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

• ChemBase ID: 153373
• Molecular Formular: C18H32O15
• Molecular Mass: 488.43768
• Monoisotopic Mass: 488.17412032
• SMILES: C[C@H]1[C@H]([C@H]([C@@H](C(O1)O[C@H]1[C@@H]([C@H](OC([C@@H]1O)O)CO)OC1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)O)O)O
• Canonical SMILES: OC[C@H]1OC(O)[C@@H]([C@H]([C@@H]1OC1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)OC1O[C@@H](C)[C@H]([C@H]([C@@H]1O)O)O)O
• InChI: InChI=1S/C18H32O15/c1-4-7(21)9(23)11(25)17(29-4)33-15-13(27)16(28)30-6(3-20)14(15)32-18-12(26)10(24)8(22)5(2-19)31-18/h4-28H,2-3H2,1H3/t4-,5+,6+,7+,8-,9+,10-,11-,12+,13+,14+,15+,16?,17?,18?/m0/s1
• InChIKey: WJPIUUDKRHCAEL-NOLJXUAASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 41312-47-4
• MDL Number: MFCD00079307
• PubChem SID: 162247512
• PubChem CID: 71311654

CALCULATED PROPERTIES

• Acid pKa: 11.216485
• H Acceptors: 15
• H Donor: 10
• LogD (pH = 5.5): -5.4273014
• LogD (pH = 7.4): -5.4273667
• 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
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (HPAE/PAD)
• Biological Source: from human milk
• Empirical Formula (Hill Notation): C18H32O15

DETAILS

Sigma Aldrich - F9641

Linkage
Terminal Glc analog of Lewis-X trisaccharide.