2-[(2E)-2-methylbut-2-enamido]acetic acid

• ChemBase ID: 178645
• Molecular Formular: C7H11NO3
• Molecular Mass: 157.16714
• Monoisotopic Mass: 157.07389322
• SMILES: C(NC(=O)/C(=C/C)/C)C(=O)O
• Canonical SMILES: C/C(=C\C)/C(=O)NCC(=O)O
• InChI: InChI=1S/C7H11NO3/c1-3-5(2)7(11)8-4-6(9)10/h3H,4H2,1-2H3,(H,8,11)(H,9,10)/b5-3+
• InChIKey: WRUSVQOKJIDBLP-HWKANZROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2E)-2-methylbut-2-enamido]acetic acid
• IUPAC Traditional name: [(2E)-2-methylbut-2-enamido]acetic acid
• Synonyms: N-[(2E)-2-Methyl-1-oxo-2-buten-1-yl]glycine; N-Tigloylglycine; N-Tiglylglycine; Tiglyl Glycine

Database IDs

• CAS Number: 35842-45-6
• PubChem SID: 164234555
• PubChem CID: 6441567

CALCULATED PROPERTIES

• Acid pKa: 4.091808
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2122936
• LogD (pH = 7.4): -2.8945854
• Log P: 0.20984954
• Molar Refractivity: 40.1255 cm^3
• Polarizability: 15.1725 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 80-82°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T440100

A metabolite a Isoleucine.

REFERENCES

• Bennett, M., et al.: Clin. Chem., 40, 1879 (1994)
• Gibson, K., et al.: Pediatr. Res., 47, 830 (1994)
• Sutton, V., et al.: J. Inherit. Metab. Dis., 26, 69 (1994)