1,4-bis(hydroxymethyl)-5-oxa-6-azabicyclo[2.1.1]hexane-2,3-diol

• ChemBase ID: 89330
• Molecular Formular: C6H11NO5
• Molecular Mass: 177.15524
• Monoisotopic Mass: 177.06372246
• SMILES: C(C12C(C(C(N1)(O2)CO)O)O)O
• Canonical SMILES: OCC12NC(O1)(C(C2O)O)CO
• InChI: InChI=1S/C6H11NO5/c8-1-5-3(10)4(11)6(2-9,7-5)12-5/h3-4,7-11H,1-2H2
• InChIKey: SRBFAPANHNCEAZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-bis(hydroxymethyl)-5-oxa-6-azabicyclo[2.1.1]hexane-2,3-diol
• IUPAC Traditional name: 1,4-bis(hydroxymethyl)-5-oxa-6-azabicyclo[2.1.1]hexane-2,3-diol
• Synonyms: 2,5-Anhydro-2,5-imino-D-glucitol

Database IDs

• CAS Number: 132295-44-4
• MDL Number: MFCD06804502
• PubChem SID: 162076210
• PubChem CID: 21894824

CALCULATED PROPERTIES

• Acid pKa: 12.178128
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.1034887
• LogD (pH = 7.4): -2.103416
• Log P: -2.1034076
• Molar Refractivity: 35.9989 cm^3
• Polarizability: 15.2696705 Å^3
• Polar Surface Area: 102.18 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Apollo Scientific Ltd - OR4830T

Many pyrrolidines are powerful inhibitors of glycohydrolases, enzymes responsible for glycoproteinprocessing & the gastrointestinal breakdown of dietarycarbohydrates.