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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

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
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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