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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:00:14 UTC
Update Date2019-07-23 05:59:24 UTC
HMDB IDHMDB0013854
Secondary Accession Numbers
  • HMDB13854
Metabolite Identification
Common NameN4-Acetylsulfamethoxazole
DescriptionN4-Acetylsulfamethoxazole is a metabolite of Sulfamethoxazole. N4-acetylsulfamethoxazole belongs to the family of Anilides. These are organic compounds derived from oxoacids RkE(=O)l(OH)m by replacing an OH group by the NHPh group or derivative formed by ring substitution[1].
Structure
Data?1563861564
Synonyms
ValueSource
4'-((5-Methyl-3-isoxazolyl)sulfamoyl)acetanilideChEBI
AcetylsulfamethoxazoleChEBI
GantanolChEBI
N4-AcetylsulfamethoxazoleChEBI
N(4)-AcetylsulfisomezoleChEBI
N(4)-AcetylsulfulfamethoxazoleChEBI
SMX-AcetateChEBI
Sulfamethoxazole acetateChEBI
Sulfisomezole-N(4)-acetateChEBI
4'-((5-Methyl-3-isoxazolyl)sulphamoyl)acetanilideGenerator
AcetylsulphamethoxazoleGenerator
N4-AcetylsulphamethoxazoleGenerator
N(4)-AcetylsulphisomezoleGenerator
N(4)-AcetylsulphulfamethoxazoleGenerator
SMX-Acetic acidGenerator
Sulfamethoxazole acetic acidGenerator
Sulphamethoxazole acetateGenerator
Sulphamethoxazole acetic acidGenerator
Sulfisomezole-N(4)-acetic acidGenerator
Sulphisomezole-N(4)-acetateGenerator
Sulphisomezole-N(4)-acetic acidGenerator
N-{4-[(5-methylisoxazol-3-yl)sulfamoyl]phenyl}acetamideHMDB
N4-AcetylsulfisomezoleHMDB
N4-AcetylsulfulfamethoxazoleHMDB
Sulfisomezole-N4-acetateHMDB
Chemical FormulaC12H13N3O4S
Average Molecular Weight295.314
Monoisotopic Molecular Weight295.062676609
IUPAC NameN-{4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl}ethanimidic acid
Traditional NameN(sup 4)-acetylsulfisomezole
CAS Registry Number21312-10-7
SMILES
CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NOC(C)=C1
InChI Identifier
InChI=1S/C12H13N3O4S/c1-8-7-12(14-19-8)15-20(17,18)11-5-3-10(4-6-11)13-9(2)16/h3-7H,1-2H3,(H,13,16)(H,14,15)
InChI KeyGXPIUNZCALHVBA-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Imidolactam
  • Heteroaromatic compound
  • Aminosulfonyl compound
  • Sulfonyl
  • Sulfonic acid derivative
  • Sulfonamide
  • Oxazole
  • Isoxazole
  • Azole
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid derivative
  • Carboximidic acid
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.86Extrapolated
Predicted Properties
PropertyValueSource
Water Solubility0.25 g/LALOGPS
logP1.13ALOGPS
logP1.58ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)5.68ChemAxon
pKa (Strongest Basic)0.78ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area104.79 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity75.41 m³·mol⁻¹ChemAxon
Polarizability28.51 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f6t-9360000000-1c2a094865717e2eaddeJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0002-9231000000-4a60dfa1fba628eae89eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0007-0490000000-52c719984f40afb2fe69JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0900000000-885f5298dc9cac736ad2JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-001i-0900000000-3845d94430e55b3672ceJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-001i-0900000000-0f28bd7306e116b23664JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0900000000-a931f6f79851f6517143JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0006-0390000000-dba8d5adc6ad93ec8917JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0900000000-72a1ece66e1150c7e39eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000t-0900000000-a95d8aa5899e8bda0fe6JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-0900000000-34815ffdbcd4883ad2ddJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-1900000000-1f10de1f050b43bd0fc4JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000x-6900000000-6d4e7909426bd265f9caJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0006-0290000000-71d5ce544864c89f38cdJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0900000000-43bf3d487b565393cd9eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000t-0900000000-b0416b270d76be397989JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-0900000000-25b614db8f59a5f5db39JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-2900000000-626694102c1eea16e5a6JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0900000000-7ce29f406bc6d908f6eaJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0900000000-5c819656360e2573a7d6JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0900000000-59a88d63e4fe9a3c607fJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0900000000-dafe8db52ffd9aba90dbJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0002-0090000000-dbdf81cedd451fbecf90JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0002-0940000000-7aeaac18bb12eed8efc0JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001j-0900000000-dfa2b385ed090efc32f2JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001j-0900000000-31016a4897f3a03c1868JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001j-0900000000-9c81e37f34949cbc56adJSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry details
UrineExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID58771
KEGG Compound IDC13061
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound80641
PDB IDNot Available
ChEBI ID31169
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available