File:Saccharin.svg · Wikimedia Commons · See Wikimedia Commons
saccharin
Sign in to saveAlso known as benzosulfimide, saccharimide, 1,1-dioxo-1,2-benzisothiazol-3(2H)-one, 1,1-dioxo-1,2-dihydro-benzo[d]isothiazol-3-one, 1,2-benzisothiazolin-3-one 1,1-dioxide, o-sulfobenzoic acid imide, o-sulfobenzimide, o-benzosulfimide
Saccharin, also called saccharine, benzosulfimide, or E954, or used in saccharin sodium or saccharin calcium forms, is a non-nutritive artificial sweetener. Saccharin is a sultam that is about 500 times sweeter than sucrose, but has a bitter or metallic aftertaste, especially at high concentrations. It is used to sweeten products, such as drinks, candies, baked goods, tobacco products, excipients, and for masking the bitter taste of some medicines. It appears as white crystals and is odorless.
OverviewAI-generated
Saccharin is a chemical compound with the formula C₇H₅NO₃S. Its IUPAC name is 1,1-dioxo-1,2-benzothiazol-3-one. The substance has a molecular weight of 183.19 and a density of 0.828. It exhibits a melting point of 227 and a solubility of 83.3. The pKa value for saccharin is 1.31.
The compound has an acceptable daily intake of 9. Its xlogp is 0.9, and it possesses a topological polar surface area of 71.6. Saccharin contains one hydrogen bond donor and three hydrogen bond acceptors, with a charge of 0. Research on the subject is extensive, with 6177 entries in PubMed. Additionally, the topic is referenced by 402 other encyclopedia articles.
Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C7H5NO3S
- Molecular weight
- 183.19 g/mol
- IUPAC name
- 1,1-dioxo-1,2-benzothiazol-3-one
- SMILES
- C1=CC=C2C(=C1)C(=O)NS2(=O)=O
- InChIKey
- CVHZOJJKTDOEJC-UHFFFAOYSA-N
- XLogP
- 0.9
- Polar surface area
- 71.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
6,177 papers- Toxicology of saccharin.ReviewFundamental and applied toxicology : official journal of the Society of Toxicology · 1984Arnold DL
- Saccharin--bitter aftertaste?The New England journal of medicine · 1980Hoover RDOI: 10.1056/NEJM198003063021009
- The saccharin controversy.ReviewDiabetes care · 1978Kalkhoff RK, Levin MEDOI: 10.2337/diacare.1.4.211
- Carcinogenicity of saccharin.ReviewEnvironmental health perspectives · 1978Reuber MDDOI: 10.1289/ehp.7825173
- Saccharin-After the War.JAMA · 2019DOI: 10.1001/jama.2018.15242
- Saccharin: a toxicological and historical perspective.ReviewToxicology · 1983Arnold DL, Krewski D, Munro ICDOI: 10.1016/0300-483x(83)90021-5
- Saccharin's aversive taste in rats: evidence and implications.ReviewNeuroscience and biobehavioral reviews · 1993Dess NKDOI: 10.1016/s0149-7634(05)80113-7
- The mutagenicity of saccharin.ReviewMutation research · 1975Kramers PGDOI: 10.1016/0165-1110(75)90012-3
via PubMed
Wikidata facts
- Has part
- sulfur
- Has use
- food additive
Show 10 more facts
- Commons category
- Saccharin
- chemical formula
- C₇H₅NO₃S
- pKa
- 1.31
- canonical SMILES
- C1=CC=C2C(=C1)C(=O)NS2(=O)=O
- acceptable daily intake
- 9
- subject has role
- carcinogen
- melting point
- 227
- discoverer or inventor
- Ira Remsen
- has characteristic
- sweetness
- density
- 0.828
Sources (11)
via Wikidata · CC0
~11 min read
Encyclopedic overview
13 sectionsContents
- Etymology
- Properties
- Safety and health effects
- History
- Government regulation
- Warning label addition and removal
- Chemistry
- Preparation
- Properties and reactions
- Drugs
- See also
- References
- External links
Saccharin, also called saccharine, benzosulfimide, or E954, or used in saccharin sodium or saccharin calcium forms, is a non-nutritive artificial sweetener. Saccharin is a sultam that is about 500 times sweeter than sucrose, but has a bitter or metallic aftertaste, especially at high concentrations. It is used to sweeten products, such as drinks, candies, baked goods, tobacco products, excipients, and for masking the bitter taste of some medicines. It appears as white crystals and is odorless.
==Etymology== Saccharin derives its name from the word "saccharine", meaning "sugary". The word saccharine is used figuratively, often in a derogative sense, to describe something "unpleasantly over-polite" or "overly sweet". Both words are derived from the Greek word (sakkharon) meaning "gravel". Similarly, saccharose is an obsolete name for sucrose (table sugar).
Excerpted from Wikipedia’s “saccharin” article, available under the CC BY-SA 4.0 licence.