Record Information
Version1.0
Creation date2011-09-21 00:32:14 UTC
Update date2015-07-21 06:57:47 UTC
Primary IDFDB023600
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameValdecoxib
DescriptionValdecoxib, also known as bextra or kudeq, belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. Valdecoxib is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number181695-72-7
Structure
Thumb
Synonyms
SynonymSource
4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonamideChEBI
BextraChEBI
p-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonamideChEBI
ValdecoxibumChEBI
4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulphonamideGenerator
p-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulphonamideGenerator
COXHMDB
KudeqHMDB
ValdynHMDB
ValecoxibHMDB
Pfizer brand OF valdecoxibHMDB
P-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonamideChEBI
P-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulphonamideGenerator
Valdecoxibhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.035 g/LALOGPS
logP3.32ALOGPS
logP2.82ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)10.06ChemAxon
pKa (Strongest Basic)0.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area86.19 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity84.71 m³·mol⁻¹ChemAxon
Polarizability31.76 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H14N2O3S
IUPAC name4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzene-1-sulfonamide
InChI IdentifierInChI=1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)
InChI KeyLNPDTQAFDNKSHK-UHFFFAOYSA-N
Isomeric SMILESCC1=C(C(=NO1)C1=CC=CC=C1)C1=CC=C(C=C1)S(N)(=O)=O
Average Molecular Weight314.359
Monoisotopic Molecular Weight314.072513014
Classification
Description Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonamides
Direct ParentBenzenesulfonamides
Alternative Parents
Substituents
  • Benzenesulfonamide
  • Benzenesulfonyl group
  • Organosulfonic acid amide
  • Azole
  • Isoxazole
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Heteroaromatic compound
  • Aminosulfonyl compound
  • Sulfonyl
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSValdecoxib, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01qa-0290000000-adad99d8d7c023e6f63bSpectrum
Predicted GC-MSValdecoxib, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0089-2930000000-dac70ddadd2ffd150b22Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-014i-0439000000-984ffa23e74fb8949b56Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-014i-0439000000-8928b5e8f850f43f1430Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-0089-2930000000-dac70ddadd2ffd150b22Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-001i-0941000000-0931692fec04d3e19f52Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-03di-0689000000-764e252bae3ae694704aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0019000000-596b73746ee066f35968Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0049000000-818c4a70e42df2b88f8aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbi-0390000000-13714d8251c6a02a4053Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-a2f711c3743b82164d6dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0029000000-2ac37e780c7fe646fc3eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9460000000-fb4b9f778483757805eaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-fa0317e9dc89d23da23aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0009000000-fa0317e9dc89d23da23aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9611000000-28d2f85d0f3c715b52faSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-bba9fedad3067bb6377eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0039000000-4c17bb46a939879efeeaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-2960000000-ea456b0a645f35565a29Spectrum
NMRNot Available
ChemSpider ID106796
ChEMBL IDCHEMBL865
KEGG Compound IDNot Available
Pubchem Compound ID119607
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB00580
HMDB IDHMDB05033
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDCOX
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDValdecoxib
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference