Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 18:19:49 UTC
Update Date2023-02-21 17:23:27 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?1677000207
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, MeSH
Acesulfame potassiumMeSH, HMDB
Acetosulfame calciumMeSH, HMDB
Acesulfam-KMeSH, HMDB
Acesulfame KMeSH, HMDB
Acesulfame sodiumMeSH, HMDB
Acetosulfam, potassium saltMeSH, HMDB
Acetosulfam, sodium saltMeSH, HMDB
Acesulfame calciumMeSH, HMDB
Acetosulfam potassiumMeSH, HMDB
AcetosulfameMeSH, HMDB
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 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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point123 - 123.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility910200 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+136.17731661259
DarkChem[M-H]-130.26531661259
DeepCCS[M+H]+127.45630932474
DeepCCS[M-H]-124.08330932474
DeepCCS[M-2H]-161.47330932474
DeepCCS[M+Na]+136.40230932474
AllCCS[M+H]+133.932859911
AllCCS[M+H-H2O]+129.332859911
AllCCS[M+NH4]+138.232859911
AllCCS[M+Na]+139.432859911
AllCCS[M-H]-124.532859911
AllCCS[M+Na-2H]-126.332859911
AllCCS[M+HCOO]-128.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AcesulfameCC1=CC(=O)NS(=O)(=O)O12641.2Standard polar33892256
AcesulfameCC1=CC(=O)NS(=O)(=O)O11517.9Standard non polar33892256
AcesulfameCC1=CC(=O)NS(=O)(=O)O11465.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Acesulfame,1TMS,isomer #1CC1=CC(=O)N([Si](C)(C)C)S(=O)(=O)O11682.2Semi standard non polar33892256
Acesulfame,1TMS,isomer #1CC1=CC(=O)N([Si](C)(C)C)S(=O)(=O)O11524.8Standard non polar33892256
Acesulfame,1TBDMS,isomer #1CC1=CC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)O11910.0Semi standard non polar33892256
Acesulfame,1TBDMS,isomer #1CC1=CC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)O11824.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Acesulfame GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ox-9500000000-1a69f98b5529aabbd2552017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Acesulfame GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-001i-9100000000-8c9a34894aa5b01ef6322017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-03di-1900000000-a117c423450aacd418fd2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-03e9-6900000000-6032f8c7d16740c7f02c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-001i-9200000000-7bbf958f08a839c3500c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-001i-9000000000-3942c9bf77437a358fa32017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-001i-9000000000-12c18fc5ccf31fcc33582017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-003r-9000000000-302aa8112af2669ef24d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-03di-0900000000-507fa48f166fc34376682017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-03e9-6900000000-1074ea14f77b7f3d6ca72017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-001i-9100000000-e1c3b82243db7de289602017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-001i-9000000000-b1747449b341b8994e842017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-001i-9000000000-c50316f35fb17b2708682017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-003r-9000000000-f9137bddd7e58f357da52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame LC-ESI-ITFT , negative-QTOFsplash10-001i-9000000000-a1683592e58f45fea0252017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame 60V, Negative-QTOFsplash10-001i-9000000000-3942c9bf77437a358fa32021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame 75V, Negative-QTOFsplash10-001i-9000000000-12c18fc5ccf31fcc33582021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame 45V, Negative-QTOFsplash10-001i-9200000000-ffa5f42ff132988b26b42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame 30V, Negative-QTOFsplash10-03e9-6900000000-cc770eef8e5c74f0b2742021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acesulfame 75V, Negative-QTOFsplash10-001i-9000000000-9ea1c7ee419cd7e9339c2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acesulfame 10V, Positive-QTOFsplash10-03di-0900000000-666d816acbe519cfe2b42016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acesulfame 20V, Positive-QTOFsplash10-0171-9200000000-e8a6d73912d910029be12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acesulfame 40V, Positive-QTOFsplash10-0006-9300000000-97a648067b13226566d02016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acesulfame 10V, Negative-QTOFsplash10-03di-0900000000-35fada1e8a866778fb512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acesulfame 20V, Negative-QTOFsplash10-03di-3900000000-2d9367a7d615f005a70b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acesulfame 40V, Negative-QTOFsplash10-0006-9000000000-fd144afc5c05c6c4f5be2016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
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 IDNot Available
Good Scents IDrw1836901
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.. .