Florfenicol (CED0003725)

Record Information
Version1.0
Creation Date2016-05-22 05:11:03 UTC
Update Date2026-08-18 17:31:22 UTC
Accession NumberCHEM018359
Identification
Common NameFlorfenicol
ClassSmall Molecule
Description
Florfenicol is an organic compound with the chemical formula C12H14Cl2FNO4S and an average molecular weight of 358.21 g/mol. Florfenicol belongs to the benzenesulfonyl compounds, a subclass of benzene and substituted derivatives within the organic compounds. This compound is found in or released from six recorded sources. Within the category of healthcare, pharmaceuticals, and veterinary products, it is used as an antibiotic. Other recorded sources include drinking water and water supply (drinking water), food, food processing and cookware (processing meats and the preparation of wine or sparkling wine), household cleaning and consumer products (non electric simulated smoking devices), and electrical and electronic equipment (antennas). Recorded exposure routes for florfenicol include oral and inhalation.
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(-)-FlorfenicolChEBI
D-Threo-2,2-dichloro-N-(alpha-(fluoromethyl)-beta-hydroxy-p-(methylsulfonyl)phenethyl)acetamideChEBI
NuflorChEBI
Nuflor goldChEBI
SCH 25298ChEBI
SCH-25298ChEBI
D-Threo-2,2-dichloro-N-(a-(fluoromethyl)-b-hydroxy-p-(methylsulfonyl)phenethyl)acetamideGenerator
D-Threo-2,2-dichloro-N-(a-(fluoromethyl)-b-hydroxy-p-(methylsulphonyl)phenethyl)acetamideGenerator
D-Threo-2,2-dichloro-N-(alpha-(fluoromethyl)-beta-hydroxy-p-(methylsulphonyl)phenethyl)acetamideGenerator
D-Threo-2,2-dichloro-N-(α-(fluoromethyl)-β-hydroxy-p-(methylsulfonyl)phenethyl)acetamideGenerator
D-Threo-2,2-dichloro-N-(α-(fluoromethyl)-β-hydroxy-p-(methylsulphonyl)phenethyl)acetamideGenerator
ChloramphenMeSH
Thiamphenicol, 3-fluoroMeSH
FlorphenicolMeSH
3-FluorothiamphenicolMeSH
2,2-dichloro-N-[(1R,2S)-3-fluoro-1-Hydroxy-1-(4-methylsulphonylphenyl)propan-2-yl]acetamideGenerator
FlorfenicolMeSH
Chemical FormulaC12H14Cl2FNO4S
Average Molecular Mass358.210 g/mol
Monoisotopic Mass357.000 g/mol
CAS Registry Number73231-34-2
IUPAC Name2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]ethanimidic acid
Traditional Nameflorfenicol
SMILES[H][C@@](O)(C1=CC=C(C=C1)S(C)(=O)=O)[C@@]([H])(CF)N=C(O)C(Cl)Cl
InChI IdentifierInChI=1S/C12H14Cl2FNO4S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-15)16-12(18)11(13)14/h2-5,9-11,17H,6H2,1H3,(H,16,18)/t9-,10-/m1/s1
InChI KeyAYIRNRDRBQJXIF-NXEZZACHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonyl compounds
Direct ParentBenzenesulfonyl compounds
Alternative Parents
Substituents
  • Benzenesulfonyl group
  • Sulfone
  • Sulfonyl
  • Secondary alcohol
  • Carboximidic acid
  • Carboximidic acid derivative
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organic oxide
  • Aromatic alcohol
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organochloride
  • Organohalogen compound
  • Alkyl chloride
  • Alcohol
  • Alkyl fluoride
  • Alkyl halide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP1.41ALOGPS
logP1.49ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)1.9ChemAxon
pKa (Strongest Basic)-0.17ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area86.96 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity78.71 m³·mol⁻¹ChemAxon
Polarizability31.42 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrumsplash10-053u-2940000000-92c2497527c29726f568Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-053u-2940000000-92c2497527c29726f568Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4r-0329000000-f3c9a6ba314784cec64eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05ds-1975000000-916dcf7c529e8b283f4aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-06ri-2900000000-4ff799d7ac8e8c247141Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-2349000000-c044673f6ca6bb380940Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-7955000000-bb6e9da1b8d1677f58dbNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-9700000000-474def6bf3be9b152ee1Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
6788.0Log mg/kg[3800:12000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
115Drinking waterDrinking water & water supplyNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
602MolluscicidesAgriculture & land managementNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureProstaglandin G/H synthase 2P79208Ovis ariesPredicted (SEA)68.9744
Procathepsin L structureClick to view 3D structureProcathepsin LP07711HumansPredicted (SEA)489.827
Cathepsin B structureClick to view 3D structureCathepsin BP07858HumansPredicted (SEA)506.098
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)545.1
Click to view 3D structureProstaglandin G/H synthase 1P05979Ovis ariesPredicted (SEA)287.809
Click to view 3D structureProstaglandin G/H synthase 2P70682Cavia porcellusPredicted (SEA)17.6718
Click to view 3D structureProstaglandin G/H synthase 1P22437Mus musculusPredicted (SEA)24.3668
Click to view 3D structureProstaglandin G/H synthase 2Q05769Mus musculusPredicted (SEA)114.205
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P23219HumansPredicted (SEA)528.363
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansPredicted (SEA)4686.83
Cathepsin S structureClick to view 3D structureCathepsin SP25774HumansPredicted (SEA)675.42
Cathepsin K structureClick to view 3D structureCathepsin KP43235HumansPredicted (SEA)622.949
Click to view 3D structureProstaglandin G/H synthase 2O62698Bos taurusPredicted (SEA)21.7978
Click to view 3D structureProstaglandin D2 receptorQ13258HumansPredicted (SEA)379.593
Thromboxane A2 receptor structureClick to view 3D structureThromboxane A2 receptorP21731HumansPredicted (SEA)434.243
Click to view 3D structure5-lipoxygenaseO49150Solanum tuberosumPredicted (SEA)7.23998
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)5347.85
Prostaglandin D2 receptor 2 structureClick to view 3D structureProstaglandin D2 receptor 2Q9Y5Y4HumansPredicted (SEA)314.9
Click to view 3D structureSeed linoleate 13S-lipoxygenase-1P08170Glycine maxPredicted (SEA)22.9655
Prostaglandin E2 receptor EP2 subtype structureClick to view 3D structureProstaglandin E2 receptor EP2 subtypeP43116HumansPredicted (SEA)630.423
Prostaglandin E2 receptor EP4 subtype structureClick to view 3D structureProstaglandin E2 receptor EP4 subtypeP35408HumansPredicted (SEA)699.008
Cruzipain structureClick to view 3D structureCruzipainP25779Trypanosoma cruziPredicted (SEA)666.779
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)2699.97
Prostaglandin E2 receptor EP3 subtype structureClick to view 3D structureProstaglandin E2 receptor EP3 subtypeP43115HumansPredicted (SEA)1041.78
Prostaglandin F2-alpha receptor structureClick to view 3D structureProstaglandin F2-alpha receptorP43088HumansPredicted (SEA)528.129
Concentrations
Not Available
External Links
DrugBank IDDB11413
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkFlorfenicol
Chemspider IDNot Available
ChEBI ID87185
PubChem Compound ID114811
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=25287575
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=25395188
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25567063
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=25572306
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=25612770
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25614968
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25618189
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=25623169
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=25675893
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=25686865
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=25706107
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=25723132
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25744433
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=25771961
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=25827198
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=25830490
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=25886128
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=25886555
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=25891823
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=25913426
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=25973625
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=26025252
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=26049592