E 3330
- Product Name
- E 3330
- CAS No.
- 136164-66-4
- Chemical Name
- E 3330
- Synonyms
- E 3330;CS-1756;APX3330;APX 3330;E 3330;E-3330;E3330 (APX-3330);(2E)-3-(5-(2,3-Dimethoxy-6-methyl-1,4-benzoquinoyl))-2-nonyl-2-propenoic acid;(2E)-2-[(4,5-Dimethoxy-2-methyl-3,6-dioxo-1,4-cyclohexadien-1-yl)methylene]-undecanoic acid;Undecanoic acid, 2-[(4,5-dimethoxy-2-methyl-3,6-dioxo-1,4-cyclohexadien-1-yl)methylene]-, (2E)-;(2E)-2-[(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)methylidene]undecanoic acid E3330
- CBNumber
- CB91355838
- Molecular Formula
- C21H30O6
- Formula Weight
- 378.46
- MOL File
- 136164-66-4.mol
E 3330 Property
- Melting point:
- 56-57 °C
- Boiling point:
- 542.2±50.0 °C(Predicted)
- Density
- 1.13±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: >20mg/mL
- form
- powder
- pka
- 4.29±0.19(Predicted)
- color
- red to orange
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H411Toxic to aquatic life with long lasting effects
- Precautionary statements
-
P273Avoid release to the environment.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- E8534
- Product name
- E3330
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $354
- Updated
- 2024/03/01
- Product number
- E8534
- Product name
- E3330
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $1060
- Updated
- 2024/03/01
- Product number
- 447762
- Product name
- E 3330
- Packaging
- 5mg
- Price
- $432
- Updated
- 2021/12/16
- Product number
- E101500
- Product name
- E3330
- Packaging
- 5mg
- Price
- $135
- Updated
- 2021/12/16
- Product number
- CS-0015424
- Product name
- E3330
- Purity
- 98.01%
- Packaging
- 5mg
- Price
- $135
- Updated
- 2021/12/16
E 3330 Chemical Properties,Usage,Production
Uses
E 3330 is a potent and selective APE1 inhibitor used in the treatment for age related macular degeneration.
Uses
E3330 has been used in the inhibition of endothelial cancer cells and apurinic/apyrimidinic endodeoxyribonuclease 1 (APEX1).
Biological Activity
ap endonuclease 1 (ape1) is a dual-function protein, which contains a redox domain and a dna repair domain. ape1 is overexpressed in numerous solid cancers, including prostate and bladder cancers, non-small cell lung cancers, gliomas, medulloblastomas and primitive neurectodermal tumors, osteosarcomas, and germ cell tumors. e3330 is a small molecule inhibitor of redox activity of ape1 protein.
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.
in vitro
e3330 significantly reduces the growth of human pancreatic cancer cells in vitro. this phenomenon was further confirmed by a small interfering rna experiment to knockdown ape1 expression in pancreatic cancer cells. furthermore, the growth-inhibitory effects of e3330 are accentuated by hypoxia, and this is accompanied by striking inhibition in the dna binding ability of hypoxia-inducible factor-1α [1].
in vivo
oral pretreatment with e3330 attenuated the elevation of plasma tumor necrosis factor activity and protected micefrom liver injury. furthermore, e3330 inhibited the production of tumor necrosis factor from cultured propionibacterium acnes-elicited murine peritoneal macrophages on stimulation with lipopolysaccharide in vitro [2].
References
[1] gang-ming zou and anirban maitra. small-molecule inhibitor of the ap endonuclease 1/ref-1 e3330 inhibits pancreatic cancer cell growth and migration. mol cancer ther. 2008 jul; 7(7): 2012–2021.
[2] nagakawa j, hishinuma i, miyamoto k, hirota k, abe s, yamanaka t, katayama k, yamatsu i. protective effects of (2e)-3-[5-(2,3-dimethoxy-6-methyl-1,4- benzoquinoyl)]-2-nonyl-2-propenoic acid on endotoxin-mediated hepatitis in mice. j pharmacol exp ther. 1992 jul;262(1):145-50.
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