7-{[(2R,4R,5S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-methyl-2H-chromen-2-one

• ChemBase ID: 174495
• Molecular Formular: C16H19NO7
• Molecular Mass: 337.32456
• Monoisotopic Mass: 337.11615195
• SMILES: [C@@H]1([C@@H](C([C@H](OC1CO)Oc1ccc2c(c1)oc(=O)cc2C)N)O)O
• Canonical SMILES: OCC1O[C@H](Oc2ccc3c(c2)oc(=O)cc3C)C([C@H]([C@@H]1O)O)N
• InChI: InChI=1S/C16H19NO7/c1-7-4-12(19)23-10-5-8(2-3-9(7)10)22-16-13(17)15(21)14(20)11(6-18)24-16/h2-5,11,13-16,18,20-21H,6,17H2,1H3/t11?,13?,14-,15-,16+/m1/s1
• InChIKey: XPBYRVZLJCNXMD-LBCMLLALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{[(2R,4R,5S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-methyl-2H-chromen-2-one
• IUPAC Traditional name: 7-{[(2R,4R,5S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-methylchromen-2-one
• Synonyms: 7-[(2-Amino-2-deoxy-α-D-glucopyranosyl)oxy]-4-methyl-2H-1-benzopyran-2-one; 4-Methylumbelliferyl 2-Amino-2-deoxy-α-D-glucopyranoside

Database IDs

• CAS Number: 137687-00-4
• PubChem SID: 164230405
• PubChem CID: 71750676

CALCULATED PROPERTIES

• Acid pKa: 12.901362
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.9567533
• LogD (pH = 7.4): -1.2622969
• Log P: -0.595761
• Molar Refractivity: 81.6134 cm^3
• Polarizability: 32.728157 Å^3
• Polar Surface Area: 131.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 244-246°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Store in Freezer