4-Hydroxyretinoic acid 

4-Hydroxyretinoic acid (4-HRA) is a derivative of Retinoic acid (HY-14649). 4-Hydroxyretinoic acid is formed via the catalysis of retinol by cytochrome P-450 isoenzymes. 4-Hydroxyretinoic acid also serves as a substrate for UDP-glucuronosyltransferase (s) and recombinant UGT2B7. 4-Hydroxyretinoic acid binds to the nuclear receptor RAR (Retinoic Acid Receptor), activates RAR and RXR-alpha, subsequently regulates gene expression and cell differentiation, and induces cancer cell apoptosis (Apoptosis). 4-Hydroxyretinoic acid also participates in multiple physiological processes such as immunoregulation, neuroprotection and antioxidation^[1][2].

4-Hydroxyretinoic acid (10^-11-5×10^-4 M) stimulates RAR-β, RAR-γ, RAR-α, and RXR-α mediated transcription of the TRE3-tk-CAT reporter gene in cotransfected CV-1 cells with ED₅₀ values of 75 nM, 30 nM, >500 nM, and >500 nM, respectively^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

316.43

C₂₀H₂₈O₃

66592-72-1

Solid

White to yellow

CC(/C=C/C=C(/C=C/C1=C(C(O)CCC(C)1C)C)C)=C\C(O)=O

Shipping with dry ice.

-80°C, protect from light, stored under nitrogen

• [1]. Samokyszyn VM, et al. 4-hydroxyretinoic acid, a novel substrate for human liver microsomal UDP-glucuronosyltransferase(s) and recombinant UGT2B7. J Biol Chem. 2000;275(10):6908-6914.  [Content Brief]

  [2]. Duell EA, et al. Human skin levels of retinoic acid and cytochrome P-450-derived 4-hydroxyretinoic acid after topical application of retinoic acid in vivo compared to concentrations required to stimulate retinoic acid receptor-mediated transcription in vitro. J Clin Invest. 1992;90(4):1269-1274.  [Content Brief]