2,3-dihydro(3a,4,5,6,7,7a-13C6)-1λ6,2-benzothiazole-1,1,3-trione

• ChemBase ID: 177669
• Molecular Formular: C7H5NO3S
• Molecular Mass: 189.14042903
• Monoisotopic Mass: 189.01914305
• SMILES: [13cH]1[13cH][13cH][13c]2[13c]([13cH]1)C(=O)NS2(=O)=O
• Canonical SMILES: O=C1NS(=O)(=O)[13c]2[13c]1[13cH][13cH][13cH][13cH]2
• InChI: InChI=1S/C7H5NO3S/c9-7-5-3-1-2-4-6(5)12(10,11)8-7/h1-4H,(H,8,9)/i1+1,2+1,3+1,4+1,5+1,6+1
• InChIKey: CVHZOJJKTDOEJC-IDEBNGHGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydro(3a,4,5,6,7,7a-^1^3C₆)-1λ^6,2-benzothiazole-1,1,3-trione
• IUPAC Traditional name: (3a,4,5,6,7,7a-^1^3C₆)-2H-1λ^6,2-benzothiazole-1,1,3-trione
• Synonyms: 1,2-(Benzisothiazol-13C6)-3(2H)-one 1,1-Dioxide; 1,2-Dihydro-2-ketobenzisosulfonazole-13C6; Benzoic Sulfimide-13C6; o-Benzosulfimide-13C6; Benzosulfimide-13C6; Garantose-13C6; Glucid-13C6; Gluside-13C6; NSC 5349-13C6; Saccharimide-13C6; o-Sulfobenzimide-13C6; Saccharin-13C6

Database IDs

• PubChem SID: 164233579
• PubChem CID: 57347734

CALCULATED PROPERTIES

• Acid pKa: 2.8444173
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.4867535
• LogD (pH = 7.4): -0.4940371
• Log P: 0.44881353
• Molar Refractivity: 42.3943 cm^3
• Polarizability: 16.667791 Å^3
• Polar Surface Area: 63.24 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 219-221°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - S080802

It is a labelled non-nutritive sweetener; pharmaceutic aid (flavor). Saccharin was formerly listed as reasonably anticipated to be a human carcinogen; delisted because the cancer data are not sufficient to meet the current criteria for this listing.

REFERENCES

• Taylor, J.D., et al.: Food Cosmet. Toxicol., 6, 313 (1968)
• Arnold, D.L., et al.: Fundam. Appl. Toxicol., 4, 674 (1968)