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Fenretinide

Catalog No. T1872   CAS 65646-68-6
Synonyms: 4-HPR, MK-4016, 4-hydroxy(phenyl)retinamide

Fenretinide (4-HPR) is an orally-active synthetic retinoid derivative with potential antineoplastic and chemopreventive activities.

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Fenretinide Chemical Structure
Fenretinide, CAS 65646-68-6
Pack Size Availability Price/USD Quantity
5 mg In stock $ 34.00
10 mg In stock $ 54.00
25 mg In stock $ 79.00
50 mg In stock $ 98.00
100 mg In stock $ 128.00
200 mg In stock $ 193.00
1 mL * 10 mM (in DMSO) In stock $ 50.00
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Purity: 99.72%
Purity: 98%
Purity: 98%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Fenretinide (4-HPR) is an orally-active synthetic retinoid derivative with potential antineoplastic and chemopreventive activities.
In vitro Fenretinide demonstrates both immediate and sustained antitumor effects across several T-ALL cell lines and inhibits DES activity in CCRF-CEM leukemia cells, leading to increased endogenous cellular dhCer levels in a dose- and time-dependent manner. This includes (3 µM)-induced dhCer accumulation in CCRF-CEM and Jurkat cells [1]. Additionally, fenretinide enhances insulin signaling by protecting against ceramide-related inhibition and mitigates lipid-induced declines in insulin-stimulated glucose uptake [2]. It also effectively halts OVCAR-5 cell proliferation and viability at doses above 1 µM, achieving 70-90% growth inhibition at 10 µM, and notably impairs OVCAR-5 invasion following a 3-day preincubation period with 1 µM. Furthermore, endothelial cells exposed to 1µM 4-HPR fail to form tubular structures, instead creating small cellular clusters [4].
In vivo Fenretinide (10 mg/kg, i.p.) selectively inhibits ceramide accumulation HFD-fed male C57Bl/6 mice. Fenretinide treatment improves glucose tolerance and insulin sensitivity as determined by both glucose and insulin tolerance tests[2]. The addition of 25 mg/kg ketoconazole to Fenretinide increased 4-HPR plasma levels in NOD/SCID mice[3].
Cell Research Fenretinide is dissolved in DMSO. Standard XTT assay is used to determine cell viability. For fenretinide-only treatments, cells are plated in 96-well plates at 750,000 cells/mL and 100 μL/well. After 4 h, treatments are added on 50 μL/well obtaining a final density of 500,000 cells/mL and final volume of 150 μL/well. Four replicates are used per experimental condition. XTT reagent mixture is added 4 h before the end of selected treatment period and absorbance at 490 nm is determined per each well. A slightly modified protocol is used for analysis of the effect of myriocin (final concentration of 100 nM) or antioxidant on Fenretinide treatment. Briefly, cells are seeded on 60 mm culture dishes and myriocin or antioxidants added after 4 h. Fenretinide treatment is added 2 h later and cells are plated in quadruplicates in 96 well plates (150 μL/well).
Synonyms 4-HPR, MK-4016, 4-hydroxy(phenyl)retinamide
Molecular Weight 391.55
Formula C26H33NO2
CAS No. 65646-68-6

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 39.2 mg/mL(100 mM)

TargetMolReferences and Literature

1. Apraiz, Aintzane., et al. Dihydroceramide accumulation and reactive oxygen species are distinct and nonessential events in 4-HPR-mediated leukemia cell death. Biochemistry and Cell Biology (2012), 90(2), 209-223. 2. Bikman, Benjamin T., et al. Fenretinide Prevents Lipid-induced Insulin Resistance by Blocking Ceramide Biosynthesis. Journal of Biological Chemistry (2012), 287(21), 17426-17437. 3. Cooper JP, et al. Fenretinide metabolism in humans and mice: utilizing pharmacological modulation of its metabolic pathway to increase systemic exposure. Br J Pharmacol. 2011 Jul;163(6):1263-75. 4. Golubkov V, et al. Action of fenretinide (4-HPR) on ovarian cancer and endothelial cells. Anticancer Res. 2005 Jan-Feb;25(1A):249-53.

Related compound libraries

This product is contained In the following compound libraries:
Drug Repurposing Compound Library Anti-Cancer Clinical Compound Library Anti-Cancer Drug Library Anti-Cancer Active Compound Library Anti-Prostate Cancer Compound Library Neuronal Differentiation Compound Library Bioactive Lipid Compound Library Bioactive Compound Library FDA-Approved & Pharmacopeia Drug Library Anti-Metabolism Disease Compound Library

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Keywords

Fenretinide 65646-68-6 Autophagy Metabolism Retinoid Receptor 4-HPR Retinoic acid receptors MK4016 MK-4016 Inhibitor RAR/RXR 4-hydroxy(phenyl)retinamide inhibit MK 4016 Retinoid X receptors inhibitor

 

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