N-[(2R,3R,4R,5S,6R)-6-[(benzyloxy)methyl]-5-{[(2S,3R,4S,5R,6R)-6-[(benzyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-2-methoxy-4-{[(2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyloxan-2-yl]oxy}oxan-3-yl]acetamide

• ChemBase ID: 166019
• Molecular Formular: C56H67NO15
• Molecular Mass: 994.12888
• Monoisotopic Mass: 993.45107045
• SMILES: 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)OC)NC(=O)C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1)COCc1ccccc1)O
• Canonical SMILES: CO[C@@H]1O[C@@H](COCc2ccccc2)[C@H]([C@@H]([C@@H]1NC(=O)C)O[C@@H]1O[C@@H](C)[C@H]([C@@H]([C@@H]1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1)O[C@@H]1O[C@@H](COCc2ccccc2)[C@@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C56H67NO15/c1-36-49(65-31-40-23-13-6-14-24-40)52(66-32-41-25-15-7-16-26-41)53(67-33-42-27-17-8-18-28-42)56(68-36)72-51-45(57-37(2)58)54(62-3)70-44(35-64-30-39-21-11-5-12-22-39)50(51)71-55-48(61)47(60)46(59)43(69-55)34-63-29-38-19-9-4-10-20-38/h4-28,36,43-56,59-61H,29-35H2,1-3H3,(H,57,58)/t36-,43+,44+,45+,46-,47-,48+,49+,50+,51+,52+,53-,54+,55-,56-/m0/s1
• InChIKey: MEKULUIOWRRYDE-OBHRTGBUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S,6R)-6-[(benzyloxy)methyl]-5-{[(2S,3R,4S,5R,6R)-6-[(benzyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-2-methoxy-4-{[(2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyloxan-2-yl]oxy}oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2R,3R,4R,5S,6R)-6-[(benzyloxy)methyl]-5-{[(2S,3R,4S,5R,6R)-6-[(benzyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-2-methoxy-4-{[(2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyloxan-2-yl]oxy}oxan-3-yl]acetamide
• Synonyms: Methyl O-6-Deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1→3)-O-[6-O-(phenylmethyl)-β-D-galactopyranosyl-(1→4)]-2-(acetylamino)-2-deoxy-6-O-(phenylmethyl)-α-D-glucopyranoside; 3-[O-6-Deoxy-2,3,4-tris-O-benzyl-α-L-galactopyranosyl]-4-[O-[6-O-benzyl-β-D-galactopyranosyl]-1-methoxy-2-(acetylamino)-2-deoxy-6-O-benzyl-β-D-glucopyranoside

Database IDs

• PubChem SID: 162260152
• PubChem CID: 71315514

CALCULATED PROPERTIES

• Acid pKa: 11.931824
• H Acceptors: 15
• H Donor: 4
• LogD (pH = 5.5): 6.7657886
• LogD (pH = 7.4): 6.7657766
• Log P: 6.765789
• Molar Refractivity: 261.8778 cm^3
• Polarizability: 105.11097 Å^3
• Polar Surface Area: 191.32 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Off-white Crystals

Safety Information

• Storage Condition: Room Temp

DETAILS

Toronto Research Chemicals - D281810

Intermediate in the synthesis of Sialyl Lewis X (S410000).