Prostratin

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Cat.No. 5739 - Prostratin | C22H30O6 | CAS No. 60857-08-1
Description: PKC activator; also NF-κB activator
Chemical Name: (1aR,1bS,4aR,7aS,7bR,8R,9aS)-9a-(Acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

PKC activator. Inhibits growth and induces differentiation of AML cell lines. Enhances cytarabine-induced differentiation of AML cells. Inhibits tumorigenesis in KRAS mutant pancreatic cancer cells and reduces tumor growth in mouse pancreatic tumor models. Also NF-κB activator. Activates HIV gene expression in T cells. Orally available.

Technical Data

M. Wt 390.47
Formula C22H30O6
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 60857-08-1
PubChem ID 454217
InChI Key BOJKFRKNLSCGHY-HXGSDTCMSA-N
Smiles OCC1=C[C@]([C@@](C2(C)C)([H])[C@@]2(OC(C)=O)C[C@H]3C)([H])[C@@]3(O)[C@@](C=C(C)C4=O)([H])[C@]4(O)C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 29.29 75
ethanol 9.76 25

Preparing Stock Solutions

The following data is based on the product molecular weight 390.47. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.56 mL 12.81 mL 25.61 mL
5 mM 0.51 mL 2.56 mL 5.12 mL
10 mM 0.26 mL 1.28 mL 2.56 mL
50 mM 0.05 mL 0.26 mL 0.51 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Shen et al (2015) The protein kinase C agonist prostratin induces differentiation of human myeloid leukemia cells and enhances cellular differentiation by chemotherapeutic agents. Cancer Lett. 356 686 PMID: 25449427

Wang et al (2015) K-Ras promotes tumorigenicity through suppression of non-canonical Wnt signaling. Cell 163 1237 PMID: 26590425

Wang et al (2014) Protein kinase D3 is essential for prostratin-activated transcription of integrated HIV-1 provirus promoter via NF-κB signaling pathway. BioMed Res.Int. 2014 968027 PMID: 25136641


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Keywords: protein kinase C activators PKC activation NF-KB Kappa κ differentiation AML orally available HIV signaling Protein Kinase C

Citations for Prostratin

Citations are publications that use Tocris products.

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Pathways for Prostratin

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