CAS 37558-16-0|Phorbol-12

Introduction:Basic information about CAS 37558-16-0|Phorbol-12, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NamePhorbol-12
CAS Number37558-16-0Molecular Weight504.61200
Density1.27g/cm3Boiling Point623.4ºC at 760mmHg
Molecular FormulaC28H40O8Melting Point/
MSDSUSAFlash Point199.3ºC

Names

Namephorbol 12,13-dibutanoate
SynonymMore Synonyms

Phorbol-12 BiologicalActivity

DescriptionPhorbol 12,13-dibutyrate (Phorbol dibutyrate) is a PKC activator and a potent skin tumor promoter[1][2].
Related CatalogSignaling Pathways >>Epigenetics >>PKCResearch Areas >>CancerSignaling Pathways >>TGF-beta/Smad >>PKC
Target

PKC[1]

In VitroPhorbol 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

Density1.27g/cm3
Boiling Point623.4ºC at 760mmHg
Molecular FormulaC28H40O8
Molecular Weight504.61200
Flash Point199.3ºC
Exact Mass504.27200
PSA130.36000
LogP2.63210
Appearance of Characterspowder | clear, light yellow, film
Index of Refraction1.574
InChIKeyBQJRUJTZSGYBEZ-YVQNUNKESA-N
SMILESCCCC(=O)OC1C(C)C2(O)C(C=C(CO)CC3(O)C(=O)C(C)=CC32)C2C(C)(C)C12OC(=O)CCC
Storage condition−20°C
Water SolubilityH2O: 30 μM

Safety Information

Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXi: Irritant;
Risk Phrases36/37/38
Safety PhrasesS26-S36
RIDADR2928
WGK Germany3
RTECSEK7767000
Packaging GroupII
Hazard Class6.1(a)

Articles49

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Charge density influences C1 domain ligand affinity and membrane interactions.

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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...

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Synonyms

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
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