Acitretin - Moligand™, 10mM in DMSO , Retinoid receptor agonist, CAS No.55079-83-9, Retinoid receptor agonist

CAS: 55079-83-9 Cat. No.: A408623 Molecular Weight: 326.43 EC Number: 259-474-4

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

Etretin, RO 10-1670 | (2E,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Acitretin Acitretin (Etretin, RO 10-1670) 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. 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. 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.

In vivo

Acitretin undergoes alpha-oxidation, chain shortening O-demethylation, and glucuronidation in the perfused rat liver. Acitretin rapidly appears in liver and muscle of rats, where it undergoes redistribution into skin and adipose tissue.
Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥95%

Specifications

Synonyms

Etretin, RO 10-1670 | (2E, 4E, 6E, 8E)-9-(4-methoxy-2, 3, 6-trimethylphenyl)-3, 7-dimethylnona-2, 4, 6, 8-tetraenoic acid

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Acitretin (Etretin, RO 10-1670) is a second generation retinoid used for psoriasis.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Retinoid receptor agonist

Names and Identifiers

• Isomeric SMILES: CC1=CC(=C(C(=C1/C=C/C(=C/C=C/C(=C/C(=O)O)/C)/C)C)C)OC
• WGK Germany: 3
• UN Number: 3077
• Molecular Weight: 326.43
• Reaxy-Rn: 15057225
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=15057225&ln=

Chemical and Physical Properties

• Melt Point(°C): 230 °C

References

1. Yongjie Bao, Wenni Rong, An Zhu, Yuan Chen, Huiyue Chen, Yirui Hong, Jingyang Le, Qiyao Wang, C. Benjamin Naman, Zhipeng Xu, Lin Liu, Wei Cui, Xiang Wu.  (2023)  Retinoic Acid Receptor Is a Novel Therapeutic Target for Postoperative Cognitive Dysfunction.  Pharmaceutics,  15  (9): (2311).  [PMID:37765280] [10.3390/pharmaceutics15092311]