2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid

• ChemBase ID: 139221
• Molecular Formular: C12H14N2O5
• Molecular Mass: 266.24996
• Monoisotopic Mass: 266.09027156
• SMILES: c1ccc(cc1)COC(=O)NC(CC(=O)N)C(=O)O
• Canonical SMILES: O=C(NC(C(=O)O)CC(=O)N)OCc1ccccc1
• InChI: InChI=1S/C12H14N2O5/c13-10(15)6-9(11(16)17)14-12(18)19-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,13,15)(H,14,18)(H,16,17)
• InChIKey: FUCKRCGERFLLHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid
• IUPAC Traditional name: 2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid
• Synonyms: Z-DL-asparagine; Z-DL-Asn-OH; 2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid; Z-DL-天冬酰胺

Database IDs

• CAS Number: 29880-22-6
• MDL Number: MFCD00065101
• Beilstein Number: 6066596
• PubChem SID: 162233469; 24890223
• PubChem CID: 246565

CALCULATED PROPERTIES

• Acid pKa: 3.6122406
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.7484039
• LogD (pH = 7.4): -3.2035842
• Log P: 0.13514502
• Molar Refractivity: 64.0349 cm^3
• Polarizability: 25.12501 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 155 - 157°C
• Hydrophobicity(logP): 0.365

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0%; 95%
• Empirical Formula (Hill Notation): C12H14N2O5