(2R)-2-{[(2R,3R,4R,5S,6R)-2-(acetyloxy)-6-[(acetyloxy)methyl]-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-3-acetamidooxan-4-yl]oxy}propanoic acid

• ChemBase ID: 158846
• Molecular Formular: C29H42N2O18
• Molecular Mass: 706.64638
• Monoisotopic Mass: 706.24326251
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1COC(=O)C)OC(=O)C)NC(=O)C)O[C@H](C)C(=O)O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@H](OC(=O)C)[C@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)OC(=O)C)O[C@@H](C(=O)O)C)NC(=O)C
• InChI: InChI=1S/C29H42N2O18/c1-11(27(39)40)43-25-21(30-12(2)32)28(46-18(8)38)47-20(10-42-15(5)35)24(25)49-29-22(31-13(3)33)26(45-17(7)37)23(44-16(6)36)19(48-29)9-41-14(4)34/h11,19-26,28-29H,9-10H2,1-8H3,(H,30,32)(H,31,33)(H,39,40)/t11-,19-,20-,21-,22-,23-,24-,25-,26-,28+,29+/m1/s1
• InChIKey: BMIXNBQSCFEDBZ-DZMJHXHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(2R,3R,4R,5S,6R)-2-(acetyloxy)-6-[(acetyloxy)methyl]-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-3-acetamidooxan-4-yl]oxy}propanoic acid
• IUPAC Traditional name: (2R)-2-{[(2R,3R,4R,5S,6R)-2-(acetyloxy)-6-[(acetyloxy)methyl]-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-3-acetamidooxan-4-yl]oxy}propanoic acid
• Synonyms: GlcNAc-1-β-4-MurNAc(OAc)5; N-Acetyl-4-O-[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]-α-Muramic Acid1,6-Diacetate; 2-Acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-1,6-di-O-N-acetyl-α-D-muramic Acid

Database IDs

• CAS Number: 475502-13-7
• PubChem SID: 162252981
• PubChem CID: 71312713

CALCULATED PROPERTIES

• Acid pKa: 3.327075
• H Acceptors: 13
• H Donor: 3
• LogD (pH = 5.5): -4.5411367
• LogD (pH = 7.4): -5.804198
• Log P: -2.383944
• Molar Refractivity: 151.6265 cm^3
• Polarizability: 62.94158 Å^3
• Polar Surface Area: 263.92 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 167-170°C