Date published: 2026-7-27

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Epicoccamide (CAS 606139-26-8)

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Alternate Names:
1,2-dihydro-5-hydroxy-4-[16-(β-D-mannopyranosyloxy)-2-methyl-1-oxohexadecyl]-1,2-dimethyl-3H-pyrrol-3-one
Application:
Epicoccamide is an ornate linear fatty acid with an acyl tetronic acid terminus and glycosidic alkyl terminus
CAS Number:
606139-26-8
Molecular Weight:
557.71
Molecular Formula:
C29H51NO9
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Epicoccamide is a compound that functions as a potent inhibitor of the enzyme phosphatidylinositol 3-kinase (PI3K). It exerts its mechanism of action by targeting the catalytic subunit of PI3K, thereby disrupting the signaling pathway involved in cell growth, proliferation, and survival. By inhibiting PI3K, epicoccamide interferes with the activation of downstream effectors such as Akt, leading to the suppression of various cellular processes. Epicoccamide′s mechanism of action involves binding to the ATP-binding pocket of PI3K, preventing the phosphorylation of phosphatidylinositol 4,5-bisphosphate (PIP2) to phosphatidylinositol 3,4,5-trisphosphate (PIP3). As a result, epicoccamide plays a role in modulating intracellular signaling cascades and has the potential to impact various cellular functions in experimental applications.


Epicoccamide (CAS 606139-26-8) References

  1. Epicoccamide, a novel secondary metabolite from a jellyfish-derived culture of Epicoccum purpurascens.  |  Wright, AD., et al. 2003. Org Biomol Chem. 1: 507-10. PMID: 12926253
  2. Epicoccamides B-D, glycosylated tetramic acid derivatives from an Epicoccum sp. associated with the tree fungus Pholiota squarrosa.  |  Wangun, HV., et al. 2007. J Nat Prod. 70: 1800-3. PMID: 17966985
  3. Phylogenetic identification of fungi isolated from the marine sponge Tethya aurantium and identification of their secondary metabolites.  |  Wiese, J., et al. 2011. Mar Drugs. 9: 561-585. PMID: 21731550
  4. Efficacy of venom from tentacle of jellyfish Stomolophus meleagris (Nemopilema nomurai) against the cotton bollworm Helicoverpa armigera.  |  Yu, H., et al. 2014. Biomed Res Int. 2014: 315853. PMID: 25162008
  5. The Biological and Chemical Diversity of Tetramic Acid Compounds from Marine-Derived Microorganisms.  |  Jiang, M., et al. 2020. Mar Drugs. 18: PMID: 32075282
  6. Azacoccones F-H, new flavipin-derived alkaloids from an endophytic fungus Epicoccum nigrum MK214079.  |  Harwoko, H., et al. 2020. Fitoterapia. 146: 104698. PMID: 32745508
  7. Enhancing the Discovery of Bioactive Secondary Metabolites From Fungal Endophytes Using Chemical Elicitation and Variation of Fermentation Media.  |  Gakuubi, MM., et al. 2022. Front Microbiol. 13: 898976. PMID: 35733953
  8. Mining and characterization of the PKS-NRPS hybrid for epicoccamide A: a mannosylated tetramate derivative from Epicoccum sp. CPCC 400996.  |  Zhang, T., et al. 2022. Microb Cell Fact. 21: 249. PMID: 36419162

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Epicoccamide, 1 mg

sc-391530
1 mg
$255.00