2-amino-4-carbamoylbutanoic acid

• ChemBase ID: 69492
• Molecular Formular: C5H10N2O3
• Molecular Mass: 146.1445
• Monoisotopic Mass: 146.06914219
• SMILES: C(=O)(C(N)CCC(=O)N)O
• Canonical SMILES: NC(=O)CCC(C(=O)O)N
• InChI: InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)
• InChIKey: ZDXPYRJPNDTMRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-carbamoylbutanoic acid
• IUPAC Traditional name: glutamine; glutamin
• Synonyms: 2,5-Diamino-5-oxopentanoic acid; DL-Glutamine; 2-Amino-4-carbamoylbutanoic acid; (levo)glutamide; Glutamine

Database IDs

• CAS Number: 56-85-9; 6899-04-3; 585-21-7
• EC Number: 200-292-1
• MDL Number: MFCD00065103
• PubChem SID: 162035218
• PubChem CID: 738
• CHEBI ID: 28300
• ATC CODE: A16AA03
• CHEMBL: 930
• Chemspider ID: 718
• IUPHAR ligand ID: 723
• KEGG ID: C00303
• Unique Ingredient Identifier: 0RH81L854J
• Wikipedia Title: Glutamine

CALCULATED PROPERTIES

• Acid pKa: 2.1471426
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.001106
• LogD (pH = 7.4): -4.0058823
• Log P: -4.0011334
• Molar Refractivity: 33.1099 cm^3
• Polarizability: 13.317601 Å^3
• Polar Surface Area: 106.41 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: soluble in water
• Melting Point: 185–186 °C decomp.
• Optical Rotation: +6.5o (H₂O, c = 2)

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%