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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:00:47 UTC
Update Date2019-07-23 06:29:51 UTC
HMDB IDHMDB0039526
Secondary Accession Numbers
  • HMDB39526
Metabolite Identification
Common NameSarafloxacin
DescriptionSarafloxacin belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group. Based on a literature review a significant number of articles have been published on Sarafloxacin.
Structure
Data?1563863391
Synonyms
ValueSource
6-fluoro-1-(4-Fluorophenyl)-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid, 9ciHMDB
a 57135HMDB
DifloxacineHMDB
DifloxacinoHMDB
DifloxacinumHMDB
Quinolone der.HMDB
SarafloxHMDB
Sarafloxacin hydrochlorideHMDB, MeSH
Sarafloxacin hydrochloride trihydrateHMDB
SarafloxacineHMDB
SarafloxacinoHMDB
SarafloxacinumHMDB
1-(4-Fluorophenyl)-6-fluoro-7-(1-piperazinyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acidMeSH
6-Fluoro-1-(4-fluorophenyl)-7-piperazinyl-1,4-dihydro-4-quinolone-3-carboxylic acidMeSH
1-FPFPOCMeSH
Chemical FormulaC20H17F2N3O3
Average Molecular Weight385.3641
Monoisotopic Molecular Weight385.123797835
IUPAC Name6-fluoro-1-(4-fluorophenyl)-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
Traditional Namesarafloxacin
CAS Registry Number98105-99-8
SMILES
OC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O
InChI Identifier
InChI=1S/C20H17F2N3O3/c21-12-1-3-13(4-2-12)25-11-15(20(27)28)19(26)14-9-16(22)18(10-17(14)25)24-7-5-23-6-8-24/h1-4,9-11,23H,5-8H2,(H,27,28)
InChI KeyXBHBWNFJWIASRO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassPhenylquinolines
Direct ParentPhenylquinolines
Alternative Parents
Substituents
  • Phenylquinoline
  • Quinoline-3-carboxylic acid
  • Fluoroquinolone
  • N-arylpiperazine
  • Aminoquinoline
  • Haloquinoline
  • Dihydroquinolone
  • Dihydroquinoline
  • Pyridine carboxylic acid
  • Pyridine carboxylic acid or derivatives
  • Dialkylarylamine
  • Tertiary aliphatic/aromatic amine
  • Fluorobenzene
  • Halobenzene
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • 1,4-diazinane
  • Piperazine
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous amide
  • Tertiary amine
  • Amino acid or derivatives
  • Amino acid
  • Secondary amine
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Secondary aliphatic amine
  • Monocarboxylic acid or derivatives
  • Organofluoride
  • Organonitrogen compound
  • Organic nitrogen compound
  • Amine
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP10(0.29) g/LALOGPS
logP10(0.56) g/LChemAxon
logS10(-3.6) g/LALOGPS
pKa (Strongest Acidic)5.74ChemAxon
pKa (Strongest Basic)8.68ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area72.88 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity99.9 m³·mol⁻¹ChemAxon
Polarizability37.15 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SarafloxacinOC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O3907.3Standard polar33892256
SarafloxacinOC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O2962.4Standard non polar33892256
SarafloxacinOC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O3740.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Sarafloxacin,1TMS,isomer #1C[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O3352.4Semi standard non polar33892256
Sarafloxacin,1TMS,isomer #2C[Si](C)(C)N1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2=CC=C(F)C=C2)CC13475.3Semi standard non polar33892256
Sarafloxacin,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCN([Si](C)(C)C)CC3)=C(F)C=C2C1=O3463.5Semi standard non polar33892256
Sarafloxacin,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCN([Si](C)(C)C)CC3)=C(F)C=C2C1=O3445.5Standard non polar33892256
Sarafloxacin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O3588.2Semi standard non polar33892256
Sarafloxacin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2=CC=C(F)C=C2)CC13726.5Semi standard non polar33892256
Sarafloxacin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCN([Si](C)(C)C(C)(C)C)CC3)=C(F)C=C2C1=O3894.9Semi standard non polar33892256
Sarafloxacin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2)C2=CC(N3CCN([Si](C)(C)C(C)(C)C)CC3)=C(F)C=C2C1=O3843.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sarafloxacin GC-MS (Non-derivatized) - 70eV, Positivesplash10-066u-1039000000-a33c7148ef4cd3fa18e82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sarafloxacin GC-MS (1 TMS) - 70eV, Positivesplash10-006x-7006900000-a4b6adef90fd97f1dc4f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sarafloxacin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QTOF , positive-QTOFsplash10-000i-0009000000-d47328df5ce72c290c732017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QTOF , positive-QTOFsplash10-000i-0009000000-be757d6bc548f7ae632e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QTOF , positive-QTOFsplash10-0079-0298000000-56c1868d9a505a5ac9402017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QFT , positive-QTOFsplash10-000i-0009000000-41d7e30d2cdfe003d56b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QFT , positive-QTOFsplash10-000f-0019000000-353fd43b65bf2b9df3862017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QFT , positive-QTOFsplash10-000b-0098000000-96ca0f6085a81c7621e22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QFT , positive-QTOFsplash10-0002-0192000000-88be2a87a02807977dc22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QFT , positive-QTOFsplash10-0a4j-0490000000-6e43540b7935c936fc982017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QFT , positive-QTOFsplash10-0a6r-0590000000-cb1034859aef55b5a5272017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QFT , positive-QTOFsplash10-056r-2970000000-c8e1f01af7fe477cadbc2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QFT , positive-QTOFsplash10-0a7i-4940000000-9463f2c28615a52c711d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin LC-ESI-QFT , positive-QTOFsplash10-0a7i-6920000000-a41dfb757e7cae46b5ad2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin 50V, Positive-QTOFsplash10-0079-0298000000-56c1868d9a505a5ac9402021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin 15V, Positive-QTOFsplash10-000i-0009000000-89b950d80390227f227d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin 40V, Positive-QTOFsplash10-000i-0009000000-be757d6bc548f7ae632e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin -1V, Positive-QTOFsplash10-000i-0009000000-ed809227bd635f7c6a202021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin 50V, Positive-QTOFsplash10-0079-0298000000-30cc7f259e5ee68c60782021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin 30V, Positive-QTOFsplash10-000f-0019000000-1f1b488ec73a5ed05f982021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Sarafloxacin 45V, Positive-QTOFsplash10-000b-0089000000-6b716fe8bf8705a5e3232021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sarafloxacin 10V, Positive-QTOFsplash10-000i-0009000000-aa13a4a6acf2928ed98e2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sarafloxacin 20V, Positive-QTOFsplash10-00ko-0009000000-9254111c400ce8c4b7232016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sarafloxacin 40V, Positive-QTOFsplash10-05i3-3019000000-dc7eb9196ee35e8147382016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sarafloxacin 10V, Negative-QTOFsplash10-000x-0009000000-ddabba00488fda612d152016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sarafloxacin 20V, Negative-QTOFsplash10-0006-0009000000-3e0ebdc7745a77daf20e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sarafloxacin 40V, Negative-QTOFsplash10-0006-8179000000-df189f37622a1f1ac0792016-08-03Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB11491
Phenol Explorer Compound IDNot Available
FooDB IDFDB019139
KNApSAcK IDNot Available
Chemspider ID50727
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSarafloxacin
METLIN IDNot Available
PubChem Compound25273230
PDB IDNot Available
ChEBI IDNot Available
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 References
  1. Authors unspecified: Evaluation of certain veterinary drug residues in food. Fiftieth report of the joint FAO/WHO Expert Committee on Food Additives. World Health Organ Tech Rep Ser. 1999;888:i-vii, 1-95. [PubMed:10416362 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .