(2R,3R,4S,5R)-2-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]amino}oxane-3,4,5-triol

• ChemBase ID: 134154
• Molecular Formular: C10H19NO8
• Molecular Mass: 281.25976
• Monoisotopic Mass: 281.11106657
• SMILES: C1[C@H]([C@@H]([C@H]([C@@H](O1)N[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O
• Canonical SMILES: O[C@H]1[C@@H](OC[C@H]([C@@H]1O)O)N[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C10H19NO8/c12-3-1-18-9(7(16)5(3)14)11-10-8(17)6(15)4(13)2-19-10/h3-17H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-/m1/s1
• InChIKey: WDQLRJPDYLYTMJ-IJNKSVJISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]amino}oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5R)-2-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]amino}oxane-3,4,5-triol
• Synonyms: Di(β-D-xylopyranosyl)amine

Database IDs

• CAS Number: 62983-70-4
• MDL Number: MFCD00133264
• Beilstein Number: 3908092
• PubChem SID: 24867501; 24893783; 162228431
• PubChem CID: 14100617

CALCULATED PROPERTIES

• Acid pKa: 12.213696
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -4.10324
• LogD (pH = 7.4): -3.7666757
• Log P: -3.7601328
• Molar Refractivity: 58.0926 cm^3
• Polarizability: 24.678326 Å^3
• Polar Surface Area: 151.87 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, yellow

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~95%; ≥97.0% (TLC)
• Impurities: ≤2% water
• Empirical Formula (Hill Notation): C10H19NO8

DETAILS

Sigma Aldrich - 43937

Other Notes
Di-β-D-xylopyranosylamine is a diglycosylamine generated from the transglycosylation of β-D-xylopyranosylamine. 1
Structure and rearrangement reactions of some diglycosylamines2