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Merck
CN

P9143

Sigma-Aldrich

Phorbol 12,13-diacetate

powder

Synonym(s):

PDA

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About This Item

Empirical Formula (Hill Notation):
C24H32O8
CAS Number:
24928-15-2
Molecular Weight:
448.51
Beilstein:
2317312
MDL number:
MFCD00036735
UNSPSC Code:
12352200
PubChem Substance ID:
24899011

Key Documents

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form

powder

color

white

solubility

H2O: soluble

storage temp.

−20°C

SMILES string

C[C@@H]1[C@@H](OC(C)=O)[C@]2(OC(C)=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/C24H32O8/c1-11-7-17-22(29,19(11)28)9-15(10-25)8-16-18-21(5,6)24(18,32-14(4)27)20(31-13(3)26)12(2)23(16,17)30/h7-8,12,16-18,20,25,29-30H,9-10H2,1-6H3/t12-,16+,17-,18-,20-,22-,23-,24-/m1/s1

InChI key

OMHXSAMFEJVCPT-XQOWHXTBSA-N

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General description

Phorbol ester with enhanced hydrophilicity.

Application

Phorbol 12,13-diacetate may be used to stimulate protein kinase C (PKC) for phosphorylation of retinal proteins.

Biochem/physiol Actions

Phorbol 12,13-diacetate (PDA) serves as a protein kinase C (PKC). It induces arrest in translocation in rod photoreceptors. PDA facilitates PKC in regulating airway contractility by inducing transient relaxation after a sustained contraction of the human isolated bronchus. PDA improves the synaptic transmission of nociceptive parabrachioamygdaloid (PBA) input onto neurons of the capsular central amygdaloid (CeAC) nucleus via activating PKC and extracellular-regulated kinase (ERK).

Preparation Note

Although 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.

Other Notes

Less potent but more water soluble than phorbol 12,13-dibutyrate.

Disclaimer

Photosensitive.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBS4686V
SLBL0775V
SLBJ0010V
SLBF7361V
SLBD7800V

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Xiaohui Jiang et al.
Microorganisms, 8(3) (2020-02-29)
A new type of fruit wine made from red dragon fruit juice was produced through alcoholic fermentation (AF) with different yeasts: Saccharomyces cerevisiae EC-1118, Torulaspora delbrueckii Biodiva and Lachancea thermotolerans Concerto. Complete AF with similar fermentation rates in terms of
Jorge Poveda et al.
Scientific reports, 9(1), 11650-11650 (2019-08-14)
The family Brassicaceae includes plants that are non-host for arbuscular mycorrhizal fungi (AMF) such as the model plant Arabidopsis thaliana (arabidopsis) and the economically important crop plant Brassica napus (rapeseed). It is well known that Trichoderma species have the ability
Sin-Jhong Cheng et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(6), 2258-2270 (2011-02-11)
Application of phorbol 12,13-diacetate (PDA) caused marked enhancement of synaptic transmission of nociceptive parabrachio-amygdaloid (PBA) input onto neurons of the capsular central amygdaloid (CeAC) nucleus. The potentiation of PBA-CeAC EPSCs by PDA involved a presynaptic protein kinase C (PKC)-dependent component
Antonio Turco et al.
Journal of colloid and interface science, 552, 401-411 (2019-05-31)
Herein we present a straightforward approach for the use of polydopamine (PDA) in adsorption of heavy metals from aqueous solutions. This is achieved by fabricating a healthy and environmentally friendly polydimethylsiloxane (PDMS) foam with a mussel inspired PDA layer deposited
Ernesto Santoro et al.
Molecules (Basel, Switzerland), 24(17) (2019-08-24)
Radicinin and cochliotoxin (1 and 2) two phytotoxic pyranpyran-4,5-diones were isolated together with their close metabolites 3-epi-radicinin, radicinol, and its 3-epimer (3-5), from the culture filtrates of Cochliobolus australiensis, a fungus proposed as mycoherbcide for biocontrol of buffelgrass, a very
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