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E2895

Sigma-Aldrich

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

≥98%

Synonym(s):

NOR-3

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About This Item

Empirical Formula (Hill Notation):
C8H13N3O4
CAS Number:
138472-01-2
Molecular Weight:
215.21
UNSPSC Code:
12352200
PubChem Substance ID:
329799038
NACRES:
NA.77

Quality Level

100

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

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
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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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
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
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

Sensor Dyes

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

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