methyl (2R,3S,4R,6R)-4-(acetyloxy)-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6S)-6-(benzyloxy)-2-[(benzyloxy)methyl]-5-acetamido-4-{[(2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyloxan-2-yl]oxy}oxan-3-yl]oxy}-6-[(benzyloxy)methyl]-3,5-dihydroxyoxan-4-yl]oxy}-5-acetamido-3-(phenylsulfanyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate

• ChemBase ID: 158938
• Molecular Formular: C88H102N2O27S
• Molecular Mass: 1651.81368
• Monoisotopic Mass: 1650.63906701
• SMILES: [C@@H]1(C([C@@H]([C@@H]([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@H](O[C@H]1COCc1ccccc1)OCc1ccccc1)NC(=O)C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1)COCc1ccccc1)O)C(=O)OC)Sc1ccccc1)OC(=O)C)NC(=O)C)[C@@H]([C@H](COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@]1(O[C@@H]2[C@H](O)[C@H](O[C@@H]3[C@H](COCc4ccccc4)O[C@@H]([C@H]([C@H]3O[C@@H]3O[C@@H](C)[C@H]([C@@H]([C@@H]3OCc3ccccc3)OCc3ccccc3)OCc3ccccc3)NC(=O)C)OCc3ccccc3)O[C@H]([C@@H]2O)COCc2ccccc2)O[C@@H]([C@@H]([C@@H](OC(=O)C)COC(=O)C)OC(=O)C)C([C@@H]([C@@H]1Sc1ccccc1)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C88H102N2O27S/c1-53-74(104-46-62-34-20-11-21-35-62)81(105-47-63-36-22-12-23-37-63)82(106-48-64-38-24-13-25-39-64)86(108-53)115-77-71(90-55(3)92)84(107-49-65-40-26-14-27-41-65)113-68(51-102-45-61-32-18-10-19-33-61)75(77)114-85-73(98)80(72(97)67(112-85)50-101-44-60-30-16-9-17-31-60)117-88(87(99)100-8)83(118-66-42-28-15-29-43-66)79(111-59(7)96)70(89-54(2)91)78(116-88)76(110-58(6)95)69(109-57(5)94)52-103-56(4)93/h9-43,53,67-86,97-98H,44-52H2,1-8H3,(H,89,91)(H,90,92)/t53-,67+,68+,69-,70?,71+,72-,73+,74+,75+,76+,77+,78+,79+,80-,81+,82-,83-,84-,85-,86-,88-/m0/s1
• InChIKey: WDBCBGUGWWXJKO-HTHHMQOVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,3S,4R,6R)-4-(acetyloxy)-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6S)-6-(benzyloxy)-2-[(benzyloxy)methyl]-5-acetamido-4-{[(2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyloxan-2-yl]oxy}oxan-3-yl]oxy}-6-[(benzyloxy)methyl]-3,5-dihydroxyoxan-4-yl]oxy}-5-acetamido-3-(phenylsulfanyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2R,3S,4R,6R)-4-(acetyloxy)-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6S)-6-(benzyloxy)-2-[(benzyloxy)methyl]-5-acetamido-4-{[(2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyloxan-2-yl]oxy}oxan-3-yl]oxy}-6-[(benzyloxy)methyl]-3,5-dihydroxyoxan-4-yl]oxy}-5-acetamido-3-(phenylsulfanyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• Synonyms: O-(5-Acetamido-4,7,8,9-tetra-O-acetyl-3-thiophenyl-α-neuraminosyl Methyl Ester)-2-α-3-O-(6-O-benzyl-β-D-galactopyranosyl)-1-β-4-O-[6-deoxy-2,3,4-tri-O-benzyl-α-L-galactopyranosyl-(1-α-3)]-2-(acetylamino)-2-deoxy-1,6-di-O-benzyl-α-D-glucose

Database IDs

• PubChem SID: 162253073
• PubChem CID: 71312746

CALCULATED PROPERTIES

• Acid pKa: 11.88867
• H Acceptors: 22
• H Donor: 4
• LogD (pH = 5.5): 9.923136
• LogD (pH = 7.4): 9.923124
• Log P: 9.923137
• Molar Refractivity: 420.2269 cm^3
• Polarizability: 169.39679 Å^3
• Polar Surface Area: 350.15 Å^2
• Rotatable Bonds: 43
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Crystals

DETAILS

Toronto Research Chemicals - A161160

Sialyl Lewis X (S410000) derivative.