VPC 23019

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Cat.No. 4195 - VPC 23019 | C17H29N2O5P | CAS No. 449173-19-7
Description: S1P1 and S1P3 antagonist
Chemical Name: 2-Amino-N-(3-octylphenyl)-3-(phosphonooxy)-propanamaide
Purity: ≥95% (HPLC)
Datasheet
Citations (5)
Reviews
Literature

Biological Activity

Sphingosine-1-phosphate receptor antagonist; inhibits S1P1 and S1P3 receptors (pKi values are 7.86 and 5.93 respectively).

Technical Data

M. Wt 372.4
Formula C17H29N2O5P
Storage Store at -20°C
Purity ≥95% (HPLC)
CAS Number 449173-19-7
PubChem ID 11588811
InChI Key MRUSUGVVWGNKFE-MRXNPFEDSA-N
Smiles O=C([C@H](N)COP(O)(O)=O)NC1=CC(CCCCCCCC)=CC=C1

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

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Acidified DMSO (5% 1N HCl in DMSO) 3.72 10 with gentle warming
2eq. NaOH 18.62 50

Preparing Stock Solutions

The following data is based on the product molecular weight 372.4. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 5.37 mL 26.85 mL 53.71 mL
2.5 mM 1.07 mL 5.37 mL 10.74 mL
5 mM 0.54 mL 2.69 mL 5.37 mL
25 mM 0.11 mL 0.54 mL 1.07 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Davis et al (2005) Sphingosine-1-phosphate analogs as receptor antagonists. J.Biol.Chem. 280 9833 PMID: 15590668

Aoki et al (2007) The suppressive effect of sphingosine-1-phosphate on monocyte-endothelium adhesion may be mediated by the rearrangement of the endothelial integrins α5β1 and αVβ3. J.Thromb.Haemost. 5 1292 PMID: 17403093

Mihovilovic et al (2007) High-fat/cholesterol diet promotes a S1P receptor-mediated antiapoptotic activity for VLDL. J.Lipid Res. 48 806 PMID: 17264352


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Keywords: VPC 23019, VPC 23019 supplier, VPC23019, sphingosine-1-phosphate, s1p1, s1p3, antagonists, s1p, sphingolipids, Sphingosine-1-phosphate, Receptors, 4195, Tocris Bioscience

5 Citations for VPC 23019

Citations are publications that use Tocris products. Selected citations for VPC 23019 include:

Greig et al (2019) Requirement for sphingosine kinase 1 in mediating phase 1 of the hypotensive response to anandamide in the anaesthetised mouse. Eur J Pharmacol 842 1 PMID: 30359564

Wirrig et al (2016) Sphingosylphosphorylcholine inhibits macrophage adhesion to vascular smooth muscle cells Biochemical Pharmacology 115 43 PMID: 27402345

Sharma et al (2018) Stage-specific Effects of Bioactive Lipids on Human iPSC Cardiac Differentiation and Cardiomyocyte Proliferation. Sci Rep 8 6618 PMID: 29700394

Willems et al (2016) Sphingosine-1-phosphate receptor inhibition prevents denervation-induced dendritic atrophy. Evid Based Complement Alternat Med 4 28 PMID: 27036416

Miller et al (2008) Sphingosine kinases and sphingosine-1-phosphate are critical for transforming growth factor beta-induced extracellular signal-regulated kinase 1 and 2 activation and promotion of migration and invasion of esophageal cancer cells. Mol Cell Biol 28 4142 PMID: 18426913


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