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Echinomycin

SIGMA/SML0477 - ≥98% (HPLC)

Synonym: 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)-thioester; Quinomycin A

CAS Number: 512-64-1
Empirical Formula (Hill Notation): C51H64N12O12S2
Molecular Weight: 1101.26
Linear Formula: C51H64N12O12S2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML0477-1MG 1 mg
 $156.00
1/EA		 Add To Favorites
45-SML0477-5MG 5 mg
 $649.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C51H64N12O12S2/c1-25(2)38-49(72)74-22-36(59-42(65)34-21-53-30-17-13-15-19-32(30)57-34)44(67)55-28(6)46(69)63(10)40-48(71)62(9)39(26(3)4)50(73)75-23-35(58-41(64)33-20-52-29-16-12-14-18-31(29)56-33)43(66)54-27(5)45(68)60(7)37(47(70)61(38)8)24-77-51(40)76-11/h12-21,25-28,35-40,51H,22-24H2,1-11H3,(H,54,66)(H,55,67)(H,58,64)(H,59,65)
InChI key AUJXLBOHYWTPFV-UHFFFAOYSA-N
Quality Level 100 
shipped in dry ice
SMILES string S1C(C2N(C(=O)C(NC(=O)C(COC(=O)C(N(C(=O)C(N(C(=O)C(NC(=O)C(COC(=O)C(N(C2=O)C)C(C)C)NC(=O)c5nc6c(nc5)cccc6)C)C)C1)C)C(C)C)NC(=O)c3nc4c(nc3)cccc4)C)C)SC
storage condition desiccated
storage temp. −20°C
Application: Echinomycin has been used for inhibition of hypoxia-inducible factor 1.
Biochem/physiol Actions: Echinomycin is an antitumor antibiotic and potent hypoxia inducible factor 1α (HIF-1α) inhibitor.
Biochem/physiol Actions: Echinomycin is an antitumor antibiotic and potent hypoxia inducible factor 1α (HIF-1α) inhibitor. It binds to DNA via bifunctional intercalation, blocking the binding of HIF-1α, a transcription factor important in tumor growth. Echinomycin selectively eliminated cancer stem cells in a study with mouse lymphoma and human AML xenogeneic models, eradicating the lymphomas. Recently, echinomycin was also found to act as an antibiotic adjuvant having synergistic effects with novobiocin in gram negative bacteria.
Packaging: 1, 5 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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