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Oxolinic acid

CAT: 0013-GTR19177157-02Size: 5 gDry Ice: NoHazardous: No
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CAT#:0013-GTR19177157-02Size:5 g
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Description
Oxolinic acid, a synthetic quinolone antimicrobial related to nalidixic acid, is used to treat urinary tract infections. It serves as a research tool for studying bacterial DNA gyrase inhibition in both in vitro assays and in vivo infection models.
CAS Number
14698-29-4
Product Name Alternative
Antimicrobial, Antibiotic, Bacterial, bacterial DNA gyrase, Dopamine Receptor, dopamine, dopamine uptake, DopamineReceptor, DNASynthesis, DNA synthesis, DNA Synthesis, DNA/RNA Synthesis, DNA/RNA, Dioxacin, Oxolinic acid, Nidantin, infections, inhibit, NSC110364, NSC-110364, NSC 110364, Emyrenil, Inhibitor, synthesis, tract, RNASynthesis, RNA Synthesis, urinary, Urinox, uptake
Field of Research
Cell Biology, Infectious Disease & Virology, Molecular Biology, Neuroscience, Pharmacology & Drug Discovery
Purity
98.15% (May vary between batches)
Solubility
DMSO:< 1 mg/mL (insoluble or slightly soluble)
Smiles
CCn1cc (C (O) =O) c (=O) c2cc3OCOc3cc12
Molecular Formula
C13H11NO5
Molecular Weight
261.23
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

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 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.

CAS Number14698-29-4
PubChem CID4628
IUPAC Name5-ethyl-8-oxo-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
Molecular FormulaC13H11NO5
Molecular Weight261.23
XLogP-0.2
Topological Polar Surface Area76.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Heavy Atom Count19
Formal Charge0
Complexity446
SMILES
CCN1C=C(C(=O)C2=CC3=C(C=C21)OCO3)C(=O)O
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)
InChIKey
KYGZCKSPAKDVKC-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Oxolinic Acid
CAS: 14698-29-4
CID: 4628
Formula: C13H11NO5
MW: 261.23
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight261.23
XLogP3-0.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass261.06372245
Monoisotopic Mass261.06372245
Topological Polar Surface Area76.1 Ų
Heavy Atom Count19
Formal Charge0
Complexity446
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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