Phorbol 12-myristate 13-acetate, Tocris Bioscience™

Description

Protein kinase C activator

Phorbol 12-myristate 13-acetate is an extensively used phorbol ester high affinity activator of protein kinase C (Ki = 2.6 nM as measured by displacement of [3H]phorbol 12,13-dibutyrate binding in rat cortex synaptosomal membranes). It binds to the C1a and C1b domains of PKC inducing membrane translocation of PKC. Phorbol 12-myristate 13-acetate activates the PKC isoforms PKCα, -β, -γ, -δ, -ε, -η, and -θ but not PKCζ or -ι/λ. Phorbol 12-myristate 13-acetate is a tumor promoter. Phorbol 12-myristate 13-acetate can also induce differentiation of THP-1 monocytes to a macrophage phenotype in vitro.

Specifications

Chemical Identifiers

• CAS: 16561-29-8
• Molecular Formula: C36H56O8
• Molecular Weight (g/mol): 616.84
• MDL Number: MFCD00036736
• InChI Key: PHEDXBVPIONUQT-RGYGYFBISA-N
• Synonym: phorbol 12-myristate 13-acetate, phorbol ester, 12-o-tetradecanoylphorbol-13-acetate, 12-o-tetradecanoylphorbol 13-acetate, factor a1, tetradecanoylphorbol acetate, 12-tetradecanoylphorbol 13-acetate, factor a1 croton oil, phorbol 13-acetate 12-myristate, phorbol-12-myristate-13-acetate
• PubChem CID: 27924
• ChEBI: CHEBI:37537
• IUPAC Name: (1S,2S,6R,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl tetradecanoate
• SMILES: CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@]2(O)[C@@H]3C=C(C)C(=O)[C@@]3(O)CC(CO)=C[C@H]2[C@@H]2C(C)(C)[C@]12OC(C)=O

• Quantity: 5 mg
• Formula Weight: 616.83
• Percent Purity: >99%
• Chemical Name or Material: Phorbol 12-myristate 13-acetate