(E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamide
- Product Name
- (E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamide
- CAS No.
- 890605-54-6
- Chemical Name
- (E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamide
- Synonyms
- Heclin >=98% (HPLC);Heclin, 10 mM in DMSO;N-(4-Acetylphenyl)-3-(5-ethylfuran-2-yl)acrylamide;N-(4-Acetylphenyl)-3-(5-ethyl-2-furanyl)-2-propenamide;2-Propenamide, N-(4-acetylphenyl)-3-(5-ethyl-2-furanyl)-;(E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamide;Heclin,E1 activating enzyme,E1/E2/E3 Enzyme,Ubiquitin ligase,E3 ligating enzyme,Ubiquitin conjugating enzyme,E2 conjugating enzyme,Ubiquitin activating enzyme,inhibit,Inhibitor
- CBNumber
- CB54206515
- Molecular Formula
- C17H17NO3
- Formula Weight
- 283.32
- MOL File
- 890605-54-6.mol
(E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamide Property
- storage temp.
- -20°C (des.)
- solubility
- Soluble in DMSO (up to 40 mg/ml) or in Ethanol (up to 10 mg/ml).
- form
- solid
- color
- Beige
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
N-Bromosuccinimide Price
- Product number
- SML1396
- Product name
- Heclin
- Purity
- ≥98% (HPLC)
- Packaging
- 5 mg
- Price
- $100.7
- Updated
- 2025/07/31
- Product number
- SML1396
- Product name
- Heclin
- Purity
- ≥98% (HPLC)
- Packaging
- 25 mg
- Price
- $414
- Updated
- 2025/07/31
- Product number
- 26139
- Product name
- Heclin
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 26139
- Product name
- Heclin
- Packaging
- 5mg
- Price
- $93
- Updated
- 2024/03/01
- Product number
- H129953
- Product name
- Heclin
- Packaging
- 5mg
- Price
- $275
- Updated
- 2021/12/16
(E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamide Chemical Properties,Usage,Production
Description
Heclin (890605-54-6) is the first small molecule inhibitor of the HECT domain-containing E3 ubiquitin ligases. Heclin (HECT ligase inhibitor) inhibits several HECT ligases in cultured cells, IC50s = 6.8, 6.3 and 6.9 μM for Smurf2, Nedd4 and WWP1 respectively. It does not block E2 binding but causes a conformational change which results in oxidation of the active site cysteine. Cells tolerate heclin treatment for several hours but exposure for 24 hours leads to death in HEK293 cells, consistent with an essential role for HECT ligase activity in mammalian cells. Heclin does not inhibit RING domain ligases.1?Thus it is a valuable tool for distinguishing between RING and HECT-mediated ubiquitination. Prevents proteasomal degradation of thioredoxin-interacting protein after microbial infection with subsequent reduction of pro-inflammatory mediators.2?Improves short-term memory, consolidation, retrieval and reconsolidation of contextual fear in rodent models.3
Uses
Heclin is a small molecule inhibitor of HECT-type ubiquitin ligases which are crucial in many cellular functions.
storage
Store at -20°C
References
[1] THOMAS MUND. Peptide and small molecule inhibitors of HECT-type ubiquitin ligases.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2014, 111 47: 16736-16741. DOI:10.1073/pnas.1412152111
[2] PO-CHUN TSENG. HECT E3 Ubiquitin Ligase-Regulated Txnip Degradation Facilitates TLR2-Mediated Inflammation During Group A Streptococcal Infection[J]. Frontiers in Immunology, 2019. DOI:10.3389/fimmu.2019.02147
[3] JADIER REDONDO . Hippocampal HECT E3 ligase inhibition facilitates consolidation, retrieval, and reconsolidation, and inhibits extinction of contextual fear memory[J]. Neurobiology of Learning and Memory, 2020, 167: Article 107135. DOI:10.1016/j.nlm.2019.107135