P9143

Phorbol 12,13-diacetate

powder

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

Properties

• 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

Description

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.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300 + H310 + H330,H315,H319,H335
• pcodes: P260 - P262 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P305 + P351 + P338
• 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