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

• ChemBase ID: 175407
• Molecular Formular: C16H21NO11
• Molecular Mass: 403.33804
• Monoisotopic Mass: 403.1114605
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](OC1)O[C@H]1[C@@H]([C@@H]([C@@H](OC1)Oc1ccccc1[N+](=O)[O-])O)O)O)O)O
• Canonical SMILES: O[C@H]1[C@@H](CO[C@H]([C@H]1O)Oc1ccccc1[N+](=O)[O-])O[C@@H]1OC[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H21NO11/c18-8-5-25-15(13(21)11(8)19)28-10-6-26-16(14(22)12(10)20)27-9-4-2-1-3-7(9)17(23)24/h1-4,8,10-16,18-22H,5-6H2/t8-,10-,11+,12+,13-,14-,15+,16+/m1/s1
• InChIKey: CURNKPXYSFMDNI-DPTJKYGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R)-2-{[(3R,4R,5R,6S)-4,5-dihydroxy-6-(2-nitrophenoxy)oxan-3-yl]oxy}oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5R)-2-{[(3R,4R,5R,6S)-4,5-dihydroxy-6-(2-nitrophenoxy)oxan-3-yl]oxy}oxane-3,4,5-triol
• Synonyms: o-NP-X; 2-Nitrophenyl 4-o-β-D-xylopyranosyl-β-D-xylopyranoside; o-Nitrophenyl-β-D-xylobioside

Database IDs

• CAS Number: 157956-98-4
• PubChem SID: 164231317
• PubChem CID: 71751107

CALCULATED PROPERTIES

• Acid pKa: 11.955478
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -1.1685693
• LogD (pH = 7.4): -1.1685812
• Log P: -1.1685692
• Molar Refractivity: 87.9963 cm^3
• Polarizability: 35.436905 Å^3
• Polar Surface Area: 183.89 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 113-115°C

Safety Information

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

DETAILS

Toronto Research Chemicals - N508850

A substrate for measuring xylanase activity. Xylanases are enzymes which hydrolyze xylan to xylooligosaccharides and have many applications in the food and feed industries.

REFERENCES

• Biosci. Biotech. Biochem., 60(6)
• 983 (1996)