Record Information
Version1.0
Creation date2010-04-08 22:09:45 UTC
Update date2015-07-20 22:42:18 UTC
Primary IDFDB011661
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAcesulfame
DescriptionAcesulfame, also known as acesulphamo or acesulfame sodium, belongs to the class of organic compounds known as organic sulfuric acids and derivatives. These are organic compounds containing the sulfuric acid or a derivative thereof. Acesulfame is an extremely weak basic (essentially neutral) compound (based on its pKa). Acesulfame is a bitter tasting compound.
CAS Number33665-90-6
Structure
Thumb
Synonyms
SynonymSource
AcesulfamoChEBI
AcesulfamumChEBI
AcesulphamoGenerator
AcesulphamumGenerator
AcesulphameGenerator
1,2,3-Oxathiazin-4(3H)-one, 6-methyl-, 2,2-dioxideHMDB
3,4-Dihydro-6-methyl-1,2,3-oxathiazin-4-one 2,2-dioxideHMDB
3,4-Dihydro-6-methyl-1,2,3-oxathiazin-4-one-2,2-dioxideHMDB
6-Methyl-1,2,3-oxathiazin-4(3H)-ON 2,2-dioxidHMDB
6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxideHMDB
6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide, 9ciHMDB
6-Methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxideHMDB
AcetosulfamHMDB
Acesulfame potassiumHMDB
Acetosulfame calciumHMDB
Acesulfam-KHMDB
Acesulfame KHMDB
Acesulfame sodiumHMDB
Acetosulfam, potassium saltHMDB
Acetosulfam, sodium saltHMDB
Acesulfame calciumHMDB
Acetosulfam potassiumHMDB
AcetosulfameHMDB
6-Methyl-1,2,3-oxathiazin-4(3H)-on 2,2-dioxidHMDB
6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide, 9CIdb_source
Acesulfame [ban:inn]biospider
Predicted Properties
PropertyValueSource
Water Solubility11.4 g/LALOGPS
logP-0.1ALOGPS
logP-0.55ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.02ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.47 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity33.54 m³·mol⁻¹ChemAxon
Polarizability13.34 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC4H5NO4S
IUPAC name6-methyl-3,4-dihydro-1,2λ⁶,3-oxathiazine-2,2,4-trione
InChI IdentifierInChI=1S/C4H5NO4S/c1-3-2-4(6)5-10(7,8)9-3/h2H,1H3,(H,5,6)
InChI KeyYGCFIWIQZPHFLU-UHFFFAOYSA-N
Isomeric SMILESCC1=CC(=O)NS(=O)(=O)O1
Average Molecular Weight163.152
Monoisotopic Molecular Weight162.993928343
Classification
Description belongs to the class of organic compounds known as organic sulfuric acids and derivatives. These are organic compounds containing the sulfuric acid or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfuric acids and derivatives
Sub ClassNot Available
Direct ParentOrganic sulfuric acids and derivatives
Alternative Parents
Substituents
  • Organic sulfuric acid or derivatives
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 29.45%; H 3.09%; N 8.58%; O 39.23%; S 19.65%DFC
Melting PointMp 123-123.5°DFC
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
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ox-9500000000-1a69f98b5529aabbd255JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9100000000-8c9a34894aa5b01ef632JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-03di-1900000000-a117c423450aacd418fdJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-03e9-6900000000-6032f8c7d16740c7f02cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9200000000-7bbf958f08a839c3500cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-3942c9bf77437a358fa3JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-12c18fc5ccf31fcc3358JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-003r-9000000000-302aa8112af2669ef24dJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-03di-0900000000-507fa48f166fc3437668JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-03e9-6900000000-1074ea14f77b7f3d6ca7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9100000000-e1c3b82243db7de28960JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-b1747449b341b8994e84JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-c50316f35fb17b270868JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-003r-9000000000-f9137bddd7e58f357da5JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-a1683592e58f45fea025JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-666d816acbe519cfe2b4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0171-9200000000-e8a6d73912d910029be1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-97a648067b13226566d0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-35fada1e8a866778fb51JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-3900000000-2d9367a7d615f005a70bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-fd144afc5c05c6c4f5beJSpectraViewer
ChemSpider ID33607
ChEMBL IDCHEMBL176687
KEGG Compound IDNot Available
Pubchem Compound ID36573
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33585
CRC / DFC (Dictionary of Food Compounds) IDGXR91-Z:GXR91-Z
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDAcesulfame
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
Flavours
FlavorCitations
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference