(2S,4S,5S)-2-{[(3S,4R,6S)-6-(4-aminophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 160401
• Molecular Formular: C18H27NO11
• Molecular Mass: 433.40708
• Monoisotopic Mass: 433.15841069
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)O[C@H]1[C@@H](C([C@@H](OC1CO)Oc1ccc(cc1)N)O)O)O)O)O
• Canonical SMILES: OCC1O[C@@H](Oc2ccc(cc2)N)C([C@H]([C@@H]1O[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O)O)O
• InChI: InChI=1S/C18H27NO11/c19-7-1-3-8(4-2-7)27-17-15(26)13(24)16(10(6-21)29-17)30-18-14(25)12(23)11(22)9(5-20)28-18/h1-4,9-18,20-26H,5-6,19H2/t9?,10?,11-,12+,13-,14?,15?,16-,17-,18+/m1/s1
• InChIKey: OCHWUNNDLIWPAO-JWYKEARVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,5S)-2-{[(3S,4R,6S)-6-(4-aminophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,4S,5S)-2-{[(3S,4R,6S)-6-(4-aminophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 4-Aminophenyl 4-O-β-D-Glucopyranosyl-β-D-glucopyranoside; p-Aminophenyl β-D-Cellobioside

Database IDs

• CAS Number: 42935-24-0
• PubChem SID: 162254536
• PubChem CID: 46780331

CALCULATED PROPERTIES

• Acid pKa: 11.934123
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): -3.2676773
• LogD (pH = 7.4): -3.199111
• Log P: -3.1981492
• Molar Refractivity: 97.297 cm^3
• Polarizability: 39.56285 Å^3
• Polar Surface Area: 204.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Beige Solid
• Melting Point: 133-138°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere