Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

P4888

Sigma-Aldrich

4α-Phorbol

powder

Synonym(s):

4α,9α,12β,13α,20-pentahydroxytiglia-1,6-dien-3-one, 4α-PHR, Isophorbol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C20H28O6
CAS Number:
26241-63-4
Molecular Weight:
364.43
MDL number:
MFCD00036738
UNSPSC Code:
12352200
PubChem Substance ID:
24898565

form

powder

color

white

storage temp.

−20°C

SMILES string

C[C@@H]1[C@@H](O)[C@]2(O)[C@H]([C@@H]3C=C(CO)C[C@]4(O)[C@@H](C=C(C)C4=O)[C@@]13O)C2(C)C

InChI

1S/C20H28O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3/t10-,12+,13-,14-,16-,18+,19-,20-/m1/s1

InChI key

QGVLYPPODPLXMB-FYYCTCHMSA-N

Application

Phorbol that is not biologically active; can be used as a negative control

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SLBF4325V
SLBF3994V
SLBF3996V
071M1806V
100M1170

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Francesco Buonocore et al.
Marine biotechnology (New York, N.Y.), 8(1), 80-85 (2005-10-27)
Continuous cell lines represent an important tool both for biological studies and for their applications in marine biotechnology. In this article we describe the production and characterization of a continuous adherent cell line, named DLEC, derived from early embryos of
Hiroyuki Watanabe et al.
Cell calcium, 33(5-6), 489-495 (2003-05-27)
We have studied the modulation of gating properties of the Ca2+-permeable, cation channel TRPV4 transiently expressed in HEK293 cells. The phorbol ester 4alphaPDD transiently activated a current through TRPV4 in the presence of extracellular Ca2+. Increasing the concentration of extracellular
Rui Wang et al.
Journal of Asian natural products research, 15(5), 502-506 (2013-04-23)
The phytochemical investigation of the flower buds of Daphne genkwa yielded four highly oxygenated tigliane diterpene esters (1-4), including two new phorbol derivatives, 12-O-(2'E,4'E-decadienoyl)-7-oxo-5-ene-phorbol-13-acetate (1) and 12-O-neodecanoyl-7-oxo-5-ene-phorbol-13-acetate (2). The molecular structures of the isolated compounds were elucidated on the basis
R W Moore et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 134(3), 291-302 (2003-03-20)
In attempts to identify antibodies for Bursal Anti-Steroidogenic Peptide (BASP), rabbit serum was observed to reduce phorbol ester-stimulated chicken B-lymphocyte proliferation comparable to BASP. These experiments investigated the effects of IgG on B-lymphocyte proliferation. In Experiment 1, 3% rabbit serum
Tetsuro Kondo et al.
The European journal of neuroscience, 22(7), 1817-1820 (2005-10-04)
The phosphorylation of ionotropic glutamate receptors (iGluRs) by protein kinases plays a crucial role in synaptic plasticity. In the cerebellum, protein kinase C (PKC) activation is required for the induction of long-term depression (LTD) at parallel fibre-Purkinje cell synapses. Although
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service