[CAS NO. 81485-25-8] Peretinoin
PRODUCTS SPECIFICATIONS [81485-25-8]
DESCRIPTION [81485-25-8]
Overview
| MDL | MFCD01742209 |
|---|---|
| Molecular Weight | 302.45 |
| Molecular Formula | C20H30O2 |
| SMILES | C/C(C)=C/CC/C(C)=C/CC/C(C)=C/C=C/C(C)=C/C(O)=O |
2 Publications Citing Use of MCE
Summary
Peretinoin is an oral acyclic retinoid with a vitamin A-like structure that targets retinoid nuclear receptors such as retinoid X receptor (RXR) and retinoic acid receptor (RAR) . Peretinoin reduces the mRNA level of sphingosine kinase 1 (SPHK1) in vitro by downregulating a transcription factor, Sp1 [1] . Peretinoin prevents the progression of non-alcoholic steatohepatitis (NASH) and the development of hepatocellular carcinoma (HCC) through activating the autophagy pathway by increased Atg16L1 expression [2] . Peretinoin inhibits HCV RNA amplification and virus release by altering lipid metabolism with a EC 50 of 9 μM [3] .
In Vitro
Peretinoin (5 μM; 24 hours) up-regulates the expression of LC3B-II and increases autophagy flux in mouse primary hepatocytes
[2]
.
Peretinoin (10-40 μM; 12-72 hours) exhibits suppressed SPHK1 expression after 24 h treatment, even at 10 μM and more prominent after 72 h peretinoin treatment
[1]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Cell Autophagy Assay [2]
| Cell Line: | Mouse primary hepatocytes (MPH) and the human HCC HepG2 cell line |
| Concentration: | 5 μM |
| Incubation Time: | 24 hours |
| Result: | Up-regulated the expression of LC3B-II and increased autophagy flux. |
Western Blot Analysis [1]
| Cell Line: | Human hepatoma (Huh-7) cells |
| Concentration: | 10, 20 and 40 μM |
| Incubation Time: | 12, 24, 48 and 72 hours |
| Result: | Exhibited suppressed SPHK1 expression after 24 h treatment, even at 10 μM. |
Clinical Trial
| NCT Number | Sponsor | Condition | Start Date | Phase |
|---|---|---|---|---|
| NCT01640808 | Kowa Company, Ltd. |
Hepatic Neoplasm Malignant Recurrent
|
April 2012 | Phase 3 |
Appearance
Solid
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
-20°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
Solvent & Solubility
DMSO : 50 mg/mL ( 165.32 mM ; Need ultrasonic)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 3.3063 mL | 16.5317 mL | 33.0633 mL |
| 5 mM | 0.6613 mL | 3.3063 mL | 6.6127 mL |
| 10 mM | 0.3306 mL | 1.6532 mL | 3.3063 mL |
References
- [1] Honda M, et al. Peretinoin, an acyclic retinoid, improves the hepatic gene signature of chronic hepatitis C following curative therapy of hepatocellular carcinoma. BMC Cancer. 2013 Apr 15;13:191.
- [2] Okada H, et al. Peretinoin, an acyclic retinoid, suppresses steatohepatitis and tumorigenesis by activating autophagy in mice fed an atherogenic high-fat diet. Oncotarget. 2017 Jun 20;8(25):39978-39993.
- [3] Funaki M, et al. Peretinoin, an acyclic retinoid, inhibits hepatocarcinogenesis by suppressing sphingosine kinase 1 expression in vitro and in vivo. Sci Rep. 2017 Dec 5;7(1):16978.
Synonyms
