(2R,3S,5R)-2-[(6-bromonaphthalen-2-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 162906
• Molecular Formular: C16H17BrO6
• Molecular Mass: 385.20658
• Monoisotopic Mass: 384.02085026
• SMILES: O1[C@H](Oc2ccc3c(c2)ccc(c3)Br)[C@H](O)C([C@H](C1CO)O)O
• Canonical SMILES: OCC1O[C@H](Oc2ccc3c(c2)ccc(c3)Br)[C@@H](C([C@H]1O)O)O
• InChI: InChI=1S/C16H17BrO6/c17-10-3-1-9-6-11(4-2-8(9)5-10)22-16-15(21)14(20)13(19)12(7-18)23-16/h1-6,12-16,18-21H,7H2/t12?,13-,14?,15-,16-/m0/s1
• InChIKey: NLRXQZJJCPRATR-NQBOGQKCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,5R)-2-[(6-bromonaphthalen-2-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,5R)-2-[(6-bromonaphthalen-2-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 6-Bromo-2-naphthyl-α-D-galactopyranoside

Database IDs

• CAS Number: 25997-59-5
• PubChem SID: 162257041
• PubChem CID: 45038459

CALCULATED PROPERTIES

• Acid pKa: 12.200141
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.1598417
• LogD (pH = 7.4): 1.1598349
• Log P: 1.1598418
• Molar Refractivity: 84.2563 cm^3
• Polarizability: 34.84967 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Melting Point: 225°C

DETAILS

Toronto Research Chemicals - B685975

A useful reagent for determination of alpha-D-Galactosidase activity.

REFERENCES

• Tsou, K.C. and Helen, C.F. Su: Analytical Biochemistry, 8, 415 (1964)