A TRP channel blocker and PLA2 inhibitor
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N-(p-amylcinnamoyl) Anthranilic Acid

Item No. 14531

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[1-oxo-3-(4-pentylphenyl)-2-propen-1-yl]amino]-benzoic acid
CAS Number
110683-10-8
Synonyms
  • ACA
Molecular Formula
C21H23NO3
Formula Weight
337.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 11.1 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 5 mg/ml
λmax
216, 300, 323 nm
SMILES
CCCCCC1=CC=C(/C=C/C(NC2=CC=CC=C2C(O)=O)=O)C=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    Product Description

    N-(p-amylcinnamoyl) Anthranilic acid (ACA) is a channel blocker that acts on several transient receptor potential (TRP) channels, including TRPM2, TRPM8, and TRPC6 (IC50 = 1.7, 3.8, and 2.3 μM, respectively).1,2 It is a weak inhibitor of TRPV1.2 ACA is also an inhibitor of phospholipase A2, blocking the release of arachidonic acid when given at 50 μM.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kraft, R., Grimm, C., Frenzel, H., et al. Inhibition of TRPM2 cation channels by N-(p-amylcinnamoyl)anthranilic acid. Br. J. Pharmacol. 148(3), 264-273 (2006).

    2. Harteneck, C., Frenzel, H., and Kraft, R. N-(p-amylcinnamoyl)anthranilic acid (ACA): A phospholipase A2 inhibitor and TRP channel blocker. Cardiovasc. Drug Rev. 25(1), 61-75 (2007).

    3. Konrad, R.J., Jolly, Y.C., Major, C., et al. Inhibition of phospholipase A2 and insulin secretion in pancreatic islets. Biochim. Biophys. Acta 1135(2), 215-220 (1992).

    4. Simonsson, E., Karlsson, S., and Ahrén, B. Ca2+-independent phospholipase A2 contributes to the insulinotropic action of cholecystokinin-8 in rat islets. Diabetes 47(9), 1436-1443 (1998).