Ingenol
Ingenol (CAS No.: 30220-46-3) is a naturally occurring diterpenoid derived from Euphorbia species that functions as an activator of protein kinase C (PKC), exhibiting a Ki in the low micromolar range and demonstrating notable antitumor activity in preclinical studies. As a bioactive compound structurally related to phorbol esters, ingenol modulates PKC-dependent signaling pathways that regulate key cellular processes, including proliferation, differentiation, and apoptosis, thereby influencing tumor cell dynamics. Although certain ingenol esters have been associated with tumor-promoting effects, specific derivatives have shown therapeutic potential, underscoring the importance of structural context in biological activity. In vitro studies indicate activity at low micromolar concentrations, with effects on cell viability and signaling cascades commonly evaluated in cancer cell models. Ingenol is widely utilized in biomedical research as a tool compound for investigating PKC-mediated signaling mechanisms and as a lead scaffold in anticancer drug discovery programs, with experimental dosing and application conditions varying according to specific assay systems and research objectives.
| Physical Appearance | A solid |
| Storage | -20°C |
| M.Wt | 348.43 |
| Cas No. | 30220-46-3 |
| Formula | C20H28O5 |
| Solubility | insoluble in H2O; ≥32.75 mg/mL in EtOH; ≥60.6 mg/mL in DMSO |
| Chemical Name | (1aR,2S,5R,5aR,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-11-one |
| Canonical SMILES | CC1=C[C@]23[C@](O)([C@@H](C(CO)=C[C@]([H])(C3=O)[C@]4([C@@]([H])(C[C@H]2C)C4(C)C)[H])O)[C@H]1O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |