Thiamphenicol (CHEM016423)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:31:15 UTC
Update Date2016-11-09 01:15:23 UTC
Accession NumberCHEM016423
Identification
Common NameThiamphenicol
ClassSmall Molecule
Description
Contaminant Sources
  • STOFF IDENT Compounds
  • Suspected Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(+)-ThiamphenicolChEBI
ArmaiChEBI
D-(+)-Threo-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-(methylsulfonyl)phenethyl)acetamideChEBI
ThiocymetinChEBI
DexawinKegg
D-(+)-Threo-2,2-dichloro-N-(b-hydroxy-a-(hydroxymethyl)-p-(methylsulfonyl)phenethyl)acetamideGenerator
D-(+)-Threo-2,2-dichloro-N-(b-hydroxy-a-(hydroxymethyl)-p-(methylsulphonyl)phenethyl)acetamideGenerator
D-(+)-Threo-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-(methylsulphonyl)phenethyl)acetamideGenerator
D-(+)-Threo-2,2-dichloro-N-(β-hydroxy-α-(hydroxymethyl)-p-(methylsulfonyl)phenethyl)acetamideGenerator
D-(+)-Threo-2,2-dichloro-N-(β-hydroxy-α-(hydroxymethyl)-p-(methylsulphonyl)phenethyl)acetamideGenerator
VicemycetinMeSH
ThiomycetinMeSH
DextrosulfenidolMeSH
ThiophenicolMeSH
UrfamycinMeSH
RaceophenidolMeSH
ThiamcolMeSH
Sanofi brand OF thiamphenicolMeSH
Zambon brand OF thiamphenicolMeSH
Chemical FormulaC12H15Cl2NO5S
Average Molecular Mass356.222 g/mol
Monoisotopic Mass355.005 g/mol
CAS Registry Number15318-45-3
IUPAC Name2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide
Traditional Namethiamphenicol
SMILES[H][C@](CO)(NC(=O)C(Cl)Cl)[C@]([H])(O)C1=CC=C(C=C1)S(C)(=O)=O
InChI IdentifierInChI=1S/C12H15Cl2NO5S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-16)15-12(18)11(13)14/h2-5,9-11,16-17H,6H2,1H3,(H,15,18)/t9-,10-/m1/s1
InChI KeyOTVAEFIXJLOWRX-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
  • Carboxamide group
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Alcohol
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary alcohol
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Alkyl halide
  • Alkyl chloride
  • 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
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.27 g/LALOGPS
logP0.33ALOGPS
logP-0.22ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)7.65ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area103.7 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity79.88 m³·mol⁻¹ChemAxon
Polarizability32.29 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0a4i-0649000000-3f7e62d09a29a445c8a6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0002-2931000000-1f1691e17ae627c7d762Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4i-0649000000-3f7e62d09a29a445c8a6Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0002-2931000000-1f1691e17ae627c7d762Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0119000000-d79b9cd923b41085e791Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0697000000-5d2f4906b775ca05b56aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03fr-2930000000-c1620ac7ed346ef97c7dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1249000000-15a531c5279040580bd0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-6945000000-a470bfa27bf9e1406426Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9600000000-631e16b07c1556c258adSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB08621
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 LinkThiamphenicol
Chemspider IDNot Available
ChEBI ID32215
PubChem Compound ID27200
Kegg Compound IDC12853
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available