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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:48 UTC
HMDB IDHMDB0014955
Secondary Accession Numbers
  • HMDB14955
Metabolite Identification
Common NameRosoxacin
DescriptionRosoxacin, also known as roxadyl or eradacil, 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. Rosoxacin is a drug which is used for the treatment of bacterial infection of respiratory tract, urinary tract, gi, cns and immuno compromised patients. Based on a literature review a significant number of articles have been published on Rosoxacin.
Structure
Data?1582753241
Synonyms
ValueSource
1-Ethyl-1,4-dihydro-4-oxo-7-(4-pyridyl)-3-quinolinecarboxylic acidChEBI
EradacilChEBI
RosoxacinaChEBI
RosoxacineChEBI
RosoxacinumChEBI
RoxadylChEBI
Win 35,213ChEBI
Win 35213ChEBI
Win-35,213ChEBI
ROSKegg
1-Ethyl-1,4-dihydro-4-oxo-7-(4-pyridyl)-3-quinolinecarboxylateGenerator
AcrosoxacinHMDB
EracineHMDB
EradacinHMDB
Chemical FormulaC17H14N2O3
Average Molecular Weight294.3047
Monoisotopic Molecular Weight294.100442324
IUPAC Name1-ethyl-4-oxo-7-(pyridin-4-yl)-1,4-dihydroquinoline-3-carboxylic acid
Traditional Namerosoxacin
CAS Registry Number40034-42-2
SMILES
CCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C1
InChI Identifier
InChI=1S/C17H14N2O3/c1-2-19-10-14(17(21)22)16(20)13-4-3-12(9-15(13)19)11-5-7-18-8-6-11/h3-10H,2H2,1H3,(H,21,22)
InChI KeyXBPZXDSZHPDXQU-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassQuinoline carboxylic acids
Direct ParentQuinoline carboxylic acids
Alternative Parents
Substituents
  • Quinoline-3-carboxylic acid
  • 4-phenylpyridine
  • Dihydroquinolone
  • Dihydroquinoline
  • Pyridine carboxylic acid
  • Pyridine carboxylic acid or derivatives
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Azacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point290 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.1 g/LNot Available
LogP3Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP1.85ALOGPS
logP1.9ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)6.18ChemAxon
pKa (Strongest Basic)4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area70.5 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity83.06 m³·mol⁻¹ChemAxon
Polarizability30.8 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+169.14731661259
DarkChem[M-H]-170.72231661259
DeepCCS[M+H]+168.60730932474
DeepCCS[M-H]-166.24930932474
DeepCCS[M-2H]-200.2530932474
DeepCCS[M+Na]+175.47730932474
AllCCS[M+H]+168.132859911
AllCCS[M+H-H2O]+164.432859911
AllCCS[M+NH4]+171.532859911
AllCCS[M+Na]+172.532859911
AllCCS[M-H]-172.432859911
AllCCS[M+Na-2H]-171.832859911
AllCCS[M+HCOO]-171.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
RosoxacinCCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C13574.4Standard polar33892256
RosoxacinCCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C12480.0Standard non polar33892256
RosoxacinCCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C13435.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Rosoxacin,1TMS,isomer #1CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC=C(C3=CC=NC=C3)C=C212970.1Semi standard non polar33892256
Rosoxacin,1TBDMS,isomer #1CCN1C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C2=CC=C(C3=CC=NC=C3)C=C213201.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Rosoxacin GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-0090000000-7e0bd8194d1adb5fe0292017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rosoxacin GC-MS (1 TMS) - 70eV, Positivesplash10-0fmr-6079000000-2ba3c64a605acb5ff4a52017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rosoxacin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 10V, Positive-QTOFsplash10-0002-0090000000-80bec9db4b5b0ea5a2d92016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 20V, Positive-QTOFsplash10-002b-0090000000-a4c840a90ca4190dd8112016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 40V, Positive-QTOFsplash10-009t-0190000000-42a31a5f7cc8be8af7d32016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 10V, Negative-QTOFsplash10-0005-0090000000-59e9f9ded9c1e8a307ab2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 20V, Negative-QTOFsplash10-0002-0090000000-b3df361eca124fa9731b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 40V, Negative-QTOFsplash10-00di-0190000000-462ac758bdbe38b32a6b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 10V, Positive-QTOFsplash10-004j-0090000000-42218ebe6dbbe3639d432021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 20V, Positive-QTOFsplash10-004i-0090000000-7a5855766b659a43d84c2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 40V, Positive-QTOFsplash10-000t-0490000000-d8b888d1da80be53253b2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 10V, Negative-QTOFsplash10-0007-0090000000-512c97fca889a1cbd5f82021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 20V, Negative-QTOFsplash10-00di-0090000000-49789e5851645b39306d2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosoxacin 40V, Negative-QTOFsplash10-05fr-0190000000-7f77f4e1de2fc385511d2021-10-11Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00817 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00817 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00817
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDC00016780
Chemspider ID253208
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkRosoxacin
METLIN IDNot Available
PubChem Compound287180
PDB IDNot Available
ChEBI ID131715
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available