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Merck

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

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About This Item

Empirical Formula (Hill Notation):
C21H23NO3
CAS Number:
Molecular Weight:
337.41
MDL number:
UNSPSC Code:
51111800
NACRES:
NA.77

Product Name

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

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

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

Quality Level

Biochem/physiol Actions

Cell permeable: yes
Primary Target
A2PLA2
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

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.

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.

Preparation Note

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

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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