Acitretin

Catalog No.S1368 Synonyms: Etretin, RO 10-1670

Acitretin Chemical Structure

Molecular Weight(MW): 326.43

Acitretin is a second generation retinoid used for psoriasis.

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Choose Selective Retinoid Receptor Inhibitors

Biological Activity

Description Acitretin is a second generation retinoid used for psoriasis.
In vitro

Acitretin stimulates ADAM10 promoter activity with an EC(50) of 1.5 mM and leads to an increase of mature ADAM10 protein that results in a two- to three-fold increase of the ratio between alpha- and beta-secretase activity in neuroblastoma cells. [1] Acitretin (5-20 μM) impairs mitochondrial phosphorylation efficiency as demonstrated by the decrease in the state 3 respiration and ATP levels, and by the increase in the lag phase of ADP phosphorylation cycle, without affecting the membrane potential. Acitretin induces Ca(2+)-mediated mitochondrial permeability transition (MPT) and decreased the adenine nucleotide translocase (ANT) content. [2] Acitretin preferentially inhibits the growth of SCL-1 cells in a dose- and time-dependent manner, but not of non-malignant keratinocyte HaCaT cells. Acitretin increases the levels of CD95 (Fas), CD95-ligand and Fas-associated death domain. Acitretin is able to induce apoptosis in skin cancer cells possibly via death receptor CD95 apoptosis pathway without affecting the viability of normal keratinocyte. [3]

In vivo Acitretin undergoes alpha-oxidation, chain shortening O-demethylation, and glucuronidation in the perfused rat liver. [4] Acitretin rapidly appears in liver and muscle of rats, where it undergoes redistribution into skin and adipose tissue. [5]

Protocol

Solubility (25°C)

In vitro DMSO 20 mg/mL (61.26 mM)
Water Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 326.43
Formula

C21H26O3

CAS No. 55079-83-9
Storage powder
Synonyms Etretin, RO 10-1670

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT02715960 Recruiting Psoriasis Vulgaris Central South University December 2015 Phase 2
NCT02050321 Terminated Malignant Melanoma University of Arizona December 2013 Phase 2
NCT02330380 Active, not recruiting Psoriasis|Inflammation University Hospitals Cleveland Medical Center|National Psoriasis Foundation April 2013 --
NCT01812954 Completed Psoriasis Jochen Schmitt.|Merck Sharp & Dohme Corp.|Technische Universität Dresden March 2013 --
NCT02191020 Completed Psoriasis Xijing Hospital|Henan Provincial Hospital|The First Affiliated Hospital of Dalian Medical University February 2013 --
NCT01545284 Completed Chronic Hand Dermatitis Innovaderm Research Inc.|Tribute Pharmaceuticals March 2012 Phase 2|Phase 3

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID