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330175 Echinomycin Streptomyces sp. - CAS 512-64-1 - Calbiochem

330175
  
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
512-64-1C₅₁H₆₄N₁₂O₁₂S₂
Description
OverviewA cell-permeable Streptomyces-derived antibiotic that contains two bicyclic peptide-linked quinoxalines and acts as a sequence-specific DNA bisintercalator. Echinomycin at 10 µM is shown to inhibit HIF-1 and Myc/Max DNA binding activities in U251 and MCF-7 nuclear extracts by >90%, while exhibiting little effect against the binding of AP-1 or NF-κB to their respective DNA targets that lack the 5'-ACGTG-3' core structure in cell-free EMSA assays. Reversibly inhibits hypoxia-induced HIF-1 transcription activity in an HRE promoter-based reporter assay in U215 cells (EC50 = 1.2 nM) and is of no effect against SV40 promoter-driven transcription activity. Despite echinomycin's in vitro apoptosis-inducing activity and the initial report of its in vivo antitumor effect in mice, clinical trials have not yet resulted in promising data regarding its therapeutic efficacy in cancer treatment.
Catalogue Number330175
Brand Family Calbiochem®
SynonymsNSC-13502, Quinomycin A
References
ReferencesPark, J.Y., et al. 2008. Cell. Biol. Int. 32, 1207.
Kong, D., et al. 2005. Cancer Res. 65, 9047.
Chang, A.Y., et al. 1998. Cancer 82, 292.
Wadler, S., et al. 1994. Cancer Chemother. Pharmacol. 34, 266.
Muss, H.B., et al. 1993. Am. J. Clin. Oncol. 16, 492.
Foster, B.J., et al. 1985. Invest. New Drugs 3, 403.
Van Dyke, N.M., et al. 1984. Science 225, 1122.
Ward, D.C., et al. 1965. Science 149, 1259.
Product Information
CAS number512-64-1
FormWhite to off-white to fawn solid
Hill FormulaC₅₁H₆₄N₁₂O₁₂S₂
Chemical formulaC₅₁H₆₄N₁₂O₁₂S₂
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Purity≥98% by HPLC
Physicochemical Information
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
R PhraseR: 23/24/25-46

Toxic by inhalation, in contact with skin and if swallowed.
May cause heritable genetic damage.
S PhraseS: 36-36/37/39-45-53

Wear suitable protective clothing.
Wear suitable protective clothing, gloves and eye/face protection.
In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
Avoid exposure - obtain special instructions before use.
Product Usage Statements
Storage and Shipping Information
Ship Code Shipped with Blue Ice or with Dry Ice
Toxicity Toxic
Storage -20°C
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C.) Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
330175 0

Documentation

Echinomycin Streptomyces sp. - CAS 512-64-1 - Calbiochem MSDS

Title

Safety Data Sheet (SDS) 

Echinomycin Streptomyces sp. - CAS 512-64-1 - Calbiochem Certificates of Analysis

TitleLot Number
330175

References

Reference overview
Park, J.Y., et al. 2008. Cell. Biol. Int. 32, 1207.
Kong, D., et al. 2005. Cancer Res. 65, 9047.
Chang, A.Y., et al. 1998. Cancer 82, 292.
Wadler, S., et al. 1994. Cancer Chemother. Pharmacol. 34, 266.
Muss, H.B., et al. 1993. Am. J. Clin. Oncol. 16, 492.
Foster, B.J., et al. 1985. Invest. New Drugs 3, 403.
Van Dyke, N.M., et al. 1984. Science 225, 1122.
Ward, D.C., et al. 1965. Science 149, 1259.
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision29-August-2019 JSW
SynonymsNSC-13502, Quinomycin A
DescriptionA cell-permeable Streptomyces-derived antibiotic that contains two bicyclic peptide-linked quinoxalines and acts as a sequence-specific DNA bisintercalator. Echinomycin at 10 µM is shown to inhibit HIF-1 and Myc/Max DNA binding activities in U251 and MCF-7 nuclear extracts by >90%, while exhibiting little effect against the binding of AP-1 or NF-κB to their respective DNA targets that lack the 5'-ACGTG-3' core structure in cell-free EMSA assays. Reversibly inhibits hypoxia-induced HIF-1 transcription activity in an HRE promoter-based reporter assay in U215 cells (EC50 = 1.2 nM) and is of no effect against SV40 promoter-driven transcription activity. Despite echinomycin's in vitro apoptosis-inducing activity and the initial report of its in vivo antitumor effect in mice, clinical trials have not yet resulted in promising data regarding its therapeutic efficacy in cancer treatment.
FormWhite to off-white to fawn solid
CAS number512-64-1
Chemical formulaC₅₁H₆₄N₁₂O₁₂S₂
Structure formulaStructure formula
Purity≥98% by HPLC
SolubilityDMSO (5 mg/ml)
Storage -20°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C.) Stock solutions are stable for up to 3 months at -20°C.
Toxicity Toxic
ReferencesPark, J.Y., et al. 2008. Cell. Biol. Int. 32, 1207.
Kong, D., et al. 2005. Cancer Res. 65, 9047.
Chang, A.Y., et al. 1998. Cancer 82, 292.
Wadler, S., et al. 1994. Cancer Chemother. Pharmacol. 34, 266.
Muss, H.B., et al. 1993. Am. J. Clin. Oncol. 16, 492.
Foster, B.J., et al. 1985. Invest. New Drugs 3, 403.
Van Dyke, N.M., et al. 1984. Science 225, 1122.
Ward, D.C., et al. 1965. Science 149, 1259.