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SML0414 Sigma-Aldrich

NCX 4040

≥98% (HPLC)

Synonym: 2-(Acetyloxy)benzoic acid 4-(nitroxymethyl)phenyl ester, NO-aspirin

  • CAS Number 287118-97-2

  • Empirical Formula (Hill Notation) C16H13NO7

  • Molecular Weight 331.28

  •  MDL number MFCD08062164

  •  PubChem Substance ID 329825409

  •  NACRES NA.77

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Properties

Related Categories Arachidonic Acid Cascade, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
storage condition   protect from light
color   white to beige
solubility   DMSO: 15 mg/mL (clear solution)
storage temp.   −20°C
SMILES string   CC(=O)Oc1ccccc1C(=O)Oc2ccc(CO[N+]([O-])=O)cc2
InChI   1S/C16H13NO7/c1-11(18)23-15-5-3-2-4-14(15)16(19)24-13-8-6-12(7-9-13)10-22-17(20)21/h2-9H,10H2,1H3
InChI key   CTHNKWFUDCMLIQ-UHFFFAOYSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

NCX 4040 is a nitric oxide-donating form of aspirin. NCX 4040 inhibits cyclooxygenase activity and releases NO, which can down-regulate COX2 expression and reduce the levels of superoxide accumulation. In the human monocytic cell line THP1, the compound inhibits PGE2 production and cytokine expression, and appears to stabilize IkB by inhibiting proteasome function. NCX 4040 has been shown to induce apoptosis in several tumor cell lines.

Features and Benefits

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Nitric Oxide Synthases

Nitric oxide is a reactive free radical gas that can act as an intracellular or extracellular messenger. It may act locally as an autacoid, paracrine substance or neurotransmitter, and at a distant t...
Keywords: Adhesion, Angiogenesis, Antimicrobials, Biological processes, Cell signaling, Gene expression, Inflammation, Metabolism, Myristoylations, Neurotransmission, Neurotransmitters, Oxidations, Palmitoylations, Phosphorylations

Peer-Reviewed Papers
15

References

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