3-amino-4-[2-(2-amino-4-carboxyphenyl)ethenyl]benzoic acid

• ChemBase ID: 143652
• Molecular Formular: C16H14N2O4
• Molecular Mass: 298.29336
• Monoisotopic Mass: 298.09535694
• SMILES: c1cc(c(cc1C(=O)O)N)/C=C/c1ccc(cc1N)C(=O)O
• Canonical SMILES: Nc1cc(ccc1/C=C/c1ccc(cc1N)C(=O)O)C(=O)O
• InChI: InChI=1S/C16H14N2O4/c17-13-7-11(15(19)20)5-3-9(13)1-2-10-4-6-12(16(21)22)8-14(10)18/h1-8H,17-18H2,(H,19,20)(H,21,22)
• InChIKey: QEDSDXRFNGAJKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-4-[2-(2-amino-4-carboxyphenyl)ethenyl]benzoic acid
• IUPAC Traditional name: 3-amino-4-[2-(2-amino-4-carboxyphenyl)ethenyl]benzoic acid
• Synonyms: 2,2′-Diamino-4,4′-stilbenedicarboxylic acid

Database IDs

• CAS Number: 1275552-69-6
• MDL Number: MFCD18427909
• PubChem SID: 162237869
• PubChem CID: 58019455

CALCULATED PROPERTIES

• Acid pKa: 4.5565996
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.45812792
• LogD (pH = 7.4): -3.080687
• Log P: 1.7547659
• Molar Refractivity: 85.426 cm^3
• Polarizability: 30.460176 Å^3
• Polar Surface Area: 126.64 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 200-205 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P280

Product Information

• Empirical Formula (Hill Notation): C16H14N2O4

DETAILS

Sigma Aldrich - 721247

Packaging
500 mg in glass bottle