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Details

Stereochemistry ACHIRAL
Molecular Formula C4H4NO4S.K
Molecular Weight 201.242
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACESULFAME POTASSIUM

SMILES

[K+].CC1=CC([O-])=NS(=O)(=O)O1

InChI

InChIKey=WBZFUFAFFUEMEI-UHFFFAOYSA-M
InChI=1S/C4H5NO4S.K/c1-3-2-4(6)5-10(7,8)9-3;/h2H,1H3,(H,5,6);/q;+1/p-1

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
Fluoride concentration and pH of iced tea products.
2002 Nov-Dec
Determination of acesulfame and sucralose in oral electrolyte maintenance solution by liquid chromatography.
2003 Jan-Feb
Comparison of the responses of the chorda tympani and glossopharyngeal nerves to taste stimuli in C57BL/6J mice.
2003 Mar 4
The powder flow and compact mechanical properties of sucrose and three high-intensity sweeteners used in chewable tablets.
2003 May 12
Dietary estimated intake of intense sweeteners by Italian teenagers. Present levels and projections derived from the INRAN-RM-2001 food survey.
2004 Apr
Sweet success: Ionic liquids derived from non-nutritive sweeteners.
2004 Mar 21
Bitter taste receptors for saccharin and acesulfame K.
2004 Nov 10
The cysteine-rich region of T1R3 determines responses to intensely sweet proteins.
2004 Oct 22
[Analysis of nine kinds of sweeteners in foods by LC/MS].
2005 Jun
Haplotypes at the Tas2r locus on distal chromosome 6 vary with quinine taste sensitivity in inbred mice.
2005 Jun 6
Bis(acesulfamato-kappa2N3,O4)bis(2-aminopyrimidine-kappaN1)copper(II).
2005 May
NTP toxicology studies of acesulfame potassium (CAS No. 55589-62-3) in genetically modified (FVB Tg.AC Hemizygous) mice and carcinogenicity studies of acesulfame potassium in genetically modified [B6.129-Trp53(tm1Brd) (N5) Haploinsufficient] mice (feed studies)mice.
2005 Oct
Enhancement of rat bladder contraction by artificial sweeteners via increased extracellular Ca2+ influx.
2006 Dec 1
Development of a healthy biscuit: an alternative approach to biscuit manufacture.
2006 Mar 15
Linear response of mutans streptococci to increasing frequency of xylitol chewing gum use: a randomized controlled trial [ISRCTN43479664].
2006 Mar 24
Taste masking analysis in pharmaceutical formulation development using an electronic tongue.
2006 Mar 9
Direct simultaneous determination of eight sweeteners in foods by capillary isotachophoresis.
2006 May
Testing needed for acesulfame potassium, an artificial sweetener.
2006 Sep
Sweet taste receptors in rat small intestine stimulate glucose absorption through apical GLUT2.
2007 Jul 1
The binding site for neohesperidin dihydrochalcone at the human sweet taste receptor.
2007 Oct 12
Behavioral genetics and taste.
2007 Sep 18
Glucose sensing in L cells: a primary cell study.
2008 Dec
Detection of food additives by voltammetry at the liquid-liquid interface.
2008 Jun 25
Spanish Ketogenic Mediterranean Diet: a healthy cardiovascular diet for weight loss.
2008 Oct 26
Reducing added sugar intake in Norway by replacing sugar sweetened beverages with beverages containing intense sweeteners - a risk benefit assessment.
2008 Sep
Sensory properties and color measurements of dietary chocolates with different compositions during storage for up to 360 days.
2009
[Simultaneous determination of artificial sweeteners in beverage by ultra performance liquid chromatography].
2009 Jan
Standards of medical care in diabetes--2009.
2009 Jan
Analysis and occurrence of seven artificial sweeteners in German waste water and surface water and in soil aquifer treatment (SAT).
2009 Jul
Ubiquitous occurrence of the artificial sweetener acesulfame in the aquatic environment: an ideal chemical marker of domestic wastewater in groundwater.
2009 Jun 15
Incretin release from gut is acutely enhanced by sugar but not by sweeteners in vivo.
2009 Mar
[Determination of five synthetic sweeteners in wines using high performance liquid chromatography-tandem mass spectrometry].
2010 Aug
[Simultaneous determination of six food additives in meat products by high performance liquid chromatography].
2010 Dec
Impact of ionic liquids in environment and humans: an overview.
2010 Dec
Standards of medical care in diabetes--2010.
2010 Jan
Gain weight by "going diet?" Artificial sweeteners and the neurobiology of sugar cravings: Neuroscience 2010.
2010 Jun
An electronic tongue: evaluation of the masking efficacy of sweetening and/or flavoring agents on the bitter taste of epinephrine.
2010 Jun
Pt(II) and Ag(I) complexes with acesulfame: crystal structure and a study of their antitumoral, antimicrobial and antiviral activities.
2010 May
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 POTASSIUM
EP   FCC   II   MART.   USP-RS   WHO-DD  
Common Name English
POTASSIUM ACESULFAMATE
Common Name English
1,2,3-OXATHIAZIN-4(3H)-ONE, 6-METHYL-, 2,2-DIOXIDE, POTASSIUM SALT (1:1)
Systematic Name English
ACESULFAME POTASSIUM SALT [MI]
Common Name English
ACESULFAME POTASSIUM [FCC]
Common Name English
3,4-Dihydro-6-methyl-1,2,3-oxathiazine-4-one-2,2-dioxide potassium salt
Common Name English
6-METHYL-1,2,3-OXATHIAZINE-4(3H)-ONE-2,2-DIOXIDE POTASSIUM SALT
Common Name English
E-950
Code English
ACESULFAME POTASSIUM [USP-RS]
Common Name English
POTASSIUM ACESULFAME [INCI]
Common Name English
ACESULFAME POTASSIUM [II]
Common Name English
E 950
Code English
POTASSIUM ACESULFAME
INCI  
INCI  
Official Name English
SUNETT D
Common Name English
Acesulfame potassium [WHO-DD]
Common Name English
OTIZON
Common Name English
ACESULFAME POTASSIUM [EP MONOGRAPH]
Common Name English
ACESULFAME POTASSIUM [MART.]
Common Name English
NSC-760104
Code English
INS-950
Code English
ACESULFAME K
Common Name English
ACESULFAME POTASSIUM SALT
MI  
Common Name English
INS NO.950
Code English
Classification Tree Code System Code
NCI_THESAURUS C283
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
CFR 21 CFR 172.800
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
JECFA EVALUATION INS-950
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
CODEX ALIMENTARIUS (GSFA) INS-950
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
DSLD 1179 (Number of products:14)
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
Code System Code Type Description
PUBCHEM
11074431
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID1030606
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
MERCK INDEX
m1308
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY Merck Index
ChEMBL
CHEMBL176687
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
RS_ITEM_NUM
1002505
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
NSC
760104
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
DAILYMED
23OV73Q5G9
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
CAS
55589-62-3
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
SMS_ID
100000076648
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
FDA UNII
23OV73Q5G9
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
NCI_THESAURUS
C76512
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
ECHA (EC/EINECS)
259-715-3
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
WIKIPEDIA
ACESULFAME POTASSIUM
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
MESH
C006362
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY
RXCUI
1310545
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY RxNorm
EVMPD
SUB11688MIG
Created by admin on Fri Dec 15 14:59:14 GMT 2023 , Edited by admin on Fri Dec 15 14:59:14 GMT 2023
PRIMARY