octahydroindolizine-1,6,7,8-tetrol

• ChemBase ID: 103097
• Molecular Formular: C8H15NO4
• Molecular Mass: 189.209
• Monoisotopic Mass: 189.10010797
• SMILES: OC1CCN2CC(O)C(O)C(O)C12
• Canonical SMILES: OC1C(O)CN2C(C1O)C(O)CC2
• InChI: InChI=1S/C8H15NO4/c10-4-1-2-9-3-5(11)7(12)8(13)6(4)9/h4-8,10-13H,1-3H2
• InChIKey: JDVVGAQPNNXQDW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: octahydroindolizine-1,6,7,8-tetrol
• IUPAC Traditional name: castanospermine
• Synonyms: 1,6,7,8-Tetrahydroxyoctahydroindolizidine; (1S,6S,7R,8R,8aR)-Octahydro-1,6,7,8-indolizinetetrol; CASTANOSPERMINE

Database IDs

• CAS Number: 79831-76-8
• PubChem SID: 162090617
• PubChem CID: 2592

CALCULATED PROPERTIES

• Acid pKa: 12.890403
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -5.7346234
• LogD (pH = 7.4): -4.122846
• Log P: -2.5544934
• Molar Refractivity: 44.4357 cm^3
• Polarizability: 18.122393 Å^3
• Polar Surface Area: 84.16 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 212°C

Safety Information

• Storage Condition: 2-8°C, Desiccate
• RTECS: NM2408333

DETAILS

MP Biomedicals - 02150570

Lyophilized powder
Under desiccant
A potent α and β-glucosidase inhibitor. Also known to cause accumulation of high mannose glycoproteins, such as concanavalin A.