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Record Information
Version3.6
Creation Date2012-09-06 15:00:13 UTC
Update Date2016-02-11 01:27:31 UTC
HMDB IDHMDB13852
Secondary Accession NumbersNone
Metabolite Identification
Common NameSulfamethoxazole N4-hydroxylamine
DescriptionSulfamethoxazole N4-hydroxylamine is a metabolite of Sulfamethoxazole. Sulfamethoxazole n4-hydroxylamine belongs to the family of Acyclic Alkanes. These are acyclic hydrocarbons consisting only of n carbon atoms and m hydrogen atoms where m=2*n + 2.
Structure
Thumb
Synonyms
ValueSource
4-(hydroxyamino)-N-(5-Methyl-3-isoxazolyl)benzenesulfonamideChEBI
SMX-HAChEBI
SMX-NHOHChEBI
4-(hydroxyamino)-N-(5-Methyl-3-isoxazolyl)benzenesulphonamideGenerator
Sulphamethoxazole hydroxylamineGenerator
Chemical FormulaC10H11N3O4S
Average Molecular Weight269.277
Monoisotopic Molecular Weight269.047026545
IUPAC Name4-(hydroxyamino)-N-(5-methyl-1,2-oxazol-3-yl)benzene-1-sulfonamide
Traditional Namesulfamethoxazole hydroxylamine
CAS Registry NumberNot Available
SMILES
CC1=CC(NS(=O)(=O)C2=CC=C(NO)C=C2)=NO1
InChI Identifier
InChI=1S/C10H11N3O4S/c1-7-6-10(12-17-7)13-18(15,16)9-4-2-8(11-14)3-5-9/h2-6,11,14H,1H3,(H,12,13)
InChI KeyInChIKey=MJAMPGKHIZXVFJ-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
  • N-organohydroxylamine
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Drug metabolite
  • Endogenous
Biofunction
  • Waste products
Application
  • Pharmaceutical, waste
Cellular locations
  • Extracellular
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.68 mg/mLALOGPS
logP0.99ALOGPS
logP1.13ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)6.07ChemAxon
pKa (Strongest Basic)3.41ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area104.46 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.78 m3·mol-1ChemAxon
Polarizability25.26 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Extracellular
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot ApplicableNot AvailableNot AvailableTaking drug identified by DrugBank entry
  • Not Applicable
details
UrineExpected but not QuantifiedNot ApplicableNot AvailableNot AvailableTaking drug identified by DrugBank entry
  • Not Applicable
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDDBMET00015
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB000755
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB13852
Metagene LinkHMDB13852
METLIN IDNot Available
PubChem Compound114821
PDB IDNot Available
ChEBI ID53016
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available