(3R,4R,5S,6R)-5-{[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(2H3)methoxyoxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol

• ChemBase ID: 173873
• Molecular Formular: C13H24O11
• Molecular Mass: 356.32306
• Monoisotopic Mass: 356.13186159
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)O[C@H]1[C@@H]([C@@H](C(O[C@H]1CO)O)O)O)OC)O)O
• Canonical SMILES: OC[C@@H]1OC(O)[C@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1OC)O)O)O)O
• InChI: InChI=1S/C13H24O11/c1-21-11-7(17)6(16)4(2-14)23-13(11)24-10-5(3-15)22-12(20)9(19)8(10)18/h4-20H,2-3H2,1H3/t4-,5-,6+,7+,8-,9-,10-,11-,12?,13+/m1/s1
• InChIKey: PDUNULQKKRPSLU-LTEQSDMASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,5S,6R)-5-{[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(^2H₃)methoxyoxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• IUPAC Traditional name: (3R,4R,5S,6R)-5-{[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(^2H₃)methoxyoxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• Synonyms: 4-O-[2-O-(Methyl-d3)-β-D-galactopyranosyl]-D-glucose; 2'-O-Methyl Lactose-d3

Database IDs

• PubChem SID: 164229783
• PubChem CID: 71750412

CALCULATED PROPERTIES

• Polar Surface Area: 178.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false
• Acid pKa: 11.28853
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -4.060249
• LogD (pH = 7.4): -4.0603046
• Log P: -4.0602484
• Molar Refractivity: 73.0879 cm^3
• Polarizability: 30.830313 Å^3

DETAILS

Toronto Research Chemicals - M315302

Labelled 2’-O-Methyl Lactose (M315300). 2’-O-Methyl Lactose is a derivative of Methyl β-lactoside as substrate for and inhibitor of β-D-galactosidase from E. coli.

REFERENCES

• Bock, K., et al.: Carbohydr. Res., 202, 131 (1990)