E2895

Sigma-Aldrich

(±)-(E)-4-Ethyl-2-(E)-hydroxyimino-5-nitro-3-hexenamide

≥98%

Synonym(s):
NOR-3
Empirical Formula (Hill Notation):
C8H13N3O4
CAS Number:
Molecular Weight:
215.21
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

assay

≥98%

form

powder

solubility

DMSO: 10 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

CC\C(=C/C(=N\O)C(N)=O)C(C)N+(O-)=O

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+

InChI key

MZAGXDHQGXUDDX-AGLLBGTNSA-N

Packaging

10 mg in glass insert

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.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

T

Risk Statement

25

Safety Statement

45

RIDADR

UN 2811 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Y Kita et al.
European journal of pharmacology, 257(1-2), 123-130 (1994-05-12)
(+-)-(E)-Ethyl-2-[(E)-hydroxyimino]-5-nitro-3-hexeneamide (FK409), which was isolated from microbial products, has been reported to show a vasorelaxant effect through a mechanism similar to that of the organic nitrates such as isosorbide dinitrate. In solution at pH 7.4, FK409 decomposed and released nitric...
Tomáš Macháček et al.
Parasites & vectors, 13(1), 426-426 (2020-08-21)
Avian schistosomes, the causative agents of human cercarial dermatitis (or swimmer's itch), die in mammals but the mechanisms responsible for parasite elimination are unknown. Here we examined the role of reactive nitrogen species, nitric oxide (NO) and peroxynitrite, in the...
Elsa Cortés-Montero et al.
Antioxidants & redox signaling, 31(7), 503-520 (2019-05-16)
Aims: Histidine triad nucleotide-binding protein 1 (HINT1) exhibits proapoptotic and tumor-suppressive activity. HINT1 binds to transcription factors such as...
Articles
Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.
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