13(R)-HODE Chemical Properties

Boiling point:

422.7±20.0 °C(Predicted)

Density 

0.970±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS pH 7.2: 1 mg/ml

pka

4.78±0.10(Predicted)

13(R)-HODE Usage And Synthesis

Description

13(R)-HODE is the opposite enantiomer of the 13(S)-HODE produced when linoleic acid is incubated with soybean lipoxygenase. The presence of 13(R)-HODE in the supernatants and membranes of cultured bovine endothelial cells has been attributed to COX metabolism.¹ 13(R)-HODE is a weak (IC₅₀ = 2.7 μM) inhibitor of U-46619-induced platelet aggregation.²

Definition

ChEBI: 13(R)-HODE is a 13-HODE in which the stereocentre at position 13 has S-configuration. It is a conjugate acid of a 13(R)-HODE(1-).

References

1. Baer, A.N., Costello, P.B., and Green, F.A. Stereospecificity of the hydroxyeicosatetraenoic and hydroxyoctadecadienoic acids produced by cultured bovine endothelial cells Biochim. Biophys. Acta 1085(1),45-52(1991).
2. Lagarde, M., Boutillon, M.M., Guichardant, M., et al. Further studies on the anti-thromboxane A₂ activity of monohydroxylated fatty acids Biochem. Pharmacol. 38,1863-1864(1989).

13(R)-HODE(10219-69-9)Related Product Information

• 13(R)-HODE CHOLESTERYL ESTER
• 9(Z),11(E)-OCTADECADIENOIC ACID
• (+/-)13-HODE
• 13(R)-HODE
• CIS-9, TRANS-11-TETRADECADIENOL