(2R)-3-carbamoyl-2-({[(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl}amino)propanoic acid

• ChemBase ID: 165870
• Molecular Formular: C16H26N2O8
• Molecular Mass: 374.38624
• Monoisotopic Mass: 374.1689158
• SMILES: [C@H]12[C@H]([C@H]3[C@](OC1)(CN[C@H](CC(=O)N)C(=O)O)OC(O3)(C)C)OC(O2)(C)C
• Canonical SMILES: NC(=O)C[C@H](C(=O)O)NC[C@]12OC[C@@H]3[C@H]([C@@H]2OC(O1)(C)C)OC(O3)(C)C
• InChI: InChI=1S/C16H26N2O8/c1-14(2)23-9-6-22-16(7-18-8(13(20)21)5-10(17)19)12(11(9)24-14)25-15(3,4)26-16/h8-9,11-12,18H,5-7H2,1-4H3,(H2,17,19)(H,20,21)/t8-,9-,11-,12+,16+/m1/s1
• InChIKey: UDOYLEPZHSUOQL-DQGSLKCQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-carbamoyl-2-({[(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^2,^6]dodecan-6-yl]methyl}amino)propanoic acid
• IUPAC Traditional name: (2R)-3-carbamoyl-2-({[(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^2,^6]dodecan-6-yl]methyl}amino)propanoic acid
• Synonyms: N2-[1-Deoxy-2,3:4,5-bis-O-(1-methylethylidene)-β-D-fructopyranos-1-yl]-L-asparagine

Database IDs

• CAS Number: 794477-75-1
• PubChem SID: 162260003
• PubChem CID: 71315433

CALCULATED PROPERTIES

• Acid pKa: 1.2802993
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -2.8998096
• LogD (pH = 7.4): -2.9254043
• Log P: -2.899625
• Molar Refractivity: 85.643 cm^3
• Polarizability: 34.983265 Å^3
• Polar Surface Area: 138.57 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol