Ingenol mebutate

SKU: orb1297586

Description

Ingenol mebutate is a potent, selective activator of multiple PKC isoforms (α, β, γ, δ, ε) with sub-nanomolar affinity. This compound demonstrates significant anti-inflammatory and anti-tumor properties, supporting its use in research models for actinic keratosis, non-melanoma skin cancer, and related inflammatory pathways.

Research Area

Epigenetics & Chromatin, Immunology & Inflammation, Infectious Disease & Virology, Protein Biochemistry, Signal Transduction

Key Properties

• CAS Number: 75567-37-2
• MW: 430.53
• Purity: 99.91% (May vary between batches)
• Formula: C₂₅H₃₄O₆
• SMILES: C\C=C(\C)C(=O)O[C@H]1C(C)=C[C@@]23[C@H](C)C[C@@H]4[C@H]([C@H](C=C(CO)[C@@H](O)[C@]12O)C3=O)C4(C)C
• Target: gp120/CD4,HIV Protease,PKC
• Solubility: 10% DMSO+40% PEG300+5% Tween 80+45% Saline:3.3 mg/mL (7.66 mM);DMSO:90 mg/mL (209.04 mM)

Bioactivity

• Target IC50:
  PKCβ:0.105 nM (Ki)|PKCα:0.3 nM (Ki)|PKCγ:0.162 nM (Ki)|PKCε:0.171 nM (Ki)|PKCδ:0.376 nM (Ki)
• In Vitro:
  Ingenol mebutate shows EC50s for PKC-α, PKC-βI, PKC-βII, PKC-γ, PKC-δ, PKC-ε and PKC-μ of 13, 4.37, 10.5, 38.6, 1.08 and 0.9 nM in WEHI-231 cells. The EC50s are 198, 69.1, 4.6, 1 nM in HOP-92 cells for PKC-α, PKC-βI, PKC-ε, PKC-μ and 635, 146, 4.7, 1.1, 30 nM for PKC-α, PKC-βI, PKC-δ, PKC-ε, PKC-μ in Colo-205 cells. Ingenol mebutate sensitizes WEHI-231 cells, HOP-92 and Colo-205 cells with IC50s of 1.41, 3.24, and 11.9 nM, respectively. Ingenol mebutate (20 nM) induces apoptosis in a PKC-δ dependent manner in primary AML marrow blasts but not in normal myeloblasts.

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

CD4, Ingenol mebutate, Ingenol 3-Angelate, HIV, HIV Protease, HIVProtease, gp120, gp120/CD4, PKC, PEP005, PEP-005, PEP 005

Compound Identifiers

PubChem CID

6918670