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AB144247

Echinomycin, HIF-1alpha inhibitor

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(2 Publications)

MW 1101.3 Da, Purity >98%. 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. .

View Alternative Names

BLM_HUMAN, BS, Bloom syndrome, Bloom syndrome RecQ helicase like, Bloom syndrome protein, DINB protein, DINB1, DINP, DKFZp686C2056, DNA damage inducible protein b, DNA helicase, DNA helicase RecQ like type 2, DNA helicase, RecQ like type 3, DNA polymerase eta, DNA polymerase iota, DNA polymerase kappa, DNase IV, DinB homolog 1 (E. coli), Eta 2, Exonuclease WRN, FEN1_HUMAN, FLJ16395, FLJ21978, Flap endonuclease 1, Flap structure-specific endonuclease 1, HGNC 12791, MF1, MGC126616, MGC131618, MGC131620, Maturation factor 1, NF-E2-related factor 2, NF2L2_HUMAN, NRF2, Nfe2l2, Nuclear factor, Nuclear factor (erythroid derived 2) like 2, Nuclear factor erythroid 2-related factor 2, Nuclear factor erythroid derived 2 like 2, OTTHUMP00000225301, POLH_HUMAN, POLI_HUMAN, POLK_HUMAN, POLQ, Polymerase (DNA directed) iota, Polymerase (DNA directed) kappa, RAD 30B, RAD30, RAD30 homolog A, RAD30 homolog B, RAD30, S. cerevisiae, homolog of, RAD30A, RAD3OB, RECQ 2, RECQ like, RECQL 2, RECQL 3, Rad2, RecQ protein-like 2, RecQ protein-like 3, RecQ-like type 2, RecQ-like type 3, RecQ3, WRN_HUMAN, Werner syndrome ATP-dependent helicase, Werner syndrome helicase, Werner syndrome protein, Werner syndrome, RecQ helicase like, XP V, Xeroderma pigmentosum variant type protein, erythroid derived 2, hFEN-1, like 2, nuclear factor erythroid 2 like 2, polymerase DNA directed eta, polymerase, DNA, kappa, type 2

1 Images
Chemical Structure - Echinomycin, HIF-1alpha inhibitor (AB144247)
  • Chemical Structure

Lab

Chemical Structure - Echinomycin, HIF-1alpha inhibitor (AB144247)

2D chemical structure image of ab144247, Echinomycin, HIF-1alpha inhibitor

Key facts

CAS number

512-64-1

Purity

>98%

Form

Solid

form

Source

Streptomyces echinatus

Molecular weight

1101.3 Da

Molecular formula

C<sub>5</sub><sub>1</sub>H<sub>6</sub><sub>4</sub>N<sub>1</sub><sub>2</sub>O<sub>1</sub><sub>2</sub>S<sub>2</sub>

PubChem

3197

Nature

Native

Solubility

Soluble in DMSO to 5 mM

Biochemical name

Echinomycin

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.

Canonical 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

InChi

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)

InChiKey

AUJXLBOHYWTPFV-UHFFFAOYSA-N

IUPAC Name

N-[2,4,12,15,17,25-hexamethyl-27-methylsulfanyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-7-yl]quinoxaline-2-carboxamide

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Werner's syndrome helicase (WRN) also known as Bloom's syndrome protein (Blm) plays a critical role in the maintenance of genome stability. It is an ATP-dependent DNA helicase with a mass of approximately 143 kDa that unwinds DNA during replication and repair processes. WRN is expressed in various tissues particularly in those with high proliferative capacity like the thymus pancreas and testis. Besides WRN other related proteins such as DNA polymerase iota FEN1 DNA polymerase kappa/POLK and DNA polymerase eta also contribute to DNA replication and repair functions.
Biological function summary

These proteins participate in complex interactions required for accurate DNA repair. WRN and Blm specifically are involved in processing stalled replication forks and resolving unusual DNA structures. These helicases function in conjunction with the DNA polymerases and FEN1 ensuring the fidelity of DNA synthesis and repair. These activities precisely control homologous recombination and the repair of double-strand breaks which are essential for preventing genomic instability.

Pathways

These proteins mainly interact within the DNA damage response and repair pathways. WRN and Blm participate in the homologous recombination and base excision repair pathways. Proteins like Nrf2 are linked to these pathways by regulation of the oxidative stress response which affects DNA repair processes. The interaction between FEN1 and the polymerases kappa and eta further facilitates the excision and synthesis steps necessary for gap-filling during the repair mechanism.

Mutations or dysfunctions in these proteins contribute to syndromes such as Werner's syndrome and Bloom syndrome. These disorders are characterized by premature aging and heightened cancer susceptibility respectively. The DNA repair defects related to these proteins also connect them to other conditions like Fanconi anemia. In this context aberrations in WRN and Blm alongside their interactions with FEN1 and DNA polymerases can exacerbate disease phenotypes stressing the relevance of effective DNA repair in maintaining cellular integrity.

Product protocols

Publications (2)

Recent publications for all applications. Explore the full list and refine your search

Advanced science (Weinheim, Baden-Wurttemberg, Germany) 11:e2309885 PubMed38956900

2024

Identification of Hypoxia-ALCAM Macrophage- Exhausted T Cell Axis in Tumor Microenvironment Remodeling for Immunotherapy Resistance.

Applications

Unspecified application

Species

Unspecified reactive species

Zhenzhen Xun,Huanran Zhou,Mingyi Shen,Yao Liu,Chengcao Sun,Yanhua Du,Zhou Jiang,Liuqing Yang,Qing Zhang,Chunru Lin,Qingsong Hu,Youqiong Ye,Leng Han

American journal of respiratory cell and molecular biology 68:103-115 PubMed36264759

2022

Intracellular Chloride Channels Regulate Endothelial Metabolic Reprogramming in Pulmonary Arterial Hypertension.

Applications

Unspecified application

Species

Unspecified reactive species

Mai M Alzaydi,Vahitha B Abdul-Salam,Harry J Whitwell,Giusy Russomanno,Angelos Glynos,Daria Capece,Gyorgy Szabadkai,Martin R Wilkins,Beata Wojciak-Stothard
View all publications

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