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P4888

Sigma-Aldrich

4α-Phorbol

powder

Synonym(s):

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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
SLBF4325V
SLBF3994V
SLBF3996V
071M1806V
100M1170

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María Luz Orliac et al.
European journal of pharmacology, 566(1-3), 145-152 (2007-05-08)
The aim of the present study was to determine whether the transient receptor potential vanilloid (TRPV1) receptor protein as well as the calcitonin gene-related peptide (CGRP) content could be enhanced after the i.p. administration of 5 mg/kg lipopolysaccharide (LPS) to
C Troidl et al.
Journal of molecular and cellular cardiology, 49(1), 142-151 (2010-04-07)
We investigated the effect of pharmacological activation of the Ca(2+)-channel transient receptor potential cation channel, subfamily V, member 4 (TRPV4) on collateral growth in a pig hind limb-ischemia model thereby identifying subcellular mechanisms. Domestic pigs received femoral artery ligature and
Emad Afrasiabi et al.
Molecular and cellular endocrinology, 292(1-2), 26-35 (2008-06-11)
Phorbol 12-myristate 13-acetate (PMA) is known to affect a variety of cellular processes, including cell proliferation, differentiation, and migration. PMA has been shown to promote antiproliferative and antimigratory effects in many types of cancer cells. Our findings show that PMA
Vijay Lyall et al.
Journal of neurophysiology, 102(3), 1591-1605 (2009-06-26)
The regulation of the benzamil (Bz)-insensitive salt taste receptor was investigated by intracellular Ca2+ ([Ca2+]i), protein kinase C (PKC), and the Ca2+-dependent serine-threonine phosphatase, calcineurin (PP2B), by monitoring chorda tympani taste nerve responses to 0.1 M NaCl solutions containing Bz
Lankupalle D Jayanthi et al.
Molecular pharmacology, 67(6), 2077-2087 (2005-03-19)
The serotonin transporter (SERT) regulates 5-hydroxytryptamine (serotonin) (5-HT) neurotransmission and is a high-affinity target for antidepressants and psychostimulants. In the present study, we investigated the mechanisms that contribute to a previously unidentified biphasic regulation of endogenous SERTs expressed in the
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