Wortmannin

Pricing Availability Delivery Time Qty
Cat.No. 1232 - Wortmannin | C23H24O8 | CAS No. 19545-26-7
Description: Potent, irreversible inhibitor of PI 3-kinase. Also inhibitor of PLK1
Alternative Names: SL-2052
Chemical Name: (1S,6bR,9aS,11R,11bR) 11-(Acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-3H-furo[4,3,2-de]indeno[4,5,-h]-2-h]-2-benzopyran-3,6,9-trione
Datasheet
Citations (42)
Literature

Biological Activity

Potent, selective, cell-permeable and irreversible inhibitor of phosphatidylinositol 3-kinase (PI 3-kinase) (IC50 = 2 - 4 nM). Also potently inhibits polo-like kinase 1 (PLK1) (IC50 = 5.8 nM).

Technical Data

M. Wt 428.44
Formula C23H24O8
Storage Desiccate at -20°C
CAS Number 19545-26-7
PubChem ID 3003565
InChI Key QDLHCMPXEPAAMD-ZGSWIPFCSA-N
Smiles O=C(C4=CO5)O[C@H](COC)[C@@]1(C)C4=C5C(C2=C1[C@H](OC(C)=O)C[C@@]3(C)C2CCC3=O)=O

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 21.42 50
ethanol 2.14 5mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 428.44. 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.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.33 mL 11.67 mL 23.34 mL
5 mM 0.47 mL 2.33 mL 4.67 mL
10 mM 0.23 mL 1.17 mL 2.33 mL
50 mM 0.05 mL 0.23 mL 0.47 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.

Arcaro and Wymann (1993) Wortmannin is a potent phophatidylinositol 3-kinase inhibitor: the role of phosphatidylinositol 3,4,5-trisphosphate in neutrophil responses. Biochem.J. 296 297 PMID: 8257416

Liu et al (2005) Wortmannin, a widely used phosphoinositide 3-kinase inhibitor, also potently inhibits mammalian polo-like kinase. Chem.Biol. 12 99 PMID: 15664519

Powis et al (1994) Wortmannin, a potent and selective inhibitor of phosphatidylinositol-3-kinase. Cancer Res. 54 2419 PMID: 8162590

Schultz et al (1995) In vitro and in vivo antitumor activity of the phosphatidylinositol-3-kinase inhibitor wortmannin. Anticancer Res. 15 1135 PMID: 7653991


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

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42 Citations for Wortmannin

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

Mäki-Jouppila et al (2014) Centmitor-1, a novel acridinyl-acetohydrazide, possesses similar molecular interaction field and antimitotic cellular phenotype as rigosertib, on 01910.Na. Nat Commun 13 1054 PMID: 24748653

Takada et al (2014) Mechanosensitive ATP release from hemichannels and Ca2+ influx through TRPC6 accelerate wound closure in keratinocytes. J Cell Sci 127 4159 PMID: 25097230

Grassin-Delyle et al (2013) The expression and relaxant effect of bitter taste receptors in human bronchi. Respir Res 14 134 PMID: 24266887

Cheshenko et al (2013) HSV activates Akt to trigger calcium release and promote viral entry: novel candidate target for treatment and suppression. FASEB J 27 2584 PMID: 23507869

McAlpine et al (2013) Regulation of nutrient-sensitive autophagy by uncoordinated 51-like kinases 1 and 2. Autophagy 9 361 PMID: 23291478

Mohan et al (2013) Combination of LC3 shRNA plasmid transfection and genistein treatment inhibited autophagy and increased apoptosis in malignant neuroblastoma in cell culture and animal models. PLoS One 8 e78958 PMID: 24205354

Siddoway et al (2013) An essential role for inhibitor-2 regulation of protein phosphatase-1 in synaptic scaling. J Pharmacol Exp Ther 33 11206 PMID: 23825423

Choi et al (2013) EI24 regulates epithelial-to-mesenchymal transition and tumor progression by suppressing TRAF2-mediated NF-κB activity. J Virol 4 2383 PMID: 24280371

Stefanidou et al (2013) Herpes simplex virus 2 (HSV-2) prevents dendritic cell maturation, induces apoptosis, and triggers release of proinflammatory cytokines: potential links to HSV-HIV synergy. Mol Immunol 87 1443 PMID: 23152529

Villers et al (2012) Long-lasting LTP requires neither repeated trains for its induction nor protein synthesis for its development. PLoS One 7 e40823 PMID: 22792408

Chen et al (2012) The class I PI3K/Akt pathway is critical for cancer cell survival in dogs and offers an opportunity for therapeutic intervention. BMC Vet Res 8 73 PMID: 22647622

Khurana et al (2012) An essential role for modulation of hyperpolarization-activated current in the development of binaural temporal precision. J Neurosci 32 2814 PMID: 22357864

Bianca et al (2012) Endogenous urotensin II selectively modulates erectile function through eNOS. PLoS One 7 e31019 PMID: 22319601

Yin et al (2012) TNF-α triggers rapid membrane insertion of Ca(2+) permeable AMPA receptors into adult motor neurons and enhances their susceptibility to slow excitotoxic injury. J Cell Sci 238 93 PMID: 22921461

Wilson et al (2016) SPECC1L deficiency results in increased adherens junction stability and reduced cranial neural crest cell delamination. Sci Rep 6 17735 PMID: 26787558

Lee et al (2016) Mincle-mediated translational regulation is required for strong nitric oxide production and inflammation resolution. Oncotarget 7 11322 PMID: 27089465

Maugeri et al (2016) PACAP and VIP Inhibit the Invasiveness of Glioblastoma Cells Exposed to Hypoxia through the Regulation of HIFs and EGFR Expression. Oncotarget 7 139 PMID: 27303300

Ahmed (2016) Effects of novel muscarinic M3 receptor ligand C1213 in pulmonary arterial hypertension models. Physiological Reports 4  e13069 PMID: 28039410

Olianas et al (2016) The GABAB positive allosteric modulators CGP7930 and GS39783 stimulate ERK1/2 signalling in cellslacking functional GABAB receptors European Journal of Pharmacology 794 135 PMID: 27876620

Rogers and Gahring (2015) Upregulation of Nicotinic Acetylcholine Receptor α4+β2 through a Ligand-Independent PI3Kβ Mechanism That Is Enhanced by TNFα and the Jak2/p38Mapk Pathways. Front Pharmacol 10 e0143319 PMID: 26619345

Yao et al (2015) Endothelial Rac1 is essential for hematogenous metastasis to the lung. Sci Rep 6 17501 PMID: 25991673

Jiang et al (2015) Stimulation of EphB2 attenuates tau phosphorylation through PI3K/Akt-mediated inactivation of glycogen synthase kinase-3β. Mol Cancer 5 11765 PMID: 26119563

Koutsioumpa et al (2015) Receptor protein tyrosine phosphatase β/ζ is a functional binding partner for vascular endothelial growth factor. Oncotarget 14 19 PMID: 25644401

Sahay et al (2015) The LPA1/ZEB1/miR-21-activation pathway regulates metastasis in basal breast cancer. PLoS One 6 20604 PMID: 26098771

Jiang and Zsombok (2014) Regulation of neurons in the dorsal motor nucleus of the vagus by SIRT1. Front Neurosci 7 270 PMID: 24454277

Mitrugno et al (2014) A novel and essential role for FcγRIIa in cancer cell-induced platelet activation. Blood 123 249 PMID: 24258815

Liu et al (2010) FRP inhibits ox-LDL-induced endothelial cell apoptosis through an Akt-NF-{kappa}B-Bcl-2 pathway and inhibits endothelial cell apoptosis in an apoE-knockout mouse model. Am J Physiol Endocrinol Metab 299 E351 PMID: 20530739

Liu et al (2009) Inhibitory effect of ETB receptor on Na(+)-K(+) ATPase activity by extracellular Ca(2+) entry and Ca(2+) release from the endoplasmic reticulum in renal proximal tubule cells. Hypertens Res 32 846 PMID: 19662022

Roselli et al (2009) Disassembly of shank and homer synaptic clusters is driven by soluble beta-amyloid(1-40) through divergent NMDAR-dependent signalling pathways. PLoS One 4 e6011 PMID: 19547699

Garcia et al (2009) c-jun controls the ability of IL-12 to induce IL-10 production from human memory CD4+ T cells. J Immunol 183 4475 PMID: 19734233

Grodzki et al (2009) FcεRI-induced activation by low antigen concentrations results in nuclear signals in the absence of degranulation. Exp Neurol 46 2539 PMID: 19540596

Nelson et al (2008) Temporal profiling of changes in phosphatidylinositol 4,5-bisphosphate, inositol 1,4,5-trisphosphate and diacylglycerol allows comprehensive analysis of phospholipase C-initiated signalling in single neurons. J Neurochem 107 602 PMID: 18665913

Garcia et al (2008) Antigenic experience dictates functional role of glycogen synthase kinase-3 in human CD4+ T cell responses. J Immunol 181 8363 PMID: 19050253

Chung et al (2007) IGF-I inhibition of apoptosis is associated with decreased expression of prostate apoptosis response-4. J Endocrinol 194 77 PMID: 17592023

Lin et al (2007) GSK-3beta acts downstream of PP2A and the PI 3-kinase-Akt pathway, and upstream of caspase-2 in ceramide-induced mitochondrial apoptosis. J Cell Sci 120 2935 PMID: 17666435

Venkateswarlu et al (2007) PI-3-kinase-dependent membrane recruitment of centaurin-α2 is essential for its effect on ARF6-mediated actin cytoskeleton reorganisation. J Neurosci 120 792 PMID: 17284522

O'Riordan et al (2006) Regulation of nuclear factor κB in the hippocampus by group I metabotropic glutamate receptors. J Neurosci 26 4870 PMID: 16672661

Bianca et al (2006) Sphingosine 1-phosphate induces endothelial nitric-oxide synthase activation through phosphorylation in human corpus cavernosum. J Cell Biochem 316 703 PMID: 16234413

Qiu et al (2006) Differential reelin-induced enhancement of NMDA and AMPA receptor activity in the adult hippocampus. Mol Cancer Ther 26 12943 PMID: 17167084

Searl and Silinsky (2005) LY 294002 inhibits adenosine receptor activation by a mechanism independent of effects on PI-3 kinase or casein kinase II. Purinergic Signal 1 389 PMID: 18404524

Schlemper et al (2005) Mechanisms underlying the relaxation response induced by bradykinin in the epithelium-intact guinea-pig trachea in vitro. Br J Pharmacol 145 740 PMID: 15852038

Alonso-Magdalena et al Pancreatic insulin content regulation by the estrogen receptor ER alpha. PLoS One 3 e2069 PMID: 18446233


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

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