SML1396

Heclin

≥98% (HPLC)

• Synonym(s): N-(4-Acetylphenyl)-3-(5-ethyl-2-furanyl)-2-propenamide
• Empirical Formula (Hill Notation): C₁₇H₁₇NO₃
• CAS Number: 890605-54-6
• Molecular Weight: 283.32
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825844
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 20 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: CC(C1=CC=C(NC(/C=C/C2=CC=C(CC)O2)=O)C=C1)=O
• InChI: 1S/C17H17NO3/c1-3-15-8-9-16(21-15)10-11-17(20)18-14-6-4-13(5-7-14)12(2)19/h4-11H,3H2,1-2H3,(H,18,20)/b11-10+
• InChI key: SPTWXRJNCFIDRQ-ZHACJKMWSA-N

Description

Application

Heclin has been used as a HECT-type ubiquitin E3 ligase inhibitor in human embryonic kidney (HEK293) cells.[1] It has also been used to test its effect on dandelion-induced chloride channel protein (ClC-Ka) inhibition in HEK293 cells [2] and fibroblast-like COS-7 cell line.[3]

Biochem/physiol Actions

HECT E3 ubiquitin ligase inhibitor

Heclin is a selective reversible inihbitor of HECT E3 ubiquitin ligases. Heclin inhibited Nedd4, Smurf2 and WWP1 with IC₅₀ values of 6.3 μM, 6.8 μM and 6.9 μM, respectively, and inhibited autoubiquitination of the Smurf2 HECT domain in vivo with an IC₅₀ value of 9 μM. Heclin had no effect on the auto-ubiquitination of the RING domain ligase Mdm2.

Heclin is not effective in inhibiting E1 or E2 proteins.[4]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable