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Phorbol 12-myristate 13-acetate, Tocris Bioscience™

Product Code. 18752704
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Quantity:
1 mg
5 mg
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This item is not returnable. View return policy

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.

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

Specifications

Quantity 1 mg
Formula Weight 616.83
Percent Purity >99%
Chemical Name or Material Phorbol 12-myristate 13-acetate
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