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

• ChemBase ID: 186130
• Molecular Formular: C20H29NO9
• Molecular Mass: 427.44556
• Monoisotopic Mass: 427.18423151
• SMILES: C1(C([C@@H](C(O[C@@H]1O)COC(=O)[C@H](NC(=O)OC(C)(C)C)Cc1ccccc1)O)O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H](C(=O)OCC1O[C@H](O)C(C([C@@H]1O)O)O)Cc1ccccc1
• InChI: InChI=1S/C20H29NO9/c1-20(2,3)30-19(27)21-12(9-11-7-5-4-6-8-11)17(25)28-10-13-14(22)15(23)16(24)18(26)29-13/h4-8,12-16,18,22-24,26H,9-10H2,1-3H3,(H,21,27)/t12-,13?,14-,15?,16?,18+/m1/s1
• InChIKey: USIQXRRVZXSSCT-SCDOXTBISA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164242040
• PubChem CID: 16396483

CALCULATED PROPERTIES

• Acid pKa: 11.292634
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.30164364
• LogD (pH = 7.4): 0.30158886
• Log P: 0.30164436
• Molar Refractivity: 102.4205 cm^3
• Polarizability: 41.400944 Å^3
• Polar Surface Area: 154.78 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds