N-[(2R,3R,4R,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-{[(2R,3R,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide

• ChemBase ID: 89712
• Molecular Formular: C20H35NO16
• Molecular Mass: 545.489
• Monoisotopic Mass: 545.19558405
• SMILES: CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](CO)O[C@H]1OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1O[C@@H](OC[C@H]2OC(O)[C@@H]([C@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O)NC(=O)C
• InChI: InChI=1S/C20H35NO16/c1-5(24)21-9-12(27)17(37-20-16(31)14(29)10(25)6(2-22)35-20)7(3-23)36-19(9)33-4-8-11(26)13(28)15(30)18(32)34-8/h6-20,22-23,25-32H,2-4H2,1H3,(H,21,24)/t6-,7-,8-,9-,10+,11+,12-,13+,14+,15-,16-,17-,18?,19-,20+/m1/s1
• InChIKey: VZIJAGXHAXHZJU-MRGJSYKYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-{[(2R,3R,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
• IUPAC Traditional name: (Gal)2 (GlcNAc)1
• Synonyms: Gal-b-4GlcNAc1-b-6Gal; 6-O-[2-Acetamido-2-deoxy-4-O-(beta-D-galactopyranosyl)-beta-D-glucopyranosyl]-D-galactopyranose; β-D-Gal-[1→4]-β-D-GlcNAc-[1→6]-D-Gal; 6-O-[2-ACETAMIDO-2-DEOXY-4-O-(β-D-GALACTOPYRANOSYL)-β-D-GLUCOPYRANOSYL]-D-GALACTOPYRANOSE; Gal1-β-4GlcNAc1-β-6Gal; 6-O-[2-Acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranosyl]-D-galactopyranose

Database IDs

• CAS Number: 20331-45-7
• MDL Number: MFCD00078855
• PubChem SID: 162076575
• PubChem CID: 46906058

CALCULATED PROPERTIES

• Acid pKa: 11.197494
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -6.7622466
• LogD (pH = 7.4): -6.762314
• Log P: -6.7622457
• Molar Refractivity: 111.8513 cm^3
• Polarizability: 47.026096 Å^3
• Polar Surface Area: 277.55 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 2-8°C

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02154179

(β-D-Gal-[1?4]-β-D-GlcNAc- [1?6]-D-Gal) Purity: ≥98% White to light tan powder

Toronto Research Chemicals - A153000

Acceptor for recombinant α3-fucosyltransferase V (Fuc-TV).

REFERENCES

• Pykari, M., et al.: J. Biol. Chem., 275, 40057 (2000)
• Wu, A., et al.: Glycobiol., 16, 524 (2000)