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16561-29-8

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Identification

Name
PHORBOL 12-MYRISTATE 13-ACETATE
CAS
16561-29-8
Synonyms
12-O-TETRADECANOYLPHORBOL 13-ACETATE
12-TETRADECANOYL PHORBOL 13-ACETATE
(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 TETRADECANOATE
4ALPHA,9ALPHA,12BETA,13ALPHA,20-PENTAHYDROXYTIGLIA-1,6-DIEN-3-ONE 12BETA-MYRISTATE 13-ACETATE
4BETA,9ALPHA,12BETA,13ALPHA,20-PENTA-HYDROXYTIGLIA-1,6-DIEN-3-ONE 12BETA-MYRISTATE 13-ACETATE
4BETA-PHORBOL 12-MYRISTATE 13-ACETATE
PHORBOL 12-MYRISTATE 13-ACETATE
PHORBOL (12-MYRISTOYL-13-ACETYL)
PMA
TPA
,9aalpha))-
1,6,8-beta-tetramethyl-l)-9a-acetate9-myristate
12-o-tetradecanoylphorbolacetate
12-o-tetradekanoylphorbol-13-acetat
12-tetradecanoylphorbol13-monoacetate
13-o-acetylphorbol12-myristate
4)benz(1,2-e)azulen-5-one9a-acetate,(+)-ethyl-5h-cyclopropa(
5h-cyclopropa(3,4)benz(1,2-e)azulen-5-one,1,1a-beta,1b-alpha,4,4a,7a-beta,7b,
8,9,9a-decahydro-4a-alpha,7b-beta,9-alpha,9a-beta-tetrahydroxy-3-(hydroxymethy
abeta,7balpha,9beta,9aalpha-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8alpha-tetram
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
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
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)

Hazard Information

General Description
White crystals.
Reactivity Profile
12-O-TETRADECANOYLPHORBOL-13-ACETATE(16561-29-8) is sensitive to acids and alkalis. .
Air & Water Reactions
Practically water insoluble.
Fire Hazard
Flash point data for this chemical are not available; however, 12-O-TETRADECANOYLPHORBOL-13-ACETATE is probably combustible.
Chemical Properties
white to off-white solid
Uses
4β-Phorbol 12-Myristate 13-Acetate is used in the activation of certain pyruvate kinases as well as protein kinases.
Biological Activity
Extensively used phorbol ester activator of protein kinase C; tumor promoter. Binds to PKC with a K i value of 2.6 nM as measured by displacement of [ 3 H]phorbol 12,13-dibutyrate binding in rat cortex synaptosomal membranes.
Biochem/physiol Actions
Cell permeable: yes

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