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

• ChemBase ID: 132296
• Molecular Formular: C18H32O15
• Molecular Mass: 488.43768
• Monoisotopic Mass: 488.17412032
• SMILES: C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)O[C@@H]1[C@H]([C@H]([C@H](O[C@H]1O[C@@H]1[C@H](OC([C@@H]([C@H]1O)O)O)CO)CO)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO)OC([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@H]1O)O)O[C@H]1O[C@@H](C)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C18H32O15/c1-4-7(21)9(23)13(27)17(29-4)33-15-10(24)8(22)5(2-19)31-18(15)32-14-6(3-20)30-16(28)12(26)11(14)25/h4-28H,2-3H2,1H3/t4-,5+,6+,7+,8-,9+,10-,11+,12+,13-,14+,15+,16?,17+,18-/m0/s1
• InChIKey: SNFSYLYCDAVZGP-ZTFPOLCTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5S,6S)-2-{[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4R,5S,6S)-2-{[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
• Synonyms: α-L-Fuc-(1→2)-β-D-Gal-(1→4)-D-Glc; 2′-Fucosyl-D-lactose

Database IDs

• CAS Number: 41263-94-9
• MDL Number: MFCD00079286
• PubChem SID: 162226573; 24894719
• PubChem CID: 16219342

CALCULATED PROPERTIES

• Acid pKa: 11.241123
• H Acceptors: 15
• H Donor: 10
• LogD (pH = 5.5): -5.4273014
• LogD (pH = 7.4): -5.427363
• Log P: -5.4273005
• Molar Refractivity: 99.2063 cm^3
• Polarizability: 42.065292 Å^3
• Polar Surface Area: 248.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPAE/PAD)
• Biological Source: from human milk

DETAILS

Sigma Aldrich - F0393

Application
2′-Fucosyl-D-lactose is used as substrate to identify, differentiate and characterized fucosidases.2′-Fucosyl-D-lactose is used in the development of biosensors to identify anti-infective oligosaccharides. 2′-Fucosyl-D-lactose is used to differentiate IL-8 receptor specificity and function.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. F0393.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.