(3aR,5R,6S)-2-amino-5-(hydroxymethyl)-3aH,5H,6H,6aH-furo[2,3-d][1,3]oxazol-6-ol

• ChemBase ID: 160229
• Molecular Formular: C6H10N2O4
• Molecular Mass: 174.1546
• Monoisotopic Mass: 174.06405681
• SMILES: [C@H]1(O)[C@@H](CO)O[C@H]2N=C(OC12)N
• Canonical SMILES: OC[C@H]1O[C@@H]2C([C@H]1O)OC(=N2)N
• InChI: InChI=1S/C6H10N2O4/c7-6-8-5-4(12-6)3(10)2(1-9)11-5/h2-5,9-10H,1H2,(H2,7,8)/t2-,3+,4?,5-/m1/s1
• InChIKey: IVFVSTOFYHUJRU-YQWWZGPCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,5R,6S)-2-amino-5-(hydroxymethyl)-3aH,5H,6H,6aH-furo[2,3-d][1,3]oxazol-6-ol
• IUPAC Traditional name: (3aR,5R,6S)-2-amino-5-(hydroxymethyl)-3aH,5H,6H,6aH-furo[2,3-d][1,3]oxazol-6-ol
• Synonyms: (3aR,5R,6R,6aS)-2-Amino-3a,5,6,6a-tetrahydro-6-hydroxy-furo[2,3-d]oxazole-5-methanol; NSC 139108; O,N-Aminomethanylylidene-β-D-arabinofuranose

Database IDs

• CAS Number: 27963-98-0
• PubChem SID: 162254364
• PubChem CID: 46780297

CALCULATED PROPERTIES

• Acid pKa: 12.938283
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.4480323
• LogD (pH = 7.4): -1.4160347
• Log P: -1.4156097
• Molar Refractivity: 36.8726 cm^3
• Polarizability: 15.041739 Å^3
• Polar Surface Area: 97.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; Water
• Apperance: White Solid
• Melting Point: 181-182°C