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16561-29-8

Name PHORBOL 12-MYRISTATE 13-ACETATE
CAS 16561-29-8
EINECS(EC#) 605-413-5
Molecular Formula C36H56O8
MDL Number MFCD00036736
Molecular Weight 616.83
MOL File 16561-29-8.mol

Chemical Properties

Appearance white to off-white solid
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?#x00b0;C for at least six months.soluble
form  Fine Crystalline Powder
pka 11.19±0.70(Predicted)
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
CAS DataBase Reference 16561-29-8(CAS DataBase Reference)
EPA Substance Registry System 12-O-Tetradecanoylphorbol 13-acetate (16561-29-8)

Safety Data

Hazard Codes  Xi
Risk Statements 
R38:Irritating to the skin.
Safety Statements 
S36/37:Wear suitable protective clothing and gloves .
RIDADR  2928
WGK Germany  3
RTECS  QH4377000
8-10
HazardClass  6.1(a)
PackingGroup  II
HS Code  29153900
Hazardous Substances Data 16561-29-8(Hazardous Substances Data)
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.

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