Date published: 2025-12-7

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AACOCF3 (CAS 149301-79-1)

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Alternate Names:
Arachidonyltrifluoromethane
Application:
AACOCF3 is a cPLA2, anandamide hydrolysis, and FAAH inhibitor
CAS Number:
149301-79-1
Purity:
98%
Molecular Weight:
356.50
Molecular Formula:
C21H31F3O
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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AACOCF3 is an analogue of arachidonic acid in which the carboxyl group is replaced by a trifluoromethylketone. This compound is found to be a slow-binding inhibitor of cytosolic human phospholipase A2 (cPLA2). Mechanistic studies suggest that AACOCF3 inhibits cPLA2 by direct binding to the enzyme. cPLA2 takes part in eicosanoid biosynthesis and in cellular generation of free arachidonic acid (AA sc-200770) therefore AACOCF3 suppresses AA release. Additionally, this agent inhibits production of two major metabolites of AA produced by platelets, 12-hydroxyeigosatetraenoic acid and thromboxane B2 (TXB2 sc-201452). In other studies where cultured neuroblastoma cells were used, AACOCF3 was used as a ligand for a specific brain receptor therefore causing inhibition of anandamide (sc-205592) hydrolysis. AACOCF3 also inhibits fatty acid amide hydrolase (FAAH 100% at 7.5 µM). AACOCF3 is an inhibitor of group VI iPLA2.

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

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AACOCF3 (CAS 149301-79-1) References

  1. The inhibitor of phospholipase-A2, AACOCF3, stimulates steroid secretion by dispersed human and rat adrenocortical cells.  |  Andreis, PG., et al. 1999. Life Sci. 64: 1287-94. PMID: 10227584
  2. Involvement of cPLA2 inhibition in dexamethasone-induced thymocyte apoptosis.  |  Cinque, B., et al. 2008. Int J Immunopathol Pharmacol. 21: 539-51. PMID: 18831921
  3. Brain-derived neurotrophic factor stimulates production of prostacyclin in cerebral arteries.  |  Santhanam, AV., et al. 2010. Stroke. 41: 350-6. PMID: 20019327
  4. Inhibition of PLA2G4A Reduces the Expression of Lung Cancer-Related Cytokines.  |  Zhang, W., et al. 2018. DNA Cell Biol.. PMID: 30328712
  5. PLA2G4A/cPLA2-mediated lysosomal membrane damage leads to inhibition of autophagy and neurodegeneration after brain trauma.  |  Sarkar, C., et al. 2020. Autophagy. 16: 466-485. PMID: 31238788
  6. cPLA2 blockade attenuates S100A7-mediated breast tumorigenicity by inhibiting the immunosuppressive tumor microenvironment.  |  Mishra, S., et al. 2022. J Exp Clin Cancer Res. 41: 54. PMID: 35135586
  7. TCA-phospholipid-glycolysis targeted triple therapy effectively suppresses ATP production and tumor growth in glioblastoma.  |  Yang, S., et al. 2022. Theranostics. 12: 7032-7050. PMID: 36276638
  8. Identification of immune microenvironment subtypes and signature genes for Alzheimer's disease diagnosis and risk prediction based on explainable machine learning.  |  Lai, Y., et al. 2022. Front Immunol. 13: 1046410. PMID: 36569892
  9. Slow- and tight-binding inhibitors of the 85-kDa human phospholipase A2.  |  Street, IP., et al. 1993. Biochemistry. 32: 5935-40. PMID: 8018213
  10. Inhibitors of arachidonoyl ethanolamide hydrolysis.  |  Koutek, B., et al. 1994. J Biol Chem. 269: 22937-40. PMID: 8083191
  11. Arachidonyl trifluoromethyl ketone, a potent inhibitor of 85-kDa phospholipase A2, blocks production of arachidonate and 12-hydroxyeicosatetraenoic acid by calcium ionophore-challenged platelets.  |  Riendeau, D., et al. 1994. J Biol Chem. 269: 15619-24. PMID: 8195210
  12. Tight binding inhibitors of 85-kDa phospholipase A2 but not 14-kDa phospholipase A2 inhibit release of free arachidonate in thrombin-stimulated human platelets.  |  Bartoli, F., et al. 1994. J Biol Chem. 269: 15625-30. PMID: 8195211
  13. A specific inhibitor of cytosolic phospholipase A2 activity, AACOCF3, inhibits glucose-induced insulin secretion from isolated rat islets.  |  Loweth, AC., et al. 1996. Biochem Biophys Res Commun. 218: 423-7. PMID: 8561771

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

AACOCF3, 5 mg

sc-201412C
5 mg
$90.00

AACOCF3, 10 mg

sc-201412
10 mg
$159.00

AACOCF3, 50 mg

sc-201412A
50 mg
$486.00

What is the volume of ethanol or concentration of solution you send?

Asked by: Annie
Thank you for your question. 5 mg aliquots are supplied in 500 μL of ethanol in order to achieve the corresponding 10 mg/mL concentration.
Answered by: BlakeJ
Date published: 2024-03-28
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Rated 5 out of 5 by from van der Merwevan der Merwe, JQ. et al. (PubMed 19190238) used AACOCF3, an inhibitor of cPLA2, to examine the role of PAR2 activation in the regulation of intestinal mucosal function. They found that PAR2 activation induces epithelial chloride secretion that is mediated by cPLA2, COX-1, COX-2, and the subsequent release of PGE2. -SCBT Publication Review
Date published: 2015-01-17
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AACOCF3 is rated 5.0 out of 5 by 1.
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