Showing Compound Acesulfame (FDB011661)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:45 UTC

Update date

2015-07-20 22:42:18 UTC

Primary ID

FDB011661

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Acesulfame

Description

Acesulfame, also known as acesulphamo, 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. Acesulfame is a bitter tasting compound. Based on a literature review a small amount of articles have been published on Acesulfame.

CAS Number

33665-90-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Acesulfamo	ChEBI
Acesulfamum	ChEBI
Acesulphamo	Generator
Acesulphamum	Generator
Acesulphame	Generator
1,2,3-Oxathiazin-4(3H)-one, 6-methyl-, 2,2-dioxide	HMDB
3,4-dihydro-6-Methyl-1,2,3-oxathiazin-4-one 2,2-dioxide	HMDB
3,4-dihydro-6-Methyl-1,2,3-oxathiazin-4-one-2,2-dioxide	HMDB
6-Methyl-1,2,3-oxathiazin-4(3H)-ON 2,2-dioxid	HMDB
6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide	HMDB
6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide, 9ci	HMDB
6-Methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide	HMDB
Acetosulfam	HMDB, MeSH
Acesulfame potassium	MeSH, HMDB
Acetosulfame calcium	MeSH, HMDB
Acesulfam-K	MeSH, HMDB
Acesulfame K	MeSH, HMDB
Acesulfame sodium	MeSH, HMDB
Acetosulfam, potassium salt	MeSH, HMDB
Acetosulfam, sodium salt	MeSH, HMDB
Acesulfame calcium	MeSH, HMDB
Acetosulfam potassium	MeSH, HMDB
Acetosulfame	MeSH, HMDB
3,4-Dihydro-6-methyl-1,2,3-oxathiazin-4-one 2,2-dioxide	db_source
3,4-Dihydro-6-methyl-1,2,3-oxathiazin-4-one-2,2-dioxide	biospider
6-Methyl-1,2,3-oxathiazin-4(3H)-on 2,2-dioxid	HMDB
6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide, 9CI	db_source
Acesulfame [ban:inn]	biospider

Predicted Properties

Property	Value	Source
Water Solubility	11.4 g/L	ALOGPS
logP	-0.1	ALOGPS
logP	-0.55	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.02	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.47 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	33.54 m³·mol⁻¹	ChemAxon
Polarizability	13.34 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C4H5NO4S

IUPAC name

6-methyl-3,4-dihydro-1,2λ⁶,3-oxathiazine-2,2,4-trione

InChI Identifier

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

InChI Key

YGCFIWIQZPHFLU-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

163.152

Monoisotopic Molecular Weight

162.993928343

Classification

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Not Available

Direct Parent

Organic 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 Framework

Aliphatic heteromonocyclic compounds

External Descriptors

oxacycle (CHEBI:83501 )
organonitrogen heterocyclic compound (CHEBI:83501 )
sulfamate ester (CHEBI:83501 )
organic heteromonocyclic compound (CHEBI:83501 )

Ontology

Disposition

Source:

Food

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 29.45%; H 3.09%; N 8.58%; O 39.23%; S 19.65%	DFC
Melting Point	Mp 123-123.5°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Acesulfame, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01ox-9500000000-1a69f98b5529aabbd255	Spectrum
Predicted GC-MS	Acesulfame, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-001i-9100000000-8c9a34894aa5b01ef632	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-03di-1900000000-a117c423450aacd418fd	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-03e9-6900000000-6032f8c7d16740c7f02c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-001i-9200000000-7bbf958f08a839c3500c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-001i-9000000000-3942c9bf77437a358fa3	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-001i-9000000000-12c18fc5ccf31fcc3358	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-003r-9000000000-302aa8112af2669ef24d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-03di-0900000000-507fa48f166fc3437668	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-03e9-6900000000-1074ea14f77b7f3d6ca7	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-001i-9100000000-e1c3b82243db7de28960	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-001i-9000000000-b1747449b341b8994e84	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-001i-9000000000-c50316f35fb17b270868	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-003r-9000000000-f9137bddd7e58f357da5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-001i-9000000000-a1683592e58f45fea025	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-001i-9000000000-3942c9bf77437a358fa3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-001i-9000000000-12c18fc5ccf31fcc3358	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-001i-9200000000-ffa5f42ff132988b26b4	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-03e9-6900000000-cc770eef8e5c74f0b274	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-001i-9000000000-9ea1c7ee419cd7e9339c	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-666d816acbe519cfe2b4	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0171-9200000000-e8a6d73912d910029be1	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9300000000-97a648067b13226566d0	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-35fada1e8a866778fb51	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-3900000000-2d9367a7d615f005a70b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-fd144afc5c05c6c4f5be	2016-08-03	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

33607

ChEMBL ID

CHEMBL176687

KEGG Compound ID

Not Available

Pubchem Compound ID

36573

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33585

CRC / DFC (Dictionary of Food Compounds) ID

GXR91-Z:GXR91-Z

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Acesulfame

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
bitter	Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Acesulfame (FDB011661)

Structure for FDB011661 (Acesulfame)