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Chemical Structure
Chemical Structure
Chemical Structure

Ingenol-3-angelate [75567-37-2]

Research Use Only
AG-CN2-0012
AdipoGen Life Sciences
CAS Number75567-37-2
Product group Chemicals
Estimated Purity>97%
Molecular Weight430.5
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Ingenol-3-angelate [75567-37-2]
  • Delivery Days Customer
    10
  • CAS Number
    75567-37-2
  • Certification
    Research Use Only
  • Estimated Purity
    >97%
  • Molecular Formula
    C25H34O6
  • Molecular Weight
    430.5
  • Scientific Description
    Chemical. CAS: 75567-37-2. Formula: C25H34O6. MW: 430.5. Semi-synthetic. Specific protein kinase C (PKC) activator. Selective activator of PKC isoforms, like PKCtheta in T cells. Antiproliferative and proapoptotic (necrotic). Immunostimulant. Chemotherapeutic. Anticancer compound. Efficacious agent against actinic kerastosis. Antileukemic. - Specific protein kinase C (PKC) activator [1]. Selective activator of PKC isoforms, like PKCtheta in T cells [1, 5, 8]. Antiproliferative and proapoptotic (necrotic) [2, 3, 5]. Immunostimulant [6]. Chemotherapeutic [4, 6]. Anticancer compound [2, 3, 5]. Efficacious agent against actinic keratosis [7]. Antileukemic [8].
  • SMILES
    [H][C@@]12C(C[C@@H](C)[C@]34C=C(C)[C@H](OC(=O)C(\C)=C/C)[C@@]3(O)[C@H](O)C(CO)=C[C@]1([H])C4=O)C2(C)C
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Characterization of the interaction of ingenol 3-angelate with protein kinase C: N. Kedei, et al.; Cancer Res. 64, 3243 (2004)
  • Ingenol 3-angelate induces dual modes of cell death and differentially regulates tumor necrosis factor-related apoptosis-inducing ligand-induced apoptosis in melanoma cells: S.K. Gillespie, et al.; Mol. Cancer Ther. 3, 1651 (2004)
  • PEP005, a selective small-molecule activator of protein kinase C, has potent antileukemic activity mediated via the delta isoform of PKC: P. Hampson, et al.; Blood 106, 1362 (2005)
  • Neutrophils are a key component of the antitumor efficacy of topical chemotherapy with ingenol-3-angelate: J.M. Challacombe, et al.; J. Immunol. 177, 8123 (2006)
  • 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: P. Hampson, et al.; Cancer Immunol. Immunother. 57, 1241 (2008)
  • Immunostimulatory cancer chemotherapy using local ingenol-3-angelate and synergy with immunotherapies: T.T. Le, et al.; Vaccine 27, 3053 (2009)
  • Randomized, double-blind, double-dummy, vehicle-controlled study of ingenol mebutate gel 0.025% and 0.05% for actinic keratosis: L. Anderson, et al.; J. Am. Acad. Dermatol. 60, 934 (2009)
  • Novel antileukemic compound ingenol 3-angelate inhibits T cell apoptosis by activating protein kinase Ctheta: W.Y. Lee, et al.; JBC 285, 23889 (2010)