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Merck
CN

P9143

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
PubChem Substance ID:
24899011
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
2317312
MDL number:
MFCD00036735

Key Documents

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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

form

powder

color

white

solubility

H2O: soluble

storage temp.

−20°C

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

signalword

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

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBS4686V
SLBL0775V
SLBJ0010V
SLBF7361V
SLBD7800V

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Irene Dini et al.
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Olive trees are grown on five continents. Fertilization of fields, pest control management, olive leaves, olive pomaces, and olive mill wastewaters have a substantial environmental impact. It is possible to reduce this problem by using organic products to cultivate and
Arrestin Translocation in Rod Photoreceptors Is Stimulated by Phorbol 12, 13--diacetate
Orisme W and Smith C
investigate opthalmology and visual science, 46, 1716-1716 (2005)
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Postharvest fungal diseases are among the main causes of fresh fruit losses. Chemical control is against claims for "natural" or "chemical-free" products. Biocontrol agents, such as antifungal proteins or their producing moulds, may serve to combat unwanted pathogens. Since the
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The necrotrophic mycoparasite Trichoderma atroviride is a biological pest control agent frequently applied in agriculture for the protection of plants against fungal phytopathogens. One of the main secondary metabolites produced by this fungus is 6-pentyl-α-pyrone (6-PP). 6-PP is an organic
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Polydimethylsiloxane (PDMS) is a silicone-based synthetic material used in various biomedical applications due to its properties, including transparency, flexibility, permeability to gases, and ease of use. Though PDMS facilitates and assists the fabrication of complicated geometries at micro- and nano-scales
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