Tetradecanoylphorbol acetate
IUPAC name	(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl myristate
Other names	TPA, PMA, Phorbol myristate acetate, Tetradecanoylphorbol acetate.
Identifiers
CAS number	16561-29-8 Y
PubChem	10475874
SMILES	CCCCCCCCCCCCCC(=O)O[C@@H]2C(C)[C@]1(O)C4/C=C(/C)C(=O)[C@@]4(O)CC(\CO)=C/[C@H]1[C@H]3[C@]2(OC(C)=O)C3(C)C
InChI	1/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+/m0/s1
InChI key	PHEDXBVPIONUQT-AOWVHHMZBF
ChemSpider ID	17215855
Properties
Molecular formula	C36H56O8
Molar mass	616.83 g mol−1
Y (what is this?)  (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

12-O-Tetradecanoylphorbol-13-acetate (TPA), also commonly known as phorbol 12-myristate 13-acetate (PMA), is diester of phorbol and a potent tumor promoter often employed in biomedical research to activate the signal transduction enzyme protein kinase C (PKC). The effects of TPA on PKC result from its similarity to one of the natural activators of classic PKC isoforms, diacylglycerol. TPA is also being studied as a drug in the treatment of hematologic cancer. TPA is not to be confused with tPA; the former is a small molecule drug, whereas the latter is an enzyme. TPA was first found in the croton plant, a shrub found in Southeast Asia, exposure to which provokes a poison ivy-like rash. It is currently undergoing phase 1 clinical trials.

[edit] References

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[edit] External links

• MeSH Tetradecanoylphorbol+Acetate
• "NCI Dictionary Entry". http://www.cancer.gov/Templates/db_alpha.aspx?CdrID=46763. Retrieved 2005-07-02. 
• "Phase 1 Clinical Trials". http://www.clinicaltrials.gov/ct/show/NCT00004058. Retrieved 2005-07-02.