(2S)-2-(4-methylbenzenesulfonamido)pentanedioic acid

• ChemBase ID: 111344
• Molecular Formular: C12H15NO6S
• Molecular Mass: 301.3156
• Monoisotopic Mass: 301.06200821
• SMILES: Cc1ccc(cc1)S(=O)(=O)N[C@@H](CCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](NS(=O)(=O)c1ccc(cc1)C)CCC(=O)O
• InChI: InChI=1S/C12H15NO6S/c1-8-2-4-9(5-3-8)20(18,19)13-10(12(16)17)6-7-11(14)15/h2-5,10,13H,6-7H2,1H3,(H,14,15)(H,16,17)/t10-/m0/s1
• InChIKey: KKOZKXBAPIYWAT-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(4-methylbenzenesulfonamido)pentanedioic acid
• IUPAC Traditional name: (2S)-2-(4-methylbenzenesulfonamido)pentanedioic acid
• Synonyms: p-TOLUENESULFONYL-L-GLUTAMIC ACID; N-p-Tolylsulfonyl-L-glutamic Acid; (+)-p-Toluenesulfonylglutamic Acid; Tosylglutamic Acid; NSC 109186; N-Tosyl-L-glutamic Acid; N-(p-Toluenesulfonyl)-L-glutamic acid; N-p-Tosyl-L-glutamic acid; (S)-2-(4-Methylphenylsulfonamido)pentanedioic acid

Database IDs

• CAS Number: 4816-80-2
• EC Number: 225-390-1
• MDL Number: MFCD00020545
• PubChem SID: 162096726
• PubChem CID: 2063452

CALCULATED PROPERTIES

• Acid pKa: 2.9179738
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.3714066
• LogD (pH = 7.4): -5.823132
• Log P: 1.0099709
• Molar Refractivity: 69.5227 cm^3
• Polarizability: 27.786026 Å^3
• Polar Surface Area: 120.77 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 122-137°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: 95+%

DETAILS

MP Biomedicals - 05218731

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - T664985

Protected L-Glutamic Acid.

REFERENCES

• Morie, T.,e t al.: Chem. Pharm. Bull., 42, 877 (1994)
• Srikanth, K., et al.: Bioorg. Med. Chem., 10, 2119 (1994)