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Oxolinic acid

CAT: 0013-GTR19163154-02Size: 1 gDry Ice: NoHazardous: No
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Description
Oxolinic acid is a potent inhibitor of DNA gyrase and DNA synthesis, lead to DNA cleavage when extracted chromosomes are incubated with sodium dodecyl sulfate. (In Vitro) :Oxolinic acid (2-5 ug/mL) inhibits 115 strains of E. coli.Oxolinic acid (0-31 ug/mL) inhibits 94 % of the 44 strains of Proteus mirabilis .Oxolinic acid (>5 ug/mL) inhibits all strains of Strept. Faecalis.Oxolinic acid (>2 ug/mL) causes chromosomal DNA supercoiling to decrease in the two wild-type E. coli K-12 strains tested, DM4100 and NI747.Oxolinic acid reduces chromosomal DNA supercoiling and inhibits RNA synthesis in E. coli. (In Vivo) :Oxolinic acid (32 mg/kg; i.p.) induces hyperactivity in mice.
CAS Number
14698-29-4
Product Name Alternative
NSC 110364 | Urinox
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
Water: 0.003mg/L
Smiles
O=C (C1=CN (CC) C2=CC (OCO3) =C3C=C2C1=O) O
Molecular Formula
C13H11NO5
Molecular Weight
261.24
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
5-Ethyl-8-oxo-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid

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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