acetosulfam (CHEM042981)

Record Information
Version1.0
Creation Date2016-06-03 10:28:46 UTC
Update Date2026-05-14 19:59:59 UTC
Accession NumberCHEM042981
Identification
Common Nameacetosulfam
ClassSmall Molecule
Description
A sulfamate ester that is 1,2,3-oxathiazin-4(3H)-one 2,2-dioxide substituted by a methyl group at position 6.
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
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 Mass163.152 g/mol
Monoisotopic Mass162.994 g/mol
CAS Registry Number33665-90-6
IUPAC Name6-methyl-3,4-dihydro-1,2λ⁶,3-oxathiazine-2,2,4-trione
Traditional Nameacesulfame
SMILESCC1=CC(=O)NS(=O)(=O)O1
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot 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
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0033585
FooDB IDFDB011661
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAcesulfame potassium
Chemspider ID33607
ChEBI ID83501
PubChem Compound ID36573
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=25046375
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=25085815
3. 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.
4. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.