Picropodophyllotoxin

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Cat.No. 2956 - Picropodophyllotoxin | C22H22O8 | CAS No. 477-47-4
Description: Selective IGF1R inhibitor
Alternative Names: Picropodophyllin
Chemical Name: (5R,5aS,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
Purity: ≥97% (HPLC)
Datasheet
Citations (2)
Literature
Pathways

Biological Activity

Orally active insulin-like growth factor 1 receptor (IGF1R) inhibitor that exhibits no activity at the insulin receptor, FGFR, PDGFR or EGFR. Inhibits IGF1R autophosphorylation (IC50 ~ 1 nM), increases the fraction of cells in the G2/M phase and upregulates apoptosis. Exhibits antiproliferative effects in multiple cancer cell lines (IC50 = 0.05 - 15 μM), and has anticancer and antineovascularization activity in vivo.

Technical Data

M. Wt 414.41
Formula C22H22O8
Storage Store at +4°C
Purity ≥97% (HPLC)
CAS Number 477-47-4
PubChem ID 72435
InChI Key YJGVMLPVUAXIQN-HAEOHBJNSA-N
Smiles O=C3OC[C@]([C@@]([H])3[C@@H]4[C@]5=CC(OC)=C(OC)C(OC)=C5)([H])[C@@H](O)C1=C4C=C(OCO2)C2=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 41.44 100

Preparing Stock Solutions

The following data is based on the product molecular weight 414.41. 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 2.41 mL 12.07 mL 24.13 mL
5 mM 0.48 mL 2.41 mL 4.83 mL
10 mM 0.24 mL 1.21 mL 2.41 mL
50 mM 0.05 mL 0.24 mL 0.48 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Girnita et al (2004) Cyclolignans as inhibitors of the insulin-like growth factor-1 receptor and malignant cell growth. Cancer Res. 64 236 PMID: 14729630

Stromberg et al (2006) IGF-1 receptor tyrosine kinase inhibition by the cyclolignan PPP induces G2/M-phase accumulation and apoptosis in multiple myeloma cells. Blood 107 669 PMID: 16166596

Economou et al (2008) Inhibition of VEGF secretion and experimental choroidal neovascularization by picropodophyllin (PPP), an inhibitor of the insulin-like growth factor-1 receptor. Invest.Ophthalmol.Vis.Sci. 49 2620 PMID: 18515591


If you know of a relevant reference for Picropodophyllotoxin, please let us know.

View Related Products by Product Action

View all Insulin and Insulin-like Receptor Inhibitors

Keywords: Selective IGF1R inhibitors inhibits Receptors Insulin-like Receptor Tyrosine Kinases RTKs Picropodopyhllin Picropodophyllin Insulin and insulin-like Receptors

2 Citations for Picropodophyllotoxin

Citations are publications that use Tocris products. Selected citations for Picropodophyllotoxin include:

Tarnowski (2017) Picropodophyllin (PPP) is a potent rhabdomyosarcoma growth inhibitor both in vitro and in vivo. BMC Cancer 17 532 PMID: 28793874

Stouffer et al (2015) Insulin enhances striatal dopamine release by activating cholinergic interneurons and thereby signals reward. Nat Commun 6 8543 PMID: 26503322


Do you know of a great paper that uses Picropodophyllotoxin from Tocris? If so please let us know.

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Reviews

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Literature in this Area

Kinases

Kinases Product Listing

A collection of over 400 products for kinase research, the listing includes inhibitors of:

  • Receptor Tyrosine Kinases
  • Protein Kinases A, C, D and G
  • PI-3 Kinase, Akt and mTOR
  • MAPK Signaling
  • Receptor Serine/Threonine Kinases
Peptides Involved in Appetite Modulation

Peptides Involved in Appetite Modulation Scientific Review

Written by Sonia Tucci, Lynsay Kobelis and Tim Kirkham, this review provides a synopsis of the increasing number of peptides that have been implicated in appetite regulation and energy homeostasis; putative roles of the major peptides are outlined and compounds available from Tocris are listed.

Angiogenesis in Cancer

Angiogenesis in Cancer Poster

Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the pathogenesis of angiogenesis in cancer, as well as some of the main angiogenesis therapeutic targets.

Pathways for Picropodophyllotoxin

Insulin

Insulin Signaling Pathway

Signaling through the insulin pathway is fundamental for the regulation of intracellular glucose levels. This pathway can become dysregulated in diabetes.

Protocols

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