(2S,4S,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

• ChemBase ID: 177701
• Molecular Formular: C25H42N2O19
• Molecular Mass: 674.60298
• Monoisotopic Mass: 674.23817713
• SMILES: [C@@H]1(C([C@@H](C[C@](O1)(O[C@H]1[C@H]([C@@H](O[C@H]([C@H]1O)O[C@H]1[C@@H]([C@@H](C(O[C@H]1CO)O)NC(=O)C)O)CO)O)C(=O)O)O)NC(=O)C)[C@@H]([C@@H](CO)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H](O[C@@H]2[C@H](CO)OC([C@H]([C@H]2O)NC(=O)C)O)[C@H]([C@H]([C@H]1O)O[C@@]1(C[C@@H](O)C([C@@H](O1)[C@@H]([C@@H](CO)O)O)NC(=O)C)C(=O)O)O
• InChI: InChI=1S/C25H42N2O19/c1-7(31)26-13-9(33)3-25(24(40)41,45-20(13)15(35)10(34)4-28)46-21-16(36)11(5-29)43-23(18(21)38)44-19-12(6-30)42-22(39)14(17(19)37)27-8(2)32/h9-23,28-30,33-39H,3-6H2,1-2H3,(H,26,31)(H,27,32)(H,40,41)/t9-,10+,11+,12+,13?,14+,15+,16-,17+,18+,19+,20+,21-,22?,23-,25-/m0/s1
• InChIKey: GVXWGQLSDZJHFY-LCYSWDEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,4S,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• Synonyms: Neu5Ac2-α-3Gal1-β-4GlcNAc; 3'-α-Sialyl-N-acetyllactosamine

Database IDs

• CAS Number: 81693-22-3
• PubChem SID: 164233611
• PubChem CID: 71752160

CALCULATED PROPERTIES

• Acid pKa: 2.8378649
• H Acceptors: 19
• H Donor: 13
• LogD (pH = 5.5): -10.00145
• LogD (pH = 7.4): -10.884639
• Log P: -7.393644
• Molar Refractivity: 139.7093 cm^3
• Polarizability: 58.127914 Å^3
• Polar Surface Area: 343.95 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: >210°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer