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Saccharin

Catalog Number
ACM81072-2
CAS
81-07-2
Structure
IUPAC Name
1,1-Dioxo-1,2-benzothiazol-3-one
Synonyms
1,2-Benzisothiaxol-3(2H)-one
Molecular Weight
183.19
Molecular Formula
C7H5NO3S
Canonical SMILES
C1=CC=C2C(=C1)C(=O)NS2(=O)=O
InChI
InChI=1S/C7H5NO3S/c9-7-5-3-1-2-4-6(5)12(10,11)8-7/h1-4H,(H,8,9)
InChI Key
CVHZOJJKTDOEJC-UHFFFAOYSA-N
Melting Point
226-229 °C
Purity
95%+
Density
0.828 g/cu cm at 25 °C
Solubility
Slightly soluble in benzene, ethyl ether, chloroform; soluble in acetone, ethanol
Appearance
White crystalline solid
Active Content
95%
Physical State
Solid
Typical Applications
Use as non-nutritive sweetener.
Use as dispersing agent, emulsifying agent.
Spec Sheet
Case Study

Saccharin Anion Regulates the Electric Double Layer for Stable Zinc Anode

Saccharin Anion Regulates the Electric Double Layer for Stable Zinc Anode Huang, C., Zhao, X., Liu, S., et al. (2021). Advanced materials, 33(38), 2100445.

Due to the unstable anode/electrolyte interface (AEI), the Coulombic efficiency (CE) of the Zn anode is poor, and dendrite formation is severe. The structure of the electric double layer (EDL) formed before cycling is of great importance to the establishment of a stable solid electrolyte interphase (SEI) on the Zn surface. Here, saccharin (Sac) is introduced as an electrolyte additive to regulate the EDL structure on the AEI.
Modification Mechanism of Saccharin Additive
The detailed modification mechanism of the Sac additive is shown in the figure. It can be seen that due to its Zn-philiic nature, the Sac anion is chemically adsorbed on the surface of the zinc anode, which will prevent water from contacting the zinc surface, forming a water-depleted EDL, thereby suppressing side reactions. In the initial cycling process, due to the incomplete formation of the SEI, the protective effect of the chemically adsorbed Sac anion dominates. As the charge-discharge cycling continues, the Zn surface will be fully covered by the SEI derived from the Sac anion, so the Sac anion will no longer be directly adsorbed on the Zn surface. Therefore, the main influence on the uniform Zn deposition is no longer from the adsorption of the Sac anion itself, but from the unique SEI generated by the decomposition of the Sac anion.

Artificial Sweetener Saccharin Disrupts the Barrier Function of Intestinal Epithelial Cells In Vitro

Artificial Sweetener Saccharin Disrupts the Barrier Function of Intestinal Epithelial Cells <em>In Vitro</em> Santos, P. S., Caria, C. R. P., Gotardo, E. M. F., Ribeiro, M. L., Pedrazzoli, J., & Gambero, A. (2018). Food & function, 9(7), 3815-3822.

The consumption of non-nutritive sweeteners (NNS) is a dietary practice used by individuals trying to lose weight or patients on sugar-restricted diets (e.g., DM2 patients). While these substances are considered safe, they may interact with the gastrointestinal tract, particularly in relation to intestinal permeability.
Viability, Integrity, and Monolayer Permeability of Caco-2 Cells Under Saccharin Culture
Transepithelial electrical resistance (TEER) measurements showed a significant decrease in the values of Caco-2 cells after 0.5 hours of incubation with saccharin alone. Other sweeteners maintained stable TEER values over the 3.5-hour measurement period at equimolar doses.
In the paracellular permeability assay, saccharin was found to disrupt the Caco-2 monolayer, resulting in an increase in FITC-dextran concentration in the basolateral compartment of the culture inserts after 1.5 hours of incubation. Other sweeteners did not alter the monolayer permeability when used at the same dose.

Custom Q&A

What is the molecular formula of saccharin?

The molecular formula of saccharin is C7H5NO3S.

What is the molecular weight of saccharin?

The molecular weight of saccharin is 183.19 g/mol.

What is the IUPAC name of saccharin?

The IUPAC name of saccharin is 1,1-dioxo-1,2-benzothiazol-3-one.

What are the synonyms of saccharin?

The synonyms of saccharin are saccharin, o-Benzoic sulfimide, o-Sulfobenzimide, Saccharine, and more.

What is the InChI of saccharin?

The InChI of saccharin is InChI=1S/C7H5NO3S/c9-7-5-3-1-2-4-6(5)12(10,11)8-7/h1-4H,(H,8,9).

What is the InChIKey of saccharin?

The InChIKey of saccharin is CVHZOJJKTDOEJC-UHFFFAOYSA-N.

What is the canonical SMILES of saccharin?

The canonical SMILES of saccharin is C1=CC=C2C(=C1)C(=O)NS2(=O)=O.

What is the CAS number of saccharin?

The CAS number of saccharin is 81-07-2.

What is the UNII of saccharin?

The UNII of saccharin is FST467XS7D.

What is the ChEMBL ID of saccharin?

The ChEMBL ID of saccharin is CHEMBL310671.

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