U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C4H5NO4S
Molecular Weight 163.152
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACESULFAME

SMILES

CC1=CC(=O)NS(=O)(=O)O1

InChI

InChIKey=YGCFIWIQZPHFLU-UHFFFAOYSA-N
InChI=1S/C4H5NO4S/c1-3-2-4(6)5-10(7,8)9-3/h2H,1H3,(H,5,6)

HIDE SMILES / InChI
Acesulfame 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. Acesulfame K has been approved for a variety of uses in more than 90 countries. In 1998, the FDA broadened the US approval of acesulfame K to allow its use in nonalcoholic beverages. It is often blended with sucralose and used to decrease the bitter aftertaste of aspartame. A wide range of low-calorie foods and drinks contain acesulfame K, including table-top sweeteners, chewing gum, jam, dairy products, frozen desserts, drinks and baked goods. Acesulfame K is not broken down when digested, nor is it stored in the body. After being consumed, it is quickly absorbed by the body and then rapidly excreted, unchanged.

Originator

Curator's Comment: Acesulfame potassium was developed after the accidental discovery of a similar compound (5,6-dimethyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide) in 1967 by Karl Clauss and Harald Jensen at Hoechst AG.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.41 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Acesulfame K

Approved Use

Nonnutritive sweetener

Launch Date

1988
PubMed

PubMed

TitleDatePubMed
Calculation of the intake of three intense sweeteners in young insulin-dependent diabetics.
2001 Jul
[Simultaneous determination of various food additives by high performance liquid chromatography].
2001 Mar
Determination of acesulfame and sucralose in oral electrolyte maintenance solution by liquid chromatography.
2003 Jan-Feb
The erosive potential of some flavoured waters.
2007 Jan
Detection of food additives by voltammetry at the liquid-liquid interface.
2008 Jun 25
Analysis and occurrence of seven artificial sweeteners in German waste water and surface water and in soil aquifer treatment (SAT).
2009 Jul
Acute ingestion of a novel whey-derived peptide improves vascular endothelial responses in healthy individuals: a randomized, placebo controlled trial.
2009 Jul 22
Gain weight by "going diet?" Artificial sweeteners and the neurobiology of sugar cravings: Neuroscience 2010.
2010 Jun
Performance of conventional multi-barrier drinking water treatment plants for the removal of four artificial sweeteners.
2010 Jun
Polymorphism in acesulfame sweetener: structure-property and stability relationships of bending and brittle crystals.
2010 May 28
Patents

Patents

Sample Use Guides

Acceptable daily intake: 9mg per kg of body weight
Route of Administration: Oral
Acesulfame`s effect on the contractile response of isolated rat detrusor muscle strips was evaluated. The atropine-resistant response to EFS was marginally increased by acesulfame K 10(-6) M. Acesulfame K 10(-6) M increased the maximum contractile response to alpha,beta methylene ATP by 35% (+/-9.6%) (p<0.05) and to KCl by 12% (+/-3.1%) (p<0.01). Acesulfame K 10(-6) M increased the log EC(50) from -2.79 (+/-0.037) to -3.03 (+/-0.048, p<0.01).
Name Type Language
ACESULFAME
HSDB   II   INN   MI   WHO-DD  
INN  
Official Name English
ACESULFAME [II]
Common Name English
ACESULFAME [HSDB]
Common Name English
ACESULFAME [MI]
Common Name English
acesulfame [INN]
Common Name English
Acesulfame [WHO-DD]
Common Name English
6-METHYL-1,2,3-OXATHIAZIN-4(3H)-ONE 2,2-DIOXIDE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C283
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
Code System Code Type Description
EVMPD
SUB05216MIG
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
HSDB
3914
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
PUBCHEM
36573
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
ECHA (EC/EINECS)
251-622-6
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID0048006
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
RXCUI
1310546
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY RxNorm
ChEMBL
CHEMBL176687
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
LACTMED
Acesulfame
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
DAILYMED
MA3UYZ6K1H
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
CAS
33665-90-6
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
FDA UNII
MA3UYZ6K1H
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
CHEBI
83501
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
INN
3768
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
NCI_THESAURUS
C76511
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY
MERCK INDEX
m1308
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY Merck Index
SMS_ID
100000087935
Created by admin on Fri Dec 15 16:12:20 GMT 2023 , Edited by admin on Fri Dec 15 16:12:20 GMT 2023
PRIMARY