OXO-2H,5H,8H-[1,3]DIOXOLO[4,5-G]QUINOLINE-7-CARBOXYLIC ACID, IDI1_000659, NCGC00015762-01, NCGC00015762-02, NCGC00015762-03, NCGC00015762-04, NCGC00015762-05, NCGC00015762-07, NCGC00015762-08, NCGC00015762-09, NCGC00015762-10, NCGC00015762-11, NCGC00015762-13, NCGC00015762-17, NCGC00093361-02, NCGC00093361-03, NCGC00093361-04, NCGC00093361-05, NCGC00260333-01, NCGC00261637-01, AS-12087, CN-66706, SMR000058314, ST067125, SY066716, SBI-0050926.P003, DB-042865, EU-0100952, NS00010598, VU0243182-3, D02301, O 0877, WLN: T C566 DO FO JN MV EHJ J2 LVQ, F242886, Q287840, SR-01000076042-1, SR-01000076042-4, SR-01000076042-6, BRD-K73394555-001-08-6, BRD-K73394555-237-01-1, 5-Ethyl-5,3-dioxolo[4,5-g]quinoline-7-carboxylic acid, 1-Ethyl-1,7-methylenedioxy-4-oxo-3-quinolinecarboxylic acid, Oxolinic acid, European Pharmacopoeia (EP) Reference Standard, 1,5-g]quinoline-7-carboxylic acid, 5-ethyl-5,8-dihydro-8-oxo-, 1.4-Dihydro-1-ethyl-6,7-methylenedioxy-4-oxoquinoline-3-carboxylic acid, 5-ETHYL-5,8-DIHYDRO-8-OXO(1,3)DIOXOLO(4,5-G)QUINOLINE-7-CARBOXYLIC ACID, 5-Ethyl-8-oxo-5,8-dihydro-2H-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid, 5-Ethyl-8-oxo-5,8-dihydro[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid #, W-4565; 5,8-Dihydro-5-ethyl-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylic acid, 10-ethyl-13-oxo-4,6-dioxa-10-azatricyclo[7.4.0.0(3),]trideca-1,3(7),8,11-tetraene-12-carboxylic acid, InChI=1/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
Theoretical properties:
molecular_formula: C13H11NO5
molecular_weight: 261.23 g/mol
exact_mass: 261.06372245 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 19
topological_polar_surface_area: 76.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: CRYSTALS FROM DIMETHYLFORMAMIDE
color: CRYSTALS FROM DIMETHYLFORMAMIDE
melting_point: 314-316 °C
Descriptions:
pubchem: 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 enzyme inhibitor, an antimicrobial agent, an antiinfective agent, an antifungal agent and an antibacterial drug. 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.
chebi: 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.
chembl: OXOLINIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Oxolinic acid is a quinolone antibiotic developed in Japan in the 1970s. Dosages 12–20 mg/kg orally administered for five to ten days.  The antibiotic works by inhibiting the enzyme DNA gyrase. It also acts as a dopamine reuptake inhibitor and has stimulant effects in mice.