(2R)-2-{[(4aS,6R,7S,8S,8aS)-6-(benzyloxy)-7-acetamido-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]oxy}propanoic acid

• ChemBase ID: 73437
• Molecular Formular: C25H29NO8
• Molecular Mass: 471.49966
• Monoisotopic Mass: 471.18931689
• SMILES: O([C@H]1[C@H]([C@@H]([C@H]2[C@@H](O1)COC(O2)c1ccccc1)O[C@@H](C(=O)O)C)NC(=O)C)Cc1ccccc1
• Canonical SMILES: CC(=O)N[C@@H]1[C@H](OCc2ccccc2)O[C@@H]2[C@H]([C@H]1O[C@@H](C(=O)O)C)OC(OC2)c1ccccc1
• InChI: InChI=1S/C25H29NO8/c1-15(23(28)29)32-22-20(26-16(2)27)25(30-13-17-9-5-3-6-10-17)33-19-14-31-24(34-21(19)22)18-11-7-4-8-12-18/h3-12,15,19-22,24-25H,13-14H2,1-2H3,(H,26,27)(H,28,29)/t15-,19+,20+,21-,22+,24?,25-/m1/s1
• InChIKey: JPPMVSNCFXDOJX-QTQJRBEGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(4aS,6R,7S,8S,8aS)-6-(benzyloxy)-7-acetamido-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]oxy}propanoic acid
• IUPAC Traditional name: (2R)-2-{[(4aS,6R,7S,8S,8aS)-6-(benzyloxy)-7-acetamido-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]oxy}propanoic acid
• Synonyms: (2R)-{[(4aR,6S,7R,8R,8aS)-7-(Acetylamino)-6-(benzyloxy)-2-phenylperhydropyrano[3,2-d][1,3]dioxin-8-yl]oxy}propanoic acid; N-Acetyl-1-O-(phenylmethyl)-4,6-O-(phenylmethylene-alpha-muramic acid; 2-(3-Acetamido-2-benzyl-4,6,O-benzylidene-alpha-D-glucopyranosid-4-yloxy)propanoic acid tech

Database IDs

• CAS Number: 2862-03-5
• MDL Number: MFCD00057299
• PubChem SID: 162038357
• PubChem CID: 71299261

CALCULATED PROPERTIES

• Acid pKa: 3.5032012
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.0133623
• LogD (pH = 7.4): -0.37245753
• Log P: 3.0019784
• Molar Refractivity: 118.6018 cm^3
• Polarizability: 47.653275 Å^3
• Polar Surface Area: 112.55 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 220-222°C

Safety Information

• Storage Warning: Irritant