(2E,3E)-4-ethyl-2-(hydroxyimino)-5-nitrohex-3-enamide

• ChemBase ID: 132592
• Molecular Formular: C8H13N3O4
• Molecular Mass: 215.20652
• Monoisotopic Mass: 215.09060591
• SMILES: CC/C(=C\C(=N/O)\C(=O)N)/C(C)[N+](=O)[O-]
• Canonical SMILES: CC/C(=C\C(=N/O)\C(=O)N)/C([N+](=O)[O-])C
• InChI: InChI=1S/C8H13N3O4/c1-3-6(5(2)11(14)15)4-7(10-13)8(9)12/h4-5,13H,3H2,1-2H3,(H2,9,12)/b6-4+,10-7+
• InChIKey: MZAGXDHQGXUDDX-AGLLBGTNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,3E)-4-ethyl-2-(hydroxyimino)-5-nitrohex-3-enamide
• IUPAC Traditional name: (2E,3E)-4-ethyl-2-(hydroxyimino)-5-nitrohex-3-enamide
• Synonyms: NOR-3; (±)-(E)-4-Ethyl-2-[(E)-hydroxyimino]-5-nitro-3-hexenamide

Database IDs

• CAS Number: 138472-01-2
• PubChem SID: 162226869
• PubChem CID: 6437875

CALCULATED PROPERTIES

• Acid pKa: 7.773523
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.7708237
• LogD (pH = 7.4): 0.62049574
• Log P: 0.77318466
• Molar Refractivity: 53.3576 cm^3
• Polarizability: 19.905163 Å^3
• Polar Surface Area: 121.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%

DETAILS

Sigma Aldrich - E2895

Application
Cell-permeable NO donor; releases nitric oxide spontaneously in a rate-controlled manner. Half-life in solution = 30 min.
Biochem/physiol Actions
Activates intracellular guanylyl cyclase.