2,3-dihydroxy-3-[(4-nitrophenyl)carbamoyl]propanoic acid

• ChemBase ID: 52174
• Molecular Formular: C10H10N2O7
• Molecular Mass: 270.1956
• Monoisotopic Mass: 270.04880067
• SMILES: C(=O)(C(O)C(O)C(=O)Nc1ccc(cc1)[N+](=O)[O-])O
• Canonical SMILES: O=C(C(C(C(=O)O)O)O)Nc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C10H10N2O7/c13-7(8(14)10(16)17)9(15)11-5-1-3-6(4-2-5)12(18)19/h1-4,7-8,13-14H,(H,11,15)(H,16,17)
• InChIKey: UEJFXRDWAWAUFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxy-3-[(4-nitrophenyl)carbamoyl]propanoic acid
• IUPAC Traditional name: 2,3-dihydroxy-3-[(4-nitrophenyl)carbamoyl]propanoic acid
• Synonyms: (+)-4'-Nitrotartranilic acid; (-)-4'-Nitrotartranilic acid

Database IDs

• CAS Number: 206761-80-0; 60908-35-2
• MDL Number: MFCD08461840; MFCD08461839
• PubChem SID: 162056937
• PubChem CID: 4037302

CALCULATED PROPERTIES

• Acid pKa: 2.7927473
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -3.101699
• LogD (pH = 7.4): -3.9491599
• Log P: -0.4545138
• Molar Refractivity: 61.8154 cm^3
• Polarizability: 22.851286 Å^3
• Polar Surface Area: 152.68 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 222-224°C (dec)

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false