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

• ChemBase ID: 156600
• Molecular Formular: C24H42O19
• Molecular Mass: 634.57888
• Monoisotopic Mass: 634.23202912
• 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[C@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)C)O)O)O)O)O)CO)CO)O)O)O)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]1O[C@@H]1O[C@@H](C)[C@H]([C@H]([C@@H]1O)O)O)O)O)O[C@@H]1O[C@@H](C)[C@H]([C@H]([C@@H]1O)O)O)O
• InChI: InChI=1S/C24H42O19/c1-5-9(27)12(30)15(33)22(37-5)42-19-17(35)21(36)39-8(4-26)18(19)41-24-20(14(32)11(29)7(3-25)40-24)43-23-16(34)13(31)10(28)6(2)38-23/h5-36H,3-4H2,1-2H3/t5-,6-,7+,8+,9+,10+,11-,12+,13+,14-,15-,16-,17+,18+,19+,20+,21?,22-,23-,24-/m0/s1
• InChIKey: LKOHREGGXUJGKC-NTQZDHPLSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 20768-11-0
• MDL Number: MFCD00214321
• PubChem SID: 24845494; 162250737
• PubChem CID: 16211038

CALCULATED PROPERTIES

• Acid pKa: 11.214136
• H Acceptors: 19
• H Donor: 12
• LogD (pH = 5.5): -6.151227
• LogD (pH = 7.4): -6.151293
• Log P: -6.151226
• Molar Refractivity: 130.0759 cm^3
• Polarizability: 55.163776 Å^3
• Polar Surface Area: 307.37 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: B
• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C24H42O19

DETAILS

Sigma Aldrich - 03497

Application
Lactodifucotetraose (LDFT Glycan), a LeY (Lewis antigen) carbohydrate, is used as a ligand to analyse binding properties of winged bean agglutinin(s). Lactodifucotetraose competes with monoclonal antibody (mAb) B3 that recognizes an antigen found on many adenocarcinoma cells. LDFT Glycan is used in studies of the specificity of Lewis antigens.