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AdipoGen Life Sciences
Ingenol-3-angelate
140
CHF
CHF 140.00
In stock
AG-CN2-0012-M0011 mgCHF 140.00
AG-CN2-0012-M0055 mgCHF 420.00
| Product Details | |
|---|---|
| Synonyms | PEP005; I3A; Ingenol mebutate |
| Product Type | Chemical |
| Properties | |
| Formula |
C25H34O6 |
| MW | 430.5 |
| CAS | 75567-37-2 |
| Source/Host Chemicals | Semi-synthetic. |
| Purity Chemicals | ≥97% (HPLC) |
| Appearance | White to off-white solid. |
| Solubility | Soluble in 100% ethanol, DMSO or dichloromethane. |
| Identity | Determined by 1H-NMR. |
| Other Product Data |
The starting material ingenol was isolated from Euphorbia latyris. |
| InChi Key | VDJHFHXMUKFKET-XCHJBCONSA-N |
| 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 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Specific protein kinase C (PKC) activator [1].
- Selective activator of PKC isoforms, like PKCθ 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].
Product 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)
- Targeting cutaneous T-Cell Lymphoma Cells by Ingenol Mebutate (PEP005) correlates with PKCδ activation, ROS induction as well as Downregulation of XIAP and c-FLIP: U. Sumarni, et al.; Cells 10, 987 (2021)