E8534

E3330

Name: E3330
Brand: SIGMA
Price: 8840 CZK

≥98% (HPLC)

Synonym(s):

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

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5 MG

CZK 8,840.00

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₃₀O₆

CAS Number:

136164-66-4

Molecular Weight:

378.46

NACRES:

NA.77

PubChem Substance ID:

329799080

UNSPSC Code:

12352200

MDL number:

MFCD00901331

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Key Documents

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Quality Level

100

assay

≥98% (HPLC)

form

powder

color

red to orange

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

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+

InChI key

AALSSIXXBDPENJ-FYWRMAATSA-N

Related Categories

Bioactive Small Molecule Inhibitors

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1 of 4

This Item	S0447	F9057	SML1887
Sigma-Aldrich E8534 E3330	Sigma-Aldrich S0447 SIS3	Sigma-Aldrich F9057 FLLL31	Sigma-Aldrich SML1887 APX2009
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level -	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: >20 mg/mL	solubility H₂O: <2 mg/mL, DMSO: >20 mg/mL	solubility DMSO: ≥10 mg/mL	solubility DMSO: 10 mg/mL, clear
color red to orange	color yellow	color yellow	color white to beige

Application

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

Biochem/physiol Actions

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.

hcodes

H413

pcodes

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000519333

0000498698

0000141776

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Functional analysis of novel analogues of E3330 that block the redox signaling activity of the multifunctional AP endonuclease/redox signaling enzyme APE1/Ref-1.

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

NMR studies reveal an unexpected binding site for a redox inhibitor of AP endonuclease 1.

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

Augmentation of tumor necrosis factor family-induced apoptosis by E3330 in human hepatocellular carcinoma cell lines via inhibition of NF kappa B.

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

Apurinic/Apyrimidinic endonuclease 1 regulates inflammatory response in macrophages.

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

[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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Global Trade Item Number

SKU	GTIN
E8534-5MG	04061833608784
E8534-25MG	04061832722344

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E3330