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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 20:16:44 UTC
Update Date2021-09-26 23:15:39 UTC
HMDB IDHMDB0258622
Secondary Accession NumbersNone
Metabolite Identification
Common NameSultiame
DescriptionSulthiame, also known as ospolot, belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1. Based on a literature review very few articles have been published on Sulthiame. This compound has been identified in human blood as reported by (PMID: 31557052 ). Sultiame is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Sultiame is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
SultiameKegg
OspolotKegg
SultiamMeSH
4-(1,1-Dioxo-1λ⁶,2-thiazinan-2-yl)benzene-1-sulphonamideGenerator
SulthiameMeSH
p-(Tetrahydro-2H-1,2-thiazin-2-yl)benzenesulfonamide, S,S-dioxideMeSH
Chemical FormulaC10H14N2O4S2
Average Molecular Weight290.359
Monoisotopic Molecular Weight290.039498326
IUPAC Name4-(1,1-dioxo-1λ⁶,2-thiazinan-2-yl)benzene-1-sulfonamide
Traditional Namesulthiame
CAS Registry NumberNot Available
SMILES
NS(=O)(=O)C1=CC=C(C=C1)N1CCCCS1(=O)=O
InChI Identifier
InChI=1S/C10H14N2O4S2/c11-18(15,16)10-5-3-9(4-6-10)12-7-1-2-8-17(12,13)14/h3-6H,1-2,7-8H2,(H2,11,15,16)
InChI KeyHMHVCUVYZFYAJI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassSulfanilides
Direct ParentSulfanilides
Alternative Parents
Substituents
  • Benzenesulfonamide
  • Sulfanilide
  • Benzenesulfonyl group
  • Delta-sultam
  • Organic sulfonic acid amide
  • Organosulfonic acid amide
  • 1,2-thiazinane
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Aminosulfonyl compound
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organosulfur compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.37ALOGPS
logP-0.27ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)10.55ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area97.54 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity67.46 m³·mol⁻¹ChemAxon
Polarizability28.1 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+158.3730932474
DeepCCS[M-H]-156.01230932474
DeepCCS[M-2H]-188.99330932474
DeepCCS[M+Na]+164.46330932474
AllCCS[M+H]+162.532859911
AllCCS[M+H-H2O]+159.132859911
AllCCS[M+NH4]+165.732859911
AllCCS[M+Na]+166.632859911
AllCCS[M-H]-156.932859911
AllCCS[M+Na-2H]-157.032859911
AllCCS[M+HCOO]-157.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SultiameNS(=O)(=O)C1=CC=C(C=C1)N1CCCCS1(=O)=O4398.1Standard polar33892256
SultiameNS(=O)(=O)C1=CC=C(C=C1)N1CCCCS1(=O)=O3045.3Standard non polar33892256
SultiameNS(=O)(=O)C1=CC=C(C=C1)N1CCCCS1(=O)=O2889.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Sultiame,1TMS,isomer #1C[Si](C)(C)NS(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C12809.9Semi standard non polar33892256
Sultiame,1TMS,isomer #1C[Si](C)(C)NS(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C12599.5Standard non polar33892256
Sultiame,1TMS,isomer #1C[Si](C)(C)NS(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C13729.8Standard polar33892256
Sultiame,2TMS,isomer #1C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C12701.9Semi standard non polar33892256
Sultiame,2TMS,isomer #1C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C12793.9Standard non polar33892256
Sultiame,2TMS,isomer #1C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C13734.9Standard polar33892256
Sultiame,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C13075.2Semi standard non polar33892256
Sultiame,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C12868.3Standard non polar33892256
Sultiame,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C13815.5Standard polar33892256
Sultiame,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C13301.3Semi standard non polar33892256
Sultiame,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C13291.5Standard non polar33892256
Sultiame,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(N2CCCCS2(=O)=O)C=C13792.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sultiame GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9750000000-39384bfdbefdb6f516002021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sultiame GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sultiame 10V, Positive-QTOFsplash10-0006-0090000000-efa89db71975c9854cf72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sultiame 20V, Positive-QTOFsplash10-08fu-3590000000-24920d0aad9955f625642016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sultiame 40V, Positive-QTOFsplash10-0536-9740000000-43b099ed94bda3be00382016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sultiame 10V, Negative-QTOFsplash10-000i-0090000000-3219b5cabe54c56ad2722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sultiame 20V, Negative-QTOFsplash10-000i-2190000000-cc1c83b4abf2170c1c6f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sultiame 40V, Negative-QTOFsplash10-004i-9300000000-56796ee43f12de08d55e2016-08-03Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB08329
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5163
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSultiame
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]