(+/-)4-HDOHE Chemical Properties

Boiling point:

502.3±50.0 °C(Predicted)

Density 

0.995±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml

pka

4.57±0.10(Predicted)

form 

Liquid

color 

Colorless to light yellow

(+/-)4-HDOHE Usage And Synthesis

Description

(±)4-HDHA is an autoxidation product of docosahexaenoic acid (DHA) in vitro. It is also produced from incubations of DHA in rat liver, brain, and intestinal microsomes. Enzymatic transformation of DHA by RBL-1 cells also produces 4-HDHA. However, the enzymatic product is most likely the S-isomer. (±)4-HDHA is a potential marker of oxidative stress in brain and retina where DHA is an abundant polyunsaturated fatty acid.

Uses

(±)4-HDHA (4-Hydroxy docosahexaenoic acid) is an autoxidation product of Docosahexaenoic acid (HY-B2167) (DHA). (±)4-HDHA is a PPARγ agonist, antidiabetic and anti-inflammatory agent[1][2].

IC 50

PPARγ

References

[1] Yamamoto K, et al. 4-Hydroxydocosahexaenoic acid, a potent peroxisome proliferator-activated receptor gamma agonist alleviates the symptoms of DSS-induced colitis. Biochem Biophys Res Commun. 2008 Mar 14;367(3):566-72. DOI:10.1016/j.bbrc.2007.12.188
[2] Richard Louis Dunbar, et al. Lymph-releasing compositions of fatty acids and uses thereof for lymphatic incorporation and systemic disease treatment. Patent. WO2023146984.

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