[(4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-yl]oxidanesulfinic acid

• ChemBase ID: 169554
• Molecular Formular: C6H13NO7S
• Molecular Mass: 243.23492
• Monoisotopic Mass: 243.04127276
• SMILES: [C@H]1([C@@H](C(C(NC1CO)OS(=O)O)O)O)O
• Canonical SMILES: OCC1NC(OS(=O)O)C([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H13NO7S/c8-1-2-3(9)4(10)5(11)6(7-2)14-15(12)13/h2-11H,1H2,(H,12,13)/t2?,3-,4-,5?,6?/m0/s1
• InChIKey: RJNDHIKHLAMWHE-UZJJNQGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-yl]oxidanesulfinic acid
• IUPAC Traditional name: [(4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-yl]oxidanesulfinic acid
• Synonyms: 5-Amino-5-deoxy-D-galactopyranose; Galactonojirimycin Bisulfite; 6-(Hydroxymethyl)-2,3,4,6-peperidinetetrol Hydrogensulfite; Galactostatin Bisulfite

Database IDs

• CAS Number: 1196465-02-7
• PubChem SID: 162263686
• PubChem CID: 71317031

CALCULATED PROPERTIES

• Acid pKa: 1.7963365
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -5.691051
• LogD (pH = 7.4): -5.719542
• Log P: -4.1026754
• Molar Refractivity: 46.1532 cm^3
• Polarizability: 20.22003 Å^3
• Polar Surface Area: 139.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 146-150°C dec.

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G156500

A β-galactosidase inhibitor.

REFERENCES

• Miyake, Y, and Ebata, M.: Agric. Biol. Chem., 52, 153 (1988)