Phorbol-12

Names

[ Name ]:
Phorbol-12

[Synonym ]:
PDBU
PHORBOL 12,13-DIBUTYRATE,4BETA
MFCD00036783
Phorbol 12,13-dibutanoate
Phorbol 12,13-dibutyrate,(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-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-9,9a-diylbutanoicacidester
Phorbol 12,13-dibutyrate

Biological Activity

[Description]:

Phorbol 12,13-dibutyrate (Phorbol dibutyrate) is a PKC activator and a potent skin tumor promoter[1][2].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> PKC

Research Areas >> Cancer

Signaling Pathways >> TGF-beta/Smad >> PKC

[Target]

PKC[1]

[In Vitro]

Phorbol 12,13-dibutyrate (Phorbol dibutyrate) (1 MM) activates PKC and inhibited Na/K-ATPase transport activity in OK cells[3].

[References]

[1]. Singh J, et al. Immunocytochemical evidence for PDBu-induced activation of RhoA/ROCK in human internal anal sphincter smooth muscle cells. Am J Physiol Gastrointest Liver Physiol. 2011 Aug;301(2):G317-25.

[2]. Szallasi Z, et al. Dissociation of phorbol esters leads to immediate redistribution to the cytosol of protein kinases C alpha and C delta in mouse keratinocytes. J Biol Chem. 1994 Nov 4;269(44):27159-62.

[3]. Middleton JP, et al. Heterogeneity of protein kinase C-mediated rapid regulation of Na/K-ATPase in kidney epithelial cells. J Biol Chem. 1993 Jul 25;268(21):15958-64.

Chemical & Physical Properties

[ Density]:
1.27g/cm3

[ Boiling Point ]:
623.4ºC at 760mmHg

[ Molecular Formula ]:
C₂₈H₄₀O₈

[ Molecular Weight ]:
504.61200

[ Flash Point ]:
199.3ºC

[ Exact Mass ]:
504.27200

[ PSA ]:
130.36000

[ LogP ]:
2.63210

[ Appearance of Characters ]:
powder | clear, light yellow, film

[ Index of Refraction ]:
1.574

[ Storage condition ]:
−20°C

[ Water Solubility ]:
H2O: 30 μM

Safety Information

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
2928

[ WGK Germany ]:
3

[ RTECS ]:
EK7767000

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)

Articles

A-kinase Anchoring Protein 79/150 Recruits Protein Kinase C to Phosphorylate Roundabout Receptors.

J. Biol. Chem. 290 , 14107-19, (2015)

Anchoring proteins direct protein kinases and phosphoprotein phosphatases toward selected substrates to control the efficacy, context, and duration of neuronal phosphorylation events. The A-kinase anc...

Charge density influences C1 domain ligand affinity and membrane interactions.

ChemBioChem. 15(8) , 1131-44, (2014)

The C1 domain, which represents the recognition motif on protein kinase C for the lipophilic second messenger diacylglycerol and its ultrapotent analogues, the phorbol esters, has emerged as a promisi...

Differential 12-O-Tetradecanoylphorbol-13-acetate-induced activation of rat mammary carcinoma susceptibility Fbxo10 variant promoters via a PKC-AP1 pathway.

Mol. Carcinog. 54(2) , 134-47, (2015)

Rat mammary carcinoma susceptibility 5a1 (Mcs5a1), which is concordant to human MCS5A1 breast cancer risk locus, mediates susceptibility by a non-mammary cell-autonomous mechanism associated with T ce...