methyl (2S,4S,5R,6R)-4-(acetyloxy)-5-[2-(acetyloxy)acetamido]-2-(4-nitrophenoxy)-6-[(1S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate

• ChemBase ID: 175377
• Molecular Formular: C28H34N2O17
• Molecular Mass: 670.57276
• Monoisotopic Mass: 670.18574764
• SMILES: [C@@H]1([C@@H]([C@@H](C[C@](O1)(Oc1ccc(cc1)[N+](=O)[O-])C(=O)OC)OC(=O)C)NC(=O)COC(=O)C)[C@@H](C(COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@]1(Oc2ccc(cc2)[N+](=O)[O-])C[C@@H](OC(=O)C)[C@H]([C@@H](O1)[C@@H](C(OC(=O)C)COC(=O)C)OC(=O)C)NC(=O)COC(=O)C
• InChI: InChI=1S/C28H34N2O17/c1-14(31)41-12-22(44-17(4)34)25(45-18(5)35)26-24(29-23(36)13-42-15(2)32)21(43-16(3)33)11-28(47-26,27(37)40-6)46-20-9-7-19(8-10-20)30(38)39/h7-10,21-22,24-26H,11-13H2,1-6H3,(H,29,36)/t21-,22?,24+,25+,26+,28+/m0/s1
• InChIKey: XHNMNLUMJHINIG-BDOAFUJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,4S,5R,6R)-4-(acetyloxy)-5-[2-(acetyloxy)acetamido]-2-(4-nitrophenoxy)-6-[(1S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,4S,5R,6R)-4-(acetyloxy)-5-[2-(acetyloxy)acetamido]-2-(4-nitrophenoxy)-6-[(1S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• Synonyms: N-[2-(Acetyloxy)acetyl]-2-O-(4-nitrophenyl)-α-neuraminic Acid Methyl Ester 4,7,8,9-Tetraacetate; 2-O-(p-Nitrophenyl)-4,7,8,9-tetra-O-acetyl-α-D-N-acetylglycolylneuraminic Acid Methyl Ester

Database IDs

• CAS Number: 1000890-49-2
• PubChem SID: 164231287
• PubChem CID: 71751103

CALCULATED PROPERTIES

• Acid pKa: 11.912872
• H Acceptors: 11
• H Donor: 1
• LogD (pH = 5.5): 0.2444712
• LogD (pH = 7.4): 0.24445954
• Log P: 0.24447136
• Molar Refractivity: 147.5948 cm^3
• Polarizability: 59.772064 Å^3
• Polar Surface Area: 251.18 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid