E3330 - 10mM in DMSO , DNA-(apurinic or apyrimidinic site) lyase inhibitor, CAS No.136164-66-4, DNA-(apurinic or apyrimidinic site) lyase inhibitor

CAS: 136164-66-4 Cat. No.: E421373 Molecular Weight: 378.46 EC Number: 693-030-4

GRADE & PURITY 10mM in DMSO

Synonyms

E3330 | E-3330 | EX-A2212 | Undecanoic acid, 2-((4,5-dimethoxy-2-methyl-3,6-dioxo-1,4-cyclohexadien-1-yl)methylene)-, (E)- | (2E)-2-[(4,5-Dimethoxy-2-methyl-3,6-dioxo-1,4-cyclohexadien-1-yl)methylene]undecanoic acid | (2E)-2-[(4,5-Dimethoxy-2-methyl-3,6-d

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

E3330 E3330 (APX-3330) is a potent and selective APE1(Ref-1) inhibitor, which suppressed NF-kappa B DNA-binding activity.

Targets

NF-κB ; APE1(Ref-1)

In vitro

E3330 affects hemangioblast development in vitro via inhibition of Ape1 redox activity. E3330 inhibits the growth of human pancreatic cancer cell line PANC1, XPA1, MIAPACA, BxPC3, and PK9. E3330 also promotes exit of cell cycle in PANC1 cells, inhibits the DNA-Binding activity of HIF-1α and migration of pancreatic cancer cells. In JHH6 cells, E3330 prevents the functional activation of NF-κB via the alteration of APE1 subcellular trafficking and reduces IL-6 and IL-8 expression induced by TNF-α and FAs accumulation through blockage of the redox-mediated activation of NF-κB.

In vivo

In mice with endotoxin-mediated hepatitis, E3330 (300 mg/kg, p.o.) attenuates the elevation of plasma tumor necrosis factor activity and protectes mice from liver injury. In Rat model, E3330 (100 mg/kg, p.o.) also protectes rats from severe liver injury induced with endotoxin plus galactosamine.

Cell Research(from reference)

Cell lines：PANC1 cells 

Concentrations：~30 μM 

Incubation Time：72 hours 

Specifications

Synonyms

E3330 | E-3330 | EX-A2212 | Undecanoic acid, 2-((4, 5-dimethoxy-2-methyl-3, 6-dioxo-1, 4-cyclohexadien-1-yl)methylene)-, (E)- | (2E)-2-[(4, 5-Dimethoxy-2-methyl-3, 6-dioxo-1, 4-cyclohexadien-1-yl)methylene]undecanoic acid | (2E)-2-[(4, 5-Dimethoxy-2-methyl-3, 6-d

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

E3330 (APX-3330) is a potent and selective APE1(Ref-1) inhibitor, which suppressed NF-kappa B DNA-binding activity.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Mechanism of action

DNA-(apurinic or apyrimidinic site) lyase inhibitor

Product Properties

• ALogP: 5.3

Names and Identifiers

• Canonical Smiles: CCCCCCCCCC(=CC1=C(C(=O)C(=C(C1=O)OC)OC)C)C(=O)O
• IUPAC Name: (2E)-2-[(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)methylidene]undecanoic acid
• InChIKey: AALSSIXXBDPENJ-FYWRMAATSA-N
• 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+
• Isomeric SMILES: CCCCCCCCC/C(=C\C1=C(C(=O)C(=C(C1=O)OC)OC)C)/C(=O)O
• Molecular Weight: 378.46
• Reaxy-Rn: 24609616
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24609616&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Quinone and hydroquinone lipids
        • Level5 Prenylquinones
          • Level6 Ubiquinones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Quinone and hydroquinone lipids
• Intermediate Tree Nodes: Prenylquinones
• Direct Parent: Ubiquinones
• Alternative Parents: P-benzoquinones Medium-chain fatty acids Methyl-branched fatty acids Unsaturated fatty acids Vinylogous esters Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Ubiquinone skeleton - P-benzoquinone - Quinone - Medium-chain fatty acid - Branched fatty acid - Methyl-branched fatty acid - Fatty acyl - Fatty acid - Unsaturated fatty acid - Vinylogous ester - Ketone - Cyclic ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Carbonyl group - Organic oxygen compound - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as ubiquinones. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methyl(1,4-benzoquinone) moiety to which an isoprenyl group is attached at ring position 2(or 6).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (1 Activities)

Discover Target: APEX1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 378.500 g/mol
• XLogP3: 5.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 378.204 Da
• Monoisotopic Mass: 378.204 Da
• Topological Polar Surface Area: 89.900 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 666.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1