(2R,4R,5R)-2-{[(2R,4R,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-5-chloro-6-(hydroxymethyl)oxane-3,4-diol

• ChemBase ID: 177953
• Molecular Formular: C12H19Cl3O8
• Molecular Mass: 397.63346
• Monoisotopic Mass: 396.01455061
• SMILES: [C@H]1([C@@H](C([C@H](OC1CO)O[C@]1(C([C@@H]([C@H](O1)CCl)O)O)CCl)O)O)Cl
• Canonical SMILES: ClC[C@H]1O[C@@](C([C@@H]1O)O)(CCl)O[C@H]1OC(CO)[C@@H]([C@@H](C1O)O)Cl
• InChI: InChI=1S/C12H19Cl3O8/c13-1-4-7(17)10(20)12(3-14,22-4)23-11-9(19)8(18)6(15)5(2-16)21-11/h4-11,16-20H,1-3H2/t4-,5?,6+,7+,8+,9?,10?,11-,12+/m1/s1
• InChIKey: BAQAVOSOZGMPRM-SOKRAXNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,5R)-2-{[(2R,4R,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-5-chloro-6-(hydroxymethyl)oxane-3,4-diol
• IUPAC Traditional name: (2R,4R,5R)-2-{[(2R,4R,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-5-chloro-6-(hydroxymethyl)oxane-3,4-diol
• Synonyms: 1,6-Dichloro-1,6-dideoxy-β-D-fructofuranosyl-4-chloro-4-deoxy-α-D-galacotopyranoside; 1',4,6'-Trichloro-galacto-sucrose; Acucar Light; Aspasvit; Splenda; Sucralose; Sucralose

Database IDs

• CAS Number: 56038-13-2
• PubChem SID: 164233863
• PubChem CID: 46782953

CALCULATED PROPERTIES

• Acid pKa: 11.90852
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.46505958
• LogD (pH = 7.4): -0.46507284
• Log P: -0.4650594
• Molar Refractivity: 77.9271 cm^3
• Polarizability: 32.654526 Å^3
• Polar Surface Area: 128.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 115-118°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - S692500

A low-calorie artificial sweetener

REFERENCES

• Agresti, C., et al.: Eur. J. Pharm. Biopharm., 70, 226 (2008)
• Kidd, M., et al.: Am. J. Physiol., 295, G260 (2008)