(2S)-2-{[(benzyloxy)carbonyl]amino}-4-carbamoylbutanoic acid

• ChemBase ID: 109221
• Molecular Formular: C13H16N2O5
• Molecular Mass: 280.27654
• Monoisotopic Mass: 280.10592162
• SMILES: NC(=O)CC[C@H](NC(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)CCC(=O)N)OCc1ccccc1
• InChI: InChI=1S/C13H16N2O5/c14-11(16)7-6-10(12(17)18)15-13(19)20-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,14,16)(H,15,19)(H,17,18)/t10-/m0/s1
• InChIKey: JIMLDJNLXLMGLX-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-4-carbamoylbutanoic acid
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-4-carbamoylbutanoic acid
• Synonyms: CARBOBENZOXY-L-GLUTAMINE; N(alpha)-Cbz-L-glutamine; Z-Gln-OH; N(alpha)-Benzyloxycarbonyl-L-glutamine; N-Cbz-L-glutamine; Carbobenzyloxy-L-glutamine; Z-L-Glutamine; Z-Gln-OH; N(α)-苄氧羰基-L-谷氨酸; N-Cbz-L-谷氨酰胺; Z-L-谷氨酰胺; 苄氧羰基-L-谷氨酰胺

Database IDs

• CAS Number: 2650-64-8
• EC Number: 220-173-8
• MDL Number: MFCD00008043
• Beilstein Number: 2061271
• PubChem SID: 162094753; 24849998
• PubChem CID: 75855

CALCULATED PROPERTIES

• Acid pKa: 3.693408
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.3813708
• LogD (pH = 7.4): -2.8843117
• Log P: 0.42380622
• Molar Refractivity: 68.7899 cm^3
• Polarizability: 26.947578 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 134-137°C; 134-138 °C; 134-138 °C(lit.)
• Optical Rotation: [α]20/D -6.5±0.5°, c = 2% in ethanol; [α]23/D -7.3°, c = 2 in ethanol; -7 (c=2 in ethanol)

Safety Information

• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 99%
• Grade: puriss.
• Linear Formula: NH2COCH2CH2CH(NHCOOCH2C6H5)COOH

DETAILS

MP Biomedicals - 05210261

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 162647

Packaging
5, 25 g in glass bottle