2-(ethoxyimino)-5-nitrohex-3-enamide

• ChemBase ID: 105346
• Molecular Formular: C8H13N3O4
• Molecular Mass: 215.20652
• Monoisotopic Mass: 215.09060591
• SMILES: CCO/N=C(/C=C/C(C)[N+](=O)[O-])\C(=O)N
• Canonical SMILES: [O-][N+](=O)C(/C=C/C(=N/OCC)/C(=O)N)C
• InChI: InChI=1S/C8H13N3O4/c1-3-15-10-7(8(9)12)5-4-6(2)11(13)14/h4-6H,3H2,1-2H3,(H2,9,12)
• InChIKey: NLIUQCVXSMCSHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(ethoxyimino)-5-nitrohex-3-enamide
• IUPAC Traditional name: 2-(ethoxyimino)-5-nitrohex-3-enamide
• Synonyms: FK409; (±)-E-Ethyl-2-[(E)-hydroxyimino]-5-nitro-3-hexeneamide; NOR-3

Database IDs

• CAS Number: 163180-49-2
• PubChem SID: 162092324
• PubChem CID: 56846144

CALCULATED PROPERTIES

• Acid pKa: 8.400599
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.8194663
• LogD (pH = 7.4): 0.7787071
• Log P: 0.82002336
• Molar Refractivity: 53.7055 cm^3
• Polarizability: 19.905163 Å^3
• Polar Surface Area: 110.5 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02159828

A nitric oxide (NO) donor. Half-life time of NO release at 37 °C and pH 7.4 in 0.1 M PBS is 30 minutes.

REFERENCES

• Kita, Y., et al., Eur. J. Pharmacol. , 257 : 123 (1994).