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

• ChemBase ID: 52159
• Molecular Formular: C11H13NO5
• Molecular Mass: 239.22462
• Monoisotopic Mass: 239.07937252
• SMILES: C(=O)(C(O)C(O)C(=O)Nc1ccc(cc1)C)O
• Canonical SMILES: OC(C(C(=O)O)O)C(=O)Nc1ccc(cc1)C
• InChI: InChI=1S/C11H13NO5/c1-6-2-4-7(5-3-6)12-10(15)8(13)9(14)11(16)17/h2-5,8-9,13-14H,1H3,(H,12,15)(H,16,17)
• InChIKey: XUPDOKFGWPFCPJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 206761-79-7; 206761-78-6
• MDL Number: MFCD00060350; MFCD00070635
• PubChem SID: 162056922
• PubChem CID: 4590695

CALCULATED PROPERTIES

• Acid pKa: 3.4066684
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.9622729
• LogD (pH = 7.4): -3.2823286
• Log P: 0.118923396
• Molar Refractivity: 59.5319 cm^3
• Polarizability: 22.529106 Å^3
• Polar Surface Area: 106.86 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 191-192°C (dec)

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false