CAS 16561-29-8: Phorbol 12-myristate 13-acetate
Description:Phorbol 12-myristate 13-acetate (PMA) is a synthetic organic compound derived from the natural product phorbol, which is obtained from the seeds of the Jatropha plant. It is classified as a phorbol ester and is known for its role as a potent tumor promoter and activator of protein kinase C (PKC). PMA is a white to off-white crystalline powder that is soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO), but has limited solubility in water. The compound exhibits a variety of biological activities, including the induction of cell proliferation and differentiation, making it a valuable tool in cancer research and cell biology studies. PMA is often used in laboratory settings to study signal transduction pathways and the mechanisms of tumorigenesis. However, due to its potent biological effects, it must be handled with care in research environments. Its chemical structure features a myristate and an acetate group, contributing to its reactivity and biological properties.
Formula:C36H56O8
InChI: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
InChI key:InChIKey=PHEDXBVPIONUQT-RGYGYFBISA-N
SMILES:O=C(OC12C(OC(=O)CCCCCCCCCCCCC)C(C)C3(O)C(C=C(CO)CC4(O)C(=O)C(=CC43)C)C1C2(C)C)C
- Synonyms:
- (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-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl tetradecanoate
- 1,6,8-Beta-Tetramethyl-L)-9A-Acetate9-Myristate
- 12-O-Tetradecanoylphorbol 13-acetate
- 12-O-Tetradecanoylphorbolacetate
- 12-O-Tetradekanoylphorbol-13-Acetat
- 12-Tetradecanoylphorbol 13-acetate
- 12-Tetradecanoylphorbol 13-monoacetate
- 12-Tetradecanoylphorbol13-Monoacetate
- 13-O-Acetylphorbol 12-myristate
- 1H-Cyclopropa[3,4]benz[1,2-e]azulene, tetradecanoic acid deriv.
- See more synonyms
- 4β-Phorbol 12-myristate 13-acetate
- Factor A1
- Factor A1 (croton oil)
- Factor A<sub>1</sub>
- Factor A<sub>1</sub> (croton oil)
- Myristic acid, 9-ester with 1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-decahydro-4aβ,7bα,9β,9aα-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one 9a-acetate, (+)-
- Nsc 262244
- PMA
- PMA (tumor promoter)
- Pd 616
- Phorbol 12-tetradecanoate 13-acetate
- Phorbol myristate acetate
- TPA
- TPA (phorbol derivative)
- Tetradecanoic acid, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9-yl ester
- Tetradecanoic acid, 9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9-yl ester, [1aR-(1aα,1bβ,4aβ,7aα,7bα,8α,9β,9aα)]-
- Tetradecanoylphorbol acetate
- β-Phorbol 12-myristate 13-acetate
