Overview

  • Product name

    Echinomycin, HIF-1alpha inhibitor
  • Description

    Potent, reversible cell-permeable HIF-1α inhibitor
  • Biological description

    Potent, reversible cell-permeable HIF-1α inhibitor (EC50 = 1.2 nM, hypoxia-induced HIF-1 transcription activity in U215 cells). Specifically intercalates into DNA. Antibacterial, antiviral, antiangiogenic and antitumor effects in vivo.
  • Purity

    > 98%
  • CAS Number

    512-64-1
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    N-[2,4,12,15,17,25-Hexamethyl-29-methylsulfanyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-7-(quinoxaline-2-carbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-20-yl]quinoxaline-2-carboxamide
  • Molecular weight

    1101.26
  • Molecular formula

    C51H64N12O12S2
  • PubChem identifier

    3197
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO to 5 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one week. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CC1C(=O)N(C2CSC(C(C(=O)N(C(C(=O)OCC(C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)C(NC(=O)C(COC(=O)C(N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)SC)C
  • Source

    Streptomyces echinatus

  • Research areas

References

This product has been referenced in:

  • Wang Y  et al. Echinomycin protects mice against relapsed acute myeloid leukemia without adverse effect on hematopoietic stem cells. Blood 124:1127-35 (2014). Read more (PubMed: 24994068) »
  • Singh V  et al. Echinomycin, a potential binder of FKBP12, shows minor effect on calcineurin activity. J Biomol Screen 19:1275-81 (2014). Read more (PubMed: 25085862) »
  • Kong D  et al. Echinomycin, a small-molecule inhibitor of hypoxia-inducible factor-1 DNA-binding activity. Cancer Res 65:9047-55 (2005). Read more (PubMed: 16204079) »

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