104550

ACA

A cell-permeable inhibitor of phospholipase A2 that blocks epinephrine-stimulated thromboxane production in platelets.

• Synonym(s): ACA, N-( p-Amylcinnamoyl)anthranilic Acid, N-(p-Amylcinnamoyl)anthranilic Acid
• Empirical Formula (Hill Notation): C₂₁H₂₃NO₃
• CAS Number: 110683-10-8
• Molecular Weight: 337.41
• MDL number: MFCD00211365
• UNSPSC Code: 51111800
• NACRES: NA.77
• Assay: ≥99% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Quality Segment: 100
• assay: ≥99% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: white
• solubility: ethanol: 10 mg/mL, DMSO: 50 mg/mL
• shipped in: ambient
• storage temp.: 10-30°C
• SMILES string: N(c2c(cccc2)C(=O)O)C(=O)\C=C\c1ccc(cc1)CCCCC
• 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

A cell-permeable inhibitor of phospholipase A₂ that blocks epinephrine-stimulated thromboxane production in platelets. Inhibits ATP-stimulated phosphatidylcholine (PC) secretion in alveolar type II cells. Also blocks phorbol ester and A23187-induced PC secretion in type II cells. Reported to block glucose-induced insulin secretion by pancreatic β-cells. Exhibits moderate leukotriene antagonist activity.

Inhibits epinephrine-stimulated thromboxane production (86% at 3.5 μM) via inhibition of phospholipase A₂ (PLA₂) in human platelets. Also blocks glucose-induced insulin secretion in pancreatic islets. Possesses moderate leukotriene antagonist activity.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
A2PLA2

Product does not compete with ATP.

Reversible: no

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Liu, L., et al. 1999. J. Cell. Biochem.72, 103.
Simonsson, E., et al. 1998. Diabetes47, 1436.
Konrad, R.J., et al. 1992. Biochim. Biophys. Acta1135, 215.
Banga, H.S., et al. 1986. Proc. Natl. Acad. Sci. USA83, 9197.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable