5-[(4S)-4-amino-4-carboxybutanamido]-2-nitrobenzoic acid amine

• ChemBase ID: 131032
• Molecular Formular: C12H16N4O7
• Molecular Mass: 328.27804
• Monoisotopic Mass: 328.10189887
• SMILES: c1cc(c(cc1NC(=O)CC[C@@H](C(=O)O)N)C(=O)O)[N+](=O)[O-].N
• Canonical SMILES: O=C(Nc1ccc(c(c1)C(=O)O)[N+](=O)[O-])CC[C@@H](C(=O)O)N.N
• InChI: InChI=1S/C12H13N3O7.H3N/c13-8(12(19)20)2-4-10(16)14-6-1-3-9(15(21)22)7(5-6)11(17)18;/h1,3,5,8H,2,4,13H2,(H,14,16)(H,17,18)(H,19,20);1H3/t8-;/m0./s1
• InChIKey: GFABNNMTRVBLPZ-QRPNPIFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(4S)-4-amino-4-carboxybutanamido]-2-nitrobenzoic acid amine
• IUPAC Traditional name: 5-[(4S)-4-amino-4-carboxybutanamido]-2-nitrobenzoic acid amine
• Synonyms: L-Glutamic acid 5-(3-carboxy-4-nitroanilide) ammonium salt; L-Glutamic acid γ-(3-carboxy-4-nitroanilide) ammonium salt

Database IDs

• CAS Number: 63699-78-5
• EC Number: 264-418-7
• MDL Number: MFCD00058243
• PubChem SID: 24872961; 162225310
• PubChem CID: 16213644

CALCULATED PROPERTIES

• Acid pKa: 1.1667956
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -5.089843
• LogD (pH = 7.4): -5.6808186
• Log P: -2.3287542
• Molar Refractivity: 74.1459 cm^3
• Polarizability: 27.268316 Å^3
• Polar Surface Area: 175.54 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble100 mg/mL, clear, yellow-green

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (TLC); ≥99.0% (TLC)
• Suitability: suitable as substrate for γ-glutamyltranspeptidase test
• Impurities: ≤6% water
• Linear Formula: C12H12N3O7NH4

DETAILS

Sigma Aldrich - 49525

Other Notes
Substrate for γ-glutamyl transferase1

Sigma Aldrich - G5008

Quality
Tested for suitability as a substrate for γ-glutamyltranspeptidase.