6,7,8-trihydroxy-5-(hydroxymethyl)-octahydroimidazolidino[1,2-a]pyridine-2,3-dione

• ChemBase ID: 105376
• Molecular Formular: C8H12N2O6
• Molecular Mass: 232.19068
• Monoisotopic Mass: 232.06953611
• SMILES: OCC1C(O)C(O)C(O)C2NC(=O)C(=O)N12
• Canonical SMILES: OCC1C(O)C(O)C(C2N1C(=O)C(=O)N2)O
• InChI: InChI=1S/C8H12N2O6/c11-1-2-3(12)4(13)5(14)6-9-7(15)8(16)10(2)6/h2-6,11-14H,1H2,(H,9,15)
• InChIKey: OIURYJWYVIAOCW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7,8-trihydroxy-5-(hydroxymethyl)-octahydroimidazolidino[1,2-a]pyridine-2,3-dione
• IUPAC Traditional name: @kifunensine
• Synonyms: KIFUNENSINE

Database IDs

• CAS Number: 109944-15-2
• PubChem SID: 162093602
• PubChem CID: 3829

CALCULATED PROPERTIES

• Acid pKa: 9.940488
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.745134
• LogD (pH = 7.4): -3.746227
• Log P: -3.7451203
• Molar Refractivity: 47.4227 cm^3
• Polarizability: 19.296642 Å^3
• Polar Surface Area: 130.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159952

Purity: 98%
Immunomodulator which inhibits α-mannosidase and asparagine-linked oligosaccharide processing.

REFERENCES

• Iwami, M., et al., J. Antibiot. , 40 : 612, (1987).
• Chandrosekaran, S., et al., J. Biol. Chem. , 269 : 3356, (1994).