Phorbol 12-myristate 13-acetate , 98% , 16561-29-8

Synonym(s):
PMA;TPA;12-O-Tetradecanoylphorbol 13-acetate;12-O-Tetradecanoyl-phorbol-13-acetate, PMA, TPA;4β,9α,12β,13α,20-Pentahydroxytiglia-1,6-dien-3-one 12-tetradecanoate 13-acetate

CAS NO.：16561-29-8

Empirical Formula: C36H56O8

Molecular Weight: 616.83

MDL number: MFCD00036736

EINECS: 605-413-5

PRODUCT Properties

• Melting point: 65-79oC
• Boiling point: 571.87°C (rough estimate)
• Density: 1.17±0.1 g/cm3 (20 ºC 760 Torr)
• refractive index: 1.4900 (estimate)
• storage temp.: -20°C
• solubility: DMSO: DMSO solutions can be stored dark at −20°C for at least six months.soluble
• pka: 11.19±0.70(Predicted)
• form: Fine Crystalline Powder
• color: Off-white to light yellow
• Water Solubility: Very soluble in methanol, soluble in DMSO, chloroform, ethanol or acetone, ether, ethyl acetate, DMF or acetonitrile. Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 2407201
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
• InChIKey: PHEDXBVPIONUQT-RGYGYFBISA-N

Description and Uses

Phorbol 12-myristate-13-acetate (16561-29-8) activates protein kinase C (10-100 ng/ml)1. May display PKC-independent effects in various cell types2. Warning: Phorbol 12-myristate-13-acetate is a skin irritant. Avoid contact with this compound.

4β-Phorbol 12-Myristate 13-Acetate is used in the activation of certain pyruvate kinases as well as protein kinases.

Safety

• Symbol(GHS): 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: 38-36/37/38
• Safety Statements: 36/37-26
• RIDADR: 2928
• WGK Germany: 3
• RTECS: QH4377000
• F: 8-10
• HazardClass: 6.1(a)
• PackingGroup: II
• HS Code: 29153900
• Toxicity: Diesters of phorbol, particularly 12-O-tetradecanoylphorbol 13-acetate, also known as phorbol myristate acetate, have been identified as the potent, highly lipophilic tumor-promoting components in croton oil. They are potent promoters of skin tumors in vivo and have been shown to transform cultured fibroblasts and embryonic cells previously exposed to polycyclic aromatic hydrocarbon carcinogens in vitro. The structure of phorbol, the parent alcohol is shown below. Phorbol esters also have important effects on leukocytes and on the immune system of the intact animal. There appears to be a specific receptor for phorbol esters on T cells, a finding that may account for the selective toxicity of phorbol esters for T cells. The mechanism of tumor promotion by phorbol esters is still largely unknown, but findings suggest an initial cell membrane interaction (often with stimulation of second messenger synthesis and increased protein kinase activity), with subsequent effects on nuclear regulatory events.