• USA Home
  • P8139 - Phorbol 12-myristate 13-acetate

P8139 Sigma-Aldrich

Phorbol 12-myristate 13-acetate

≥99% (TLC), film or powder

Synonym: 12-O-Tetradecanoylphorbol 13-acetate, 4β,9α,12β,13α,20-Pentahydroxytiglia-1,6-dien-3-one 12-tetradecanoate 13-acetate, PMA, TPA

  • CAS Number 16561-29-8

  • Empirical Formula (Hill Notation) C36H56O8

  • Molecular Weight 616.83

  •  Beilstein/REAXYS Number 2407201

  •  MDL number MFCD00036736

  •  PubChem Substance ID 24278653

  •  NACRES NA.77



Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cancer Research, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   200
assay   ≥99% (TLC)
form   film or powder
solubility   DMSO: soluble (Dissolve in water-miscible organic solvent prior to preparing aqueous solutions. DMSO solutions can be stored dark at -20 °C for at least six months.)
  ethanol: soluble (Dissolve in water-miscible organic solvent prior to preparing aqueous solutions.)
storage temp.   −20°C
SMILES string   CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)C(C=C(CO)C[C@@]3(O)C2C=C(C)C3=O)C4C(C)(C)[C@]14OC(C)=O
InChI   1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30-,32-,34-,35-,36-/m1/s1


General description

Phorbol 12-myristate 13-acetate is a phorbol ester. It works as a tumor promoter and is involved in gene transcription, cell growth, differentiation, programmed cell death, immune pathway and receptor desensitization via protein kinase C (PKC) signaling pathways. Phorbol 12-myristate 13-acetate is also a model agent to study growth factors-, hormones-, and cytokines-mediated regulation of cellular growth and differentiation.


Phorbol 12-myristate 13-acetate has been used for the stimulation of various cells including spleen cells, quiescent lymphocytes and fetal thymocytes. It has also been used for the activation of PKC (protein kinase C) in cells.

Biochem/physiol Actions

Potent tumor promoter; activates protein kinase C in vivo and in vitro.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.



Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Signal word 
Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 


Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

Frequently Asked Questions

What is the difference between Phorbol 12-myristate 13-acetate, Product P8139 and molecular biology grade Product P1585?
Product P1585 has been tested and found suitable for stimulation of interleukin 2 production of Jurkat cells. Product P8139 has not tested in this application.
Why do I not see any solid in the Phorbol 12-myristate 13-acetate bottle, Product P8139?
Phorbol 12-myristate 13-acetate may be an invisible film in the bottle.
How should Product P8139, Phorbol 12-myristate 13-acetatebe dissolved?
Stock solutions of 20 mM can be prepared in DMSO and diluted into aqueous buffers. View more information on P8139 solubility in the product information sheet (under Documents, above).
How should I store the solutions of Product P8139, Phorbol 12-myristate 13-acetate?
Stock solutions in DMSO can be stored protected from light as aliquots at -20°C for at least 6 months, or at 2-8°C for up to 3 months.
Do you have any application information for Product P8139, Phorbol 12-myristate 13-acetate?
View the P8139 product information sheet (under Documents, above).
Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
My question is not addressed here, how can I contact Technical Service for assistance?
Ask a Scientist here.
Show more questions
Protocols & Articles


Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete. The expansion of the carcinogenesi...
Vicki Caligur
BioFiles 2008, 3.5, 18.
Keywords: Acetylations, Adhesion, Alkylations, Apoptosis, Biofiles, Cancer, Carcinogens, Cell division, Cell proliferation, Cell signaling, DNA microarrays, Drug discovery, Environmental, Epigenetics, Events, Gene expression, Genetic, Hormones, Metabolism, Methylations, Microarray Analysis, Mutagens, PAGE, Recombination, Reductions, Sequences, Transcription, Type, transformation

Related Content

Life Science Materials

With a broad portfolio of widely-cited reagents and kits supported by industry-leading expertise, we help you get the most out of your life science research.

Peer-Reviewed Papers


Related Products

related product

Product #


Add to Cart

D2650 Dimethyl sulfoxide, Hybri-Max, sterile-filtered, BioReagent, suitable for hybridoma, ≥99.7%

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?