(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

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(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.

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1396
Product name: Heclin
Purity: ≥98% (HPLC)
Packaging: 5 mg
Price: $100.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML1396
Product name: Heclin
Purity: ≥98% (HPLC)
Packaging: 25 mg
Price: $414
Updated: 2025/07/31

Cayman Chemical

Product number: 26139
Product name: Heclin
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 26139
Product name: Heclin
Packaging: 5mg
Price: $93
Updated: 2024/03/01

TRC

Product number: H129953
Product name: Heclin
Packaging: 5mg
Price: $275
Updated: 2021/12/16

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(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

(E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamide Preparation Products And Raw materials

Raw materials

Preparation Products

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(E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamide Suppliers

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890605-54-6, (E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamideRelated Search:

b-AP15 TCID EPOXOMICIN Carfilzomib

(E)-N-(4-acetylphenyl)-3-(5-ethylfuran-2-yl)prop-2-enamide

N-(4-Acetylphenyl)-3-(5-ethyl-2-furanyl)-2-propenamide

2-Propenamide, N-(4-acetylphenyl)-3-(5-ethyl-2-furanyl)-

Heclin >=98% (HPLC)

Heclin,E1 activating enzyme,E1/E2/E3 Enzyme,Ubiquitin ligase,E3 ligating enzyme,Ubiquitin conjugating enzyme,E2 conjugating enzyme,Ubiquitin activating enzyme,inhibit,Inhibitor

Heclin, 10 mM in DMSO

N-(4-Acetylphenyl)-3-(5-ethylfuran-2-yl)acrylamide

890605-54-6