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A8486 Sigma-Aldrich

N-(p-Amylcinnamoyl)anthranilic acid

≥98% (HPLC)

Synonym: 2-[[1-oxo-3-(4-Pentylphenyl)-2-propen-1-yl]amino]-benzoic acid, ACA, N-(4-Pentylcinnamoyl)anthranilic acid

  • CAS Number 99196-74-4

  • Empirical Formula (Hill Notation) C21H23NO3

  • Molecular Weight 337.41

  •  MDL number MFCD00211365

  •  PubChem Substance ID 329770958

  •  NACRES NA.77

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Properties

Related Categories A-AM, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Calcium Channel Modulators, Cell Biology,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to off-white
solubility   DMSO: ≥20 mg/mL
storage temp.   room temp
SMILES string   CCCCCc1ccc(\C=C\C(=O)Nc2ccccc2C(O)=O)cc1
InChI   1S/C21H23NO3/c1-2-3-4-7-16-10-12-17(13-11-16)14-15-20(23)22-19-9-6-5-8-18(19)21(24)25/h5-6,8-15H,2-4,7H2,1H3,(H,22,23)(H,24,25)/b15-14+
InChI key   GAMRBCZMOOMBSQ-CCEZHUSRSA-N

Description

General description

N-(p-Amylcinnamoyl)anthranilic acid (ACA) functions as a broad spectrum phospholipase A2 inhibitor and blocks transient receptor potential (TRP) channels. It inhibits calcium activated chloride current in cardiac ventricular myocytes. ACA regulates various ion channels.

Application

N-(p-Amylcinnamoyl)anthranilic acid has been used as a transient receptor potential cation channel subfamily M member 2 (TRPM2) inhibitor, in studying its role in regulating the production of reactive oxygen species (ROS).

N-(p-Amylcinnamoyl)anthranilic acid is a broad spectrum PLA2 inhibitor and TRP channel blocker. N-(p-Amylcinnamoyl)anthranilic acid has been used to study the functional expression of TRPM2 channels in dopaminergic SNc neurons.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Broad spectrum phospholipase A2 (PLA2) inhibitor and TRP channel blocker.

Features and Benefits

This compound is featured on the Phospholipase A2 page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety & Documentation

Safety Information

Symbol 
GHS09  GHS09
Signal word 
Warning
Hazard statements 
Precautionary 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

Phospholipase A2

Phospholipase A2 (PLA2) designates a class of enzymes that hydrolyze the sn-2 ester of glycerophospholipids to produce a fatty acid and a lysophospholipid. It has become clear that some of these enzy...
Keywords: Anti-inflammatory agents, Atomic absorption spectroscopy, Catalysis, Cellular processes, Digestions, Gene expression, Indirect Immunofluorescense, Inflammation, Obesity

Transient Receptor Potential Channels

The transient receptor potential family of ion channels consists of at least 28 mammalian members divided into six subfamilies: 7 TRPC (canonical), 6 TRPV (vanilloid), 8 TRPM (melastatin), 1 TRPA (an...
Keywords: Absorption, Apoptosis, Atomic absorption spectroscopy, Cancer, Diabetes, Endocannabinoids, Gene expression, Growth factors, Neurotransmitters, Pulsed discharge ionization detector, Respiratory, Transduction, Vitamins

Peer-Reviewed Papers
15

References

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