[(3S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoate

• ChemBase ID: 183682
• Molecular Formular: C23H27NO9
• Molecular Mass: 461.46178
• Monoisotopic Mass: 461.16858145
• SMILES: C1(C([C@@H](C(O[C@H]1O)COC(=O)[C@H](NC(=O)OCc1ccccc1)Cc1ccccc1)O)O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)OCC1O[C@@H](O)C(C([C@@H]1O)O)O)Cc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C23H27NO9/c25-18-17(33-22(29)20(27)19(18)26)13-31-21(28)16(11-14-7-3-1-4-8-14)24-23(30)32-12-15-9-5-2-6-10-15/h1-10,16-20,22,25-27,29H,11-13H2,(H,24,30)/t16-,17?,18-,19?,20?,22-/m1/s1
• InChIKey: QLFOXWAMYFUATC-YAJXOGNDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoate
• IUPAC Traditional name: [(3S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoate

Database IDs

• PubChem SID: 164239592
• PubChem CID: 17571659

CALCULATED PROPERTIES

• Acid pKa: 11.291915
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.9721571
• LogD (pH = 7.4): 0.9721023
• Log P: 0.97215784
• Molar Refractivity: 113.2275 cm^3
• Polarizability: 45.41294 Å^3
• Polar Surface Area: 154.78 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds