Echinomycin

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Cat.No. 5520 - Echinomycin | C51H64N12O12S2 | CAS No. 512-64-1
Description: Highly potent and selective HIF-1α inhibitor
Alternative Names: Quinomycin A
Chemical Name: N-(2-Quinoxalinylcarbonyl)-O-[N-(2-quinoxalinylcarbonyl)-D-seryl-L-alanyl-3-mercapto-N,S-dimethylcysteinyl-N-methyl-L-valyl]-D-seryl-L-alanyl-N-methylcysteinyl-N-methyl-L-valine-(81)-lactone-cyclic (37)-thioether
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Highly potent and selective HIF-1α inhibitor (IC50 = 29.4 pM). Selectively inhibits HIF-1 binding to the VEGF promoter without affecting the binding of AP-1 or NF-κB. Inhibits colony formation of cancer stem cells (CSC) with a 100-fold selectivity over normal hematopoietic progenitor cells. Eradicates mouse lymphomas and human AML xenografts by eliminating CSCs.

Technical Data

M. Wt 1101.26
Formula C51H64N12O12S2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 512-64-1
PubChem ID 91826096
InChI Key AUJXLBOHYWTPFV-LDUXBRJQSA-N
Smiles O=C(N[C@](C(N[C@H](C(N(C)[C@@](C(SC[C@@](N(C)C([C@H](C)NC4=O)=O)([H])C3=O)SC)([H])C(N(C)[C@@H]([C@@H](C)C)C(OC[C@]([H])4NC(C5=CN=C(C=CC=C6)C6=N5)=O)=O)=O)=O)C)=O)([H])COC([C@H]([C@@H](C)C)N3C)=O)C2=NC1=CC=CC=C1N=C2

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 5.51 5

Preparing Stock Solutions

The following data is based on the product molecular weight 1101.26. 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 0.91 mL 4.54 mL 9.08 mL
5 mM 0.18 mL 0.91 mL 1.82 mL
10 mM 0.09 mL 0.45 mL 0.91 mL
50 mM 0.02 mL 0.09 mL 0.18 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.

Wang et al (2011) Targeting HIF1α eliminates cancer stem cells in hematological malignancies. Cell Stem Cell 8 399 PMID: 21474104

Kwon et al (2011) Physical and functional interactions between Runx2 and HIF-1α induce vascular endothelial growth factor gene expression. J.Cell.Biochem. 112 3582 PMID: 21793044

Kong et al (2005) Echinomycin, a small-molecule inhibitor of hypoxia-inducible factor-1 DNA-binding activity. Cancer Res. 65 9047 PMID: 16204079


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Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
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.

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