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E8534

Sigma-Aldrich

E3330

≥98% (HPLC)

Sinónimos:

(2E)-2-[(4,5-Dimethoxy-2-methyl-3,6-dioxo-1,4-cyclohexadien-1-yl)methylene]-undecanoic acid

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About This Item

Fórmula empírica (notación de Hill):
C21H30O6
Número de CAS:
136164-66-4
Peso molecular:
378.46
Número MDL:
MFCD00901331
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329799080
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

color

red to orange

solubilidad

DMSO: >20 mg/mL

temp. de almacenamiento

2-8°C

cadena SMILES

CCCCCCCCC\C(=C/C1=C(C)C(=O)C(OC)=C(OC)C1=O)C(O)=O

InChI

1S/C21H30O6/c1-5-6-7-8-9-10-11-12-15(21(24)25)13-16-14(2)17(22)19(26-3)20(27-4)18(16)23/h13H,5-12H2,1-4H3,(H,24,25)/b15-13+

Clave InChI

AALSSIXXBDPENJ-FYWRMAATSA-N

Aplicación

E3330 has been used in the inhibition of endothelial cancer cells and apurinic/apyrimidinic endodeoxyribonuclease 1 (APEX1).

Acciones bioquímicas o fisiológicas

E3330 is a specific inhibitor of AP endonuclease 1 redox domain. E3330 inhibits APE-1 regulation of transcription factors, but does not affect Ape1 DNA repair activity. AP endonuclease 1 (APE1; also known as REF-1) is a multifunctional protein with dual functions in DNA repair and redox regulation of transcription factors. It is involved in apurinic/apyrimidinic endonuclease DNA base excision repair activity, in proofreading exonuclease activity, and in modulating DNA binding activity of several transcription factors including NF-κB, Egr-1, p53, AP-1, CREB, HIF-α, and members of the Pax family. APE1 is overexpressed in several human cancers, and disruption of APE1 function has detrimental effects on cancer cell viability. E3330 significantly reduces the growth of human pancreatic cancer cells in vitro and inhibits pancreatic cancer cell migration.
E3330 is a specific inhibitor of AP endonuclease 1 redox domain; inhibits APE-1 regulation of transcription factors, but does not affect Ape1 DNA repair activity.

Frases de peligro

H413

Consejos de prudencia

P273 - P501

Clasificaciones de peligro

Aquatic Chronic 4

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000054904
0000141776
022M4602V
070M4602V
070M4702

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Brittney A Manvilla et al.
Biochemistry, 50(48), 10540-10549 (2011-10-29)
AP endonuclease 1 (APE1) is a multifaceted protein with essential roles in DNA repair and transcriptional regulation. APE1 (ref-1) activates many transcription factors (TF), including AP-1 and NF-κB. While the mechanism of APE1 redox activity remains unknown, it may involve
Mark R Kelley et al.
Antioxidants & redox signaling, 14(8), 1387-1401 (2010-09-30)
APE1 is a multifunctional protein possessing DNA repair and redox activation of transcription factors. Blocking these functions leads to apoptosis, antiangiogenesis, cell-growth inhibition, and other effects, depending on which function is blocked. Because a selective inhibitor of the APE redox
Andrej Jedinak et al.
Anticancer research, 31(2), 379-385 (2011-03-08)
The multi-functional apyrimidinic endonuclease 1/redox factor-1 (APE1/Ref-1) DNA repair and redox signaling protein has been shown to have a role in cancer growth and survival, however, little has been investigated concerning its role in inflammation. In this study, an APE1
Yukiko Saitou et al.
World journal of gastroenterology, 11(40), 6258-6261 (2006-01-19)
To investigate the reduction of cell viability in human hepatocellular carcinoma (HCC) cell lines induced by inhibition of nuclear factor kappa B (NF kappa B). HLE, SKHep1, and HepG2 were incubated and E3330 was used to compare the stimulation of
[Elucidation of pharmacological mechanism of drugs by studying the receptors].
Hiroshi Handa
The Japanese journal of antibiotics, 56 Suppl A, 39-46 (2003-12-19)
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