(2E,3E)-2-(hydroxyimino)-6-methoxy-4-methyl-5-nitrohex-3-enamide

• ChemBase ID: 131706
• Molecular Formular: C8H13N3O5
• Molecular Mass: 231.20592
• Monoisotopic Mass: 231.08552053
• SMILES: C/C(=C\C(=N/O)\C(=O)N)/C(COC)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)C(/C(=C/C(=N\O)/C(=O)N)/C)COC
• InChI: InChI=1S/C8H13N3O5/c1-5(3-6(10-13)8(9)12)7(4-16-2)11(14)15/h3,7,13H,4H2,1-2H3,(H2,9,12)/b5-3+,10-6+
• InChIKey: HCUOEKSZWPGJIM-YBRHCDHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,3E)-2-(hydroxyimino)-6-methoxy-4-methyl-5-nitrohex-3-enamide
• IUPAC Traditional name: (2E,3E)-2-(hydroxyimino)-6-methoxy-4-methyl-5-nitrohex-3-enamide
• Synonyms: NOR-1; (±)-(E)-2-[(E)-Hydroxyimino]-6-methoxy-4-methyl-5-nitro-3-hexenamide

Database IDs

• CAS Number: 163032-70-0
• MDL Number: MFCD03700546
• PubChem SID: 162225983
• PubChem CID: 6399012

CALCULATED PROPERTIES

• Acid pKa: 6.926226
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.09129267
• LogD (pH = 7.4): -0.79740804
• Log P: -0.075167485
• Molar Refractivity: 55.0515 cm^3
• Polarizability: 20.669235 Å^3
• Polar Surface Area: 130.73 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - H9528

Application
NO donor; releases nitric oxide spontaneously in a rate-controlled manner; half life in solution = 1.7 min.