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63597-44-4

63597-44-4 Structure

63597-44-4 Structure
IdentificationBack Directory
[Name]

4ALPHA-PHORBOL 12-MYRISTATE 13-ACETATE
[CAS]

63597-44-4
[Synonyms]

4α-pma
4α-TPA
alpha-TPA
4ALPHA-PMA
4ALPHA-TPA
4-alpha-PMA, 4-alpha-TPA
4α-Phorbol 12-myristate 13-acetate
4a-Phorbol 12-Myristate 13-Acetate
4ALPHA-PHORBOL 12-MYRISTATE 13-ACETATE
4A-PHORBOL 12-MYRISTATE 13-ACETATE, 99+%
4ALPHA-12-O-TETRADECANOYLPHORBOL 13-ACETATE
4-ALPHA-12-TETRADECANOYL PHORBOL 13-ACETATE
4-alpha-Phorbol 12-Myristate 13-Acetate >99%
4-A-PHORBOL 12-MYRISTATE-13-ACETATE NEGA TIVE CONTROL
4-α-Phorbol-12-Myristate-13-acetate / 4-α-12-Tetradecanoyl phorbol-13-acetate
(1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-4aα,7bα,9β,9aα-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one 9-myristate 9a-acetate
Tetradecanoic acid,(1aR,1bS,4aS,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-ylester
[Molecular Formula]

C36H56O8
[MDL Number]

MFCD00153860
[MOL File]

63597-44-4.mol
[Molecular Weight]

616.83
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

H2O: ~2 μM Though having aqueous solubility, it is recommended that this compound first be dissolved in a water miscible organic solvent before dilution to working concentrations in aqueous media.
[form ]

solid
[color ]

white
[Water Solubility ]

H2O: ~2μM
DMSO: soluble
ethanol: soluble
[Sensitive ]

Light Sensitive
Safety DataBack Directory
[Symbol(GHS) ]


GHS08
[Signal word ]

Warning
[Hazard statements ]

H351
[Precautionary statements ]

P201-P202-P280-P308+P313-P405-P501
[WGK Germany ]

3
[F ]

10-21
Hazard InformationBack Directory
[Uses]

4alpha-Phorbol 12-myristate 13-acetate is a non-tumor promoting phorbol ester derivative that has been used as a negative control for PMA, a tumor promoter and activator of PKC. However, 4α-PMA has also been shown to be a reasonably potent activator of TRPV4 channels, making it a useful tool for structure-activity investigations via comparison to the very similar compound, 4α-PDD, which demonstrates 50 times more affinity for TRPV4. Furthermore, this compound has also been shown to increase PGHS-2 mRNA significantly in murine keratinocytes.
[Biochem/physiol Actions]

Negative control for phorbol ester activation of protein kinase C.
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