sodium [(2R,3S,4R,5R)-3-{[(2S,3R,4S,5S,6R)-4-{[(2S,4S,6R)-2-carboxy-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-acetamido-6-methoxy-4-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]methyl sulfate

• ChemBase ID: 177925
• Molecular Formular: C32H53N2NaO26S
• Molecular Mass: 936.81579
• Monoisotopic Mass: 936.25049511
• 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]1COS(=O)(=O)[O-])OC)NC(=O)C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C)O)O)O)CO)O)C(=O)O)O)NC(=O)C)[C@@H]([C@@H](CO)O)O.[Na+]
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[C@](O[C@@H]2[C@H](O)[C@@H](O[C@H]([C@@H]2O)CO)O[C@@H]2[C@H](COS(=O)(=O)[O-])OC([C@H]([C@H]2O[C@@H]2O[C@@H](C)[C@H]([C@@H]([C@@H]2O)O)O)NC(=O)C)OC)(C[C@H](C1NC(=O)C)O)C(=O)O)O)O.[Na+]
• InChI: InChI=1S/C32H54N2O26S.Na/c1-9-18(41)21(44)22(45)29(54-9)58-26-17(34-11(3)38)28(52-4)56-15(8-53-61(49,50)51)24(26)57-30-23(46)27(20(43)14(7-36)55-30)60-32(31(47)48)5-12(39)16(33-10(2)37)25(59-32)19(42)13(40)6-35;/h9,12-30,35-36,39-46H,5-8H2,1-4H3,(H,33,37)(H,34,38)(H,47,48)(H,49,50,51);/q;+1/p-1/t9-,12-,13+,14+,15+,16?,17+,18+,19+,20-,21+,22-,23+,24+,25+,26+,27-,28?,29-,30-,32-;/m0./s1
• InChIKey: HJULPFWSRQMJBG-ZEWZFOSWSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [(2R,3S,4R,5R)-3-{[(2S,3R,4S,5S,6R)-4-{[(2S,4S,6R)-2-carboxy-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-acetamido-6-methoxy-4-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]methyl sulfate
• IUPAC Traditional name: sodium [(2R,3S,4R,5R)-3-{[(2S,3R,4S,5S,6R)-4-{[(2S,4S,6R)-2-carboxy-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-acetamido-6-methoxy-4-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]methyl sulfate
• Synonyms: [Methyl O-[5-Acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic Acid)-2-α-3-O-β-D-galactopyranosyl]-1-β-4-O-[(α-L-fucopyranosyl)-1-α-3]-2-acetamido-2-deoxy-6-sulfo-D-glucopyranoside] Sodium Salt; 6-Sulfo Sialyl Lewis X Methyl Glycoside Sodium Salt

Database IDs

• PubChem SID: 164233835
• PubChem CID: 71752265

CALCULATED PROPERTIES

• Acid pKa: -1.9573174
• H Acceptors: 25
• H Donor: 13
• LogD (pH = 5.5): -12.403659
• LogD (pH = 7.4): -13.286838
• Log P: -9.241973
• Molar Refractivity: 184.2002 cm^3
• Polarizability: 77.95667 Å^3
• Polar Surface Area: 438.07 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S689300

Sialyl Lewis X derivative.