(2R,4S,5S)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 160411
• Molecular Formular: C12H17NO6
• Molecular Mass: 271.26648
• Monoisotopic Mass: 271.10558727
• SMILES: [C@@H]1([C@@H](C([C@H](OC1CO)Oc1ccc(cc1)N)O)O)O
• Canonical SMILES: OCC1O[C@H](Oc2ccc(cc2)N)C([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H17NO6/c13-6-1-3-7(4-2-6)18-12-11(17)10(16)9(15)8(5-14)19-12/h1-4,8-12,14-17H,5,13H2/t8?,9-,10+,11?,12+/m1/s1
• InChIKey: MIAKOEWBCMPCQR-ZVCXTHFISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S,5S)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,4S,5S)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 4-Aminophenyl α-D-Mannopyranoside

Database IDs

• CAS Number: 34213-86-0
• PubChem SID: 162254546
• PubChem CID: 46780337

CALCULATED PROPERTIES

• Acid pKa: 12.200142
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.4968417
• LogD (pH = 7.4): -1.4282696
• Log P: -1.4273136
• Molar Refractivity: 64.8837 cm^3
• Polarizability: 25.775139 Å^3
• Polar Surface Area: 125.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Methanol
• Apperance: Beige Solid
• Melting Point: 160-162°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - A624995

Increases the uptake rate of liposomes.

REFERENCES

• VeeraReddy, P., et al.: J. Drug Target., 17, 140 (2007)
• Chono, S., et al.: J. Pharm., Pharmacol., 59, 75 (2007)