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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 18:19:49 UTC
Update Date2020-11-09 23:20:19 UTC
HMDB IDHMDB0033585
Secondary Accession Numbers
  • HMDB33585
Metabolite Identification
Common NameAcesulfame
DescriptionAcesulfame is a non-nutritive sweetener Acesulfame potassium is a calorie-free artificial sweetener, also known as Acesulfame K or Ace K (K being the symbol for potassium), and marketed under the trade names Sunett and Sweet One. In the European Union, it is known under the E number (additive code) E950. It was discovered accidentally in 1967 by German chemist Karl Clauss at Hoechst AG (now Nutrinova). In chemical structure, acesulfame potassium is the potassium salt of 6-methyl-1,2,3- oxathiazine-4(3H)-one 2,2-dioxide. It is a white crystalline powder with molecular formula C4H4KNO4S and a molecular weight of 201.24.
Structure
Data?1563862428
Synonyms
ValueSource
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
Chemical FormulaC4H5NO4S
Average Molecular Weight163.152
Monoisotopic Molecular Weight162.993928343
IUPAC Name6-methyl-3,4-dihydro-1,2λ⁶,3-oxathiazine-2,2,4-trione
Traditional Nameacesulfame
CAS Registry Number33665-90-6
SMILES
CC1=CC(=O)NS(=O)(=O)O1
InChI Identifier
InChI=1S/C4H5NO4S/c1-3-2-4(6)5-10(7,8)9-3/h2H,1H3,(H,5,6)
InChI KeyYGCFIWIQZPHFLU-UHFFFAOYSA-N
Chemical Taxonomy
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point123 - 123.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility11.4 g/LALOGPS
logP-0.1ALOGPS
logP-0.55ChemAxon
logS-1.2ALOGPS
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 FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ox-9500000000-1a69f98b5529aabbd255Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9100000000-8c9a34894aa5b01ef632Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-03di-1900000000-a117c423450aacd418fdSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-03e9-6900000000-6032f8c7d16740c7f02cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9200000000-7bbf958f08a839c3500cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-3942c9bf77437a358fa3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-12c18fc5ccf31fcc3358Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-003r-9000000000-302aa8112af2669ef24dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-03di-0900000000-507fa48f166fc3437668Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-03e9-6900000000-1074ea14f77b7f3d6ca7Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9100000000-e1c3b82243db7de28960Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-b1747449b341b8994e84Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-c50316f35fb17b270868Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-003r-9000000000-f9137bddd7e58f357da5Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-9000000000-a1683592e58f45fea025Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-666d816acbe519cfe2b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0171-9200000000-e8a6d73912d910029be1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-97a648067b13226566d0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-35fada1e8a866778fb51Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-3900000000-2d9367a7d615f005a70bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-fd144afc5c05c6c4f5beSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011661
KNApSAcK IDNot Available
Chemspider ID33607
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAcesulfame potassium
METLIN IDNot Available
PubChem Compound36573
PDB IDNot Available
ChEBI ID83501
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .