Phorbol 12-myristate 13-acetate

SIGMA/P8139 - ≥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
MDL Number: MFCD00036736
Linear Formula: C₃₆H₅₆O₈
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-P8139-1MG	1 mg	$120.00 1/EA	Add To Favorites
45-P8139-5MG	5 mg	$305.00 1/EA	Add To Favorites
45-P8139-10MG	10 mg	$707.00 1/EA	Add To Favorites
45-P8139-25MG	25 mg	$1120.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥99% (TLC)
form	film or powder
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	PHEDXBVPIONUQT-RGYGYFBISA-N
Quality Level	200
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
solubility	DMSO: soluble
	ethanol: soluble (Dissolve in water-miscible organic solvent prior to preparing aqueous solutions.)
storage temp.	−20°C

Application:	Phorbol 12-myristate 13-acetate has been used:• to induce differentiation of THP-1monocytes to macrophage. • to stimulate the proliferation of peripheral blood lymphocytes. • to induce respiratory bursts and enhance the generation of ultra-weak photon emission (UPE) from the neutrophil-like cells derived from HL-60 cells. • in conjugation with Ionomycin calcium salt to stimulate T-cell activation • for the stimulation of various cells including spleen cells, quiescent lymphocytes, and fetal thymocytes. • for the activation of PKC (protein kinase C) in cells.
Disclaimer:	Photosensitive
Features and Benefits:	This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
General description:	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.
General description:	Phorbol 12-myristate 13-acetate (PMA) exhibits high inflammatory properties. It stimulates protein kinase C (PKC) activity. PMA induces the release of proteases, cytokines, and NADPH oxidases, leading to tissue damage or histamine production, and promoting vascular remodeling, redness, heat, and tumor promotion. Additionally, it enhances reactive oxygen species (ROS) production and decreases enzymes involved in ROS detoxification. PMA also inhibits the basal level of superoxide dismutase (SOD), catalase, and glutathione peroxidase.
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.
Other Notes:	2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Symbol	GHS05,GHS06,GHS08
Signal word	Danger
Hazard statements	H300 + H310 + H330 - H314 - H317 - H334 - H351
Precautionary statements	P202 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	38
Safety Statements	36/37
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

Purity	≥99% (TLC)
Storage Temp.	−20°C
UNSPSC	12352211

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