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

• ChemBase ID: 181540
• Molecular Formular: C25H37NO12
• Molecular Mass: 543.56078
• Monoisotopic Mass: 543.23157563
• SMILES: C1(C([C@H](C(O[C@@H]1O)COC(=O)[C@H](NC(=O)OC(C)(C)C)Cc1ccc(OC(=O)OC(C)(C)C)cc1)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)Cc1ccc(cc1)OC(=O)OC(C)(C)C
• InChI: InChI=1S/C25H37NO12/c1-24(2,3)37-22(32)26-15(20(30)34-12-16-17(27)18(28)19(29)21(31)36-16)11-13-7-9-14(10-8-13)35-23(33)38-25(4,5)6/h7-10,15-19,21,27-29,31H,11-12H2,1-6H3,(H,26,32)/t15-,16?,17+,18?,19?,21+/m1/s1
• InChIKey: ITMGYEJHAIVJJL-OEPPDZASSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164237450
• PubChem CID: 16395225

CALCULATED PROPERTIES

• Acid pKa: 11.284959
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 1.5821553
• LogD (pH = 7.4): 1.5820998
• Log P: 1.5821561
• Molar Refractivity: 128.9821 cm^3
• Polarizability: 52.128826 Å^3
• Polar Surface Area: 190.31 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds