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Merck

P9143

Sigma-Aldrich

Phorbol 12,13-diacetate

powder

Sinónimos:

PDA

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About This Item

Fórmula empírica (notación de Hill):
C24H32O8
Número de CAS:
Peso molecular:
448.51
Beilstein/REAXYS Number:
2317312
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

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).

Other Notes

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

Caution

Photosensitive.

Reconstitution

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.

pictograms

Skull and crossbones

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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