Date published: 2026-4-1

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Ingenol 3-angelate (CAS 75567-37-2)

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Alternate Names:
PEP005; Ingenol mebutate; I3A
Application:
Ingenol 3-angelate is a PKC activator, anticancer, and immunostimulant compound
CAS Number:
75567-37-2
Purity:
≥97%
Molecular Weight:
430.53
Molecular Formula:
C25H34O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Ingenol 3-angelate is a naturally occurring diterpene compound that is extensively studied in biochemistry and cell biology for its diverse biological activities. Researchers are particularly interested in its role as an inducer of protein kinase C, which is a key player in signal transduction pathways involved in cell growth, differentiation, and apoptosis. Ingenol 3-angelate is utilized in molecular biology to probe the dynamics of protein kinase C activation and to understand its downstream effects in various cell types. Additionally, this compound is used in the study of gene expression regulation, as its effects on signal transduction can lead to alterations in transcriptional activity. In the field of immunology, ingenol 3-angelate is being investigated for its ability to modulate immune responses, as it may act to affect the activation and proliferation of lymphocytes.


Ingenol 3-angelate (CAS 75567-37-2) References

  1. Characterization of the interaction of ingenol 3-angelate with protein kinase C.  |  Kedei, N., et al. 2004. Cancer Res. 64: 3243-55. PMID: 15126366
  2. Ingenol 3-angelate induces dual modes of cell death and differentially regulates tumor necrosis factor-related apoptosis-inducing ligand-induced apoptosis in melanoma cells.  |  Gillespie, SK., et al. 2004. Mol Cancer Ther. 3: 1651-8. PMID: 15634659
  3. The anti-tumor agent, ingenol-3-angelate (PEP005), promotes the recruitment of cytotoxic neutrophils by activation of vascular endothelial cells in a PKC-delta dependent manner.  |  Hampson, P., et al. 2008. Cancer Immunol Immunother. 57: 1241-51. PMID: 18265980
  4. Epithelial-to-mesenchymal transition and resistance to ingenol 3-angelate, a novel protein kinase C modulator, in colon cancer cells.  |  Ghoul, A., et al. 2009. Cancer Res. 69: 4260-9. PMID: 19417139
  5. Immunostimulatory cancer chemotherapy using local ingenol-3-angelate and synergy with immunotherapies.  |  Le, TT., et al. 2009. Vaccine. 27: 3053-62. PMID: 19428919
  6. The skin cancer chemotherapeutic agent ingenol-3-angelate (PEP005) is a substrate for the epidermal multidrug transporter (ABCB1) and targets tumor vasculature.  |  Li, L., et al. 2010. Cancer Res. 70: 4509-19. PMID: 20460505
  7. Kinetics of ERK1/2 activation determine sensitivity of acute myeloid leukaemia cells to the induction of apoptosis by the novel small molecule ingenol 3-angelate (PEP005).  |  Hampson, P., et al. 2010. Apoptosis. 15: 946-55. PMID: 20467815
  8. Novel antileukemic compound ingenol 3-angelate inhibits T cell apoptosis by activating protein kinase Ctheta.  |  Lee, WY., et al. 2010. J Biol Chem. 285: 23889-98. PMID: 20472553
  9. The protein kinase C agonist PEP005 (ingenol 3-angelate) in the treatment of human cancer: a balance between efficacy and toxicity.  |  Ersvaer, E., et al. 2010. Toxins (Basel). 2: 174-94. PMID: 22069553
  10. RasGRPs are targets of the anti-cancer agent ingenol-3-angelate.  |  Song, X., et al. 2013. PLoS One. 8: e72331. PMID: 23991094
  11. Synergistic Reactivation of Latent HIV Expression by Ingenol-3-Angelate, PEP005, Targeted NF-kB Signaling in Combination with JQ1 Induced p-TEFb Activation.  |  Jiang, G., et al. 2015. PLoS Pathog. 11: e1005066. PMID: 26225771
  12. Ingenol-3-Angelate Suppresses Growth of Melanoma Cells and Skin Tumor Development by Downregulation of NF-κB-Cox2 Signaling.  |  Wang, D. and Liu, P. 2018. Med Sci Monit. 24: 486-502. PMID: 29368698
  13. Modified ingenol semi-synthetic derivatives from Euphorbia tirucalli induce cytotoxicity on a large panel of human cancer cell lines.  |  Silva, VAO., et al. 2019. Invest New Drugs. 37: 1029-1035. PMID: 30706338
  14. Cascade targeting codelivery of ingenol-3-angelate and doxorubicin for enhancing cancer chemoimmunotherapy through synergistic effects in prostate cancer.  |  Wang, Z., et al. 2022. Mater Today Bio. 13: 100189. PMID: 34977528

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Ingenol 3-angelate, 1 mg

sc-364214
1 mg
$189.00

Ingenol 3-angelate, 5 mg

sc-364214A
5 mg
$734.00